Drug Information
Drug General Information | Top | |||
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Drug ID |
D09ANG
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Former ID |
DAP000358
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Drug Name |
Misoprostol
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Synonyms |
Cytotec; GyMiso; Isprelor; Misopess; Misoprostolum; Misotol; SC 29333; Cytotec (TN); Misoprostolum [INN-Latin]; SC-29333; XP-16J; Misoprostol (JAN/USAN/INN); Methyl (11alpha,13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate; Methyl (+-)-11-alpha,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate; Methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E)-4-hydroxy-4-methyloct-1-enyl]-5-oxocyclopentyl]heptanoate; (+/-)-15-Deoxy-(16RS)-16-hydroxy-16-methylprostaglandin E1 methyl ester; (11-alpha,13E)-(+-)-11,16-Dihydroxy-16-methyl-9-oxoprost-13-en-1-oic acid methyl ester
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Drug Type |
Small molecular drug
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Indication | Medical abortion [ICD-11: JA00.1Z; ICD-10: O04; ICD-9: 779.6] | Approved | [1], [2] | |
Therapeutic Class |
Abortifacient Agents
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Company |
Pfizer Pharmaceuticals
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Structure |
Download2D MOL |
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Formula |
C22H38O5
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Canonical SMILES |
CCCCC(C)(CC=CC1C(CC(=O)C1CCCCCCC(=O)OC)O)O
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InChI |
1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3/b12-10+/t17-,18-,20-,22?/m1/s1
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InChIKey |
OJLOPKGSLYJEMD-URPKTTJQSA-N
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CAS Number |
CAS 59122-46-2
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PubChem Compound ID | ||||
PubChem Substance ID | ||||
ChEBI ID |
CHEBI:94387
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ADReCS Drug ID | BADD_D01477 | |||
SuperDrug ATC ID |
A02BB01; G02AD06
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SuperDrug CAS ID |
cas=059122462
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Interaction between the Drug and Microbe | Top | |||
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The Metabolism of Drug Affected by Studied Microbe(s) | ||||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Gut microbiota | ||||
Studied Microbe: Gut microbiota unspecific | [3] | |||
Metabolic Reaction | Ester hydrolysis | |||
Experimental Method | High-throughput screening | |||
Description | Misoprostol can be metabolized by gut microbiota through ester hydrolysis. |
Target and Pathway | Top | |||
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Target(s) | Prostacyclin receptor (PTGIR) | Target Info | Antagonist | [4], [5], [6] |
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: 1936). | |||
REF 2 | Natural products as sources of new drugs over the last 25 years. J Nat Prod. 2007 Mar;70(3):461-77. | |||
REF 3 | Personalized Mapping of Drug Metabolism by the Human Gut Microbiome. Cell. 2020 Jun 25;181(7):1661-1679.e22. | |||
REF 4 | Palmitoylation of the human prostacyclin receptor. Functional implications of palmitoylation and isoprenylation. J Biol Chem. 2003 Feb 28;278(9):6947-58. | |||
REF 5 | The future potential of eicosanoids and their inhibitors in paediatric practice. Drugs. 1998 Aug;56(2):169-76. | |||
REF 6 | Structural organization and chromosomal assignment of the human prostacyclin receptor gene. Genomics. 1995 May 1;27(1):142-8. |
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