hymeglusin

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Names

[ CAS No. ]:
29066-42-0

[ Name ]:
hymeglusin

[Synonym ]:
(2E,4E,7R)-11-[(2R,3R)-3-(Hydroxymethyl)-4-oxo-2-oxetanyl]-3,5,7-trimethyl-2,4-undecadienoic acid
2,4-Undecadienoic acid, 11-[(2R,3R)-3-(hydroxymethyl)-4-oxo-2-oxetanyl]-3,5,7-trimethyl-, (2E,4E,7R)-
hymeglusin

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
516.6±15.0 °C at 760 mmHg

[ Molecular Formula ]:
C18H28O5

[ Molecular Weight ]:
324.412

[ Flash Point ]:
181.3±13.9 °C

[ Exact Mass ]:
324.193665

[ PSA ]:
83.83000

[ LogP ]:
2.59

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.510

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YQ1170000
CHEMICAL NAME :
2,4-Undecadienoic acid, 11-(3-(hydroxymethyl)-4-oxo-2-oxetanyl)-3,5,7-trimeth yl-, (2R-(2-alpha(2E,4E,7R*),3-beta))-
CAS REGISTRY NUMBER :
29066-42-0
LAST UPDATED :
199406
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C18-H28-O5
MOLECULAR WEIGHT :
324.46

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 41,247,1988
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 41,247,1988

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
YQ1170000

Synthetic Route

Precursor & DownStream

Precursor

  • Diphenylmethyl [2E,4E,7R,(2'R,3'R)]-11-(3'-hydroxymethyl-4'-oxooxetan-2'-yl)-3,5,7-trimethylundeca-2,4-dienoate
  • (+)-Citronellal

DownStream

Articles

Characterization of peroxisomal 3-hydroxy-3-methylglutaryl coenzyme A reductase in UT2 cells: sterol biosynthesis, phosphorylation, degradation, and statin inhibition.

Biochemistry 39(1) , 237-47, (2000)

We have previously identified a CHO cell line (UT2 cells) that expresses only one 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase protein which is localized exclusively in peroxisomes [Engfe...

Binding site for fungal beta-lactone hymeglusin on cytosolic 3-hydroxy-3-methylglutaryl coenzyme A synthase.

Biochim. Biophys. Acta 1636(1) , 22-8, (2004)

We studied the molecular mechanism through which the fungal beta-lactone, hymeglusin, potently and specifically inhibits 3-hydroxy-3-methylglutaryl-CoA (HMG-CoA) synthase. [(14)C]Hymeglusin covalently...

Biosynthesis of antibiotic 1233A (F-244) and preparation of [14C]1233A.

J. Antibiot. 45(4) , 563-7, (1992)

The biosynthesis of antibiotic 1233A (F-244) was studied by feeding 13C-labeled precursors to the producing organism, Scopulariopsis sp. F-244. 13C NMR spectroscopy established that 1233A is derived f...


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