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:
Molecular Weight:
324.37
UNSPSC Code:
12352205
NACRES:
NA.28
MDL number:
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.
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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signalword
Warning
hcodes
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
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