StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Verbindung

oxytetracyclin

Terramycin

HCID 54675779
Neue NotizNeue ReaktionAnfrage stellen
Druckvorschau
GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
15251-48-6
Standard-SMILES
CN(C)[C@@H]1C(=O)C(C(N)=O)=C(O)[C@@]2(O)C(=O)C3=C(O)c4c(O)cccc4[C@@](C)(O)[C@H]3[C@H](O)[C@@H]12
InChIKey
OWFJMIVZYSDULZ-PXOLEDIWSA-N
Summenformel
C22H24N2O9
Durchschnittliche Molmasse
460,4 g/mol
Monoisotopische Masse
460,14818035

Überblick

Oxytetracycline (internal use) can cause developmental toxicity according to state or federal government labeling requirements.

Namen und Bezeichner

Bevorzugter Name
Terramycin
IUPAC
(4S,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
Lokaler Name
oxytetracyclin
Englischer Name
Oxytetracycline
Summenformel
C22H24N2O9
Molmasse
460.43

Namen und Synonyme

TerramycinRefChem:932744Lidocaine hydrochloride; oxytetracycline(4S,4aR,5S,5aR,6S,12aR)-2-carbamoyl-4-(dimethylazaniumyl)-5,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracen-1-olate103-115-5oxytetracycline79-57-2OxymycinOxitetraciclinaOxytetracyclinOxyterracineRyomycin
Weitere Namen anzeigen
OXYTETRACYCLINE BASEOxytetracycline CRSoxy-kesso-tetraOxytetracycline Dihydrate Base4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, 2-Naphthacenecarboxamidela200Oxydon
BiostatOxitetracyclinTerramitsinAdamycinRiomitsinOxytetracycline (anhydrous)TetranOxitetracyclinum

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-1,6
Polarare Oberfläche (TPSA)
202 Ų
H-Brücken-Donoren
7
H-Brücken-Akzeptoren
10
Frei drehbare Bindungen
2
Schwere Atome
33
Formalladung
0
Komplexität
1.000

Experimentelle und physikochemische Eigenschaften

Drugs · 3 Einträge

Pharmaceuticals -> Antibiotics (Tetracyclines)

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Antibiotics

Solubility47 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs · 2 Einträge

Breast Feeding; Lactation; Milk, Human; Anti-Infective Agents; Antibacterial Agents; Tetracyclines

FDA approved drugs -> Active ingredient

Animal Drugs · 2 Einträge

Pharmaceuticals -> UK Veterinary Medicines Directorate List

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Collision Cross Section · 5 Einträge

199.9 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID5021097]

203.19 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

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

202.3 Ų [M+H]+ [CCS Type: TW]

203.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P260, P261, P263, P264, P264+P265, P270, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

Gefahrenhinweise

Other Safety Information · 1 Eintrag

IMAP assessments - 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, calcium salt, [4S-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,6.beta.,12a.alpha.)]-: Environment tier I assessment

Hazard Classes and Categories · 2 Einträge

Skin Irrit. 2 (50%)

Skin Irrit. 2 (100%)

Toxikologische Informationen

TreatmentDrug therapy is discontinued immediately; exchange transfusion may be required to remove the drug. Sometimes, phenobarbital (UGT induction) is used.
Health Effects · 1 Eintrag

Side effects from normal doses of tetracyclines are relatively minimal, but of particular note is phototoxicity. Tetracylclines increase the risk of sunburn under exposure to light from the sun or other sources. Tetracyclines may also cause stomach or bowel upsets, and, on rare occasions, allergic reactions. Very rarely, severe headache and vision problems may be signs of dangerous secondary intracranial hypertension, also known as pseudotumor cerebri. Tetracyclines are teratogens and cause tooth discolouration and poor tooth mineralization in the fetus as they develop in infancy. Symptoms of tetracycline overdose include anorexia, nausea, diarrhea, glossitis, dysphagia, enterocolitis and inflammatory lesions, skin reactions such as maculopapular and erythematous rashes, exfoliative dermatitis, photosensitivity, hypersensitivity reactions such as urticaria, angioneurotic oedema, anaphylaxis, anaphyl-actoid purpura, pericarditis, and exacerbation of systemic lupus erythematosus, benign intracranial hypertension in adults disappearing on discontinuation of the medicine, haematologic abnormalities such as haemolytic anaemia, thrombocytopenia, neutropenia, and eosinophilia.

