2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl pentanoate

• ChemBase ID: 157520
• Molecular Formular: C27H37FO6
• Molecular Mass: 476.5774832
• Monoisotopic Mass: 476.25741712
• SMILES: CCCCC(=O)OCC(=O)[C@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F)O)C)C)O
• Canonical SMILES: CCCCC(=O)OCC(=O)[C@@]1(O)[C@@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F
• InChI: InChI=1S/C27H37FO6/c1-5-6-7-23(32)34-15-22(31)27(33)16(2)12-20-19-9-8-17-13-18(29)10-11-24(17,3)26(19,28)21(30)14-25(20,27)4/h10-11,13,16,19-21,30,33H,5-9,12,14-15H2,1-4H3/t16-,19-,20-,21-,24-,25-,26-,27-/m0/s1
• InChIKey: FEROCCAEIIKMJT-SUYDQAKGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl pentanoate
• IUPAC Traditional name: 2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl pentanoate
• Synonyms: Betamethasone Related Compound A (USP); Betamethasone impurity E (PhEur); Betamethasone 21-valerate

Database IDs

• CAS Number: 2240-28-0
• MDL Number: MFCD00271767
• PubChem SID: 162251657
• PubChem CID: 92922

CALCULATED PROPERTIES

• Acid pKa: 12.440789
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.7123682
• LogD (pH = 7.4): 3.7123644
• Log P: 3.7123682
• Molar Refractivity: 125.4733 cm^3
• Polarizability: 48.962906 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 60-61-48
• Safety Statements: 53-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H360Df-H373
• GHS Precautionary statements: P201-P308 + P313
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Impurities: ≤10.0% related substances; ≤5.0% solvents; ≤5.0% water
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C27H37FO6