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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:47:26 UTC
Update Date2022-03-07 02:57:13 UTC
HMDB IDHMDB0041911
Secondary Accession Numbers
  • HMDB41911
Metabolite Identification
Common NameIsepamicin
DescriptionIsepamicin, also known as ISP or hapa-b, belongs to the class of organic compounds known as 2-deoxystreptamine aminoglycosides. These are aminoglycosides containing the 2-deoxystreptamine (1,3-diaminocyclohexane-4,5,6-triol) core. Based on a literature review very few articles have been published on Isepamicin.
Structure
Data?1563863713
Synonyms
ValueSource
ISPHMDB
Isepamicin sulfateHMDB
Isepamicin sulphateHMDB
HAPA-bHMDB
IsépallineHMDB
N-(S-3-Amino-2-hydroxypropionyl)gentamicinHMDB
Schering-plough brand OF isepamicin sulfateHMDB
IsepacinHMDB
Isepamicin monosulfateHMDB
Isepamicin disulfateHMDB
Chemical FormulaC22H43N5O12
Average Molecular Weight569.6031
Monoisotopic Molecular Weight569.290821865
IUPAC Name(2S)-3-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-{[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-2-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-3-hydroxycyclohexyl]-2-hydroxypropanimidic acid
Traditional Nameisepamicin
CAS Registry Number58152-03-7
SMILES
CN[C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](N)C[C@H]2N=C(O)[C@@H](O)CN)OC[C@]1(C)O
InChI Identifier
InChI=1S/C22H43N5O12/c1-22(35)6-36-20(15(33)18(22)26-2)39-17-8(27-19(34)9(28)4-23)3-7(25)16(14(17)32)38-21-13(31)12(30)11(29)10(5-24)37-21/h7-18,20-21,26,28-33,35H,3-6,23-25H2,1-2H3,(H,27,34)/t7-,8+,9-,10+,11+,12-,13+,14-,15+,16+,17-,18+,20+,21+,22-/m0/s1
InChI KeyUDIIBEDMEYAVNG-ZKFPOVNWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-deoxystreptamine aminoglycosides. These are aminoglycosides containing the 2-deoxystreptamine (1,3-diaminocyclohexane-4,5,6-triol) core.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct Parent2-deoxystreptamine aminoglycosides
Alternative Parents
Substituents
  • 2-deoxystreptamine aminoglycoside
  • O-glycosyl compound
  • Glycosyl compound
  • Beta amino acid or derivatives
  • Aminocyclitol or derivatives
  • Cyclohexylamine
  • Cyclohexanol
  • Monosaccharide
  • Oxane
  • Cyclitol or derivatives
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Amino acid or derivatives
  • Carboxamide group
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Secondary amine
  • Polyol
  • Secondary aliphatic amine
  • Alcohol
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Amine
  • Primary amine
  • Organopnictogen compound
  • Organic oxide
  • Organonitrogen compound
  • Primary aliphatic amine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB13540
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2301019
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkIsepamicin
METLIN IDNot Available
PubChem Compound3037209
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available