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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:30:37 UTC
Update Date2022-03-07 02:52:10 UTC
HMDB IDHMDB0029475
Secondary Accession Numbers
  • HMDB29475
Metabolite Identification
Common Name[10]-Gingerdione
Description[10]-Gingerdione belongs to the class of organic compounds known as gingerdiones. Gingerdiones are compounds containing a gingerdione moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by an alkane-2,4-dione. Based on a literature review a significant number of articles have been published on [10]-Gingerdione.
Structure
Data?1582753423
Synonyms
ValueSource
1-(4-Hydroxy-3-methoxyphenyl)-3,5-tetradecanedioneHMDB
Chemical FormulaC21H32O4
Average Molecular Weight348.4764
Monoisotopic Molecular Weight348.230059512
IUPAC Name1-(4-hydroxy-3-methoxyphenyl)tetradecane-3,5-dione
Traditional Name1-(4-hydroxy-3-methoxyphenyl)tetradecane-3,5-dione
CAS Registry NumberNot Available
SMILES
CCCCCCCCCC(=O)CC(=O)CCC1=CC(OC)=C(O)C=C1
InChI Identifier
InChI=1S/C21H32O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h12,14-15,24H,3-11,13,16H2,1-2H3
InChI KeyQPSYZJDGMPQMSV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gingerdiones. Gingerdiones are compounds containing a gingerdione moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by an alkane-2,4-dione.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentGingerdiones
Alternative Parents
Substituents
  • Gingerdione
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • 1,3-diketone
  • Monocyclic benzene moiety
  • 1,3-dicarbonyl compound
  • Ketone
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
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 Solubility0.0042 g/LALOGPS
logP5.6ALOGPS
logP5.96ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)8.66ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity100.69 m³·mol⁻¹ChemAxon
Polarizability41.57 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+195.52130932474
DeepCCS[M-H]-193.01630932474
DeepCCS[M-2H]-226.17330932474
DeepCCS[M+Na]+201.98130932474
AllCCS[M+H]+192.332859911
AllCCS[M+H-H2O]+189.632859911
AllCCS[M+NH4]+194.932859911
AllCCS[M+Na]+195.632859911
AllCCS[M-H]-192.432859911
AllCCS[M+Na-2H]-194.032859911
AllCCS[M+HCOO]-195.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
[10]-GingerdioneCCCCCCCCCC(=O)CC(=O)CCC1=CC(OC)=C(O)C=C14458.5Standard polar33892256
[10]-GingerdioneCCCCCCCCCC(=O)CC(=O)CCC1=CC(OC)=C(O)C=C12691.5Standard non polar33892256
[10]-GingerdioneCCCCCCCCCC(=O)CC(=O)CCC1=CC(OC)=C(O)C=C12775.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
[10]-Gingerdione,1TMS,isomer #1CCCCCCCCCC(=O)CC(=O)CCC1=CC=C(O[Si](C)(C)C)C(OC)=C12784.3Semi standard non polar33892256
[10]-Gingerdione,1TMS,isomer #2CCCCCCCCCC(=CC(=O)CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C2888.4Semi standard non polar33892256
[10]-Gingerdione,1TMS,isomer #3CCCCCCCCC=C(CC(=O)CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C2864.1Semi standard non polar33892256
[10]-Gingerdione,1TMS,isomer #4CCCCCCCCCC(=O)CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C2875.4Semi standard non polar33892256
[10]-Gingerdione,1TMS,isomer #5CCCCCCCCCC(=O)C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C2878.8Semi standard non polar33892256
[10]-Gingerdione,2TMS,isomer #1CCCCCCCCCC(=CC(=O)CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C2901.3Semi standard non polar33892256
[10]-Gingerdione,2TMS,isomer #1CCCCCCCCCC(=CC(=O)CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C2780.3Standard non polar33892256
[10]-Gingerdione,2TMS,isomer #2CCCCCCCCC=C(CC(=O)CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C2901.1Semi standard non polar33892256
[10]-Gingerdione,2TMS,isomer #2CCCCCCCCC=C(CC(=O)CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C2776.7Standard non polar33892256
[10]-Gingerdione,2TMS,isomer #3CCCCCCCCCC(=O)CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C2929.3Semi standard non polar33892256
[10]-Gingerdione,2TMS,isomer #3CCCCCCCCCC(=O)CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C2812.4Standard non polar33892256
[10]-Gingerdione,2TMS,isomer #4CCCCCCCCCC(=O)C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C2886.4Semi standard non polar33892256
[10]-Gingerdione,2TMS,isomer #4CCCCCCCCCC(=O)C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C2771.3Standard non polar33892256
[10]-Gingerdione,2TMS,isomer #5CCCCCCCCCC(=CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C3016.6Semi standard non polar33892256
[10]-Gingerdione,2TMS,isomer #5CCCCCCCCCC(=CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C2918.0Standard non polar33892256
[10]-Gingerdione,2TMS,isomer #6CCCCCCCCC=C(CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C2951.8Semi standard non polar33892256
[10]-Gingerdione,2TMS,isomer #6CCCCCCCCC=C(CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C2947.7Standard non polar33892256
[10]-Gingerdione,2TMS,isomer #7CCCCCCCCC=C(C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C2991.3Semi standard non polar33892256
[10]-Gingerdione,2TMS,isomer #7CCCCCCCCC=C(C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C2879.8Standard non polar33892256
[10]-Gingerdione,3TMS,isomer #1CCCCCCCCCC(=CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C3031.6Semi standard non polar33892256
[10]-Gingerdione,3TMS,isomer #1CCCCCCCCCC(=CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C2842.8Standard non polar33892256
[10]-Gingerdione,3TMS,isomer #2CCCCCCCCC=C(CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C2975.4Semi standard non polar33892256
[10]-Gingerdione,3TMS,isomer #2CCCCCCCCC=C(CC(=CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C2870.1Standard non polar33892256
