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157182-49-5,MFCD00467914
Catalog No.:AA007GP1

157182-49-5 | (5Z,8Z,11Z,14Z)-N-((R)-1-Hydroxypropan-2-yl)icosa-5,8,11,14-tetraenamide

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5mg
≥98%
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$73.00   $51.00
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10mg
≥98%
in stock  
$132.00   $92.00
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25mg
≥98%
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$255.00   $178.00
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50mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA007GP1
Chemical Name:
(5Z,8Z,11Z,14Z)-N-((R)-1-Hydroxypropan-2-yl)icosa-5,8,11,14-tetraenamide
CAS Number:
157182-49-5
Molecular Formula:
C23H39NO2
Molecular Weight:
361.5613
MDL Number:
MFCD00467914
SMILES:
CCCCCC=CCC=CCC=CCC=CCCCC(=O)N[C@@H](CO)C
Properties
Computed Properties
 
Complexity:
436  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
4  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
16  
XLogP3:
5.8  

Literature

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Journal: Journal of medicinal chemistry 20131114

Title: Long-term treatment with methanandamide attenuates LPS-induced periodontitis in rats.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20120901

Title: Influence of methanandamide and CGRP on potassium currents in smooth muscle cells of small mesenteric arteries.

Journal: Pflugers Archiv : European journal of physiology 20120401

Title: Anandamide induces sperm release from oviductal epithelia through nitric oxide pathway in bovines.

Journal: PloS one 20120101

Title: Opposite effects of methanandamide on lipopolysaccharide-induced prostaglandin E2 and F2α synthesis in uterine explants from pregnant mice.

Journal: PloS one 20120101

Title: Altered dopamine D1 and D2 receptor mRNA expression in mesencephalon from mice exposed to repeated treatments with methamphetamine and cannabinoid CB1 agonist methanandamide.

Journal: Neuro endocrinology letters 20120101

Title: TRPV1, TRPA1, and CB1 in the isolated vagus nerve--axonal chemosensitivity and control of neuropeptide release.

Journal: Neuropeptides 20111201

Title: Characterization of the endocannabinoid system, CB(1) receptor signalling and desensitization in human myometrium.

Journal: British journal of pharmacology 20111101

Title: The endogenous cannabinoid system in the gut of patients with inflammatory bowel disease.

Journal: Mucosal immunology 20110901

Title: Dissimilar cannabinoid substitution patterns in mice trained to discriminate Δ(9)-tetrahydrocannabinol or methanandamide from vehicle.

Journal: Behavioural pharmacology 20110901

Title: The endocannabinoid system in rat gliosomes and its role in the modulation of glutamate release.

Journal: Cellular and molecular life sciences : CMLS 20110301

Title: Effects of endocannabinoid 1 and 2 (CB1; CB2) receptor agonists on luteal weight, circulating progesterone, luteal mRNA for luteinizing hormone (LH) receptors, and luteal unoccupied and occupied receptors for LH in vivo in ewes.

Journal: Prostaglandins & other lipid mediators 20110201

Title: Development and validation of a liquid chromatography-tandem mass spectrometry method for the quantitation of synthetic cannabinoids of the aminoalkylindole type and methanandamide in serum and its application to forensic samples.

Journal: Journal of mass spectrometry : JMS 20110201

Title: Characterization of the endocannabinoid system in mouse embryonic stem cells.

Journal: Stem cells and development 20110101

Title: Effects of cannabinoid agonists on sheep sphincter of oddi in vitro.

Journal: Pancreatology : official journal of the International Association of Pancreatology (IAP) ... [et al.] 20110101

Title: Altered cannabinoid CB1 receptor mRNA expression in mesencephalon from mice exposed to repeated methamphetamine and methanandamide treatments.

Journal: Neuro endocrinology letters 20110101

Title: Cytochrome P450 pathway contributes to methanandamide-induced vasorelaxation in rat aorta.

