Pactamycin

Modify Date: 2024-01-03 10:41:04

Pactamycin Structure
Pactamycin structure
Common Name Pactamycin
CAS Number 23668-11-3 Molecular Weight 558.62300
Density 1.38g/cm3 Boiling Point 784.2ºC at 760mmHg
Molecular Formula C28H38N4O8 Melting Point N/A
MSDS USA Flash Point 428.1ºC
Symbol GHS06
GHS06
Signal Word Danger

 Use of Pactamycin


Pactamycin (NSC 52947) is a potent protein synthesis inhibitor, inhibits protein synthesis at the translocation step on the 70S ribosome, has activity against Gram-positive and Gram-negative bacteria, and broad antitumor, antiviral, and antiplasmodial act

 Names

Name Benzoic acid,2-hydroxy-6-methyl-,[(1S,2R,3R,4S,5S)-5-[(3-acetylphenyl)amino]-4-amino-3-[[(dimethylamino)carbonyl]amino]-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methylcyclopentyl]methylester
Synonym More Synonyms

 Chemical & Physical Properties

Density 1.38g/cm3
Boiling Point 784.2ºC at 760mmHg
Molecular Formula C28H38N4O8
Molecular Weight 558.62300
Flash Point 428.1ºC
Exact Mass 558.26900
PSA 194.68000
LogP 1.91870
Vapour Pressure 6.66E-26mmHg at 25°C
Index of Refraction 1.645

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RT0790000
CHEMICAL NAME :
Pactamycin
CAS REGISTRY NUMBER :
23668-11-3
LAST UPDATED :
199504
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C28-H38-N4-O8
MOLECULAR WEIGHT :
558.70
WISWESSER LINE NOTATION :
L5TJ AYQ1 AMVN1&1 BQ B1OVR CQ F1& CQ C1 DMR CV1& EZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1400 ug/kg
TOXIC EFFECTS :
Behavioral - food intake (animal) Gastrointestinal - other changes Liver - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
10 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 :
14 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 :
15600 ug/kg
TOXIC EFFECTS :
Behavioral - food intake (animal) Gastrointestinal - other changes Liver - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
750 ug/kg
TOXIC EFFECTS :
Behavioral - food intake (animal) Gastrointestinal - other changes Liver - other changes

MUTATION DATA

TEST SYSTEM :
Rodent - rat
DOSE/DURATION :
6 mg/kg
REFERENCE :
RCOCB8 Research Communications in Chemical Pathology and Pharmacology. (PJD Pub. Ltd., P.O. Box 966, Westbury, NY 11590) V.1- 1970- Volume(issue)/page/year: 11,311,1975 *** REVIEWS *** TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 2,159,1973

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H300-H315-H319-H335
Precautionary Statements P261-P264-P301 + P310-P305 + P351 + P338
RIDADR UN 2811 6.1 / PGII

 Articles23

More Articles
Enantioselective synthesis of pactamycin, a complex antitumor antibiotic.

Science 340(6129) , 180-2, (2013)

Medicinal application of many complex natural products is precluded by the impracticality of their chemical synthesis. Pactamycin, the most structurally intricate aminocyclopentitol antibiotic, displa...

Total synthesis of pactamycin and pactamycate: a detailed account.

J. Org. Chem. 77(21) , 9458-72, (2012)

This article describes synthetic studies that culminated in the first total synthesis of pactamycin and pactamycate and, in parallel, the two known congeners, de-6-MSA-pactamycin and de-6-MSA-pactamyc...

Diastereocontrolled construction of pactamycin's complex ureido triol functional array.

Org. Lett. 14(11) , 2878-81, (2012)

An advanced intermediate in a projected synthesis of pactamycin has been prepared. Early installation of the C1-dimethylurea functionality allows for its participation in a diastereoselective, chelati...

 Synonyms

Pactamycin
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