Spectinomycin

HCID 15541CAS 1695-77-8
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Grundinformationen

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
InChIKey
UNFWWIHTNXNPBV-WXKVUWSESA-N
Summenformel
C14H24N2O7
Durchschnittliche Molmasse
332,35 g/mol
Monoisotopische Masse
332,15835111

Namen und Bezeichner

Bevorzugter Name
Spectinomycin
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
Lokaler Name
Spectinomycin
Englischer Name
Spectinomycin
Summenformel
C14H24N2O7
Molmasse
332.35

Namen und Synonyme

SpectinomycinEspectinomicina1695-77-8TogamycinAntibiotic 2233wpSpectinomycineSpectinomycinumProspecAdspecM-141U 18409 E93AKI1U6QF
Weitere Namen anzeigen
trobicinspectamSpectacinmacromycinpectinomycin
SpectinomicinaCHX-3101U-18409ECHEBI:9215DTXSID90235924H-Pyrano(2,3-b)(1,4)benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-4H-Pyrano(2,3-b)(1,4)benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4H-Pyrano[2,3-b][1,4]benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-

Datenbank-Bezeichner

CAS
1695-77-8、22189-32-8
PubChem CID
15541
DTXSID
DTXSID9023592
ChEMBL
CHEMBL1167
ChEBI
CHEBI:9215
UNII
93AKI1U6QF
EC Number
216-911-3、606-950-8
Nikkaji
J7.562K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-3,1
Polarare Oberfläche (TPSA)
130 Ų
H-Brücken-Donoren
5
H-Brücken-Akzeptoren
9
Frei drehbare Bindungen
2
Schwere Atome
23

Experimentelle und physikochemische Eigenschaften

LogP · 2 Einträge

-2.3

-2.3

Solubility · 2 Einträge

Easily soluble in cold water

1.50e+02 g/L

Physical DescriptionSolid
Dissociation Constants6.95
Collision Cross Section · 2 Einträge

176.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]；183.5 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]

175.51 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；171.79 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；166.15 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；171.31 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Schmelzpunkt
185 °C · 185 °C (decomp)
Siedepunkt
583.1 · 583.1±50.0 °C(Predicted)
Dichte
1.43 · 1.43±0.1 g/cm3(Predicted)
storage temp.
-20 °C · -20°C
Löslichkeit
2 O, · DMSO/H2O, 1:1: soluble 100mg/mL
Aggregatzustand
solution

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

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]；H319 (92.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (92.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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.；Reported as not meeting GHS hazard criteria per 3 of 54 reports by companies.；There are 4 notifications provided by 51 of 54 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory InformationSpectinomycin: 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.
Hazards SummaryAllergic contact dermatitis reported in veterinarian workers; [Kanerva, p. 1171-2]
Hazard Classes and Categories · 2 Einträge

Skin Irrit. 2 (90.7%)；Eye Irrit. 2 (92.6%)；STOT SE 3 (92.6%)

Not Classified

Toxikologische Informationen

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.

Regulatorische Informationen

Regulatory InformationSpectinomycin: 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.

Sicherheitsdaten

wgk
WGK 2
Speicherklasse
10 - Combustible liquids

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 3 Einträge

J - Antiinfectives for systemic use；J01 - Antibacterials for systemic use；J01X - Other antibacterials；J01XX - Other antibacterials；J01XX04 - Spectinomycin

QJ - Antiinfectives for systemic use；QJ01 - Antibacterials for systemic use；QJ01X - Other antibacterials；QJ01XX - Other antibacterials；QJ01XX04 - Spectinomycin

J01XX04

Protein BindingNot significant
Pharmacodynamics · 1 Eintrag

Spectinomycin is an aminocyclitol antibiotic produced by a species of soil microorganism designated as S<i>treptomyces spectabilis</i>. In vitro studies have shown spectinomycin to be active against most strains of <i>Neisseria gonorrhoeae</i> (minimum inhibitory concentration <7.5 to 20 mcg/mL). Footprint studies indicate that spectinomycin exerts regional effects on ribosomal structure.

Mechanism of ActionSpectinomycin is an inhibitor of protein synthesis in the bacterial cell; the site of action is the 30S ribosomal subunit. It is bactericidal in its action.
Biological Half-Life1 to 3 hours in patients with normal renal function and 10 to 30 hours in patients with impaired renal function with a creatinine clearance &lt; 20 mL per minute.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.

Verwendung und Herstellung

Use Classification · 6 Einträge

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

Veterinary Drug -> ANTIMICROBIAL_AGENT -> JECFA Functional Classes

Veterinary Drug -> ANTIMICROBIAL_AGENT -> JECFA Functional Classes

Veterinary Drug -> ANTIMICROBIAL_AGENT -> JECFA Functional Classes

Veterinary Drug -> ANTIMICROBIAL_AGENT -> JECFA Functional Classes

Veterinary Drug -> ANTIMICROBIAL_AGENT -> JECFA Functional Classes

Anwendungen · 2 Einträge

BeschreibungAn unusual aminoglycoside antibiotic, spectinomycin is produced by fermentation of Streptomyces spectabil is and differs substantially in its clinical properties from the others. The diaminoinositol unit (spectinamine) contains two mono-N-methyl groups, and the hydroxyl between them has a stereochemistry opposite to that in streptomycin. The glycosidically attached sugar also is unusual in that it contains three consecutive carbonyl groups, either overt or masked, and is fused by two adjacent linkages to spectinamine to produce an unusual, fused, three-ring structure.

VerwendenSpectinomycin finds principal application in the treatment of gonorrhea. It should be noted that the antibiotic resistance among N. gonorrhoeae has caused a number of therapeutic problems. It has been found that only by escalating the antibiotic doses and using probenecid to retard the excretion of penicillin and ampicillin (the drugs of choice) has the continued effective use of penicillin, ampicillin, and tetracycline been possible. Even with modifications in the therapy, from 3 to 8% of cases fail to respond to the usual regimens for uncomplicated gonorrhea. Thus, the treatment of uncomplicated gonorrhea that fails to respond to the usual regimen is spectinomycin therapy.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

北京华美互利生物化工010-56205725 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
山东海舟生物工程有限公司130-0567-0367 13006570367 · [email protected]
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd+86-13119157289 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: An organic heterotricyclic antibiotic that is active against gram-negative bacteria and used (as its dihydrochloride pentahydrate) to treat gonorrhea. It is produced by the bacterium Streptomyces spectabilis.

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