(1S,2S,5S,7S,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl acetate

• ChemBase ID: 104545
• Molecular Formular: C23H36O3
• Molecular Mass: 360.53014
• Monoisotopic Mass: 360.26644501
• SMILES: O=C(C)[C@@H]1[C@]2(CC[C@H]3[C@H]([C@@H]2CC1)CC[C@H]1C[C@@H](OC(=O)C)CC[C@]31C)C
• Canonical SMILES: CC(=O)O[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
• InChI: InChI=1S/C23H36O3/c1-14(24)19-7-8-20-18-6-5-16-13-17(26-15(2)25)9-11-22(16,3)21(18)10-12-23(19,20)4/h16-21H,5-13H2,1-4H3/t16-,17-,18-,19+,20-,21-,22-,23+/m0/s1
• InChIKey: GFHOQCXDABGYAL-POBGKJHXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S,7S,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl acetate
• IUPAC Traditional name: 3β-acetoxy-5α-pregnan-20-one
• Synonyms: 5α-PREGNAN-3β-OL-20-ONE-3β-ACETATE

Database IDs

• CAS Number: 906-83-2
• PubChem SID: 162092769
• PubChem CID: 227113

CALCULATED PROPERTIES

• Acid pKa: 19.403042
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.4280634
• LogD (pH = 7.4): 4.4280634
• Log P: 4.4280634
• Molar Refractivity: 102.0582 cm^3
• Polarizability: 41.01097 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 02156355

(Allopregnanolone acetate; 3β-Hydroxy-5α-pregnan-20-one acetate)
Crystalline