2-Arahidonoilglicerol

2-Arahidonoilglicerol
	1,3-Dihidroksi-2-propanil (5Z,8Z,11Z,14Z)-5,8,11,14-eikosatetraenoat
Drugi nazivi	2-AG
Identifikacija
CAS registarski broj	53847-30-6
PubChem	5282280
ChemSpider	4445451
ChEBI	52392
ChEMBL	CHEMBL122972
IUPHAR ligand	729
Jmol-3D slike	Slika 1
SMILES
	O=C(OC(CO)CO)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
InChI
	InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15- ; Kod: RCRCTBLIHCHWDZ-DOFZRALJSA-N InChI=1/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-; Kod: RCRCTBLIHCHWDZ-DOFZRALJBN
Svojstva
Molekulska formula	C23H38O4
Molarna masa	378,3 g/mol
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

2-Arahidonoilglicerol (2-AG) je endokanabinoid, endogeni agonist CB₁ receptor.^[5]^[6] On je estar formiran od omega-6 masne kiseline arahidonske kiseline i glicerola. On je prisutan na relativno visokim nivoima u centralnom nervnom sistemu, gde ispoljava kanabinoidne neuromodulatorne efekte. On je sastojak goveđeg i ljudskog mleka. Ova hemikalija je privi put opisana 1994-1995, mada je otkrivena pre toga. Aktivnosti fosfolipaze C (PLC) i diacilglicerol lipaze (DAGL) posreduju njegovo formiranje. 2-AG se sintetiše iz diacilglicerola (DAG) koji sadrže arahidonske kiselinu.

Reference

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Stella N, Schweitzer P, Piomelli D (August 1997). „A second endogenous cannabinoid that modulates long-term potentiation”. Nature 388 (6644): 773–8. DOI:10.1038/42015. PMID 9285589.
↑ Sugiura T, Kodaka T, Nakane S, et al. (January 1999). „Evidence that the cannabinoid CB1 receptor is a 2-arachidonoylglycerol receptor. Structure-activity relationship of 2-arachidonoylglycerol, ether-linked analogues, and related compounds”. The Journal of Biological Chemistry 274 (5): 2794–801. DOI:10.1074/jbc.274.5.2794. PMID 9915812. Arhivirano iz originala na datum 2019-09-12. Pristupljeno 2014-04-12.

Literatura

Dinh TP, Carpenter D, Leslie FM, et al. (August 2002). „Brain monoglyceride lipase participating in endocannabinoid inactivation”. Proceedings of the National Academy of Sciences of the United States of America 99 (16): 10819–24. DOI:10.1073/pnas.152334899. PMC 125056. PMID 12136125.

Vanjske veze

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[pmid9285589-5] Stella N, Schweitzer P, Piomelli D (August 1997). „A second endogenous cannabinoid that modulates long-term potentiation”. Nature 388 (6644): 773–8. DOI:10.1038/42015. PMID 9285589.

[pmid9915812-6] Sugiura T, Kodaka T, Nakane S, et al. (January 1999). „Evidence that the cannabinoid CB1 receptor is a 2-arachidonoylglycerol receptor. Structure-activity relationship of 2-arachidonoylglycerol, ether-linked analogues, and related compounds”. The Journal of Biological Chemistry 274 (5): 2794–801. DOI:10.1074/jbc.274.5.2794. PMID 9915812. Arhivirano iz originala na datum 2019-09-12. Pristupljeno 2014-04-12.

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p r u Neurotransmiteri
Aminokiseline	Alanin • Aspartat • Cikloserin • DMG • GABA • Glutamat • Glicin • Hipotaurin • Kinurenska kiselina (Transtorin) • NAAG (Spaglumska kiselina) • NMG (Sarkozin) • Serin • Taurin • TMG (Betain)
Endokanabinoidi	2-AG • 2-AGE (Noladin etar) • AEA (Anandamid) • NADA • OAE (Virodhamin) • Oleamid
Gasotransmiteri	Ugljen-monoksid • Vodonik-sulfid • Azot-monoksid • Azotsuboksid
Monoamini	Dopamin • Epinefrin (Adrenalin) • Melatonin • NAS (Normelatonin) • Norepinefrin (Noradrenalin) • Serotonin (5-HT)
Purini	Adenozin • ADP • AMP • ATP
Trag amini	3-ITA • 5-MeO-DMT • Bufotenin • DMT • NMT • Oktopamin • Fenetilamin • Sinefrin • Tironamin • Triptamin • Tiramin
Drugi	1,4-BD • Acetilholin • GBL • GHB • Histamin
Vidi isto Neuropeptidi