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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:53:56 UTC
Update Date2022-03-07 02:53:36 UTC
HMDB IDHMDB0033137
Secondary Accession Numbers
  • HMDB33137
Metabolite Identification
Common Name2-Methoxycarbonylphenyl beta-D-glucopyranoside
Description2-Methoxycarbonylphenyl beta-D-glucopyranoside belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 2-Methoxycarbonylphenyl beta-D-glucopyranoside has been detected, but not quantified in, fruits. This could make 2-methoxycarbonylphenyl beta-D-glucopyranoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Methoxycarbonylphenyl beta-D-glucopyranoside.
Structure
Data?1563862357
Synonyms
ValueSource
2-Methoxycarbonylphenyl b-D-glucopyranosideGenerator
2-Methoxycarbonylphenyl β-D-glucopyranosideGenerator
2-Hydroxy-1,4-benzenedicarboxylic acidHMDB
2-Hydroxyterephthalic acidHMDB
Hydroxyterephthalic acidHMDB
Methyl 2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acidGenerator
Methyl salicylic acid glucosideGenerator
Chemical FormulaC14H18O8
Average Molecular Weight314.2879
Monoisotopic Molecular Weight314.100167552
IUPAC Namemethyl 2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate
Traditional Namemethyl 2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate
CAS Registry Number10019-60-0
SMILES
COC(=O)C1=CC=CC=C1OC1OC(CO)C(O)C(O)C1O
InChI Identifier
InChI=1S/C14H18O8/c1-20-13(19)7-4-2-3-5-8(7)21-14-12(18)11(17)10(16)9(6-15)22-14/h2-5,9-12,14-18H,6H2,1H3
InChI KeyONKIQNFPVXNOBV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPhenolic glycosides
Alternative Parents
Substituents
  • Phenolic glycoside
  • Hexose monosaccharide
  • O-glycosyl compound
  • Benzoate ester
  • Benzoic acid or derivatives
  • Phenoxy compound
  • Benzoyl
  • Phenol ether
  • Sugar acid
  • Monocyclic benzene moiety
  • Monosaccharide
  • Benzenoid
  • Oxane
  • Methyl ester
  • Carboxylic acid ester
  • Secondary alcohol
  • Acetal
  • Monocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Oxacycle
  • Polyol
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Primary alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point106 - 108 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility15.9 g/LALOGPS
logP-0.9ALOGPS
logP-0.59ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)12.2ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area125.68 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity72.21 m³·mol⁻¹ChemAxon
Polarizability30.1 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+174.60431661259
DarkChem[M-H]-168.03831661259
DeepCCS[M+H]+170.07530932474
DeepCCS[M-H]-167.71730932474
DeepCCS[M-2H]-200.97630932474
DeepCCS[M+Na]+176.20230932474
AllCCS[M+H]+173.332859911
AllCCS[M+H-H2O]+170.132859911
AllCCS[M+NH4]+176.332859911
AllCCS[M+Na]+177.232859911
AllCCS[M-H]-169.932859911
AllCCS[M+Na-2H]-169.832859911
AllCCS[M+HCOO]-170.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methoxycarbonylphenyl beta-D-glucopyranosideCOC(=O)C1=CC=CC=C1OC1OC(CO)C(O)C(O)C1O3211.8Standard polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranosideCOC(=O)C1=CC=CC=C1OC1OC(CO)C(O)C(O)C1O2654.1Standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranosideCOC(=O)C1=CC=CC=C1OC1OC(CO)C(O)C(O)C1O2653.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Methoxycarbonylphenyl beta-D-glucopyranoside,1TMS,isomer #1COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O2587.6Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,1TMS,isomer #2COC(=O)C1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O2564.5Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,1TMS,isomer #3COC(=O)C1=CC=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O2556.1Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,1TMS,isomer #4COC(=O)C1=CC=CC=C1OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C2561.8Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TMS,isomer #1COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O2557.5Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TMS,isomer #2COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O2548.3Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TMS,isomer #3COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C2554.2Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TMS,isomer #4COC(=O)C1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O2541.4Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TMS,isomer #5COC(=O)C1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C2556.2Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TMS,isomer #6COC(=O)C1=CC=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C2563.9Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,3TMS,isomer #1COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O2559.3Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,3TMS,isomer #2COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C2588.1Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,3TMS,isomer #3COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C2562.1Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,3TMS,isomer #4COC(=O)C1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C2551.7Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,4TMS,isomer #1COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C2611.4Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,1TBDMS,isomer #1COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O2808.0Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,1TBDMS,isomer #2COC(=O)C1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O2811.5Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,1TBDMS,isomer #3COC(=O)C1=CC=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O2806.9Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,1TBDMS,isomer #4COC(=O)C1=CC=CC=C1OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C2816.8Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TBDMS,isomer #1COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O3024.9Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TBDMS,isomer #2COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O3018.0Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TBDMS,isomer #3COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C3024.1Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TBDMS,isomer #4COC(=O)C1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O3019.0Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TBDMS,isomer #5COC(=O)C1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C3032.4Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,2TBDMS,isomer #6COC(=O)C1=CC=CC=C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C3033.1Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,3TBDMS,isomer #1COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O3239.0Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,3TBDMS,isomer #2COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C3257.2Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,3TBDMS,isomer #3COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C3239.5Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,3TBDMS,isomer #4COC(=O)C1=CC=CC=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C3244.9Semi standard non polar33892256
2-Methoxycarbonylphenyl beta-D-glucopyranoside,4TBDMS,isomer #1COC(=O)C1=CC=CC=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C3444.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside GC-MS (Non-derivatized) - 70eV, Positivesplash10-05aj-7490000000-368d9dc53a29ebf6084b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside GC-MS (4 TMS) - 70eV, Positivesplash10-000i-1111190000-8ebbef5658cc334875102017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 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 - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 10V, Positive-QTOFsplash10-0uxr-0943000000-e22d026994667a8a9f292016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 20V, Positive-QTOFsplash10-0udi-1900000000-341f12d1379edcc039132016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 40V, Positive-QTOFsplash10-0ukc-5900000000-b0522226b19d955ab0342016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 10V, Negative-QTOFsplash10-0ik9-1938000000-461b65c4dd3aab3ffb062016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 20V, Negative-QTOFsplash10-0udi-1920000000-11414cd660247fcec5962016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 40V, Negative-QTOFsplash10-0f6x-9600000000-b6c71ee54efcfc24bb832016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 10V, Negative-QTOFsplash10-03di-0709000000-bee41c3ea1cbfdd1366f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 20V, Negative-QTOFsplash10-0006-9621000000-62160391fde1c9a7e1252021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 40V, Negative-QTOFsplash10-0006-9200000000-9f872b24f82d257c29602021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 10V, Positive-QTOFsplash10-0g5a-0922000000-1945af74c71096af8ba92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 20V, Positive-QTOFsplash10-0g4j-1940000000-032a0e0adffcbdf3f8ed2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxycarbonylphenyl beta-D-glucopyranoside 40V, Positive-QTOFsplash10-006t-7910000000-14654ecf657889289e622021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB011138
KNApSAcK IDNot Available
Chemspider ID3606818
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4405844
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .