1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene

• ChemBase编号: 72800
• 分子式: C40H56
• 平均质量: 536.87264
• 单一同位素质量: 536.43820179
• SMILES: C1CCC(C(=C1C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(CCCC1(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)CCCC1(C)C)/C)/C)/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C
• InChI: InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
• InChIKey: OENHQHLEOONYIE-JLTXGRSLSA-N

名称和登记号

名称

• IUPAC标准名: 1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene; 1,3,3-trimethyl-2-[3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene
• IUPAC传统名: β-carotene
• 别名: β,β-胡萝卜素; 维生素原 A; β-胡萝卜素; β; β-Carotene; Provitamin A; Solatene; β-Ca; Beta carotene; Provitamin A₁; β-CAROTENE PREDOMINANTLY trans; (all-E)-1,1'-(3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis[2,6,6-trimethylcyclohexene]; β,β-Carotene; all-trans-β-Carotene; BetaVit; Betacarotene; Carotaben; Carotene Base 80S; NSC 62794; Provatene; Provatenol; Rovimix β-Carotene; β-Carotene; β-Carotene; β-CAROTENE

登记号

• CAS号: 7235-40-7
• EC号: 230-636-6
• MDL号: MFCD00001556
• Beilstein号: 1917416
• PubChem SID: 24892702; 162037721; 24893189
• PubChem CID: 5280489

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 11.124081
• LogD (pH = 7.4): 11.124081
• Log P: 11.124081
• 摩尔折射率: 191.6118 cm^3
• 极化性: 70.62342 Å^3
• 极化表面积: 0.0 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: DMSO; DMSO: soluble30 μg/mL; H2O: insoluble; hexane: soluble1.1 mg/mL; hexane: soluble100 μg/mL
• 外观: dark red to brown powder; red to purple crystalline
• 熔点: 178-179°C; 178-183°C
• 闪点: 103 °C; 217.4 °F
• 紫外吸收波长: ε1%/450 nm, hexane 2450-2590 (vs. 2590, lit.); ε1%/478 nm, hexane 2160-2280 (vs. 2280, lit.)

安全信息

• 保存条件: 0°C, Store Under Nitrogen, Protect from light; -20°C; Amber Vial, -20°C Freezer
• RTECS编号: FI0329500
• 德国WGK号: 1
• 危险公开号: 44
• 安全公开号: 7-15-18
• 个人保护装置: Eyeshields, Gloves
• 欧盟补充危害声明: Risk of explosion if heated under confinement.
• 保存温度: -20°C

产品相关信息

• 纯度: ≥93% (UV); ≥95% (HPLC)
• 成盐信息: Free Base
• 药效: ~1,600,000 units vitamin A per g
• 杂质: α-carotene, essentially free
• 生物来源: synthetic
• 产品类型: Type I; Type II

详细说明

MP Biomedicals - 02193459

Dry Powder

MP Biomedicals - 02101287

Crystalline
Synthetic
Predominantly the trans-β-isomer

Selleck Chemicals - S1767

Research Area: Metabolic Disease
Biological Activity:
Beta Carotene is an organic compound and classified as a terpenoid. It is a precursor (inactive form) of vitamin A. Its actions are involved in cancer, cognition photosensitivity. [1]

Sigma Aldrich - C4582

Biochem/physiol Actions
维生素原 A，即 β-胡萝卜素能分类作为抗氧化剂的最重要的原因就是它可以在体外抑制自由基引发的过氧化。然而，它在体内究竟表现为抗氧化剂或是促氧化剂却取决于细胞环境。它可以降低许多癌症的发病率，却会增加吸烟者患肺癌的几率。

Sigma Aldrich - C9750

包装
Packaged in serum vials.
Biochem/physiol Actions
维生素原 A，即 β-胡萝卜素能分类作为抗氧化剂的最重要的原因就是它可以在体外抑制自由基引发的过氧化。然而，它在体内究竟表现为抗氧化剂或是促氧化剂却取决于细胞环境。它可以降低许多癌症的发病率，却会增加吸烟者患肺癌的几率。
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C9750.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - C184250

Most important of the provitamins A. Widely distributed in the plant and animal kingdom. In plants it occurs almost always together with chlorophyll. Vitamin A precursor. Ultraviolet screen.

参考文献

• http://en.wikipedia.org/wiki/Beta-Carotene
• Karrer, et al.: Helv. Chim. Acta, 12, 1142 (1929)
• Fischli, M., et al.: Helv. Chim. Acta, 58, 1584 (1929)
• Desmet, J., et al.: Biochem. Biophys. Acta, 912, 211 (1929)
• Tan, C., et al.: Food Chem., 92, 661 (1929)
• Chu, B., et al.: J. Agric. Food Chem., 55