Record Information
Version1.0
Created at2020-03-30 19:30:28 UTC
Updated at2020-12-07 19:09:36 UTC
CannabisDB IDCDB002352
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameTG(20:0/20:0/18:0)
DescriptionTG(18:0/20:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(18:0/20:0/20:0) is made up of one octadecanoyl(R1), one eicosanoyl(R2), and one eicosanoyl(R3). This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
Synonyms
ValueSource
1-Stearoyl-2-arachidonyl-3-arachidonyl-glycerolHMDB
TAG(18:0/20:0/20:0)HMDB
TAG(58:0)HMDB
TG(58:0)HMDB
Tracylglycerol(18:0/20:0/20:0)HMDB
Tracylglycerol(58:0)HMDB
TriacylglycerolHMDB
TriglycerideHMDB
1-Octadecanoyl-2-eicosanoyl-3-eicosanoyl-glycerolHMDB
TG(18:0/20:0/20:0)Lipid Annotator, HMDB
Chemical FormulaC61H118O6
Average Molecular Weight947.61
Monoisotopic Molecular Weight946.8928
IUPAC Name(2S)-1-(icosanoyloxy)-3-(octadecanoyloxy)propan-2-yl icosanoate
Traditional Name(2S)-1-(icosanoyloxy)-3-(octadecanoyloxy)propan-2-yl icosanoate
CAS Registry NumberNot Available
SMILES
[H][C@](COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C61H118O6/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-42-45-48-51-54-60(63)66-57-58(56-65-59(62)53-50-47-44-41-38-35-32-27-24-21-18-15-12-9-6-3)67-61(64)55-52-49-46-43-40-37-34-31-29-26-23-20-17-14-11-8-5-2/h58H,4-57H2,1-3H3/t58-/m0/s1
InChI KeyJWFYUJLOEJEIEC-XKJQNMSGSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassTriradylcglycerols
Direct ParentTriacylglycerols
Alternative Parents
Substituents
  • Triacyl-sn-glycerol
  • Tricarboxylic acid or derivatives
  • Fatty acid ester
  • Fatty acyl
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP10.67ALOGPS
logP23.37ChemAxon
logS-7.9ALOGPS
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count60ChemAxon
Refractivity287.3 m³·mol⁻¹ChemAxon
Polarizability130.65 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000000009-693682ab11590c1749562017-10-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000000009-693682ab11590c1749562017-10-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03ds-0000009003-3215c29f0a9950e9cd1c2017-10-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-5130004019-de018b6cd380a9b8373f2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0592-9130001011-fdce71e60f3f20fbe6e72021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0592-6597100100-2a464e223cb1f0910a032021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000000009-611126a0c737661fe7352021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000000009-611126a0c737661fe7352021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03ds-0010009003-557cbbbccc0eaff51afd2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000000009-47d82628f8f8e7854e3e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0000000009-47d82628f8f8e7854e3e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-0004009004-322c88c36099e465972c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000000009-35ef19e34d99a19c94022021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0000000009-35ef19e34d99a19c94022021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-0000000009-35ef19e34d99a19c94022021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0036006009-9df7c1dd4765ff9e66862021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01p9-0029002000-8f6347a7ced370ed3f082021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06sr-1049002000-6920ae0f4f9bf597ea942021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Pancreatic triacylglycerol lipasePNLIP10q26.1P16233 details
Hepatic triacylglycerol lipaseLIPC15q21-q23P11150 details
Lysosomal acid lipase/cholesteryl ester hydrolaseLIPA10q23.2-q23.3P38571 details
Inactive pancreatic lipase-related protein 1PNLIPRP1P54315 details
Patatin-like phospholipase domain-containing protein 3PNPLA322q13.31Q9NST1 details
Gastric triacylglycerol lipaseLIPF10q23.31P07098 details
Endothelial lipaseLIPG18q21.1Q9Y5X9 details
Bile salt-activated lipaseCEL9q34.3P19835 details
Diacylglycerol O-acyltransferase 1DGAT18q24.3O75907 details
Pancreatic lipase-related protein 2PNLIPRP210q25.3P54317 details
Carnitine O-palmitoyltransferase 1, muscle isoformCPT1B22q13.33Q92523 details
Carnitine O-palmitoyltransferase 1, liver isoformCPT1A11q13.2P50416 details
Lipoprotein lipaseLPL8p22P06858 details
Carnitine O-palmitoyltransferase 2, mitochondrialCPT21p32P23786 details
Monoglyceride lipaseMGLLQ99685 details
Liver carboxylesterase 1CES116q22.2P23141 details
Hormone-sensitive lipaseLIPE19q13.2Q05469 details
Protein disulfide-isomeraseP4HB17q25P07237 details
2-acylglycerol O-acyltransferase 2MOGAT211q13.5Q3SYC2 details
Patatin-like phospholipase domain-containing protein 4PNPLA4Xp22.3P41247 details
Diacylglycerol O-acyltransferase 2DGAT211q13.5Q96PD7 details
2-acylglycerol O-acyltransferase 1MOGAT12q36.1Q96PD6 details
2-acylglycerol O-acyltransferase 3MOGAT37q22.1Q86VF5 details
Phospholipase B1, membrane-associatedPLB12p23.2Q6P1J6 details
Glycerol-3-phosphate acyltransferase 3AGPAT94q21.23Q53EU6 details
Patatin-like phospholipase domain-containing protein 2PNPLA211p15.5Q96AD5 details
Pancreatic lipase-related protein 3PNLIPRP310q25.3Q17RR3 details
Transporters
Protein NameGene NameLocusUniprot IDDetails
Microsomal triglyceride transfer protein large subunitMTTP4q24P55157 details
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Pancreatic triacylglycerol lipasePNLIP10q26.1P16233 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0005399
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB094791
KNApSAcK IDNot Available
Chemspider ID7823501
KEGG Compound IDC00422
BioCyc IDTriacylglycerols
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9544551
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available

