Cardamonin

Chemodex
Product Code: CDX-C0697
Supplier: Chemodex
CodeSizePrice
CDX-C0697-M0055 mg£72.00
Quantity:
CDX-C0697-M02525 mg£255.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Host Type: Plant
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
+20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
(2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one; Alpinetin chalcone; (E)-2',4'-Dihydroxy-6'-methoxy-chalcone
Appearance:
Yellow powder.
CAS:
19309-14-9
Class:
9
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS09
Handling Advice:
Protect from light and moisture.
Hazards:
H410
InChi:
InChI=1S/C16H14O4/c1-20-15-10-12(17)9-14(19)16(15)13(18)8-7-11-5-3-2-4-6-11/h2-10,17,19H,1H3/b8-7+
InChiKey:
NYSZJNUIVUBQMM-BQYQJAHWSA-N
Long Description:
Chemical. CAS: 19309-14-9. Formula: C16 H14 O4. MW: 270.28. Cardamonin is a calchone from Aplinia species (zingiberaceous plant species) with anti-cancer and anti-inflammatory, anti-nociceptive activity. Cardamonin suppresses NF-kappa nuclear translocation and Ik-Ba phosphorylation. It has been shown to suppress nitric oxide and prostaglandin E2 synthesis, to suppress cyclooxygenase-2 expression, and to inhibit NF-kappa signaling. It induces apoptosis in cancer cells, suppresses melanogenesis by inhibition of Wnt/beta-catenin signaling and ameliorates insulin resistance. It has been shown to induce autophagy and an antiproliferative effect through JNK activation. It is an hTRPA1 antagonist and shows also anti-parasitic activity. Also shown inhibition of NLRP3 inflammasome activation via an AhR/Nrf2/NQO1 pathway.
MDL:
MFCD00238554
Molecular Formula:
C16H14O4
Molecular Weight:
270.28
Package Type:
Vial
PG:
II
Precautions:
P273, P391, P501
Product Description:
Cardamonin is a calchone from Aplinia species (zingiberaceous plant species) with anti-cancer and anti-inflammatory, anti-nociceptive activity. Cardamonin suppresses NF-kappa nuclear translocation and Ik-Ba phosphorylation. It has been shown to suppress nitric oxide and prostaglandin E2 synthesis, to suppress cyclooxygenase-2 expression, and to inhibit NF-kappa signaling. It induces apoptosis in cancer cells, suppresses melanogenesis by inhibition of Wnt/beta-catenin signaling and ameliorates insulin resistance. It has been shown to induce autophagy and an antiproliferative effect through JNK activation. It is an hTRPA1 antagonist and shows also anti-parasitic activity. Also shown inhibition of NLRP3 inflammasome activation via an AhR/Nrf2/NQO1 pathway.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
O=C(C1=C(OC)C=C(O)C=C1O)/C=C/C2=CC=CC=C2
Solubility Chemicals:
Soluble in DMSO (20mg/ml), DMF (20mg/ml) or ethanol (1mg/ml).
Source / Host:
Plant
Transportation:
Non-hazardous
UN Nummer:
3077
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at RT.

References

(1) J.H. Lee, et al.; J. Pharmacol. Exp. Ther. 316, 271 (2006) | (2) D.A. Israf, et al.; Mol. Immunol. 44, 673 (2007) | (3) M. Cho, et al.; BBRC 390, 500 (2009) | (4) V.R. Yadav, et al.; Intern. Immunopharmacol. 11, 295 (2011) | (5) Y. Qin, et al.; Leuk. Res. 36, 514 (2012) | (6) P. Niu, et al.; Planta Med. 79, 452 (2013) | (7) M.K. Park, et al.; Pharmacol. Biochem. Behav. 118, 10 (2014) | (8) N. Wu, et al.; Tumour Biol. 36, 9667 (2015) | (9) J.Y. Kim, et al.; Bioorg. Med. Chem. Lett. 25, 2559 (2015) | (10) C.C. de Castro, et al.; Phytomedicine 22, 921 (2015) | (11) S. Wang, et al.; Molecules 21, E1145 (2016) | (12) K. Wang, et al.; Biochem. Pharmacol. 155, 494 (2018)