Record Information
Version1.0
Creation date2011-09-21 00:16:57 UTC
Update date2015-07-21 06:57:17 UTC
Primary IDFDB022618
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-Dopachrome
DescriptionL-Dopachrome belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-Dopachrome is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number89762-39-0
Structure
Thumb
Synonyms
SynonymSource
2-L-Carboxy-2,3-dihydroindole-5,6-quinoneHMDB
2-L-carboxy-2,3-dihydroindole-5,6-quinonehmdb
L-dopachromehmdb
Predicted Properties
PropertyValueSource
Water Solubility11.9 g/LALOGPS
logP0.16ALOGPS
logP-0.29ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.61ChemAxon
pKa (Strongest Basic)-8.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.47 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.75 m³·mol⁻¹ChemAxon
Polarizability17.55 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H7NO4
IUPAC name(2S)-5,6-dioxo-2,4,5,6-tetrahydro-1H-indole-2-carboxylic acid
InChI IdentifierInChI=1S/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h1,3,6,10H,2H2,(H,13,14)/t6-/m0/s1
InChI KeyCKZOQLKEDKSKJR-LURJTMIESA-N
Isomeric SMILESOC(=O)[C@H]1NC2=CC(=O)C(=O)CC2=C1
Average Molecular Weight193.1562
Monoisotopic Molecular Weight193.037507717
Classification
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Indole or derivatives
  • Pyrroline carboxylic acid
  • Pyrroline carboxylic acid or derivatives
  • Cyclohexenone
  • Pyrroline
  • Vinylogous amide
  • Ketone
  • Amino acid
  • Cyclic ketone
  • Carboxylic acid
  • Secondary aliphatic amine
  • Enamine
  • Monocarboxylic acid or derivatives
  • Secondary amine
  • Azacycle
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Amine
  • Carbonyl group
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSL-Dopachrome, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-0900000000-b29aeb2f316d1be5cc27Spectrum
Predicted GC-MSL-Dopachrome, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-4940000000-064b2c27513d736d4a3aSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002f-0900000000-15655f8c3742466db9e52017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-7e9500b1b8bb20b775f52017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00b9-9800000000-7bf7e0ac2182eb92b5b32017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-ba3610e73ecb5b70f3712017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006w-0900000000-e8757ea0a01dda3b86572017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006w-2900000000-905b41c7cddb190526862017-09-01View Spectrum
NMRNot Available
ChemSpider ID17216120
ChEMBL IDNot Available
KEGG Compound IDC01693
Pubchem Compound ID439549
Pubchem Substance IDNot Available
ChEBI ID15772
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01430
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID1443253
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Macrophage migration inhibitory factorMIFP14174
Pathways
NameSMPDB LinkKEGG Link
Tyrosine MetabolismSMP00006 map00350
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference