Showing metabocard for DG(16:0/18:1(9Z)/0:0) (BMDB0007102)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:30:37 UTC
Update Date2020-06-04 20:13:54 UTC
MCDB ID BMDB0007102
Secondary Accession Numbers
  • BMDB07102
Metabolite Identification
Common NameDG(16:0/18:1(9Z)/0:0)
DescriptionDG(16:0/18:1(9Z)/0:0), also known as diacylglycerol or DAG(16:0/18:1), belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Thus, DG(16:0/18:1(9Z)/0:0) is considered to be a diradylglycerol lipid molecule. DG(16:0/18:1(9Z)/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(16:0/18:1(9Z)/0:0) exists in all living organisms, ranging from bacteria to humans. DG(16:0/18:1(9Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, CDP-Ethanolamine and DG(16:0/18:1(9Z)/0:0) can be converted into cytidine monophosphate and PE(16:0/18:1(9Z)) through its interaction with the enzyme choline/ethanolaminephosphotransferase. In addition, CDP-Choline and DG(16:0/18:1(9Z)/0:0) can be converted into cytidine monophosphate and PC(16:0/18:1(9Z)); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. In cattle, DG(16:0/18:1(9Z)/0:0) is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(16:0/18:1(9Z)) pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerolChEBI
DG (16:0/18:1(N-9)/0:0)ChEBI
DG(16:0/18:1/0:0)ChEBI
1-(1-14C)Palmitoyl-2-oleoyl-sn-glycerolMeSH
1-Palmitoyl-2-(1-14C)oleoyl-sn-glycerolMeSH
1-Palmitoyl-2-oleoyl-sn-glycerol, (S)-isomerMeSH
1-(14C)POGMeSH
1-Palmitoyl-2-oleoylglycerolMeSH
2-(14C)POGMeSH
DG(16:0/18:1)Lipid Annotator, HMDB
1-palmitoyl-2-oleoyl-sn-glycerolLipid Annotator, HMDB
DG(16:0/18:1(9Z)/0:0)Lipid Annotator
Diacylglycerol(16:0/18:1)Lipid Annotator, HMDB
DAG(16:0/18:1)Lipid Annotator, HMDB
DiglycerideLipid Annotator, HMDB
Diacylglycerol(34:1)Lipid Annotator, HMDB
DiacylglycerolLipid Annotator, HMDB
DAG(34:1)Lipid Annotator, HMDB
DG(34:1)Lipid Annotator, HMDB
DAG(16:0/18:1N9)HMDB
DAG(16:0/18:1W9)HMDB
DG(16:0/18:1N9)HMDB
DG(16:0/18:1W9)HMDB
Diacylglycerol(16:0/18:1n9)HMDB
Diacylglycerol(16:0/18:1W9)HMDB
DAG(16:0/18:1(9Z)/0:0)HMDB
Diacylglycerol(16:0/18:1(9Z)/0:0)HMDB
Chemical FormulaC37H70O5
Average Molecular Weight594.9487
Monoisotopic Molecular Weight594.52232535
IUPAC Name(2S)-1-(hexadecanoyloxy)-3-hydroxypropan-2-yl (9Z)-octadec-9-enoate
Traditional Namediacylglycerol
CAS Registry Number3123-73-7
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/b18-17-/t35-/m0/s1
InChI KeyYEJYLHKQOBOSCP-OZKTZCCCSA-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 Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP10.1ALOGPS
logP12.53ChemAxon
logS-7.5ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count35ChemAxon
Refractivity178.02 m³·mol⁻¹ChemAxon
Polarizability78.32 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0wmr-3392244000-4ba56791bc2b2029e43e2017-10-06View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS ("DG(16:0/18:1(9Z)/0:0),1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-16View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000009000-225d2aaf58bce54f763b2017-10-04View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03g0-0009030000-0a8c4afd771fbc7c02362017-10-04View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dr-0009013000-4548a9e62eeaa76f0e2b2017-10-04View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000009000-665e2e7dfdb7932c62102021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03g0-0009030000-c4d90eec24d38a397f262021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dr-0009013000-61d3d6ba131e45169e172021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-1084090000-6035b535b622a7fd9d472021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-2092000000-d8dddb3e2b96be7e89342021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-1290000000-5da0f14e6c04c359e7422021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kk-1396070000-f5f62124f0638f1412a92021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014r-3593010000-f0284f38f323f611b7812021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01bi-6942000000-37cf186273caca1f59082021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000009000-d1dcc3e98924441c6a0d2021-09-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0000009000-d1dcc3e98924441c6a0d2021-09-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03e0-0009000000-2644e1602218313af4fd2021-09-25View Spectrum
Concentrations
StatusValueReferenceDetails
Detected and Quantified33 +/- 1 uM details
Detected and Quantified42 +/- 1 uM details
Detected and Quantified55 +/- 2 uM details
Detected and Quantified10 +/- 1 uM details
HMDB IDHMDB0007102
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4445454
KEGG Compound IDC13861
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282283
PDB IDNot Available
ChEBI ID75466
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.