(1S,2R,5S,10R,11S,13R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-14-one

• ChemBase ID: 125179
• Molecular Formular: C19H28O3
• Molecular Mass: 304.42382
• Monoisotopic Mass: 304.20384476
• SMILES: O=C1[C@]2(CC[C@@H]3[C@@]4(C(=CC[C@H]3[C@@H]2C[C@H]1O)C[C@@H](O)CC4)C)C
• Canonical SMILES: O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3C[C@H](C2=O)O)C)C1)C
• InChI: InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-16,20-21H,4-10H2,1-2H3/t12-,13+,14-,15-,16+,18-,19-/m0/s1
• InChIKey: QQIVKFZWLZJXJT-DNKQKWOHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,13R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-one
• IUPAC Traditional name: 16a-hydroxy-dhea
• Synonyms: 3β,16α-Dihydroxyandrost-5-en-17-one; 16-Hydroxydehydroepiandrosterone

Database IDs

• CAS Number: 1232-73-1
• PubChem SID: 162219529
• PubChem CID: 102030
• CHEBI ID: 27771
• Chemspider ID: 92168
• Wikipedia Title: 16-Hydroxydehydroepiandrosterone

CALCULATED PROPERTIES

• Acid pKa: 13.382196
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4906392
• LogD (pH = 7.4): 2.4906387
• Log P: 2.4906392
• Molar Refractivity: 86.1511 cm^3
• Polarizability: 33.878315 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true