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Bavachinin (Standard)

CAT: 0804-HY-N0234R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0234R-01Size:5 mg
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Description
Bavachinin (Standard) is the analytical standard of Bavachinin. This product is intended for research and analytical applications. Bavachinin is agonist of pan-peroxisome proliferator-activated receptor (PPAR), with the IC50 value of 21.043 μM, 12.819 μM, and 0.622 μM to PPAR-α, RRAR-β/δ, and PPAR-γ, respectively. Bavachinin is an inhibitor of HIF-1α. Bavachinin exhibits antitumor activity against non-small cell lung cancer by targeting RRAR-γ. Bavachinin is a natural compound with anti-inflammatory and anti-angiogenic activities. Bavachinin has orally bioactivity.[1][2][3][4][5].
CAS Number
19879-30-2
Product Name Alternative
7-O-Methylbavachin (Standard) ; Bavachinin A (Standard)
UNSPSC
12352005
Target
Amyloid-β; HIF/HIF Prolyl-Hydroxylase; PPAR; Reference Standards
Type
Reference Standards
Related Pathways
Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Neuronal Signaling; Others; Vitamin D Related/Nuclear Receptor
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/bavachinin-standard.html
Smiles
O=C1C[C@@H](C2=CC=C(O)C=C2)OC3=CC(OC)=C(C/C=C(C)\C)C=C13
Molecular Formula
C21H22O4
Molecular Weight
338.40
References & Citations
[1]Chen X, et al. Isobavachalcone and bavachinin from Psoraleae Fructus modulate Aβ42 aggregation process through different mechanisms in vitro. FEBS Lett. 2013 Sep 17;587 (18) :2930-5.|[2]Nepal M, et al. Anti-angiogenic and anti-tumor activity of Bavachinin by targeting hypoxia-inducible factor-1α. Eur J Pharmacol. 2012 Sep 15;691 (1-3) :28-37.|[3]Chen X, et al. Treatment of allergic inflammation and hyperresponsiveness by a simple compound, Bavachinin, isolated from Chinese herbs. Cell Mol Immunol. 2013 Nov;10 (6) :497-505.|[4]Lu-Na Ge, et al. Bavachinin exhibits antitumor activity against non small cell lung cancer by targeting PPARγ. Mol Med Rep. 2019 Sep;20 (3) :2805-2811.|[5]Li Feng, et al. Bavachinin, as a novel natural pan-PPAR agonist, exhibits unique synergistic effects with synthetic PPAR-γ and PPAR-α agonists on carbohydrate and lipid metabolism in db/db and diet-induced obese mice. Diabetologia. 2016 Jun;59 (6) :1276-86.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Bavachinin

Bavachinin is a member of flavanones.

CAS Number19879-30-2
PubChem CID10337211
IUPAC Name(2S)-2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Molecular FormulaC21H22O4
Molecular Weight338.4
XLogP4.4
Topological Polar Surface Area55.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count25
Formal Charge0
Complexity488
SMILES
CC(=CCC1=CC2=C(C=C1OC)O[C@@H](CC2=O)C3=CC=C(C=C3)O)C
InChI
InChI=1S/C21H22O4/c1-13(2)4-5-15-10-17-18(23)11-20(14-6-8-16(22)9-7-14)25-21(17)12-19(15)24-3/h4,6-10,12,20,22H,5,11H2,1-3H3/t20-/m0/s1
InChIKey
VOCGSQHKPZSIKB-FQEVSTJZSA-N
Chemical Structure
2D Structure
2D structure of Bavachinin
CAS: 19879-30-2
CID: 10337211
Formula: C21H22O4
MW: 338.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight338.4
XLogP34.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass338.15180918
Monoisotopic Mass338.15180918
Topological Polar Surface Area55.8 Ų
Heavy Atom Count25
Formal Charge0
Complexity488
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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