[(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-1-[(2R)-6-hydroxy-6-(2H3)methyl(7,7,7-2H3)heptan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexyl]oxidanesulfonic acid

• ChemBase ID: 171455
• Molecular Formular: C27H44O5S
• Molecular Mass: 480.70026
• Monoisotopic Mass: 480.29094551
• SMILES: C1[C@H](CCC(=C)/C/1=C\C=C/1\[C@H]2[C@](CCC1)([C@H](CC2)[C@@H](CCCC(O)(C)C)C)C)OS(=O)(=O)O
• Canonical SMILES: C[C@@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\C=C/1\C[C@H](CCC1=C)OS(=O)(=O)O)CCCC(O)(C)C
• InChI: InChI=1S/C27H44O5S/c1-19-10-13-23(32-33(29,30)31)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)28/h11-12,20,23-25,28H,1,6-10,13-18H2,2-5H3,(H,29,30,31)/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1
• InChIKey: ABCWYYHMKLOVPI-DTOXIADCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-1-[(2R)-6-hydroxy-6-(^2H₃)methyl(7,7,7-^2H₃)heptan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexyl]oxidanesulfonic acid
• IUPAC Traditional name: [(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-1-[(2R)-6-hydroxy-6-(^2H₃)methyl(7,7,7-^2H₃)heptan-2-yl]-7a-methyl-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexyl]oxidanesulfonic acid
• Synonyms: (3β,5Z,7E)-9,10-Secocholesta-5,7,10(19)-triene-3,25-diol-d6 3-(Hydrogen Sulfate); 25-Hydroxyvitamin D3-d6 3-Sulfate; 25-Hydroxyvitamin D3-d6 3β-Sulfate; Calcifediol-d6 3-Sulfate; 25-Hydroxy Vitamin D3-d6 3-sulfate

Database IDs

• PubChem SID: 164227365
• PubChem CID: 71749419

CALCULATED PROPERTIES

• Acid pKa: -1.6895636
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.3329434
• LogD (pH = 7.4): 3.3329332
• Log P: 4.235573
• Molar Refractivity: 135.0524 cm^3
• Polarizability: 53.469807 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H995872

Labelled 25-Hydroxyvitamin D3 3-Sulfate, a metabolite of 24,25-Dihydroxyvitamin D3 and 25-Hydroxyvitamin D3 (C125700).

REFERENCES

• Higashi, T. et al.: Steroids, 65, 281 (2000)
• Higashi, T. et al.: Ann. Clin. Biochem., 36, 43 (2000)