| Stereochemistry | ACHIRAL |
| Molecular Formula | C16H10N2O2 |
| Molecular Weight | 262.2628 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1NC2=CC=CC=C2\C1=C3/NC4=C(C=CC=C4)C3=O
InChI
InChIKey=CRDNMYFJWFXOCH-BUHFOSPRSA-N
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+
| Molecular Formula | C16H10N2O2 |
| Molecular Weight | 262.2628 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Indirubin is derived from the Indigo Plant (Isatis Root, Isatis Leaf). It is used as part of a traditional Chinese herbal prescription called Dang Gui Long Hui Wan, to treat chronic myelogenous leukemia (CML). Indirubin inhibits DNA synthesis in several cell lines, in a cell-free assay and in vivo in rats with Walker-256 sarcoma. A weak binding of indirubin to DNA in vitro has been described. Indirubin inhibited all cyclin-dependent kinases (1,2,4,5) almost equally. Indirubin has been approved for clinical trials against chronic myelocytic and chronic granulocytic leukaemia. A few studies show that Indirubin is effective against psoriasis. Mild to severe nausea, vomiting, abdominal pain, diarrhea, headache, and edema are reported adverse events of Indirubin. Long-term oral ingestion has also occasionally been associated with hepatitis, pulmonary arterial hypertension and cardiac insufficiency.
CNS Activity
Originator
Approval Year
Doses
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
Drug as victim
Tox targets
Sample Use Guides
Oral: 150–200 mg per day
Topical: apply 0.5 g of ointment per 10 x 10 cm psoriatic lesion twice daily (Indirubin 10 or 50 or 100 or 200 ug/g of oinment)
Route of Administration:
Other
Indirubin exhibited activity against dermatophytes such as Epidermophyton floccosum (MIC=6.25 ug/ml); Trichophyton rubrum and Trichophyton tonsurans (MIC=25 ug/ml); Trichophyton mentagrophytes and Trichophyton simii (MIC=50 ug/ml). It was also active against non-dermatophytes (Aspergillus niger, Candida albicans and Cryptococcus sp.) within a MIC range of 0.75-25 ug/ml.