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Key Documents

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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