Bekanamycin

Details

• Internal ID: 76a7b3d1-81df-470b-839e-ca78c64660c2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > 2-deoxystreptamine aminoglycosides > 4,6-disubstituted 2-deoxystreptamines
• IUPAC Name: (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxyoxane-3,4-diol
• SMILES (Canonical): C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(C(C(C(O3)CN)O)O)N)N
• SMILES (Isomeric): C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)N)N
• InChI: InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1
• InChI Key: SKKLOUVUUNMCJE-FQSMHNGLSA-N
• Popularity: 284 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₇N₅O₁₀
• Molecular Weight: 483.50 g/mol
• Exact Mass: 483.25404239 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: -7.20

Synonyms

• Kanamycin B
• 4696-76-8
• Nebramycin V
• Aminodeoxykanamycin
• nebramycin factor 5
• Bekanamycin [INN]
• 2'-Amino-2'-deoxykanamycin
• NK 1006
• NK-1006
• 15JT14C3GI
• DTXSID8023185
• CHEBI:28098
• Bekanamycin (INN)
• (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxyoxane-3,4-diol
• (1R,2S,3S,4R,6S)-4,6-diamino-3-[(3-amino-3-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
• (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-(((1R,2S,3S,4R,6S)-4,6-diamino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diol
• Becanamicina
• Bekanamycine
• Bekanamycinum
• Antibiotic derived from Streptomyces kanamyceticus. Kanamycin B
• (1R,2S,3S,4R,6S)-4,6-diamino-3-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
• O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1->6))-2-deoxy-D-streptamine
• Bekanamycine [INN-French]
• Bekanamycinum [INN-Latin]
• Becanamicina [INN-Spanish]
• UNII-15JT14C3GI
• NCGC00096063-01
• 9CS
• EINECS 225-170-5
• BRN 0061646
• Spectrum_001112
• Kanamycin B; Bekanamycin
• Spectrum2_000640
• Spectrum3_000619
• Spectrum4_001831
• Spectrum5_000621
• KANAMYCIN B [MI]
• CHEMBL176
• BEKANAMYCIN [WHO-DD]
• BSPBio_002158
• KBioGR_002528
• KBioSS_001592
• SCHEMBL158426
• SPBio_000640
• DTXCID903185
• MEGxm0_000486
• ACon0_001346
• GTPL12182
• KBio2_001592
• KBio2_004160
• KBio2_006728
• KBio3_001658
• HY-B1174
• Tox21_113194
• BDBM50368267
• AKOS030526149
• CS-4772
• DB13673
• SDCCGMLS-0066707.P001
• NCGC00178790-01
• CAS-4696-76-8
• SBI-0052603.P002
• TOBRAMYCIN IMPURITY A [EP IMPURITY]
• C00825
• D07497
• AB00053732_02
• A924196
• Antibiotic derived from Streptomyces kanamyceticus
• Kanamycin B, Antibiotic for Culture Media Use Only
• Q3637540
• W-106082
• (1R,2S,3S,4R,6S)-4,6-DIAMINO-3-((3-AMINO-3-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL)OXY)-2-HYDROXYCYCLOHEXYL 2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSIDE
• (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol
• .ALPHA.-D-GLUCOPYRANOSIDE, (1R,2S,3S,4R,6S)-4,6-DIAMINO-3-((3-AMINO-3-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL)OXY)-2-HYDROXYCYCLOHEXYL 2,6-DIAMINO-2,6-DIDEOXY-
• D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-6))-2-deoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	97.37%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.13%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.31%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.33%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.73%	95.58%
CHEMBL3589	P55263	Adenosine kinase	87.15%	98.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.98%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.56%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	84.89%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.48%	94.45%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.77%	82.86%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 439318
• LOTUS: LTS0065355
• wikiData: Q3637540