MedKoo Cat#: 598620 | Name: Dihydrocurcumin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dihydrocurcumin is a trypanocidal diarylheptanoid from Aframomum letestuianum (Zingiberaceae).

Chemical Structure

Dihydrocurcumin
CAS#76474-56-1

Theoretical Analysis

MedKoo Cat#: 598620

Name: Dihydrocurcumin

CAS#: 76474-56-1

Chemical Formula: C21H22O6

Exact Mass: 370.1416

Molecular Weight: 370.40

Elemental Analysis: C, 68.10; H, 5.99; O, 25.92

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
10mg USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
Dihydrocurcumin; Chebi:67262; Letestuianin B;
IUPAC/Chemical Name
(4Z,6E)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-4,6-dien-3-one
InChi Key
BWHPKBOLJFNCPW-YJNULWIISA-N
InChi Code
InChI=1S/C21H22O6/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/h3,5-7,9-13,22,24-25H,4,8H2,1-2H3/b7-3+,16-13-
SMILES Code
O=C(/C=C(O)/C=C/C1=CC=C(O)C(OC)=C1)CCC2=CC=C(O)C(OC)=C2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 370.40 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Pan MH, Huang TM, Lin JK. Biotransformation of curcumin through reduction and glucuronidation in mice. Drug Metab Dispos. 1999 Apr;27(4):486-94. PubMed PMID: 10101144. 2: Lin JK. Suppression of protein kinase C and nuclear oncogene expression as possible action mechanisms of cancer chemoprevention by Curcumin. Arch Pharm Res. 2004 Jul;27(7):683-92. Review. PubMed PMID: 15356994. 3: Hassaninasab A, Hashimoto Y, Tomita-Yokotani K, Kobayashi M. Discovery of the curcumin metabolic pathway involving a unique enzyme in an intestinal microorganism. Proc Natl Acad Sci U S A. 2011 Apr 19;108(16):6615-20. doi: 10.1073/pnas.1016217108. Epub 2011 Apr 5. PubMed PMID: 21467222; PubMed Central PMCID: PMC3080977. 4: Tan S, Rupasinghe TW, Tull DL, Boughton B, Oliver C, McSweeny C, Gras SL, Augustin MA. Degradation of curcuminoids by in vitro pure culture fermentation. J Agric Food Chem. 2014 Nov 12;62(45):11005-15. doi: 10.1021/jf5031168. Epub 2014 Oct 29. PubMed PMID: 25317751. 5: Kita T, Imai S, Sawada H, Seto H. Isolation of dihydrocurcuminoids from cell clumps and their distribution in various parts of turmeric (Curcuma longa). Biosci Biotechnol Biochem. 2009 May;73(5):1113-7. Epub 2009 May 7. PubMed PMID: 19420708. 6: Lin JK, Lin-Shiau SY. Mechanisms of cancer chemoprevention by curcumin. Proc Natl Sci Counc Repub China B. 2001 Apr;25(2):59-66. Review. PubMed PMID: 11370761. 7: Shimoda K, Kubota N, Hirano H, Matsumoto M, Hamada H, Hamada H. Formation of tetrahydrocurcumin by reduction of curcumin with cultured plant cells of Marchantia polymorpha. Nat Prod Commun. 2012 Apr;7(4):529-30. PubMed PMID: 22574459. 8: Lin JK, Pan MH, Lin-Shiau SY. Recent studies on the biofunctions and biotransformations of curcumin. Biofactors. 2000;13(1-4):153-8. Review. PubMed PMID: 11237176. 9: Yu Q, Liu Y, Wu Y, Chen Y. Dihydrocurcumin ameliorates the lipid accumulation, oxidative stress and insulin resistance in oleic acid-induced L02 and HepG2 cells. Biomed Pharmacother. 2018 Jul;103:1327-1336. doi: 10.1016/j.biopha.2018.04.143. Epub 2018 May 7. PubMed PMID: 29864915. 10: Matsuda H, Tewtrakul S, Morikawa T, Nakamura A, Yoshikawa M. Anti-allergic principles from Thai zedoary: structural requirements of curcuminoids for inhibition of degranulation and effect on the release of TNF-alpha and IL-4 in RBL-2H3 cells. Bioorg Med Chem. 2004 Nov 15;12(22):5891-8. PubMed PMID: 15498665. 11: Wang J, Yu X, Zhang L, Wang L, Peng Z, Chen Y. The pharmacokinetics and tissue distribution of curcumin and its metabolites in mice. Biomed Chromatogr. 2018 Apr 24:e4267. doi: 10.1002/bmc.4267. [Epub ahead of print] PubMed PMID: 29689635.