SML0310
Tryptanthrin
≥98% (HPLC)
Synonym(s):
Couroupitine A, Indolo(2,1-b)quinazoline-6,12-dione, NSC 349447, Tryptanthrine
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About This Item
Empirical Formula (Hill Notation):
C15H8N2O2
CAS Number:
Molecular Weight:
248.24
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Product Name
Tryptanthrin, ≥98% (HPLC)
Quality Level
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
SMILES string
O=C1C2=NC3=CC=CC=C3C(N2C4=C1C=CC=C4)=O
InChI key
VQQVWGVXDIPORV-UHFFFAOYSA-N
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
Biochem/physiol Actions
Tryptanthrin is a plant alkaloid with anti-inflammatory and anti cancer activities.
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.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
Quantification of active principles and pigments in leaf extracts of Isatis tinctoria by HPLC/UV/MS.
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
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
Jae-Min Hwang et al.
Journal of natural products, 76(3), 354-367 (2013-01-31)
The natural product tryptanthrin (1a) represents a potential lead for new tuberculosis (TB) drugs since tryptanthrin and its synthetic analogues possess potent in vitro activity against Mycobacterium tuberculosis (Mtb). However, in spite of their in vitro activity, none of these
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