Clocortolone pivalateProduct ingredient for Clocortolone

Name
Clocortolone pivalate
Drug Entry
Clocortolone

Clocortolone is a medium potency corticosteroid that is often used as a topical cream for the relief of inflammatory oand pruritic (itching) arising from steroid-responsive dermatoses of the scalp.

Accession Number
DBSALT001365
Structure
Thumb
Synonyms
9-chloro-6α-fluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione 21-pivalate / Clocortolone 21-pivalate / Clocortolone trimethylacetate
UNII
QBL8IZH14X
CAS Number
34097-16-0
Weight
Average: 495.03
Monoisotopic: 494.2235301
Chemical Formula
C27H36ClFO5
InChI Key
SXYZQZLHAIHKKY-GSTUPEFVSA-N
InChI
InChI=1S/C27H36ClFO5/c1-14-9-16-17-11-19(29)18-10-15(30)7-8-26(18,6)27(17,28)21(32)12-25(16,5)22(14)20(31)13-34-23(33)24(2,3)4/h7-8,10,14,16-17,19,21-22,32H,9,11-13H2,1-6H3/t14-,16+,17+,19+,21+,22-,25+,26+,27+/m1/s1
IUPAC Name
2-[(1R,2S,8S,10S,11S,13R,14S,15S,17S)-1-chloro-8-fluoro-17-hydroxy-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@H](C(=O)COC(=O)C(C)(C)C)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C
External Links
KEGG Drug
D02287
ChemSpider
4445634
ChEBI
59583
ChEMBL
CHEMBL1200975
PharmGKB
PA164744013
Wikipedia
Clocortolone_pivalate
Predicted Properties
PropertyValueSource
Water Solubility0.00103 mg/mLALOGPS
logP4.17ALOGPS
logP4.72ChemAxon
logS-5.7ALOGPS
pKa (Strongest Acidic)13.81ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area80.67 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity128.59 m3·mol-1ChemAxon
Polarizability52.04 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon