Structure Database (LMSD)
Common Name
Negletein
Systematic Name
Synonyms
3D model of Negletein
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Negletein is a flavonoid that has been found in S. oblonga and has diverse biological activities.1,2,3 It inhibits biofilm formation by S. aureus, B. subtilis, P. aeruginosa, and E. coli when used at a concentration of 32 µg/ml.1 Negletein induces cytotoxicity in SW460 and DLD-1 colorectal cancer cells (IC50s = 29.41 and 30.93 µM, respectively) but not HT-29 colon cancer or HepG2 hepatocellular carcinoma cells (IC50s = >40 µM for both).4 It decreases LPS-induced nitric oxide (NO) production and secreted TNF-α and IL-1β levels in J774A.1 macrophages when used at a concentration of 0.01 µM.2 Negletein (10 µM), alone and in combination with nerve growth factor (NGF), increases neurite outgrowths, levels of growth-associated protein 43 (GAP43) and decreases serum deprivation-induced death in PC12 adrenal medulla cells.3
This information has been provided by Cayman Chemical
References
2. Wang, S.-H., Chen, C.-H., Lo, C.-Y., et al. Synthesis and biological evaluation of novel 7-O-lipophilic substituted baicalein derivatives as potential anticancer agents. Med. Chem. Comm. 6, 1864-1873 (2015).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Viridiplantae
(#33090)
Flavonoid imported from http://metabolomics.jp/
String Representations
InChiKey (Click to copy)
ZTHLHHDJRXJGRX-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C16H12O5/c1-20-13-8-12-14(16(19)15(13)18)10(17)7-11(21-12)9-5-3-2-4-6-9/h2-8,18-19H,1H3
SMILES (Click to copy)
C1(OC)=CC2OC(C3C=CC=CC=3)=CC(=O)C=2C(O)=C1O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
21
Rings
3
Aromatic Rings
3
Rotatable Bonds
2
Van der Waals Molecular Volume
238.41
Topological Polar Surface Area
79.90
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
5
logP
3.78
Molar Refractivity
77.91
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Updated at
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