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

• ChemBase ID: 105145
• Molecular Formular: C27H44O3
• Molecular Mass: 416.63646
• Monoisotopic Mass: 416.32904527
• SMILES: CC(CCC(O)C(C)(C)O)C1CCC2/C(=C\C=C/3\CC(O)CCC3=C)/CCCC12C
• Canonical SMILES: OC1CCC(=C)/C(=C\C=C/2\CCCC3(C2CCC3C(CCC(C(O)(C)C)O)C)C)/C1
• InChI: InChI=1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3
• InChIKey: FCKJYANJHNLEEP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{4-[2-(5-hydroxy-2-methylidenecyclohexylidene)ethylidene]-7a-methyl-octahydro-1H-inden-1-yl}-2-methylheptane-2,3-diol
• IUPAC Traditional name: 6-{4-[2-(5-hydroxy-2-methylidenecyclohexylidene)ethylidene]-7a-methyl-hexahydro-1H-inden-1-yl}-2-methylheptane-2,3-diol
• Synonyms: 24(R),25-DIHYDROXYVITAMIN D3

Database IDs

• CAS Number: 55721-11-4
• PubChem SID: 162092259
• PubChem CID: 71299718

CALCULATED PROPERTIES

• Acid pKa: 13.849643
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 4.5794425
• LogD (pH = 7.4): 4.5794425
• Log P: 4.5794425
• Molar Refractivity: 126.4221 cm^3
• Polarizability: 49.421616 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C
• RTECS: VS2895000

Product Information

• Purity: 99%

DETAILS

MP Biomedicals - 02158915

Purity: 99%
A significant vitamin D₃ metabolite. Also, mediates homeostasis between calcium and phosphorus.

REFERENCES

• DeLuca, H.F. and Schroes, H.K., Annu. Rep. Med. Chem. , 19 : 179 (1984).
• Norman, A.W., Life Sci. , 27 : 229 (1980).