CHEBI:27953 - physostigmine

ChEBI IDCHEBI:27953
ChEBI Namephysostigmine
Stars
Secondary ChEBI IDsCHEBI:8187, CHEBI:26108
Last Modified22 February 2017
DownloadsMolfile
FormulaC15H21N3O2
Net Charge0
Average Mass275.352
Monoisotopic Mass275.16338
SMILES[H][C@]12N(C)CC[C@@]1(C)c1cc(OC(=O)NC)ccc1N2C
InChIInChI=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
InChIKeyPIJVFDBKTWXHHD-HIFRSBDPSA-N
Roles Classification
Biological Roles:
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
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).
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
miotic  An 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.
Applications:
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antidote to curare poisoning  A role borne by a molecule that acts to counteract or neutralize the deleterious effects of curare.
insulin-sensitizing drug  An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).
antiglaucoma drug  Any drug which can be used to prevent or alleviate glaucoma, a disease in which the optic nerve is damaged, resulting in progressive, irreversible loss of vision. It is often, though not always, associated with increased pressure of the fluid in the eye.
miotic  An 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.
ChEBI Ontology
Outgoing Relation(s)
physostigmine (CHEBI:27953) has role analgesic (CHEBI:35480)
physostigmine (CHEBI:27953) has role antidote to curare poisoning (CHEBI:74530)
physostigmine (CHEBI:27953) has role antiglaucoma drug (CHEBI:39456)
physostigmine (CHEBI:27953) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
physostigmine (CHEBI:27953) has role insulin-sensitizing drug (CHEBI:50864)
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 Relation(s)
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  Source
AntiliriumChemIDplus
EserinChEMBL
EserineKEGG DRUG
EserinumChEMBL
MCV-4484ChEMBL
NSC-30782ChEMBL
Manual XrefsDatabases
2159DrugCentral
C00001757KNApSAcK
C06535KEGG COMPOUND
D00196KEGG DRUG
DB00981DrugBank
LSM-2558LINCS
Registry NumbersSources
Beilstein:91230Beilstein
CAS:57-47-6KEGG COMPOUND
CAS:57-64-7ChemIDplus
Citations