Showing Compound Card for D-threo-Isocitric acid (CDB004929)

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Record Information
Version1.0
Created at2020-04-17 18:51:32 UTC
Updated at2020-11-18 16:39:01 UTC
CannabisDB IDCDB004929
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameD-threo-Isocitric acid
DescriptionD-threo-Isocitric acid, also known as isocitrate or isocitrIC ACID, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. D-threo-Isocitric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). D-threo-Isocitric acid exists in all living species, ranging from bacteria to humans. Outside of the human body, D-threo-Isocitric acid has been detected, but not quantified in, several different foods, such as rubus (blackberry, raspberry), fruits, citrus, green beans, and common beans. This could make D-threo-isocitric acid a potential biomarker for the consumption of these foods. The D-threo-diastereomer of isocitric acid. D-threo-Isocitric acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(+)-Threo-isocitric acidChEBI
ISOCITRIC ACIDChEBI
(+)-Threo-isocitrateGenerator
ISOCITRateGenerator
D-Threo-isocitrateGenerator
(1R,2S)-1-Hydroxypropane-1,2,3-tricarboxylateHMDB
(1R,2S)-1-Hydroxypropane-1,2,3-tricarboxylic acidHMDB
(2R,3S)-IsocitrateHMDB
3-Carboxy-2,3-dideoxy-L-threo-pentaric acidHMDB
D-(+)-threo-Isocitric acid(2R,3S)-isocitric acidHMDB
DS-threo-IsocitrateHMDB
DS-threo-Isocitric acidHMDB
ICIHMDB
ICTHMDB
threo-D-(+)-IsocitrateHMDB
threo-D-(+)-Isocitric acidHMDB
threo-DS(+)-IsocitrateHMDB
threo-DS(+)-Isocitric acidHMDB
threo-IsocitrateHMDB
Isocitric acid, trisodium saltMeSH, HMDB
Isocitric acid, (11)C-labeledMeSH, HMDB
Isocitric acid, disodium saltMeSH, HMDB
Isocitric acid, calcium saltMeSH, HMDB
Isocitric acid, potassium saltMeSH, HMDB
Isocitric acid, sodium saltMeSH, HMDB
Chemical FormulaC6H8O7
Average Molecular Weight192.12
Monoisotopic Molecular Weight192.027
IUPAC Name(1R,2S)-1-hydroxypropane-1,2,3-tricarboxylic acid
Traditional Namethreo-DS(+)-isocitrate
CAS Registry Number6061-97-8
SMILES
O[C@H]([C@H](CC(O)=O)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4+/m0/s1
InChI KeyODBLHEXUDAPZAU-ZAFYKAAXSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassTricarboxylic acids and derivatives
Direct ParentTricarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tricarboxylic acid or derivatives
  • Beta-hydroxy acid
  • Monosaccharide
  • Hydroxy acid
  • Alpha-hydroxy acid
  • Secondary alcohol
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.35ALOGPS
logP-1.4ChemAxon
logS-0.56ALOGPS
pKa (Strongest Acidic)3.07ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.13 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity35.72 m³·mol⁻¹ChemAxon
Polarizability15.54 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSD-threo-Isocitric acid, non-derivatized, GC-MS Spectrumsplash10-0002-0952000000-aeb4dfa5b7b1d6eba92fSpectrum
GC-MSD-threo-Isocitric acid, non-derivatized, GC-MS Spectrumsplash10-0002-1920000000-b56fdff61401e2340d50Spectrum
GC-MSD-threo-Isocitric acid, non-derivatized, GC-MS Spectrumsplash10-0002-0952000000-aeb4dfa5b7b1d6eba92fSpectrum
GC-MSD-threo-Isocitric acid, non-derivatized, GC-MS Spectrumsplash10-0002-1920000000-b56fdff61401e2340d50Spectrum
Predicted GC-MSD-threo-Isocitric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00ba-7900000000-96194d87d52b155cf1b9Spectrum
Predicted GC-MSD-threo-Isocitric acid, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-02vi-7029500000-2bb65fc897e48cc21750Spectrum
Predicted GC-MSD-threo-Isocitric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSD-threo-Isocitric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-0udi-0900000000-24949c0952ed64de70832012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-0w29-1900000000-c9bdca817d12cb4b091b2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-014l-9300000000-66e9d659711c1d339f762012-07-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004j-0900000000-a75a4b486df1552d6d932016-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0gla-4900000000-d04fec4218cafd6195df2016-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fk9-8900000000-4e5fbbb415df9fbc8f312016-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00ke-1900000000-c364bae4640e201c366d2016-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0v4j-4900000000-d00f263a75673b7981c72016-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pk9-9200000000-156693398229f972d7172016-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-056r-0900000000-4e17b6a1e2aad4076c032021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ufr-1900000000-15b65374b78661650dfa2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9100000000-f126784f2170bc8d341a2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002f-1900000000-33d42ec37993dc6475132021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ufr-4900000000-7b0e1ae548050695b9d62021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ufu-9600000000-3667240157dc2ec377ae2021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, D2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, D2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
2D NMR[1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0001874
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012771
KNApSAcK IDC00001188
Chemspider ID4477081
KEGG Compound IDC00451
BioCyc IDTHREO-DS-ISO-CITRATE
BiGG ID34579
Wikipedia LinkNot Available
METLIN ID3328
PubChem Compound5318532
PDB IDNot Available
ChEBI ID151
References
General ReferencesNot Available