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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:52:07 UTC
Update Date2022-03-07 02:55:25 UTC
HMDB IDHMDB0037615
Secondary Accession Numbers
  • HMDB37615
Metabolite Identification
Common NameQuinoline yellow
DescriptionQuinoline yellow belongs to the class of organic compounds known as indanediones. Indanediones are compounds containing an indane ring bearing two ketone groups. Based on a literature review a significant number of articles have been published on Quinoline yellow.
Structure
Data?1563863061
Synonyms
ValueSource
2-(2-Quinolyl)-1,3-indandione disulfonic acid disodium saltHMDB
Acid yellow 3HMDB
Basacid yellow 094HMDB
C.I. acid yellow 3HMDB
C.I. acid yellow 3, 9ciHMDB
C.I. FOOD yellow 13HMDB
ChinogelbHMDB
Chinogelb extraHMDB
CI 47005HMDB
D & C yellow no. 10HMDB
D And C yellow no. 10HMDB
D&C yellow no. 10HMDB
Dye quinoline yellowHMDB
e104HMDB
FD And C yellow no. 10HMDB
FOOD Yellow 13HMDB
Japan yellow 203HMDB
Jaune de quinoleineHMDB
L-Gelb 3HMDB
Lemon yellow ZN 3HMDB
Quinidine yellow KTHMDB
Quinoline yellow extraHMDB
Quinoline yellow SHMDB
Quinoline yellow WSHMDB
Schultz no. 918HMDB
Vitasyn quinoline yellow 70HMDB
2-(1,3-Dioxo-2,3-dihydro-1H-inden-2-yl)quinoline-6,8-disulfonateGenerator
2-(1,3-Dioxo-2,3-dihydro-1H-inden-2-yl)quinoline-6,8-disulphonateGenerator
2-(1,3-Dioxo-2,3-dihydro-1H-inden-2-yl)quinoline-6,8-disulphonic acidGenerator
Chemical FormulaC18H11NO8S2
Average Molecular Weight433.412
Monoisotopic Molecular Weight432.992607713
IUPAC Name2-(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)quinoline-6,8-disulfonic acid
Traditional Name2-(1,3-dioxo-2H-inden-2-yl)quinoline-6,8-disulfonic acid
CAS Registry Number8004-92-0
SMILES
OS(=O)(=O)C1=CC2=C(N=C(C=C2)C2C(=O)C3=CC=CC=C3C2=O)C(=C1)S(O)(=O)=O
InChI Identifier
InChI=1S/C18H11NO8S2/c20-17-11-3-1-2-4-12(11)18(21)15(17)13-6-5-9-7-10(28(22,23)24)8-14(16(9)19-13)29(25,26)27/h1-8,15H,(H,22,23,24)(H,25,26,27)
InChI KeyOESPFRYVCUTRKF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indanediones. Indanediones are compounds containing an indane ring bearing two ketone groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassIndanes
Sub ClassIndanones
Direct ParentIndanediones
Alternative Parents
Substituents
  • Indanedione
  • Quinoline
  • Arylsulfonic acid or derivatives
  • 1-sulfo,2-unsubstituted aromatic compound
  • Aryl alkyl ketone
  • Aryl ketone
  • 1,3-diketone
  • Pyridine
  • 1,3-dicarbonyl compound
  • Heteroaromatic compound
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • Organosulfonic acid
  • Ketone
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility740.4 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.681 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.15 g/LALOGPS
logP-0.83ALOGPS
logP-3.4ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)-4.1ChemAxon
pKa (Strongest Basic)1.79ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area155.77 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity100.03 m³·mol⁻¹ChemAxon
Polarizability39.33 ųChemAxon
Number of Rings4ChemAxon
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]+197.64231661259
DarkChem[M-H]-191.62931661259
DeepCCS[M+H]+190.69230932474
DeepCCS[M-H]-188.29730932474
DeepCCS[M-2H]-221.1830932474
DeepCCS[M+Na]+196.60530932474
AllCCS[M+H]+195.332859911
AllCCS[M+H-H2O]+192.632859911
AllCCS[M+NH4]+197.832859911
AllCCS[M+Na]+198.532859911
AllCCS[M-H]-189.532859911
AllCCS[M+Na-2H]-189.332859911
AllCCS[M+HCOO]-189.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Quinoline yellowOS(=O)(=O)C1=CC2=C(N=C(C=C2)C2C(=O)C3=CC=CC=C3C2=O)C(=C1)S(O)(=O)=O6012.9Standard polar33892256
Quinoline yellowOS(=O)(=O)C1=CC2=C(N=C(C=C2)C2C(=O)C3=CC=CC=C3C2=O)C(=C1)S(O)(=O)=O2381.7Standard non polar33892256
Quinoline yellowOS(=O)(=O)C1=CC2=C(N=C(C=C2)C2C(=O)C3=CC=CC=C3C2=O)C(=C1)S(O)(=O)=O4189.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Quinoline yellow,1TMS,isomer #1C[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O)=C2N=C(C3C(=O)C4=CC=CC=C4C3=O)C=CC2=C13818.9Semi standard non polar33892256
