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Bavachin (Standard)

CAT: 0804-HY-N0233R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0233R-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Bavachin (Standard) is the analytical standard of Bavachin. This product is intended for research and analytical applications. Bavachin, a flavonoid first isolated from seeds of P. corylifolia, acts as a phytoestrogen that activates the estrogen receptors ERα and ERβ with EC50s of 320 and 680 nM, respectively.
CAS Number
19879-32-4
Product Name Alternative
Corylifolin (Standard)
UNSPSC
12352005
Target
Estrogen Receptor/ERR; Reference Standards
Type
Reference Standards
Related Pathways
Others; Vitamin D Related/Nuclear Receptor
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/bavachin-standard.html
Smiles
O=C1C[C@@H](C2=CC=C(O)C=C2)OC3=CC(O)=C(C/C=C(C)\C)C=C13
Molecular Formula
C20H20O4
Molecular Weight
324.37
References & Citations
[1]Wang JH, et al. Effects of bavachin and its regulation of melanin synthesis in A375 cells. Biomed Rep. 2016 Jul;5 (1) :87-92. Epub 2016 May 20.|[2]Lee H, et al. Bavachin from Psoralea corylifolia Improves Insulin-Dependent Glucose Uptake through Insulin Signaling and AMPK Activation in 3T3-L1 Adipocytes. Int J Mol Sci. 2016 Apr 8;17 (4) :527|[3]Zarmouh NO, et al. Evaluation of the Inhibitory Effects of Bavachinin and Bavachin on Human Monoamine Oxidases A and B. Evid Based Complement Alternat Med. 2015;2015:852194|[4]Park J, et al. Activation of Estrogen Receptor by Bavachin from Psoralea corylifolia. Biomol Ther (Seoul) . 2012 Mar;20 (2) :183-8
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Bavachin

(2S)-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one has been reported in Lespedeza floribunda, Lespedeza cyrtobotrya, and other organisms with data available.

CAS Number19879-32-4
PubChem CID14236566
IUPAC Name(2S)-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Molecular FormulaC20H20O4
Molecular Weight324.4
XLogP4.1
Topological Polar Surface Area66.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count24
Formal Charge0
Complexity474
SMILES
CC(=CCC1=CC2=C(C=C1O)O[C@@H](CC2=O)C3=CC=C(C=C3)O)C
InChI
InChI=1S/C20H20O4/c1-12(2)3-4-14-9-16-18(23)11-19(24-20(16)10-17(14)22)13-5-7-15(21)8-6-13/h3,5-10,19,21-22H,4,11H2,1-2H3/t19-/m0/s1
InChIKey
OAUREGNZECGNQS-IBGZPJMESA-N
Chemical Structure
2D Structure
2D structure of Bavachin
CAS: 19879-32-4
CID: 14236566
Formula: C20H20O4
MW: 324.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight324.4
XLogP34.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass324.13615911
Monoisotopic Mass324.13615911
Topological Polar Surface Area66.8 Ų
Heavy Atom Count24
Formal Charge0
Complexity474
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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