(1S,2R,10R,11S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-6,13-dien-5-one

• ChemBase ID: 138855
• Molecular Formular: C21H28O2
• Molecular Mass: 312.44582
• Monoisotopic Mass: 312.20893014
• SMILES: CC(=O)C1=CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2C(=O)C)C)C
• InChI: InChI=1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h6,12,16,18-19H,4-5,7-11H2,1-3H3/t16-,18-,19-,20-,21+/m0/s1
• InChIKey: VRRHHTISESGZFN-RKFFNLMFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,13-dien-5-one
• IUPAC Traditional name: 16-dehydroprogesterone
• Synonyms: 4,16-Pregnadiene-3,20-dione; 16-Dehydroprogesterone; 4,16-孕二烯-3,20-二酮; 16-去氢黄体酮

Database IDs

• CAS Number: 1096-38-4
• EC Number: 214-142-8
• MDL Number: MFCD00003651
• PubChem SID: 162233106; 24893845
• PubChem CID: 101964

CALCULATED PROPERTIES

• Acid pKa: 18.978724
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.9989922
• LogD (pH = 7.4): 3.9989922
• Log P: 3.9989922
• Molar Refractivity: 93.5812 cm^3
• Polarizability: 36.159924 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 185-187 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-40
• Safety Statements: 22-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H351
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... CYP17A1(1586)

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C21H28O2