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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-08 21:43:03 UTC
Update Date2021-09-14 14:57:10 UTC
HMDB IDHMDB0029226
Secondary Accession Numbers
  • HMDB29226
Metabolite Identification
Common Name5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone
Description5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 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. Based on a literature review very few articles have been published on 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone.
Structure
Data?1582753389
Synonyms
ValueSource
5'-(3'-Methoxy-4'-hydroxyphenyl)-g-valerolactoneGenerator
5'-(3'-Methoxy-4'-hydroxyphenyl)-γ-valerolactoneGenerator
3-Methoxy-4-hydroxyphenylvalerolactoneHMDB
5-(3'-Methoxy-4'-hydroxyphenyl)-g-valerolactoneGenerator
5-(3'-Methoxy-4'-hydroxyphenyl)-γ-valerolactoneGenerator
Chemical FormulaC12H14O4
Average Molecular Weight222.2372
Monoisotopic Molecular Weight222.089208936
IUPAC Name5-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
Traditional Name5-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=CC(CC2CCC(=O)O2)=C1
InChI Identifier
InChI=1S/C12H14O4/c1-15-11-7-8(2-4-10(11)13)6-9-3-5-12(14)16-9/h2,4,7,9,13H,3,5-6H2,1H3
InChI KeyGCIFEQYZDROELP-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
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Lactone
  • Carboxylic acid derivative
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
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 Solubility0.76 g/LALOGPS
logP1.75ALOGPS
logP1.76ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)9.94ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity57.79 m³·mol⁻¹ChemAxon
Polarizability22.77 ųChemAxon
Number of Rings2ChemAxon
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]+153.06831661259
DarkChem[M-H]-153.33231661259
DeepCCS[M+H]+154.41730932474
DeepCCS[M-H]-152.05930932474
DeepCCS[M-2H]-185.12230932474
DeepCCS[M+Na]+160.51130932474
AllCCS[M+H]+150.932859911
AllCCS[M+H-H2O]+146.832859911
AllCCS[M+NH4]+154.832859911
AllCCS[M+Na]+155.932859911
AllCCS[M-H]-152.732859911
AllCCS[M+Na-2H]-152.832859911
AllCCS[M+HCOO]-153.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactoneCOC1=C(O)C=CC(CC2CCC(=O)O2)=C13433.1Standard polar33892256
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactoneCOC1=C(O)C=CC(CC2CCC(=O)O2)=C11981.4Standard non polar33892256
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactoneCOC1=C(O)C=CC(CC2CCC(=O)O2)=C12094.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone,1TMS,isomer #1COC1=CC(CC2CCC(=O)O2)=CC=C1O[Si](C)(C)C2094.1Semi standard non polar33892256
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone,1TBDMS,isomer #1COC1=CC(CC2CCC(=O)O2)=CC=C1O[Si](C)(C)C(C)(C)C2357.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone GC-MS (Non-derivatized) - 70eV, Positivesplash10-004u-3900000000-101e5c2c33e484d9f0102017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone GC-MS (1 TMS) - 70eV, Positivesplash10-00g0-4190000000-000515bca2b1d6a2ca9d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 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 - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 10V, Positive-QTOFsplash10-00di-0490000000-3413b4e3e517e00cfbf92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 20V, Positive-QTOFsplash10-022j-2920000000-94eb508dd7b5dbe4b3ad2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 40V, Positive-QTOFsplash10-000i-9600000000-8b60dc51ce2c4af7d6172017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 10V, Negative-QTOFsplash10-00di-0290000000-fdbff165badbfda7678e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 20V, Negative-QTOFsplash10-00fr-3890000000-d79c916c180c816dc61a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 40V, Negative-QTOFsplash10-0007-9700000000-2b53eaeae51e5ee367a52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 10V, Negative-QTOFsplash10-00di-0390000000-9a380509ecb8a99d382a2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 20V, Negative-QTOFsplash10-0072-3920000000-c0c07a111c1cb7ab64f52021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 40V, Negative-QTOFsplash10-01b9-4950000000-c54c4a613e53ca8f6a962021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 10V, Positive-QTOFsplash10-05g0-0960000000-2b447bcb4b9cfc4fa0882021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 20V, Positive-QTOFsplash10-0a4i-1900000000-d1b3792ec19f26d11fe92021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 40V, Positive-QTOFsplash10-0a4r-4900000000-8de8f4672ef53eda4bf92021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 979 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Diabetes mellitus
details
Associated Disorders and Diseases
Disease References
Diabetes mellitus type 2
  1. Llorach R, Urpi-Sarda M, Tulipani S, Garcia-Aloy M, Monagas M, Andres-Lacueva C: Metabolomic fingerprint in patients at high risk of cardiovascular disease by cocoa intervention. Mol Nutr Food Res. 2013 Jun;57(6):962-73. doi: 10.1002/mnfr.201200736. Epub 2013 May 2. [PubMed:23637065 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound ID979
FooDB IDFDB029858
KNApSAcK IDNot Available
Chemspider ID2293832
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3028410
PDB IDNot Available
ChEBI ID165227
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 ReferencesNot Available

Enzymes

General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone → 3,4,5-trihydroxy-6-{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic aciddetails
General function:
sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:
SULT1A3
Uniprot ID:
P0DMM9
Molecular weight:
34195.96
Reactions
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone → {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic aciddetails