Record Information
Version1.0
Created at2020-03-30 17:54:29 UTC
Updated at2020-12-07 19:07:51 UTC
CannabisDB IDCDB000963
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameDG(22:0/16:0/0:0)
DescriptionDG(22:0/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
Synonyms
ValueSource
DG(22:0/16:0)HMDB
DAG(38:0)HMDB
Diacylglycerol(38:0)HMDB
DAG(22:0/16:0)HMDB
DiglycerideHMDB
Diacylglycerol(22:0/16:0)HMDB
DiacylglycerolHMDB
DG(38:0)HMDB
1-Behenoyl-2-palmitoyl-sn-glycerolHMDB
1-Docosanoyl-2-hexadecanoyl-sn-glycerolHMDB
DG(22:0/16:0/0:0)Lipid Annotator
Chemical FormulaC41H80O5
Average Molecular Weight653.07
Monoisotopic Molecular Weight652.6006
IUPAC Name(2S)-2-(hexadecanoyloxy)-3-hydroxypropyl docosanoate
Traditional Namediacylglycerol
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C41H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-25-27-29-31-33-35-40(43)45-38-39(37-42)46-41(44)36-34-32-30-28-26-23-16-14-12-10-8-6-4-2/h39,42H,3-38H2,1-2H3/t39-/m0/s1
InChI KeyIQNYOCFHHRCMKY-KDXMTYKHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassDiradylglycerols
Direct Parent1,2-diacylglycerols
Alternative Parents
Substituents
  • 1,2-acyl-sn-glycerol
  • Fatty acid ester
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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
logP10.51ALOGPS
logP14.67ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count40ChemAxon
Refractivity195.3 m³·mol⁻¹ChemAxon
Polarizability88.25 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, Positivesplash10-00di-0000009000-d4ccc03f09b423ce2e82Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dt-0009004000-d07b5f2acc54b25026f4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03kb-0009004000-738745a5d790fb327586Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot AvailableSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot AvailableSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot AvailableSpectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Diacylglycerol kinase thetaDGKQ4p16.3P52824 details
Pancreatic triacylglycerol lipasePNLIP10q26.1P16233 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1PLCB120p12Q9NQ66 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-4PLCB420p12Q15147 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-2PLCB215q15Q00722 details
Diacylglycerol kinase gammaDGKG3q27.2-q27.3P49619 details
Hepatic triacylglycerol lipaseLIPC15q21-q23P11150 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-3PLCB311q13Q01970 details
Inactive pancreatic lipase-related protein 1PNLIPRP1P54315 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2PLCG216q24.1P16885 details
Lipid phosphate phosphohydrolase 2PPAP2C19p13O43688 details
Patatin-like phospholipase domain-containing protein 3PNPLA322q13.31Q9NST1 details
Diacylglycerol kinase alphaDGKA12q13.3P23743 details
Diacylglycerol kinase deltaDGKD2q37.1Q16760 details
Diacylglycerol kinase epsilonDGKE17q22P52429 details
Gastric triacylglycerol lipaseLIPF10q23.31P07098 details
Lipid phosphate phosphohydrolase 1PPAP2A5q11O14494 details
Diacylglycerol kinase betaDGKB7p21.2Q9Y6T7 details
Endothelial lipaseLIPG18q21.1Q9Y5X9 details
Diacylglycerol kinase iotaDGKI7q32.3-q33O75912 details
Bile salt-activated lipaseCEL9q34.3P19835 details
Lipid phosphate phosphohydrolase 3PPAP2B1p32.2O14495 details
Diacylglycerol O-acyltransferase 1DGAT18q24.3O75907 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1PLCG120q12-q13.1P19174 details
Pancreatic lipase-related protein 2PNLIPRP210q25.3P54317 details
Diacylglycerol kinase zetaDGKZ11p11.2Q13574 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-1PLCD13p22-p21.3P51178 details
Lipoprotein lipaseLPL8p22P06858 details
Galactosylceramide sulfotransferaseGAL3ST122q12.2Q99999 details
Hormone-sensitive lipaseLIPE19q13.2Q05469 details
Phosphatidate cytidylyltransferase 2CDS220p13O95674 details
Choline-phosphate cytidylyltransferase APCYT1A3q29P49585 details
