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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:43:37 UTC
HMDB IDHMDB0000126
Secondary Accession Numbers
  • HMDB0002722
  • HMDB00126
  • HMDB02722
Metabolite Identification
Common NameGlycerol 3-phosphate
DescriptionGlycerol 3-phosphate is a chemical intermediate in the glycolysis metabolic pathway. It is commonly confused with the similarly named glycerate 3-phosphate or glyceraldehyde 3-phosphate. Glycerol 3-phosphate is produced from glycerol, the triose sugar backbone of triglycerides and glycerophospholipids, by the enzyme glycerol kinase. Glycerol 3-phospate may then be converted by dehydrogenation to dihydroxyacetone phosphate (DHAP) by the enzyme glycerol-3-phosphate dehydrogenase. DHAP can then be rearranged into glyceraldehyde 3-phosphate (GA3P) by triose phosphate isomerase (TIM), and feed into glycolysis. The glycerol 3-phosphate shuttle is used to rapidly regenerate NAD+ in the brain and skeletal muscle cells of mammals (wikipedia).
Structure
Data?1582752112
Synonyms
ValueSource
(R)-Glycerol 1-phosphateChEBI
D-(Glycerol 1-phosphate)ChEBI
D-Glycerol 1-phosphateChEBI
Glycerol-3-phosphateChEBI
Glycerophosphoric acidChEBI
L-(Glycerol 3-phosphate)ChEBI
Phosphoric acid mono-((R)-2,3-dihydroxy-propyl) esterChEBI
Phosphorsaeure-mono-((R)-2,3-dihydroxy-propylester)ChEBI
sn-GLYCEROL-3-phosphATEChEBI
sn-Gro-1-pChEBI
(R)-Glycerol 1-phosphoric acidGenerator
D-(Glycerol 1-phosphoric acid)Generator
D-Glycerol 1-phosphoric acidGenerator
Glycerol-3-phosphoric acidGenerator
GlycerophosphateGenerator
L-(Glycerol 3-phosphoric acid)Generator
Phosphate mono-((R)-2,3-dihydroxy-propyl) esterGenerator
sn-GLYCEROL-3-phosphoric acidGenerator
Glycerol 3-phosphoric acidGenerator
1-(Dihydrogen phosphate) glycerolHMDB
1-GlycerophosphateHMDB
1-GlycerophosphorateHMDB
1-Glycerophosphoric acidHMDB
3-GlycerophosphateHMDB
a-GlycerophosphateHMDB
a-GlycerophosphorateHMDB
a-Glycerophosphoric acidHMDB
a-PhosphoglycerolHMDB
alpha-GlycerophosphateHMDB
alpha-GlycerophosphorateHMDB
alpha-Glycerophosphoric acidHMDB
alpha-PhosphoglycerolHMDB
Dihydrogen a-glycerophosphateHMDB
DL-a-Glycerol phosphateHMDB
DL-a-GlycerophosphateHMDB
DL-a-GlycerophosphorateHMDB
DL-a-Glycerophosphoric acidHMDB
DL-a-Glyceryl phosphateHMDB
DL-alpha-Glycerol phosphateHMDB
DL-alpha-GlycerophosphateHMDB
DL-alpha-GlycerophosphorateHMDB
DL-alpha-Glycerophosphoric acidHMDB
DL-alpha-Glyceryl phosphateHMDB
DL-Glycerol 1-phosphateHMDB
DL-Glycerol 3-phosphateHMDB
Glycerol 1-phosphateHMDB
Glycerol a-phosphateHMDB
Glycerol monophosphateHMDB
GlycerophosphorateHMDB
Glycerophosphoric acid IHMDB
Glyceryl phosphateHMDB
sn-Glycerol 3-phosphateHMDB
1-PhosphoglycerolHMDB
alpha-Glycerophosphoric acid, (DL)-isomerHMDB
alpha-Glycerophosphoric acid, (R)-isomerHMDB
alpha-Glycerophosphoric acid, (S)-isomerHMDB
alpha-Glycerophosphoric acid, 1,2,3-propanetriol-1-(18)O,3-(dihydrogen phosphate)-labeledHMDB
alpha-Glycerophosphoric acid, 1,2,3-propanetriol-2-(18)O,3-(dihydrogen phosphate)-labeledHMDB
alpha-Glycerophosphoric acid, fe saltHMDB
alpha-Glycerophosphoric acid, fe(+3) salt (3:2)HMDB
alpha-Glycerophosphoric acid, calcium saltHMDB
alpha-Glycerophosphoric acid, disodium saltHMDB
alpha-Glycerophosphoric acid, disodium salt (+-)-isomerHMDB
alpha-Glycerophosphoric acid, disodium salt hexahydrate(+-)-isomerHMDB
alpha-Glycerophosphoric acid, monocalcium saltHMDB
alpha-Glycerophosphoric acid, monocalcium salt (S)-isomerHMDB
alpha-Glycerophosphoric acid, monomagnesium saltHMDB
alpha-Glycerophosphoric acid, sodium saltHMDB
Disodium glycerophosphateHMDB
Sodium glycerophosphateHMDB
Chemical FormulaC3H9O6P
Average Molecular Weight172.0737
Monoisotopic Molecular Weight172.013674532
IUPAC Name[(2R)-2,3-dihydroxypropoxy]phosphonic acid
Traditional Name3-phosphoglycerol
CAS Registry Number57-03-4
SMILES
OC[C@@H](O)COP(O)(O)=O
InChI Identifier
InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1
InChI KeyAWUCVROLDVIAJX-GSVOUGTGSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphates
Direct ParentGlycerophosphates
Alternative Parents
Substituents
  • Sn-glycerol-3-phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Secondary alcohol
  • 1,2-diol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Route of exposure

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point102 - 104 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000 mg/mLNot Available
