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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 of DIHYDROXYMETHOXYCHALCONE

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+

HIDE SMILES / InChI

Molecular Formula C16H14O4
Molecular Weight 270.28
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

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 TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

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.
Substance Class Chemical
Record UNII
H8KP1OJ8JX
Record Status Validated (UNII)
Record Version