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Chemical Structure| 479-41-4 Chemical Structure| 479-41-4

Structure of Indirubin
CAS No.: 479-41-4

Chemical Structure| 479-41-4

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Indirubin is a purple 3,2- bisindole and a stable isomer of indigo isolated from Indigo naturalis (Apiaceae) with anti-inflammatory and anticancer activities.

Synonyms: Couroupitine B; Indigo red; C.I. 73200, Couroupitine B, Indigo red, Indigopurpurin, NSC 105327

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Product Citations

Product Citations

Shriver, James A. ; Kaller, Kaylie S. ; Kinsey, Ally L. ; Wang, Katelyn R. ; Sterrenberg, Summer R. ; Van Vors, Madison K. , et al.

Abstract: The spontaneous conversion of 3-indoxyl to indigo was a well-established process used to produce indigo dyes. It was recently shown that some indoles, when reacted with molybdenum hexacarbonyl and cumyl peroxide, proceed through an indoxyl intermediate to produce significant amounts of indirubin through a competing mechanism. Modulation of this system to lower temperatures allows for careful tuning, leading to selective production of indirubins in a general process. A systematic assay of indoles show that electron deficient indoles work well when substituted at the 5 and 7 positions. In contrast, 6-substituted electron rich indoles give the best results whereas halogeno indoles work well in all cases. This process shows broad functional group tolerance for generally reactive carbonyl-containing compounds such as aldehydes and carboxylic acids.

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Product Details of Indirubin

CAS No. :479-41-4
Formula : C16H10N2O2
M.W : 262.26
SMILES Code : O=C1NC2=C(C=CC=C2)/C1=C3NC4=C(C=CC=C4)C\3=O
Synonyms :
Couroupitine B; Indigo red; C.I. 73200, Couroupitine B, Indigo red, Indigopurpurin, NSC 105327
MDL No. :MFCD00221745
InChI Key :JNLNPCNGMHKCKO-UHFFFAOYSA-N
Pubchem ID :10177

Safety of Indirubin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

Description
Indirubin (Couroupitine B), a bis-indole alkaloid, is recognized for its remarkable anticancer efficacy, particularly against chronic myelocytic leukemia[1][2].
Target
  • GSK-3β

    GSK-3β, IC50:0.6 μM

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.81mL

0.76mL

0.38mL

19.07mL

3.81mL

1.91mL

38.13mL

7.63mL

3.81mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1

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