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

• ChemBase ID: 3869
• Molecular Formular: C30H46O3
• Molecular Mass: 454.68444
• Monoisotopic Mass: 454.34469533
• SMILES: CCC(O)(CC)/C=C/C=C/[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(/C=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)C[C@H](C1=C)O)C)(CC)O
• InChI: InChI=1S/C30H46O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h8-9,11,13-14,18,21,25-28,31-33H,4,6-7,10,12,15-17,19-20H2,1-3,5H3/b11-8+,18-9+,23-13-,24-14-/t21-,25+,26-,27-,28-,29+/m1/s1
• InChIKey: LVLLALCJVJNGQQ-ZCPUWASBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,5Z)-5-{2-[(1R,3aR,4Z,7aS)-1-[(2R,3E,5E)-7-ethyl-7-hydroxynona-3,5-dien-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol
• IUPAC Traditional name: @seocalcitol
• Synonyms: CB-1089; EB-1089; (5Z,7E,22E,24E)-(1S,3R)-26,27-dimethyl-24a-homo-9,10-seco-5,7,10(19),22,24-cholestapentaene-1,3,25-triol; 22-24-DIENE-24A,26A,27A,TRIHOMO-1ALPHA,25-DIHYDROXYVITAMIN D3; Seocalcitol

Database IDs

• CAS Number: 134404-52-7
• PubChem SID: 160967306; 46507218
• PubChem CID: 46936934

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.392874
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 5.2724185
• LogD (pH = 7.4): 5.2724185
• Log P: 5.2724185
• Molar Refractivity: 142.2607 cm^3
• Polarizability: 54.48303 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.59
• LOG S: -5.08
• Solubility (Water): 3.82e-03 g/l

DETAILS

DrugBank - DB04258

• Drug Groups: experimental
• Affected Organisms: Humans and other mammals