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BIS(4-HYDROXYCINNAMOYL)METHANE

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BIS(4-HYDROXYCINNAMOYL)METHANE Basic information

Product Name:
BIS(4-HYDROXYCINNAMOYL)METHANE
Synonyms:
  • BIS-DESMETHOXYCURCUMIN
  • BIS(4-HYDROXYCINNAMOYL)METHANE
  • DEMETHOXYCURCUMIN, BIS-
  • CURCUMIN 3
  • (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
  • BIS-(PARA-HYDROXYCINNAMOYL)METHANE
  • CURCUMINIII
  • 1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
CAS:
24939-16-0
MF:
C19H16O4
MW:
308.33
EINECS:
607-464-9
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
24939-16-0.mol
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BIS(4-HYDROXYCINNAMOYL)METHANE Chemical Properties

Melting point:
91-93℃
Boiling point:
551.3±45.0 °C(Predicted)
Density 
1.285
storage temp. 
2-8°C
solubility 
DMSO: ≥20mg/mL
pka
8.67±0.46(Predicted)
form 
Solid
color 
Light yellow to Brown
Stability:
Light Sensitive
InChIKey
PREBVFJICNPEKM-YDWXAUTNSA-N
LogP
3.155 (est)
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Safety Information

WGK Germany 
3
HS Code 
2914500000
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BIS(4-HYDROXYCINNAMOYL)METHANE Usage And Synthesis

Uses

Bisdemethoxycurcumin is one of the three major forms of curcuminoids found in the rhizomes of turmeric. Bisdemethoxycurcumin displays antioxidant, anti-inflammatory as well as chemotherapeutic activity. Bisdemethoxycurcumin acts as an inhibitor of human pancreatic a-amylase, a target for type-2 diabetes .

Definition

ChEBI: Bisdemethoxycurcumin is a beta-diketone that is methane in which two of the hydrogens are substituted by 4-hydroxycinnamoyl groups. It has a role as a metabolite and an EC 3.2.1.1 (alpha-amylase) inhibitor. It is a beta-diketone, a polyphenol, an enone and a diarylheptanoid. It is functionally related to a 4-coumaric acid.

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