Quinoline yellow,1TMS,isomer #1C[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O)=C2N=C(C3C(=O)C4=CC=CC=C4C3=O)C=CC2=C13858.4Standard non polar33892256
Quinoline yellow,1TMS,isomer #2C[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O)=CC2=CC=C(C3C(=O)C4=CC=CC=C4C3=O)N=C123862.6Semi standard non polar33892256
Quinoline yellow,1TMS,isomer #2C[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O)=CC2=CC=C(C3C(=O)C4=CC=CC=C4C3=O)N=C123870.7Standard non polar33892256
Quinoline yellow,2TMS,isomer #1C[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O[Si](C)(C)C)=C2N=C(C3C(=O)C4=CC=CC=C4C3=O)C=CC2=C13700.8Semi standard non polar33892256
Quinoline yellow,2TMS,isomer #1C[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O[Si](C)(C)C)=C2N=C(C3C(=O)C4=CC=CC=C4C3=O)C=CC2=C13939.3Standard non polar33892256
Quinoline yellow,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O)=C2N=C(C3C(=O)C4=CC=CC=C4C3=O)C=CC2=C14054.1Semi standard non polar33892256
Quinoline yellow,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O)=C2N=C(C3C(=O)C4=CC=CC=C4C3=O)C=CC2=C14118.3Standard non polar33892256
Quinoline yellow,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O)=CC2=CC=C(C3C(=O)C4=CC=CC=C4C3=O)N=C124085.3Semi standard non polar33892256
Quinoline yellow,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O)=CC2=CC=C(C3C(=O)C4=CC=CC=C4C3=O)N=C124128.0Standard non polar33892256
Quinoline yellow,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2N=C(C3C(=O)C4=CC=CC=C4C3=O)C=CC2=C14105.8Semi standard non polar33892256
Quinoline yellow,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC(S(=O)(=O)O[Si](C)(C)C(C)(C)C)=C2N=C(C3C(=O)C4=CC=CC=C4C3=O)C=CC2=C14504.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Quinoline yellow GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-1119200000-ec9fcd99fecad564b29c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Quinoline yellow 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 - Quinoline yellow 10V, Positive-QTOFsplash10-00lr-0002900000-d3121e22ce2427fa524e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 20V, Positive-QTOFsplash10-0udi-0029300000-99c53b1f203db04c5ef72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 40V, Positive-QTOFsplash10-0a4i-0193000000-4d7c659b78d59d3e60742017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 10V, Negative-QTOFsplash10-001i-0002900000-61a963726530c047c8f92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 20V, Negative-QTOFsplash10-0ue9-1109500000-7fe8b6a5ace6c95ae0fc2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 40V, Negative-QTOFsplash10-001i-9022000000-2e29cc9d993cbd0d20ba2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 10V, Negative-QTOFsplash10-001i-0000900000-7517c327a1c9c3b4ad9a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 20V, Negative-QTOFsplash10-001i-0000900000-7517c327a1c9c3b4ad9a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 40V, Negative-QTOFsplash10-000t-5903000000-571391405b9cc1a3a6e62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 10V, Positive-QTOFsplash10-001i-0000900000-018771f71fdb751f08bc2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 20V, Positive-QTOFsplash10-001i-0001900000-6951df6c55a4bc13efbd2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Quinoline yellow 40V, Positive-QTOFsplash10-0zmi-1369200000-79e90ead92dd1a8b41a02021-09-23Wishart 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 LocationsNot Available
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 IDFDB016728
KNApSAcK IDNot Available
Chemspider ID23071
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkQuinoline Yellow
METLIN IDNot Available
PubChem Compound24672
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1279921
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .