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

• ChemBase ID: 132300
• Molecular Formular: C27H37FO6
• Molecular Mass: 476.5774832
• Monoisotopic Mass: 476.25741712
• SMILES: CCCCC(=O)O[C@@]1([C@H](CC2[C@@]1(C[C@@H]([C@]1(C2CCC2=CC(=O)C=C[C@]12C)F)O)C)C)C(=O)CO
• Canonical SMILES: CCCCC(=O)O[C@@]1([C@@H](C)CC2[C@]1(C)C[C@H](O)[C@]1(C2CCC2=CC(=O)C=C[C@]12C)F)C(=O)CO
• InChI: InChI=1S/C27H37FO6/c1-5-6-7-23(33)34-27(22(32)15-29)16(2)12-20-19-9-8-17-13-18(30)10-11-24(17,3)26(19,28)21(31)14-25(20,27)4/h10-11,13,16,19-21,29,31H,5-9,12,14-15H2,1-4H3/t16-,19?,20?,21-,24-,25-,26-,27-/m0/s1
• InChIKey: SNHRLVCMMWUAJD-QDHNOTTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,13S,14R,15S,17S)-1-fluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl pentanoate
• IUPAC Traditional name: (1R,2S,13S,14R,15S,17S)-1-fluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl pentanoate
• Synonyms: Betamethasone 17-valerate; 1,4-Pregnadiene-11β,17α,21-triol-9α-fluoro-16β-methyl-3,20-dione 17-valerate; 9α-Fluoro-16β-methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione 17-valerate; 9α-Fluoro-16β-methylprednisolone 17-valerate; Betnovate; 9α-氟-16β-甲基-11β,17α,21-三羟基-1,4-孕甾二烯-3,20-二酮 17-戊酸盐; 9α-氟-16β-甲基氢化泼尼松 17-戊酸盐; 倍他米松戊酸盐; 倍他米松戊酸酯; 倍他米松 17-戊酸酯

Database IDs

• CAS Number: 2152-44-5
• EC Number: 218-439-3
• MDL Number: MFCD00867446
• Beilstein Number: 4240001
• PubChem SID: 24869737; 24891523; 162226577
• PubChem CID: 16213022

CALCULATED PROPERTIES

• Acid pKa: 13.403713
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.7123682
• LogD (pH = 7.4): 3.7123678
• 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

• RTECS: TU3835000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C27H37FO6

DETAILS

Sigma Aldrich - B0515

Biochem/physiol Actions
Betamethasone 17-valerate is a glucocorticoid with anti-inflammatory and immunosuppressive activity.

Sigma Aldrich - 46074

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC