(2S,3S,4S,5R,6R)-6-{[(1S,2R,10S,11S,14S,15S,17R)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-17-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 171159
• Molecular Formular: C27H38O9
• Molecular Mass: 506.58522
• Monoisotopic Mass: 506.2515828
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@H]1O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O)([C@H](CC2)C(=O)C)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2[C@H](O[C@@H]2O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)C[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
• InChI: InChI=1S/C27H38O9/c1-12(28)16-6-7-17-15-5-4-13-10-14(29)8-9-26(13,2)19(15)18(11-27(16,17)3)35-25-22(32)20(30)21(31)23(36-25)24(33)34/h10,15-23,25,30-32H,4-9,11H2,1-3H3,(H,33,34)/t15-,16+,17-,18+,19+,20-,21-,22+,23-,25+,26-,27+/m0/s1
• InChIKey: WVTMNZAPPOMZST-RKCIHFDFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-{[(1S,2R,10S,11S,14S,15S,17R)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-17-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: progesterone 11α-glucuronide
• Synonyms: (11α)-3,20-Dioxopregn-4-en-11-yl β-D-Glucopyranosiduronic Acid; 11α-Glucuronylprogesterone; 11α-Hydroxyprogesterone 11-Glucuronide; 11α-Hydroxy Progesterone β-D-Glucuronide

Database IDs

• CAS Number: 77710-64-6
• PubChem SID: 164227069
• PubChem CID: 53356726

CALCULATED PROPERTIES

• Acid pKa: 3.5949183
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -0.5109811
• LogD (pH = 7.4): -1.9555341
• Log P: 1.3892785
• Molar Refractivity: 126.5785 cm^3
• Polarizability: 50.61668 Å^3
• Polar Surface Area: 150.59 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 216-220°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H952345

A progesterone derivative.

REFERENCES

• Sauer, M. J., et al.: J. Steroid Biochem., 26, 165 (1987)