127-47-9
Retinol acetate
CAS: 127-47-9
Molecular Formula: C22H32O2
127-47-9 - Names and Identifiers
| Name | Retinol acetate |
| Synonyms | Retinol acetate retinyl acetate RETINYL ACETATE RETINOL ACETATE VITAMIN A ACETATE Vitamin A acetate O~15~-acetylretinol TRANS-RETINOL ACETATE VITAMIN A ACETATE 1500 RETINOL ACETATE ALL TRANS O~15~-acetylretinoic acid all-trans vitamin a acetate VITAMIN A ACETATE, ALL TRANS RETINOL ACETATE, WATER SOLUBLE |
| CAS | 127-47-9 |
| EINECS | 204-844-2 |
| InChI | InChI=1/C22H30O3/c1-16(9-7-10-17(2)15-21(24)25-19(4)23)12-13-20-18(3)11-8-14-22(20,5)6/h7,9-10,12-13,15H,8,11,14H2,1-6H3/b10-7+,13-12+,16-9+,17-15+ |
| InChIKey | QGNJRVVDBSJHIZ-QHLGVNSISA-N |
127-47-9 - Physico-chemical Properties
| Molecular Formula | C22H32O2 |
| Molar Mass | 328.49 |
| Density | 1.0474 (rough estimate) |
| Melting Point | 57-58°C |
| Boling Point | 406.22°C (rough estimate) |
| Flash Point | 14℃ |
| Water Solubility | soluble |
| Solubility | DMSO : 50 mg/mL (152.21 mM; Need ultrasonic);H2O : < 0.1 mg/mL (insoluble) |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Light yellow to yellow (Solid) |
| Color | Yellow powder |
| Odor | Amine like |
| Merck | 14,10013 |
| BRN | 1915439 |
| Storage Condition | 2-8°C |
| Stability | Hygroscopic, Light Sensitive |
| Sensitive | Light & Air Sensitive & Hygroscopic |
| Refractive Index | 1.547-1.555 |
| MDL | MFCD00019413 |
| Physical and Chemical Properties | Melting point 58°C refractive index 1.547-1.555 water-soluble solution |
| Use | For vitamin A deficiency |
127-47-9 - Risk and Safety
| Risk Codes | R38 - Irritating to the skin R63 - Possible risk of harm to the unborn child R36/37/38 - Irritating to eyes, respiratory system and skin. R53 - May cause long-term adverse effects in the aquatic environment R61 - May cause harm to the unborn child R11 - Highly Flammable |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S53 - Avoid exposure - obtain special instructions before use. S16 - Keep away from sources of ignition. |
| UN IDs | UN1170 - class 3 - PG 2 - Ethanol |
| WGK Germany | 2 |
| RTECS | VH6825000 |
| FLUKA BRAND F CODES | 1-8-10 |
| TSCA | Yes |
| HS Code | 29362100 |
| Toxicity | LD50 (10 day) orally in mice: 4100 mg/kg (Kamm) |
127-47-9 - Reference
| Reference Show more | 1. Liu Huimin, Nie Qin, Huang Zhao, Yang Mengzhu, Wu Mengdi, Cao Xiaoqin. Establishment and pretreatment of fat-soluble vitamins in breast milk by HPLC [J]. Food Industry, 2020,41(12):313-317. |
127-47-9 - Introduction
Retinaldehyde, retinol and retinoic acid are aldehyde, alcohol and acid forms of vitamin A. Due to the unsaturated bonds in the fat chain, there are many geometric isomers of retinoic acid. Tretinoin also exists in the form of retinoin, such as propionate, retinoin acetate and retinoin palmitate. Retinol esters provide a vitamin A library that can be converted to retinol and other retinoids as needed. Retinol acetate has a wide range of biological uses.