Journal: Cardiovascular drugs and therapy 20101201

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Cyclooxygenase-2 and tissue inhibitor of matrix metalloproteinases-1 confer the antimigratory effect of cannabinoids on human trabecular meshwork cells.

Journal: Biochemical pharmacology 20100915

Title: A cannabinoid receptor, sensitive to O-1918, is involved in the delayed hypotension induced by anandamide in anaesthetized rats.

Journal: British journal of pharmacology 20100601

Title: Endocannabinoid system regulates migration of endometrial stromal cells via cannabinoid receptor 1 through the activation of PI3K and ERK1/2 pathways.

Journal: Fertility and sterility 20100515

Title: Involvement of central beta2-adrenergic, NMDA and thromboxane A2 receptors in the pressor effect of anandamide in rats.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20100401

Title: Methanandamide blocks amphetamine-induced behavioral sensitization in rats.

Journal: European journal of pharmacology 20100210

Title: Anandamide extends platelets survival through CB(1)-dependent Akt signaling.

Journal: Cellular and molecular life sciences : CMLS 20100201

Title: Discriminative stimulus functions of methanandamide and delta(9)-THC in rats: tests with aminoalkylindoles (WIN55,212-2 and AM678) and ethanol.

Journal: Psychopharmacology 20100101

Title: Cannabinoid receptor type 1- and 2-mediated increase in cyclic AMP inhibits T cell receptor-triggered signaling.

Journal: The Journal of biological chemistry 20091218

Title: The cannabinoid R+ methanandamide induces IL-6 secretion by prostate cancer PC3 cells.

Journal: Journal of immunotoxicology 20091201

Title: Cannabinoids prevent the opposite regulation of astroglial connexin43 hemichannels and gap junction channels induced by pro-inflammatory treatments.

Journal: Journal of neurochemistry 20091201

Title: Anandamide increases the differentiation of rat adipocytes and causes PPARgamma and CB1 receptor upregulation.

Journal: Obesity (Silver Spring, Md.) 20091001

Title: Factors influencing the regional haemodynamic responses to methanandamide and anandamide in conscious rats.

Journal: British journal of pharmacology 20091001

Title: Inhibition of human tumour prostate PC-3 cell growth by cannabinoids R(+)-Methanandamide and JWH-015: involvement of CB2.

Journal: British journal of cancer 20090915

Title: Cannabinoid regulation of nitric oxide synthase I (nNOS) in neuronal cells.

Journal: Journal of neuroimmune pharmacology : the official journal of the Society on NeuroImmune Pharmacology 20090901

Title: Endocannabinoid system and nitric oxide are involved in the deleterious effects of lipopolysaccharide on murine decidua.

Journal: Placenta 20090701

Title: Potentiation of cannabinoid-induced cytotoxicity in mantle cell lymphoma through modulation of ceramide metabolism.

Journal: Molecular cancer research : MCR 20090701

Title: Heteromeric TASK-1/TASK-3 is the major oxygen-sensitive background K+ channel in rat carotid body glomus cells.

Journal: The Journal of physiology 20090615

Title: Discriminative stimulus functions in rats of AM1346, a high-affinity CB1R selective anandamide analog.

Journal: Psychopharmacology 20090401

Title: The endocannabinoid system in bull sperm and bovine oviductal epithelium: role of anandamide in sperm-oviduct interaction.

Journal: Reproduction (Cambridge, England) 20090301

Title: Cannabinoid agonists stimulate [3H]GABA release in the globus pallidus of the rat when G(i) protein-receptor coupling is restricted: role of dopamine D2 receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20090301

Title: Total synthesis of photoactivatable or fluorescent anandamide probes: novel bioactive compounds with angiogenic activity.

Journal: Journal of medicinal chemistry 20090226

Title: Differential alteration of hippocampal excitatory synaptic transmission by cannabinoid ligands.

