OctahydrocurcuminCAS# 36062-07-4 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
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. |
Description | Octahydrocurcumin 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. |
Targets | NF-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.
Comparative antioxidant activities of curcumin and its demethoxy and hydrogenated derivatives.[Pubmed: 17202663]Biol.Pharm. Bull., 2007, 30(1):74-8.
|
Octahydrocurcumin Dilution Calculator
Octahydrocurcumin Molarity Calculator
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. |
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
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
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.
- Hexahydrocurcumin
Catalog No.:BCN4641
CAS No.:36062-05-2
- Tetrahydrocurcumin
Catalog No.:BCN2724
CAS No.:36062-04-1
- Dihydrosanguinarine
Catalog No.:BCN3713
CAS No.:3606-45-9
- Alpinetin
Catalog No.:BCN5315
CAS No.:36052-37-6
- Diepiserratenediol
Catalog No.:BCN7433
CAS No.:3604-92-0
- Ecdysone
Catalog No.:BCN2629
CAS No.:3604-87-3
- 2',4'-Dihydroxy-6'-methoxyacetophenone
Catalog No.:BCN5314
CAS No.:3602-54-8
- Nandrolone decanoate
Catalog No.:BCC9087
CAS No.:360-70-3
- Glycodeoxycholic acid
Catalog No.:BCN7250
CAS No.:360-65-6
- [Ala17]-MCH
Catalog No.:BCC6024
CAS No.:359784-84-2
- 3,6-Ditigloyloxynortropane
Catalog No.:BCN1877
CAS No.:359723-70-9
- Pterosin G
Catalog No.:BCN8148
CAS No.:35964-50-2
- B-HT 933 dihydrochloride
Catalog No.:BCC7474
CAS No.:36067-72-8
- B-HT 920
Catalog No.:BCC1417
CAS No.:36085-73-1
- Sodium cholate
Catalog No.:BCN6981
CAS No.:361-09-1
- Propranolol glycol
Catalog No.:BCC6817
CAS No.:36112-95-5
- RBC8
Catalog No.:BCC5569
CAS No.:361185-42-4
- 3,4-Secolupa-4(23),20(29)-diene-3,28-dioic acid
Catalog No.:BCN7243
CAS No.:36138-41-7
- Saxagliptin
Catalog No.:BCC3934
CAS No.:361442-04-8
- JDTic
Catalog No.:BCC1670
CAS No.:361444-66-8
- D-(+)-Fucose
Catalog No.:BCN6432
CAS No.:3615-37-0
- alpha-L-Rhamnose
Catalog No.:BCN2592
CAS No.:3615-41-6
- Phytin
Catalog No.:BCN1285
CAS No.:3615-82-5
- Mullilam diol
Catalog No.:BCN5316
CAS No.:36150-04-6
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.