sodium (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6,9-tetraen-5-yl]oxy}oxane-2-carboxylate

• ChemBase ID: 168144
• Molecular Formular: C24H27NaO8
• Molecular Mass: 466.45615
• Monoisotopic Mass: 466.16036211
• SMILES: c1c(cc2c(c1)[C@@H]1C(=CC2)[C@H]2[C@](CC1)(C(=O)CC2)C)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)[O-])O)O)O.[Na+]
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](Oc2ccc3c(c2)CC=C2[C@@H]3CC[C@]3([C@H]2CCC3=O)C)O[C@H]([C@H]1O)C(=O)[O-].[Na+]
• InChI: InChI=1S/C24H28O8.Na/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30;/h3-5,10,14,16,18-21,23,26-28H,2,6-9H2,1H3,(H,29,30);/q;+1/p-1/t14-,16+,18+,19+,20-,21+,23-,24+;/m1./s1
• InChIKey: NZCQARKDIGTAAQ-FWXKPSQYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,9-tetraen-5-yl]oxy}oxane-2-carboxylate
• IUPAC Traditional name: sodium (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,9-tetraen-5-yl]oxy}oxane-2-carboxylate
• Synonyms: 17-Oxoestra-1,3,5(10),7-tetraen-3-yl β-D-Glucopyranosiduronic Acid Monosodium Salt; Equilin 3-O-β-D-Glucuronide Sodium Salt

Database IDs

• CAS Number: 27610-12-4
• PubChem SID: 162262276
• PubChem CID: 71316389

CALCULATED PROPERTIES

• Acid pKa: 3.2608414
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -0.26429364
• LogD (pH = 7.4): -1.4784553
• Log P: 1.955656
• Molar Refractivity: 122.7813 cm^3
• Polarizability: 44.119083 Å^3
• Polar Surface Area: 136.35 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E592810

Equilin 3-O-β-D-Glucuronide is a metabolite of Equilin (E592800).

REFERENCES

• Johnson, R.N., et al.: J. Pharm. Sci., 67, 1218 (1978)