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

• ChemBase编号: 131155
• 分子式: C40H52O4
• 平均质量: 596.83848
• 单一同位素质量: 596.38656014
• SMILES: CC1=C(C(CC(C1=O)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(C(=O)C(CC1(C)C)O)C)\C)\C)/C)/C
• Canonical SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C(=O)C(CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/C1=C(C)C(=O)C(CC1(C)C)O)\C
• InChI: InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+
• InChIKey: MQZIGYBFDRPAKN-QISQUURKSA-N

名称和登记号

名称

• IUPAC标准名: 6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-(4-hydroxy-2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one; 6-hydroxy-3-[18-(4-hydroxy-2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
• IUPAC传统名: astaxanthin; 6-hydroxy-3-[18-(4-hydroxy-2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
• 别名: 3,3′-二羟基-β,β-胡萝卜素-4,4′-二酮; 虾青素; 3,3’-Dihydroxy-β,β-carotene-4,4’-dione; 3,3’-Dhydroxy-4,4’-diketo-β-carotene; Ovoester; AstaxanthinDiscontinued; Astaxanthin; 3,3′-Dihydroxy-β,β-carotene-4,4′-dione

登记号

• CAS号: 472-61-7
• EC号: 207-451-4
• MDL号: MFCD00672621
• PubChem SID: 162225433; 24277721
• PubChem CID: 5368397

理论计算性质

• Acid pKa: 13.071698
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 8.047382
• LogD (pH = 7.4): 8.047381
• Log P: 8.047382
• 摩尔折射率: 195.9826 cm^3
• 极化性: 71.7522 Å^3
• 极化表面积: 74.6 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: Chloroform
• 外观: Dark-Purple Solid; powder
• 熔点: 220-225 °C; 223-225°C

安全信息

• 保存条件: Refrigerator
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC); ≥98.5% (HPLC)
• 级别: analytical standard, for food analysis
• 生物来源: from synthetic
• 有效期: (limited shelf life, expiry date on the label)
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C40H52O4

详细说明

Sigma Aldrich - A3236

Biochem/physiol Actions
虾青素是在海藻、红酵母和许多植物和动物来源中发现的强效类胡萝卜素抗氧化剂。动物试验表明，它可降低血糖并改善糖尿病代谢综合征的若干指标。可改善高血型模型的血流和血管张力。体外研究表明，它上调间隙联接蛋白 43，可用于化学防癌。

Sigma Aldrich - A9335

Biochem/physiol Actions
虾青素是在海藻、红酵母和许多植物和动物来源中发现的强效类胡萝卜素抗氧化剂。动物试验表明，它可降低血糖并改善糖尿病代谢综合征的若干指标。可改善高血型模型的血流和血管张力。体外研究表明，它上调间隙联接蛋白 43，可用于化学防癌。

Sigma Aldrich - 41659

Biochem/physiol Actions
虾青素是在海藻、红酵母和许多植物和动物来源中发现的强效类胡萝卜素抗氧化剂。动物试验表明，它可降低血糖并改善糖尿病代谢综合征的若干指标。可改善高血型模型的血流和血管张力。体外研究表明，它上调间隙联接蛋白 43，可用于化学防癌。

Toronto Research Chemicals - A790025

Carotenoid pigment found mostly in animal organisms, but also occuring in plants; thought to be the precursor of astacin. Animal studies indicate that it reduces blood glucose and ameliorates several parameters of the diabetic metabolic syndrome. It impro

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• Bertram, J.S., et al.: Biochem. Biophys. Acta, 1740, 170 (1995)
• Hussein, G., et al.: J. Nat. Prod., 69, 443 (2006)