Cerulenin

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Names

[ Name ]:
Cerulenin

[Synonym ]:
2,3-Epoxy-4-oxo-7,10-dodecadienamide
(2R,3S)-3-[(4E,7E)-Nona-4,7-dienoyl]oxirane-2-carboxamide
trans-dodecadienamide)
3S)-2,3-epoxy-4-oxo-7,10-trans
caerulein A
EINECS 241-424-8
[2R-[2a,3a(4E,7E)]]-3-(1-Oxo-4,7-nonadienyl)oxiranecarboxamide
Oxiranecarboxamide, 3-(1-oxo-4,7-nonadienyl)-, (2R-(2-α,3-α(4E,7E)))- (9CI)
(2R,3S)-3-[(4E,7E)-4,7-Nonadienoyl]-2-oxiranecarboxamide
2-Oxiranecarboxamide, 3-[(4E,7E)-1-oxo-4,7-nonadien-1-yl]-, (2R,3S)-
Helicocerin
MFCD00077686
2-Oxiranecarboximidic acid, 3-[(4E,7E)-1-oxo-4,7-nonadien-1-yl]-, (2R,3S)-
(2R,3S)-3-[(4E,7E)-4,7-Nonadienoyl]-2-oxiranecarboximidic acid
Cerulenin

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
456.1±45.0 °C at 760 mmHg

[ Melting Point ]:
93.5℃

[ Molecular Formula ]:
C₁₂H₁₇NO₃

[ Molecular Weight ]:
223.268

[ Flash Point ]:
241.1±25.0 °C

[ Exact Mass ]:
223.120850

[ PSA ]:
72.69000

[ LogP ]:
0.94

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.529

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: JR1670000

CHEMICAL NAME :: 7,10-Dodecadienamide, 2,3-epoxy-4-oxo-

CAS REGISTRY NUMBER :: 17397-89-6

LAST UPDATED :: 199410

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C12-H17-N-O3

MOLECULAR WEIGHT :: 223.30

WISWESSER LINE NOTATION :: T3OTJ BVZ CV2U4U2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 547 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 211 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 245 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 154 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Microorganism - not otherwise specified

DOSE/DURATION :: 2 mg/L

REFERENCE :: JOBAAY Journal of Bacteriology. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1916- Volume(issue)/page/year: 133,472,1978

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
JR1670000

Articles

Purification and characterization of the Staphylococcus aureus bacillithiol transferase BstA.

Biochim. Biophys. Acta 1840(9) , 2851-61, (2014)

Gram-positive bacteria in the phylum Firmicutes synthesize the low molecular weight thiol bacillithiol rather than glutathione or mycothiol. The bacillithiol transferase YfiT from Bacillus subtilis wa...

Fatty acid synthase inhibitors induce apoptosis in non-tumorigenic melan-a cells associated with inhibition of mitochondrial respiration.

PLoS ONE 9(6) , e101060, (2014)

The metabolic enzyme fatty acid synthase (FASN) is responsible for the endogenous synthesis of palmitate, a saturated long-chain fatty acid. In contrast to most normal tissues, a variety of human canc...

A Duo of Potassium-Responsive Histidine Kinases Govern the Multicellular Destiny of Bacillus subtilis.

MBio 6 , e00581, (2015)

Multicellular biofilm formation and surface motility are bacterial behaviors considered mutually exclusive. However, the basic decision to move over or stay attached to a surface is poorly understood....