LogPNot AvailableNot Available
Experimental Spectral Properties

Experimental Collision Cross Sections

PredictorAdduct TypeData SourceCCS Value (Å2)Reference
DeepCCS[M-H]-MetCCS_train_neg124.85630932474
AllCCS[M-H]-Not Available127.7http://allccs.zhulab.cn/database/detail?ID=AllCCS00000179
Predicted Molecular Properties
PropertyValueSource
Water Solubility30.6 g/LALOGPS
logP10(-1.8) g/LALOGPS
logP10(-2) g/LChemAxon
logS10(-0.75) g/LALOGPS
pKa (Strongest Acidic)1.51ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.39 m³·mol⁻¹ChemAxon
Polarizability13.58 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+135.39931661259
DarkChem[M-H]-129.04931661259
AllCCS[M+H]+138.36132859911
AllCCS[M-H]-130.26232859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glycerol 3-phosphate,1TMS,#1C[Si](C)(C)OC[C@@H](O)COP(=O)(O)O1628.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,1TMS,#2C[Si](C)(C)O[C@H](CO)COP(=O)(O)O1630.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,1TMS,#3C[Si](C)(C)OP(=O)(O)OC[C@H](O)CO1640.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,2TMS,#1C[Si](C)(C)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C1673.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,2TMS,#2C[Si](C)(C)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C1691.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,2TMS,#3C[Si](C)(C)O[C@H](CO)COP(=O)(O)O[Si](C)(C)C1682.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,2TMS,#4C[Si](C)(C)OP(=O)(OC[C@H](O)CO)O[Si](C)(C)C1672.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,1TBDMS,#1CC(C)(C)[Si](C)(C)OC[C@@H](O)COP(=O)(O)O1887.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,1TBDMS,#2CC(C)(C)[Si](C)(C)O[C@H](CO)COP(=O)(O)O1878.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,1TBDMS,#3CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H](O)CO1881.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,2TBDMS,#1CC(C)(C)[Si](C)(C)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2093.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,2TBDMS,#2CC(C)(C)[Si](C)(C)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2108.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,2TBDMS,#3CC(C)(C)[Si](C)(C)O[C@H](CO)COP(=O)(O)O[Si](C)(C)C(C)(C)C2104.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
Glycerol 3-phosphate,2TBDMS,#4CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H](O)CO)O[Si](C)(C)C(C)(C)C2121.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Glycerol 3-phosphate GC-EI-TOF (Non-derivatized)splash10-0uea-0932000000-726f422c76a193edf2322017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Glycerol 3-phosphate GC-EI-TOF (Non-derivatized)splash10-0uea-0932000000-726f422c76a193edf2322018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Glycerol 3-phosphate GC-MS (4 TMS)splash10-0zgj-1976000000-019de1fa6314b95ef7fe2018-05-25HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycerol 3-phosphate GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ot-9300000000-a435ec7fb966f8ddc1a22016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycerol 3-phosphate GC-MS (2 TMS) - 70eV, Positivesplash10-0230-9080000000-9f48133c7a08fb549acd2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycerol 3-phosphate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycerol 3-phosphate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0002-9200000000-bf06c1d1e56cb88532432012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-00kr-9200000000-ffce45222cab00a0c3022012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-001j-9000000000-7689cca8f9c9a12d9e752012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-00di-0902000000-00e3a7e1ee10fbd8b03e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000i-9000000000-1a40c90fd2eb656ddf5c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0002-9000000000-f9bc5f552db38767c4372012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0002-0920000000-72f8b96355726dd3a5b12012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-00di-0901000000-2c3a8ed438d7ca0fa0492012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000i-9000000000-a3549fb5ec2675fbf6152012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0002-9000000000-096e2ba9a6ef6fd20d882012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-0002-0930000000-171708905bad289d60312012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-00di-0925110000-c1ced10d34f533b3fa1f2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-03di-0900000000-4ee8a36492a451beda752012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-004i-9000000000-de2aacfb81476c7755e52012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-00di-0900000000-dd342482ade09e9ce7492012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0fkc-0917520000-d61e6034525ac5f7588d2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-004i-9000000000-d537d3f23f3d9a789c202012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-00di-0900000000-2f1ca45b50402f6e62df2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-0udi-0009000000-5606781224d6ab5caed32012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-0pi0-1900000000-75b6ed57a4c9cd6378b42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-0a59-6900000000-1c46fbda1468f6fd803c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-0a5c-9400000000-305e9a2554d8c3274f322012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-007o-9000000000-d11ad04a048c3dca25de2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycerol 3-phosphate LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-00mo-9000000000-7b779b4be184b5b26b6a2012-08-31HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycerol 3-phosphate 10V, Positive-QTOFsplash10-00di-5900000000-297dbde751110233eca52016-09-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Experimental 2D NMR[1H, 1H]-TOCSY 2D NMR Spectrum (experimental)2012-12-04Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Mitochondria
Biospecimen Locations
  • Blood
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Placenta
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodDetected and Quantified30.0 +/- 3.0 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected and Quantified13.48 +/- 7.10 uMAdult (>18 years old)FemaleNormal details
SalivaDetected and Quantified5.30 +/- 2.20 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected and Quantified6.33 +/- 3.24 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
SalivaDetected and Quantified14.80 +/- 11.37 uMAdult (>18 years old)MaleAlzheimer's disease details
SalivaDetected and Quantified18.18 +/- 11.57 uMAdult (>18 years old)MaleFrontotemporal lobe dementia details
SalivaDetected and Quantified19.83 +/- 10.17 uMAdult (>18 years old)BothLewy body disease details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  2. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Alzheimer's disease
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Frontotemporal dementia
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Lewy body disease
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Associated OMIM IDs
DrugBank IDDB02515
Phenol Explorer Compound IDNot Available
FooDB IDFDB031180
KNApSAcK IDC00007288
Chemspider ID388308
KEGG Compound IDC00093
BioCyc IDGLYCEROL-3P
BiGG ID137383
Wikipedia LinkGlycerol 3-phosphate
METLIN ID5161
PubChem Compound439162
PDB IDNot Available
ChEBI ID15978
Food Biomarker OntologyNot Available
VMH IDGLYC3P
MarkerDB IDMDB00000061
Good Scents IDNot Available
References
Synthesis Reference Rios-Mercadillo, Victor M.; Whitesides, George M. Enzymic synthesis of sn-glycerol 3-phosphate. Journal of the American Chemical Society (1979), 101(19), 5828-9.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Slomiany BL, Piotrowski J, Mojtahed H, Slomiany A: Ebrotidine effect on the proteolytic and lipolytic activities of Helicobacter pylori. Gen Pharmacol. 1992 Mar;23(2):203-6. [PubMed:1639232 ]
  3. Guminski T: Some glycolytic enzymes in normal cerebrospinal fluid, brain tissue and blood plasma of infants. Clin Chim Acta. 1976 Aug 16;71(1):61-6. [PubMed:134854 ]
  4. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Only showing the first 10 proteins. There are 17 proteins in total.

Enzymes

General function:
Involved in calcium ion binding
Specific function:
Not Available
Gene Name:
GPD2
Uniprot ID:
P43304
Molecular weight:
80851.99
Reactions
Glycerol 3-phosphate + a quinone → Dihydroxyacetone phosphate + a quinoldetails
Glycerol 3-phosphate + FAD → Dihydroxyacetone phosphate + FADHdetails
General function:
Involved in phosphotransferase activity, alcohol group as acceptor
Specific function:
Key enzyme in the regulation of glycerol uptake and metabolism (By similarity).
