Composition

A composition combining cannabinoids, sucrose fatty acid ester, and ascorbic acid derivatives addresses the issue of light-induced coloration in cannabinoid compositions, ensuring stability and broad usage.

JP2025060052APending Publication Date: 2025-04-10DKS CO LTD
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Patent Information

Application Number
JP2023170542
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-09-29
Publication Date
2025-04-10

AI Technical Summary

Technical Problem

Compositions containing cannabinoids are prone to coloring due to light, which limits their storage and usage environments.

Method used

A composition comprising cannabinoids, sucrose fatty acid ester, and ascorbic acid or its derivatives, which suppresses coloration caused by light, even under acidic conditions.

Benefits of technology

The composition effectively prevents light-induced coloration, maintaining stability and usability across various environments, including acidic conditions.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a composition that suppresses light-induced coloration.SOLUTION: A composition comprises a cannabinoid (A), a sucrose fatty acid ester (B), and at least one (C) selected from ascorbic acid and derivatives thereof.SELECTED DRAWING: None
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Description

[Technical field]

[0001] The present invention relates to compositions comprising cannabinoids. [Background technology]

[0002] Cannabinoids are contained in the leaves and seed coats of hemp plants, and are known to contain various components such as cannabidiol (CBD). Cannabidiol has unique effects and is widely used in the food industry, such as food additives, and in the medical industry, such as pharmaceuticals, making it a highly useful component. Summary of the Invention [Problem to be solved by the invention]

[0003] However, solutions containing cannabinoids are prone to coloration due to light, and the storage and use environments may be limited. The present invention has been made in view of the above, and aims to provide a composition that can suppress coloration due to light. [Means for solving the problem]

[0004] As a result of intensive research into achieving the above-mentioned object, the inventors discovered that the above-mentioned object can be achieved by using ascorbic acid or its derivatives as essential ingredients together with sucrose fatty acid esters, and thus completed the present invention.

[0005] That is, the present invention includes, for example, the subject matter described in the following sections. Item 1 A composition comprising a cannabinoid (A), a sucrose fatty acid ester (B), and at least one selected from ascorbic acid and its derivatives (C). Section 2 Item 2. The composition according to item 1, comprising 0.1 to 30 parts by mass of at least one kind (C) selected from ascorbic acid and derivatives thereof relative to 100 parts by mass of the sucrose fatty acid ester (B). Section 3 Item 3. The composition according to item 1 or 2, wherein the sucrose fatty acid ester has an average degree of esterification of 1.00 to 1.15. Section 4 Item 4. The composition according to any one of Items 1 to 3, which is for food, cosmetic, feed, or pharmaceutical use. Effect of the Invention

[0006] The composition of the present invention is capable of suppressing coloration due to light. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0007] Hereinafter, embodiments of the present invention will be described in detail. In this specification, the expressions "containing" and "comprise" include the concepts of "containing", "comprises", "consists essentially of" and "consists only of".

[0008] 1. Composition The composition of the present invention contains a cannabinoid (A), a sucrose fatty acid ester (B), and at least one selected from ascorbic acid and its derivatives (C). The composition of the present invention, in a composition containing a cannabinoid (A), contains the sucrose fatty acid ester (B), and at least one selected from ascorbic acid and its derivatives (C), and therefore can suppress coloring due to light. In addition, the composition of the present invention can suppress coloring due to light even under acidic conditions. In this specification, "under acidic conditions" means that the pH of the emulsion composition is 7 or less, preferably 4 or less.

[0009] (Cannabinoids (A)) As the cannabinoid (A) contained in the composition of the present invention, for example, one or more of the various compound groups contained in cannabinoids derived from cannabis (specifically, cannabidiol (CBD), tetrahydrocannabinol, etc.) can be used.

