Neomycin A (CED0010234)

Record Information
Version1.0
Creation Date2026-03-31 20:20:46 UTC
Update Date2026-05-14 18:10:36 UTC
Accession NumberCHEM057752
Identification
Common NameNeomycin A
ClassSmall Molecule
Description
Neomycin A is an organic compound with the chemical formula C12H26N4O6 and an average molecular weight of 322.36 g/mol. Neomycin A belongs to the carbohydrates and carbohydrate conjugates, a subclass of organooxygen compounds within the organic compounds. This substance is found in or released from three recorded sources: pharmaceuticals & veterinary products (specifically antibiotics), electrical & electronic equipment (radio transmission systems), and food, food processing & cookware (specifically the preparation of malt). Recorded routes of exposure for Neomycin A include oral and inhalation.
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Desoxy-4-O-(2,6-diamino-2,6-didesoxy-alpha-D-glucopyranosyl)-D-streptaminChEBI
4-O-(2,6-Diamino-2,6-dideoxy-alpha-D-glucopyranosyl)-2-deoxy-D-streptamineChEBI
Neomycin aChEBI
2-Desoxy-4-O-(2,6-diamino-2,6-didesoxy-a-D-glucopyranosyl)-D-streptaminGenerator
2-Desoxy-4-O-(2,6-diamino-2,6-didesoxy-α-D-glucopyranosyl)-D-streptaminGenerator
4-O-(2,6-Diamino-2,6-dideoxy-a-D-glucopyranosyl)-2-deoxy-D-streptamineGenerator
4-O-(2,6-Diamino-2,6-dideoxy-α-D-glucopyranosyl)-2-deoxy-D-streptamineGenerator
NeaminMeSH
Chemical FormulaC12H26N4O6
Average Molecular Mass322.362 g/mol
Monoisotopic Mass322.185 g/mol
CAS Registry Number3947-65-7
IUPAC Name(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy}oxane-3,4-diol
Traditional Nameneamine
SMILES[H][C@]1(O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O)O[C@H](CN)[C@@H](O)[C@H](O)[C@H]1N
InChI IdentifierInChI=1S/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1
InChI KeySYJXFKPQNSDJLI-HKEUSBCWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentAminocyclitol glycosides
Alternative Parents
Substituents
  • Amino cyclitol glycoside
  • 2-deoxystreptamine aminoglycoside
  • Glycosyl compound
  • O-glycosyl compound
  • Aminocyclitol or derivatives
  • Cyclohexanol
  • Cyclohexylamine
  • Cyclitol or derivatives
  • Oxane
  • Monosaccharide
  • Cyclic alcohol
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Acetal
  • Organoheterocyclic compound
  • Oxacycle
  • Primary amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic nitrogen compound
  • Amine
  • Alcohol
  • Primary aliphatic amine
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility101 g/LALOGPS
logP-2.9ALOGPS
logP-5.3ChemAxon
logS-0.5ALOGPS
pKa (Strongest Acidic)12.66ChemAxon
pKa (Strongest Basic)9.67ChemAxon
Physiological Charge4ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area203.46 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity73.72 m³·mol⁻¹ChemAxon
Polarizability32.19 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05fr-0429000000-2bc7f27ad85ff6a2aa84Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ot-1911000000-ac586b4bc915bd3150b6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-006x-9700000000-ac6ad591c35d1a21e90aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-022i-9687000000-c67b4793fee38d0c81c2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ox-3931000000-11ae86f1ff8c2a5944a9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-08fu-5900000000-b1c81142457405d61326Not AvailableView Spectrum
MSMS SpectrumNot AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
6903.0Log mg/kg[3900:12000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Gap junction beta-2 protein structureClick to view 3D structureGap junction beta-2 proteinP29033HumansPredicted (SEA)0.389246
Click to view 3D structureHuman immunodeficiency virus type 1 REVQ77Y21Human immunodeficiency virus 1Predicted (SEA)0.0778492
Beta-ketoacyl-[acyl-carrier-protein] synthase III structureClick to view 3D structureBeta-ketoacyl-[acyl-carrier-protein] synthase IIIP0A6R0Escherichia coli (strain K12)Predicted (SEA)0.0778492
Gap junction alpha-1 protein structureClick to view 3D structureGap junction alpha-1 proteinP17302HumansPredicted (SEA)0.389246
Click to view 3D structure3-oxoacyl-[acyl-carrier-protein] synthase 3C3TDZ2Escherichia coliPredicted (SEA)0.311397
Click to view 3D structureAminoglycoside acetyltransferaseQ70E71Enterococcus duransPredicted (SEA)6.53933
CD44 antigen structureClick to view 3D structureCD44 antigenP16070HumansPredicted (SEA)4.98235
Click to view 3D structureCD44 antigenP15379Mus musculusPredicted (SEA)4.98235
Heparanase structureClick to view 3D structureHeparanaseQ9Y251HumansPredicted (SEA)2.25763
Click to view 3D structureEndo-beta-N-acetylglucosaminidaseQ9ZB22Arthrobacter protophormiaePredicted (SEA)4.9045
Click to view 3D structureKiller cell lectin-like receptor subfamily B member 1AP27471Rattus norvegicusPredicted (SEA)9.18621
Click to view 3D structureLectinB4EH87Burkholderia cenocepacia (strain ATCC BAA-245 / DSM 16553 / LMG 16656/ NCTC 13227 / J2315 / CF5610) (Burkholderia cepacia (strain J2315))Predicted (SEA)17.2047
Transient receptor potential cation channel subfamily V member 1 structureClick to view 3D structureTransient receptor potential cation channel subfamily V member 1Q8NER1HumansPredicted (SEA)1469.48
Click to view 3D structureType 1 fimbrin D-mannose specific adhesinP08191Escherichia coli K-12Predicted (SEA)19.7737
Click to view 3D structureProtein TatP04326Human immunodeficiency virus type 1 group M subtype B (isolate PCV12)(HIV-1)Predicted (SEA)0.155698
Click to view 3D structureAlpha-amylaseQ7M328Sus scrofa domesticusPredicted (SEA)3.89246
Click to view 3D structureN-acetyllactosaminide alpha-1,3-galactosyltransferaseP50127Sus scrofaPredicted (SEA)31.0618
Lethal factor structureClick to view 3D structureLethal factorP15917Bacillus anthracisPredicted (SEA)603.098
Click to view 3D structureType 1 InsP3 receptor isoform S2P79248Sus scrofaPredicted (SEA)1.47914
Galectin-3 structureClick to view 3D structureGalectin-3P17931HumansPredicted (SEA)89.3709
Click to view 3D structurePA-I galactophilic lectinQ05097Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)Predicted (SEA)13.5458
Click to view 3D structureSucrase-isomaltase, intestinalP23739Rattus norvegicusPredicted (SEA)21.6421
Click to view 3D structureInositol 1,4,5-trisphosphate-gated calcium channel ITPR1P29994Rattus norvegicusPredicted (SEA)5.76084
Click to view 3D structureEndopolygalactyuronaseP79074Chondrostereum purpureumPredicted (SEA)3.11397
Click to view 3D structurePhospho-N-acetylmuramoyl-pentapeptide-transferaseE2QF15Escherichia coliPredicted (SEA)53.4824
Concentrations
Not Available
External Links
DrugBank IDDB04808
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNeamine
Chemspider IDNot Available
ChEBI ID7489
PubChem Compound ID72392
Kegg Compound IDC01441
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1008820
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16361562
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16870442
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16942021
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=17317190
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=17416529
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=19276260
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=20000576
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21135992