DIHYDROXYMETHOXYCHALCONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H14O4
Molecular Weight	270.28
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(O)=CC(O)=C1C(=O)\C=C\C2=CC=CC=C2

InChI

InChIKey=NYSZJNUIVUBQMM-BQYQJAHWSA-N

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+

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24433078

Dihydroxymethoxychalcone (also known as cardamonin) is a chalcone, which is found in many plants, including the cardamom spice. Several studies demonstrated that the drug has anti-inflammatory, antineoplastic, and antioxidant activity. Preclinical experiments have shown that the drug may be a promising agent for the treatment of colorectal cancer, nasopharyngeal carcinoma, and ischemia-reperfusion injury.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
NF-kappa B signaling pathway 84 Target ID: map04064 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24433078	Activator 1430

Conditions

Condition	Modality	Highest Phase	Product
Colorectal cancer 101 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29066742	Primary	Preclinical	Unknown Approved Use Unknown
Nasopharyngeal carcinoma 8 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29048425	Primary	Preclinical	Unknown Approved Use Unknown
Ischemia reperfusion injury 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28966130	Primary	Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Cardamonin inhibits colonic neoplasia through modulation of MicroRNA expression.	2017 Oct 24	29066742

Patents

Sample Use Guides

In Vivo Use Guide

In a preclinical study, mice with nasopharyngeal carcinoma were given 5 mg/kg dihydroxymethoxychalcone every day.

Route of Administration: Intravenous

In Vitro Use Guide

In a prolifiration assay, CNE-1, CNE-2, HONE-1 and SUNE-1 cells were treated with 6.125, 12.5, 25, 50, 100 uM of dihydroxymethoxychalcone for 24, 48 and 72 h. In a cell viability assay, CNE-2 cells were cultured with 10, 20, 30 uM of the drug for 24, 48 and 72 h.

Name

Type

Language

DIHYDROXYMETHOXYCHALCONE

Official Name

English

ALPINETIN CHALCONE

Common Name

English

DIHYDROXYMETHOXYCHALCONE [INCI]

Common Name

English

CARDAMOMIN

Common Name

English

CARDAMONIN

Common Name

English

PHYTO-DKK1

Common Name

English

2-PROPEN-1-ONE, 1-(2,4-DIHYDROXY-6-METHOXYPHENYL)-3-PHENYL-, (2E)-

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID201029726