[0010] The cannabinoid (A) preferably contains cannabidiol. In this case, it has excellent dispersibility in a solvent, particularly an aqueous solvent, and is particularly applicable to the food, cosmetics, feed, or pharmaceutical fields. The cannabinoid (A) preferably contains 50% by mass or more of cannabidiol, more preferably 80% by mass or more, even more preferably 90% by mass or more, and particularly preferably 95% by mass or more. The cannabinoid (A) may be only cannabidiol.

[0011] Cannabinoid (A) can be prepared, for example, by known methods. Alternatively, commercially available cannabinoids can be applied to the composition of the present invention. Similarly, cannabidiol can be prepared, for example, by known methods, or commercially available cannabidiol can be applied to the composition of the present invention.

[0012] (Sucrose fatty acid ester (B)) The sucrose fatty acid ester (B) contained in the composition of the present invention is a compound formed by an esterification reaction between sucrose and a fatty acid.

[0013] In the sucrose fatty acid ester (B), the type of the fatty acid moiety (RCOO-moiety) of the sucrose fatty acid ester is not particularly limited. The fatty acid moiety of the sucrose fatty acid ester may be a moiety derived from a saturated fatty acid or a moiety derived from an unsaturated fatty acid, and is preferably derived from a saturated fatty acid.

[0014] In the sucrose fatty acid ester (B), the number of carbon atoms in the fatty acid moiety of the sucrose fatty acid ester is not particularly limited, and for example, from the viewpoint of further suppressing coloration of the composition and providing better dispersibility and transparency, the number of carbon atoms in the fatty acid moiety (including ester carbon) is preferably 30 or less, more preferably 25 or less, even more preferably 20 or less, and particularly preferably 18 or less. In addition, from the viewpoint of further suppressing coloration of the composition and providing better dispersibility and transparency, the number of carbon atoms in the fatty acid moiety (including ester carbon) is preferably 8 or more, more preferably 10 or more, even more preferably 12 or more, and particularly preferably 14 or more. The fatty acid moiety in the sucrose fatty acid ester is preferably derived from, for example, lauric acid, palmitic acid, stearic acid, etc.

[0015] Sucrose fatty acid ester (B) exists in monoester, diester and triester forms. The sucrose fatty acid ester contained in the composition of the present invention may be any of these ester forms, and may contain not only one but also two or all of the ester forms. In other words, the sucrose fatty acid ester (B) may contain one or more sucrose fatty acid esters selected from the group consisting of monoester, diester and triester.

[0016] The average degree of esterification of the sucrose fatty acid ester (B) is preferably in the range of 1.00 to 1.15. That is, the average degree of esterification of the sucrose fatty acid ester (B) is preferably 1.00 or more and 1.15 or less. The average degree of esterification of the sucrose fatty acid ester (B) is preferably 1.01 or more. Moreover, the average degree of esterification of the sucrose fatty acid ester (B) is preferably 1.12 or less, more preferably 1.10 or less, and particularly preferably 1.08 or less. When the average degree of esterification of the sucrose fatty acid ester (B) is within the above range, coloration of the composition can be further suppressed, and dispersibility and transparency can be more excellent.

[0017] In the present invention, the average degree of esterification of the sucrose fatty acid ester (B) can be calculated as the average degree of esterification X of the sucrose fatty acid ester by the following formula (1). (Ns-X)=(Nx) / (Ny) ={(OHV) / (1000×56.11)} / {1 / (MwSug+(MwFa-18)X)} (1)

[0018] Here, the meanings of the symbols in formula (1) are as follows: Ns: number of OH groups in one sucrose molecule Nx: Number of moles of OH groups in 1 g of sample (sucrose fatty acid ester) Ny: number of moles of sucrose fatty acid ester in 1 g of sample OHV: Hydroxyl value of sucrose fatty acid ester MwSug: Molecular weight of sucrose MwFa: average molecular weight of constituent fatty acids

[0019] X can be calculated by substituting known values ​​of Ns, Nx, Ny, OHV, MwSug, and MwFa into the above formula (1). Note that Ns, Nx, Ny, OHV, MwSug, and MwFa can be measured by known methods.

