Home >> Research Area >>Natural Products>>Phenols>> Octahydrocurcumin

Octahydrocurcumin

CAS# 36062-07-4

Octahydrocurcumin

Catalog No. BCN2725----Order now to get a substantial discount!

Product Name & Size Price Stock
Octahydrocurcumin: 5mg $104 In Stock
Octahydrocurcumin: 10mg Please Inquire In Stock
Octahydrocurcumin: 20mg Please Inquire Please Inquire
Octahydrocurcumin: 50mg Please Inquire Please Inquire
Octahydrocurcumin: 100mg Please Inquire Please Inquire
Octahydrocurcumin: 200mg Please Inquire Please Inquire
Octahydrocurcumin: 500mg Please Inquire Please Inquire
Octahydrocurcumin: 1000mg Please Inquire Please Inquire

Quality Control of Octahydrocurcumin

Number of papers citing our products

Chemical structure

Octahydrocurcumin

3D structure

Chemical Properties of Octahydrocurcumin

Cas No. 36062-07-4 SDF Download SDF
PubChem ID 13888132 Appearance Powder
Formula C21H28O6 M.Wt 376.44
Type of Compound Phenols Storage Desiccate at -20°C
Synonyms Hexahydrobisdemethoxycurcumin
Solubility DMSO : 100 mg/mL (265.65 mM; Need ultrasonic)
Chemical Name (3S,5S)-1,7-bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-diol
SMILES COC1=C(C=CC(=C1)CCC(CC(CCC2=CC(=C(C=C2)O)OC)O)O)O
Standard InChIKey OELMAFBLFOKZJD-IRXDYDNUSA-N
Standard InChI InChI=1S/C21H28O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,16-17,22-25H,3-4,7-8,13H2,1-2H3/t16-,17-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Octahydrocurcumin

The rhizomes of Curcuma longa L.

Biological Activity of Octahydrocurcumin

DescriptionOctahydrocurcumin has antioxidant and and anti-inflammatory activities, it can inhibit the lipopolysaccharide (LPS)-induced inflammatory response via the mechanism of inhibiting NF-κB translocation to the nucleus. Octahydrocurcumin exhibits potent cytotoxic effect (IC50 =19.46 ug/mL) and shows high antimicrobial activity.
TargetsNF-kB | Antifection
In vitro

Different Curcuminoids Inhibit T-Lymphocyte Proliferation Independently of Their Radical Scavenging Activities[Reference: WebLink]

Pharmaceutical Research,2008, 25,(8):1822-7.

We investigated the inhibitory effects of curcumin, curcumin derivatives and degradation products on OKT3-induced human peripheral blood mononuclear cell (PBMC) proliferation and the role of their radical scavenging activity.
METHODS AND RESULTS:
OKT3-induced human PBMC proliferation was determined by measuring 3H-thymidine incorporation. Radical scavenging activity was evaluated by using an in vitro DPPH assay. OKT3-induced PBMC proliferation was inhibited by curcumin, isocurcumin, bisdesmethoxy-, diacetyl-, tetrahydro-, hexahydro-, and Octahydrocurcumin as well as by vanillin, ferulic acid, and dihydroferulic acid with IC50-values of 2.8, 2.8, 6.4, 1.0, 25, 38, 82, 729, 457, and >1,000 μM, respectively. The investigated substances with the strongest effect on radical scavenging were tetrahydro-, hexahydro-, and Octahydrocurcumin with IC50 values of 10.0, 11.7, and 12.3 μM, respectively. IC50-values of dihydroferulic acid, ferulic acid, and curcumin were 19.5, 37, and 40 μM. The substances with the lowest radical scavenging activities were vanillin, isocurcumin, diacetylcurcumin, and bisdesmethoxycurcumin with IC50 values higher than 100 μM each.
CONCLUSIONS:
Curcuminoid-induced inhibition of OKT3-induced PBMC proliferation depends on the number of carbon atoms and double bonds of the 1,6-heptadiene-3,5-dione structure as well as on the phenolic ring substitutes of the curcuminoids but is not correlated to their respective radical scavenging activity.

