(1S,2R,10R,11S,14R,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl heptanoate

• ChemBase ID: 179846
• Molecular Formular: C28H42O4
• Molecular Mass: 442.63068
• Monoisotopic Mass: 442.30830982
• SMILES: [C@]12([C@@](CC[C@H]1[C@H]1[C@@H]([C@@]3(C(=CC(=O)CC3)CC1)C)CC2)(OC(=O)CCCCCC)C(=O)C)C
• Canonical SMILES: CCCCCCC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)C(=O)C
• InChI: InChI=1S/C28H42O4/c1-5-6-7-8-9-25(31)32-28(19(2)29)17-14-24-22-11-10-20-18-21(30)12-15-26(20,3)23(22)13-16-27(24,28)4/h18,22-24H,5-17H2,1-4H3/t22-,23+,24+,26+,27+,28+/m1/s1
• InChIKey: NKJYZYWCGKSMSV-BDPSOKNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl heptanoate
• IUPAC Traditional name: (1S,2R,10R,11S,14R,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl heptanoate
• Synonyms: Hydroxyprogesterone heptanoate

Database IDs

• CAS Number: 4596-16-1
• PubChem SID: 164235756
• PubChem CID: 94296

CALCULATED PROPERTIES

• Acid pKa: 17.807032
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.321115
• LogD (pH = 7.4): 6.321115
• Log P: 6.321115
• Molar Refractivity: 126.2877 cm^3
• Polarizability: 50.050922 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Gonadotropin secretion inhibitor

Product Information

• Application(s): Progestogen

REFERENCES

• J.Chromatogr.Biomed.Appl. (489, No. 1, 139-55, 1989) On-Line High-Performance Liquid Chromatographic Diode Array Spectrophotometric Analysis of Steroidal Hormones in Illegal Preparations.