Marvin  11280715582D          

 21 22  0  0  0  0            999 V2000
   -0.6207   -0.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6207    0.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352    1.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496    0.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352   -0.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8082    0.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8082   -0.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5227    1.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5227   -0.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2371    0.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0937   -0.4188    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
    0.0937    1.2313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496   -0.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2371   -0.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641   -1.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641   -0.4188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4786   -0.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9516   -1.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9516   -0.4188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6661   -0.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0801   -1.7025    0.0000 Cl  0  5  0  0  0  0  0  0  0  0  0  0
 12  2  2  0  0  0  0
 12  6  1  0  0  0  0
  1 11  2  0  0  0  0
 11  7  1  0  0  0  0
  5  1  1  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  2  0  0  0  0
  4 13  1  0  0  0  0
 13  5  2  0  0  0  0
  8  6  2  0  0  0  0
  7  6  1  0  0  0  0
  7  9  2  0  0  0  0
  8 10  1  0  0  0  0
  9 14  1  0  0  0  0
 14 10  2  0  0  0  0
 13 16  1  0  0  0  0
 14 19  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  0  0  0  0
M  CHG  2  11   1  21  -1
M  END
> <ID>
CHEBI:6872

> <NAME>
methylene blue

> <DEFINITION>
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.

> <STAR>
3

> <SYNONYM>
Swiss blue; Solvent blue 8; Methylthioninium chloride; Methylene Blue anhydrous; Methylene blue; Methylenblau; C.I. 52015; bleu de methylene; Basic Blue 9; azul de metileno

> <IUPAC_NAME>
3,7-bis(dimethylamino)phenothiazin-5-ium chloride

> <INN>
methylthioninium chloride; methylthioninii chloridum; cloruro de metiltioninio; chlorure de methylthioninium

> <FORMULA>
C16H18N3S.Cl

> <MASS>
319.85200

> <MONOISOTOPIC_MASS>
319.09100

> <CHARGE>
0

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

> <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

> <INCHIKEY>
CXKWCBBOMKCUKX-UHFFFAOYSA-M

> <BEILSTEIN_REGISTRY_NUMBER>
3599847

> <CAS_REGISTRY_NUMBER>
61-73-4

> <REAXYS_REGISTRY_NUMBER>
3599847

> <CHEMIDPLUS>
61-73-4

> <KEGG_COMPOUND_ACCESSION>
C00220

> <WIKIPEDIA_ACCESSION>
Methylene_blue

> <PUBMED_CITATION>
11145393; 11246319; 11287762; 11376884; 11427637; 12068762; 12830064; 12845393; 15120287; 16054909; 16380099; 16464752; 17499345; 17597293; 17645185; 17692516; 17721552; 17826794; 17941276; 18873190; 18980251; 19189650; 19193212; 19212058; 19277479; 19562136; 19596056; 19746714; 24788930; 25150147; 25285998; 25356528; 25440279; 25441767; 25499271; 25613051; 25679473; 25687361; 25707443; 25791029; 25913699; 26165999; 26192785; 26213475; 26221301; 26310944; 26463954; 26572462

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