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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
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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)
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Safety

WGK Germany 
3
HS Code 
29145090
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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.

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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
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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

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BIS(4-HYDROXYCINNAMOYL)METHANE Suppliers

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

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
Shanghai Standard Technology Co., Ltd.
Product
Bisdemethoxycurcumin 33171-05-0
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-01-20

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

4-Methoxybenzoic acid Octyl 4-methoxycinnamate 5"-MethoxyhexahydrocurcuMin DihydrocurcuMin FLLL31 ASC-J9 (3S,5S)-1,7-BIS(4-HYDROXY-3-METHOXYPHENYL)HEPTANE-3,5-DIOL HEXAHYDROCURCUMIN Tetrahydrocurcumin DEMETHOXYCURCUMIN 1,4-HEXADIENE BIS(4-HYDROXYCINNAMOYL)METHANE,BIS-(PARA-HYDROXYCINNAMOYL)METHANE DEMETHOXYCURCUMIN Curcumin

  • (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