3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl propanoate

• ChemBase编号: 155867
• 分子式: C23H34O2
• 平均质量: 342.51486
• 单一同位素质量: 342.25588033
• SMILES: CCC(=O)OC/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(CCCC1(C)C)C
• Canonical SMILES: CCC(=O)OC/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C
• InChI: InChI=1S/C23H34O2/c1-7-22(24)25-17-15-19(3)11-8-10-18(2)13-14-21-20(4)12-9-16-23(21,5)6/h8,10-11,13-15H,7,9,12,16-17H2,1-6H3
• InChIKey: SFRPDSKECHTFQA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl propanoate; (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl propanoate
• IUPAC传统名: 3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl propanoate; (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl propanoate
• 别名: Vitamin A propionate; Retinyl propionate; Retinol propionate; 15-Retinol Propanoate; all-trans-Retinol Propionate; Retinyl Propionate

登记号

• CAS号: 7069-42-3
• EC号: 230-363-2
• MDL号: MFCD00129785
• Beilstein号: 2475675
• PubChem SID: 162250005; 24888741
• PubChem CID: 6394572

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 5.8357544
• LogD (pH = 7.4): 5.8357544
• Log P: 5.8357544
• 摩尔折射率: 111.7018 cm^3
• 极化性: 41.977844 Å^3
• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 闪点: 128 °C; 262.4 °F

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 1
• 危险公开号: 63-38
• 安全公开号: 53-45
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H315-H361
• GHS警示性声明: P281
• 个人保护装置: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (sum of isomers, HPLC)
• 杂质: ~5% cis-isomers
• 其他组分: BHT as stabilizer
• Empirical Formula (Hill Notation): C23H34O2

详细说明

Sigma Aldrich - 87809

Unit Definition
1 international unit according to PH EUR II, 217 (1983)
Biochem/physiol Actions
Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A. The retinoids exist as many geometric isomers due to the unsaturated bonds in the aliphatic chain.Retinoids also exist as retinyl esters such as retinyl propionate, retinyl acetate and retinyl palmitate. Retinyl esters provide pools of vitamin A that are converted into retinol and other retinoids as needed. Retinyl propionate is used in various formulations to control wrinkles.

Toronto Research Chemicals - R275550

Retinyl Propionate is a Vitamin A ester derivative. Retinyl Propionate is a hypermitotic agent that is used in cosmetic formulations.

参考文献

• Ridge, B.D. et al.: Br. J. Dermatol., 118, 167 (1988)
• Oblong, J.E. et al.: Cosm. Sci. Technol., Ser., 27, 441 (1988)
• Weisse, S. et al.: J. Drug Del. Sci. Technol., 14, 77 (1988)