Vdm 11
Grundinformationen
- CAS
313998-81-1- Standard-SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)Nc1ccc(O)cc1C- InChIKey
WUZWFRWVRHLXHZ-ZKWNWVNESA-N- Summenformel
- C27H39NO2
- Durchschnittliche Molmasse
- 409,6 g/mol
- Monoisotopische Masse
- 409,29807949
Namen und Bezeichner
- Bevorzugter Name
- Vdm 11
- IUPAC
- (5Z,8Z,11Z,14Z)-N-(4-hydroxy-2-methylphenyl)icosa-5,8,11,14-tetraenamide
- Englischer Name
- (5Z,8Z,11Z,14Z)-N-(4-Hydroxy-2-methylphenyl)-5,8,11,14-eicosatetraenamide
- Summenformel
- C27H39NO2
- Molmasse
- 409.6
Namen und Synonyme
VDM 11(5Z,8Z,11Z,14Z)-N-(4-HYDROXY-2-METHYLPHENYL)-5,8,11,14-EICOSATETRAENAMIDERefChem:901755631-144-8313998-81-1VDM-11VDM11(5Z,8Z,11Z,14Z)-N-(4-Hydroxy-2-methylphenyl)icosa-5,8,11,14-tetraenamideVDM-11 (Solution in Ethanol)(5Z,8Z,11Z,14Z)-N-(4-Hydroxy-2-methylphenyl)-5,8,11,14-eicosatetraenamide;SQF3UL3Q4Corb1703941
Weitere Namen anzeigen
VDM 11 (in Tocrisolve 100)VDM 11 (in Tocrisolve(TM) 100)N-ARACHIDONYL-4-HYDROXY-2-METHYLANILINN-ARACHIDONOYL-4-HYDROXY-2-METHYLANILINN-(4-HYDROXY-2-METHYLPHENYL)ARACHIDONYLAMIDEN-(4-HYDROXY-2-METHYLPHENYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE
SCHEMBL5948252CHEMBL1491804SCHEMBL29462325DTXSID60694025HMS3649N18AKOS024456568NCGC00162452-01NCGC00162452-02
Datenbank-Bezeichner
- CAS
313998-81-1- PubChem CID
- 9887748
- DTXSID
DTXSID60694025- ChEMBL
CHEMBL1491804- UNII
- SQF3UL3Q4C
- EC Number
- 631-144-8
- Nikkaji
- J1.426.636D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 6,7
- Polarare Oberfläche (TPSA)
- 49,3 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 15
- Schwere Atome
- 30
- Formalladung
- 0
- Komplexität
- 547
Physikochemische Eigenschaften
- storage temp.
- 20 °C · −20°C
- Löslichkeit
- 5 mg/mL, · DMSO: >5 mg/mL, soluble
- Aggregatzustand
- oil
- Farbe
- gold
- Stabilität
- Light Sensitive
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
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P233, P260, P261, P264, P270, P271, P280, P284, P301+P317, P302+P352, P304+P340, P317, P321, P330, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Sicherheitsdaten
- wgk
- 3
- risk_code
- 20/21/22-42
- hazard_code
- Xn
- safety_code
- 23-36-45
Chemie und Industrie
Anwendungen
BeschreibungNumerous analogs of arachidonoyl ethanolamide (AEA) potentiate its biological activity. This potentiation is ascribed either to inhibition of AEA reuptake into neurons, or inhibition of fatty amide acyl hydrolase (FAAH) within the neurons. VDM11 is an AEA transport inhibitor with essentially no activity on either the central cannabinoid receptor (CB1), peripheral cannabinoid receptor (CB2), or the vanilloid receptor 1 (VR1). However, VDM11 inhibits FAAH and monoacylglycerol lipase (MAGL) and may act as an alternative FAAH substrate. At a concentration of 3 μM, VDM11, like AM404, inhibits glutamergic synaptic transmission between hippocampal neurons. The mechanism of this effect may be a direct action on sodium channels. Thus, the use of anandamide analogs as uptake inhibitors and interpretation of the results must be undertaken with care.
VerwendenVDM-11 is a selective inhibitor of the anandamide membrane transporter.
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