Last Update：2022-10-16 17:13:04
127-47-9 - Reference Information
| LogP | 9.4 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | vitamin a acetate is a fat-soluble vitamin, which is a VitaminA nutritional supplement. Vitamin A participates in various physiological processes of human body. When the body Vitamin A is insufficient, it will lead to damage of rod cell function, anemia, decreased immune function, poor growth, etc. Therefore, Vitamin A nutrition fortified food has been widely used in many countries. Vitamin A acetate is an unsaturated ester, oily, easily oxidized, soluble in fat or organic solvents, but insoluble in water, it is difficult to evenly add J in food, so the application range is limited. After microencapsulation, it can improve its water solubility and stability, and its shape changes from oily to powdery, which is convenient for storage, transportation and advanced processing. |
| Properties | Vitamin A acetate is a yellow prismatic crystal, a lipid compound, and its chemical stability is better than vitamin A. Clinically, this product or its palmitate is often dissolved in vegetable oil and used, and it is hydrolyzed by enzymes in the body to obtain vitamin A. The vitamin A contained in the Chinese Pharmacopoeia is actually vitamin A acetate. |
| physiological function and function | vitamin A acetate can maintain the normal metabolism of human body, maintain the stability and development of cell membrane, maintain the normal function of reproductive system, and play a significant role in the formation of vision, easing the keratinization of tissues and enhancing the immunity of cells. The vitamin is fat-soluble and is a necessary factor for regulating the growth and health of epithelial tissue cells, thinning the surface of rough aging skin and obvious wrinkle removal effect. Can be used in skin care, wrinkle removal, whitening and other advanced cosmetics. |
| human metabolism | vitamin a acetate is hydrolyzed by enzymes in the body to generate vitamin a, which is then oxidized to retinal. retinal can mutate with each other to form 11Z retinal, which is a photosensitive substance that constitutes sensory cells and participates in the formation of vision. Retinaldehyde can be further oxidized to retinoic acid. Retinoic acid is not stored in the body, but as a metabolite of vitamin A, it combines with glucuronic acid in the liver or oxidizes into other metabolites, which are excreted in bile or urine. |
| application | vitamin a acetate can transdermal absorption, resist keratinization, stimulate the growth of collagen and elastin, and increase the thickness of epidermis and dermis. It enhances skin elasticity, effectively eliminates wrinkles, promotes skin renewal and maintains skin vitality. Used for eye cream, moisturizer, repair cream, shampoo, conditioner, etc. |
| Preparation method | A preparation method of vitamin A acetate, including the following steps:(1) Under alkaline conditions, 3-Methyl-4-oxo-2-butene-1-yl acetate (C5 aldehyde ester for short) and tetraethyl methylene diphosphate undergo condensation reaction to obtain intermediate C6 phosphate (chemical name 5-(diethyl phosphate)-3-methyl -2, 4-hexadiene -1-acetate);(2)C6 phosphate is transposed under alkaline conditions, the addition of C14 aldehyde (chemical name 2-methyl -4-(2,6, 6-trimethyl-1-cyclohexene-1-yl)-3-butene-1-aldehyde) undergoes a Wittig-Horner condensation reaction to generate vitamin A acetate. |
| store | vitamin a acetate is stored in an unopened original container and stored at room temperature. Avoid light, heat source, oxygen contact and humid environment. Once opened, please use it as soon as possible. |
| use | for vitamin a deficiency transdermal absorption, anti-keratinization, stimulate the growth of collagen and elastin, increase the thickness of epidermis and dermis. Enhance skin elasticity, effectively eliminate wrinkles, promote skin renewal and maintain skin vitality. Used for eye cream, moisturizing cream, repair cream, shampoo, conditioner, etc. vitamin a oil acetate can maintain the normal metabolism of human body, maintain the stability and development of cell membrane, maintain the normal function of reproductive system, and have obvious effects on the formation of vision, easing the keratinization of tissues and enhancing the immunity of cells. |
Last Update：2024-04-09 20:02:46
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