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SMB00802

Bavachin

from Psoralea coryfolia, ≥97% (HPLC)

Synonym(s):

(2S)-2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 4′,7-Dihydroxy 6-(3-methyl 2-butenyl)flavanone, Corylifolin

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About This Item

Empirical Formula (Hill Notation):
C20H20O4
CAS Number:
19879-32-4
Molecular Weight:
324.37
UNSPSC Code:
12352205
NACRES:
NA.28
MDL number:
MFCD11617359
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assay

≥97% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O1C(CC(=O)c3c1cc(c(c3)CC=C(C)C)O)c2ccc(cc2)O

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

InChI key

OAUREGNZECGNQS-UHFFFAOYSA-N

General description

Bavachin is soluble in DMSO at 30 mg/mL. Bavachin is not water soluble.

Biochem/physiol Actions

Bavachin is a flavonoid isolated from seeds of Psoralea corylifolia. It is a phytoestrogen that activates ERα and ERβ (EC50s = 320 and 680 nM, respectively), stimulates osteoblast proliferation and differentiation, and prevents bone loss following ovariectomy in rats.

Bavachin is an inhibitor of acyl coenzyme A: cholesterol acyltransferase (ACAT). The IC50 value of bavachin was reported to be 86.0 μM in ACAT assay system using rat liver microsome.

Bavachin is also reported to increase insulin-induced glucose uptake by differentiated adipocytes and myoblasts.

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
058M4119V
14180202
054M4119V
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Joonwoo Park et al.
Biomolecules & therapeutics, 20(2), 183-188 (2012-03-01)
In this study, we examined the estrogenic activity of bavachin, a component of Psoralea corylifolia that has been used as a traditional medicine in Asia. Bavachin was purified from ethanolic extract of Psoralea corylifolia and characterized its estrogenic activity by
Hyejin Lee et al.
International journal of molecular sciences, 17(4), 527-527 (2016-04-14)
The fruit of Psoralea corylifolia L. (Fabaceae) (PC), known as "Bo-Gol-Zhee" in Korea has been used as traditional medicine. Ethanol and aqueous extracts of PC have an anti-hyperglycemic effect by increasing plasma insulin levels and decreasing blood glucose and total
Jung Ho Choi et al.
Archives of pharmacal research, 31(11), 1419-1423 (2008-11-22)
Acyl-coenzyme A: cholesterol acyltransferase (ACAT) catalyzes cholesterol esterification and plays important roles in intestinal absorption of cholesterol, hepatic production of lipoproteins and accumulation of cholesteryl ester within macrophages and smooth muscle cells. Ethanol extract of Psoralea corylifolia showed a significant

Global Trade Item Number

SKUGTIN
SMB00802-5MG04061835504046