Structure Database (LMSD)

Common Name
Tectochrysin
Systematic Name
5-hydroxy-7-methoxyflavone
Synonyms
LM ID
LMPK12110190
Formula
C16H12O4
Exact Mass
Calculate m/z
268.07356
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Flavones and Flavonols [PK1211]

Biological Context

Techtochrysin is a flavonoid that has been found in T. indica and has diverse biological activities.1,2,3 It induces adipogenesis and glucose uptake in 3T3-L1 adipocytes when used at concentrations of 12.5, 25, and 50 µg/ml.1 Techtochrysin is active against S. aureus, L. monocytogenes, B. subtilis, S. enterica, E. coli, V. cholera, K. pneumonia, S. dysenteriae, and P. aeruginosa (MICs = 24-64 µg/ml).2 It also scavenges peroxyl radicals in a cell-free assay when used at concentrations of 1 and 10 µM.3

This information has been provided by Cayman Chemical

References

1. Hasan, M.M., Ahmed, Q.U., Soad, S.Z.M., et al. Flavonoids from Tetracera indica Merr. induce adipogenesis and exert glucose uptake activities in 3T3-L1 adipocyte cells. BMC Complement. Altern. Med. 17(1), 431 (2017).
2. Rajendran, N., Subramaniam, S., Christena, L.R., et al. Antimicrobial flavonoids isolated from Indian medicinal plant Scutellaria oblonga inhibit biofilms formed by common food pathogens. Nat. Prod. Res. 30(17), 2002-2006 (2016).
3. Thao, N.P., Luyen, B.T.T., Lee, S.H., et al. Anti-osteoporotic and antioxidant activities by rhizomes of Kaempferia parviflora Wall. ex Baker. Nat. Prod. Sci. 22(1), 13-19 (2016).

References

Taxonomy Information

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

String Representations

InChiKey (Click to copy)
IRZVHDLBAYNPCT-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C16H12O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-9,17H,1H3
SMILES (Click to copy)
C1(OC)=CC2OC(C3C=CC=CC=3)=CC(=O)C=2C(O)=C1

Other Databases

Wikipedia
Tectochrysin
KEGG ID
C11621
CHEBI ID
9426
METABOLOMICS ID
FL3FA9NS0003
PubChem CID
5281954
Cayman ID
35791

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 3
Aromatic Rings 3
Rotatable Bonds 2
Van der Waals Molecular Volume 229.62
Topological Polar Surface Area 59.67
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 4.07
Molar Refractivity 76.24

Admin

Created at
-
Updated at
-