CHEBI:183083 - indirubin

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ChEBI Name indirubin
ChEBI ID CHEBI:183083
Definition A member of the class of indolones that is 1,3-dihydro-2H-indol-2-one substituted by a 3-oxo-1,3-dihydro-2H-indol-2-ylidene group at position 3. It is the active component of Dang Gui Long Hui Wan, which has been used in traditional Chinese medicine to treat inflammatory diseases and chronic myeloid leukemia.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:92322
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Formula C16H10N2O2
Net Charge 0
Average Mass 262.268
Monoisotopic Mass 262.07423
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)
InChIKey CRDNMYFJWFXOCH-UHFFFAOYSA-N
SMILES O=C1NC2=CC=CC=C2C1=C1NC2=C(C=CC=C2)C1=O
Roles Classification
Biological Role(s): Wnt signalling inhibitor
A substance that inhibits any of the Wnt signalling pathway, a group of signal transduction pathways made of proteins that pass signals from outside of a cell through cell surface receptors to the inside of the cell.
aryl hydrocarbon receptor agonist
An agonist that binds to and activates aryl hydrocarbon receptors (AhRs).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
autophagy inducer
Any compound that induces the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
antipsoriatic
A drug used to treat psoriasis.
angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing indirubin (CHEBI:183083) has role angiogenesis inhibitor (CHEBI:48422)
indirubin (CHEBI:183083) has role anti-inflammatory agent (CHEBI:67079)
indirubin (CHEBI:183083) has role antineoplastic agent (CHEBI:35610)
indirubin (CHEBI:183083) has role antipsoriatic (CHEBI:50748)
indirubin (CHEBI:183083) has role apoptosis inducer (CHEBI:68495)
indirubin (CHEBI:183083) has role aryl hydrocarbon receptor agonist (CHEBI:72768)
indirubin (CHEBI:183083) has role autophagy inducer (CHEBI:138880)
indirubin (CHEBI:183083) has role geroprotector (CHEBI:176497)
indirubin (CHEBI:183083) has role plant metabolite (CHEBI:76924)
indirubin (CHEBI:183083) has role Wnt signalling inhibitor (CHEBI:78031)
indirubin (CHEBI:183083) is a bisindole (CHEBI:51877)
indirubin (CHEBI:183083) is a indolones (CHEBI:24829)
IUPAC Name
3-(3-oxo-1,3-dihydro-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one
Synonyms Sources
3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one ChemIDplus
3-(3-oxo-1H-indol-2-ylidene)-1H-indol-2-one ChEBI
2,3'-biindoline]-2',3-dione ChemIDplus
C.I. 73200 ChemIDplus
couroupitine B ChemIDplus
indigo red ChemIDplus
indigopurpurin ChemIDplus
Manual Xrefs Databases
C00026982 KNApSAcK
DB12379 DrugBank
HMDB0240743 HMDB
Indirubin Wikipedia
LSM-42899 LINCS
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Registry Numbers Types Sources
479-41-4 CAS Registry Number ChemIDplus
88279 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
09 November 2021