ContaminantDB: Streptomycin sulfate (2:3)

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 04:00:07 UTC

Update Date

2016-11-09 01:15:32 UTC

Accession Number

CHEM017191

Identification

Common Name

Streptomycin sulfate (2:3)

Class

Small Molecule

Description

Streptomycin is an antibiotic used to treat a number of bacterial infections. This includes tuberculosis, Mycobacterium avium complex, endocarditis, brucellosis, Burkholderia infection, plague, tularemia, and rat bite fever. For active tuberculosis it is often given together with isoniazid, rifampicin, and pyrazinamide. It is given by injection into a vein or muscle.Common side effects include feeling like the world is spinning, vomiting, numbness of the face, fever, and rash. Use during pregnancy may result in permanent deafness in the developing baby. Use appears to be safe while breastfeeding. It is not recommended in people with myasthenia gravis or other neuromuscular disorders. Streptomycin is an aminoglycoside. It works by blocking the ability of 30S ribosomal subunits to make proteins, which results in bacterial death.Streptomycin was discovered in 1943 from Streptomyces griseus. It is on the World Health Organization's List of Essential Medicines, which lists the most effective and safe medicines needed in a health system. The wholesale cost in the developing world is between US$0.38 and $4.39 per day. In the United States, a course of treatment costs more than $200.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Streptomycin sulfuric acid	Generator
Streptomycin sulphate	Generator
Streptomycin sulphuric acid	Generator
Streptomycin grünenthal	MeSH
Strepto fatol	MeSH
Estreptomicina normon	MeSH
Estreptomicina clariana	MeSH
Streptomycin sulfate (2:3) salt	MeSH
Estreptomicina cepa	MeSH
Strepto hefa	MeSH
Strepto-hefa	MeSH
Streptomycin	MeSH
Streptomycine panpharma	MeSH
Strepto-fatol	MeSH
Normon brand OF streptomycin sulfate	MeSH
Clariana brand OF streptomycin sulfate	MeSH
Grünenthal brand OF streptomycin sulfate	MeSH
Sanavita brand OF streptomycin sulfate	MeSH
Streptomycin sulfate	MeSH
Panpharma brand OF streptomycin sulfate	MeSH
Wernigerode brand OF streptomycin sulfate	MeSH
CEPA brand OF streptomycin sulfate	MeSH
Fatol brand OF streptomycin sulfate	MeSH

Chemical Formula

C₄₂H₈₄N₁₄O₃₆S₃

Average Molecular Mass

1457.380 g/mol

Monoisotopic Mass

1456.433 g/mol

CAS Registry Number

3810-74-0

IUPAC Name

bis(N-[(1R,2R,3S,4R,5R,6S)-3-carbamimidamido-4-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy}-2,5,6-trihydroxycyclohexyl]guanidine); tris(sulfuric acid)

Traditional Name

bis(streptomycin); tris(sulfuric acid)

SMILES

OS(O)(=O)=O.OS(O)(=O)=O.OS(O)(=O)=O.[H][C@@]1(C)O[C@@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(NC(N)=N)[C@@]([H])(O)[C@]2([H])NC(N)=N)[C@]([H])(O[C@]2([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])NC)[C@@]1(O)C=O.[H][C@@]1(C)O[C@@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(NC(N)=N)[C@@]([H])(O)[C@]2([H])NC(N)=N)[C@]([H])(O[C@]2([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])NC)[C@@]1(O)C=O

InChI Identifier

InChI=1S/2C21H39N7O12.3H2O4S/c2*1-5-21(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;3*1-5(2,3)4/h2*4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28);3*(H2,1,2,3,4)/t2*5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+;;;/m00.../s1

InChI Key

QTENRWWVYAAPBI-YCRXJPFRSA-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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Aminocyclitol glycosides

Alternative Parents

Substituents

Amino cyclitol glycoside
Glycosyl compound
O-glycosyl compound
Cyclohexanol
Sulfuric acid
Cyclitol or derivatives
Monosaccharide
Oxane
Cyclic alcohol
Organic sulfuric acid or derivatives
Tertiary alcohol
Tetrahydrofuran
Secondary alcohol
1,2-aminoalcohol
Guanidine
Carboximidamide
Secondary amine
Secondary aliphatic amine
Polyol
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Acetal
Propargyl-type 1,3-dipolar organic compound
Organic oxide
Primary alcohol
Alcohol
Hydrocarbon derivative
Aldehyde
Amine
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	12.8 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-7.5	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	10.58	ChemAxon
pKa (Strongest Basic)	11.6	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	331.43 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	149.47 m³·mol⁻¹	ChemAxon
Polarizability	55.55 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000900000-bc162642e580115e829e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0000900000-bc162642e580115e829e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-0000900000-bc162642e580115e829e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-352424db74cb1bc84d4f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0000900000-352424db74cb1bc84d4f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-0000900000-352424db74cb1bc84d4f	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Streptomycin

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

19648

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Streptomycin sulfate (2:3) (CHEM017191)

Structure for CHEM017191: Streptomycin sulfate (2:3)