Triacsin C
Grundinformationen
- CAS
76896-80-5- Standard-SMILES
CCC/C=C/C/C=C/C=C/C=N/NN=O- InChIKey
NKTGCVUIESDXPU-YLEPRARLSA-N- Summenformel
- C11H17N3O
- Durchschnittliche Molmasse
- 207,27 g/mol
- Monoisotopische Masse
- 207,13716217
Überblick
Triacsin C is a nitroso compound that is N-undecylnitrous hydrazide carrying double bonds at positions 1,2,4, and 7. It is a long-chain fatty acyl CoA synthetase inhibitor and interferes with lipid metabolism by inhibiting the de novo synthesis of glycerolipids and cholesterol esters. It has a role as an EC 3.1.1.64 (retinoid isomerohydrolase) inhibitor, a vasodilator agent, an antimalarial, an apoptosis inhibitor, a bacterial metabolite and an EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor. It is a nitroso compound, a hydrazone and an olefinic compound.
Namen und Bezeichner
- Bevorzugter Name
- Triacsin C
- IUPAC
- N-[(E)-[(2E,4E,7E)-undeca-2,4,7-trienylidene]amino]nitrous amide
- Englischer Name
- TRIACSIN C
- Summenformel
- C11H17N3O
- Molmasse
- 207.27
Namen und Synonyme
triacsin c76896-80-5WS 1228AWS-1228A1-Hydroxy-3-(2',4',7'-undecatrienylidine)triazeneFR 900190DTXSID708948776M6D4602I52,4,7-Undecatrienal, nitrosohydrazone, (E,E,E)-FR-900190CHEBI:1444412,4,7-Undecatrienal, nitrosohydrazone, (2E,4E,7E)-
Weitere Namen anzeigen
WS1228A2,4,7-UndecatrienalTriacsincapprox.90%Antibiotic WS-1228AAntibiotic FR-900190Triacsin C, lyophilizedTriacsin C Solution in DMSOfrom Streptomyces aureofaciens
N-[(E)-[(2E,4E,7E)-undeca-2,4,7-trienylidene]amino]nitrous amideN-((E)-((2E,4E,7E)-undeca-2,4,7-trienylidene)amino)nitrous amideRefChem:933314DTXCID601324437616-408-2Triacsin C from Streptomyces sp.N-[(1E,2E,4E,7E)-undeca-2,4,7-trien-1-ylidene]nitrous hydrazide2,4,7-Undecatrienal nitrosohydrazone
Datenbank-Bezeichner
- CAS
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,4
- Polarare Oberfläche (TPSA)
- 53,8 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 15
- Formalladung
- 0
- Komplexität
- 255
Physikochemische Eigenschaften
- Siedepunkt
- 320.7 · 320.7±45.0 °C(Predicted)
- Dichte
- 0.94 · 0.94±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 4.9 · methanol: soluble4.90 - 5.10 mg/mL, clear (Pale yellow to yellow)
- Aggregatzustand
- Liquid. In DMSO.
- pka
- -0.1 · -0.10±0.70(Predicted)
- Farbe
- clear (Pale yellow to yellow) Solution in DMSO
- Biologische Quelle
- Streptomyces sp.
- Stabilität
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions further diluted with DMSO may be stored at -20° for up to 2 months.
- InChI
- 1S/C11H17N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h4-5,7-11H,2-3,6H2,1H3,(H,13,15)/b5-4+,8-7+,10-9+,12-11+
- InChIKey
- NKTGCVUIESDXPU-YLEPRARLSA-N
- SMILES
- CCC\C=C\C\C=C\C=C\C=N\NN=O
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29299090
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Drugs used to cause dilation of the blood vessels.
Anwendungen
VerwendenTriacsin, a fatty acyl CoA synthetase inhibitor, reduces myocardial infarct size, attenuates loss of post-reperfusion cardiac function, increases intravascular nitric oxide (NO) concentration, and inhibits leukocyte recruitment. Triacsin C analogs can also be used as potential antivirals against rotavirus infections.
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