TUA

prednisolone

Created:	2020-03-31
Last modified:	2021-03-13

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2 entries where TUA is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	54
Chiral Atom Count	7
Bond Count	57
Aromatic Bond Count	0

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Chemical Component Summary
Name	prednisolone
Synonyms	(11alpha)-11,17,21-trihydroxypregna-1,4-diene-3,20-dione
Systematic Name (OpenEye OEToolkits)	(8~{S},9~{S},10~{R},11~{S},13~{S},14~{S},17~{R})-10,13-dimethyl-11,17-bis(oxidanyl)-17-(2-oxidanylethanoyl)-7,8,9,11,12,14,15,16-octahydro-6~{H}-cyclopenta[a]phenanthren-3-one
Formula	C₂₁ H₂₈ O₅
Molecular Weight	360.444
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	C2=CC(=O)C=C3CCC1C4C(CC(C1C23C)O)(C(CC4)(O)C(CO)=O)C
SMILES	CACTVS	3.385	C[C]12C[CH](O)[CH]3[CH](CCC4=CC(=O)C=C[C]34C)[CH]1CC[C]2(O)C(=O)CO
SMILES	OpenEye OEToolkits	2.0.7	CC12CC(C3C(C1CCC2(C(=O)CO)O)CCC4=CC(=O)C=CC34C)O
Canonical SMILES	CACTVS	3.385	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@]34C)[C@@H]1CC[C@]2(O)C(=O)CO
Canonical SMILES	OpenEye OEToolkits	2.0.7	C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)CCC4=CC(=O)C=C[C@]34C)O
InChI	InChI	1.03	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/h5,7,9,14-16,18,22,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1
InChIKey	InChI	1.03	OIGNJSKKLXVSLS-VWUMJDOOSA-N

Drug Info: DrugBank

DrugBank ID	DB00860
Name	Prednisolone
Groups	approved vet_approved
Description	Prednisolone is a glucocorticoid similar to [cortisol] used for its anti-inflammatory, immunosuppressive, anti-neoplastic, and vasoconstrictive effects.[A187463] Prednisolone was granted FDA approval on 21 June 1955.[L9431]
Synonyms	Hydroretrocortine 1,4-pregnadiene-11β,17α,21-triol-3,20-dione delta-hydrocortisone delta(1)-Hydrocortisone Prednisolone delta(1)-Dehydrocortisol 3,20-dioxo-11β,17α,21-trihydroxy-1,4-pregnadiene 1,4-pregnadiene-3,20-dione-11β,17α,21-triol Prednisolona Prednisolonum Metacortandralone delta-dehydrocortisol delta(1)-Dehydrohydrocortisone (11β)-11,17,21-trihydroxypregna-1,4-diene-3,20-dione delta-dehydrohydrocortisone PRDL
Brand Names	Novo-prednisolone 5mg Prednisolone Millipred Cambison PrednisoLONE
Indication	Prednisolone is indicated to treat endocrine, rheumatic, and hematologic disorders; collagen, dermatologic, ophthalmic, respiratory, and gastrointestinal diseases; allergic and edematous states; and other conditions like tuberculous meningitis.[L9542]
Categories	Adrenal Cortex Hormones Adrenals Agents for Treatment of Hemorrhoids and Anal Fissures for Topical Use Alimentary Tract and Metabolism Anti-Inflammatory Agents Antidiarrheals, Intestinal Antiinflammatory/antiinfective Agents Antidotes Antineoplastic Agents Antineoplastic Agents, Hormonal Corticosteroid Hormone Receptor Agonists Corticosteroids Corticosteroids Acting Locally Corticosteroids for Local Oral Treatment Corticosteroids for Systemic Use Corticosteroids for Systemic Use, Plain Corticosteroids, Dermatological Preparations Corticosteroids, Weak (Group I) 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 Enzyme Inducers Cytochrome P-450 Substrates Dermatologicals Fused-Ring Compounds Hormones Hormones, Hormone Substitutes, and Hormone Antagonists Hyperglycemia-Associated Agents Immunosuppressive Agents Intestinal Antiinflammatory Agents Nasal Preparations Ophthalmological and Otological Preparations Ophthalmologicals Otologicals P-glycoprotein substrates Prednisolone and Prodrugs Pregnadienes Pregnadienetriols Pregnanes Sensory Organs Steroids Stomatological Preparations Systemic Hormonal Preparations, Excl. Sex Hormones and Insulins Vasoprotectives
ATC-Code	D07AA03 S01CA02 D07XA02 A01AC54 R01AD02 S01BB02 S01CB02 R01AD52 V03AB05 S03BA02 D07BA01 D07CA03 S01BA04 S02BA03 A01AC04 A07EA01 H02AB06 S02CA01 C05AA04 S03CA02
CAS number	50-24-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Glucocorticoid receptor	MDSKESLTPGREENPSSVLAQERGDVMDFYKTLRGGATVKVSASSPSLAV...	unknown	agonist
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate,inducer
Corticosteroid-binding globulin	MPLLLYTCLLWLPTSGLWTVQAMDPNAAYVNMSNHHRGLASANVDFAFSL...	unknown	binder
Serum albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	binder
Solute carrier organic anion transporter family member 1A2	MGETEKRIETHRIRCLSKLKMFLLAITCAFVSKTLSGSYMNSMLTQIERQ...	unknown	inhibitor
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	substrate
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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