(1S,2R,5S,11R,14R,15R)-14-[(2R,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-7,9-dien-5-ol

• ChemBase编号: 127288
• 分子式: C28H44O
• 平均质量: 396.64836
• 单一同位素质量: 396.33921603
• SMILES: O[C@@H]1CC2=CC=C3[C@H](CC[C@]4([C@H]3CC[C@@H]4[C@@H](C=C[C@H](C)C(C)C)C)C)[C@@]2(C)CC1
• Canonical SMILES: O[C@H]1CC[C@]2(C(=CC=C3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](C=C[C@@H](C(C)C)C)C)C)C1)C
• InChI: InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1
• InChIKey: DNVPQKQSNYMLRS-VVQHAZRASA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,5S,11R,14R,15R)-14-[(2R,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,9-dien-5-ol
• IUPAC传统名: (1S,2R,5S,11R,14R,15R)-14-[(2R,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,9-dien-5-ol
• 别名: (3β)-麦角-5,7,22-三烯甘油-3-醇; 3β-羟基-5,7,22-麦角三烯; 维生素原 D2; 麦角固醇; Ergosterol; 3β-Hydroxy-5,7,22-ergostatriene; 5,7,22-Ergostatrien-3β-ol; Provitamin D2; Ergosterol

登记号

• CAS号: 57-87-4
• EC号: 200-352-7
• MDL号: MFCD00003623
• Beilstein号: 2338604
• PubChem SID: 162221609; 24868972
• PubChem CID: 439550; 444679
• CHEBI ID: 16933
• CHEMBL: 1232562
• Chemspider ID: 392539
• 医学主题词(MeSH): Ergosterol
• 美国药典/FDA物质标识码: Z30RAY509F
• 维基百科标题: Ergosterol

理论计算性质

• Acid pKa: 18.270805
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 6.6324067
• LogD (pH = 7.4): 6.632407
• Log P: 6.632407
• 摩尔折射率: 127.1317 cm^3
• 极化性: 49.356697 Å^3
• 极化表面积: 20.23 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 156-158 °C(lit.); 160.0 °C; 160-163 °C
• 沸点: 250.0 °C
• 比旋光度: [α]20/D -120±10°, c = 1% in chloroform; [α]23/D -127.5°, c = 1.2 in chloroform

安全信息

• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2
• GHS危险声明: H413
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95.0% (HPLC); 95%
• 杂质: ~3% water
• Empirical Formula (Hill Notation): C28H44O

详细说明

Sigma Aldrich - 45480

Biochem/physiol Actions
Ergosterol is a biological precursor of Vitamin D2 found in cell membranes of fungi and some protists such as trypanosomes. Ergosterol may be used to study the function of anti-fungal drugs such as Amphotericin B and its analogues and to study the ergosterol biosynthesis pathway within various fungi.