Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:47:46 UTC
Update Date2022-03-07 02:55:47 UTC
HMDB IDHMDB0038476
Secondary Accession Numbers
  • HMDB38476
Metabolite Identification
Common Name7-Hydroxytrichodermol
Description5,5-Dibutyl-4,5-dihydro-2(3H)furanone, also known as 4,4-dibutyl-g-butyrolactone or 4-butyl-4-hydroxyoctanoic acid lactone, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. 5,5-Dibutyl-4,5-dihydro-2(3H)furanone is an extremely weak basic (essentially neutral) compound (based on its pKa). 5,5-Dibutyl-4,5-dihydro-2(3H)furanone is a butter, coconut, and oily tasting compound. Outside of the human body,.
Structure
Data?1563863203
Synonyms
ValueSource
4,4-Dibutyl-4-hydroxybutyric acid gamma-lactoneHMDB
4,4-Dibutyl-g-butyrolactoneHMDB
4,4-Dibutyl-gamma-butyrolactoneHMDB
4-Butyl-4-hydroxyoctanoic acid lactoneHMDB
5,5-Dibutyldihydro-2(3H)-furanoneHMDB
5,5-Dibutyldihydrofuran-2(3H)-oneHMDB
DibutylbutyrolactoneHMDB
FEMA 2372HMDB
7alpha-HydroxytrichodermolHMDB
7-HydroxytrichodermolMeSH
Chemical FormulaC15H22O4
Average Molecular Weight266.3328
Monoisotopic Molecular Weight266.151809192
IUPAC Name1',2',5'-trimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-3',11'-diol
Traditional Name1',2',5'-trimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-3',11'-diol
CAS Registry Number99624-08-5
SMILES
CC1=CC2OC3CC(O)C(C)(C33CO3)C2(C)C(O)C1
InChI Identifier
InChI=1S/C15H22O4/c1-8-4-9(16)13(2)11(5-8)19-12-6-10(17)14(13,3)15(12)7-18-15/h5,9-12,16-17H,4,6-7H2,1-3H3
InChI KeyHSKDIWXLQLBLPQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactones
Sub ClassGamma butyrolactones
Direct ParentGamma butyrolactones
Alternative Parents
Substituents
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point214 - 215 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility8.98 g/LALOGPS
logP0.53ALOGPS
logP0.24ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)14.21ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.22 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity69.44 m³·mol⁻¹ChemAxon
Polarizability28.4 ųChemAxon
Number of Rings4ChemAxon
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]+162.32431661259
DarkChem[M-H]-158.43131661259
DeepCCS[M-2H]-195.3930932474
DeepCCS[M+Na]+170.77230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
7-HydroxytrichodermolCC1=CC2OC3CC(O)C(C)(C33CO3)C2(C)C(O)C13272.0Standard polar33892256
7-HydroxytrichodermolCC1=CC2OC3CC(O)C(C)(C33CO3)C2(C)C(O)C12024.7Standard non polar33892256
7-HydroxytrichodermolCC1=CC2OC3CC(O)C(C)(C33CO3)C2(C)C(O)C12114.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
7-Hydroxytrichodermol,1TMS,isomer #1CC1=CC2OC3CC(O[Si](C)(C)C)C(C)(C34CO4)C2(C)C(O)C12164.5Semi standard non polar33892256
7-Hydroxytrichodermol,1TMS,isomer #2CC1=CC2OC3CC(O)C(C)(C34CO4)C2(C)C(O[Si](C)(C)C)C12146.1Semi standard non polar33892256
7-Hydroxytrichodermol,2TMS,isomer #1CC1=CC2OC3CC(O[Si](C)(C)C)C(C)(C34CO4)C2(C)C(O[Si](C)(C)C)C12158.8Semi standard non polar33892256
7-Hydroxytrichodermol,1TBDMS,isomer #1CC1=CC2OC3CC(O[Si](C)(C)C(C)(C)C)C(C)(C34CO4)C2(C)C(O)C12430.8Semi standard non polar33892256
7-Hydroxytrichodermol,1TBDMS,isomer #2CC1=CC2OC3CC(O)C(C)(C34CO4)C2(C)C(O[Si](C)(C)C(C)(C)C)C12381.8Semi standard non polar33892256
7-Hydroxytrichodermol,2TBDMS,isomer #1CC1=CC2OC3CC(O[Si](C)(C)C(C)(C)C)C(C)(C34CO4)C2(C)C(O[Si](C)(C)C(C)(C)C)C12623.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 7-Hydroxytrichodermol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dj-5890000000-5cd6126ef08e296064c72017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Hydroxytrichodermol GC-MS (2 TMS) - 70eV, Positivesplash10-0002-4789000000-a9157318c65d1255fe772017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Hydroxytrichodermol 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 - 7-Hydroxytrichodermol 10V, Positive-QTOFsplash10-00kb-0090000000-cb08099d04536ed211ef2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 20V, Positive-QTOFsplash10-000w-0980000000-81bc99dcf87e9dc20d772016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 40V, Positive-QTOFsplash10-0089-8960000000-68a439b7cb5ded20e51e2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 10V, Negative-QTOFsplash10-014i-0190000000-54ae5f99a1efe0b87c4e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 20V, Negative-QTOFsplash10-00kk-0590000000-c6e12890b2e020c441962016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 40V, Negative-QTOFsplash10-000m-6900000000-10e611df76f5d4e39d062016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 10V, Positive-QTOFsplash10-014i-0090000000-b487f7104f3ad8cc7dc32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 20V, Positive-QTOFsplash10-016r-0690000000-58ec82f05f879e52784c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 40V, Positive-QTOFsplash10-0a6r-2930000000-32596209ec30d49c89ca2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 10V, Negative-QTOFsplash10-014i-0090000000-c6cc318d73093d1123732021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 20V, Negative-QTOFsplash10-014i-0090000000-e2aead46bc075141779f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxytrichodermol 40V, Negative-QTOFsplash10-014i-0090000000-daae0c1a2f7661b6ae812021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB015036
KNApSAcK IDNot Available
Chemspider ID8783403
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10608036
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. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.