| Identification | Back Directory | [Name]
1,2-DIOLEOYL-SN-GLYCEROL | [CAS]
24529-88-2 | [Synonyms]
18:1 DG
ALN29882
Brn 1730457
1,2-SN-DIOLEIN
sn-1,2-diolein
(S)-1,2-DIOLEIN
DG(18:1/18:1/0:0)
2-di-(s)-(-)-olei
1,2-sn-Dioleylglycerol
L-Glycerol 1,2-dioleate
L-Glycerol 2,3-dioleate
sn-1,2-dioleoylglycerol
Olein, 1,2-di-, (S)-(-)-
glyceryl 1,2-sn-dioleate
1,2-DIOLEOYL-SN-GLYCEROL
(S)-GLYCEROL 1,2-DIOLEATE
(+)-L-Glycerol 1,2-dioleate
1-O,2-O-Dioleoyl-L-glycerol
(-)-D-Glycerol 1,2-dioleate
1-O,2-O-Dioleoyl-D-glycerol
1,2-DIOLEOYL-SN-GLYCEROL, >=97%
glycerol 1,2-di-(9Z-octadecenoate)
1 2-DIOLEOYL-SN-GLYCEROL AMPOULE*
1,2-BIS(O-9Z-OCTADECENOYL)-SN-GLYCEROL
1,2-DI[CIS-9-OCTADECENOYL]-SN-GLYCEROL
1,2-dioleoyl-sn-glycerol (C18:1,*(cis)-9)
(Z)-(S)-3-hydroxypropane-1,2-diyl dioleate
1-(hydroxymethyl)-1,2-ethanediylester,(s)-9-octadecenoicacid(z)
(9Z)-9-Octadecenoic acid 1,1′-[(1S)-1-(hydroxymethyl)-1,2-ethanediyl] ester
9-Octadecenoic acid (Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester, (S)- (9ci)
9-Octadecenoic acid(9Z)-, 1,1'-[(1S)-1-(hydroxymethyl)-1,2-ethanediyl] ester
(S)-1,2-Diolein, (S)-Glycerol 1,2-dioleate, 1,2-Di(cis-9-octadecenoyl)-sn-glycerol | [Molecular Formula]
C39H72O5 | [MDL Number]
MFCD00148866 | [MOL File]
24529-88-2.mol | [Molecular Weight]
620.99 |
| Chemical Properties | Back Directory | [Boiling point ]
670.8±35.0 °C(Predicted) | [density ]
0.9218 g/cm3 | [storage temp. ]
-20°C | [solubility ]
DMF: >20 mg/ml; DMSO: >7 mg/ml; Ethanol: >30 mg/ml; PBS pH 7.2: >250 μg/ml | [form ]
Liquid | [pka]
13.69±0.10(Predicted) | [color ]
Colorless to light yellow | [biological source]
semisynthetic | [BRN ]
1730457 | [InChIKey]
AFSHUZFNMVJNKX-LLWMBOQKSA-N | [SMILES]
[C@H](OC(=O)CCCCCCC/C=C\CCCCCCCC)(CO)COC(=O)CCCCCCC/C=C\CCCCCCCC |
| Hazard Information | Back Directory | [Description]
1,2-Dioleoyl-sn-glycerol is an analog of the protein kinase C-activating second messenger DAG. 1,2-Dioleoyl-sn-glycerol and 1,2-dioctanoyl-sn-glycerol are nearly equipotent in induction of the acrosome reaction in human sperm. | [Uses]
1,2-Dioleoyl-sn-glycerol is an analog of 1,3-Dioleoylglycerol (D4842100 which is used in the synthesis of amphiphilic gadolinium complexes as MRI contrast agents. | [Uses]
18:1 DG may be used:
- in the lipid-protein overlay screen assay with Arabidopsis Rho-like GTPases recombinant protein and Arabidopsis plasma membrane H+-ATPase
- in the preparation of the Golgi-like liposomes
- in giant unilamellar vesicles (GUVs) preparation
| [Definition]
ChEBI: A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as oleoyl. | [General Description]
Diacylglycerol/diglyceride (DAG) is a glycerolipid, that is located at the plasma membrane. It is made up of two fatty acid chains that are covalently attached to a single glycerol molecule with the help of an ester linkage. | [Biochem/physiol Actions]
18:1 DG or 1,2-dioleoyl-sn-glycerol (DOG) fails to prevent the late fission events in the Golgi membrane. DOG is used in ferrihaem π–π tetramer aggregate preparation and β-haematin production. | [References]
[1] CAROLYN MAUD DOHERTY. Characterization of Two Second Messenger Pathways and Their Interactions in Eliciting the Human Sperm Acrosome Reaction[J]. Journal of andrology, 1995, 16 1: 36-46. DOI: 10.1002/j.1939-4640.1995.tb01728.x |
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