(1S,3R,5Z)-5-{2-[(1S,3aR,4Z,7aR)-1-[(1S)-1-[(4-ethyl-4-hydroxyhexyl)oxy]ethyl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

• ChemBase ID: 3129
• Molecular Formular: C29H48O4
• Molecular Mass: 460.68902
• Monoisotopic Mass: 460.35526002
• SMILES: CCC(O)(CC)CCCO[C@@H](C)[C@H]1CC[C@@H]2/C(=C\C=C/3\C[C@H](O)C[C@@H](O)C3=C)/CCC[C@@]12C
• Canonical SMILES: CCC(CCCO[C@H]([C@H]1CC[C@H]2[C@@]1(C)CCC/C/2=C/C=C\1/C[C@H](O)C[C@H](C1=C)O)C)(CC)O
• InChI: InChI=1S/C29H48O4/c1-6-29(32,7-2)16-9-17-33-21(4)25-13-14-26-22(10-8-15-28(25,26)5)11-12-23-18-24(30)19-27(31)20(23)3/h11-12,21,24-27,30-32H,3,6-10,13-19H2,1-2,4-5H3/b22-11-,23-12-/t21-,24-,25+,26+,27+,28-/m0/s1
• InChIKey: KLZOTDOJMRMLDX-UWVZFVHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,5Z)-5-{2-[(1S,3aR,4Z,7aR)-1-[(1S)-1-[(4-ethyl-4-hydroxyhexyl)oxy]ethyl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
• IUPAC Traditional name: (1S,3R,5Z)-5-{2-[(1S,3aR,4Z,7aR)-1-[(1S)-1-[(4-ethyl-4-hydroxyhexyl)oxy]ethyl]-7a-methyl-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
• Synonyms: 1alpha,25-Dihydroxyl-20-Epi-22-Oxa-24,26,27-Trihomovitamin D3

Database IDs

• PubChem SID: 46505581; 160966573
• PubChem CID: 46936681

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.24852
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.3553677
• LogD (pH = 7.4): 4.3553677
• Log P: 4.3553677
• Molar Refractivity: 137.5232 cm^3
• Polarizability: 53.78689 Å^3
• Polar Surface Area: 69.92 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.69
• LOG S: -4.86
• Solubility (Water): 6.32e-03 g/l

DETAILS

DrugBank - DB03451

Drug information: experimental