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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

Chemical Properties

Yellow powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from turmeric rhizomes, turmeric, and zedoary turmeric.

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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