[0020] As can be seen from the above method for calculating the average degree of esterification, the sucrose fatty acid ester (B) in the present invention can be said to be an aggregate of sucrose fatty acid ester molecules having different degrees of esterification.

[0021] In the composition of the present invention, when a commercially available product is used as the sucrose fatty acid ester (B), the value disclosed by the manufacturer, such as the manufacturer's guaranteed value or catalog value of the sucrose fatty acid ester, can be used as the average degree of esterification.

[0022] The type of sucrose fatty acid ester (B) is not particularly limited as long as the average degree of esterification is within the above range, and for example, a wide variety of known sucrose fatty acid esters can be applied to the composition of the present invention.

[0023] The method for producing the sucrose fatty acid ester (B) is not particularly limited, and for example, known production methods can be widely adopted. For example, the sucrose fatty acid ester can be synthesized by transesterification of sucrose and fatty acid ester. The fatty acid ester can be a methyl ester of fatty acid.

[0024] The sucrose used in the method for producing sucrose fatty acid ester (B) may be synthesized by a known method, or sucrose may be available as a commercially available product. The sucrose may be unreacted sucrose recovered during the production of sucrose fatty acid ester (so-called "recovered sugar"). The sucrose may be in a solid state or in a solution state dissolved in a solvent. The fatty acid used in the method for producing sucrose fatty acid ester may be synthesized by a known method, or fatty acid may be available as a commercially available product.

[0025] The method for adjusting the average esterification degree of the sucrose fatty acid ester (B) is not particularly limited, and for example, known methods can be widely adopted. For example, the average esterification degree of the obtained sucrose fatty acid ester can be controlled within a desired range by adjusting various synthesis conditions such as the ratio of sucrose and fatty acid or its ester used in the production of the sucrose fatty acid ester, the type of fatty acid, and the esterification reaction conditions.

[0026] Alternatively, the average degree of esterification of the sucrose fatty acid ester may be controlled to a desired range by mixing two or more sucrose fatty acid esters having different average degrees of esterification, in which case the average degree of esterification of each sucrose fatty acid ester can be easily adjusted to a desired range based on the degree of esterification of each sucrose fatty acid ester and the mixing mass ratio.

[0027] In the composition of the present invention, the content ratio of sucrose fatty acid ester (B) is not particularly limited. For example, in terms of being able to further suppress the coloring of the composition and being more excellent in dispersibility and transparency, the content of sucrose fatty acid ester is preferably 100 parts by mass or more, more preferably 300 parts by mass or more, even more preferably 500 parts by mass or more, particularly preferably 600 parts by mass or more, and is preferably 5000 parts by mass or less, more preferably 3000 parts by mass or less, even more preferably 2000 parts by mass or less, and particularly preferably 1500 parts by mass or less, when the total mass of the cannabinoid (A) in the composition is 100 parts by mass.

[0028] The compositions of the present invention may contain one or more sucrose fatty acid esters.

[0029] (C) at least one selected from ascorbic acid and its derivatives) The composition of the present invention contains at least one (C) selected from ascorbic acid and its derivatives. Examples of such ascorbic acid and its derivatives include L-ascorbic acid, D-ascorbic acid, L-ascorbic acid derivatives such as sodium L-ascorbate, calcium L-ascorbate, L-ascorbic acid stearate, and L-ascorbic acid palmitate, and D-ascorbic acid derivatives such as sodium D-ascorbate, calcium D-ascorbate, D-ascorbic acid stearate, and D-ascorbic acid palmitate. Among them, L-ascorbic acid and L-ascorbic acid derivatives are preferred, and L-ascorbic acid, sodium L-ascorbate, and calcium L-ascorbate are more preferred, because they can further suppress the coloring of the composition and have better dispersibility and transparency.

[0030] Ascorbic acid and its derivatives can be produced by known methods, and are also available as commercial products.

