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Apoptosis
Apoptosis
Indirubin - analytical standard，≥95%, high purity , CAS No.479-41-4

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Indirubin - analytical standard，≥95%, high purity , CAS No.479-41-4

7 Citations

COA

Grade & Purity:

analytical standard

≥95%

Cas Number: 479-41-4
Molecular Weight: 262.26
PubChem CID: 10177

In stock

Item Number

I111267

Grouped product items
SKU	Size	Availability	Price
I111267-5mg	5mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$48.90
I111267-10mg	10mg	3	$76.90
I111267-20mg	20mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$121.90
I111267-50mg	50mg	2	$268.90
I111267-100mg	100mg	2	$481.90

Potent cyclin-dependent kinase and GSK-3β inhibitor

View related series

Apoptosis (4276)

Basic Description

Synonyms	(3Z)-3-(3-oxoindolin-2-ylidene)indolin-2-one \| 2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-, (3E)- \| AKOS032455876 \| KBioGR_000450 \| DB12379 \| (3E)-3-(1,3-Dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one \| HMS2234G06 \|
Specifications & Purity	analytical standard, ≥95%
Biochemical and Physiological Mechanisms	Potent cyclin-dependent kinase (CDK) and GSK-3β inhibitor (IC 50 values are 5.5 μM at CDK5, 9 μM at CDK1 and 600 nM at GSK-3β). Antimitotic and antitumoral properties induces cell cycle arrest, inhibits cell proliferation AMPK, LCK and SGK. Inhibits CDK5-
Storage Temp	Store at 2-8°C
Shipped In	Wet ice This product requires cold chain shipping. Ground and other economy services are not available.
Grade	analytical standard
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description	Indirubin, also known as isoindigotin, is an inhibitor of cyclin-dependent kinases (CDK1/cyclin B (IC50 = 10μM), CDK2/cyclin A (IC50 = 2.2μM), CDK2/cyclin E (IC50 = 7.5μM), CDK4/cyclin D1 (IC50 = 12μM), CDK5/p35 (IC50 = 5.5μM)) and of GSK-3β (IC50 = 600nM). Studies investigating functional isoindigos show that they have the ability to disrupt cell growth and proliferation. The compound is a potent aryl hydrocarbon receptor ligand and is found in human urine and fetal bovine serum. Synthesized isoindigo-based oligothiophenes are used to study heterojunction solar cells. Shown to inhibit allergic contact dermatitis by regulating T helper mediated immune system in a DNCB-induced model. An inhibitor of GSK-3β and cyclin-dependent kinases.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organoheterocyclic compounds
  - Class Indoles and derivatives
    - Subclass Hydroxyindoles

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Indoles and derivatives
Subclass	Hydroxyindoles
Intermediate Tree Nodes	Not available
Direct Parent	Hydroxyindoles
Alternative Parents	Indoles Aryl ketones Substituted pyrroles Benzenoids Heteroaromatic compounds Ketimines Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Organic oxides Hydrocarbon derivatives
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Hydroxyindole - Indole - Aryl ketone - Benzenoid - Substituted pyrrole - Pyrrole - Heteroaromatic compound - Ketimine - Ketone - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Imine - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.
External Descriptors	Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Names and Identifiers

IUPAC Name	2-(2-hydroxy-1H-indol-3-yl)indol-3-one
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/h1-8,18,20H
InChIKey	JNLNPCNGMHKCKO-UHFFFAOYSA-N
Smiles	C1=CC=C2C(=C1)C(=C(N2)O)C3=NC4=CC=CC=C4C3=O
Isomeric SMILES	C1=CC=C2C(=C1)C(=C(N2)O)C3=NC4=CC=CC=C4C3=O
Molecular Weight	262.26
Reaxy-Rn	30107462
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=30107462&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

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Analytical Chart:

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6 results found

Lot Number	Certificate Type	Date	Item
F2221402	Certificate of Analysis	Mar 15, 2024	I111267
F2221404	Certificate of Analysis	Mar 15, 2024	I111267
F2221286	Certificate of Analysis	Mar 15, 2024	I111267
F2221287	Certificate of Analysis	Mar 15, 2024	I111267
H1926040	Certificate of Analysis	Mar 10, 2023	I111267
D2108267	Certificate of Analysis	Jan 12, 2023	I111267

Chemical and Physical Properties

Solubility	Soluble in DMSO(warmed) (>2 mg/ml).
Sensitivity	Heat sensitive.
Melt Point(°C)	350°C(lit.)
Molecular Weight	262.260 g/mol
XLogP3	2.700
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	262.074 Da
Monoisotopic Mass	262.074 Da
Topological Polar Surface Area	65.500 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	448.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Mingyi Yao, Jian Liu, Narengaowa, Yonggu Li, Feng Zhao. (2023) In situ detection of natural dyes in archaeological textiles by SERS substrates immobilized on the fiber. MICROCHEMICAL JOURNAL, 192 (108939).
2. Sun Bing-Yao, Sui Hua-Lu, Liu Zi-Wei, Tao Xin-Yi, Gao Bei, Zhao Ming, Ma Yu-Shu, Zhao Jian, Liu Min, Wang Feng-Qing, Wei Dong-Zhi. (2022) Structure-guided engineering of a flavin-containing monooxygenase for the efficient production of indirubin. Bioresources and Bioprocessing, 9 (1): (1-16).
3. Huifang Yin, Hongping Chen, Meng Yan, Zhikun Li, Rongdi Yang, Yanjiao Li, Yanfang Wang, Jianyi Guan, Huili Mao, Yan Wang, Yuyang Zhang. (2021) Efficient Bioproduction of Indigo and Indirubin by Optimizing a Novel Terpenoid Cyclase XiaI in Escherichia coli. ACS Omega, 6 (31): (20569–20576).
4. Wu Xunxun, Chen Xiaofei, Jia Dan, Cao Yan, Gao Shouhong, Guo Zhiying, Zerbe Philipp, Chai Yifeng, Diao Yong, Zhang Lei. (2016) Characterization of anti-leukemia components from Indigo naturalis using comprehensive two-dimensional K562/cell membrane chromatography and in silico target identification. Scientific Reports, 6 (1): (1-13).
5. Ling Wang, Xianglu Li, Xinyu Liu, Kang Lu, Na Chen, Peipei Li, Xiao Lv, Xin Wang. (2015) Enhancing effects of indirubin on the arsenic disulfide-induced apoptosis of human diffuse large B‑cell lymphoma cells. Oncology Letters, 9 (4): (1940-1946).
6. Yancen Li, Chengyu Wan, Fan Li, Guang Xin, Tao Wang, Qilong Zhou, Tingyu Wen, Shiyi Li, Xiaoting Chen, Wen Huang. (2025) Indirubin attenuates sepsis by targeting the EGFR/SRC/PI3K and NF-κB/MAPK signaling pathways in macrophages. Frontiers in Pharmacology, 16
7. Changwei Zhang, Hua Yuan, Hong Shen, Chuan Li, Jianzhong Ye, Huaxing Zhang, Chengzhang Wang. (2024) Physicochemical properties and antibacterial activity evaluation of new indigo extract from Baphicacanthus cusia (Nees) Bremek prepared by chemical conversion method. Arabian Journal of Chemistry, 17 (105801).

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