Blasticidin S

Names

[ CAS No. ]:
2079-00-7

[ Name ]:
Blasticidin S

[Synonym ]:
BLASTICIDIN S
bcs-3
3-[3-amino-5-(N-methyl-guanidino)-pentanoylamino]-6-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3,6-dihydro-2H-pyran-2-carboxylic acid
blasticidin-S
(S)-4-[[3-amino-5-[(aminoiminomethyl)methylamino]-1-oxopentyl]amino]-1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,2,3,4-tetradeoxy-β-D-erythro-hex-2-enopyranuronic acid
Blaes
bab
babs
Blas
cytovirin
1-(4-amino-1,2-dihydro-2-oxopyrimidin-1-yl)-4-[(S)-3-amino-5-(1-methylguanidino)valeramido]-1,2,3,4-tetradeoxy-β-D-erythro-hex-2-enopyranuronic acid
blasticidin
blastizidin
toabla-s

Biological Activity

[Description]:

Blasticidin S is a nucleoside antibiotic isolated from Streptomyces griseochromogenes. Blasticidin S is a potent inhibitor of protein synthesis in both prokaryotic and eukaryotic cells[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[Target]

Antibiotic[1]

[In Vitro]

Blasticidin S (BlaS) is a broad spectrum antibiotic and inhibits cell growth in prokaryotes, fungi, plants, and mammalian cells[1].

[References]

[1]. Kitamura K, et al. Critical role of the proton-dependent oligopeptide transporter (POT) in the cellular uptake of the peptidyl nucleoside antibiotic, blasticidin S. Biochim Biophys Acta Mol Cell Res. 2017 Feb;1864(2):393-398.

Chemical & Physical Properties

[ Density]:
1.61 g/cm3

[ Boiling Point ]:
539.06°C (rough estimate)

[ Melting Point ]:
235-236ºC

[ Molecular Formula ]:
C₁₇H₂₆N₈O₅

[ Molecular Weight ]:
422.43900

[ Exact Mass ]:
422.20300

[ PSA ]:
215.67000

[ LogP ]:
0.25370

[ Index of Refraction ]:
1.707

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EC4900000

CHEMICAL NAME :: Blasticidin S

CAS REGISTRY NUMBER :: 2079-00-7

LAST UPDATED :: 199312

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C17-H26-N8-O5

MOLECULAR WEIGHT :: 422.51

WISWESSER LINE NOTATION :: T6O CUTJ EMV1YZ2N1&YZUM FVQ B- AT6NVNJ DZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 16 mg/kg

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

REFERENCE :: GUCHAZ Guide to the Chemicals Used in Crop Protection. (Information Canada, 171 Slater St., Ottawa, Ont., Canada) Volume(issue)/page/year: 6,48,1973

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3100 mg/kg

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

REFERENCE :: 28ZEAL "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969 Volume(issue)/page/year: 5,27,1976

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 38 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: 30,1022,1977

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 220 mg/kg

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

REFERENCE :: 28ZEAL "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969 Volume(issue)/page/year: 5,27,1976

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 10 mg/kg

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

REFERENCE :: QJDRAZ Quarterly Journal of Crude Drug Research. (Lisse, Netherlands) V.1-19, 1961-81. For publisher information, see IJCREE. Volume(issue)/page/year: 8,1274,1968

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2820 ug/kg

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

REFERENCE :: JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 11,1,1958

Safety Information

[ Hazard Codes ]:
T+: Very toxic;

[ Risk Phrases ]:
R28

[ Safety Phrases ]:
S45;S24/25;S36/S37

[ RIDADR ]:
UN 3172

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)

[ HS Code ]:
29349990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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