(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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L-659,699, also known as hymeglusin (CAT: I007557), is a fungal β-lactone antibiotic with pharmacological action as an inhibitor of HMG-CoA synthase. It exerts its inhibitory effect by covalently modifying the active Cys129 residue of the enzyme. HMG-CoA synthase is a key enzyme involved in the biosynthesis of cholesterol and other important molecules in the mevalonate pathway. By inhibiting HMG-CoA synthase, L-659,699 disrupts the synthesis of mevalonate and downstream metabolites. This compound has been studied for its potential therapeutic applications in conditions such as hypercholesterolemia and other metabolic disorders.


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%
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 CC(CCCCC1C(C(=O)O1)CO)CC(=CC(=CC(=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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