CAS Number479-41-4
SynonymsIndirubin; (3Z)-3-(3-Oxo-1,3-dihydro-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one; Indigo Red; 2-ylidene)-1,3-dihydro; COUROUPITINE B; [2,3'-Biindolinylidene]-2',3-dione; MFCD00221745; INDIGOPURPURIN
Molecular FormulaC16H10N2O2
Molecular Weight262.27
Purity98.00%
Density1.4±0.1 g/cm3
Boiling Point496.6±45.0 °C at 760 mmHg
Melting Point350 °C
AppearanceReddish-violet powder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 479-41-4 |
| Catalog No. | 2A-9022126 |
| Chinese Name | 靛玉红 |
| Synonyms | Indirubin; (3Z)-3-(3-Oxo-1,3-dihydro-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one; Indigo Red; 2-ylidene)-1,3-dihydro; COUROUPITINE B; [2,3'-Biindolinylidene]-2',3-dione; MFCD00221745; INDIGOPURPURIN |
| Molecular Formula | C16H10N2O2 |
| Molecular Weight | 262.27 |
| Purity | 98.00 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 496.6±45.0 °C at 760 mmHg |
| Melting Point | 350 °C |
| Appearance | Reddish-violet powder |
| Storage Condition | 0-10°C; avoid heating |
| Application | Indirubin (Couroupitine B) is a natural compound with anti-inflammatory and anti-cancer activity. |
| HTC | 2933990090 |
| MDL Number | C16H10N2O2 |
| SMILES | O=C1C(c2c(O)[nH]c3ccccc23)=Nc2ccccc21 |
| InChI Key | JNLNPCNGMHKCKO-UHFFFAOYSA-N |
| MSDS | msds/22126_1_479_41_4.pdf |
| Bioactivity | Indirubin(Couroupitine B) is a purple 3,2- bisindole and a stable isomer of indigo isolated from Indigo naturalis (Apiaceae); anti-inflammatory and anticancer activities.IC50 value:Target:in vitro: The activation of EGF receptor, known to be highly expressed in psoriatic lesions, was inhibited by indigo naturalis or indirubin. The cell proliferation and CDC25B expression of epidermal keratinocytes were induced by EGF alone and confirmed to be inhibited by indigo naturalis or indirubin [2]. indirubin inhibited prostate tumor growth through inhibiting tumor angiogenesis. indirubin inhibited angiogenesis in vivo. We also showed the inhibition activity of indirubin in endothelial cell migration, tube formation and cell survival in vitro [3].in vivo: Indirubin treatment suppressed skin inflammation in DNCB-exposed mice. The skin lesions were significantly thinner in the Indirubin-treated group than in untreated controls, and the hyperkeratosis disappeared. Indirubin reduced the total serum IgE level and cytokines production. In addition, it normalized NF-κB, IκB-α and MAP kinase expression [1]. Indirubin dose-dependently inhibited intersegmental vessel formation in zebrafish embryos. It also inhibited HUVEC proliferation by the induction of cellular apoptosis and cell-cycle arrest at the G0/G1 phase [4]. Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Alkaloid Research Areas >> Cancer References [1]. Kim MH, et al. Indirubin, a purple 3,2- bisindole, inhibited allergic contact dermatitis via regulating T helper (Th)-mediated immune system in DNCB-induced model. J Ethnopharmacol. 2013 Jan 9;145(1):214-9. [2]. Hsieh WL, et al. Indirubin, an acting component of indigo naturalis, inhibits EGFR activation and EGF-induced CDC25B gene expression in epidermal keratinocytes. J Dermatol Sci. 2012 Aug;67(2):140-6. [3]. Zhang X, et al. Indirubin inhibits tumor growth by antitumor angiogenesis via blocking VEGFR2-mediated JAK/STAT3 signaling in endothelial cell. Int J Cancer. 2011 Nov 15;129(10):2502-11. [4]. Alex D, et al. Indirubin shows anti-angiogenic activity in an in vivo zebrafish model and an in vitro HUVEC model. J Ethnopharmacol. 2010 Sep 15;131(2):242-7. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 496.6±45.0 °C at 760 mmHg Melting Point 350 °C Molecular Formula C16H10N2O2 Molecular Weight 262.263 Flash Point 207.0±28.9 °C Exact Mass 262.074219 PSA 58.20000 LogP 2.48 Vapour Pressure 0.0±1.3 mmHg at 25°C Index of Refraction 1.709 InChIKey JNLNPCNGMHKCKO-UHFFFAOYSA-N SMILES O=C1C(c2c(O)[nH]c3ccccc23)=Nc2ccccc21 |
| Use of | Properties Name Indirubin Synonym More Synonyms Indirubin Biological Activity Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Alkaloid Research Areas >> Cancer References [1]. Kim MH, et al. Indirubin, a purple 3,2- bisindole, inhibited allergic contact dermatitis via regulating T helper (Th)-mediated immune system in DNCB-induced model. J Ethnopharmacol. 2013 Jan 9;145(1):214-9. [2]. Hsieh WL, et al. Indirubin, an acting component of indigo naturalis, inhibits EGFR activation and EGF-induced CDC25B gene expression in epidermal keratinocytes. J Dermatol Sci. 2012 Aug;67(2):140-6. [3]. Zhang X, et al. Indirubin inhibits tumor growth by antitumor angiogenesis via blocking VEGFR2-mediated JAK/STAT3 signaling in endothelial cell. Int J Cancer. 2011 Nov 15;129(10):2502-11. [4]. Alex D, et al. Indirubin shows anti-angiogenic activity in an in vivo zebrafish model and an in vitro HUVEC model. J Ethnopharmacol. 2010 Sep 15;131(2):242-7. Chemical & Physical Properties Molecular Formula C16H10N2O2 Exact Mass 262.074219 PSA 58.20000 Index of Refraction 1.709 InChIKey JNLNPCNGMHKCKO-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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