[0031] In the composition of the present invention, the content ratio of at least one (C) selected from ascorbic acid and its derivatives is not particularly limited. For example, the content ratio of at least one (C) selected from ascorbic acid and its derivatives is preferably 0.1 to 30 parts by mass, more preferably 0.2 to 20 parts by mass, even more preferably 0.3 to 15 parts by mass, and particularly preferably 0.4 to 10 parts by mass, relative to 100 parts by mass of the sucrose fatty acid ester (B). By keeping it within the above range, coloring of the composition can be further suppressed, and dispersibility and transparency can be further improved.

[0032] For example, the content ratio of at least one selected from ascorbic acid and its derivatives (C) is preferably 1 to 500 parts by mass, more preferably 3 to 300 parts by mass, further preferably 5 to 200 parts by mass, and particularly preferably 7 to 150 parts by mass, relative to 100 parts by mass of the cannabinoid (A). By keeping it within the above range, coloring of the composition can be further suppressed, and dispersibility and transparency can be further improved.

[0033] (Other ingredients) The composition of the present invention may contain other components in addition to the cannabinoid (A), sucrose fatty acid ester (B), and at least one selected from ascorbic acid and its derivatives (C), as long as the effect of the present invention is not inhibited. For example, the composition of the present invention may contain a surfactant other than the sucrose fatty acid ester (B). Such surfactants may include a wide range of known surfactants, such as sorbitan fatty acid esters and polyglycerin fatty acid esters.

[0034] The composition of the present invention may also contain fats and oils. In this case, the dispersibility of the cannabinoid (A) is improved, so that the composition of the present invention is easily applicable to various additives in the fields of food, cosmetics, feed, medicine, etc.

[0035] The fats and oils include edible fats and oils, specifically synthetic fats and oils such as medium-chain fatty acid triglycerides such as MCT oil, vegetable fats and oils such as cottonseed oil, castor oil, soybean oil, rapeseed oil, corn oil, olive oil, palm oil, safflower oil, rice oil, sunflower oil, sesame oil, and animal fats and oils such as lard, beef tallow, milk fat, and fish oil. For example, commercially available fats and oils can be widely used. The fats and oils contained in the composition can be one type alone or two or more types.

[0036] When the composition of the present invention contains oils and fats, the content ratio thereof is, for example, preferably 20 parts by mass or more, more preferably 40 parts by mass or more, even more preferably 60 parts by mass or more, and particularly preferably 80 parts by mass or more, per 100 parts by mass of the total mass of the cannabinoid (A), and is preferably 500 parts by mass or less, more preferably 400 parts by mass or less, even more preferably 300 parts by mass or less, and particularly preferably 200 parts by mass or less.

[0037] The composition of the present invention may also contain a water-soluble polymer. In this case, the dispersibility of the cannabinoid (A) is easily improved, so that the composition of the present invention is easily applied to various additives in the food, cosmetic, feed, or pharmaceutical fields. The water-soluble polymer compound in the present invention means a polymer compound that can be dissolved in water. For example, a polymer compound that dissolves in 100 parts by mass of water at 0.1 parts by mass or more can be considered as a water-soluble polymer compound.

[0038] Examples of the water-soluble polymer compound include a wide variety of known water-soluble polymer compounds, such as cellulose derivatives, polyvinylpyrrolidone, polyacrylic acid or a salt thereof, polymethacrylic acid or a salt thereof, polyvinyl alcohol, polyalkylene oxide, polystyrene sulfonic acid or a salt thereof, etc. Among these, the water-soluble polymer compound is preferably at least one selected from the group consisting of cellulose derivatives and polyvinylpyrrolidone.

[0039] The cellulose derivatives include, for example, hydroxyalkyl cellulose. Specifically, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxy Examples of the cellulose acetate include hydroxypropyl cellulose.

[0040] When the composition of the present invention contains a water-soluble polymer, the content ratio thereof is preferably, for example, 3 to 200 parts by mass per 100 parts by mass of the sucrose fatty acid ester (B) in the composition of the present invention, which tends to make the composition more excellent in dispersibility and transparency.

