Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:29:55 UTC
Update Date2022-03-07 02:56:05 UTC
HMDB IDHMDB0039132
Secondary Accession Numbers
  • HMDB39132
Metabolite Identification
Common Name[4]-Gingerdiol 3,5-diacetate
Description[4]-Gingerdiol 3,5-diacetate belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. [4]-Gingerdiol 3,5-diacetate has been detected, but not quantified in, gingers (Zingiber officinale). This could make [4]-gingerdiol 3,5-diacetate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on [4]-Gingerdiol 3,5-diacetate.
Structure
Data?1563863319
Synonyms
ValueSource
[4]-Gingerdiol 3,5-diacetic acidGenerator
5-(Acetyloxy)-1-(4-hydroxy-3-methoxyphenyl)octan-3-yl acetic acidHMDB
Chemical FormulaC19H28O6
Average Molecular Weight352.422
Monoisotopic Molecular Weight352.188588628
IUPAC Name5-(acetyloxy)-1-(4-hydroxy-3-methoxyphenyl)octan-3-yl acetate
Traditional Name5-(acetyloxy)-1-(4-hydroxy-3-methoxyphenyl)octan-3-yl acetate
CAS Registry Number53254-50-5
SMILES
CCCC(CC(CCC1=CC(OC)=C(O)C=C1)OC(C)=O)OC(C)=O
InChI Identifier
InChI=1S/C19H28O6/c1-5-6-16(24-13(2)20)12-17(25-14(3)21)9-7-15-8-10-18(22)19(11-15)23-4/h8,10-11,16-17,22H,5-7,9,12H2,1-4H3
InChI KeyAUBPDZJRJKZQEX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • 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
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility1.39 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.018 g/LALOGPS
logP3.17ChemAxon
pKa (Strongest Acidic)9.95ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area82.06 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity93.35 m³·mol⁻¹ChemAxon
Polarizability38.31 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+184.51631661259
DarkChem[M-H]-182.86231661259
DeepCCS[M+H]+181.72730932474
DeepCCS[M-H]-179.36930932474
DeepCCS[M-2H]-213.05730932474
DeepCCS[M+Na]+189.04130932474
AllCCS[M+H]+189.132859911
AllCCS[M+H-H2O]+186.332859911
AllCCS[M+NH4]+191.832859911
AllCCS[M+Na]+192.532859911
AllCCS[M-H]-188.632859911
AllCCS[M+Na-2H]-189.632859911
AllCCS[M+HCOO]-190.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
[4]-Gingerdiol 3,5-diacetateCCCC(CC(CCC1=CC(OC)=C(O)C=C1)OC(C)=O)OC(C)=O4017.8Standard polar33892256
[4]-Gingerdiol 3,5-diacetateCCCC(CC(CCC1=CC(OC)=C(O)C=C1)OC(C)=O)OC(C)=O2432.3Standard non polar33892256
[4]-Gingerdiol 3,5-diacetateCCCC(CC(CCC1=CC(OC)=C(O)C=C1)OC(C)=O)OC(C)=O2363.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
[4]-Gingerdiol 3,5-diacetate,1TMS,isomer #1CCCC(CC(CCC1=CC=C(O[Si](C)(C)C)C(OC)=C1)OC(C)=O)OC(C)=O2419.8Semi standard non polar33892256
[4]-Gingerdiol 3,5-diacetate,1TBDMS,isomer #1CCCC(CC(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)OC(C)=O)OC(C)=O2644.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - [4]-Gingerdiol 3,5-diacetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9641000000-896e3301fb5e092cf66d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - [4]-Gingerdiol 3,5-diacetate GC-MS (1 TMS) - 70eV, Positivesplash10-0a4l-9056000000-4c70036383672aadad2f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - [4]-Gingerdiol 3,5-diacetate 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 - [4]-Gingerdiol 3,5-diacetate 10V, Positive-QTOFsplash10-0w2c-0159000000-fab9f66bd6f896b5a8382015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 20V, Positive-QTOFsplash10-0hfx-4795000000-642d108210fdafd0f94b2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 40V, Positive-QTOFsplash10-00ku-8962000000-f6fd319c2ac84097a7ed2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 10V, Negative-QTOFsplash10-0pb9-1029000000-3b9117df2b6ea12f4fe02015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 20V, Negative-QTOFsplash10-0a4l-5179000000-ae931258fb71f9ad3fed2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 40V, Negative-QTOFsplash10-0aou-6191000000-08e9c6569ca8a30294532015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 10V, Positive-QTOFsplash10-000x-0191000000-9d8e1316ac7ae6a7b4bc2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 20V, Positive-QTOFsplash10-001i-1290000000-a118351225c1edd9165d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 40V, Positive-QTOFsplash10-00ko-8940000000-f0e9b09c1a9b2aa8d4f32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 10V, Negative-QTOFsplash10-0a4i-9030000000-edc93d97d98180413b1c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 20V, Negative-QTOFsplash10-0a4i-9000000000-c01bbbf5bed889264ddb2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - [4]-Gingerdiol 3,5-diacetate 40V, Negative-QTOFsplash10-0a4l-9110000000-76a95e5081a1cb0010f12021-09-24Wishart 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 IDFDB007712
KNApSAcK IDNot Available
Chemspider ID4476882
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5318274
PDB IDNot Available
ChEBI ID172578
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1874501
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.. .