(10S,11S,14R,15S)-14-hydroxy-15-methyl-14-(prop-2-en-1-yl)tetracyclo[8.7.0.02,7.011,15]heptadeca-1,6,16-trien-5-one

• ChemBase ID: 312695
• Molecular Formular: C21H26O2
• Molecular Mass: 310.42994
• Monoisotopic Mass: 310.19328007
• SMILES: C1C(=O)C=C2C(=C3[C@@H](CC2)[C@H]2[C@](C=C3)([C@@](CC2)(CC=C)O)C)C1
• Canonical SMILES: C=CC[C@]1(O)CC[C@@H]2[C@]1(C)C=CC1=C3CCC(=O)C=C3CC[C@@H]21
• InChI: InChI=1S/C21H26O2/c1-3-10-21(23)12-9-19-18-6-4-14-13-15(22)5-7-16(14)17(18)8-11-20(19,21)2/h3,8,11,13,18-19,23H,1,4-7,9-10,12H2,2H3/t18-,19+,20+,21+/m1/s1
• InChIKey: VWAUPFMBXBWEQY-ANULTFPQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11S,14R,15S)-14-hydroxy-15-methyl-14-(prop-2-en-1-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6,16-trien-5-one
• IUPAC Traditional name: regumate
• Synonyms: Altrenogest

Database IDs

• CAS Number: 850-52-2

CALCULATED PROPERTIES

• Acid pKa: 18.903387
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1978962
• LogD (pH = 7.4): 3.197897
• Log P: 3.197897
• Molar Refractivity: 95.462 cm^3
• Polarizability: 36.23286 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Estrogen; progestogen Receptor

Product Information

• Salt Data: Free Base