Drug Information
Drug General Information | Top | |||
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Drug ID |
D0V0IX
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Former ID |
DAP001213
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Drug Name |
Epoprostenol
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Synonyms |
Epoprostanol; Epoprostenolum; Flolan; PGX; Prostacyclin; Prostacycline; Prostacyclins; Vasocyclin; ProstaglandinI; Prostaglandin X; Prostaglandins X; PGI2; Prostacyclin I2; Prostaglandin I2; TRY 200; Epoprostenol (TN); Epoprostenol [USAN:INN]; Epoprostenolum [INN-Latin]; PG-I2; PGI(sub 2); Prostaglandin I(2); Try-200; U 53,217; U-53217; Epoprostenol (USAN/INN); KB-IV-24; (5E)-5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3R)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid; (5Z)-5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid; (5Z)-5-[(4R,5R)-5-hydroxy-4-[(E,3S)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid; (5Z,13E)-(15S)-6,9alpha-Epoxy-11alpha,15-dihydroxyprosta-5,13-dienoate; (5Z,13E,15S)-6,9alpha-epoxy-11alpha,15-dihydroxyprosta-5,13-dienoic acid; (5Z,9alpha,11alpha,13E,15S)-11,15-dihydroxy-6,9-epoxyprosta-5,13-dien-1-oic acid; (5Z,9alpha,11alpha,13E,15S)-6,9-epoxy-11,15-dihydroxyprosta-5,13-dien-1-oic acid; (Z)-(3aR,4R,5R,6aS)-Hexahydro-5-hydroxy-4-((E)-(3S)-3-hydroxy-1-octenyl)-2H-cyclopenta(b)furan-delta(sup 2,delta)-valeric acid; 5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(3S)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid; 5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid; 5-[5-hydroxy-4-(3-hydroxyoct-1-enyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid; 6,9-alpha-Epoxy-11-alpha,15(S)-dihydroxyprosta-5(Z),13(E)-dien-1-oic acid
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Drug Type |
Small molecular drug
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Indication | Pulmonary hypertension [ICD-11: BB01; ICD-10: I27, I27.0; ICD-9: 416] | Approved | [1], [2] | |
Therapeutic Class |
Antihypertensive Agents
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Structure |
Download2D MOL |
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Formula |
C20H32O5
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Canonical SMILES |
CCCCCC(C=CC1C(CC2C1CC(=CCCCC(=O)O)O2)O)O
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InChI |
1S/C20H32O5/c1-2-3-4-7-14(21)10-11-16-17-12-15(8-5-6-9-20(23)24)25-19(17)13-18(16)22/h8,10-11,14,16-19,21-22H,2-7,9,12-13H2,1H3,(H,23,24)/b11-10+,15-8-/t14-,16+,17+,18+,19-/m0/s1
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InChIKey |
KAQKFAOMNZTLHT-OZUDYXHBSA-N
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CAS Number |
CAS 35121-78-9
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PubChem Compound ID | ||||
PubChem Substance ID |
4266019, 7979800, 7980285, 8143216, 11038504, 14900947, 26754810, 26754811, 39315859, 47291286, 47662474, 48110621, 48415947, 50110786, 57358657, 77700624, 85788539, 92309912, 93166672, 99300826, 103326666, 113857140, 127327695, 127327696, 127335056, 127335057, 127335058, 127335059, 127335060, 135000098, 135651541, 137003054, 142047542, 164756785, 175267334, 179150361, 224259470, 226399315, 250134198, 252216120, 252378175, 252455636
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ChEBI ID |
CHEBI:15552
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ADReCS Drug ID | BADD_D00788 ; BADD_D00789 | |||
SuperDrug ATC ID |
B01AC09
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SuperDrug CAS ID |
cas=035121789
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Target and Pathway | Top | |||
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Target(s) | Prostacyclin receptor (PTGIR) | Target Info | Agonist | [3], [4], [5] |
KEGG Pathway | Neuroactive ligand-receptor interaction | |||
Vascular smooth muscle contraction | ||||
Platelet activation | ||||
Pathwhiz Pathway | Intracellular Signalling Through Prostacyclin Receptor and Prostacyclin | |||
Pathway Interaction Database | Thromboxane A2 receptor signaling | |||
Reactome | Prostanoid ligand receptors | |||
G alpha (s) signalling events | ||||
WikiPathways | Prostaglandin Synthesis and Regulation | |||
GPCRs, Class A Rhodopsin-like | ||||
Small Ligand GPCRs | ||||
Endothelin Pathways | ||||
Platelet homeostasis | ||||
GPCR ligand binding | ||||
GPCR downstream signaling |
References | Top | |||
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REF 1 | URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 1915). | |||
REF 2 | Emerging treatments for pulmonary arterial hypertension. Expert Opin Emerg Drugs. 2006 Nov;11(4):609-19. | |||
REF 3 | Novel signaling pathways promote a paracrine wave of prostacyclin-induced vascular smooth muscle differentiation. J Mol Cell Cardiol. 2009 May;46(5):682-94. | |||
REF 4 | Signaling through Gi family members in platelets. Redundancy and specificity in the regulation of adenylyl cyclase and other effectors. J Biol Chem. 2002 Nov 29;277(48):46035-42. | |||
REF 5 | Expression of human hexosaminidase-A phenotype depends on genes assigned to chromosomes 5 and 15. Birth Defects Orig Artic Ser. 1976;12(7):192-6. |
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