(1S,2R,5S,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl acetate

• ChemBase ID: 119025
• Molecular Formular: C23H34O3
• Molecular Mass: 358.51426
• Monoisotopic Mass: 358.25079495
• SMILES: [C@@]12([C@H]([C@H]3[C@@H]([C@@]4(C(=CC3)C[C@@H](OC(=O)C)CC4)C)CC2)CC[C@@H]1C(=O)C)C
• Canonical SMILES: CC(=O)O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2C(=O)C)C)C1)C
• InChI: InChI=1S/C23H34O3/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/h5,17-21H,6-13H2,1-4H3/t17-,18-,19+,20-,21-,22-,23+/m0/s1
• InChIKey: CRRKVZVYZQXICQ-RJJCNJEVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl acetate
• IUPAC Traditional name: pregnenolone acetate
• Synonyms: (3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate; Pregnenolone acetate; 3β-Acetoxy-5-pregnen-20-one; 5-Pregnen-3β-ol-20-one acetate; 3β-羟基孕甾-5-烯-20-酮-3-醋酸酯; 孕烯醇酮醋酸酯; 孕烯诺龙乙酸酯

Database IDs

• CAS Number: 1778-02-5
• EC Number: 217-212-6
• MDL Number: MFCD00003627
• Beilstein Number: 2062850
• PubChem SID: 24898577; 162107260
• PubChem CID: 2723722

CALCULATED PROPERTIES

• Acid pKa: 19.403038
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.022484
• LogD (pH = 7.4): 4.022484
• Log P: 4.022484
• Molar Refractivity: 102.9082 cm^3
• Polarizability: 40.77005 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 149-152 °C(lit.)
• Optical Rotation: [α]20/D +19°, c = 1 in ethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C23H34O3

DETAILS

Sigma Aldrich - P49902

Packaging
5, 25 g in glass bottle