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.

Label unavailable 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

wikipedia.en:Methylene_blue

Activity roles

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

antimicrobial agent CHEBI:33281
antimalarial 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
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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