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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-05-05 02:36:27 UTC
Update Date2022-11-30 19:16:01 UTC
HMDB IDHMDB0072842
Secondary Accession Numbers
  • HMDB72842
Metabolite Identification
Common NameMG(i-18:0/0:0/0:0)
DescriptionMG(i-18:0/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(i-18:0/0:0/0:0) is made up of one 16-methylheptadecanoyl(R1).
Structure
Data?1563867763
SynonymsNot Available
Chemical FormulaC21H42O4
Average Molecular Weight358.563
Monoisotopic Molecular Weight358.308309832
IUPAC Name(2R)-2,3-dihydroxypropyl 16-methylheptadecanoate
Traditional Name(2R)-2,3-dihydroxypropyl 16-methylheptadecanoate
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCC(C)C
InChI Identifier
InChI=1S/C21H42O4/c1-19(2)15-13-11-9-7-5-3-4-6-8-10-12-14-16-21(24)25-18-20(23)17-22/h19-20,22-23H,3-18H2,1-2H3/t20-/m1/s1
InChI KeyASKIVFGGGGIGKH-HXUWFJFHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-monoacylglycerols. These are monoacylglycerols containing a glycerol acylated at the 1-position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassMonoradylglycerols
Direct Parent1-monoacylglycerols
Alternative Parents
Substituents
  • 1-acyl-sn-glycerol
  • Fatty acid ester
  • Fatty acyl
  • 1,2-diol
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • Organic oxide
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
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
logP6.56ALOGPS
logP5.81ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)13.62ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity103.26 m³·mol⁻¹ChemAxon
Polarizability46.42 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
DarkChem[M+H]+188.0131661259
DarkChem[M-H]-183.41831661259
DeepCCS[M+H]+185.58430932474
DeepCCS[M-H]-183.22630932474
DeepCCS[M-2H]-216.96130932474
DeepCCS[M+Na]+192.18730932474
AllCCS[M+H]+200.632859911
AllCCS[M+H-H2O]+198.232859911
AllCCS[M+NH4]+202.732859911
AllCCS[M+Na]+203.332859911
AllCCS[M-H]-194.832859911
AllCCS[M+Na-2H]-196.832859911
AllCCS[M+HCOO]-199.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MG(i-18:0/0:0/0:0)[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCC(C)C3576.3Standard polar33892256
MG(i-18:0/0:0/0:0)[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCC(C)C2514.7Standard non polar33892256
MG(i-18:0/0:0/0:0)[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCC(C)C2719.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
MG(i-18:0/0:0/0:0),1TMS,isomer #1CC(C)CCCCCCCCCCCCCCC(=O)OC[C@@H](CO)O[Si](C)(C)C2684.0Semi standard non polar33892256
MG(i-18:0/0:0/0:0),1TMS,isomer #2CC(C)CCCCCCCCCCCCCCC(=O)OC[C@H](O)CO[Si](C)(C)C2691.7Semi standard non polar33892256
MG(i-18:0/0:0/0:0),2TMS,isomer #1CC(C)CCCCCCCCCCCCCCC(=O)OC[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C2756.7Semi standard non polar33892256
MG(i-18:0/0:0/0:0),1TBDMS,isomer #1CC(C)CCCCCCCCCCCCCCC(=O)OC[C@@H](CO)O[Si](C)(C)C(C)(C)C2949.0Semi standard non polar33892256
MG(i-18:0/0:0/0:0),1TBDMS,isomer #2CC(C)CCCCCCCCCCCCCCC(=O)OC[C@H](O)CO[Si](C)(C)C(C)(C)C2953.8Semi standard non polar33892256
MG(i-18:0/0:0/0:0),2TBDMS,isomer #1CC(C)CCCCCCCCCCCCCCC(=O)OC[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3251.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - MG(i-18:0/0:0/0:0) GC-MS (2 TMS) - 70eV, Positivesplash10-000i-9560300000-120639453d50a6228f052017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - MG(i-18:0/0:0/0:0) GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 10V, Positive-QTOFsplash10-004i-0009000000-2580e940ca1f2f1cbca32017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 20V, Positive-QTOFsplash10-004i-0009000000-2580e940ca1f2f1cbca32017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 40V, Positive-QTOFsplash10-0be6-0069000000-6f7c44088fdbecb9e3842017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 10V, Positive-QTOFsplash10-05mo-2179000000-abc0b8deb6e5ea92ebea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 20V, Positive-QTOFsplash10-0693-9263000000-56b2eedaf895f928dfbc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 40V, Positive-QTOFsplash10-0a4i-9100000000-3af373a06a877f477b5d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 10V, Positive-QTOFsplash10-004i-0009000000-5210059a7b8013bca3ec2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 20V, Positive-QTOFsplash10-004i-0009000000-5210059a7b8013bca3ec2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 40V, Positive-QTOFsplash10-0676-0089000000-9f2768696bd76725446e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 10V, Negative-QTOFsplash10-0aor-9066000000-554d1c308e21f646cd752021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 20V, Negative-QTOFsplash10-014l-8090000000-def48ecf86659ddcaa232021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 40V, Negative-QTOFsplash10-067i-5490000000-51b05730e4aba03e0e5a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 10V, Positive-QTOFsplash10-014i-0009000000-026fbec0f6407de8e2ce2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 20V, Positive-QTOFsplash10-014i-0009000000-026fbec0f6407de8e2ce2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - MG(i-18:0/0:0/0:0) 40V, Positive-QTOFsplash10-00kb-9005000000-e028cc5d6c2346a05df22021-09-22Wishart 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 IDFDB044843
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound92939095
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 References
  1. Quehenberger O, Armando AM, Brown AH, Milne SB, Myers DS, Merrill AH, Bandyopadhyay S, Jones KN, Kelly S, Shaner RL, Sullards CM, Wang E, Murphy RC, Barkley RM, Leiker TJ, Raetz CR, Guan Z, Laird GM, Six DA, Russell DW, McDonald JG, Subramaniam S, Fahy E, Dennis EA: Lipidomics reveals a remarkable diversity of lipids in human plasma. J Lipid Res. 2010 Nov;51(11):3299-305. doi: 10.1194/jlr.M009449. Epub 2010 Jul 29. [PubMed:20671299 ]
  2. Lopez-Lopez A, Lopez-Sabater MC, Campoy-Folgoso C, Rivero-Urgell M, Castellote-Bargallo AI: Fatty acid and sn-2 fatty acid composition in human milk from Granada (Spain) and in infant formulas. Eur J Clin Nutr. 2002 Dec;56(12):1242-54. [PubMed:12494309 ]
  3. Jenkins B, West JA, Koulman A: A review of odd-chain fatty acid metabolism and the role of pentadecanoic Acid (c15:0) and heptadecanoic Acid (c17:0) in health and disease. Molecules. 2015 Jan 30;20(2):2425-44. doi: 10.3390/molecules20022425. [PubMed:25647578 ]
  4. Kingsbury KJ, Morgan DM: The analysis of the fatty acids of normal human depot fat by gas-liquid chromatography. Biochem J. 1964 Jan;90(1):140-7. [PubMed:5832283 ]
  5. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  6. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  7. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  8. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  9. Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. [PubMed:9034165 ]
  10. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.