4-[18-(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: 23
• 分子式: C40H56O2
• 平均质量: 568.87144
• 单一同位素质量: 568.42803103
• SMILES: OC1CC(C(C(=C1)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(CC(O)CC1(C)C)C)\C)\C)/C)/C)(C)C
• Canonical SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)CC(CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/C1C(=CC(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/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+
• InChIKey: KBPHJBAIARWVSC-DKLMTRRASA-N

名称和登记号

名称

• IUPAC标准名: 4-[18-(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; 4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-(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: 4-[18-(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; xanthophyll
• 商标名: Bo-Xan
• 别名: (3R,3'R)-Beta,Beta-Carotene-3,3'-Diol, Lutein; (3R,3'R,6'R)-Lutein; (3R,3'R,6S)-4,5-Didehydro-5,6-Dihydro-Beta,Beta-Carotene-3,3'-Diol; 4,5-Didehydro-5,6-dihydro-beta,beta-carotene-3,3'-diol; All-trans-(+)-Xanthophyll; All-trans-Lutein; all-trans-Xanthophyll; beta,epsilon-Carotene-3,3'-diol; Lutein ester; Phylloxanthin; trans-Lutein; Carotenoid; Lutein; Luteine; Vegetable lutein; Vegetable luteol; Xanthophyll

登记号

• CAS号: 127-40-2
• EC号: 204-840-0
• PubChem SID: 46508835; 160963486
• PubChem CID: 5368396

理论计算性质

JChem

• 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

ALOGPS 2.1

• Log P: 8.29
• LOG S: -5.89
• 溶解度: 7.32e-04 g/l

分子性质

理化性质

• 溶解度: Insoluble
• 疏水性(logP): 7.9

安全信息

• 保存条件: Room Temperature (15-30°C)

详细说明

MP Biomedicals - 02103292

Xanthophyll is primarily crystalline lutein obtained from marigold oleoresin and is a 20% suspension in corn oil base.

DrugBank - DB00137

• Drug Groups: approved; nutraceutical
• Description: Xanthophylls are yellow pigments from the carotenoid group that are widespread in nature. They are present in egg yolk, algae, and petals of yellow flowers, among other sources. The xanthophylls include lutein, zeaxanthin, neoxanthin, violaxanthin, and α- and β-cryptoxanthin, of which lutein is the primary ingested one.
• Indication: Xanthophylls are taken for nutritional supplementation, and also for treating dietary shortage or imbalance.
• Pharmacology: Lutein was found to be present in a concentrated area of the macula, a small area of the retina responsible for central vision. The hypothesis for the natural concentration is that lutein helps protect from oxidative stress and high-energy light. Several studies show that an increase in macula pigmentation decreases the risk for eye diseases such as Age-related Macular Degeneration (AMD).
• Affected Organisms: Humans and other mammals
• References: Namitha KK, Negi PS: Chemistry and biotechnology of carotenoids. Crit Rev Food Sci Nutr. 2010 Sep;50(8):728-60. [Pubmed] ; Ma L, Lin XM: Effects of lutein and zeaxanthin on aspects of eye health. J Sci Food Agric. 2010 Jan 15;90(1):2-12. [Pubmed]
• External Links: Wikipedia; PDRhealth

参考文献

• Namitha KK, Negi PS: Chemistry and biotechnology of carotenoids. Crit Rev Food Sci Nutr. 2010 Sep;50(8):728-60. Pubmed
• Ma L, Lin XM: Effects of lutein and zeaxanthin on aspects of eye health. J Sci Food Agric. 2010 Jan 15;90(1):2-12. Pubmed