Phosphatidate cytidylyltransferase 1CDS14q21.23Q92903 details
Phosphatidylcholine:ceramide cholinephosphotransferase 2SGMS24q25Q8NHU3 details
CDP-diacylglycerol--inositol 3-phosphatidyltransferaseCDIPT16p11.2O14735 details
Phosphatidylcholine:ceramide cholinephosphotransferase 1SGMS110q11.2Q86VZ5 details
RAF proto-oncogene serine/threonine-protein kinaseRAF13p25P04049 details
Protein kinase C alpha typePRKCA17q22-q23.2P17252 details
Serine/threonine-protein kinase A-RafARAFP10398 details
Citron Rho-interacting kinaseCIT12q24O14578 details
Protein kinase C beta typePRKCB16p11.2P05771 details
Protein kinase C zeta typePRKCZ1p36.33-p36.2Q05513 details
Protein kinase C iota typePRKCI3q26.3P41743 details
Rho-associated protein kinase 1ROCK118q11.1Q13464 details
Serine/threonine-protein kinase D1PRKD114q11Q15139 details
Protein kinase C gamma typePRKCG19q13.4P05129 details
Rho-associated protein kinase 2ROCK22p24O75116 details
Protein kinase C delta typePRKCD3p21.31Q05655 details
Serine/threonine-protein kinase D3PRKD32p21O94806 details
Protein kinase C theta typePRKCQ10p15Q04759 details
Protein kinase C eta typePRKCH14q23.1P24723 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase eta-2PLCH21p36.32O75038 details
Protein kinase C epsilon typePRKCE2p21Q02156 details
Serine/threonine-protein kinase B-rafBRAF7q34P15056 details
Cholinephosphotransferase 1CHPT112qQ8WUD6 details
2-acylglycerol O-acyltransferase 2MOGAT211q13.5Q3SYC2 details
Patatin-like phospholipase domain-containing protein 4PNPLA4Xp22.3P41247 details
CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase, mitochondrialPGS117q25.3Q32NB8 details
Diacylglycerol kinase etaDGKH13q14.11Q86XP1 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-4PLCD42q35Q9BRC7 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase eta-1PLCH13q25.31Q4KWH8 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase epsilon-1PLCE110q23Q9P212 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-3PLCD317q21.31Q8N3E9 details
Diacylglycerol O-acyltransferase 2DGAT211q13.5Q96PD7 details
2-acylglycerol O-acyltransferase 1MOGAT12q36.1Q96PD6 details
Acyl-CoA wax alcohol acyltransferase 1AWAT1Xq13.1Q58HT5 details
Acyl-CoA wax alcohol acyltransferase 2AWAT2Xq13.1Q6E213 details
Diacylglycerol O-acyltransferase 2-like protein 6DGAT2L6Q6ZPD8 details
Putative diacylglycerol O-acyltransferase 2-like protein 7DGAT2L77q22.1Q6IED9 details
Sn1-specific diacylglycerol lipase alphaDAGLA11q12.2Q9Y4D2 details
Sn1-specific diacylglycerol lipase betaDAGLB7p22.1Q8NCG7 details
2-acylglycerol O-acyltransferase 3MOGAT37q22.1Q86VF5 details
Diacylglycerol kinase kappaDGKKQ5KSL6 details
Serine/threonine-protein kinase D2PRKD219q13.3Q9BZL6 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase zeta-1PLCZ112p12.3Q86YW0 details
Patatin-like phospholipase domain-containing protein 2PNPLA211p15.5Q96AD5 details
A-kinase anchor protein 13AKAP1315q24-q25Q12802 details
Serine/threonine-protein kinase MRCK alphaCDC42BPA1q42.11Q5VT25 details
Serine/threonine-protein kinase MRCK betaCDC42BPB14q32.3Q9Y5S2 details
Serine/threonine-protein kinase MRCK gammaCDC42BPG11q13.1Q6DT37 details
Acylglycerol kinase, mitochondrialAGK7q34Q53H12 details
Pancreatic lipase-related protein 3PNLIPRP310q25.3Q17RR3 details
CDC42 binding protein kinase beta (DMPK-like)CDC42BPB14q32.3A9JR72 details
Kinase suppressor of Ras 2KSR212q24.22-q24.23Q6VAB6 details
Tensin-like C1 domain-containing phosphataseTENC112q13.13Q63HR2 details
Protein kinase C, alpha variantQ59FI5 details
Kinase suppressor of Ras 1KSR117q11.1-q11.2Q8IVT5 details
Protein kinase C, gamma variantQ59EZ0 details
CDC42-binding protein kinase betaCDC42BPA1q42.11Q8IWQ7 details
Rho GTPase-activating protein 29ARHGAP291p22.1Q52LW3 details
Rac GTPase-activating protein 1RACGAP112q13.12Q9H0H5 details
Transporters
Protein NameGene NameLocusUniprot IDDetails
Short transient receptor potential channel 3TRPC34q27Q13507 details
Short transient receptor potential channel 6TRPC611q22.1Q9Y210 details
