(1S,2R,10R,11S,14S,15S)-14-acetyl-2,8,14,15-tetramethyltetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-5-one

• ChemBase ID: 128237
• Molecular Formular: C23H32O2
• Molecular Mass: 340.49898
• Monoisotopic Mass: 340.24023026
• SMILES: O=C1C=C2C(=C[C@@H]3[C@H](CC[C@@]4([C@@](C(=O)C)(CC[C@@H]34)C)C)[C@@]2(C)CC1)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)C(=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)C(=O)C)C)C)C
• InChI: InChI=1S/C23H32O2/c1-14-12-17-18(21(3)9-6-16(25)13-20(14)21)7-11-23(5)19(17)8-10-22(23,4)15(2)24/h12-13,17-19H,6-11H2,1-5H3/t17-,18+,19+,21-,22-,23+/m1/s1
• InChIKey: HCFSGRMEEXUOSS-JXEXPEPMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-14-acetyl-2,8,14,15-tetramethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-5-one
• IUPAC Traditional name: colpro
• Synonyms: Medrogestone

Database IDs

• CAS Number: 977-79-7
• PubChem SID: 162222546
• PubChem CID: 9949848
• ATC CODE: G03FB07; G03DB03
• Chemspider ID: 8125459
• KEGG ID: D04885
• Unique Ingredient Identifier: 077DN93G5B
• Wikipedia Title: Medrogestone

CALCULATED PROPERTIES

• Acid pKa: 19.184437
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.586058
• LogD (pH = 7.4): 4.586058
• Log P: 4.586058
• Molar Refractivity: 102.6049 cm^3
• Polarizability: 39.84856 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Bioavailability: 100%
• Excretion: Renal and fecal, as metabolites
• Half Life: 4 to 5 hours
• Metabolism: Hydroxylation and glucuronidation
• Legal Status: Rx-only
• Pregnancy Category: X