sodium (2S,3S,4S,5R,6R)-6-{[(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R,3E,5R)-6-(2H3)methyl-5-methyl(7,7,7-2H3)hept-3-en-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 179538
• Molecular Formular: C34H51NaO7
• Molecular Mass: 594.75431
• Monoisotopic Mass: 594.35324825
• 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@@H](C(C)C)C)C)C)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)[O-])O)O)O.[Na+]
• Canonical SMILES: CC([C@H](/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\C=C/1\C[C@H](CCC1=C)O[C@@H]1O[C@@H](C(=O)[O-])[C@H]([C@@H]([C@@H]1O)O)O)C)C)C.[Na+]
• InChI: InChI=1S/C34H52O7.Na/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-34(26,27)6)12-13-24-18-25(14-11-21(24)4)40-33-30(37)28(35)29(36)31(41-33)32(38)39;/h9-10,12-13,19-20,22,25-31,33,35-37H,4,7-8,11,14-18H2,1-3,5-6H3,(H,38,39);/q;+1/p-1/b10-9+,23-12+,24-13-;/t20-,22+,25-,26+,27-,28-,29-,30+,31-,33+,34+;/m0./s1
• InChIKey: KZPUZRVSBMCROQ-BLZNVSBSSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2S,3S,4S,5R,6R)-6-{[(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R,3E,5R)-6-(^2H₃)methyl-5-methyl(7,7,7-^2H₃)hept-3-en-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: sodium (2S,3S,4S,5R,6R)-6-{[(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R,3E,5R)-6-(^2H₃)methyl-5-methyl(7,7,7-^2H₃)hept-3-en-2-yl]-hexahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: (3β,5Z,7E,22E)-9,10-Secoergosta-5,7,10(19),22-tetraen-3-yl-d6 β-D-Glucopyranosiduronic Acid Monosodium Salt; Vitamin D2-d6 β-D-Glucuronide Sodium Salt

Database IDs

• PubChem SID: 164235448
• PubChem CID: 71752973

CALCULATED PROPERTIES

• Acid pKa: 3.5609818
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 3.6670203
• LogD (pH = 7.4): 2.2437296
• Log P: 5.599997
• Molar Refractivity: 172.0075 cm^3
• Polarizability: 63.116177 Å^3
• Polar Surface Area: 119.28 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - V676037

A biliary labelled metabolite of Vitamin D2 (V676040). The sulfate metabolite is not biologically active except at the highest doses tested.

REFERENCES

• Kumar R., et al.: J. Steroid Biochem., 17, 495 (1982)