Chemical substance record

Indirubin

479-41-4C₁₆H₁₀N₂O₂262.268 g/mol

Organic/Inorganic Small MoleculeChEBI source record

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. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	479-41-4	ChEBI ↗
Molecular formula	C₁₆H₁₀N₂O₂	ChEBI ↗
Molar mass	262.268 g/mol	ChEBI ↗
Monoisotopic mass	262.07423 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:183083	ChEBI ↗

Names & structural identifiers

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Source preferred name

indirubin

IUPAC name

3-(3-oxo-1,3-dihydro-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one

InChIKey

CRDNMYFJWFXOCH-UHFFFAOYSA-N

SMILES

O=C1Nc2ccccc2C1=C1Nc2ccccc2C1=O

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)

Names & synonyms

3-(3-oxo-1,3-dihydro-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

indolonesChEBI parent class · 24829 ↗bisindoleChEBI parent class · 51877 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

autophagy inducergeroprotectorantineoplastic agentangiogenesis inhibitorantipsoriaticanti-inflammatory agentapoptosis induceraryl hydrocarbon receptor agonistplant metaboliteWnt signalling inhibitor

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00381289 mol

Uses 262.268 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 16 atoms

73.27%

O

Oxygen · 2 atoms

12.20%

N

Nitrogen · 2 atoms

10.68%

H

Hydrogen · 10 atoms

3.84%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Indirubin inhibits tumor growth by antitumor angiogenesis via blocking VEGFR2-mediated JAK/STAT3 signaling in endothelial cell. ↗International journal of cancer · 2011 Nov 15 · PMID 21207415

Novel protein kinase signaling systems regulating lifespan identified by small molecule library screening using Drosophila. ↗PloS one · 2012 · PMID 22363408

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:183083

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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