UQC

Cortisone

Created:	2023-02-08
Last modified:	2023-05-10

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1 entries where UQC is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	54
Chiral Atom Count	6
Bond Count	57
Aromatic Bond Count	0

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Chemical Component Summary
Name	Cortisone
Synonyms	(8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-oxidanyl-17-(2-oxidanylethanoyl)-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione; 17alpha,21-Dihydroxypregn-4-ene-3,11,20-trione
Systematic Name (OpenEye OEToolkits)	(8~{S},9~{S},10~{R},13~{S},14~{S},17~{R})-10,13-dimethyl-17-oxidanyl-17-(2-oxidanylethanoyl)-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione
Formula	C₂₁ H₂₈ O₅
Molecular Weight	360.444
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	CACTVS	3.385	C[C]12CCC(=O)C=C1CC[CH]3[CH]4CC[C](O)(C(=O)CO)[C]4(C)CC(=O)[CH]23
SMILES	OpenEye OEToolkits	2.0.7	CC12CCC(=O)C=C1CCC3C2C(=O)CC4(C3CCC4(C(=O)CO)O)C
Canonical SMILES	CACTVS	3.385	C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@](O)(C(=O)CO)[C@@]4(C)CC(=O)[C@H]23
Canonical SMILES	OpenEye OEToolkits	2.0.7	C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C
InChI	InChI	1.06	InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1
InChIKey	InChI	1.06	MFYSYFVPBJMHGN-ZPOLXVRWSA-N

Drug Info: DrugBank

DrugBank ID	DB14681
Name	Cortisone
Groups	experimental
Description	A naturally occurring glucocorticoid. It has been used in replacement therapy for adrenal insufficiency and as an anti-inflammatory agent. Cortisone itself is inactive. It is converted in the liver to the active metabolite hydrocortisone. (From Martindale, The Extra Pharmacopoeia, 30th ed, p726)
Synonyms	Cortisone 17α,21-dihydroxy-4-pregnene-3,11,20-trione Kortison pregn-4-en-17α,21-diol-3,11,20-trione Cortisonum Reichstein's substance Fa Cortisona 11-dehydro-17-hydroxycorticosterone Wintersteiner's compound F 4-pregnene-17α,21-diol-3,11,20-trione 17alpha,21-Dihydroxy-4-pregnene-3,11,20-trione Kendall's compound E
Categories	17-Hydroxycorticosteroids Adrenal Cortex Hormones Anti-Inflammatory Agents Corticosteroid Hormone Receptor Agonists Corticosteroids Corticosteroids for Systemic Use Corticosteroids for Systemic Use, Plain Cytochrome P-450 CYP3A Inducers Cytochrome P-450 CYP3A4 Inducers Cytochrome P-450 CYP3A4 Inducers (strength unknown) Cytochrome P-450 CYP3A5 Inducers Cytochrome P-450 CYP3A5 Inducers (strength unknown) Cytochrome P-450 Enzyme Inducers Fused-Ring Compounds Glucocorticoids Hormones Hormones, Hormone Substitutes, and Hormone Antagonists Hydroxycorticosteroids Ophthalmologicals Pregnanes Pregnenes Sensory Organs Steroids Systemic Hormonal Preparations, Excl. Sex Hormones and Insulins
ATC-Code	H02AB10 S01BA03
CAS number	53-06-5

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	inducer
Cytochrome P450 3A5	MDLIPNLAVETWLLLAVSLVLLYLYGTRTHGLFKRLGIPGPTPLPLLGNV...	unknown	inducer

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