Spectinomycin Hydrochloride

HCID 30971

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Basic information

CAS: 22189-32-8
Standard SMILES: CN[C@@H]1[C@H](O)[C@H](NC)[C@H]2O[C@@]3(O)C(=O)C[C@@H](C)O[C@H]3O[C@@H]2[C@H]1O.Cl.Cl.O.O.O.O.O
InChIKey: DCHJOVNPPSBWHK-UXXUFHFZSA-N
Molecular formula: C14H36Cl2N2O12
Average molar mass: 495.3 g/mol
Monoisotopic mass: 494.16452995

Overview

Spectinomycin hydrochloride hydrate is a hydrate that is the pentahydrate form of spectinomycin hydrochloride. An antibiotic that is active against gram-negative bacteria and used to treat gonorrhea. It has a role as an antimicrobial agent and an antibacterial drug. It is a hydrate and a hydrochloride. It contains a spectinomycin(2+).

Names & identifiers

Preferred name: Spectinomycin Hydrochloride
IUPAC: (1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one;pentahydrate;dihydrochloride
English name: Spectinomycin dihydrochloride pentahydrate
Molecular formula: C14H27ClN2O8
Molecular weight: 386.83

Names & synonyms

Spectinomycin hydrochlorideSpectinomycin HClSpectinomycin hydrochloride hydrateEspectinomicina dihydrochloride pentahydrateSpectogardU-18,409AEActinospectacin dihydrochloride pentahydrateSpectinomycin hcl pentahydrateHWT06H303ZSPECTINOMYCIN HYDROCHLORIDE PENTAHYDRATEU-18409AENSC-757319

Show more names

SPECTINOMYCIN PENTAHYDRATE DIHYDROCHLORIDEM 141D00869Trobicin (tn)SPECTINOMYCIN 2HCLSpectinomycin,≥98%

Spectinomycini hydrochloridumCHEBI:9217Spectam TabletsPROSPEC InjectableNSC248616RefChem:57027Spectinomycin Oral Liquidmagnesium;2-hydroxybenzoate

Database identifiers

CAS: 22189-32-8
PubChem CID: 30971
DTXSID: DTXSID90944843
ChEMBL: CHEMBL3989571
ChEBI: CHEBI:9217
UNII: HWT06H303Z
EC Number: 606-950-8

Properties

Computed structural properties

Topological polar surface area: 135 Å²
Hydrogen bond donors: 12
Hydrogen bond acceptors: 14
Rotatable bonds: 2
Heavy atoms: 30
Formal charge: 0
Complexity: 478

Experimental & physicochemical properties

Human Drugs · 2 items

FDA approved drugs -> Active ingredient

Animal Drugs · 2 items

Active Ingredients (Spectinomycin Hydrochloride Pentahydrate) -> FDA Greenbook

Active Ingredients (Spectinomycin dihydrochloride pentahydrate) -> FDA Greenbook

Physicochemical properties

Melting point: 205 · 205-207° (dec)
alpha: 14.8 ° · D +14.8° (c = 0.42 in water)
storage temp.: 2 · 2-8°C
solubility: 2 O: · H2O: 50 mg/mL, clear, faintly yellow
form: powder
color: white to off-white
biological source: synthetic (inorganic)
Water Solubility: Soluble in water.Soluble in water, methanol, dimethyl sulfoxide, ethanol and dimethyl formamide.
Merck: 14 · 14,8739
BRN: 5684150 · 5684150
Major Application: clinical testing
InChIKey: DCHJOVNPPSBWHK-UXXUFHFZSA-N
SMILES: N([C@H]1[C@H]([C@@H](NC)[C@H](O)[C@@]2([H])O[C@]3([H])O[C@H](C)CC(=O)[C@]3(O)O[C@]12[H])O)C.Cl.O |&1:1,2,3,6,8,11,14,19,22,r|
CAS DataBase Reference: 22189 · 22189-32-8
FDA UNII: 6 H303Z · HWT06H303Z
UNSPSC Code: 51281666 · 51281666
NACRES: 85 · NA.85
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25
WGK Germany: 2 · 2
RTECS: 7400000 · WG7400000
F: 10 · 10
HS Code: 29419090 · 29419090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Toxicity: 50 · mouse,LD50,intramuscular,> 5gm/kg (5000mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),Japanese Journal of Antibiotics. Vol. 29, Pg. 43, 1976.

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 5.6% (3 of 54) of reports.

Warning

H315 (90.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 54 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationSpectinomycin dihydrochloride pentahydrate: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesSkin Irrit. 2 (90.7%)

Toxicology

Drug Induced Liver Injury · 6 items

Drug Induced Liver Injury Rank (DILIrank 2.0)

Spectinomycin hydrochloride

Ambiguous-DILI-concern

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Safety data

F: 10
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 2
rtecs: WG7400000
hs_code: 29419090
Toxicity: mouse,LD50,intramuscular,> 5gm/kg (5000mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),Japanese Journal of Antibiotics. Vol. 29, Pg. 43, 1976.
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.

Uses & manufacturing

Use Classification · 3 items

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

Veterinary Drug -> ANTIMICROBIAL_AGENT -> JECFA Functional Classes

Applications · 5 items

DescriptionSpectinomycin was found in the culture broth of Streptomyces spectabilis by Upjohn Co. in 1961. This antibiotic was intended for use in treating various infections, as are the other aminoglycoside antibiotics, but its activity is insufficient for clinical efficacy except against gonorrhea. Spectinomycin does not develop crossresistance with any other antibiotic and shows low toxicity; it is used by deep intramuscular injection for “single-session,” bolusinjection therapy of gonorrhea.

UsesSpectinomycin Dihydrochloride Pentahydrate is a new animal drug application (ANADA) administered in the drinking water of chickens as an aid in the control of airsacculitis; Also, it is an aminocylcitol antibiotic.

UsesSpectinomycin is an aminocyclitol antibiotic produced by S. spectabilis that is active against Gram-negative and Gram-positive bacteria. Spectinomycin inhibits protein synthesis by binding to the 30S ribosomal subunit and interfering with peptidyl tRNA translocation. Mutations in the gene for ribosomal protein S5 prevents binding of spectinomycin and contributes to bacterial resistance.

UsesAminocyclotol antibacterial.

General DescriptionA broad spectrum aminoglycoside antibiotic that contains two glucose moieties. Footprint studies indicate that spectinomycin exerts regional effects on ribosomal structure. A resistance gene (aph) which encodes a spectinomycin has been cloned from Legionella pneumophila (disease agent for Legionnaire’s disease) kinase and expressed in E. coli. Potency: ≥500 μg/mg.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

Additional notes

DefinitionChEBI: A hydrate that is the pentahydrate form of spectinomycin hydrochloride. An antibiotic that is active against gram-negative bacteria and used to treat gonorrhea.

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