(R,R)-Hymeglusin

For research use only. Not for therapeutic Use.

  • CAT Number: I007557
  • CAS Number: 29066-42-0
  • Molecular Formula: C₁₈H₂₈O₅
  • Molecular Weight: 324.41
  • Purity: ≥95%
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(R,R)-Hymeglusin(Cat No.:I007557)is a fungal metabolite and potent inhibitor of 3-hydroxy-3-methylglutaryl-CoA (HMG-CoA) synthase, a key enzyme in the mevalonate pathway. By disrupting this pathway, it impacts cholesterol biosynthesis and other isoprenoid-derived processes, making it valuable in metabolic and lipid research. Its stereospecific (R,R) configuration enhances its inhibitory activity, offering insights into enzyme regulation and metabolic disorders. (R,R)-Hymeglusin serves as a critical tool for studying cellular lipid homeostasis, exploring potential therapeutic strategies for hypercholesterolemia, and understanding the biochemical intricacies of isoprenoid synthesis in various biological systems.


Catalog Number I007557
CAS Number 29066-42-0
Synonyms

Hymeglusin; L-659,699; L 659,699; L659,699.;(2E,4E,7R)-11-[(2R,3R)-3-(hydroxymethyl)-4-oxooxetan-2-yl]-3,5,7-trimethylundeca-2,4-dienoic acid

Molecular Formula C₁₈H₂₈O₅
Purity ≥95%
Target Dengue virus
Solubility Soluble in DMSO
Storage -20°C
IUPAC Name (2E,4E,7R)-11-[(2R,3R)-3-(hydroxymethyl)-4-oxooxetan-2-yl]-3,5,7-trimethylundeca-2,4-dienoic acid
InChI InChI=1S/C18H28O5/c1-12(8-13(2)9-14(3)10-17(20)21)6-4-5-7-16-15(11-19)18(22)23-16/h9-10,12,15-16,19H,4-8,11H2,1-3H3,(H,20,21)/b13-9+,14-10+/t12-,15-,16-/m1/s1
InChIKey ODCZJZWSXPVLAW-KXCGKLMDSA-N
SMILES C[C@H](CCCC[C@@H]1[C@H](C(=O)O1)CO)C/C(=C/C(=C/C(=O)O)/C)/C
Reference

1:The reversal of the inhibition on lipids synthesis by L-659,699 in arterial smooth muscle cells cultures. Carazo A, Alejandre MJ, Louktibi A, Linares A.Mol Cell Biochem. 2001 May;221(1-2):25-31. PMID: 11506182<br />
2:Inhibition of hydroxymethylglutaryl-coenzyme A synthase by L-659,699. Greenspan MD, Yudkovitz JB, Lo CY, Chen JS, Alberts AW, Hunt VM, Chang MN, Yang SS, Thompson KL, Chiang YC, et al.Proc Natl Acad Sci U S A. 1987 Nov;84(21):7488-92. PMID: 2890166 Free PMC Article

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