(3S,6R)-6-[(1R,3aS,7aR)-4-{2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol

• ChemBase编号: 153885
• 分子式: C27H44O3
• 平均质量: 416.63646
• 单一同位素质量: 416.32904527
• SMILES: C[C@H](CC[C@@H](C(C)(C)O)O)[C@H]1CC[C@@H]2[C@@]1(CCC/C/2=C\C=C\1/C[C@H](CCC1=C)O)C
• Canonical SMILES: O[C@H]1CCC(=C)/C(=C/C=C/2\CCC[C@]3([C@H]2CC[C@@H]3[C@@H](CC[C@@H](C(O)(C)C)O)C)C)/C1
• InChI: InChI=1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/t19-,22+,23-,24+,25+,27-/m1/s1
• InChIKey: FCKJYANJHNLEEP-UWFSUSOLSA-N

名称和登记号

名称

• IUPAC标准名: (3S,6R)-6-[(1R,3aS,7aR)-4-{2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol
• IUPAC传统名: (3S,6R)-6-[(1R,3aS,7aR)-4-{2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-hexahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol
• 别名: (24S)-24,25-Dihydroxycholecalciferol; (24S)-24,25-Dihydroxyvitamin D3

登记号

• CAS号: 55700-58-8
• MDL号: MFCD11114064
• PubChem SID: 162248024
• PubChem CID: 71311749

理论计算性质

• Acid pKa: 13.849643
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 4.5794425
• LogD (pH = 7.4): 4.5794425
• Log P: 4.5794425
• 摩尔折射率: 126.4221 cm^3
• 极化性: 49.421616 Å^3
• 极化表面积: 60.69 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

安全信息

• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 德国WGK号: 3
• 危险公开号: 28
• 安全公开号: 28-36/37-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300
• GHS警示性声明: P264-P301 + P310
• 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
• 保存温度: -20°C

产品相关信息

• 纯度: ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C27H44O3

详细说明

Sigma Aldrich - 29447

Biochem/physiol Actions
Cholecalciferol is an inactive form of vitamin D3 which undergoes various levels of hydroxylation to form active vitamin D3 analogs. 1α-Hydroxyvitamin D3 (alfacalcidol) is a synthetic analog that is metabolized to 1,25-dihydroxycholecalciferol, the biologically active form of vitamin D3. Other analogues of cholecalciferol result from different hydroxylations. 24S,25-Dihydroxyvitamin D3 should not be confused with 24R,25-Dihydroxyvitamin D3.