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

• ChemBase ID: 167896
• Molecular Formular: C28H44O3
• Molecular Mass: 428.64716
• Monoisotopic Mass: 428.32904527
• SMILES: C1[C@H](CCC(=C)/C/1=C\C=C/1\[C@H]2[C@](CCC1)([C@H](CC2)[C@@H](/C=C/C(C(O)(C)C)(O)C)C)C)O
• Canonical SMILES: O[C@H]1CCC(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/C(C(O)(C)C)(O)C)C)C)/C1
• InChI: InChI=1S/C28H44O3/c1-19-9-12-23(29)18-22(19)11-10-21-8-7-16-27(5)24(13-14-25(21)27)20(2)15-17-28(6,31)26(3,4)30/h10-11,15,17,20,23-25,29-31H,1,7-9,12-14,16,18H2,2-6H3/b17-15+,21-10+,22-11-/t20-,23+,24-,25+,27-,28?/m1/s1
• InChIKey: BPEQZNMKGFTMQE-LLWYEHBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4E,6R)-6-[(1R,3aS,4E,7aR)-4-{2-[(1Z,5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2,3-dimethylhept-4-ene-2,3-diol
• IUPAC Traditional name: (4E,6R)-6-[(1R,3aS,4E,7aR)-4-{2-[(1Z,5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-hexahydro-1H-inden-1-yl]-2,3-dimethylhept-4-ene-2,3-diol
• Synonyms: (4E,6R)-2,3-Dimethyl-6-[(1R,3aS,4E,7aR)-octahydro-4-[(2Z)-2-[(5S)-5-hydroxy-2-methylenecyclohexylidene]ethylidene]-7a-methyl-1H-inden-1-yl]-4-heptene-2,3-diol; (3β,5Z,7E,22E,24ξ)-9,10-Secoergosta-5,7,10(19),22-tetraene-3,24,25-triol; 24,25-Dihydroxy Vitamin D2

Database IDs

• CAS Number: 58050-55-8
• PubChem SID: 162262029
• PubChem CID: 66577069

CALCULATED PROPERTIES

• Acid pKa: 13.413987
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 4.654005
• LogD (pH = 7.4): 4.6540046
• Log P: 4.654005
• Molar Refractivity: 132.0229 cm^3
• Polarizability: 51.0291 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D455085

Α hydroxylated metabolite of Vitamin D2 (V676040); a synthetic analog of Vitamin D.

REFERENCES

• Matsuoka, M. et al.: J. Nutrit. Sci. Vitaminol., 35, 253 (1989)
• Jones, G. et al.: Arch. Biochem. Biophys., 202, 450 (1989)
• Goff, J. et al.: J. Nutrit., 112, 1387 (1989)