gramine

CHEBI:28948 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:38631 CHEBI:38631
CHEBI:38958 CHEBI:38958
CHEBI:50996 CHEBI:50996

Chemical structure

Computed structure properties
Molecular formula	C11H14N2
Charge	0
Average mass	174.247 Da
Monoisotopic mass	174.1157 Da
Source	ChEBI
InChIKey	OCDGBSUVYYVKQZ-UHFFFAOYSA-N

SMILES

CN(C)Cc1cnc2ccccc12

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

Also called

1-(1H-indol-3-yl)-N,N-dimethylmethanamine (EXACT_SYNONYM)— chebi
(1H-indol-3-ylmethyl)dimethylamine (EXACT_SYNONYM)— chebi
3-(Dimethylaminomethyl)indole (EXACT_SYNONYM)— chebi
3-(N,N-Dimethylaminomethyl)indole (EXACT_SYNONYM)— chebi
3-[(Dimethylamino)methyl]indole (EXACT_SYNONYM)— chebi
Donaxin (EXACT_SYNONYM)— chebi
Donaxine (EXACT_SYNONYM)— chebi
Gramin (EXACT_SYNONYM)— chebi
Gramine (EXACT_SYNONYM)— chebi
Indol-3-ylmethyldimethylamine (EXACT_SYNONYM)— chebi
N,N-Dimethyl-1H-indole-3-methanamine (EXACT_SYNONYM)— chebi
beta-Dimethylaminomethylindole (EXACT_SYNONYM)— chebi
β-dimethylaminomethylindole (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:87-52-5
hmdb:HMDB0035762
kegg.compound:C08304
knapsack:C00001411
lincs.smallmolecule:LSM-6572
metacyc.compound:CPD-8915
reaxys:140521

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:22587 CHEBI:22587
CHEBI:33282 CHEBI:33282

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:28948`	gramine	`antibioticmech:chebi-b52848723e`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.