NAV

Glyceryl 1-oleate

Identification

Generic Name
Glyceryl 1-oleate
DrugBank Accession Number
DB13171
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 356.5399
Monoisotopic: 356.292659768
Chemical Formula
C21H40O4
Synonyms
  • 1-(9Z-octadecenoyl)-rac-glycerol
  • 1-(9Z)-octadecenoylglycerol
  • 1-Glyceryl oleate
  • 1-monoolein
  • 1-monooleoyl-rac-glycerol
  • 1-monooleoylglycerol
  • 1-oleoyl-rac-glycerol
  • 1-oleoylglycerol
  • 2,3-dihydroxypropyl oleate
  • 9-Octadecenoic acid, 2,3-dihydroxypropyl ester
  • Glyceryl monooleate
  • Glyceryl oleate
  • MG (18:1/0:0/0:0)
  • Monoolein
External IDs
  • NSC-406285
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as 1-monoacylglycerols. These are monoacylglycerols containing a glycerol acylated at the 1-position.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Glycerolipids
Sub Class
Monoradylglycerols
Direct Parent
1-monoacylglycerols
Alternative Parents
Fatty acid esters / Secondary alcohols / Carboxylic acid esters / 1,2-diols / Monocarboxylic acids and derivatives / Primary alcohols / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
1,2-diol / 1-acyl-sn-glycerol / Alcohol / Aliphatic acyclic compound / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Fatty acid ester / Fatty acyl / Hydrocarbon derivative
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
1-monoglyceride (CHEBI:75342) / Monoacylglycerols (LMGL01010005)
Affected organisms
Not Available

Chemical Identifiers

UNII
D3AEF6S35P
CAS number
111-03-5
InChI Key
RZRNAYUHWVFMIP-KTKRTIGZSA-N
InChI
InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-
IUPAC Name
2,3-dihydroxypropyl (9Z)-octadec-9-enoate
SMILES
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OCC(O)CO

References

General References
  1. Tumaney AW, Shekar S, Rajasekharan R: Identification, purification, and characterization of monoacylglycerol acyltransferase from developing peanut cotyledons. J Biol Chem. 2001 Apr 6;276(14):10847-52. [Article]
  2. Shimotoyodome A, Osaki N, Onizawa K, Mizuno T, Suzukamo C, Okahara F, Fukuoka D, Hase T: Dietary 1-monoolein decreases postprandial GIP release by reducing jejunal transport of glucose and fatty acid in rodents. Am J Physiol Gastrointest Liver Physiol. 2012 Aug 1;303(3):G298-310. doi: 10.1152/ajpgi.00457.2011. Epub 2012 May 31. [Article]
  3. Kameyama Y, Yoshioka S, Hasegawa I, Nozawa Y: Studies of diacylglycerol cholinephosphotransferase and diacylglycerol ethanolaminephosphotransferase activities in Tetrahymena microsomes. Biochim Biophys Acta. 1981 Aug 24;665(2):195-204. [Article]
Human Metabolome Database
HMDB0094684
PubChem Compound
5283468
PubChem Substance
347829277
ChemSpider
4446588
RxNav
1311678
ChEBI
75342
ChEMBL
CHEMBL428593
PDBe Ligand
A6L
PDB Entries
6a94 / 6lgv / 6lgy / 6lgz / 6lh0 / 6lh1 / 7qoa

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00151 mg/mLALOGPS
logP6.32ALOGPS
logP5.61Chemaxon
logS-5.4ALOGPS
pKa (Strongest Acidic)13.62Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area66.76 Å2Chemaxon
Rotatable Bond Count19Chemaxon
Refractivity104.43 m3·mol-1Chemaxon
Polarizability44.79 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-0ufr-3941000000-863ed9a1a307beb4a1a8
GC-MS Spectrum - EI-BGC-MSsplash10-01ot-8950000000-35c590cce9dff8869298
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0ufs-1900000000-ecd5f6a96f0e3005d450
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0532-0069000000-8ebd454263638be9a356
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-06rt-0069000000-0ca2c02d94f2434099c9
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-001i-0094000000-ae9df2b39a5a3e609d9e
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-052b-0069000000-1b2499b87288e3a0cc7c
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-052b-0069000000-61627df65991c534b2fb
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0gb9-0013649000-09e4a7f8726d9fa56e6d
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-014i-0013549000-913cbee00d9ce0f8129d
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0002-0059000000-a485dc334652f9d25ebf
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-054k-0049000000-3cce669ed7aca2869e31
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-059i-5139000000-31e900f2242c0fe7b431
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-08fu-9074000000-874be58a1d1a6f0dfa0d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00ts-9474000000-0d0f184edc0928067862
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-08mi-9070000000-c60ff6720c2c11b75a98
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0560-7490000000-46c1aee563e336b6e9e7
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0537-9200000000-15a533f0171161ca2915
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-231.5535014
predicted
DarkChem Lite v0.1.0
[M-H]-199.5609
predicted
DeepCCS 1.0 (2019)
[M+H]+234.0738014
predicted
DarkChem Lite v0.1.0
[M+H]+202.07922
predicted
DeepCCS 1.0 (2019)
[M+Na]+231.2403014
predicted
DarkChem Lite v0.1.0
[M+Na]+209.02623
predicted
DeepCCS 1.0 (2019)

Drug created at March 09, 2017 17:04 / Updated at June 12, 2020 16:53