(5S,10S,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-1,6-dien-14-one

• ChemBase ID: 170505
• Molecular Formular: C18H24O2
• Molecular Mass: 272.38196
• Monoisotopic Mass: 272.17763001
• SMILES: C1[C@@H](C=C2C(=C3[C@@H](CC2)[C@H]2[C@](CC3)(C(=O)CC2)C)C1)O
• Canonical SMILES: O[C@H]1CCC2=C3CC[C@]4([C@H]([C@@H]3CCC2=C1)CCC4=O)C
• InChI: InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,12,15-16,19H,2-9H2,1H3/t12-,15+,16-,18-/m0/s1
• InChIKey: QDFACJJKOZIYTJ-AWOKKLPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S,10S,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-14-one
• IUPAC Traditional name: (5S,10S,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-14-one
• Synonyms: 3β-Hydroxyestra-4,9-dien-17-one

Database IDs

• CAS Number: 19671-53-5
• PubChem SID: 164226415
• PubChem CID: 29981523

CALCULATED PROPERTIES

• Acid pKa: 17.611425
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.768328
• LogD (pH = 7.4): 2.7683282
• Log P: 2.7683282
• Molar Refractivity: 80.6132 cm^3
• Polarizability: 31.177116 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H941880

An intermediate in the synthesis of cyanoestrenones.