(1S,2S,10S,11S,13S,14R,15S,17S)-14-(2-hydroxyacetyl)-2,13,15-trimethyl-5-oxo-18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadeca-3,6-dien-14-yl propanoate

• ChemBase ID: 162013
• Molecular Formular: C25H32O6
• Molecular Mass: 428.51798
• Monoisotopic Mass: 428.21988874
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@]32[C@H](C[C@]2([C@H]1C[C@@H]([C@@]2(C(=O)CO)OC(=O)CC)C)C)O3)C
• Canonical SMILES: CCC(=O)O[C@@]1([C@@H](C)C[C@@H]2[C@]1(C)C[C@@H]1O[C@@]31[C@H]2CCC1=CC(=O)C=C[C@]31C)C(=O)CO
• InChI: InChI=1S/C25H32O6/c1-5-21(29)31-24(19(28)13-26)14(2)10-18-17-7-6-15-11-16(27)8-9-22(15,3)25(17)20(30-25)12-23(18,24)4/h8-9,11,14,17-18,20,26H,5-7,10,12-13H2,1-4H3/t14-,17-,18-,20-,22-,23-,24-,25+/m0/s1
• InChIKey: NBIYYIHMUGARAL-QYIVYLGBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,10S,11S,13S,14R,15S,17S)-14-(2-hydroxyacetyl)-2,13,15-trimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-14-yl propanoate
• IUPAC Traditional name: (1S,2S,10S,11S,13S,14R,15S,17S)-14-(2-hydroxyacetyl)-2,13,15-trimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-14-yl propanoate
• Synonyms: (9β,11β,16β)-9,11-Epoxy-21-hydroxy-16-methyl-17-(1-oxopropoxy)pregna-1,4-diene-3,20-dione; Beclomethasone 9,11-Epoxide 17-Propionate; Betamethasone 9,11-Epoxide 17-Propionate

Database IDs

• CAS Number: 79578-39-5
• PubChem SID: 162256148
• PubChem CID: 22821922

CALCULATED PROPERTIES

• Acid pKa: 13.780019
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.0938427
• LogD (pH = 7.4): 3.0938425
• Log P: 3.0938427
• Molar Refractivity: 114.4533 cm^3
• Polarizability: 44.905437 Å^3
• Polar Surface Area: 93.2 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 82-86°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B327055

Betamethasone (B327000) impurity, as antiinflammatory agent.