ChemicalBook--->CAS DataBase List--->29066-42-0

29066-42-0

29066-42-0 Structure

29066-42-0 Structure
IdentificationBack 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 PropertiesBack Directory
[Boiling point ]

516.6±15.0 °C(Predicted)
[density ]

1.101±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble
[form ]

powder
[pka]

4.98±0.33(Predicted)
[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.
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

YQ1170000
Hazard InformationBack 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.
[in vivo]

At a dose of 25 mg/kg, hymeglusin inhibits cholesterol biosynthesis in rats by 45 %[2].

[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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