| Identification | Back Directory | [Name]
antibiotic 1233A | [CAS]
29066-42-0 | [Synonyms]
699
F-244
1233A
L-659699
Hymeglusin
Antibiotic F-244
(R,R)-HyMeglusin
antibiotic 1233A
(2E,4E,7R)-11-[(2R,3R)-3-Hydroxymethyl-4-oxooxetan-2-yl]-3,5,7-trimethyl-2,4-undecadienoic acid
(2E,4E,7R)-11-[(2R,3R)-3-(Hydroxymethyl)-4-oxo-2-oxetanyl]-3,5,7-trimethyl-2,4-undecadienoic acid
(2E, 4E, 7R)-11-[(2R,3R)-3-(Hydroxymethyl)-4-oxooxetan-2-yl]-3,5,7-trimethylundeca-2,4-dienoic acid
2,4-Undecadienoic acid, 11-[(2R,3R)-3-(hydroxymethyl)-4-oxo-2-oxetanyl]-3,5,7-trimethyl-, (2E,4E,7R)- | [Molecular Formula]
C18H28O5 | [MOL File]
29066-42-0.mol | [Molecular Weight]
324.41 |
| Chemical Properties | Back Directory | [storage temp. ]
-20°C | [solubility ]
DMSO: soluble | [form ]
powder | [color ]
White | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
| Hazard Information | Back Directory | [Description]
Hymeglusin (29066-42-0) is an inhibitor of eukaryotic mevalonate biosynthesis via inhibition of HMG-CoA synthase, IC50=0.12 μM.1 Acts via covalent modification of the active site Cys129.1,2 Inhibits cholesterol biosynthesis in rats (45% at 25 mg/Kg).1 Also inhibits bacterial HMG-CoA synthase.3 Inhibits dengue virus replication.4 | [Uses]
Hymeglusin is an irreversible HMG-CoA synthase inhibitor. | [Definition]
ChEBI: Hymeglusin is a long-chain fatty acid. | [storage]
+4°C | [References]
1) Greenspan et al. (1987), Inhibition of hydroxymethylglutaryl-coenzyme A synthase by L-659,699; Proc. Natl. Acad. Sci. USA, 84 7488
2) Tomoda et al. (2004), Binding site for fungal beta-lactone hymeglusin on cytosolic 3-hydroxy-3-methylglutaryl coenzyme A synthase; Biochem. Biophys. Acta, 1636 22
3) Skaff et al. (2012), Biochemical and structural basis for inhibition of Enterococcis faecalis hydroxymethylglutaryl-CoA synthase, mvaS, by hymeglusin; Biochemistry, 51 4713
4) Rothwell et al. (2009), Cholesterol biosynthesis modulation regulates dengue viral replication; Virology, 389 8 |
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