lawsone

CHEBI:44401 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

1,4-Naphthoquinone carrying a hydroxy function at C-2. It is obtained from the leaves of Lawsonia inermis. — 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:132157 CHEBI:132157

Chemical structure

Computed structure properties
Molecular formula	C10H6O3
Charge	0
Average mass	174.155 Da
Monoisotopic mass	174.03169 Da
Source	ChEBI
InChIKey	CSFWPUWCSPOLJW-UHFFFAOYSA-N

SMILES

O=C1C=C(O)C(=O)c2ccccc21

InChI

InChI=1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-5,12H

Also called

2-hydroxynaphthalene-1,4-dione (EXACT_SYNONYM)— chebi
2-HYDROXYNAPHTHOQUINONE (EXACT_SYNONYM)— chebi
2-hydroxy-1,4-naphthalenedione (EXACT_SYNONYM)— chebi
2-hydroxy-1,4-naphthoquinone (EXACT_SYNONYM)— chebi
Henna (EXACT_SYNONYM)— chebi
Lawsone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:1565260
cas:83-72-7
gmelin:4828
kegg.compound:C10368
knapsack:C00002837
pdb-ccd:NQ

Activity roles

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

CHEBI:35718 CHEBI:35718

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:44401`	lawsone	`antibioticmech:chebi-36b81037bc`	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.