Flumethasone pivalateProduct ingredient for Flumethasone

Name
Flumethasone pivalate
Drug Entry
Flumethasone

Flumethasone is a moderately potent difluorinated corticosteroid ester with anti-inflammatory, antipruritic and vasoconstrictive properties. As it is a privalate salt, its anti-inflammatory action is concentrated at the site of application. This local effect on diseased areas results in a prompt decrease in inflammation, exudation and itching.

Accession Number
DBSALT001004
Structure
Thumb
Synonyms
Flumetasone Pivalate
UNII
0DV09X6F21
CAS Number
2002-29-1
Weight
Average: 494.576
Monoisotopic: 494.247995205
Chemical Formula
C27H36F2O6
InChI Key
JWRMHDSINXPDHB-OJAGFMMFSA-N
InChI
InChI=1S/C27H36F2O6/c1-14-9-16-17-11-19(28)18-10-15(30)7-8-24(18,5)26(17,29)20(31)12-25(16,6)27(14,34)21(32)13-35-22(33)23(2,3)4/h7-8,10,14,16-17,19-20,31,34H,9,11-13H2,1-6H3/t14-,16+,17+,19+,20+,24+,25+,26+,27+/m1/s1
IUPAC Name
2-[(1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl]-2-oxoethyl 2,2-dimethylpropanoate
SMILES
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)COC(=O)C(C)(C)C)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C
Human Metabolome Database
HMDB0014801
KEGG Drug
D01464
ChemSpider
392021
ChEBI
31620
ChEMBL
CHEMBL1200877
ZINC
ZINC000003977985
PharmGKB
PA164749388
Wikipedia
Flumetasone
Predicted Properties
PropertyValueSource
Water Solubility0.0107 mg/mLALOGPS
logP3.21ALOGPS
logP3.58ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)12.44ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area100.9 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity125.17 m3·mol-1ChemAxon
Polarizability50.91 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon