An active metabolite of curcumin with diverse biological activities
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Octahydrocurcumin

Item No. 33686

Technical Information
Formal Name
1,7-bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanediol
CAS Number
36062-07-4
Synonyms
  • Hexahydrobisdemethoxycurcumin
  • Hexahydrocurcuminol
Molecular Formula
C21H28O6
Formula Weight
Purity
≥95%
A 10 mg/ml solution in ethanol
Ethanol: 10 mg/mlMethanol: 10 mg/ml
SMILES
OC1=C(OC)C=C(CCC(O)CC(O)CCC2=CC(OC)=C(O)C=C2)C=C1
InChi Code
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
InChi Key
OELMAFBLFOKZJD-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-80°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    Octahydrocurcumin is an active metabolite of curcumin (Item Nos. 81025 | 81025.1) that has diverse biological activities.1,2,3,4 It scavenges DPPH radicals in a cell-free assay (IC50 = 12.3 µM).1 Octahydrocurcumin (6.25 µM) inhibits LPS-induced increases in inducible nitric oxide synthase (iNOS) and COX-2 levels, production of nitric oxide (NO), and nuclear translocation of NF-ᴋB in RAW 264.7 cells.2 It is active against the bacteria B. subtilis, K. pneumoniae, E. coli, E. aerogenes, P. aeruginosa, and S. aureus, as well as C. albicans, in disc assays.3 Octahydrocurcumin (5, 10, and 20 mg/kg) increases survival, reduces tumor weight, and induces tumor cell apoptosis in an H22 murine hepatocellular carcinoma model.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Deters, M., Knochenwefel, H., Lindhorst, D., et alDifferent curcuminoids inhibit T-lymphocyte proliferation independently of their radical scavenging activities. Pharm. Res. 25(8), 1822-1827 (2008).

    2. Zhao, F., Gong, Y., Hu, Y., et alCurcumin and its major metabolites inhibit the inflammatory response induced by lipopolysaccharide: Translocation of nuclear factor-κB as potential target. Mol. Med. Rep. 11(4), 3087-3093 (2015).

    3. Singh, R.P., and Jain, D.A. Antimicrobial activity of hydrogenated derivatives of curcumin. Pharm. Res. 5(7), 3650-3653 (2012).

    4. Zhang, Z., Luo, D., Xie, J., et alOctahydrocurcumin, a final hydrogenated metabolite of curcumin, possesses superior anti-tumor activity through induction of cellular apoptosis. Food Funct. 9(4), 2005-2014 (2018).