(1S,2S,10R,11S,14R,15S)-14-ethyl-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-4-one

• ChemBase ID: 125180
• Molecular Formular: C21H34O3
• Molecular Mass: 334.49286
• Monoisotopic Mass: 334.25079495
• SMILES: CC[C@@]1(O)CC[C@H]2[C@@H]3CCC4CC(O)C(=O)C[C@]4(C)[C@H]3CC[C@]12C
• Canonical SMILES: CC[C@@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2[C@]1(C)CC(=O)C(C2)O
• InChI: InChI=1S/C21H34O3/c1-4-21(24)10-8-16-14-6-5-13-11-17(22)18(23)12-19(13,2)15(14)7-9-20(16,21)3/h13-17,22,24H,4-12H2,1-3H3/t13?,14-,15+,16+,17?,19+,20+,21-/m1/s1
• InChIKey: QPLFSAZMHUAMKE-FOCOMJRBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,10R,11S,14R,15S)-14-ethyl-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-4-one
• IUPAC Traditional name: 17-hydroxypregnenolone
• Synonyms: 17-Hydroxypregnenolone

Database IDs

• CAS Number: 387-79-1
• PubChem SID: 162219530
• PubChem CID: 22833520; 3032570
• Chemspider ID: 17215939
• Wikipedia Title: 17-Hydroxypregnenolone

CALCULATED PROPERTIES

• Acid pKa: 13.399552
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.3432903
• LogD (pH = 7.4): 3.3432903
• Log P: 3.3432908
• Molar Refractivity: 94.2575 cm^3
• Polarizability: 37.801956 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 268°C (514.4°F)

Pharmacology Properties

• Metabolism: Adrenal, Gonads