[0041] The composition of the present invention may contain other additives, for example, various additives widely used in food applications and various additives widely used in pharmaceutical applications. When the composition of the present invention contains other additives, the content ratio thereof is, for example, 50% by mass or less, preferably 30% by mass or less, more preferably 20% by mass or less, even more preferably 10% by mass or less, and particularly preferably 1% by mass or less, based on the total mass of the composition.

[0042] (Form of composition) The composition of the present invention may be in a liquid form such as a dispersion, or in a solid form such as a powder.

[0043] When the composition of the present invention is a dispersion liquid, the composition of the present invention can further contain a solvent.As such a solvent, it is preferable that it is an aqueous solvent, since it is easy to increase the dispersibility of cannabinoid (A) (especially cannabidiol).As the aqueous solvent, water and alcohol can be mentioned.

[0044] The alcohol component may include lower alcohol compounds such as methanol, ethanol, isopropanol, etc., as well as polyhydric alcohol compounds such as glycerin.

[0045] The aqueous solvent may be a mixed solvent of water and the lower alcohol and / or the polyhydric alcohol, or the aqueous solvent may be only the alcohol content of the lower alcohol and the polyhydric alcohol. When the aqueous solvent contains a mixture of a lower alcohol and a polyhydric alcohol, examples of the lower alcohol include methanol, ethanol, isopropanol, etc., and examples of the polyhydric alcohol include glycerin.

[0046] When the composition of the present invention is a dispersion, the aqueous solvent preferably contains at least an alcohol component such as a lower alcohol compound and a polyhydric alcohol compound, etc. In this case, the composition is likely to have better solubility and transparency.

[0047] When the aqueous solvent contains an alcohol content including a lower alcohol compound and a polyhydric alcohol compound, the ratio of the lower alcohol compound and the polyhydric alcohol compound is not particularly limited, and for example, the content ratio of the polyhydric alcohol compound is 10 to 50 parts by mass per 100 parts by mass of the lower alcohol compound.

[0048] When the composition of the present invention is a dispersion containing an aqueous solvent, and the aqueous solvent contains an alcohol content such as a lower alcohol compound and a polyhydric alcohol compound, the content ratio of the alcohol content is, for example, preferably 100 parts by mass or more, more preferably 500 parts by mass or more, and even more preferably 1000 parts by mass or more, relative to 100 parts by mass of the total mass of the cannabinoid, and is preferably 10,000 parts by mass or less, more preferably 5,000 parts by mass or less, even more preferably 3,000 parts by mass or less, and particularly preferably 2,000 parts by mass or less.

[0049] When the composition of the present invention is a dispersion containing a solvent, the total content of the solvent is not particularly limited. For example, the content of the cannabinoid and the sucrose fatty acid ester relative to 100 parts by mass of the solvent is preferably 0.01 to 20 parts by mass, more preferably 0.05 to 10 parts by mass, even more preferably 0.1 to 5 parts by mass, and particularly preferably 0.2 to 3 parts by mass.

[0050] When the composition of the present invention is a dispersion containing a solvent, the median diameter (D50) of the dispersion is not particularly limited. For example, the dispersion stability is easily improved, and the median diameter (D50) of the dispersion is preferably 1 to 150 nm, more preferably 1 to 100 nm, even more preferably 1 to 50 nm, and particularly preferably 1 to 20 nm. The median diameter (D50) of the dispersion can be measured by a dynamic light scattering method using a particle size measuring device (trade name: nanoSAQLA, manufactured by Otsuka Electronics Co., Ltd.). The median diameter (D50) means the particle diameter D50 at which the cumulative frequency in the scattering intensity distribution is 50%.

