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Details

Stereochemistry ACHIRAL
Molecular Formula C16H14O5
Molecular Weight 286.2794
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of LICOCHALCONE B

SMILES

COC1=C(\C=C\C(=O)C2=CC=C(O)C=C2)C=CC(O)=C1O

InChI

InChIKey=DRDRYGIIYOPBBZ-XBXARRHUSA-N
InChI=1S/C16H14O5/c1-21-16-11(5-9-14(19)15(16)20)4-8-13(18)10-2-6-12(17)7-3-10/h2-9,17,19-20H,1H3/b8-4+

HIDE SMILES / InChI

Molecular Formula C16H14O5
Molecular Weight 286.2794
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
(E)-3-(3,4-dihydroxy-2-methoxyphenyl)-1-(2,4-dihydroxyphenyl)prop-2-en-1-one, a novel licochalcone B derivative compound, suppresses lipopolysaccharide-stimulated inflammatory reactions in RAW264.7 cells and endotoxin shock in mice.
2014-12-05
Licochalcone B inhibits growth of bladder cancer cells by arresting cell cycle progression and inducing apoptosis.
2014-03
Transcriptional suppression of the HIV promoter by natural compounds.
2003-03
Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines.
2000-08-23
Phenolic constituents of licorice. II. Structures of licopyranocoumarin, licoarylcoumarin and glisoflavone, and inhibitory effects of licorice phenolics on xanthine oxidase.
1989-11
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:20:18 GMT 2025
Edited
by admin
on Mon Mar 31 21:20:18 GMT 2025
Record UNII
G7383L14F6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LICOCHALCONE B [MI]
Preferred Name English
LICOCHALCONE B
MI  
Common Name English
(2E)-3-(3,4-DIHYDROXY-2-METHOXYPHENYL)-1-(4-HYDROXYPHENYL)-2-PROPEN-1-ONE
Systematic Name English
2-PROPEN-1-ONE, 3-(3,4-DIHYDROXY-2-METHOXYPHENYL)-1-(4-HYDROXYPHENYL)-, (2E)-
Systematic Name English
2-PROPEN-1-ONE, 3-(3,4-DIHYDROXY-2-METHOXYPHENYL)-1-(4-HYDROXYPHENYL)-, (E)-
Systematic Name English
Code System Code Type Description
CAS
58749-23-8
Created by admin on Mon Mar 31 21:20:18 GMT 2025 , Edited by admin on Mon Mar 31 21:20:18 GMT 2025
PRIMARY
PUBCHEM
5318999
Created by admin on Mon Mar 31 21:20:18 GMT 2025 , Edited by admin on Mon Mar 31 21:20:18 GMT 2025
PRIMARY
MERCK INDEX
m6802
Created by admin on Mon Mar 31 21:20:18 GMT 2025 , Edited by admin on Mon Mar 31 21:20:18 GMT 2025
PRIMARY Merck Index
FDA UNII
G7383L14F6
Created by admin on Mon Mar 31 21:20:18 GMT 2025 , Edited by admin on Mon Mar 31 21:20:18 GMT 2025
PRIMARY
CAS
1005324-90-2
Created by admin on Mon Mar 31 21:20:18 GMT 2025 , Edited by admin on Mon Mar 31 21:20:18 GMT 2025
NON-SPECIFIC STEREOCHEMISTRY
EPA CompTox
DTXSID601317442
Created by admin on Mon Mar 31 21:20:18 GMT 2025 , Edited by admin on Mon Mar 31 21:20:18 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
LICOCHALCONE B was tested for antimicrobial activity against methicillin sensitive Staphylococcus aureus, methicillin resistant S. aureus, Micrococcus luteus, Bacillus subtilis, Escherichia coli, Klebsiella pneumoniae and Pseudomonas aeruginosa and found to be inactive.