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AM404-d4

CAT: 0804-HY-W777527-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W777527-02Size:10 mg
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Description
AM404-d4 is the deuterium labeled AM404. AM404, an inhibitor of endocannabinoid reuptake, blocks anandamide transport with IC50 values in the low micromolar range[1]. AM404 is able to relax rat isolated hepatic arteries contracted with Phenylephrine, with a pEC50 value of 7.4 (corresponding to an EC50 of 0.04 μM). Neuroprotective Effect[2].
CAS Number
1185244-71-6
UNSPSC
12352005
Target
Cannabinoid Receptor; Isotope-Labeled Compounds
Related Pathways
GPCR/G Protein; Neuronal Signaling; Others
Field of Research
Neurological Disease
Smiles
OC1=C([2H])C([2H])=C(NC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)C([2H])=C1[2H]
Molecular Formula
C26H33D4NO2
Molecular Weight
399.60
References & Citations
[1] A Giuffrida, et al. Mechanisms of endocannabinoid inactivation: biochemistry and pharmacology. J Pharmacol Exp Ther. 2001 Jul;298 (1) :7-14.|[2]Kent-Olov Jonsson, et al. AM404 and VDM 11 non-specifically inhibit C6 glioma cell proliferation at concentrations used to block the cellular accumulation of the endocannabinoid anandamide. Arch Toxicol. 2003 Apr;77 (4) :201-7.|[3]Marco Bortolato, et al. Anxiolytic-like properties of the anandamide transport inhibitor AM404. Neuropsychopharmacology. 2006 Dec;31 (12) :2652-9.
Shipping Conditions
Room temperature
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

CID 46780133
CAS Number1185244-71-6
PubChem CID46780133
IUPAC Name(5Z,8Z,11Z,14Z)-N-(2,3,5,6-tetradeuterio-4-hydroxyphenyl)icosa-5,8,11,14-tetraenamide
Molecular FormulaC26H37NO2
Molecular Weight399.6
XLogP7.2
Topological Polar Surface Area49.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count15
Heavy Atom Count29
Formal Charge0
Complexity511
SMILES
[2H]C1=C(C(=C(C(=C1NC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)[2H])[2H])O)[2H]
InChI
InChI=1S/C26H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(29)27-24-20-22-25(28)23-21-24/h6-7,9-10,12-13,15-16,20-23,28H,2-5,8,11,14,17-19H2,1H3,(H,27,29)/b7-6-,10-9-,13-12-,16-15-/i20D,21D,22D,23D
InChIKey
IJBZOOZRAXHERC-GPETUTDJSA-N
Chemical Structure
2D Structure
2D structure of CID 46780133
CAS: 1185244-71-6
CID: 46780133
Formula: C26H37NO2
MW: 399.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight399.6
XLogP37.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count15
Exact Mass399.307536407
Monoisotopic Mass399.307536407
Topological Polar Surface Area49.3 Ų
Heavy Atom Count29
Formal Charge0
Complexity511
Isotope Atom Count4
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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