Bisdemethoxycurcumin

Base Information Edit

Chemical Name:Bisdemethoxycurcumin
CAS No.:33171-05-0
Deprecated CAS:91884-88-7,85801-92-9,104024-29-5,22608-12-4,104024-29-5,85801-92-9
Molecular Formula:C₁₉H₁₆O₄
Molecular Weight:308.334
Hs Code.:29145090
European Community (EC) Number:607-464-9,881-423-5
NSC Number:687839
UNII:2EFO1BP34R
DSSTox Substance ID:DTXSID00872663
Nikkaji Number:J468.370F,J877.763B
Wikipedia:Bisdemethoxycurcumin
Wikidata:Q4917168
Pharos Ligand ID:KMR9SJSX4M5P
Metabolomics Workbench ID:38028
ChEMBL ID:CHEMBL105350
Mol file:33171-05-0.mol

Synonyms:Bisdemethoxycurcumin;33171-05-0;24939-16-0;Curcumin III;Didemethoxycurcumin;(1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione;Bis(4-hydroxycinnamoyl)methane;Bis-demethoxycurcumin;Bisdemethoxycucurmin;bisdesmethoxycurcumin;Bis(p-hydroxycinnamoyl)methane;(E,E)-Bisdemethoxycurcumin;1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-;BHCMT;NSC687839;UNII-2EFO1BP34R;2EFO1BP34R;1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione;CHEMBL105350;CHEBI:71045;1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione;22608-12-4;1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (1E,6E)-;p,p'-Dihydroxydicinnamoylmethane;Curcumin Lll;Curcuminoid A;Bisdemethoxy Curcumin;di-p-coumaroylmethane;Dide Methoxycurcu Min;INS NO.100(III);SCHEMBL428638;INS-100(III);SCHEMBL13521971;cid_5324473;HY-N0007A;DTXSID00872663;E-100(III);(1E,6E)-1,7-Bis(4-hydroxyphenyl)-hepta-1,6-diene-3,5-dione;ZAA93916;1,3-Di(4-hydroxystyryl)propanedial;BIS-DEMETHOXYCURCUMIN [INCI];BDBM50059989;MFCD03419284;BISDESMETHOXYCURCUMIN [USP-RS];AKOS015902102;CCG-207959;CCG-208635;NSC-687839;Bisdemethoxycurcumin, analytical standard;AC-24239;AC-34720;ADAMANTAN-1-YL-ACETICACIDHYDRAZIDE;AS-57295;AS-68737;B3347;Bisdemethoxycurcumin, >=98% (HPLC), solid;CS-0018287;S3938;A14544;A875406;Q-100322;Q4917168;BRD-K37445107-001-01-9;1,7-bis(4-hydroxyphenyl)-1,6-Heptadiene-3,5-dione(E,E);(1E,6E)-1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione;1,7-bis(4-hydroxyphenyl)-3-hydroxy-1,3,6-heptatrien-5-one;1,7-BIS-(4-HYDROXYPHENYL)-HEPTA-1,6-DIENE-3,5-DIONE;(1E,6E)-1,7-Bis-(4-hydroxy-phenyl)-hepta-1,6-diene-3,5-dione;1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (E,E)-;5-Hydroxy-1,7-bis-(4-hydroxy-phenyl)-hepta-1,4,6-trien-3-one;(1E,4Z,6E)-5-Hydroxy-1,7-bis-(4-hydroxy-phenyl)-hepta-1,4,6-trien-3-one

Suppliers and Price of Bisdemethoxycurcumin

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(E,E)-Bisdemethoxycurcumin
25mg
$ 160.00

Sigma-Aldrich
Bisdemethoxycurcumin ≥98% (HPLC), solid
5mg
$ 98.60

Sigma-Aldrich
Bisdemethoxycurcumin analytical standard
10mg
$ 250.00

Sigma-Aldrich
Bisdesmethoxycurcumin UnitedStatesPharmacopeia(USP)ReferenceStandard
30 mg
$ 325.00

Sigma-Aldrich
Bisdemethoxycurcumin ≥98% (HPLC), solid
25mg
$ 398.00

Medical Isotopes, Inc.
(E,E)-Bisdemethoxycurcumin
25 mg
$ 650.00

Matrix Scientific
(1E,6E)-1,7-Bis(4-hydroxyphenyl)-hepta-1,6-diene-3,5-dione 95+%
250mg
$ 288.00

Matrix Scientific
(1E,6E)-1,7-Bis(4-hydroxyphenyl)-hepta-1,6-diene-3,5-dione 95+%
1g
$ 639.00

JR MediChem
Bisdemethoxycurcumin 98%
20mg
$ 500.00

DC Chemicals
DideMethoxycurcuMin >98%,StandardReferencesGrade
20 mg
$ 280.00

Total 75 raw suppliers

Chemical Property of Bisdemethoxycurcumin Edit

Chemical Property:

Vapor Pressure:9.17E-13mmHg at 25°C
Melting Point:221-223 °C
Refractive Index:1.68
Boiling Point:551.3 °C at 760 mmHg
PKA:8.50±0.46(Predicted)
Flash Point:301.3 °C
PSA：74.60000
Density:1.285 g/cm³
LogP:3.35270
Storage Temp.:2-8°C
Solubility.:DMSO (Slightly), Methanol (Slightly, Heated)
XLogP3:3.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:308.10485899
Heavy Atom Count:23
Complexity:408

Purity/Quality:

98%,99%, ^*data from raw suppliers

(E,E)-Bisdemethoxycurcumin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC(=CC=C1C=CC(=O)CC(=O)C=CC2=CC=C(C=C2)O)O
Isomeric SMILES:C1=CC(=CC=C1/C=C/C(=O)CC(=O)/C=C/C2=CC=C(C=C2)O)O
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 . Bisdemethoxycurcumin has been used: to test its inhibitory effect on cell cycle and mitochondrial function in gastric adenocarcinoma cellsto 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)

Technology Process of Bisdemethoxycurcumin

There total 15 articles about Bisdemethoxycurcumin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 123-54-6,81235-32-7
acetylacetone

: 22608-12-4,24939-16-0,33171-05-0,91884-88-7
bisdemethoxycurcumin

Guidance literature:: 4-hydroxy-benzaldehyde; acetylacetone; With boron trioxide; boric acid tributyl ester; In ethyl acetate; at 50 ℃; for 0.0833333h; Inert atmosphere;

With N-butylamine; In ethyl acetate; at 50 - 80 ℃; for 4.25h; Inert atmosphere;

With hydrogenchloride; In water; ethyl acetate; for 0.5h; Inert atmosphere;
DOI:10.3390/molecules16021888