Structure Database (LMSD)

Common Name
Demethyltexasin
Systematic Name
Synonyms
LM ID
LMPK12050102
Formula
Exact Mass
Calculate m/z
270.052825
Status
Curated



Classification

Biological Context

6,7,4’-Trihydroxyisoflavone is an active metabolite of the phytoestrogen daidzein .1,2,3,4 It suppresses anchorage-dependent and -independent growth of HCT116 and DLD-1 colon cancer cells, as well as induces cell cycle arrest at the S and G2/M phases in HCT116 cells when used at concentrations ranging from 12.5 to 100 µM.1 6,7,4'-Trihydroxyisoflavone (40 and 80 µM) inhibits adipogenesis in 3T3-L1 preadipocytes induced by isobutylmethylxanthine, dexamethasone, and insulin (MDI).2 In vivo, 6,7,4'-trihydroxyisoflavone (5 mg/kg) reverses scopolamine-induced memory impairments and increases hippocampal brain-derived neurotrophic factor (BDNF) and CREB levels in mice.3 It also prevents LPS-induced bone loss in mice.4

This information has been provided by Cayman Chemical

References

2. Seo, S.G., Yang, H., Shin, S.H., et al. A metabolite of daidzein, 6,7,4'-trihydroxyisoflavone, suppresses adipogenesis in 3T3-L1 preadipocytes via ATP-competitive inhibition of PI3K. Mol. Nutr. Food Res. 57(8), 1446-1455 (2013).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/

String Representations

InChiKey (Click to copy)
GYLUFQJZYAJQDI-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-14-6-13(18)12(17)5-10(14)15(11)19/h1-7,16-18H
SMILES (Click to copy)
C1(O)=CC2OC=C(C3C=CC(O)=CC=3)C(=O)C=2C=C1O

Other Databases

KEGG ID
HMDB ID
CHEBI ID
METABOLOMICS ID
PubChem CID
Cayman ID
PDB ID

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 3
Aromatic Rings 3
Rotatable Bonds 1
Van der Waals Molecular Volume 221.11
Topological Polar Surface Area 90.90
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.48
Molar Refractivity 73.02

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Created at
-
Updated at
9th Jun 2022