Gene Name:
GK2
Uniprot ID:
Q14410
Molecular weight:
60593.32
Reactions
Adenosine triphosphate + Glycerol → ADP + Glycerol 3-phosphatedetails
General function:
Involved in phosphotransferase activity, alcohol group as acceptor
Specific function:
Key enzyme in the regulation of glycerol uptake and metabolism.
Gene Name:
GK
Uniprot ID:
P32189
Molecular weight:
57488.675
Reactions
Adenosine triphosphate + Glycerol → ADP + Glycerol 3-phosphatedetails
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
GPD1
Uniprot ID:
P21695
Molecular weight:
37567.4
Reactions
Glycerol 3-phosphate + NAD → Dihydroxyacetone phosphate + NADHdetails
Glycerol 3-phosphate + NAD → Dihydroxyacetone phosphate + NADH + Hydrogen Iondetails
General function:
Involved in acyltransferase activity
Specific function:
Esterifies acyl-group from acyl-ACP to the sn-1 position of glycerol-3-phosphate, an essential step in glycerolipid biosynthesis.
Gene Name:
GPAM
Uniprot ID:
Q9HCL2
Molecular weight:
93793.895
Reactions
Acyl-CoA + Glycerol 3-phosphate → Coenzyme A + 1-acyl-sn-glycerol 3-phosphatedetails
Acyl-[acyl-carrier protein] + Glycerol 3-phosphate → 1-Acyl-sn-glycerol 3-phosphate + Acyl-carrier proteindetails
General function:
Involved in phosphotransferase activity, alcohol group as acceptor
Specific function:
Key enzyme in the regulation of glycerol uptake and metabolism.
Gene Name:
GK3P
Uniprot ID:
Q14409
Molecular weight:
Not Available
Reactions
Adenosine triphosphate + Glycerol → ADP + Glycerol 3-phosphatedetails
General function:
Involved in acyltransferase activity
Specific function:
Esterifies acyl-group from acyl-ACP to the sn-1 position of glycerol-3-phosphate, an essential step in glycerolipid biosynthesis. Active against both saturated and unsaturated long-chain fatty acyl-CoAs.
Gene Name:
AGPAT6
Uniprot ID:
Q86UL3
Molecular weight:
52070.605
Reactions
Acyl-CoA + Glycerol 3-phosphate → Coenzyme A + 1-acyl-sn-glycerol 3-phosphatedetails
Acyl-[acyl-carrier protein] + Glycerol 3-phosphate → 1-Acyl-sn-glycerol 3-phosphate + Acyl-carrier proteindetails
General function:
Involved in phosphotransferase activity, for other substituted phosphate groups
Specific function:
Functions in the biosynthesis of the anionic phospholipids phosphatidylglycerol and cardiolipin (By similarity).
Gene Name:
PGS1
Uniprot ID:
Q32NB8
Molecular weight:
62729.745
Reactions
CDP-diacylglycerol + Glycerol 3-phosphate → Cytidine monophosphate + 3(3-sn-phosphatidyl)-sn-glycerol 1-phosphatedetails
CDP-diacylglycerol + Glycerol 3-phosphate → Cytidine monophosphate + Phosphatidylglycerophosphatedetails
General function:
Involved in oxidoreductase activity
Specific function:
Plays a role in regulating cardiac sodium current; decreased enzymatic activity with resulting increased levels of glycerol 3-phosphate activating the DPD1L-dependent SCN5A phosphorylation pathway, may ultimately lead to decreased sodium current; cardiac sodium current may also be reduced due to alterations of NAD(H) balance induced by DPD1L.
Gene Name:
GPD1L
Uniprot ID:
Q8N335
Molecular weight:
38418.44
Reactions
Glycerol 3-phosphate + NAD → Dihydroxyacetone phosphate + NADHdetails
Glycerol 3-phosphate + NAD → Dihydroxyacetone phosphate + NADH + Hydrogen Iondetails
General function:
Involved in acyltransferase activity
Specific function:
Esterifies acyl-group from acyl-ACP to the sn-1 position of glycerol-3-phosphate, an essential step in glycerolipid biosynthesis. Overexpression activates the mTOR pathway.
Gene Name:
AGPAT9
Uniprot ID:
Q53EU6
Molecular weight:
48704.805
Reactions
Acyl-CoA + Glycerol 3-phosphate → Coenzyme A + 1-acyl-sn-glycerol 3-phosphatedetails
Acyl-[acyl-carrier protein] + Glycerol 3-phosphate → 1-Acyl-sn-glycerol 3-phosphate + Acyl-carrier proteindetails

Only showing the first 10 proteins. There are 17 proteins in total.