XRD

Clobetasol propionate

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Chemical Component Summary
Name	Clobetasol propionate
Synonyms	(8alpha,11beta,14beta,16alpha,17alpha)-21-chloro-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl propanoate
Identifiers	[(8~{S},9~{R},10~{S},11~{S},13~{S},14~{S},16~{S},17~{R})-17-(2-chloranylethanoyl)-9-fluoranyl-10,13,16-trimethyl-11-oxidanyl-3-oxidanylidene-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
Formula	C₂₅ H₃₂ Cl F O₅
Molecular Weight	466.97
Type	NON-POLYMER
Isomeric SMILES	CCC(=O)O[C@@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)C(=O)CCl
InChI	InChI=1S/C25H32ClFO5/c1-5-21(31)32-25(20(30)13-26)14(2)10-18-17-7-6-15-11-16(28)8-9-22(15,3)24(17,27)19(29)12-23(18,25)4/h8-9,11,14,17-19,29H,5-7,10,12-13H2,1-4H3/t14-,17-,18-,19-,22-,23-,24-,25-/m0/s1
InChIKey	CBGUOGMQLZIXBE-XGQKBEPLSA-N

Chemical Details
Formal Charge	0
Atom Count	64
Chiral Atom Count	8
Bond Count	67
Aromatic Bond Count	0

Drug Info: DrugBank

DrugBank ID	DB01013
Name	Clobetasol propionate
Groups	approved
Description	Clobetasol propionate is a prednisolone derivative with higher specificity for glucocorticoid receptors than mineralocorticoid receptors.[L11815] It has demonstrated superior activity compared to [fluocinonide][A190963] and was first described in the literature in 1974.[A190936] Clobetasol Propionate was granted FDA approval on 27 December 1985.[L11809]
Synonyms	clobetasol 17-propanoate Clobetasol propionate E clobetasol 17-propionate Clobetasol propionate 21-chloro-9-fluoro-11β,17-dihydroxy-16β-methylpregna-1,4-diene-3,20-dione 17-propionate
Brand Names	Clobetasol Propionate Emollient Formulation Penta-clobetasol Cream Clobetasol Propionate Cream USP, 0.05% Clobetasol Propionate Cream USP, 0.05% PMS-clobetasol Clobetasol Propionate 0.05% / Coal Tar 8% / Salicylic Acid 6% Clobex Sandoz Clobetasol Cormax PMS-clobetasol Cream Clobetex Odan Clobetasol Spray Clobetasol Propionate Oint 0.05% Ciclopirox Olamine 0.77% / Clobetasol Propionate 0.05% / Salicylic Acid 3%. Mylan-clobetasol Cream Novo-clobetasol Ointment - 0.05% Clobetasol Propionate Cream Temovate Tovet (emollient formulation) Taro-clobetasol Shampoo Clobetasol Cream 0.05% Apo-clobetasol Spray Dermovate Scalp Application Jamp Clobetasol Spray Dermovate Ont 0.05% Olux-E Clobex Shampoo 0.05% Clobex Lotion Clobex Spray Impoyz Ciclopirox 1% / Clobetasol Propionate 0.05% Alti-clobetasol Propionate Cream 0.05% Clobetasol Propionate ANDA Clobetasol Propionate Emulsion Dermovate Scalp Application .05% PMS-clobetasol Scalp Application Taro-clobetasol Cream USP, 0.05% Taro-clobetasol Spray Clobetavix Clobetair Dermovate Ointment Alti-clobetasol Propionate Scalp Application 0.05% Clodan Kit Reddy-clobetasol Shampoo Temovate Scalp Application Tovet Foam (Emollient Formulation) Clobeta Calcipotriene 0.005% / Clobetasol Propionate 0.05% Clobetasol Ointment 0.05% Taro-clobetasol Topical Solution USP, 0.05% Clodan Mylan-clobetasol Scalp Application Temovate E PMS-clobetasol Ointment Mylan-clobetasol Ointment Clobetasol Scalp Application 0.05% Clobetasol Propionate (Emollient) Clobetasol Propionate Clobetasol Propionate 0.05% / Niacinamide 4% Taro-clobetasol Ointment USP, 0.05% Impeklo Clobetasol Propionate (Emmolient) Alti-clobetasol Propionate Ont 0.05% Niacinamide 4% / Clobetasol Propionate 0.05% Olux Tasoprol Dermovate Crm 0.05% Clobetasol Propionate (emollient) Cormax Scalp Application Clobex Shampoo Novo-clobetasol Crm 0.05% Teva-clobetasol Clobetasol Propionate 0.05% / Levocetirizine Dihydrochloride 2% Dermovate Cream
Indication	Clobetasol propionate is indicated to treat moderate to severe plaque psoriasis[L11818,L11821,L11824] as well as inflammatory and pruritic manifestations of corticosteroid responsive dermatoses.[L11815,L11827]
Categories	Adrenal Cortex Hormones Anti-Inflammatory Agents Corticosteroids Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inducers Cytochrome P-450 CYP3A4 Inducers (strength unknown) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A5 Inducers Cytochrome P-450 CYP3A5 Inducers (strength unknown) Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Substrates Fused-Ring Compounds Glucocorticoids Hormones Hormones, Hormone Substitutes, and Hormone Antagonists Hyperglycemia-Associated Agents Immunosuppressive Agents Pregnadienes Pregnadienetriols Pregnanes Steroids Steroids, Fluorinated Thyroxine-binding globulin inhibitors
CAS number	25122-46-7

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Glucocorticoid receptor	MDSKESLTPGREENPSSVLAQERGDVMDFYKTLRGGATVKVSASSPSLAV...	unknown	agonist
Annexin A1	MAMVSEFLKQAWFIENEEQEYVQTVKSSKGGPGSAVSPYPTFNPSSDVAA...	unknown	inducer
Mineralocorticoid receptor	METKGYHSLPEGLDMERRWGQVSQAVERSSLGPTERTDENNYMEIVNVSC...	unknown	agonist
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate,inducer
Cytochrome P450 3A5	MDLIPNLAVETWLLLAVSLVLLYLYGTRTHGLFKRLGIPGPTPLPLLGNV...	unknown	inducer
Corticosteroid-binding globulin	MPLLLYTCLLWLPTSGLWTVQAMDPNAAYVNMSNHHRGLASANVDFAFSL...	unknown	binder
Serum albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	binder
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682