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SML0310

Sigma-Aldrich

Tryptanthrin

≥98% (HPLC)

Sinónimos:

Couroupitine A, Indolo(2,1-b)quinazoline-6,12-dione, NSC 349447, Tryptanthrine

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About This Item

Fórmula empírica (notación de Hill):
C15H8N2O2
Número de CAS:
13220-57-0
Peso molecular:
248.24
MDL number:
MFCD00012073
UNSPSC Code:
12352200
PubChem Substance ID:
329825315
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

faintly yellow to dark yellow

solubility

DMSO: 2 mg/mL (warmed)

storage temp.

2-8°C

SMILES string

O=C1C2=NC3=CC=CC=C3C(N2C4=C1C=CC=C4)=O

InChI

1S/C15H8N2O2/c18-13-10-6-2-4-8-12(10)17-14(13)16-11-7-3-1-5-9(11)15(17)19/h1-8H

InChI key

VQQVWGVXDIPORV-UHFFFAOYSA-N

Biochem/physiol Actions

Tryptanthrin is a plant alkaloid with anti-inflammatory and anti cancer activities. Tryptanthrin blocks leukotriene production in neutrophils and in whole blood assays, and in an in vivo rat pleurisy model. The compound also inhibits P-glycoprotein, and sensitizes resistant cancer cell lines to killing by cytotoxic agents.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000211072
0000188356
025M4750V
113M4708V
042M4716V

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Sung-Tsai Yu et al.
Biochemical and biophysical research communications, 358(1), 79-84 (2007-05-08)
Development of agents to overcome multidrug resistance (MDR) is important in cancer chemotherapy. Up to date, few chemicals have been reported to down-regulate MDR1 gene expression. We evaluated the effect of tryptanthrin on P-glycoprotein (P-gp)-mediated MDR in a breast cancer
Tobias Mohn et al.
Planta medica, 73(2), 151-156 (2007-01-20)
An HPLC method has been developed and validated for the quantification of the pharmacologically active principles tryptanthrin (1), 1,3-dihydro-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylene]-2 H-indol-2-one (indolinone) (3), indirubin (4), alpha-linolenic acid (2), and indigo (5), an isomer of indirubin, in extracts from the traditional anti-inflammatory
Hui-Man Cheng et al.
BMC complementary and alternative medicine, 17(1), 439-439 (2017-09-04)
Indigo naturalis is a Traditional Chinese Medicine (TCM) ingredient long-recognized as a therapy for several inflammatory conditions, including psoriasis. However, its mechanism is unknown due to lack of knowledge about the responsible chemical entity. We took a different approach to
Xuemei Liao et al.
Chemico-biological interactions, 203(2), 512-521 (2013-03-19)
Neuroblastoma is one of the most common extracranial solid cancers found in young children. The prognosis of neuroblastoma patients in advanced stages having N-myc amplification remains poor despite intensive multimodal therapy. Agents that trigger neuroblastoma cells to undergo cellular differentiation
C Vlachos et al.
The British journal of dermatology, 167(3), 496-505 (2012-04-27)
The aryl hydrocarbon receptor (AhR) is a nuclear receptor and transcriptional regulator with pleiotropic effects. The production of potent AhR ligands by Malassezia yeasts, such as indirubin, indolo[3,2-b]carbazole (ICZ), tryptanthrin and malassezin, has been associated with the pathogenesis of seborrhoeic
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