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Flavokawain A (Standard)

CAT: 0804-HY-N2420R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N2420R-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Flavokawain A is a chalcone compound and an orally active inhibitor of PRMT5 and cytochrome P450. Flavokawain A has anti-inflammatory, anti-tumor, and immunomodulatory effects. Flavokawain A can inhibit the proliferation of tumor cells and induce apoptosis. Flavokawain A can be used in the research of diseases such as bladder cancer[1][2][3][4][5].
CAS Number
3420-72-2
UNSPSC
12352005
Target
Akt; Apoptosis; Caspase; COX; Cytochrome P450; ERK; Histone Methyltransferase; IAP; JNK; NO Synthase; p38 MAPK; PI3K; Survivin
Related Pathways
Apoptosis; Epigenetics; Immunology/Inflammation; MAPK/ERK Pathway; Metabolic Enzyme/Protease; PI3K/Akt/mTOR; Stem Cell/Wnt
Field of Research
Cancer; Inflammation/Immunology
Smiles
O=C(C1=C(OC)C=C(OC)C=C1O)/C=C/C2=CC=C(OC)C=C2
Molecular Formula
C18H18O5
Molecular Weight
314.33
References & Citations
[1]Xiaolin Zi, et al. Flavokawain A, a novel chalcone from kava extract, induces apoptosis in bladder cancer cells by involvement of Bax protein-dependent and mitochondria-dependent apoptotic pathway and suppresses tumor growth in mice. Cancer Res. 2005 Apr 15;65 (8) :3479-86.|[2]Liu S, et al. Flavokawain A is a natural inhibitor of PRMT5 in bladder cancer. J Exp Clin Cancer Res. 2022 Oct 5;41 (1) :293.|[3]Niu L, et al. Flavokawain A inhibits Cytochrome P450 in in vitro metabolic and inhibitory investigations. J Ethnopharmacol. 2016 Sep 15;191:350-359.|[4]Abu N, et al. In vitro Toxicity and in vivo Immunomodulatory Effects of Flavokawain A and Flavokawain B in Balb/C Mice. Nat Prod Commun. 2015 Jul;10 (7) :1199-202.|[5]Jing S, et al. Flavokawain A alleviates the progression of mouse osteoarthritis: An in vitro and in vivo study. Front Bioeng Biotechnol. 2022 Dec 5;10:1071776.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Flavokawain A

Flavokawain A is a member of chalcones.

CAS Number3420-72-2
PubChem CID5355469
IUPAC Name(E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
Molecular FormulaC18H18O5
Molecular Weight314.3
XLogP3.8
Topological Polar Surface Area65
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count23
Formal Charge0
Complexity400
SMILES
COC1=CC=C(C=C1)/C=C/C(=O)C2=C(C=C(C=C2OC)OC)O
InChI
InChI=1S/C18H18O5/c1-21-13-7-4-12(5-8-13)6-9-15(19)18-16(20)10-14(22-2)11-17(18)23-3/h4-11,20H,1-3H3/b9-6+
InChIKey
CGIBCVBDFUTMPT-RMKNXTFCSA-N
Chemical Structure
2D Structure
2D structure of Flavokawain A
CAS: 3420-72-2
CID: 5355469
Formula: C18H18O5
MW: 314.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight314.3
XLogP33.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass314.11542367
Monoisotopic Mass314.11542367
Topological Polar Surface Area65 Ų
Heavy Atom Count23
Formal Charge0
Complexity400
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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