Compound: Blasticidin S
SMILES: O=c1nc(N)ccn1[C@@H]2O[C@H](C(=O)O)[C@@H](NC(=O)C[C@@H](N)CCN(C(=N)N)C)C=C2
InChIKey: CXNPLSGKWMLZPZ-ZNIXKSQXSA-N
Synonyms: Blasticidin S, blasticidin-S, 2079-00-7, BLASTICIDIN_S, DTXSID0058015, TOA bla-S, Blastizidin, CHEBI:15353, (2S,3S,6R)-3-[[(3S)-3-amino-5-[carbamimidoyl(methyl)amino]pentanoyl]amino]-6-(4-amino-2-oxopyrimidin-1-yl)-3,6-dihydro-2H-pyran-2-carboxylic acid, (2S,3S,6R)-3-(((3S)-3-amino-5-(carbamimidoyl(methyl)amino)pentanoyl)amino)-6-(4-amino-2-oxopyrimidin-1-yl)-3,6-dihydro-2H-pyran-2-carboxylic acid, 1-(1'-Cytosinyl)-4-(L-3'-amino-5'-(1''-N-methylguanidino)valerylamino)-1,2,3,4-tetradeoxy-beta-D-erythro-hex-2-enuronic acid, RefChem:917379, DTXCID3031783, (2S,3S,6R)-3-(3-amino-5-(N-methylcarbamimidamido)pentanamido)-6-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3,6-dihydro-2H-pyran-2-carboxylic acid, 1-(1'-Cytosinyl)-4-(l-3'-amino-5'-(1"-n-methylguanidino)valerylamino)-12,3,4-tetradeoxy-beta-d-erythro-hex-2-enuronic acid, 1-(4-Amino-1,2-dihydro-2-oxopyrimidin-1-yl)-4-((s)-3-amino-5-(1-methyl-guanidino)valeramido)-1,2,3,4-tetradeoxy-beta-d-erythro-hex-2-enopyra-nuronic acid, beta-D-erythro-Hex-2-enopyranuronic acid, 4-((3-amino-5-((aminoiminomethyl)methylamino)-1-oxopentyl)amino)-1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,2,3,4-tetradeoxy-, (S)-, 83U64J9U23, CHEMBL5279536, CXNPLSGKWMLZPZ-ZNIXKSQXSA-N, SCHEMBL73841, CHEMBL476894, beta-D-erythro-Hex-2-enopyranuronic acid, 4-[[(3S)-3-amino-5-[(aminoiminomethyl)methylamino]-1-oxopentyl]amino]-1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,2,3,4-tetradeoxy-, BDBM50614273, HY-103401A, CS-0088604, NS00011707, Q4925433, 2(1H)-pyrimidinone, 4-amino-1-[4-[[(3S)-3-amino-5-[(aminoiminomethyl)methylamino]-1-oxopentyl]amino]-2,3,4-trideoxy-beta-D-erythro-hex-2-enopyranuronosyl]-, 4-Amino-1-(4-{(3S)-3-amino-5-[carbamimidoyl(methyl)amino]pentanamido}-2,3,4-trideoxy-beta-D-erythro-hex-2-enopyranuronosyl)pyrimidin-2(1H)-one, 4-amino-1-(4-{[(3S)-3-amino-5-(N-methylcarbamimidamido)pentanoyl]amino}-2,3,4-trideoxy-beta-D-erythro-hex-2-enopyranuronosyl)pyrimidin-2(1H)-one, 4-amino-1-[4-({(3S)-3-amino-5-[carbamimidoyl(methyl)amino]pentanoyl}amino)-2,3,4-trideoxy-beta-D-erythro-hex-2-enopyranuronosyl]pyrimidin-2(1H)-one, InChI=1/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/s, rel-4-amino-1-[4-({(3R)-3-amino-5-[[amino(imino)methyl](methyl)amino]pentanoyl}amino)-2,3,4-trideoxy-beta-L-erythro-hex-2-enopyranuronosyl]pyrimidin-2(1H)-one
Theoretical properties:
molecular_formula: C17H26N8O5
molecular_weight: 422.4 g/mol
exact_mass: 422.20261596 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 9
heavy_atom_count: 30
topological_polar_surface_area: 213 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless crystals
color: Colorless crystals
melting_point: 235-236 °C (decomp.)
solubility: In acetic acid >30 g/l (20 °C). Practically insoluble in acetone, benzene, carbon tetrachloride, chloroform, cyclohexane, dioxane, ethanol, diethyl ether, ethyl acetate, methanol, pyridine, xylene.
vapor_pressure: Vapor pressure, Pa at 25 °C: (negligible)
Descriptions:
pubchem: Blasticidin S is a blasticidin that is an antibiotic obtained from Streptomyces griseochromogene. It has a role as a fungicide, an antimicrobial agent, a protein synthesis inhibitor and a bacterial metabolite. It is a blasticidin and an antibiotic antifungal agent. It is a conjugate base of a blasticidin S(1+).
chebi: A blasticidin that is an antibiotic obtained from <em>Streptomyces griseochromogene</em>.
chembl: BLASTICIDIN_S is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Blasticidin S is an antibiotic that is used in biology research for selecting cells in cell culture. Cells of interest can express the blasticidin resistance genes BSD or bsr, and can then survive treatment with the antibiotic. Blasticidin S is a nucleoside analogue antibiotic, resembling the nucleoside cytidine. Blasticidin works against human cells, fungi, and bacteria, all by disrupting protein translation. It was originally described by Japanese researchers in the 1950s seeking antibiotics for rice blast fungus.