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Showing Compound [6]-Gingerdione (FDB018820)

Record Information
Version1.0
Creation date2010-04-08 22:13:57 UTC
Update date2019-11-26 03:16:44 UTC
Primary IDFDB018820
Secondary Accession Numbers
  • FDB000596
Chemical Information
FooDB Name[6]-Gingerdione
Description[6]-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. [6]-Gingerdione has been detected, but not quantified in, gingers (Zingiber officinale) and herbs and spices. This could make [6]-gingerdione a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on [6]-Gingerdione.
CAS Number61871-71-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1-(4-Hydroxy-3-methoxyphenyl)-3,5-decanedioneHMDB
3,5-Decadione, 1-(4-hydroxy-3-methoxyphenyl)HMDB
4,7-dichloro-benzo(b)Thiophen-3(2H)-oneHMDB
GingerdioneHMDB
6-HydrogingerdioneMeSH, HMDB
[6]-GingerdioneKEGG
3,5-Decanedione, 1-(4-hydroxy-3-methoxyphenyl)-biospider
4,7-Dichloro-benzo(b)thiophen-3(2H)-oneHMDB
Benzo(b)thiophen-3(2h)-one, 4,7-dichloro-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.024 g/LALOGPS
logP3.76ALOGPS
logP4.18ChemAxon
logS-4.1ALOGPS
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 Count10ChemAxon
Refractivity82.29 m³·mol⁻¹ChemAxon
Polarizability33.08 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC17H24O4
IUPAC name1-(4-hydroxy-3-methoxyphenyl)decane-3,5-dione
InChI IdentifierInChI=1S/C17H24O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,20H,3-7,9,12H2,1-2H3
InChI KeyKMNVXQHNIWUUSE-UHFFFAOYSA-N
Isomeric SMILESCCCCCC(=O)CC(=O)CCC1=CC(OC)=C(O)C=C1
Average Molecular Weight292.3701
Monoisotopic Molecular Weight292.167459256
Classification
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 Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 69.84%; H 8.27%; O 21.89%DFC
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-MSGingerdiones, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9880000000-25d5ad8cf4c5f604e028Spectrum
Predicted GC-MSGingerdiones, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0kfy-9184000000-df02e96149763ab05d3cSpectrum
Predicted GC-MSGingerdiones, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSGingerdiones, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-1290000000-cbf9178c566eee3a0be72016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004s-7930000000-037bdc44ba699a365ac92016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0k96-9500000000-107b84c9af64d521ae562016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0290000000-b4f72b5df6928bbe46842016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-3970000000-2ff11602c0ed1c2910cc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0r00-8930000000-fd0684ff6fd3214ee4672016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002f-0590000000-3e45d7d30ae20c4b1ae22021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002r-1930000000-e705a305cfee8fb8ef002021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-5900000000-25bc7da50bf3fcaba7122021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0390000000-205f9f6b80297035978e2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-06xx-7960000000-a2366258f4f1983150222021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0btl-9700000000-53e732d8cfaca4d6460d2021-09-24View Spectrum
NMRNot Available
ChemSpider ID143051
ChEMBL IDCHEMBL2071439
KEGG Compound IDC10459
Pubchem Compound ID162952
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB39275
CRC / DFC (Dictionary of Food Compounds) IDBFB98-F:LMT82-L
EAFUS IDNot Available
Dr. Duke ID6-GINGERDIONE
BIGG IDNot Available
KNApSAcK IDC00002746
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 / Bioactivities
DescriptorIDDefinitionReference
Anti-inflammatory35472 An agent that reduces inflammation, playing a biological role in suppressing immune responses and therapeutic applications in managing pain, swelling, and redness. Key medical uses include treating arthritis, allergies, and autoimmune disorders, as well as relieving symptoms of conditions such as asthma and dermatitis.DUKE
Anti prostaglandin49020 An agent that inhibits prostaglandin production, reducing inflammation and pain. Therapeutically, it's used to treat conditions like arthritis, menstrual cramps, and post-surgical pain, by blocking prostaglandin-mediated responses, providing relief from inflammation and discomfort.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.