SMB00370

Tetrahydrocurcumin

≥96% (HPLC)

• Synonym(s): Tetrahydrocurcumin, 1,7-bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione, HZIV 81-2, NSC687845, Tetrahydrodiferuloylmethane, 1,7-Bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione
• Empirical Formula (Hill Notation): C₂₁H₂₄O₆
• CAS Number: 36062-04-1
• Molecular Weight: 372.41
• Beilstein/REAXYS Number: 3485469
• MDL number: MFCD04152347
• UNSPSC Code: 12352205
• PubChem Substance ID: 329824974
• NACRES: NA.25

Properties

• Quality Level: 200
• assay: ≥96% (HPLC)
• form: powder
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: −20°C
• SMILES string: COc1cc(CCC(=O)CC(=O)CCc2ccc(O)c(OC)c2)ccc1O
• InChI: 1S/C21H24O6/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/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3
• InChI key: LBTVHXHERHESKG-UHFFFAOYSA-N

Description

General description

Tetrahydrocurcumin (THC) is a colorless metabolite of curcumin.[1] It has a similar structure to that of curcumin.[2] THC lacks the α, β-unsaturated carbonyl moiety in its chemical structure.[2] It is naturally sourced from the roots of Curcuma zedoaria, Zingiber mioga, and Zingiber officinale.[2]

Application

Tetrahydrocurcumin (THC) has been used as a neuroprotective agent to study its therapeutic potential in improving mitochondrial dysfunction in the ischemic stroke mice model.[3]

Biochem/physiol Actions

Tetrahydrocurcumin is well-studied in treating cancer for its excellent anti-cancer, anti-angiogenic, and chemopreventative activities.[4][5] It also exerts anti-inflammatory properties.[6] Tetrahydrocurcumin has been shown to have antioxidant and protective effects against diabetes[1], and vascular dysfunction[7] via alleviation of oxidative stress.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 385.2 °F
• flash_point_c: 196.2 °C