Comparative antioxidant activities of curcumin and its demethoxy and hydrogenated derivatives.[Pubmed: 17202663]

Biol.Pharm. Bull., 2007, 30(1):74-8.


METHODS AND RESULTS:
The antioxidant activities of curcumin, its natural demethoxy derivatives (demethoxycurcumin, Dmc and bisdemethoxycurcumin, Bdmc) and metabolite hydrogenated derivatives (tetrahydrocurcumin, THC; hexahydrocurcumin, HHC; Octahydrocurcumin; OHC) were comparatively studied using 2,2-diphenyl-1-picrylhydrazyl (DDPH) radical, 2,2'-azobis(2-amidinopropane)dihydrochloride (AAPH) induced linoleic oxidation and AAPH induced red blood cell hemolysis assays. Hydrogenated derivatives of curcumin exhibited stronger DPPH scavenging activity compared to curcumin and a reference antioxidant, trolox. The scavenging activity significantly decreased in the order THC>HHC=OHC>trolox>curcumin>Dmc>>>Bdmc. Stronger antioxidant activities toward lipid peroxidation and red blood cell hemolysis were also demonstrated in the hydrogenated derivatives. By the model of AAPH induced linoleic oxidation, the stoichiometric number of peroxyl radical that can be trapped per molecule (n) of hydrogenated derivatives were 3.4, 3.8 and 3.1 for THC, HHC and OHC, respectively. The number (n) of curcumin and Dmc were 2.7 and 2.0, respectively, which are comparable to trolox, while it was 1.4 for Bdmc. The inhibition of AAPH induced red blood cell hemolysis significantly decreased in the order OHC>THC=HHC>trolox>curcumin=Dmc.
CONCLUSIONS:
Results in all models demonstrated the lower antioxidant activity of the demethoxy derivatives, suggesting the ortho-methoxyphenolic groups of curcumin are involved in antioxidant activities. On the other hand, hydrogenation at conjugated double bonds of the central seven carbon chain and beta diketone of curcumin to THC, HHC and OHC remarkably enhance antioxidant activity.

Octahydrocurcumin Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

Octahydrocurcumin Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Preparing Stock Solutions of Octahydrocurcumin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6565 mL 13.2823 mL 26.5647 mL 53.1293 mL 66.4116 mL
5 mM 0.5313 mL 2.6565 mL 5.3129 mL 10.6259 mL 13.2823 mL
10 mM 0.2656 mL 1.3282 mL 2.6565 mL 5.3129 mL 6.6412 mL
50 mM 0.0531 mL 0.2656 mL 0.5313 mL 1.0626 mL 1.3282 mL
100 mM 0.0266 mL 0.1328 mL 0.2656 mL 0.5313 mL 0.6641 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Organizitions Citing Our Products recently

 
 
 

Calcutta University

University of Minnesota

University of Maryland School of Medicine

University of Illinois at Chicago

The Ohio State University

University of Zurich

Harvard University

Colorado State University

Auburn University

Yale University

Worcester Polytechnic Institute

Washington State University

Stanford University

University of Leipzig

Universidade da Beira Interior

The Institute of Cancer Research

Heidelberg University

University of Amsterdam

University of Auckland
TsingHua University
TsingHua University
The University of Michigan
The University of Michigan
Miami University
Miami University
DRURY University
DRURY University
Jilin University
Jilin University
Fudan University
Fudan University
Wuhan University
Wuhan University
Sun Yat-sen University
Sun Yat-sen University
Universite de Paris
Universite de Paris
Deemed University
Deemed University
Auckland University
Auckland University
The University of Tokyo
The University of Tokyo
Korea University
Korea University