Short transient receptor potential channel 7TRPC75q31.1Q9HCX4 details
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Pancreatic triacylglycerol lipasePNLIP10q26.1P16233 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1PLCB120p12Q9NQ66 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-4PLCB420p12Q15147 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-2PLCB215q15Q00722 details
Diacylglycerol kinase gammaDGKG3q27.2-q27.3P49619 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-3PLCB311q13Q01970 details
Diacylglycerol kinase alphaDGKA12q13.3P23743 details
Diacylglycerol kinase betaDGKB7p21.2Q9Y6T7 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-1PLCD13p22-p21.3P51178 details
Protein kinase C alpha typePRKCA17q22-q23.2P17252 details
Protein kinase C beta typePRKCB16p11.2P05771 details
Protein kinase C zeta typePRKCZ1p36.33-p36.2Q05513 details
Protein kinase C iota typePRKCI3q26.3P41743 details
Protein kinase C gamma typePRKCG19q13.4P05129 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase eta-2PLCH21p36.32O75038 details
Cholinephosphotransferase 1CHPT112qQ8WUD6 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-4PLCD42q35Q9BRC7 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase eta-1PLCH13q25.31Q4KWH8 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase epsilon-1PLCE110q23Q9P212 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-3PLCD317q21.31Q8N3E9 details
Membrane-associated phosphatidylinositol transfer protein 1PITPNM111q13O00562 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase zeta-1PLCZ112p12.3Q86YW0 details
RAS guanyl-releasing protein 1RASGRP115q14O95267 details
RAS guanyl-releasing protein 2RASGRP211q13Q7LDG7 details
Differentially expressed in FDCP 8 homologDEF816q24.3Q6ZN54 details
Aging-associated gene 6 proteinQ2TSD3 details
Ras guanyl-releasing protein 3RASGRP32p25.1-p24.1Q8IV61 details
Receptors
Protein NameGene NameLocusUniprot IDDetails
Diacylglycerol kinase thetaDGKQ4p16.3P52824 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1PLCB120p12Q9NQ66 details
Diacylglycerol kinase gammaDGKG3q27.2-q27.3P49619 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-3PLCB311q13Q01970 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2PLCG216q24.1P16885 details
Diacylglycerol kinase alphaDGKA12q13.3P23743 details
Diacylglycerol kinase deltaDGKD2q37.1Q16760 details
Diacylglycerol kinase epsilonDGKE17q22P52429 details
Lipid phosphate phosphohydrolase 1PPAP2A5q11O14494 details
Diacylglycerol kinase betaDGKB7p21.2Q9Y6T7 details
Diacylglycerol kinase iotaDGKI7q32.3-q33O75912 details
Lipid phosphate phosphohydrolase 3PPAP2B1p32.2O14495 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1PLCG120q12-q13.1P19174 details
Diacylglycerol kinase zetaDGKZ11p11.2Q13574 details
RAF proto-oncogene serine/threonine-protein kinaseRAF13p25P04049 details
Serine/threonine-protein kinase A-RafARAFP10398 details
Serine/threonine-protein kinase B-rafBRAF7q34P15056 details
Short transient receptor potential channel 3TRPC34q27Q13507 details
Diacylglycerol kinase etaDGKH13q14.11Q86XP1 details
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase epsilon-1PLCE110q23Q9P212 details
Diacylglycerol kinase kappaDGKKQ5KSL6 details
Short transient receptor potential channel 6TRPC611q22.1Q9Y210 details
Short transient receptor potential channel 7TRPC75q31.1Q9HCX4 details
Acylglycerol kinase, mitochondrialAGK7q34Q53H12 details
Transcriptional Factors
Protein NameGene NameLocusUniprot IDDetails
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1PLCB120p12Q9NQ66 details
Lipid phosphate phosphohydrolase 3PPAP2B1p32.2O14495 details
Concentrations Data
Not Available
HMDB IDHMDB0007591
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB024784
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53478362
PDB IDNot Available
ChEBI ID90045
References
General ReferencesNot Available

Only showing the first 10 proteins. There are 147 proteins in total.

Enzymes

General function:
Involved in diacylglycerol kinase activity
Specific function:
Phosphorylates diacylglycerol (DAG) to generate phosphatidic acid (PA). May regulate the activity of protein kinase C by controlling the balance between these two signaling lipids. Activated in the nucleus in response to alpha-thrombin and nerve growth factor. May be involved in cAMP- induced activation of NR5A1 and subsequent steroidogenic gene transcription by delivering PA as ligand for NR5A1. Acts synergistically with NR5A1 on CYP17 transcriptional activity
Gene Name:
DGKQ
Uniprot ID:
P52824
Molecular weight:
101154.0
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
PNLIP
Uniprot ID:
P16233
Molecular weight:
51156.48
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:
PLCB1
Uniprot ID:
Q9NQ66
Molecular weight:
138565.805
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. This form has a role in retina signal transduction.
Gene Name:
PLCB4
Uniprot ID:
Q15147
Molecular weight:
136105.065
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:
PLCB2
Uniprot ID:
Q00722
Molecular weight:
134023.21
General function:
Involved in diacylglycerol kinase activity
Specific function:
Reverses the normal flow of glycerolipid biosynthesis by phosphorylating diacylglycerol back to phosphatidic acid
Gene Name:
DGKG
Uniprot ID:
P49619
Molecular weight:
89095.3
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 calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:
PLCB3
Uniprot ID:
Q01970
Molecular weight:
138797.725
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 phosphoinositide phospholipase C activity
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. It is a crucial enzyme in transmembrane signaling.
Gene Name:
PLCG2
Uniprot ID:
P16885
Molecular weight:
147868.67

Transporters

General function:
Involved in ion channel activity
Specific function:
Thought to form a receptor-activated non-selective calcium permeant cation channel. Probably is operated by a phosphatidylinositol second messenger system activated by receptor tyrosine kinases or G-protein coupled receptors. Activated by diacylglycerol (DAG) in a membrane-delimited fashion, independently of protein kinase C, and by inositol-1,4,5- triphosphate receptors (ITPR) with bound IP3. May also be activated by internal calcium store depletion
Gene Name:
TRPC3
Uniprot ID:
Q13507
Molecular weight:
97354.1
General function:
Involved in ion channel activity
Specific function:
Thought to form a receptor-activated non-selective calcium permeant cation channel. Probably is operated by a phosphatidylinositol second messenger system activated by receptor tyrosine kinases or G-protein coupled receptors. Activated by diacylglycerol (DAG) in a membrane-delimited fashion, independently of protein kinase C. Seems not to be activated by intracellular calcium store depletion
Gene Name:
TRPC6
Uniprot ID:
Q9Y210
Molecular weight:
106325.3
General function:
Involved in ion channel activity
Specific function:
Thought to form a receptor-activated non-selective calcium permeant cation channel. Probably is operated by a phosphatidylinositol second messenger system activated by receptor tyrosine kinases or G-protein coupled receptors. Activated by diacylglycerol (DAG). May also be activated by intracellular calcium store depletion
Gene Name:
TRPC7
Uniprot ID:
Q9HCX4
Molecular weight:
99561.3

Only showing the first 10 proteins. There are 147 proteins in total.