(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,2S,5R,7R,10R,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-5-yl]oxy}oxane-2-carboxylic acid

• ChemBase ID: 178320
• Molecular Formular: C27H42O9
• Molecular Mass: 510.61698
• Monoisotopic Mass: 510.28288292
• SMILES: C1[C@H](C[C@@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)C(=O)CO)C)C)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: OCC(=O)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@H](C2)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C27H42O9/c1-26-9-7-14(35-25-22(32)20(30)21(31)23(36-25)24(33)34)11-13(26)3-4-15-16-5-6-18(19(29)12-28)27(16,2)10-8-17(15)26/h13-18,20-23,25,28,30-32H,3-12H2,1-2H3,(H,33,34)/t13-,14-,15+,16+,17+,18-,20+,21+,22-,23+,25-,26+,27+/m1/s1
• InChIKey: FHNOSGJSTZJIRI-RVBRMEHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,2S,5R,7R,10R,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl]oxy}oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,2S,5R,7R,10R,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl]oxy}oxane-2-carboxylic acid
• Synonyms: (3α,5β)-21-Hydroxy-20-oxopregnan-3-yl β-D-Glucopyranosiduronic Acid; 21-Hydroxy-20-oxo-5β-pregnan-3α-yl β-D-Glucopyranosiduronic Acid; Tetrahydro 11-Deoxycorticosterone 3α-β-D-Glucuronide

Database IDs

• CAS Number: 56162-36-8
• PubChem SID: 164234230
• PubChem CID: 71752435

CALCULATED PROPERTIES

• Acid pKa: 3.4672441
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -0.30401394
• LogD (pH = 7.4): -1.6657895
• Log P: 1.7191287
• Molar Refractivity: 126.8896 cm^3
• Polarizability: 51.404594 Å^3
• Polar Surface Area: 153.75 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T293275

Tetrahydro 11-Deoxycorticosterone 3α-β-D-Glucuronide is a glucuronide metabolite of 11-Deoxycorticosterone (DOC) (D232590).

REFERENCES

• Mattox, V.R., et al.: Steroids, 42, 349 (1983)