Journal: Journal of neuroscience research 20090215

Title: R(+)-methanandamide-induced apoptosis of human cervical carcinoma cells involves a cyclooxygenase-2-dependent pathway.

Journal: Pharmaceutical research 20090201

Title: Divergent effects of anandamide transporter inhibitors with different target selectivity on social play behavior in adolescent rats.

Journal: The Journal of pharmacology and experimental therapeutics 20090101

Title: Endogenous fatty acid ethanolamides suppress nicotine-induced activation of mesolimbic dopamine neurons through nuclear receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20081217

Title: Development of novel tail-modified anandamide analogs.

Journal: Bioorganic & medicinal chemistry letters 20081115

Title: Serotonin increases GABA release in rat entorhinal cortex by inhibiting interneuron TASK-3 K+ channels.

Journal: Molecular and cellular neurosciences 20081001

Title: Expression of cannabinoid receptors type 1 and type 2 in non-Hodgkin lymphoma: growth inhibition by receptor activation.

Journal: International journal of cancer 20080901

Title: Methanandamide allosterically inhibits in vivo the function of peripheral nicotinic acetylcholine receptors containing the alpha 7-subunit.

Journal: The Journal of pharmacology and experimental therapeutics 20080901

Title: Evidence that TASK1 channels contribute to the background current in AH/type II neurons of the guinea-pig intestine.

Journal: Neuroscience 20080826

Title: Steroidogenic factor 1 regulates expression of the cannabinoid receptor 1 in the ventromedial hypothalamic nucleus.

Journal: Molecular endocrinology (Baltimore, Md.) 20080801

Title: Cannabinoid agonists differentially substitute for the discriminative stimulus effects of Delta(9)-tetrahydrocannabinol in C57BL/6J mice.

Journal: Psychopharmacology 20080701

Title: Discriminative stimulus effects of the cannabinoid CB1 receptor antagonist rimonabant in rats.

Journal: Psychopharmacology 20080701

Title: Positron emission tomography imaging using an inverse agonist radioligand to assess cannabinoid CB1 receptors in rodents.

Journal: NeuroImage 20080701

Title: Inhibition of cancer cell invasion by cannabinoids via increased expression of tissue inhibitor of matrix metalloproteinases-1.

Journal: Journal of the National Cancer Institute 20080102

Title: Methanandamide activation of a novel current in mouse trigeminal ganglion sensory neurons in vitro.

Journal: Neuropharmacology 20080101

Title: Agonist-dependent cannabinoid receptor signalling in human trabecular meshwork cells.

Journal: British journal of pharmacology 20071201

Title: Identification of a region in the TASK3 two pore domain potassium channel that is critical for its blockade by methanandamide.

Journal: British journal of pharmacology 20071101

Title: Effects of AM1346, a high-affinity CB1 receptor selective anandamide analog, on open-field behavior in rats.

Journal: Behavioural pharmacology 20071101

Title: Differential effects of volatile and intravenous anesthetics on the activity of human TASK-1.

Journal: American journal of physiology. Cell physiology 20071001

Title: Effect of CB1 receptors on boar sperm plasma membrane.

Journal: Veterinary research communications 20070801

Title: Anandamide-mediated CB1/CB2 cannabinoid receptor--independent nitric oxide production in rabbit aortic endothelial cells.

Journal: The Journal of pharmacology and experimental therapeutics 20070601

Title: Endocannabinoid regulates blood pressure via activation of the transient receptor potential vanilloid type 1 in Wistar rats fed a high-salt diet.

Journal: The Journal of pharmacology and experimental therapeutics 20070501

Title: Cannabinoid and vanilloid effects of R(+)-methanandamide in the hemisected meningeal preparation.

Journal: Cephalalgia : an international journal of headache 20070501

Title: The endogenous cannabinoid anandamide produces delta-9-tetrahydrocannabinol-like discriminative and neurochemical effects that are enhanced by inhibition of fatty acid amide hydrolase but not by inhibition of anandamide transport.

