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SML1450

Sigma-Aldrich

Isobavachalcone

≥98% (HPCE)

Synonym(s):

(2E)-1-[2,4-Dihydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one, 2′,4,4′-Trihydroxy-3′-(3-methyl-2-butenyl)-chalcone, Corylifolinin, Isobacachalcone

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About This Item

Empirical Formula (Hill Notation):
C20H20O4
CAS Number:
Molecular Weight:
324.37
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPCE)

form

powder

storage condition

desiccated
protect from light

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

OC1=C(CC=C(C)C)C(O)=C(C(/C=C/C2=CC=C(O)C=C2)=O)C=C1

InChI

1S/C20H20O4/c1-13(2)3-9-16-19(23)12-10-17(20(16)24)18(22)11-6-14-4-7-15(21)8-5-14/h3-8,10-12,21,23-24H,9H2,1-2H3/b11-6+

InChI key

DUWPGRAKHMEPCM-IZZDOVSWSA-N

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Biochem/physiol Actions

Isobavachalcone is a chalcone isolated from multipurpose medical plant Psoralea corylifolia that inhibits LPS-induced ICAM-1 expression and leukocyte adhesion to brain endothelial cells. It appears that isobavachalcone modulates both MyD88-dependent and TRIF-dependent signaling of toll-like receptor 4 (TLR4). Isobavachalcone significantly inhibits both oligomerization and fibrillization of Aβ42. Isobavachalcone exhibits a wide spectrum of biological activities including antioxidative, antiplatelet, antimicrobial, anti-inflammatory, antitumor, and neuroprotective.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Lishan Zhou et al.
Frontiers in pharmacology, 10, 1589-1589 (2020-03-03)
Psoralea corylifolia L. (PC) is a traditional Chinese herb used to treat yang deficiency of the spleen and kidney in pediatric disease. Our previous studies have found that PC can alleviate the liver oxidative stress of juvenile mice with nonalcoholic

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