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

• ChemBase ID: 119054
• Molecular Formular: C21H30O3
• Molecular Mass: 330.4611
• Monoisotopic Mass: 330.21949482
• SMILES: [C@@]12(C(=CC[C@@H]3[C@@H]1CC[C@]1([C@H]3CCC1=O)C)C[C@@H](OC(=O)C)CC2)C
• Canonical SMILES: CC(=O)O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CCC2=O)C)C1)C
• InChI: InChI=1S/C21H30O3/c1-13(22)24-15-8-10-20(2)14(12-15)4-5-16-17-6-7-19(23)21(17,3)11-9-18(16)20/h4,15-18H,5-12H2,1-3H3/t15-,16-,17-,18-,20-,21-/m0/s1
• InChIKey: NCMZQTLCXHGLOK-ZKHIMWLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl acetate
• IUPAC Traditional name: (1S,2R,5S,10R,11S,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl acetate
• Synonyms: (3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate; 3-β-Acetoxy-5-androsten-17-one; Prasterone acetate; Dehydroisoandrosterone 3-acetate; 3-β-羟基-去氧雄甾-5-烯-17-酮-3-醋酸酯; 乙酸脱氢异雄甾酮; 醋酸去氢表雄酮

Database IDs

• CAS Number: 853-23-6
• EC Number: 212-714-1
• MDL Number: MFCD00021119
• PubChem SID: 162102793; 24864315
• PubChem CID: 14709

CALCULATED PROPERTIES

• Acid pKa: 19.957706
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.8028305
• LogD (pH = 7.4): 3.8028305
• Log P: 3.8028305
• Molar Refractivity: 93.8104 cm^3
• Polarizability: 37.086353 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 168-170 °C(lit.)
• Optical Rotation: [α]20/D +2.4°, c = 2 in ethanol

Safety Information

• RTECS: BV8396810
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: Home Office Schedule 4.2regulated under CDSA - not available from Sigma-Aldrich Canada; regulated under CDSA - not available from Sigma-Aldrich Canada

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C21H30O3

DETAILS

Sigma Aldrich - 390089

Packaging
5, 25 g in glass bottle