Journal: The Journal of pharmacology and experimental therapeutics 20070401

Title: CB1-independent inhibition of dopamine transporter activity by cannabinoids in mouse dorsal striatum.

Journal: Journal of neurochemistry 20070401

Title: Endocannabinoids block status epilepticus in cultured hippocampal neurons.

Journal: European journal of pharmacology 20070308

Title: Endothelium-dependent metabolism by endocannabinoid hydrolases and cyclooxygenases limits vasorelaxation to anandamide and 2-arachidonoylglycerol.

Journal: British journal of pharmacology 20070301

Title: Effects of chronic nitric oxide synthase inhibition on the cardiovascular responses to cannabinoids in vivo and in vitro.

Journal: British journal of pharmacology 20070301

Title: The agonists for nociceptors are ubiquitous, but the modulators are specific: P2X receptors in the sensory neurons are modulated by cannabinoids.

Journal: Pflugers Archiv : European journal of physiology 20061201

Title: Impact of cannabinoid receptor ligands on behavioural sensitization to antiaggressive methamphetamine effects in the model of mouse agonistic behaviour.

Journal: Neuro endocrinology letters 20061201

Title: Cannabinoid receptor-mediated apoptosis induced by R(+)-methanandamide and Win55,212-2 is associated with ceramide accumulation and p38 activation in mantle cell lymphoma.

Journal: Molecular pharmacology 20061101

Title: Differential mechanisms mediating depressor and diuretic effects of anandamide.

Journal: Journal of hypertension 20061101

Title: Characterization of the vasorelaxation to methanandamide in rat gastric arteries.

Journal: Canadian journal of physiology and pharmacology 20061101

Title: Discriminative stimulus functions of AM-1346, a CB1R selective anandamide analog in rats trained with Delta9-THC or (R)-methanandamide (AM-356).

Journal: Psychopharmacology 20061001

Title: Non-cannabinoid CB1, non-cannabinoid CB2 antinociceptive effects of several novel compounds in the PPQ stretch test in mice.

Journal: European journal of pharmacology 20060928

Title: A novel scintillation proximity assay for fatty acid amide hydrolase compatible with inhibitor screening.

Journal: Analytical biochemistry 20060701

Title: Mutations of CB1 T210 produce active and inactive receptor forms: correlations with ligand affinity, receptor stability, and cellular localization.

Journal: Biochemistry 20060502

Title: R(+)-methanandamide and other cannabinoids induce the expression of cyclooxygenase-2 and matrix metalloproteinases in human nonpigmented ciliary epithelial cells.

Journal: The Journal of pharmacology and experimental therapeutics 20060301

Title: Methanandamide hyperpolarizes gastric arteries by stimulation of TRPV1 receptors on perivascular CGRP containing nerves.

Journal: Journal of cardiovascular pharmacology 20060201

Title: Activation of large-conductance, Ca2+-activated K+ channels by cannabinoids.

Journal: American journal of physiology. Cell physiology 20060101

Title: R(+)-methanandamide elicits a cyclooxygenase-2-dependent mitochondrial apoptosis signaling pathway in human neuroglioma cells.

Journal: Pharmaceutical research 20060101

Title: Antagonism of discriminative stimulus effects of delta(9)-THC and (R)-methanandamide in rats.

Journal: Psychopharmacology 20060101

Title: Involvement of cannabinoid CB1 and CB2 receptor activity in the development of behavioural sensitization to methamphetamine effects in mice.

Journal: Neuro endocrinology letters 20060101

Title: The cannabinoid agonist WIN55,212-2 increases intracellular calcium via CB1 receptor coupling to Gq/11 G proteins.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20051227

Title: Indirect CB2 receptor and mediator-dependent stimulation of human whole-blood neutrophils by exogenous and endogenous cannabinoids.

Journal: The Journal of pharmacology and experimental therapeutics 20051101

Title: Anandamide reduces infarct size in rat isolated hearts subjected to ischaemia-reperfusion by a novel cannabinoid mechanism.