[10]-Gingerdione,3TMS,isomer #3CCCCCCCCC=C(C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C2997.2Semi standard non polar33892256
[10]-Gingerdione,3TMS,isomer #3CCCCCCCCC=C(C=C(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)O[Si](C)(C)C)O[Si](C)(C)C2810.9Standard non polar33892256
[10]-Gingerdione,1TBDMS,isomer #1CCCCCCCCCC(=O)CC(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C13040.7Semi standard non polar33892256
[10]-Gingerdione,1TBDMS,isomer #2CCCCCCCCCC(=CC(=O)CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C3139.4Semi standard non polar33892256
[10]-Gingerdione,1TBDMS,isomer #3CCCCCCCCC=C(CC(=O)CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C3104.2Semi standard non polar33892256
[10]-Gingerdione,1TBDMS,isomer #4CCCCCCCCCC(=O)CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C3118.7Semi standard non polar33892256
[10]-Gingerdione,1TBDMS,isomer #5CCCCCCCCCC(=O)C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C3127.5Semi standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #1CCCCCCCCCC(=CC(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C3390.1Semi standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #1CCCCCCCCCC(=CC(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C3146.6Standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #2CCCCCCCCC=C(CC(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C3355.3Semi standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #2CCCCCCCCC=C(CC(=O)CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C3139.6Standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #3CCCCCCCCCC(=O)CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C3395.6Semi standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #3CCCCCCCCCC(=O)CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C3190.0Standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #4CCCCCCCCCC(=O)C=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C3388.0Semi standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #4CCCCCCCCCC(=O)C=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C3135.9Standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #5CCCCCCCCCC(=CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3512.3Semi standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #5CCCCCCCCCC(=CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3299.9Standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #6CCCCCCCCC=C(CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3431.2Semi standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #6CCCCCCCCC=C(CC(=CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3325.4Standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #7CCCCCCCCC=C(C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3497.2Semi standard non polar33892256
[10]-Gingerdione,2TBDMS,isomer #7CCCCCCCCC=C(C=C(CCC1=CC=C(O)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3239.8Standard non polar33892256
[10]-Gingerdione,3TBDMS,isomer #1CCCCCCCCCC(=CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3727.6Semi standard non polar33892256
[10]-Gingerdione,3TBDMS,isomer #1CCCCCCCCCC(=CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3345.0Standard non polar33892256
[10]-Gingerdione,3TBDMS,isomer #2CCCCCCCCC=C(CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3649.7Semi standard non polar33892256
[10]-Gingerdione,3TBDMS,isomer #2CCCCCCCCC=C(CC(=CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3364.5Standard non polar33892256
[10]-Gingerdione,3TBDMS,isomer #3CCCCCCCCC=C(C=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3707.8Semi standard non polar33892256
[10]-Gingerdione,3TBDMS,isomer #3CCCCCCCCC=C(C=C(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3298.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - [10]-Gingerdione GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-6960000000-b01f7649ba1f2d5de3df2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - [10]-Gingerdione GC-MS (1 TMS) - 70eV, Positivesplash10-0a4i-9382300000-0c092aaf28e8599adc9f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - [10]-Gingerdione 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 - [10]-Gingerdione 10V, Positive-QTOFsplash10-0002-0409000000-6e9f6fe4cbfebe1235fc2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 20V, Positive-QTOFsplash10-06vr-1911000000-aa815f5a291e6fe4fe1e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 40V, Positive-QTOFsplash10-0kbf-7900000000-fb3abfcc3903c81fde3d2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 10V, Negative-QTOFsplash10-0002-0209000000-d347e3247bb097945f5e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 20V, Negative-QTOFsplash10-00mk-0935000000-6beec9212a8388cd154e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 40V, Negative-QTOFsplash10-0aor-9852000000-36df57ad73c7c49bad8d2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 10V, Positive-QTOFsplash10-0002-0319000000-4b8714806129ce6b51212021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 20V, Positive-QTOFsplash10-01p9-1934000000-b08473fac20eaba98eee2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 40V, Positive-QTOFsplash10-0kac-8900000000-5a4aaa701db0b04b6d032021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 10V, Negative-QTOFsplash10-004i-0009000000-8a7e9f8f21fb0d1d5f4c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 20V, Negative-QTOFsplash10-002k-4927000000-839197fbdd3c305c37f22021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [10]-Gingerdione 40V, Negative-QTOFsplash10-059l-4900000000-6c74841f111152cc86ce2021-09-25Wishart 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 IDFDB000598
KNApSAcK IDC00035469
Chemspider ID30776777
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14440539
PDB IDNot Available
ChEBI ID175457
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.. .