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

• ChemBase编号: 153884
• 分子式: C27H44O3
• 平均质量: 416.63646
• 单一同位素质量: 416.32904527
• SMILES: C[C@H](C[C@H](CC(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](CC(O)(C)C)C[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\C=C\1/C[C@@H](O)CCC1=C)C
• InChI: InChI=1S/C27H44O3/c1-18-8-11-22(28)16-21(18)10-9-20-7-6-14-27(5)24(12-13-25(20)27)19(2)15-23(29)17-26(3,4)30/h9-10,19,22-25,28-30H,1,6-8,11-17H2,2-5H3/t19-,22+,23-,24-,25+,27-/m1/s1
• InChIKey: JVBPQHSRTHJMLM-YEMUBGRISA-N

名称和登记号

名称

• IUPAC标准名: (4R,6R)-6-[(1R,3aS,7aR)-4-{2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-methylheptane-2,4-diol
• IUPAC传统名: (4R,6R)-6-[(1R,3aS,7aR)-4-{2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-hexahydro-1H-inden-1-yl]-2-methylheptane-2,4-diol
• 别名: (23R)-23,25-Dihydroxycholecalciferol; (23R)-23,25-Dihydroxyvitamin D3

登记号

• CAS号: 81738-09-2
• MDL号: MFCD12912385
• PubChem SID: 162248023
• PubChem CID: 71311748

理论计算性质

• Acid pKa: 14.929132
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 4.1948333
• LogD (pH = 7.4): 4.1948338
• Log P: 4.1948338
• 摩尔折射率: 126.6865 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: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 25
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• 保存温度: -20°C

产品相关信息

• 纯度: ≥99.0% (HPLC)
• 运输包装: dry ice
• Empirical Formula (Hill Notation): C27H44O3

详细说明

Sigma Aldrich - 55171

Application
able to increase the plasma lactone concentration1
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. 23,25-Dihydroxyvitamin D3 is synthesized by the human placenta and by kidney cortex mitochondria.