CHEBI:27953 - physostigmine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name physostigmine
ChEBI ID CHEBI:27953
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8187, CHEBI:26108
Supplier Information
Download Molfile XML SDF
Formula C15H21N3O2
Net Charge 0
Average Mass 275.34610
Monoisotopic Mass 275.163
InChI InChI=1S/C15H21N3O2/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2/h5-6,9,13H,7-8H2,1-4H3,(H,16,19)/t13-,15+/m1/s1
InChIKey PIJVFDBKTWXHHD-HIFRSBDPSA-N
SMILES [H][C@]12N(C)CC[C@@]1(C)c1cc(OC(=O)NC)ccc1N2C
Roles Classification
Biological Role(s): EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
miotic
Aa agent causing contraction of the pupil of the eye. Because the size of the pupil is under the antagonistic control of the sympathetic and parasympathetic systems, drugs affecting either system can cause miosis. Drugs that mimic or potentiate the parasympathetic input to the circular constrictor muscle and drugs that inhibit sympathetic input to the radial dilator muscle tend to contract the pupils.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antidote to curare poisoning
A role borne by a molecule that acts to counteract or neutralize the deleterious effects of curare.
miotic
Aa agent causing contraction of the pupil of the eye. Because the size of the pupil is under the antagonistic control of the sympathetic and parasympathetic systems, drugs affecting either system can cause miosis. Drugs that mimic or potentiate the parasympathetic input to the circular constrictor muscle and drugs that inhibit sympathetic input to the radial dilator muscle tend to contract the pupils.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing physostigmine (CHEBI:27953) has role antidote to curare poisoning (CHEBI:74530)
physostigmine (CHEBI:27953) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
physostigmine (CHEBI:27953) has role miotic (CHEBI:51068)
physostigmine (CHEBI:27953) is a carbamate ester (CHEBI:23003)
physostigmine (CHEBI:27953) is a indole alkaloid (CHEBI:38958)
Incoming physostigmine salicylate (CHEBI:48883) has part physostigmine (CHEBI:27953)
IUPAC Name
(3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate
Synonyms Sources
Antilirium ChemIDplus
Eserine KEGG DRUG
Physostigmine KEGG COMPOUND
Physostol ChemIDplus
Manual Xrefs Databases
2159 DrugCentral
C00001757 KNApSAcK
C06535 KEGG COMPOUND
D00196 KEGG DRUG
DB00981 DrugBank
LSM-2558 LINCS
View more database links
Registry Numbers Types Sources
57-47-6 CAS Registry Number KEGG COMPOUND
57-64-7 CAS Registry Number ChemIDplus
91230 Beilstein Registry Number Beilstein
Last Modified
22 February 2017