(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

• ChemBase编号: 128135
• 分子式: C40H56O2
• 平均质量: 568.87144
• 单一同位素质量: 568.42803103
• SMILES: CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]1C(=C[C@@H](CC1(C)C)O)C)/C)/C
• Canonical SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C[C@H](CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/[C@H]1C(=C[C@@H](CC1(C)C)O)C)\C
• InChI: InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/t35-,36+,37-/m0/s1
• InChIKey: KBPHJBAIARWVSC-QOEXFKEZSA-N

名称和登记号

名称

• IUPAC标准名: (1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol; (1R)-4-{18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl}-3,5,5-trimethylcyclohex-3-en-1-ol; (1R,4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol
• IUPAC传统名: (1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol; (1R)-4-{18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl}-3,5,5-trimethylcyclohex-3-en-1-ol; carotenoid
• 别名: (3R,3'R,6'R)-β,ε-Carotene-3,3'-diol; (3R,3'R,6'R)-Lutein; (all-E)-Lutein; 6'-Hydro-4',5'-dehydro-β-carotene-3,3'-diol; Bo-Xan; E 161; E 161b; FloraGLO; FloraGLO Lutein; Lutein; Lutein A; OS 24; Oro Glo 7; Vegetable Lutein; all-trans-(+)-Xanthophyll; Xanthophyll; Luteine; trans-lutein; 4-​[18-​(4-​Hydroxy-​2,6,6-​trimethyl-​1-​cyclohexenyl)-​3,7,12,16-​tetramethyloctadeca-​1,3,5,7,9,11,13,15,17-​nonaenyl]-​3,5,5-​trimethyl-​cyclohex-​2-​en-​1-​ol; Lutein; Lutein

登记号

• CAS号: 127-40-2
• PubChem SID: 162222449
• PubChem CID: 5281243
• CHEBI ID: 28838
• CHEMBL: 173929
• Chemspider ID: 4444655
• 美国药典/FDA物质标识码: X72A60C9MT
• 维基百科标题: Lutein

理论计算性质

• Acid pKa: 18.217272
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 8.550209
• LogD (pH = 7.4): 8.550209
• Log P: 8.550209
• 摩尔折射率: 195.0634 cm^3
• 极化性: 71.71594 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Insoluble in water; Soluble in fats
• 外观: Coppery powder; Red-orange crystalline solid
• 熔点: 190 °C

安全信息

• 安全公开号: R

产品相关信息

• 纯度: 96.0; 97%

详细说明

Toronto Research Chemicals - X742000

One of the most widespread carotenoid alcohols in nature. Originally isolated from egg yolk, also isolated by chromatography from nettles, algae, and petals of many yellow flowers.

参考文献

• van het Hof, K., et al.: J. Nutr., 130, 503 (2000)
• Cooper, D., et al.: J. Nutr., 134, 221S (2000)
• Faulks, R., et al.: Biochim. Biophys. Acta, 1740, 95 (2000)
• Rao, A., et al.: Pharmacol. Res., 55, 207 (2000)
• Tuberoso, C., et al.: Food Chem., 103, 149 (