Indirubin

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Indirubin

Names
IUPAC name (3Z)-3-(3-Oxo-1,3-dihydro-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one
Other names Indigo red
Identifiers
CAS Number	906748-38-7 Y 479-41-4 (non-specific) Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:92322
ChEMBL	ChEMBL1276127 ChEMBL3185783
ChemSpider	4477010
DrugBank	DB12379
ECHA InfoCard	100.119.646
EC Number	610-392-0
PubChem CID	10177
UNII	V86L8P74GI Y
InChI InChI=1S/C16H10N2O2/c19-15-10-6-2-4-8-12(10)17-14(15)13-9-5-1-3-7-11(9)18-16(13)20/h1-8,17H,(H,18,20)/b14-13- Key: CRDNMYFJWFXOCH-YPKPFQOOSA-N
SMILES c1ccc2c(c1)/C(=C/3\C(=O)c4ccccc4N3)/C(=O)N2
Properties
Chemical formula	C16H10N2O2
Molar mass	262.268 g·mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Indirubin is a chemical compound most often produced as a byproduct of bacterial metabolism. For instance, it is one of the compounds responsible for the generally benign condition purple urine bag syndrome, resulting from bacteria metabolizing indoxyl sulfate found naturally in urine.

Indirubin is a structural isomer (more precisely is position isomer) of indigo dye.