Only showing the first 10 proteins. There are 29 proteins in total.

Enzymes

General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
PNLIP
Uniprot ID:
P16233
Molecular weight:
51156.48
General function:
Involved in catalytic activity
Specific function:
Hepatic lipase has the capacity to catalyze hydrolysis of phospholipids, mono-, di-, and triglycerides, and acyl-CoA thioesters. It is an important enzyme in HDL metabolism. Hepatic lipase binds heparin.
Gene Name:
LIPC
Uniprot ID:
P11150
Molecular weight:
55914.1
General function:
Involved in lipid metabolic process
Specific function:
Crucial for the intracellular hydrolysis of cholesteryl esters and triglycerides that have been internalized via receptor-mediated endocytosis of lipoprotein particles. Important in mediating the effect of LDL (low density lipoprotein) uptake on suppression of hydroxymethylglutaryl-CoA reductase and activation of endogenous cellular cholesteryl ester formation.
Gene Name:
LIPA
Uniprot ID:
P38571
Molecular weight:
45418.71
General function:
Involved in catalytic activity
Specific function:
May function as inhibitor of dietary triglyceride digestion. Lacks detectable lipase activity towards triglycerides, diglycerides, phosphatidylcholine, galactolipids or cholesterol esters (in vitro) (By similarity).
Gene Name:
PNLIPRP1
Uniprot ID:
P54315
Molecular weight:
Not Available
General function:
Involved in metabolic process
Specific function:
Multifunctional enzyme which has both triacylglycerol lipase and acylglycerol O-acyltransferase activities.
Gene Name:
PNPLA3
Uniprot ID:
Q9NST1
Molecular weight:
52864.64
General function:
Involved in lipid metabolic process
Specific function:
Not Available
Gene Name:
LIPF
Uniprot ID:
P07098
Molecular weight:
45237.375
General function:
Involved in catalytic activity
Specific function:
Has phospholipase and triglyceride lipase activities. Hydrolyzes high density lipoproteins (HDL) more efficiently than other lipoproteins. Binds heparin.
Gene Name:
LIPG
Uniprot ID:
Q9Y5X9
Molecular weight:
56794.275
General function:
Lipid transport and metabolism
Specific function:
Catalyzes fat and vitamin absorption. Acts in concert with pancreatic lipase and colipase for the complete digestion of dietary triglycerides.
Gene Name:
CEL
Uniprot ID:
P19835
Molecular weight:
79666.385
General function:
Involved in diacylglycerol O-acyltransferase activity
Specific function:
Catalyzes the terminal and only committed step in triacylglycerol synthesis by using diacylglycerol and fatty acyl CoA as substrates. In contrast to DGAT2 it is not essential for survival. May be involved in VLDL (very low density lipoprotein) assembly. In liver, plays a role in esterifying exogenous fatty acids to glycerol. Functions as the major acyl-CoA retinol acyltransferase (ARAT) in the skin, where it acts to maintain retinoid homeostasis and prevent retinoid toxicity leading to skin and hair disorders.
Gene Name:
DGAT1
Uniprot ID:
O75907
Molecular weight:
55277.735
General function:
Involved in catalytic activity
Specific function:
Lipase with broad substrate specificity. Can hydrolyze both phospholipids and galactolipids. Acts preferentially on monoglycerides, phospholipids and galactolipids. Contributes to milk fat hydrolysis.
Gene Name:
PNLIPRP2
Uniprot ID:
P54317
Molecular weight:
52077.475

Transporters

General function:
Involved in lipid transporter activity
Specific function:
Catalyzes the transport of triglyceride, cholesteryl ester, and phospholipid between phospholipid surfaces. Required for the secretion of plasma lipoproteins that contain apolipoprotein B
Gene Name:
MTTP
Uniprot ID:
P55157
Molecular weight:
99350.3

Only showing the first 10 proteins. There are 29 proteins in total.