Journal: British journal of pharmacology 20051101

Title: Anandamide elicits an acute release of nitric oxide through endothelial TRPV1 receptor activation in the rat arterial mesenteric bed.

Journal: The Journal of physiology 20051015

Title: VR1-mediated depressor effects during high-salt intake: role of anandamide.

Journal: Hypertension (Dallas, Tex. : 1979) 20051001

Title: In-vitro corneal permeation of cannabinoids and their water-soluble phosphate ester prodrugs.

Journal: The Journal of pharmacy and pharmacology 20050901

Title: The endogenous cannabinoid anandamide and its synthetic analog R(+)-methanandamide are intravenously self-administered by squirrel monkeys.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050608

Title: Anti-inflammatory potential of CB1-mediated cAMP elevation in mast cells.

Journal: The Biochemical journal 20050601

Title: Expression of the transient receptor potential vanilloid 1 (TRPV1) in LNCaP and PC-3 prostate cancer cells and in human prostate tissue.

Journal: European journal of pharmacology 20050516

Title: Cannabidiol prevents cerebral infarction via a serotonergic 5-hydroxytryptamine1A receptor-dependent mechanism.

Journal: Stroke 20050501

Title: Antifibrogenic role of the cannabinoid receptor CB2 in the liver.

Journal: Gastroenterology 20050301

Title: Blocking cannabinoid activation of FAK and ERK1/2 compromises synaptic integrity in hippocampus.

Journal: European journal of pharmacology 20050131

Title: Up-regulation of cyclooxygenase-2 expression is involved in R(+)-methanandamide-induced apoptotic death of human neuroglioma cells.

Journal: Molecular pharmacology 20041201

Title: R(+)-methanandamide-induced cyclooxygenase-2 expression in H4 human neuroglioma cells: possible involvement of membrane lipid rafts.

Journal: Biochemical and biophysical research communications 20041112

Title: Increasing the selectivity of the discriminative stimulus effects of delta 9-tetrahydrocannabinol: complete substitution with methanandamide.

Journal: Pharmacology, biochemistry, and behavior 20041101

Title: Cannabinoid (CB)1 receptor antagonist, AM 251, causes a sustained reduction of daily food intake in the rat.

Journal: Physiology & behavior 20041015

Title: Aberrant cannabinoid signaling impairs oviductal transport of embryos.

Journal: Nature medicine 20041001

Title: Cannabinoid receptor-independent suppression of the superoxide generation of human neutrophils (PMN) by CP55 940, but not by anandamide.

Journal: Life sciences 20040709

Title: Differential effects of delta9-tetrahydrocannabinol and methanandamide in CB1 knockout and wild-type mice.

Journal: The Journal of pharmacology and experimental therapeutics 20040401

Title: Influence of cannabinoids on immunoreactivity of regulatory peptides, produced in rat thyroid C cells; preliminary investigations.

Journal: Roczniki Akademii Medycznej w Bialymstoku (1995) 20040101

Title: Enhancement of androgen receptor expression induced by (R)-methanandamide in prostate LNCaP cells.

Journal: FEBS letters 20031218

Title: Methanandamide increases COX-2 expression and tumor growth in murine lung cancer.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20031101

Title: Ceramide is involved in r(+)-methanandamide-induced cyclooxygenase-2 expression in human neuroglioma cells.

Journal: Molecular pharmacology 20031101

Title: An immunohistochemical study of the thyroid parafollicular (C) cells in rats treated with cannabinoids - preliminary investigations.

Journal: Folia morphologica 20031101

Title: Cannabinoids inhibit the release of [3H]glutamate from rodent hippocampal synaptosomes via a novel CB1 receptor-independent action.

Journal: The European journal of neuroscience 20031001

Title: Activation of phosphoinositide 3-kinase/PKB pathway by CB(1) and CB(2) cannabinoid receptors expressed in prostate PC-3 cells. Involvement in Raf-1 stimulation and NGF induction.

