2-Oleoylglycerol

2-Oleoylglycerol
namesNames

IUPAC name 1,3-dihydroxypropan-2-yl (Z)-octadec-9-enoate
Other names 2-Monoolein
identifiersIdentifiers[http:// http://]
CAS Registry Number	^Y
ChemSpider	^Y
Jmol-3D images	Image
PubChem

UNII	^Y
propertiesProperties
Chemical formula	C₂₁H₄₀O₄
Molar mass	356.55 g·mol⁻¹
Density	0.958 g/cm³
hazardsHazards
Flash point	>113.0 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y (: Y/N?)

2-Oleoylglycerol (2OG) is a monoacylglycerol that is found in biologic tissues. Its synthesis is derived from diacylglycerol precursors. It is metabolized to oleic acid and glycerol primarily by the enzyme monoacylglycerol lipase (MAGL).^[1] In 2011, 2OG was found to be an endogenous ligand to GPR119.^[2] 2OG has been shown to increase glucagon-like peptide-1 (GLP-1) and gastric inhibitory polypeptide (GIP) levels following administration to the small intestine.^[2]

References

^
^ ^a ^b

Cannabinoidergics

Receptor
(ligands)

CB₁	Agonists: 2-AG 2-AGE (noladin ether) 11-Hydroxy-THC AB-CHMINACA AM-1220 AM-1235 AM-2201 AM-2232 Arvanil AZ-11713908 Cannabinol CP 47,497 CP 55,940 Dimethylheptylpyran DEA Epicatechin gallate Epigallocatechin gallate Gallocatechol (gallocatechin) Honokiol HU-210 JWH-007 JWH-018 JWH-073 Kavain L-759,633 Levonantradol Menabitan Nabilone Nabitan NADA O-1812 Oleamide Serinolamide A THC (dronabinol) WIN 55,212-2 Yangonin Note: The above list contains only some known CB₁R agonists, as too many exist to list here completely. Refer instead for more. Antagonists: AM-251 AM-6545 Cannabidiol Cannabigerol Drinabant Falcarinol Hemopressin Ibipinabant LY-320,135 MK-9470 NADA NESS-0327 O-2050 Otenabant PF-514273 PipISB Rimonabant Rosonabant Surinabant Taranabant THCV TM-38837 VCHSR Virodhamine

CB₂	Agonists: 2-AG 2-AGE (noladin ether) 4-O-Methylhonokiol A-796,260 A-834,735 A-836,339 AM-1221 AM-1235 AM-1241 AM-2232 Anandamide AZ-11713908 Cannabinol Caryophyllene CBS-0550 CP-55,940 GW-405,833 (L-768,242) GW-842,166X HU-308 JTE 7-31 JWH-007 JWH-015 JWH-018 JWH-73 JWH-133 L-759,633 L-759,656 Magnolol MDA-19 Nabitan PF-03550096 S-444,823 SER-601 Serinolamide A UR-144 Tedalinab THC (dronabinol) THCV Tetrahydromagnolol Virodhamine Antagonists: 4-O-Methylhonokiol AM-630 BML-190 Cannabidiol Honokiol JTE-907 SR-144,528 WIN 54,461 WIN 56,098

GPR55	Agonists: 2-AGE (noladin ether) Abnormal cannabidiol AM-251 CP 55,940 GSK-494581A Lysophosphatidylinositol ML-184 ML-185 ML-186 O-1602 Oleoylethanolamide Palmitoylethanolamide THC (dronabinol) Antagonists: Cannabidiol CID-16020046 ML-191 ML-192 ML-193 O-1918 PSB-SB-487 PSB-SB-1202 PSB-SB-1203 Tetrahydromagnolol

GPR18	Agonists: Abnormal cannabidiol ACPA AM251 Anandamide Cannabidiol NADGly THC (dronabinol) O-1602 Antagonists: CID-85469571 O-1918

GPR119	Agonists: 2-Oleoylglycerol Anandamide APD668 AR-231,453 AS-1269574 MBX-2982 N-Oleoyldopamine Oleoylethanolamide Olvanil PSN-375,963 PSN-632,408

Transporter
(inhibitors)

eCBTs	5'-DMH-CBD AM-404 AM-1172 Arachidonoyl serotonin Arvanil Cannabidiol LY-2183240 O-2093 OMDM-2 Paracetamol (acetaminophen) SB-FI-26 UCM-707 URB-597 VDM-11

Enzyme
(inhibitors)

FAAH	4-Nonylphenylboronic acid AACOCF3 AM-1172 AM-404 Arachidonoyl serotonin Biochanin A Genistein IDFP JNJ-1661010 JNJ-42165279 JZL-195 Kaempferol LY-2183240 MAFP Palmitoylisopropylamide Paracetamol (acetaminophen) PF-3845 PF-04457845 PF-750 SA-47 SA-57 TC-F 2 URB-597

MAGL	IDFP JZL-184 JZL-195 URB-602

ABHD6	WWL-70

Categories

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2-Oleoylglycerol