harman

CHEBI:5623 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An indole alkaloid fundamental parent with a structure of 9H-β-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A. — 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:38482 CHEBI:38482
CHEBI:38958 CHEBI:38958
CHEBI:61379 CHEBI:61379

Chemical structure

Computed structure properties
Molecular formula	C12H10N2
Charge	0
Average mass	182.226 Da
Monoisotopic mass	182.0844 Da
Source	ChEBI
InChIKey	PSFDQSOCUJVVGF-UHFFFAOYSA-N

SMILES

Cc1nccc2c1nc1ccccc12

InChI

InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3

Also called

1-methyl-9H-pyrido[3,4-b]indole (EXACT_SYNONYM)— chebi
1-methyl-2-carboline (EXACT_SYNONYM)— chebi
1-methyl-9H-β-carboline (EXACT_SYNONYM)— chebi
1-methyl-β-carboline (EXACT_SYNONYM)— chebi
1-methylnorharman (EXACT_SYNONYM)— chebi
Harman (EXACT_SYNONYM)— chebi
L-methylpyridobindole (EXACT_SYNONYM)— chebi
aribin (EXACT_SYNONYM)— chebi
aribine (EXACT_SYNONYM)— chebi
harmane (EXACT_SYNONYM)— chebi
locuturin (EXACT_SYNONYM)— chebi
locuturine (EXACT_SYNONYM)— chebi
loturine (EXACT_SYNONYM)— chebi
passiflorin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:486-84-0
kegg.compound:C09209
knapsack:C00001736
lincs.smallmolecule:LSM-19989
reaxys:143898

Activity roles

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

CHEBI:64946 CHEBI:64946

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:5623`	harman	`antibioticmech:chebi-baa72c4a34`	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.