[0051] The composition of the present invention can be applied to various applications, and in particular, can be widely applied to applications in which compositions containing cannabidiol have been used in the past. Specifically, the composition of the present invention can be applied to food, cosmetics, feed, medicine, etc. In this specification, the term "food" broadly includes beverages, supplements, health foods, functional foods, foods for beauty, and animal feeds such as pets. In addition, in this specification, the term "feed" broadly includes feeds that can be used in various livestock fields, and also includes feeds used in aquaculture. In this specification, the term "medicinal use" includes medicines for taking or administering to humans, as well as medicines for taking or administering to animals. When the composition of the present invention is applied to food, cosmetics, or medicine, any of these uses includes those for beauty purposes.

[0052] As described above, the composition of the present invention can be particularly suitably used as, for example, a food additive, a feed additive, a pharmaceutical additive, and a cosmetic additive.

[0053] (Method of preparing the composition) The method for producing the composition of the present invention is not particularly limited, and can be produced by various methods using, for example, at least one (C) selected from cannabinoid (A), sucrose fatty acid ester (B), and ascorbic acid and its derivatives. For example, a method of mixing a raw material liquid containing cannabinoid (A) with a raw material liquid containing sucrose fatty acid ester (B) and at least one (C) selected from ascorbic acid and its derivatives in random order can be mentioned. The raw material liquid containing cannabinoid (A) can contain various oils, for example, the above-mentioned edible oils and fats, and among them, medium-chain fatty acid triglycerides represented by MCT oil, cottonseed oil, castor oil, etc. can be preferably used. For example, commercially available MCT oils can be widely used.

[0054] The ratio of the cannabinoid (A) to the solvent is not particularly limited. For example, the amount of the solvent used may be 50 to 200 parts by mass, and preferably 80 to 150 parts by mass, per 100 parts by mass of the cannabinoid (A).

[0055] The raw material solution containing sucrose fatty acid ester (B) and at least one selected from ascorbic acid and its derivatives (C) may contain a solvent, and examples of such solvents include the above-mentioned aqueous solvents (e.g., water, a lower alcohol compound, and a polyhydric alcohol compound). The polyhydric alcohol compound may be added after mixing the raw material solution containing cannabinoid (A) with the raw material solution containing sucrose fatty acid ester (B) and at least one selected from ascorbic acid and its derivatives (C). The ratio of the sucrose fatty acid ester (B) to the solvent is not particularly limited, and for example, the amount of the solvent used may be 50 to 200 parts by mass, and preferably 80 to 150 parts by mass, per 100 parts by mass of sucrose fatty acid ester (B). The ratio of the at least one selected from ascorbic acid and its derivatives (C) to the solvent is not particularly limited, and for example, the amount of the solvent used may be 50 to 200 parts by mass, and preferably 80 to 150 parts by mass, per 100 parts by mass of at least one selected from ascorbic acid and its derivatives (C).

[0056] For example, when mixing a raw material solution containing a cannabinoid (A) and a solvent, a raw material solution containing a sucrose fatty acid ester (B) and a solvent, and a raw material solution containing at least one selected from ascorbic acid and its derivatives (C) and a solvent, the temperature during mixing is not particularly limited, and is, for example, 20 to 100°C, preferably 30 to 90°C, and more preferably 40 to 80°C. The mixing method is also not particularly limited, and for example, a known mixer can be widely used. The concentration can also be adjusted by further adding water or the like to the composition obtained as described above. EXAMPLES

[0057] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to the embodiments of these examples.

[0058] (Production Example 1) In a 1L flask equipped with a stirrer, a thermometer, a pressure reducing device, and a reflux device for dimethyl sulfoxide (DMSO), 400g of DMSO and 34.2g of sucrose were mixed and dissolved at 95°C. 2.4g of potassium carbonate and 15.0g of methyl stearate as a fatty acid ester were added thereto, and the mixture was reacted at 95°C for 3 hours under a reduced pressure of 2kPa. Subsequently, lactic acid was added to neutralize the mixture, and then DMSO was distilled off under reduced pressure. The obtained crude product was dissolved in 200g of methyl ethyl ketone, washed three times with 200g of 10% saturated saline, and the solvent was distilled off under reduced pressure to obtain sucrose fatty acid ester B1. The average degree of esterification of sucrose fatty acid ester B1 was 1.01.

