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

• ChemBase ID: 176891
• Molecular Formular: C21H28O2
• Molecular Mass: 312.44582
• Monoisotopic Mass: 312.20893014
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)C2=CC[C@H]([C@]2(CC1)C)C(=O)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C1=CC[C@H]2C(=O)C)C)C
• InChI: InChI=1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h7,12,16-17,19H,4-6,8-11H2,1-3H3/t16-,17-,19-,20-,21+/m0/s1
• InChIKey: IXCUVBOSDZZTGA-JZTRKIHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,14R,15R)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,11-dien-5-one
• IUPAC Traditional name: (1S,2R,10R,14R,15R)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,11-dien-5-one
• Synonyms: Pregna-4,14-diene-3,20-dione

Database IDs

• CAS Number: 24377-08-0
• PubChem SID: 164232801
• PubChem CID: 71751753

CALCULATED PROPERTIES

• Acid pKa: 18.709044
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.7430248
• LogD (pH = 7.4): 3.7430248
• Log P: 3.7430248
• Molar Refractivity: 93.5553 cm^3
• Polarizability: 36.159924 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P704950

Progesterone derivative

REFERENCES

• Wilks, J., et al.: Steroids, 35, 697 (1980)
• Templeton, J., et al.: J. Med. Chem., 30, 1502 (1980)
• Blackmore, P., et al.: Mol. Pharmacol., 49, 727 (1980)