CHEBI:28948 - gramine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name gramine
ChEBI ID CHEBI:28948
Definition An aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:5531, CHEBI:24428
Supplier Information
Download Molfile XML SDF
Formula C11H14N2
Net Charge 0
Average Mass 174.243
Monoisotopic Mass 174.116
InChI InChI=1S/C11H14N2/c1-13(2)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3
InChIKey OCDGBSUVYYVKQZ-UHFFFAOYSA-N
SMILES C1(=CNC2=C1C=CC=C2)CN(C)C
Metabolite of Species Details
Oryza sativa (NCBI:txid4530) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
antiviral agent
A substance that destroys or inhibits replication of viruses.
antibacterial agent
A substance that kills or slows the growth of bacteria.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing gramine (CHEBI:28948) has role antibacterial agent (CHEBI:33282)
gramine (CHEBI:28948) has role antiviral agent (CHEBI:22587)
gramine (CHEBI:28948) has role plant metabolite (CHEBI:76924)
gramine (CHEBI:28948) has role serotonergic antagonist (CHEBI:48279)
gramine (CHEBI:28948) is a aminoalkylindole (CHEBI:38631)
gramine (CHEBI:28948) is a indole alkaloid (CHEBI:38958)
gramine (CHEBI:28948) is a tertiary amino compound (CHEBI:50996)
gramine (CHEBI:28948) is conjugate base of gramine(1+) (CHEBI:136516)
Incoming gramine(1+) (CHEBI:136516) is conjugate acid of gramine (CHEBI:28948)
IUPAC Name
1-(1H-indol-3-yl)-N,N-dimethylmethanamine
Synonyms Sources
(1H-indol-3-ylmethyl)dimethylamine MetaCyc
3-(Dimethylaminomethyl)indole ChemIDplus
3-(N,N-Dimethylaminomethyl)indole HMDB
3-[(Dimethylamino)methyl]indole NIST Chemistry WebBook
β-dimethylaminomethylindole NIST Chemistry WebBook
beta-Dimethylaminomethylindole ChemIDplus
Donaxin NIST Chemistry WebBook
Donaxine NIST Chemistry WebBook
Gramin ChemIDplus
Gramine KEGG COMPOUND
Indol-3-ylmethyldimethylamine ChemIDplus
N,N-Dimethyl-1H-indole-3-methanamine HMDB
Manual Xrefs Databases
C00001411 KNApSAcK
C08304 KEGG COMPOUND
CPD-8915 MetaCyc
HMDB0035762 HMDB
LSM-6572 LINCS
View more database links
Registry Numbers Types Sources
140521 Reaxys Registry Number Reaxys
87-52-5 CAS Registry Number KEGG COMPOUND
87-52-5 CAS Registry Number ChemIDplus
87-52-5 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
23700450 PubMed citation Europe PMC
24332729 PubMed citation Europe PMC
24979400 PubMed citation Europe PMC
25149234 PubMed citation Europe PMC
25281166 PubMed citation Europe PMC
26920698 PubMed citation Europe PMC
27037659 PubMed citation Europe PMC
27138201 PubMed citation Europe PMC
27157767 PubMed citation Europe PMC
27250087 PubMed citation Europe PMC
27280380 PubMed citation Europe PMC
27854190 PubMed citation Europe PMC
28004092 PubMed citation Europe PMC
Last Modified
13 March 2017