[0059] (Production Example 2) Fatty acid ester B2 was obtained in the same manner as in Production Example 1, except that the amount of methyl stearate used was changed to 15.5 g. The average esterification degree of sucrose fatty acid ester B2 was 1.04.

[0060] (Production Example 3) Fatty acid ester B3 was obtained in the same manner as in Production Example 1, except that the amount of methyl stearate used was changed to 16.1 g. The average esterification degree of sucrose fatty acid ester B3 was 1.08.

[0061] (Production Example 4) Sucrose fatty acid ester B4 was obtained in the same manner as in Production Example 1, except that 13.6 g of methyl palmitate was used instead of methyl stearate. The average esterification degree of sucrose fatty acid ester B4 was 1.01.

[0062] (Production Example 5) Fatty acid ester B5 was obtained in the same manner as in Production Example 1, except that 10.8 g of methyl laurate was used instead of methyl stearate. The average esterification degree of sucrose fatty acid ester B5 was 1.01.

[0063] Example 1 0.1 g of cannabidiol (CBD, manufactured by Sigma-Aldrichs) and 0.1 g of MCT oil (trade name: Actor M-1, manufactured by Riken Vitamin Co., Ltd.) as an oil and fat were mixed at 70 ° C. to obtain raw material liquid 1. In a separate container, 1.2 g of sucrose fatty acid ester B1 obtained in Production Example 1, 0.8 g of ethanol, 0.05 g of L-ascorbic acid (trade name: L (+)-ascorbic acid, manufactured by Nacalai Tesque Co., Ltd.), and 0.15 g of water were mixed at 70 ° C. to obtain raw material liquid 2. Raw material liquids 1 and 2 were mixed at 70 ° C. to obtain a composition.

[0064] Example 2 A composition was obtained in the same manner as in Example 1, except that the amount of ascorbic acid used was changed to 0.01 g and the amount of water used was changed to 0.19 g.

[0065] Example 3 A composition was obtained in the same manner as in Example 1, except that the amount of ascorbic acid used was changed to 0.1 g and the amount of water used was changed to 0.1 g.

[0066] Example 4 A composition was obtained in the same manner as in Example 1, except that the amount of sucrose fatty acid ester B1 used was changed to 0.9 g.

[0067] Example 5 A composition was obtained in the same manner as in Example 1, except that the amount of sucrose fatty acid ester B1 used was changed to 1.5 g.

[0068] Example 6 A composition was obtained in the same manner as in Example 1, except that 1.2 g of sucrose fatty acid ester B2 obtained in Production Example 2 was used instead of sucrose fatty acid ester B1.

[0069] Example 7 A composition was obtained in the same manner as in Example 1, except that 1.2 g of sucrose fatty acid ester B3 obtained in Production Example 3 was used instead of sucrose fatty acid ester B1.

[0070] Example 8 A composition was obtained in the same manner as in Example 1, except that 1.2 g of sucrose fatty acid ester B4 obtained in Production Example 4 was used instead of sucrose fatty acid ester B1.

[0071] Example 9 A composition was obtained in the same manner as in Example 1, except that 1.2 g of sucrose fatty acid ester B5 obtained in Production Example 5 was used instead of sucrose fatty acid ester B1.

[0072] Example 10 A composition was obtained in the same manner as in Example 1, except that 0.05 g of sodium L-ascorbate (trade name: sodium L-ascorbate, manufactured by Nacalai Tesque, Inc.) was used instead of L-ascorbic acid.

[0073] Example 11 A composition was obtained in the same manner as in Example 1, except that 0.05 g of calcium L-ascorbate (trade name: calcium L(+)-ascorbate dihydrate, Fujifilm Wako Pure Chemical Industries, Ltd.) was used instead of L-ascorbic acid.