Journal: Cellular signalling 20030901

Title: Inhibition of C6 glioma cell proliferation by anandamide, 1-arachidonoylglycerol, and by a water soluble phosphate ester of anandamide: variability in response and involvement of arachidonic acid.

Journal: Biochemical pharmacology 20030901

Title: Heterogeneity of claudin expression by alveolar epithelial cells.

Journal: American journal of respiratory cell and molecular biology 20030701

Title: The cannabinoid receptor antagonist SR-141716 does not readily antagonize open-field effects induced by the cannabinoid receptor agonist (R)-methanandamide in rats.

Journal: Pharmacology, biochemistry, and behavior 20030701

Title: Anandamide prodrugs. 1. Water-soluble phosphate esters of arachidonylethanolamide and R-methanandamide.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20030501

Title: Effects of cannabinoids on endogenous K+ and Ca2+ currents in HEK293 cells.

Journal: Canadian journal of physiology and pharmacology 20030501

Title: (R)-Methanandamide and delta9-tetrahydrocannabinol-induced operant rate decreases in rats are not readily antagonized by SR-141716A.

Journal: European journal of pharmacology 20030411

Title: Anandamide-induced depressor effect in spontaneously hypertensive rats: role of the vanilloid receptor.

Journal: Hypertension (Dallas, Tex. : 1979) 20030301

Title: Arachidonic acid and anandamide have opposite modulatory actions at the glycine transporter, GLYT1a.

Journal: Journal of neurochemistry 20030201

Title: R+-methanandamide inhibits tracheal response to endogenously released acetylcholine via capsazepine-sensitive receptors.

Journal: European journal of pharmacology 20030110

Title: Induction of COX-2 expression by the endocannabinoid derivative R(+)-methanandamide.

Journal: Advances in experimental medicine and biology 20030101

Title: The effect of methanandamide on isolated type I cells.

Journal: Advances in experimental medicine and biology 20030101

Title: Cannabinoids alter recognition memory in rats.

Journal: Polish journal of pharmacology 20030101

Title: Block of the background K(+) channel TASK-1 contributes to arrhythmogenic effects of platelet-activating factor.

Journal: American journal of physiology. Heart and circulatory physiology 20020601

Title: Anandamide-induced vasorelaxation in rabbit aortic rings has two components: G protein dependent and independent.

Journal: American journal of physiology. Heart and circulatory physiology 20020601

Title: Arvanil-induced inhibition of spasticity and persistent pain: evidence for therapeutic sites of action different from the vanilloid VR1 receptor and cannabinoid CB(1)/CB(2) receptors.

Journal: European journal of pharmacology 20020329

Title: The potent emetogenic effects of the endocannabinoid, 2-AG (2-arachidonoylglycerol) are blocked by delta(9)-tetrahydrocannabinol and other cannnabinoids.

Journal: The Journal of pharmacology and experimental therapeutics 20020101

Title: [Anandamide and R-(+)-methanandamide prevent development of ischemic and reperfusion arrhythmia in rats by stimulation of CB2-receptors].

Journal: Eksperimental'naia i klinicheskaia farmakologiia 20020101

Title: Inhibition of rat C6 glioma cell proliferation by endogenous and synthetic cannabinoids. Relative involvement of cannabinoid and vanilloid receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20011201

Title: Anandamide and methanandamide induce both vanilloid VR1- and cannabinoid CB1 receptor-mediated changes in heart rate and blood pressure in anaesthetized rats.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20011201

Title: Anandamide-induced relaxation of sheep coronary arteries: the role of the vascular endothelium, arachidonic acid metabolites and potassium channels.

Journal: British journal of pharmacology 20011101

Title: Interaction of anandamide with the M(1) and M(4) muscarinic acetylcholine receptors.

Journal: Brain research 20011005

Title: The role of sensory nerve endings in nerve growth factor-induced airway hyperresponsiveness to histamine in guinea-pigs.

