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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H26N8O5
Molecular Weight 422.4389
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BLASTICIDIN S

SMILES

CN(CC[C@H](N)CC(=O)N[C@@H]1C=C[C@H](O[C@H]1C(O)=O)N2C=CC(N)=NC2=O)C(N)=N

InChI

InChIKey=CXNPLSGKWMLZPZ-GIFSMMMISA-N
InChI=1S/C17H26N8O5/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29)/t9-,10+,13-,14+/m0/s1

HIDE SMILES / InChI

Molecular Formula C17H26N8O5
Molecular Weight 422.4389
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Blasticidin S is a metabolite of Streptomyces griseochromogenes and was formerly used in practice as a fungicide against a phytopathogenic fungus, Pyricularia oryzae. Blasticidin S inhibits protein synthesis of both prokaryotic and eukaryotic organisms by interacting with their ribosomes. Blasticidin S, a protein synthesis inhibitor, inhibits aflatoxin production of Aspergillus flavus without affecting fungal growth. It has been demonstrated that blasticidin S also exhibits antibacterial activity, toxicity to mammalians and tumor-inhibitory activity.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Curative
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Increase of E. coli cell number was completely suppressed at 2.3 X 10(-4) M of Blasticidin S and the viable cell number was markedly decreased at 9.2 x 10(-4 ) M. 2.3X 10(-4) M was regarded as the minimal growth-inhibitory concentration against E. coli and B. megaterium.
Substance Class Chemical
Record UNII
83U64J9U23
Record Status Validated (UNII)
Record Version