Chemie und Industrie

Pharmakologische Informationen

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

Verwendung und Herstellung

Uses · 1 Eintrag

Oxytetracycline is indicated for treatment of infections caused by a variety of Gram positive and Gram negative microorganisms including <i>Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae</i> (respiratory infections), and <i>Diplococcus pneumoniae</i>.

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Anwendungen · 2 Einträge

BeschreibungOxytetracycline also is one of the classic tetracyclines. It is produced by fermentation of Streptomyces rimosis and other soil microorganisms. The most hydrophilic tetracycline on the market, it has largely now been replaced by its semisynthetic descendants. It is primarily used today for IM injections.

VerwendenOxytetracycline(Terramycin) was the second of the broad-spectrum tetracycline group of antibiotics to be discovered. Oxytetracycline works by interfering with the ability of bacteria to produce proteins that are essential to them. Without these proteins t

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

OxalsäureCalciumcarbonatDextrinStrkeSojabohnenmehl

Zugehörige Reaktionen

3
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 1167598
HRID 1167598als Eduktuspto-grants-2003_09
Reaktionsgleichung von HRID 1369367
HRID 1369367als Eduktuspto-grants-2003_06
Reaktionsgleichung von HRID 1865772
HRID 1865772als Eduktuspto-grants-2009_12

Notizen zur Verbindung

Wird geladen…

Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
Weitere Aktionen
Neue NotizNeue ReaktionAnfrage stellen

Datenbank-Bezeichner

CAS
15251-48-6、6153-64-6、79-57-2
PubChem CID
54675779
DTXSID
DTXSID201370921
ChEMBL
CHEMBL1401333、CHEMBL4280957、CHEMBL461529
ChEBI
CHEBI:27701
UNII
SLF0D9077S
EC Number
103-115-5、239-293-7
Nikkaji
J3.847D
Schmelzpunkt
183 °C · 183 °C
Siedepunkt
565.29 °C · 565.29°C (rough estimate)
Dichte
1.634 · 1.6340
Brechungsindex
1.65 · 1.6500 (estimate)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
0.6 mg/mL · Sparingly soluble in aqueous solution at 0.6 mg/mL
Aggregatzustand
Crystalline Powder
pka
3.27 · pKa 3.27/7.32/9.11(H2O,t =25,I<0.01)(Approximate)
Farbe
Beige to light yellow
Biologische Quelle
rabbit
Wasserlöslichkeit
0.2 g/L · 0.2 g/L
Major Application
pharmaceuticalpharmaceutical small molecule
InChIKey
IWVCMVBTMGNXQD-PXOLEDIWSA-N
SMILES
CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)cccc4[C@@]3(C)O
LogP
-0.9 · -0.900
CAS Datenbank
79 · 79-57-2(CAS DataBase Reference)
EPA chemische Informationen
Oxytetracycline (79-57-2)
Exposure RoutesReadily absorbed following oral administration.
Toxicity Summary · 1 Eintrag

Tetracyclines target the 28S small subunit of the mitochondrial ribosome thereby deactivation mitochondrial protein synthesis. As a result tetracyclines are cytotoxic to the most metabolically active cells or tissues including the heart, liver, thymus and bone-marrow. (A7823). The likely target of most tetracyclines is the 12S rRNA molecule in the mitochondrial ribosome, which is analogous to the 16S rRNA in bacterial ribosomes.

Signs and SymptomsSymptoms may include stomach or bowel upsets and rarely allergic reactions. Very rarely severe headache and vision problems may be signs of dangerous intracranial hypertenion.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Sicherheitsdaten

wgk
2
tsca
TSCA listed
hs_code
30029090
RTECS-Nr.
QI7875000
risk_code
63-36-36/37/38
Toxizität
LD50 oral in rat: 4800mg/kg
hazard_code
Xn,Xi
safety_code
22-24/25-36/37/39-26-36
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
79-57-2(Hazardous Substances Data)
Hazard Classifications
Aquatic Chronic 2Repr. 2
D-Glucose monohydrate

Nachgelagerte Produkte

Metacyclinhydrochlorid2-Naphthacencarboxamid, 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochlorid, [4S-(4α,4aα,5α,5aα,6α,12aα)]-DoxycyclinOxytetracyclinhydrochloridMethacycline hydrochloride
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: A tetracycline used for treatment of infections caused by a variety of Gram positive and Gram negative microorganisms including Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae /ital> (respiratory infections), and Diplococcus pneumoniae.