ChemicalBook > CAS DataBase List > BIS(4-HYDROXYCINNAMOYL)METHANE

BIS(4-HYDROXYCINNAMOYL)METHANE

Product Name
BIS(4-HYDROXYCINNAMOYL)METHANE
CAS No.
33171-05-0
Chemical Name
BIS(4-HYDROXYCINNAMOYL)METHANE
Synonyms
BISDEMETHOXY CURCUMIN;CURCUMIN 3;Misdemeanour;Didemethoxycurcumin;BIS-DESMETHOXYCURCUMIN;DEMETHOXYCURCUMIN, BIS-;Bisdemethoxycurcumin(b);(E,E)-BisdeMethoxycurcuMin;Bisdemethoxycurcumin(BDMC);BIS(4-HYDROXYCINNAMOYL)METHANE
CBNumber
CB9180475
Molecular Formula
C19H16O4
Formula Weight
308.33
MOL File
33171-05-0.mol
More
Less

BIS(4-HYDROXYCINNAMOYL)METHANE Property

Melting point:
221-223 ºC
Boiling point:
551.3±45.0 °C(Predicted)
Density 
1.285
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly, Heated)
pka
8.50±0.46(Predicted)
form 
solid
color 
Orange to Dark Orange
BRN 
3149384
Stability:
Light Sensitive
LogP
3.155 (est)
More
Less

Safety

WGK Germany 
3
HS Code 
29145090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B6938
Product name
Bisdemethoxycurcumin
Purity
≥98% (HPLC), solid
Packaging
5mg
Price
$118
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR3434
Product name
Bisdesmethoxycurcumin
Purity
certified reference material, pharmaceutical secondary standard
Packaging
50MG
Price
$222
Updated
2024/03/01
Sigma-Aldrich
Product number
90594
Product name
Bisdemethoxycurcumin
Purity
analytical standard
Packaging
10mg
Price
$322
Updated
2024/03/01
Sigma-Aldrich
Product number
1075305
Product name
Bisdesmethoxycurcumin
Purity
UnitedStatesPharmacopeia(USP)ReferenceStandard
Packaging
30mg
Price
$394
Updated
2024/03/01
Cayman Chemical
Product number
10960
Product name
Bisdemethoxycurcumin
Packaging
10mg
Price
$107
Updated
2024/03/01
More
Less

BIS(4-HYDROXYCINNAMOYL)METHANE Chemical Properties,Usage,Production

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 activit y. Bisdemethoxycurcumin acts as an inhibitor of human pancreatic α-amylase, a target for type-2 diabetes .

Uses

Bisdemethoxycurcumin has been used:

  • to test its inhibitory effect on cell cycle and mitochondrial function in gastric adenocarcinoma cells
  • to test it neuroprotective role against lead (Pb) induced toxicity in dopaminergic and noradrenergic systems of Meriones shawi
  • as a standard for calibration curve generation to quantify plasma curcuminoids using high-performance liquid chromatography-diode array detection (HPLC-DAD) and ultraviolet (UV)

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.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem/physiol Actions

Bisdemethoxycurcumin (BDMC) is a derivative or curcumin, and represents one of the major active components of curcumin products isolated from Curcumae sp. BDMC shares similar anti-inflammatory properties with demethoxycurcumin. It inhibits LPS-induced nitric oxide (NO) production and expression of iNOS and COX2 in RAW264.7 cells by blocking NF-kB activation. BDMC also displays unique properties in that it enhances Abeta clearance by upregulating expression MGAT3 and TLR genes. BDMC potently inhibits AKR1B10.

BIS(4-HYDROXYCINNAMOYL)METHANE Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

BIS(4-HYDROXYCINNAMOYL)METHANE Suppliers

Toronto Research Chemicals
Tel
--
Fax
--
Email
info@trc-canada.com
Country
Canada
ProdList
6038
Advantage
71
More
Less

View Lastest Price from BIS(4-HYDROXYCINNAMOYL)METHANE manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
BIS(4-HYDROXYCINNAMOYL)METHANE 33171-05-0
Price
US $55.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2024-11-26
BINBO BIOLOGICAL CO.,LTD
Product
Bisdemethoxycurcumin (BDMC) 33171-05-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99.8%
Supply Ability
1000 kg
Release date
2024-04-02
PNP Biotech Co. Ltd
Product
Bisdemethoxycurcumin 33171-05-0
Price
US $0.00/kg
Min. Order
25kg
Purity
6.04%
Supply Ability
Inquiry
Release date
2022-10-25

33171-05-0, BIS(4-HYDROXYCINNAMOYL)METHANERelated Search:


  • (1E,6E)-1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
  • PARAPARADIHYDROXYDICINNAMOYLMETHANE
  • (E,E)-BisdeMethoxycurcuMin
  • (E,E)-1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
  • CURCUMIN 3
  • DEMETHOXYCURCUMIN, BIS-
  • BISDEMETHOXY CURCUMIN
  • BIS-DESMETHOXYCURCUMIN
  • BIS(4-HYDROXYCINNAMOYL)METHANE
  • Bisdemethoxycurcumin, 98%, from Zingiber officinale Rosc.
  • Didemethoxycurcumin
  • 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (E,E)-
  • Bis(p-hydroxycinnamoyl)methane
  • Deleted CAS No: 22608-12-4, 85801-92-9, 91884-88-7, 104024-29-5
  • Bisdemethoxycurcumin(BDMC)
  • Bisdemethoxycurcumin(b)
  • 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (1E,6E)-
  • BIS(4-HYDROXYCINNAMOYL)METHANE USP/EP/BP
  • Misdemeanour
  • (1E,6E)-Bis(demethoxy)curcumin
  • (E,E)-Curcumin III,Bisdemethoxycurcumin,inhibit,(E,E)-Didemethoxycurcumin,Inhibitor,Apoptosis,Autophagy,(E,E)-Bisdemethoxycurcumin
  • Bisdemethoxycurcumin/1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (1E,6E)-
  • 33171-05-0
  • 34939-16-0
  • Miscellaneous Natural Products