| 词条 | Arachidonoyl serotonin |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477350360 | ImageFile=Arachidonoyl serotonin.svg | ImageSize=200px | IUPACName=(5Z,8Z,11Z,14Z)-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)icosa-5,8,11,14-tetraenamide | OtherNames=N-arachidonoyl-serotonin |Section1={{Chembox Identifiers | CASNo=187947-37-1 | CASNo_Ref = {{cascite|changed|??}} | SMILES=O=C(CCC/C=C\\C/C=C\\C/C=C\\C/C=C\\CCCCC)NCCC1=CNC2=C1C=C(O)C=C2 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 191534 | PubChem = 10027372 | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI = 132255 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 8202943 | InChI = 1/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- | InChIKey = QJDNHGXNNRLIGA-DOFZRALJBN | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 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- | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = QJDNHGXNNRLIGA-DOFZRALJSA-N |Section2={{Chembox Properties | C=30 | H=42 | N=2 | O=2 | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }}Arachidonoyl serotonin (N-arachidonoyl-serotonin, AA-5-HT) is an endogenous lipid signaling molecule. It was first described in 1998 as being an inhibitor of fatty acid amide hydrolase (FAAH).[1] In 2007, it was shown to have analgesic properties and to act as an antagonist of the TRPV1 receptor.[2] In 2011, it was shown to be present in the ileum and jejunum of the gastrointestinal tract and modulate glucagon-like peptide-1 (GLP-1) secretion.[3] References1. ^ {{Cite journal | last1 = Bisogno | first1 = T. | last2 = Melck | first2 = D. | last3 = De Petrocellis | first3 = L. | last4 = Bobrov | first4 = M. U. | last5 = Gretskaya | first5 = N. M. | last6 = Bezuglov | first6 = V. V. | last7 = Sitachitta | first7 = N. | last8 = Gerwick | first8 = W. H. | last9 = Di Marzo | first9 = V. | title = Arachidonoylserotonin and other novel inhibitors of fatty acid amide hydrolase | journal = Biochemical and Biophysical Research Communications | volume = 248 | issue = 3 | pages = 515–522 | year = 1998 | pmid = 9703957 | doi=10.1006/bbrc.1998.8874}} {{Neurotransmitters}}{{Cannabinoidergics}}{{biochemistry-stub}}2. ^ {{Cite journal | last1 = Maione | first1 = S. | last2 = De Petrocellis | first2 = L. | last3 = De Novellis | first3 = V. | last4 = Moriello | first4 = A. S. | last5 = Petrosino | first5 = S. | last6 = Palazzo | first6 = E. | last7 = Rossi | first7 = F. S. | last8 = Woodward | first8 = D. F. | last9 = Di Marzo | first9 = V. | doi = 10.1038/sj.bjp.0707145 | title = Analgesic actions of N-arachidonoyl-serotonin, a fatty acid amide hydrolase inhibitor with antagonistic activity at vanilloid TRPV1 receptors | journal = British Journal of Pharmacology | volume = 150 | issue = 6 | pages = 766–781 | year = 2007 | pmid = 17279090 | pmc =2013858 }} 3. ^ {{Cite journal | last1 = Verhoeckx | first1 = K. C. M. | last2 = Voortman | first2 = T. | last3 = Balvers | first3 = M. G. J. | last4 = Hendriks | first4 = H. F. J. | last5 = m.Wortelboer | first5 = H. | last6 = Witkamp | first6 = R. F. | doi = 10.1016/j.bbalip.2011.07.008 | title = Presence, formation and putative biological activities of N-acyl serotonins, a novel class of fatty-acid derived mediators, in the intestinal tract | journal = Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids | volume = 1811 | issue = 10 | pages = 578–586 | year = 2011 | pmid = 21798367 | pmc = }} 4 : Serotonin|Fatty acid amides|Endocannabinoid reuptake inhibitors|Endocannabinoids |
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