Journal: British journal of pharmacology 20011001

Title: Mechanisms of anandamide-induced vasorelaxation in rat isolated coronary arteries.

Journal: British journal of pharmacology 20011001

Title: Cannabinoids inhibit emesis through CB1 receptors in the brainstem of the ferret.

Journal: Gastroenterology 20011001

Title: Long-term inhibition of nitric oxide synthase potentiates effects of anandamide in the rat mesenteric bed.

Journal: European journal of pharmacology 20010921

Title: R(+)-methanandamide induces cyclooxygenase-2 expression in human neuroglioma cells via a non-cannabinoid receptor-mediated mechanism.

Journal: Biochemical and biophysical research communications 20010907

Title: (R)-methanandamide and Delta 9-THC as discriminative stimuli in rats: tests with the cannabinoid antagonist SR-141716 and the endogenous ligand anandamide.

Journal: Psychopharmacology 20010801

Title: Cannabinoid activation of recombinant and endogenous vanilloid receptors.

Journal: European journal of pharmacology 20010727

Title: Hemodynamic effects of cannabinoids: coronary and cerebral vasodilation mediated by cannabinoid CB(1) receptors.

Journal: European journal of pharmacology 20010706

Title: Stereochemical selectivity of methanandamides for the CB1 and CB2 cannabinoid receptors and their metabolic stability.

Journal: Bioorganic & medicinal chemistry 20010701

Title: Effects of the cannabimimetic fatty acid derivatives 2-arachidonoylglycerol, anandamide, palmitoylethanolamide and methanandamide upon IgE-dependent antigen-induced beta-hexosaminidase, serotonin and TNF alpha release from rat RBL-2H3 basophilic leukaemic cells.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20010701

Title: Effects of CP55,940 and methanandamide on detrusor activity.

Journal: Urology 20010601

Title: Agonist efficacy and receptor efficiency in heterozygous CB1 knockout mice: relationship of reduced CB1 receptor density to G-protein activation.

Journal: Journal of neurochemistry 20010501

Title: The endogenous cannabinoid agonist, anandamide stimulates sensory nerves in guinea-pig airways.

Journal: British journal of pharmacology 20010301

Title: Structure-activity relationship for the endogenous cannabinoid, anandamide, and certain of its analogues at vanilloid receptors in transfected cells and vas deferens.

Journal: British journal of pharmacology 20010201

Title: Regional differences in anandamide- and methanandamide-induced membrane potential changes in rat mesenteric arteries.

Journal: The Journal of pharmacology and experimental therapeutics 20010201

Title: The endocannabinoid anandamide is a direct and selective blocker of the background K(+) channel TASK-1.

Journal: The EMBO journal 20010115

Title: TASK-3, a novel tandem pore domain acid-sensitive K+ channel. An extracellular histiding as pH sensor.

Journal: The Journal of biological chemistry 20000602

Title: The endogenous lipid anandamide is a full agonist at the human vanilloid receptor (hVR1).

Journal: British journal of pharmacology 20000101

Title: Cannabinoid-induced mesenteric vasodilation through an endothelial site distinct from CB1 or CB2 receptors.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19991123

Title: Effects of cannabinoids on prolactin and gonadotrophin secretion: involvement of changes in hypothalamic gamma-aminobutyric acid (GABA) inputs.

Journal: Biochemical pharmacology 19981115

Title: Chronic administration of cannabinoids regulates proenkephalin mRNA levels in selected regions of the rat brain.

Journal: Brain research. Molecular brain research 19980330

Title: Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand.

Journal: Journal of medicinal chemistry 19961025

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SDS
Tags:157182-49-5 Molecular Formula|157182-49-5 MDL|157182-49-5 SMILES|157182-49-5 (5Z,8Z,11Z,14Z)-N-((R)-1-Hydroxypropan-2-yl)icosa-5,8,11,14-tetraenamide