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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:31:47 UTC
Update Date2022-03-07 02:56:47 UTC
HMDB IDHMDB0040916
Secondary Accession Numbers
  • HMDB40916
Metabolite Identification
Common Name2-(4-Methyl-3-pentenyl)anthraquinone
Description2-(4-Methyl-3-pentenyl)anthraquinone belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. 2-(4-Methyl-3-pentenyl)anthraquinone has been detected, but not quantified in, fats and oils. This could make 2-(4-methyl-3-pentenyl)anthraquinone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-(4-Methyl-3-pentenyl)anthraquinone.
Structure
Data?1563863603
SynonymsNot Available
Chemical FormulaC20H18O2
Average Molecular Weight290.3557
Monoisotopic Molecular Weight290.13067982
IUPAC Name2-(4-methylpent-3-en-1-yl)-9,10-dihydroanthracene-9,10-dione
Traditional Name2-(4-methylpent-3-en-1-yl)anthracene-9,10-dione
CAS Registry Number71308-16-2
SMILES
CC(C)=CCCC1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O
InChI Identifier
InChI=1S/C20H18O2/c1-13(2)6-5-7-14-10-11-17-18(12-14)20(22)16-9-4-3-8-15(16)19(17)21/h3-4,6,8-12H,5,7H2,1-2H3
InChI KeyNQVBCGTZRWHVSY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.
KingdomOrganic compounds
Super ClassBenzenoids
ClassAnthracenes
Sub ClassAnthraquinones
Direct ParentAnthraquinones
Alternative Parents
Substituents
  • Anthraquinone
  • 9,10-anthraquinone
  • Aryl ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic 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 Solubility0.0017 g/LALOGPS
logP4.37ALOGPS
logP5.09ChemAxon
logS-5.2ALOGPS
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity89.99 m³·mol⁻¹ChemAxon
Polarizability33.25 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+170.05731661259
DarkChem[M-H]-171.24831661259
DeepCCS[M+H]+168.65330932474
DeepCCS[M-H]-166.29530932474
DeepCCS[M-2H]-199.1830932474
DeepCCS[M+Na]+174.74630932474
AllCCS[M+H]+170.932859911
AllCCS[M+H-H2O]+167.432859911
AllCCS[M+NH4]+174.332859911
AllCCS[M+Na]+175.232859911
AllCCS[M-H]-174.232859911
AllCCS[M+Na-2H]-173.632859911
AllCCS[M+HCOO]-173.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-(4-Methyl-3-pentenyl)anthraquinoneCC(C)=CCCC1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O3637.0Standard polar33892256
2-(4-Methyl-3-pentenyl)anthraquinoneCC(C)=CCCC1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O2546.5Standard non polar33892256
2-(4-Methyl-3-pentenyl)anthraquinoneCC(C)=CCCC1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O2647.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone GC-MS (Non-derivatized) - 70eV, Positivesplash10-01b9-5790000000-050b8062e14928c0bd5f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 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-(4-Methyl-3-pentenyl)anthraquinone 10V, Positive-QTOFsplash10-0006-0090000000-8aa0835515399d6ee68c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 20V, Positive-QTOFsplash10-059l-3790000000-5171e37ae29140da05fc2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 40V, Positive-QTOFsplash10-0gc0-9340000000-148bc231c82f6a04e9932015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 10V, Negative-QTOFsplash10-000i-0090000000-53027ffbfbe54a7a28562015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 20V, Negative-QTOFsplash10-000i-0090000000-fe5dfc4611bc386111402015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 40V, Negative-QTOFsplash10-0a4i-2590000000-14855811fb1b874dba192015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 10V, Positive-QTOFsplash10-0006-0090000000-f3131bf4fe2579d5d83b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 20V, Positive-QTOFsplash10-000f-0090000000-19368a56b634052eb5c72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 40V, Positive-QTOFsplash10-00dr-2390000000-fd9bf6c52cc8b6f638f22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 10V, Negative-QTOFsplash10-000i-0090000000-0ba1fd814ac4ac27a5ba2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 20V, Negative-QTOFsplash10-000i-0090000000-3fd585679811561279ac2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(4-Methyl-3-pentenyl)anthraquinone 40V, Negative-QTOFsplash10-00di-0190000000-716d5127e401c46d829b2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB020755
KNApSAcK IDNot Available
Chemspider ID280780
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound317256
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.. .