(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-1-[(2R,5S)-5,6-dimethylheptan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol

• ChemBase ID: 179552
• Molecular Formular: C28H46O
• Molecular Mass: 398.66424
• Monoisotopic Mass: 398.35486609
• SMILES: C1[C@H](CCC(=C)/C/1=C\C=C/1\[C@H]2[C@](CCC1)([C@H](CC2)[C@@H](CC[C@@H](C(C)C)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](CC[C@@H](C(C)C)C)C)C)/C1
• InChI: InChI=1S/C28H46O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h12-13,19-20,22,25-27,29H,4,7-11,14-18H2,1-3,5-6H3/b23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1
• InChIKey: DIPPFEXMRDPFBK-JPWDPSJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-1-[(2R,5S)-5,6-dimethylheptan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol
• IUPAC Traditional name: vitamin D4
• Synonyms: (1S,3Z)-4-Methylene-3-[(2E)-2-[(1R,3aS,7aR)-octahydro-7a-methyl-1-[(1R,4S)-1,4,5-trimethylhexyl]-4H-inden-4-ylidene]ethylidene]cyclohexanol; (3β,5Z,7E)-9,10-Secoergosta-5,7,10(19)-trien-3-ol; 22,23-Dihydroergocalciferol; 22,23-Dihydroercalciol; 22,23-Dihydrovitamin D2; 24S-Methylcalciol; Vitamin D4

Database IDs

• CAS Number: 511-28-4
• PubChem SID: 164235462
• PubChem CID: 5460703

CALCULATED PROPERTIES

• Acid pKa: 18.384342
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 7.41248
• LogD (pH = 7.4): 7.41248
• Log P: 7.41248
• Molar Refractivity: 127.7731 cm^3
• Polarizability: 50.09825 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ether; Ethyl Acetate
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - V680000

Vitamin D4 is the active analogue of Vitamin D.

REFERENCES

• Holick, M., et al.: J. Biochemistry, 10, 2799 (1971)
• Haddad, J., et al.: J. Bone Miner. Res., 4, 243 (1971)
• Palmieri, G., et al.: J. Clin. Endocrin. Metab., 82, 3516 (1971)