[0074] Example 12 A composition was obtained in the same manner as in Example 1, except that 0.1 g of cottonseed oil was used instead of MCT oil.

[0075] (Example 13) A composition was obtained in the same manner as in Example 1, except that 0.1 g of castor oil was used instead of MCT oil.

[0076] Comparative Example 1 A composition was obtained in the same manner as in Example 1, except that 0.05 g of gallic acid (trade name: gallic acid, manufactured by Fuji Chemical Industry Co., Ltd.) was used instead of L-ascorbic acid.

[0077] Comparative Example 2 A composition was obtained in the same manner as in Example 1, except that 0.05 g of an antioxidant (product name: OXCH10, manufactured by Toyo Hakko Co., Ltd.) was used instead of L-ascorbic acid.

[0078] Comparative Example 3 A composition was obtained in the same manner as in Example 1, except that 0.05 g of vitamin E (trade name: DL-α-tocopherol, manufactured by Nacalai Tesque, Inc.) was used instead of L-ascorbic acid.

[0079] (evaluation) The compositions obtained in each Example and Comparative Example were diluted with pure water to obtain an aqueous solution so that the concentration of cannabinoid (A) was 0.1% by weight. The compositions obtained in each Example and Comparative Example were diluted with an aqueous citric acid solution (pH 3.4) to obtain an acidic aqueous solution so that the concentration of cannabinoid (A) was 0.1% by weight. The above aqueous solutions and acidic aqueous solutions were used to evaluate dispersibility, transparency, and coloration by the following method.

[0080] <Dispersibility> After standing at 25°C for 1 hour, the presence or absence of precipitate was confirmed. A: No precipitate is observed. B: Precipitate is observed.

[0081] <Transparency> The total light transmittance was measured at 25° C. using a haze meter NDH4000 (manufactured by Nippon Denshoku Industries Co., Ltd.) and evaluated based on the following criteria. A higher total light transmittance indicates higher transparency. A: Total light transmittance was 95% or more. B: The total light transmittance was 90% or more and less than 95%. C: The total light transmittance was 85% or more and less than 90%. D: The total light transmittance was 80% or more and less than 85%. E: The total light transmittance was less than 80%.

[0082] <Coloring> The sample was irradiated with ultraviolet light (light source model: SX-UID 502HUV, lamp type: ultra-high pressure UV lamp 500W, manufactured by Ushio Electric Co., Ltd.) for 30 minutes at 25°C. After ultraviolet irradiation, the sample was placed in a colorimeter and the Hazen color number (APHA) was measured using a spectrophotometer SE6000 (manufactured by Nippon Denshoku Industries Co., Ltd.). The lower the APHA value, the less colored the sample was. A:APHA was less than 20. B: APHA was 20 or more and less than 40. C: APHA was 40 or more and less than 60. D: APHA was greater than 60 and less than 80. E:APHA was 80 or higher.

[0083] Table 1 shows the composition conditions and evaluation results of each of the examples and comparative examples. Note that blank spaces in Table 1 indicate that the corresponding raw material was not used.

[0084] From the results in Table 1, the composition containing cannabinoid (A), sucrose fatty acid ester (B), and at least one selected from ascorbic acid and its derivatives (C) can suppress coloring due to light even when diluted with pure water and an acidic aqueous solution. In addition, the composition of the present invention is also excellent in dispersibility and transparency.

[0085] [Table 1]

Claims

1. A composition comprising a cannabinoid (A), a sucrose fatty acid ester (B), and at least one selected from ascorbic acid and its derivatives (C).

2. The composition according to claim 1, comprising 0.1 to 30 parts by mass of at least one kind (C) selected from ascorbic acid and its derivatives relative to 100 parts by mass of the sucrose fatty acid ester (B).

3. The composition according to claim 1 or 2, wherein the sucrose fatty acid ester (B) has an average degree of esterification of 1.00 to 1.

15.

4. The composition according to claim 1 or 2, which is for food, cosmetic, feed or pharmaceutical use.