Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:29:08 UTC
Update Date2022-03-07 02:56:05 UTC
HMDB IDHMDB0039119
Secondary Accession Numbers
  • HMDB39119
Metabolite Identification
Common NameL-Dopaquinone
DescriptionL-Dopaquinone belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Based on a literature review a significant number of articles have been published on L-Dopaquinone.
Structure
Data?1563863317
Synonyms
ValueSource
Dopa O-quinoneChEMBL, HMDB
O-DopaquinoneMeSH, HMDB
DopaquinoneMeSH, HMDB
Dopaquinone, (S)-isomerMeSH, HMDB
4-(2-Carboxy-2-aminoethyl)-1,2-benzoquinoneMeSH, HMDB
2-Amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoateGenerator
Chemical FormulaC9H9NO4
Average Molecular Weight195.1721
Monoisotopic Molecular Weight195.053157781
IUPAC Name2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid
Traditional Name2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid
CAS Registry NumberNot Available
SMILES
NC(CC1=CC(=O)C(=O)C=C1)C(O)=O
InChI Identifier
InChI=1S/C9H9NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6H,3,10H2,(H,13,14)
InChI KeyAHMIDUVKSGCHAU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • O-benzoquinone
  • Quinone
  • Ketone
  • Cyclic ketone
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
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
Water Solubility1.58 g/LALOGPS
logP-1.9ALOGPS
logP-2.1ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)9.06ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.46 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.48 m³·mol⁻¹ChemAxon
Polarizability18.12 ųChemAxon
Number of Rings1ChemAxon
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]+144.87331661259
DarkChem[M-H]-139.7931661259
DeepCCS[M+H]+140.17630932474
DeepCCS[M-H]-136.93930932474
DeepCCS[M-2H]-173.54330932474
DeepCCS[M+Na]+149.08230932474
AllCCS[M+H]+142.532859911
AllCCS[M+H-H2O]+138.432859911
AllCCS[M+NH4]+146.332859911
AllCCS[M+Na]+147.432859911
AllCCS[M-H]-139.832859911
AllCCS[M+Na-2H]-140.432859911
AllCCS[M+HCOO]-141.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
L-DopaquinoneNC(CC1=CC(=O)C(=O)C=C1)C(O)=O3012.2Standard polar33892256
L-DopaquinoneNC(CC1=CC(=O)C(=O)C=C1)C(O)=O1695.1Standard non polar33892256
L-DopaquinoneNC(CC1=CC(=O)C(=O)C=C1)C(O)=O2095.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-Dopaquinone,1TMS,isomer #1C[Si](C)(C)OC(=O)C(N)CC1=CC(=O)C(=O)C=C12065.6Semi standard non polar33892256
L-Dopaquinone,1TMS,isomer #2C[Si](C)(C)NC(CC1=CC(=O)C(=O)C=C1)C(=O)O2111.8Semi standard non polar33892256
L-Dopaquinone,2TMS,isomer #1C[Si](C)(C)NC(CC1=CC(=O)C(=O)C=C1)C(=O)O[Si](C)(C)C2156.9Semi standard non polar33892256
L-Dopaquinone,2TMS,isomer #1C[Si](C)(C)NC(CC1=CC(=O)C(=O)C=C1)C(=O)O[Si](C)(C)C2038.2Standard non polar33892256
L-Dopaquinone,2TMS,isomer #2C[Si](C)(C)N(C(CC1=CC(=O)C(=O)C=C1)C(=O)O)[Si](C)(C)C2247.0Semi standard non polar33892256
L-Dopaquinone,2TMS,isomer #2C[Si](C)(C)N(C(CC1=CC(=O)C(=O)C=C1)C(=O)O)[Si](C)(C)C2111.6Standard non polar33892256
L-Dopaquinone,3TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=CC(=O)C(=O)C=C1)N([Si](C)(C)C)[Si](C)(C)C2272.9Semi standard non polar33892256
L-Dopaquinone,3TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=CC(=O)C(=O)C=C1)N([Si](C)(C)C)[Si](C)(C)C2184.1Standard non polar33892256
L-Dopaquinone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=CC(=O)C(=O)C=C12333.4Semi standard non polar33892256
L-Dopaquinone,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(CC1=CC(=O)C(=O)C=C1)C(=O)O2362.7Semi standard non polar33892256
L-Dopaquinone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CC1=CC(=O)C(=O)C=C1)C(=O)O[Si](C)(C)C(C)(C)C2642.8Semi standard non polar33892256
L-Dopaquinone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CC1=CC(=O)C(=O)C=C1)C(=O)O[Si](C)(C)C(C)(C)C2501.9Standard non polar33892256
L-Dopaquinone,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C(CC1=CC(=O)C(=O)C=C1)C(=O)O)[Si](C)(C)C(C)(C)C2738.7Semi standard non polar33892256
L-Dopaquinone,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C(CC1=CC(=O)C(=O)C=C1)C(=O)O)[Si](C)(C)C(C)(C)C2540.1Standard non polar33892256
L-Dopaquinone,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC(=O)C(=O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2991.2Semi standard non polar33892256
L-Dopaquinone,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC(=O)C(=O)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2809.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - L-Dopaquinone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fml-5900000000-3f77b48d5f42d89513242017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Dopaquinone GC-MS (1 TMS) - 70eV, Positivesplash10-0udi-4910000000-dccd3d9d4cceeaf64aa72017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Dopaquinone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Dopaquinone 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 - L-Dopaquinone 10V, Positive-QTOFsplash10-0ufs-0900000000-d1c114d7f976c74c615f2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 20V, Positive-QTOFsplash10-0ue9-1900000000-662d137e5426f439dc692015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 40V, Positive-QTOFsplash10-0udi-9200000000-6dbb8ab9262bb219b8832015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 10V, Negative-QTOFsplash10-0006-0900000000-af5c0b9a3a0913d69ab52015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 20V, Negative-QTOFsplash10-002f-0900000000-f5ca0211f962a4918c7e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 40V, Negative-QTOFsplash10-00di-7900000000-1397cdd82f8d772a68f72015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 10V, Positive-QTOFsplash10-0udj-0900000000-2ca1383c9487e79be90a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 20V, Positive-QTOFsplash10-0ff0-0900000000-92f4bf729acf4be5b6bf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 40V, Positive-QTOFsplash10-00e9-8900000000-d3972df871a20993fe052021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 10V, Negative-QTOFsplash10-0006-0900000000-c319fd057861dc7d7ad42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 20V, Negative-QTOFsplash10-00e9-3900000000-b64033d6c2ec2ca4314b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Dopaquinone 40V, Negative-QTOFsplash10-00di-5900000000-cde5f7d52f36428ed06e2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart 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 IDFDB018629
KNApSAcK IDNot Available
Chemspider ID662
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkL-Dopaquinone
METLIN IDNot Available
PubChem Compound682
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.. .