Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusPredicted
Creation Date2021-09-19 05:07:06 UTC
Update Date2022-03-06 23:38:05 UTC
HMDB IDHMDB0296926
Secondary Accession NumbersNone
Metabolite Identification
Common NameDG(LTE4/0:0/2:0)
DescriptionDG(LTE4/0:0/2:0) 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. It is involved in the phospholipid metabolic pathway.
Structure
Thumb
Synonyms
ValueSource
(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-3-[(2S)-3-(acetyloxy)-2-hydroxypropoxy]-2-amino-3-oxopropyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoateGenerator
(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-3-[(2S)-3-(acetyloxy)-2-hydroxypropoxy]-2-amino-3-oxopropyl]sulphanyl}-5-hydroxyicosa-7,9,11,14-tetraenoateGenerator
(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-3-[(2S)-3-(acetyloxy)-2-hydroxypropoxy]-2-amino-3-oxopropyl]sulphanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acidGenerator
Chemical FormulaC28H45NO8S
Average Molecular Weight555.73
Monoisotopic Molecular Weight555.286588587
IUPAC Name(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-3-[(2S)-3-(acetyloxy)-2-hydroxypropoxy]-2-amino-3-oxopropyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid
Traditional Name(5S,6R,7E,9E,11Z,14Z)-6-{[(2R)-3-[(2S)-3-(acetyloxy)-2-hydroxypropoxy]-2-amino-3-oxopropyl]sulfanyl}-5-hydroxyicosa-7,9,11,14-tetraenoic acid
CAS Registry NumberNot Available
SMILES
CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](N)C(=O)OC[C@@H](O)COC(C)=O)[C@@H](O)CCCC(O)=O
InChI Identifier
InChI=1S/C28H45NO8S/c1-3-4-5-6-7-8-9-10-11-12-13-14-17-26(25(32)16-15-18-27(33)34)38-21-24(29)28(35)37-20-23(31)19-36-22(2)30/h7-8,10-14,17,23-26,31-32H,3-6,9,15-16,18-21,29H2,1-2H3,(H,33,34)/b8-7-,11-10-,13-12+,17-14+/t23-,24-,25-,26+/m0/s1
InChI KeyPXDKPUSQBNBRJT-UYCXAPQFSA-N
Chemical Taxonomy
ClassificationNot classified
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.21ALOGPS
logP1.43ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)4.15ChemAxon
pKa (Strongest Basic)7.03ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area156.38 ŲChemAxon
Rotatable Bond Count24ChemAxon
Refractivity153.8 m³·mol⁻¹ChemAxon
Polarizability62.94 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+240.79732859911
AllCCS[M+H-H2O]+239.46532859911
AllCCS[M+Na]+242.34532859911
AllCCS[M+NH4]+242.00332859911
AllCCS[M-H]-231.08132859911
AllCCS[M+Na-2H]-235.27632859911
AllCCS[M+HCOO]-240.01632859911
DeepCCS[M+H]+234.17930932474
DeepCCS[M-H]-232.35530932474
DeepCCS[M-2H]-265.630932474
DeepCCS[M+Na]+239.78630932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
DG(LTE4/0:0/2:0),4TMS,isomer #1CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)OC[C@H](COC(C)=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C4362.8Semi standard non polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #1CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)OC[C@H](COC(C)=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C3919.7Standard non polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #1CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N[Si](C)(C)C)C(=O)OC[C@H](COC(C)=O)O[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C4978.4Standard polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #2CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)OC[C@H](COC(C)=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C4492.2Semi standard non polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #2CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)OC[C@H](COC(C)=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C4017.0Standard non polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #2CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)OC[C@H](COC(C)=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O)O[Si](C)(C)C5123.5Standard polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #3CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)OC[C@H](COC(C)=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C4422.8Semi standard non polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #3CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)OC[C@H](COC(C)=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C4070.1Standard non polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #3CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)OC[C@H](COC(C)=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)CCCC(=O)O[Si](C)(C)C5179.9Standard polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #4CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)OC[C@@H](O)COC(C)=O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C4417.1Semi standard non polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #4CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)OC[C@@H](O)COC(C)=O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C4028.1Standard non polar33892256
DG(LTE4/0:0/2:0),4TMS,isomer #4CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@@H](C(=O)OC[C@@H](O)COC(C)=O)N([Si](C)(C)C)[Si](C)(C)C)[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C5089.1Standard polar33892256
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(LTE4/0:0/2:0) 10V, Positive-QTOFsplash10-000i-3905460000-35ad3e90fd2d7bc104de2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(LTE4/0:0/2:0) 20V, Positive-QTOFsplash10-00ku-2901000000-ba1c68a85dfe3a1af84c2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(LTE4/0:0/2:0) 40V, Positive-QTOFsplash10-0apl-2900000000-40cae97338ae237c5b5b2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(LTE4/0:0/2:0) 10V, Negative-QTOFsplash10-0ikc-4200390000-df2ed21b4a9d0b6297842021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(LTE4/0:0/2:0) 20V, Negative-QTOFsplash10-0pb9-9206310000-ecbde05597d6823adfda2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(LTE4/0:0/2:0) 40V, Negative-QTOFsplash10-0a4i-9412000000-f664e2af49ba7a430c2e2021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Only showing the first 10 proteins. There are 132 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 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 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

Transporters

General function:
Lipid transport and metabolism
Specific function:
Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:
SLC27A1
Uniprot ID:
Q6PCB7
Molecular weight:
71107.5

Only showing the first 10 proteins. There are 132 proteins in total.