methylene blue

CHEBI:6872 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An organic chloride salt having 3,7-bis(dimethylamino)phenothiazin-5-ium as the counterion. A commonly used dye that also exhibits antioxidant, antimalarial, antidepressant and cardioprotective properties. — 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:36094 CHEBI:36094

Chemical structure

Computed structure properties
Molecular formula	C16H18N3S.Cl
Charge	0
Average mass	319.861 Da
Monoisotopic mass	319.091 Da
Source	ChEBI
InChIKey	CXKWCBBOMKCUKX-UHFFFAOYSA-M

SMILES

CN(C)c1ccc2nc3ccc(N(C)C)cc3[s+]c2c1.[Cl-]

InChI

InChI=1S/C16H18N3S.ClH/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13;/h5-10H,1-4H3;1H/q+1;/p-1

Also called

chlorure de méthylthioninium (INN)— chebi
cloruro de metiltioninio (INN)— chebi
methylthioninii chloridum (INN)— chebi
methylthioninium chloride (INN)— chebi
3,7-bis(dimethylamino)phenothiazin-5-ium chloride (EXACT_SYNONYM)— chebi
Basic Blue 9 (EXACT_SYNONYM)— chebi
C.I. 52015 (EXACT_SYNONYM)— chebi
Methylenblau (EXACT_SYNONYM)— chebi
Methylene Blue anhydrous (EXACT_SYNONYM)— chebi
Methylene blue (EXACT_SYNONYM)— chebi
Methylthioninium chloride (EXACT_SYNONYM)— chebi
Solvent blue 8 (EXACT_SYNONYM)— chebi
Swiss blue (EXACT_SYNONYM)— chebi
azul de metileno (EXACT_SYNONYM)— chebi
bleu de méthylène (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:61-73-4
kegg.compound:C00220
reaxys:3599847
wikipedia.en:Methylene_blue

Activity roles

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

CHEBI:33281 CHEBI:33281
CHEBI:38068 CHEBI:38068

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:6872`	methylene blue	`antibioticmech:chebi-c0846b38f0`	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.