200,000+ products from a single source!
sales@angenechem.com
Home > Indoles and Oxindole > 187947-37-1
187947-37-1 | 5,8,11,14-Eicosatetraenamide, N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-, (5Z,8Z,11Z,14Z)-
CAS No: 187947-37-1 Catalog No: AG002GLA MDL No:MFCD02179189
Product Description
Catalog Number:
AG002GLA
Chemical Name:
5,8,11,14-Eicosatetraenamide, N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-, (5Z,8Z,11Z,14Z)-
CAS Number:
187947-37-1
Molecular Formula:
C30H42N2O2
Molecular Weight:
462.6667
MDL Number:
MFCD02179189
IUPAC Name:
(5Z,8Z,11Z,14Z)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]icosa-5,8,11,14-tetraenamide
InChI:
InChI=1S/C30H42N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(34)31-23-22-26-25-32-29-21-20-27(33)24-28(26)29/h6-7,9-10,12-13,15-16,20-21,24-25,32-33H,2-5,8,11,14,17-19,22-23H2,1H3,(H,31,34)/b7-6-,10-9-,13-12-,16-15-
InChI Key:
QJDNHGXNNRLIGA-DOFZRALJSA-N
SMILES:
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCc1c[nH]c2c1cc(O)cc2
Properties
Complexity:
652
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
4
Exact Mass:
462.325g/mol
Formal Charge:
0
Heavy Atom Count:
34
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
462.678g/mol
Monoisotopic Mass:
462.325g/mol
Rotatable Bond Count:
17
Topological Polar Surface Area:
65.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7
Literature
| Title | Journal |
|---|---|
| Oxidation of endogenous N-arachidonoylserotonin by human cytochrome P450 2U1. | The Journal of biological chemistry 20140411 |
| N-arachidonoyl-serotonin in the basolateral amygdala increases anxiolytic behavior in the elevated plus maze. | Behavioural brain research 20120801 |
| The blockade of the transient receptor potential vanilloid type 1 and fatty acid amide hydrolase decreases symptoms and central sequelae in the medial prefrontal cortex of neuropathic rats. | Molecular pain 20110101 |
| The dual fatty acid amide hydrolase/TRPV1 blocker, N-arachidonoyl-serotonin, relieves carrageenan-induced inflammation and hyperalgesia in mice. | Pharmacological research 20100601 |
| Levels of endocannabinoids and palmitoylethanolamide and their pharmacological manipulation in chronic granulomatous inflammation in rats. | Pharmacological research 20100401 |
| Synthesis and biological evaluation of piperazinyl carbamates and ureas as fatty acid amide hydrolase (FAAH) and transient receptor potential (TRP) channel dual ligands. | Bioorganic & medicinal chemistry letters 20091201 |
| Altered responses of dopamine D3 receptor null mice to excitotoxic or anxiogenic stimuli: Possible involvement of the endocannabinoid and endovanilloid systems. | Neurobiology of disease 20091001 |
| Anxiolytic effects in mice of a dual blocker of fatty acid amide hydrolase and transient receptor potential vanilloid type-1 channels. | Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20090201 |
| The analgesic effect of N-arachidonoyl-serotonin, a FAAH inhibitor and TRPV1 receptor antagonist, associated with changes in rostral ventromedial medulla and locus coeruleus cell activity in rats. | Neuropharmacology 20081201 |
| Inhibiting parabrachial fatty acid amide hydrolase activity selectively increases the intake of palatable food via cannabinoid CB1 receptors. | American journal of physiology. Regulatory, integrative and comparative physiology 20081101 |
| Neuronal and glial alterations in the cerebellar cortex of maternally deprived rats: gender differences and modulatory effects of two inhibitors of endocannabinoid inactivation. | Developmental neurobiology 20081001 |
| Gender-dependent cellular and biochemical effects of maternal deprivation on the hippocampus of neonatal rats: a possible role for the endocannabinoid system. | Developmental neurobiology 20080915 |
| New N-arachidonoylserotonin analogues with potential 'dual' mechanism of action against pain. | Journal of medicinal chemistry 20071227 |
| Cannabinoid CB1 receptor stimulation affords neuroprotection in MPTP-induced neurotoxicity by attenuating S100B up-regulation in vitro. | Journal of molecular medicine (Berlin, Germany) 20071201 |
| Pharmacological enhancement of the endocannabinoid system in the nucleus accumbens shell stimulates food intake and increases c-Fos expression in the hypothalamus. | British journal of pharmacology 20070801 |
| Analgesic actions of N-arachidonoyl-serotonin, a fatty acid amide hydrolase inhibitor with antagonistic activity at vanilloid TRPV1 receptors. | British journal of pharmacology 20070301 |
| Endocannabinoids activate transient receptor potential vanilloid 1 receptors to reduce hyperdopaminergia-related hyperactivity: therapeutic implications. | Biological psychiatry 20060315 |
| Endocannabinoids at the spinal level regulate, but do not mediate, nonopioid stress-induced analgesia. | Neuropharmacology 20060301 |
| Up-regulation of anandamide levels as an endogenous mechanism and a pharmacological strategy to limit colon inflammation. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20060301 |
| Cisplatin increases brain 2-arachidonoylglycerol (2-AG) and concomitantly reduces intestinal 2-AG and anandamide levels in the least shrew. | Neuropharmacology 20050901 |
| The endocannabinoid system: drug targets, lead compounds, and potential therapeutic applications. | Journal of medicinal chemistry 20050811 |
| Effect of repeated systemic administration of selective inhibitors of endocannabinoid inactivation on rat brain endocannabinoid levels. | Biochemical pharmacology 20050801 |
| A new strategy to block tumor growth by inhibiting endocannabinoid inactivation. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20041001 |
| Inhibition of fatty acid amidohydrolase, the enzyme responsible for the metabolism of the endocannabinoid anandamide, by analogues of arachidonoyl-serotonin. | Journal of enzyme inhibition and medicinal chemistry 20030601 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.