(1R)-1-chloro-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one

• ChemBase ID: 132765
• Molecular Formular: C22H29ClO5
• Molecular Mass: 408.91566
• Monoisotopic Mass: 408.17035171
• SMILES: CC1CC2C3CCC4=CC(=O)C=CC4([C@]3(C(CC2(C1(C(=O)CO)O)C)O)Cl)C
• Canonical SMILES: OCC(=O)C1(O)C(C)CC2C1(C)CC(O)[C@]1(C2CCC2=CC(=O)C=CC12C)Cl
• InChI: InChI=1S/C22H29ClO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12?,15?,16?,17?,19?,20?,21-,22?/m0/s1
• InChIKey: NBMKJKDGKREAPL-WOOYFSPWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-1-chloro-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• IUPAC Traditional name: (1R)-1-chloro-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• Synonyms: 9α-Chloro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione; 9α-Chloro-16β-methyl-1,4-pregnadiene-11β,17α,21-triol-3,20-dione; Beclomethasone

Database IDs

• CAS Number: 4419-39-0
• EC Number: 224-585-9
• MDL Number: MFCD00135614
• PubChem SID: 162227042; 24278253
• PubChem CID: 16218996

CALCULATED PROPERTIES

• Acid pKa: 12.43441
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.1450696
• LogD (pH = 7.4): 2.1450658
• Log P: 2.1450698
• Molar Refractivity: 107.236 cm^3
• Polarizability: 41.7352 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... CYP1A2(1544)

Product Information

• Purity: ≥99%

DETAILS

Sigma Aldrich - B0385

Biochem/physiol Actions
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