Chemical Property of Indirubin
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Chemical Property:
- Appearance/Colour:Reddish-violet powder
- Vapor Pressure:5.34E-10mmHg at 25°C
- Melting Point:350°C(lit.)
- Refractive Index:1.709
- Boiling Point:496.6 °C at 760 mmHg
- PKA:9.13±0.20(Predicted)
- Flash Point:207 °C
- PSA：58.20000
- Density:1.417 g/cm3
- LogP:2.93420
- Storage Temp.:-20°C
- Solubility.:DMSO (Slightly), Methanol (Very Slightly, Heated)
- XLogP3:2.7
- Hydrogen Bond Donor Count:2
- Hydrogen Bond Acceptor Count:3
- Rotatable Bond Count:1
- Exact Mass:262.074227566
- Heavy Atom Count:20
- Complexity:448
- Purity/Quality:
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99.9% *data from raw suppliers
Indirubin *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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Useful:
- Canonical SMILES:C1=CC=C2C(=C1)C(=C(N2)O)C3=NC4=CC=CC=C4C3=O
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Description
Indirubin is the active ingredient of Danggui Longhui Wan, a
traditional Chinese medicine containing plants such as Indigofera
tinctoria L. and Isatis tinctoria L, which are used in traditional
Chinese medicine to treat chronic diseases.
Indirubin and its analogues are reported as potent inhibitors of
cyclin-dependent kinases (CDKs). This could attribute to the
positive effect of indirubin on counteracting proliferative
diseases, such as chronic myelocytic leukemia (CML), a slowly
progressive disease characterized by the overproduction of
granulocytes. A further alkaloid isolated from the matured fruit of Couroupita guianensis,
this base forms red crystals from EtOH and melts above 340°C. It forms the Nacetyl
derivative, m.p. 186°C. The full structure has not yet been established.
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Physical properties
Appearance: dark red acicular crystal with sublimate, odorless, and tasteless. Solubility: slightly soluble in dimethyl sulfoxide (DMSO) or tetrahydrofuran, very slightly soluble in chloroform or acetone, and insoluble in ethanol, ethyl ether, or water. Melting point: 348–353 °C. The stability of indirubin is poor that it needs to
be stored away from light and thermal environment.
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Uses
Indigopurpurin is a purple 3,2-bisindole derivative and was shown to exhibit inhibitory allergic contact dermatitis via regulating T helper (Th)-mediated immune system in DNCB-induced model. An inhibitor of GSK-3β and cyclin-dependent kinases. Indigopurpurin is a purple 3,2-bisindole derivative and was shown to exhibit inhibitory allergic contact dermatitis via regulating T helper (Th)-mediated immune system in DNCB-induced model. A possible glycogen synthase kinase-3 (GSK-3) inhibitor the active component of a traditional Congolese antiepilepsy treatment.
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Indications
Indirubin is contained in the fourth volume of the book, “National standards for chemical drugs.” Indirubin tablets are used for the therapy of chronic myelocytic leukemia in clinical.
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Clinical Use
Indirubin is mainly used for chronic myeloid leukemia; its total effective rate was 87.3%. The effect of indirubin to decrease white blood cells is similar to Maryland. The effect of indirubin to reduce liver is better than that of Maryland. But the remission role of the blood and bone marrow is worse than Maryland, and no cross resistance with Maryland. Indirubin could be used for abnormal bone marrow hyperplasia and eosinophilia.
