PDN

17,21-DIHYDROXYPREGNA-1,4-DIENE-3,11,20-TRIONE

Created:	2001-06-04
Last modified:	2020-06-05

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8 entries where PDN is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	52
Chiral Atom Count	6
Bond Count	55
Aromatic Bond Count	0

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Chemical Component Summary
Name	17,21-DIHYDROXYPREGNA-1,4-DIENE-3,11,20-TRIONE
Synonyms	PREDNISONE; 1,4 PREGNADIENE-17ALPHA,21-DIOL-3,11,20-TRIONE; 1-CORTISONE; DEHYDROCORTISONE
Systematic Name (OpenEye OEToolkits)	(8S,9S,10R,13S,14S,17R)-17-(1,2-dihydroxyethenyl)-17-hydroxy-10,13-dimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
Formula	C₂₁ H₂₆ O₅
Molecular Weight	358.428
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C2CC4(C(C3CCC1=CC(=O)C=CC1(C)C23)CCC4(O)C(\O)=C\O)C
SMILES	CACTVS	3.341	C[C]12CC(=O)[CH]3[CH](CCC4=CC(=O)C=C[C]34C)[CH]1CC[C]2(O)C(O)=CO
SMILES	OpenEye OEToolkits	1.5.0	CC12CC(=O)C3C(C1CCC2(C(=CO)O)O)CCC4=CC(=O)C=CC34C
Canonical SMILES	CACTVS	3.341	C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@]34C)[C@@H]1CC[C@]2(O)\C(O)=C\O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[C@]12CC(=O)[C@H]3[C@H]([C@@H]1CC[C@@]2(C(=CO)O)O)CCC4=CC(=O)C=C[C@]34C
InChI	InChI	1.03	InChI=1S/C21H26O5/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/h5,7,9,11,14-15,18,22,25-26H,3-4,6,8,10H2,1-2H3/b17-11-/t14-,15-,18+,19-,20-,21-/m0/s1
InChIKey	InChI	1.03	WZTZVUUYKIOIRV-LMZHSBCYSA-N

Drug Info: DrugBank

DrugBank ID	DB00635 ?
Name	Prednisone
Groups	approved vet_approved
Description	A synthetic anti-inflammatory glucocorticoid derived from [cortisone].[A187463] It is biologically inert and converted to [prednisolone] in the liver.[L10502] Prednisone was granted FDA approval on 21 February 1955.[L10496]
Synonyms	Prednisone Prednisonum 1,4-Pregnadiene-17α,21-diol-3,11,20-trione Prednisona Dehydrocortisone 1,2-Dehydrocortisone 17,21-Dihydroxypregna-1,4-diene-3,11,20-trione
Brand Names	Prednisone Tab 5mg Winpred Tab 5mg Jaa Prednisone Tab 5mg USP Teva-prednisone Prednisone Winpred Prednisone 50 Tab 50mg Deltasone 5mg Apo Prednisone Tab 1mg USP Contrast Allergy PreMed Pack Metreton Tab Rayos Jaa Prednisone Tab 1mg USP Jaa Prednisone Tab 50mg USP Deltasone 50mg Apo Prednisone Tab 5mg Deltasone PredniSONE Intensol Alti-prednisone Tab 5mg PredniSONE Tablets, USP, 10 mg PredniSONE PredniSONE Tablets, USP, 20 mg PredniSONE Tablets, USP, 5 mg Perrigo Prednisone Nu-prednisone Apo Prednisone Tab 50mg
Indication	Prednisone is indicated as an anti-inflammatory or immunosuppressive drug for allergic, dermatologic, gastrointestinal, hematologic, ophthalmologic, nervous system, renal, respiratory, rheumatologic, infectious, endocrine, or neoplastic conditions as well as in organ transplant.[L10502]
Categories	Adrenal Cortex Hormones Adrenals Alimentary Tract and Metabolism Anti-Inflammatory Agents Antidiarrheals, Intestinal Antiinflammatory/antiinfective Agents Antineoplastic Agents Antineoplastic Agents, Hormonal Corticosteroid Hormone Receptor Agonists Corticosteroids Corticosteroids Acting Locally Corticosteroids for Systemic Use Corticosteroids for Systemic Use, Plain Cytochrome P-450 CYP2A6 Inducers Cytochrome P-450 CYP2B6 Inducers Cytochrome P-450 CYP2B6 Inducers (strength unknown) Cytochrome P-450 CYP2C19 Inducers Cytochrome P-450 CYP2C19 Inducers (strength unknown) Cytochrome P-450 CYP2C8 Inducers Cytochrome P-450 CYP2C8 Inducers (strength unknown) Cytochrome P-450 CYP2C9 Inducers Cytochrome P-450 CYP2C9 Inducers (strength unknown) 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 Drugs that are Mainly Renally Excreted Fused-Ring Compounds Glucocorticoids Hormones Hormones, Hormone Substitutes, and Hormone Antagonists Hyperglycemia-Associated Agents Immunosuppressive Agents Intestinal Antiinflammatory Agents P-glycoprotein inducers P-glycoprotein inhibitors P-glycoprotein substrates Prednisolone and Prodrugs Pregnadienediols Pregnadienes Pregnanes Steroids Systemic Hormonal Preparations, Excl. Sex Hormones and Insulins Thyroxine-binding globulin inhibitors
ATC-Code	A07EA03 H02AB07
CAS number	53-03-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Glucocorticoid receptor	MDSKESLTPGREENPSSVLAQERGDVMDFYKTLRGGATVKVSASSPSLAV...	unknown	agonist
Cytochrome P450 2C19	MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...	unknown	inducer
Cytochrome P450 3A5	MDLIPNLAVETWLLLAVSLVLLYLYGTRTHGLFKRLGIPGPTPLPLLGNV...	unknown	inducer
Cytochrome P450 3A Subfamily	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	inducer
Cytochrome P450 2A6	MLASGMLLVALLVCLTVMVLMSVWQQRKSKGKLPPGPTPLPFIGNYLQLN...	unknown	inducer
Cytochrome P450 1B1	MGTSLSPNDPWPLNPLSIQQTTLLLLLSVLATVHVGQRLLRQRRRQLRSA...	unknown	inducer
Cytochrome P450 2B6	MELSVLLFLALLTGLLLLLVQRHPNTHDRLPPGPRPLPLLGNLLQMDRRG...	unknown	inducer
Cytochrome P450 2C8	MEPFVVLVLCLSFMLLFSLWRQSCRRRKLPPGPTPLPIIGNMLQIDVKDI...	unknown	inducer
Cytochrome P450 2C9	MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...	unknown	inducer
11-beta-hydroxysteroid dehydrogenase 1	MAFMKKYLLPILGLFMAYYYYSANEEFRPEMLQGKKVIVTGASKGIGREM...	unknown	substrate
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate,inducer
Albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	substrate
Corticosteroid-binding globulin	MPLLLYTCLLWLPTSGLWTVQAMDPNAAYVNMSNHHRGLASANVDFAFSL...	unknown	binder
ATP-dependent translocase ABCB1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	substrate,inducer
Solute carrier organic anion transporter family member 1A2	MGETEKRIETHRIRCLSKLKMFLLAITCAFVSKTLSGSYMNSMLTQIERQ...	unknown	inhibitor
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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