(1S,2R,5S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-one

• ChemBase ID: 125426
• Molecular Formular: C19H28O2
• Molecular Mass: 288.42442
• Monoisotopic Mass: 288.20893014
• SMILES: O=C1[C@]2(CC[C@@H]3[C@@]4(C(=C[C@@H](O)CC4)CC[C@H]3[C@@H]2CC1)C)C
• Canonical SMILES: O[C@H]1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,13-16,20H,3-10H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1
• InChIKey: VMYTXBKVYDESSJ-USOAJAOKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-one
• IUPAC Traditional name: 4-dehydroepiandrosterone
• Synonyms: 4-Dehydroepiandrosterone

Database IDs

• CAS Number: 571-44-8
• PubChem SID: 162219776
• PubChem CID: 9947889
• CHEMBL: 1077603
• Chemspider ID: 8123501
• Wikipedia Title: 4-Dehydroepiandrosterone

CALCULATED PROPERTIES

• Acid pKa: 17.504416
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.5176125
• LogD (pH = 7.4): 3.5176125
• Log P: 3.5176125
• Molar Refractivity: 84.5049 cm^3
• Polarizability: 33.260063 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true