Background on Octahydrocurcumin

Octahydrocurcumin is a hydrogenated derivatives of curcumin; metabolite of curcumin. IC50 value: Target: OKT3-induced PBMC proliferation was inhibited by octahydrocurcumin with IC50 of 82 uM. The investigated substances with the strongest effect on radical scavenging were tetrahydro-, hexahydro-, and octahydrocurcumin with IC50 values of 10.0, 11.7, and 12.3 microM, respectively [1]. curcumin and tetrahydrocurcumin significantly inhibited the release of prominent cytokines, including tumor necrosis factor?α (TNF?α) and interleukin?6 (IL?6); however, hexahydrocurcumin and octahydrocurcumin did not significantly alter cytokine release [2]. Hydrogenated derivatives of curcumin exhibited stronger DPPH scavenging activity compared to curcumin and a reference antioxidant, trolox. The scavenging activity significantly decreased in the order THC>HHC=OHC>trolox>curcumin>Dmc>>>Bdmc [3].

References:
[1]. Deters M, et al. Different curcuminoids inhibit T-lymphocyte proliferation independently of their radical scavenging activities. Pharm Res. 2008 Aug;25(8):1822-7. [2]. Zhao F, et al. Curcumin and its major metabolites inhibit the inflammatory response induced by lipopolysaccharide: Translocation of nuclear factor-κB as potential target. Mol Med Rep. 2015 Apr;11(4):3087-93. [3]. Somparn P, et al. Comparative antioxidant activities of curcumin and its demethoxy and hydrogenated derivatives. Biol Pharm Bull. 2007 Jan;30(1):74-8.

Featured Products
New Products
 

References on Octahydrocurcumin

Comparative antioxidant activities of curcumin and its demethoxy and hydrogenated derivatives.[Pubmed:17202663]

Biol Pharm Bull. 2007 Jan;30(1):74-8.

The antioxidant activities of curcumin, its natural demethoxy derivatives (demethoxycurcumin, Dmc and bisdemethoxycurcumin, Bdmc) and metabolite hydrogenated derivatives (tetrahydrocurcumin, THC; hexahydrocurcumin, HHC; Octahydrocurcumin; OHC) were comparatively studied using 2,2-diphenyl-1-picrylhydrazyl (DDPH) radical, 2,2'-azobis(2-amidinopropane)dihydrochloride (AAPH) induced linoleic oxidation and AAPH induced red blood cell hemolysis assays. Hydrogenated derivatives of curcumin exhibited stronger DPPH scavenging activity compared to curcumin and a reference antioxidant, trolox. The scavenging activity significantly decreased in the order THC>HHC=OHC>trolox>curcumin>Dmc>>>Bdmc. Stronger antioxidant activities toward lipid peroxidation and red blood cell hemolysis were also demonstrated in the hydrogenated derivatives. By the model of AAPH induced linoleic oxidation, the stoichiometric number of peroxyl radical that can be trapped per molecule (n) of hydrogenated derivatives were 3.4, 3.8 and 3.1 for THC, HHC and OHC, respectively. The number (n) of curcumin and Dmc were 2.7 and 2.0, respectively, which are comparable to trolox, while it was 1.4 for Bdmc. The inhibition of AAPH induced red blood cell hemolysis significantly decreased in the order OHC>THC=HHC>trolox>curcumin=Dmc. Results in all models demonstrated the lower antioxidant activity of the demethoxy derivatives, suggesting the ortho-methoxyphenolic groups of curcumin are involved in antioxidant activities. On the other hand, hydrogenation at conjugated double bonds of the central seven carbon chain and beta diketone of curcumin to THC, HHC and OHC remarkably enhance antioxidant activity.

Description

Octahydrocurcumin is a hydrogenated derivatives of curcumin; metabolite of curcumin.

Keywords:

Octahydrocurcumin,36062-07-4,Hexahydrobisdemethoxycurcumin,Natural Products, buy Octahydrocurcumin , Octahydrocurcumin supplier , purchase Octahydrocurcumin , Octahydrocurcumin cost , Octahydrocurcumin manufacturer , order Octahydrocurcumin , high purity Octahydrocurcumin

Online Inquiry for:

      Fill out the information below

      • Size:Qty: - +

      * Required Fields

                                      Result: