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33171-05-0

33171-05-0 Structure

33171-05-0 Structure
IdentificationBack Directory
[Name]

BIS(4-HYDROXYCINNAMOYL)METHANE
[CAS]

33171-05-0
[Synonyms]

CURCUMIN 3
Didemethoxycurcumin
BISDEMETHOXY CURCUMIN
BIS-DESMETHOXYCURCUMIN
DEMETHOXYCURCUMIN, BIS-
Bisdemethoxycurcumin(b)
(E,E)-BisdeMethoxycurcuMin
Bisdemethoxycurcumin(BDMC)
BIS(4-HYDROXYCINNAMOYL)METHANE
Bis(p-hydroxycinnamoyl)methane
PARAPARADIHYDROXYDICINNAMOYLMETHANE
BIS(4-HYDROXYCINNAMOYL)METHANE USP/EP/BP
(E,E)-1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
(1E,6E)-1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
Bisdemethoxycurcumin, 98%, from Zingiber officinale Rosc.
1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (E,E)-
1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (1E,6E)-
Deleted CAS No: 22608-12-4, 85801-92-9, 91884-88-7, 104024-29-5
[EINECS(EC#)]

1312995-182-4
[Molecular Formula]

C19H16O4
[MDL Number]

MFCD03419284
[MOL File]

33171-05-0.mol
[Molecular Weight]

308.33
Chemical PropertiesBack Directory
[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)
[form ]

solid
[pka]

8.50±0.46(Predicted)
[color ]

Orange to Dark Orange
[BRN ]

3149384
[Stability:]

Light Sensitive
[LogP]

3.155 (est)
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

29145090
Hazard InformationBack Directory
[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 .
[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.
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