(2S,3S,4S,5R,6S)-6-{[(1S,2R,8R,10R,11S,14R,15S)-14-acetyl-8-(2H3)methyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 172603
• Molecular Formular: C28H40O9
• Molecular Mass: 520.6118
• Monoisotopic Mass: 520.26723286
• SMILES: [C@@]12(C(=CC(=O)CC2)[C@@H](C[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(C(=O)C)O[C@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)C)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)[C@H](C)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O[C@@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@H]1O)O)O)C(=O)C)C)C
• InChI: InChI=1S/C28H40O9/c1-13-11-16-17(26(3)8-5-15(30)12-19(13)26)6-9-27(4)18(16)7-10-28(27,14(2)29)37-25-22(33)20(31)21(32)23(36-25)24(34)35/h12-13,16-18,20-23,25,31-33H,5-11H2,1-4H3,(H,34,35)/t13-,16-,17+,18+,20+,21+,22-,23+,25+,26-,27+,28+/m1/s1
• InChIKey: YKJGKCXJQSKUKI-ZFPAYOSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-{[(1S,2R,8R,10R,11S,14R,15S)-14-acetyl-8-(^2H₃)methyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-{[(1S,2R,8R,10R,11S,14R,15S)-14-acetyl-8-(^2H₃)methyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 6α-(Methyl-d3)-3,20-dioxopregn-4-en-17-yl β-D-Glucopyranosiduronic Acid; Medroxy Progesterone-d3 17-O-β-D-Glucuronide

Database IDs

• PubChem SID: 164228513
• PubChem CID: 71749935

CALCULATED PROPERTIES

• Acid pKa: 3.5867658
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 0.32951528
• LogD (pH = 7.4): -1.1099813
• Log P: 2.2376373
• Molar Refractivity: 130.9346 cm^3
• Polarizability: 52.444973 Å^3
• Polar Surface Area: 150.59 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M203557

Labelled analogue of Medroxy Progesterone 17-O-β-D-Glucuronide, the glucuronide conjugate and potential metabolite of Medroxy Progesterone (M203550).