streptomycin (PAMDB110370)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB110370
Identification
Name: streptomycin
Description:Trication of streptomycin arising from protonation of the guanidino and secondary amino groups.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:

• 2,4-diguanidino-3,5,6-Trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside

• [2-Deoxy-2-(dimethylamino)-alpha-L-glucopyranosyl]-(1>2)-[5-deoxy-3-C-formyl-alpha-L-lyxofuranosyl]-(1>4)-{n',n'''-[(1,3,5/2,4,6)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine}

• Kantrex

• SM

• Streomycin

• 2,4-diguanidino-3,5,6-Trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-a-L-glucopyranosyl)-3-C-formyl-b-L-lyxopentanofuranoside

• 2,4-diguanidino-3,5,6-Trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-?-L-glucopyranosyl)-3-C-formyl-?-L-lyxopentanofuranoside

• [2-Deoxy-2-(dimethylamino)-a-L-glucopyranosyl]-(1>2)-[5-deoxy-3-C-formyl-a-L-lyxofuranosyl]-(1>4)-{n',n'''-[(1,3,5/2,4,6)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine}

• [2-Deoxy-2-(dimethylamino)-?-L-glucopyranosyl]-(1>2)-[5-deoxy-3-C-formyl-?-L-lyxofuranosyl]-(1>4)-{n',n'''-[(1,3,5/2,4,6)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl]diguanidine}

• Streptomycin a sulfate

• Streptomycin sesquisulfate hydrate

• Streptomycin sesquisulphate hydrate

• Streptomycin sulfate

• Streptomycin sulphate

• Streptomycin, sulfate salt

• Normon brand OF streptomycin sulfate

• Sanavita brand OF streptomycin sulfate

• strepto Hefa

• strepto-Fatol

• Streptomycin gr?nenthal

• Wernigerode brand OF streptomycin sulfate

• Clariana brand OF streptomycin sulfate

• Estreptomicina cepa

• Fatol brand OF streptomycin sulfate

• strepto Fatol

• strepto-Hefa

• CEPA brand OF streptomycin sulfate

• Estreptomicina normon

• Gr?nenthal brand OF streptomycin sulfate

• Panpharma brand OF streptomycin sulfate

• Estreptomicina clariana

• Streptomycin sulfate (2:3) salt

• Streptomycine panpharma

Chemical Formula: C21H42N7O12
Average Molecular Weight: 584.6
Monoisotopic Molecular Weight: 584.2891448498
InChI Key: UCSJYZPVAKXKNQ-HZYVHMACSA-Q
InChI: InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/p+3/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1
CAS number: 57-92-1
IUPAC Name:(1R,2R,3S,4R,5R,6S)-2,4-bis{[amino(iminio)methyl]amino}-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-[2-deoxy-2-(methylammonio)-α-L-glucopyranosyl]-3-C-formyl-α-L-lyxofuranoside
Traditional IUPAC Name: streptomycin
SMILES:CC1(OC(C(C1(C=O)O)OC2(C(C(C(C(O2)CO)O)O)[N+]C))OC3(C(C(C(C(C3O)O)NC(N)=[N+])O)NC(N)=[N+]))
Chemical Taxonomy
Taxonomy DescriptionThis compound 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.
Kingdom Organic compounds
Super ClassOrganic oxygen compounds
Class Organooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct Parent Aminocyclitol glycosides
Alternative Parents
Substituents
  • Amino cyclitol glycoside
  • Glycosyl compound
  • O-glycosyl compound
  • Cyclohexanol
  • Monosaccharide
  • Cyclitol or derivatives
  • Oxane
  • Cyclic alcohol
  • Tertiary alcohol
  • Tetrahydrofuran
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Guanidine
  • Secondary amine
  • Secondary aliphatic amine
  • Polyol
  • Organic 1,3-dipolar compound
  • Organoheterocyclic compound
  • Oxacycle
  • Acetal
  • Carboximidamide
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Primary alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Amine
  • Aldehyde
  • Alcohol
  • Organopnictogen compound
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State: Solid
Charge:+3
Melting point: Not Available
Experimental Properties:
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility1.28e+01 g/LNot Available
LogP-6.4Not Available
Predicted Properties
PropertyValueSource
Water Solubility12.8 mg/mLALOGPS
logP-2.6ALOGPS
logP-7.7ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)10.88ChemAxon
pKa (Strongest Basic)11.9ChemAxon
Physiological Charge3ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count14ChemAxon
Polar Surface Area331.43 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity149.47 m3·mol-1ChemAxon
Polarizability55.76 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CAS57-92-1
ChEBI58007
HMDBHMDB15214
KEGGC00413
PubChem25245365