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Nepetin (Standard)

CAT: 0804-HY-N2572RSize: 1 EachDry Ice: NoHazardous: No
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Description
Nepetin (Standard) is the analytical standard of Nepetin. This product is intended for research and analytical applications. Nepetin (6-Methoxyluteolin) is a natural flavonoid isolated from Eupatorium ballotaefolium HBK with potent anti-inflammatory activities. Nepetin inhibits IL-6, IL-8 and MCP-1 secretion with IC50 values of 4.43 μM, 3.42 μM and 4.17 μM, respectively in ARPE-19 cells[1][2].
CAS Number
520-11-6
Product Name Alternative
6-Methoxyluteolin (Standard)
UNSPSC
12352005
Target
Interleukin Related; Reference Standards
Type
Reference Standards
Related Pathways
Immunology/Inflammation; Others
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/nepetin-standard.html
Smiles
O=C1C=C(C2=CC=C(O)C(O)=C2)OC3=CC(O)=C(OC)C(O)=C13
Molecular Formula
C16H12O7
Molecular Weight
316.26
References & Citations
[1]Chen X, et al. Nepetin inhibits IL-1β induced inflammation via NF-κB and MAPKs signaling pathways in ARPE-19 cells. Biomed Pharmacother. 2018 May;101:87-93.|[2]Militão GC, et al. Cytotoxic activity of nepetin, a flavonoid from Eupatorium ballotaefolium HBK. Pharmazie. 2004 Dec;59 (12) :965-6.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Nepetin

nepetin has been reported in Salvia plebeia, Coreopsis lanceolata, and other organisms with data available.

CAS Number520-11-6
PubChem CID5317284
IUPAC Name2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one
Molecular FormulaC16H12O7
Molecular Weight316.26
XLogP1.4
Topological Polar Surface Area116
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Heavy Atom Count23
Formal Charge0
Complexity491
SMILES
COC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O
InChI
InChI=1S/C16H12O7/c1-22-16-11(20)6-13-14(15(16)21)10(19)5-12(23-13)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3
InChIKey
FHHSEFRSDKWJKJ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Nepetin
CAS: 520-11-6
CID: 5317284
Formula: C16H12O7
MW: 316.26
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight316.26
XLogP31.4
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass316.05830272
Monoisotopic Mass316.05830272
Topological Polar Surface Area116 Ų
Heavy Atom Count23
Formal Charge0
Complexity491
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes