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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-22 19:28:48 UTC
Update Date2022-03-07 02:49:30 UTC
HMDB IDHMDB0006251
Secondary Accession Numbers
  • HMDB06251
Metabolite Identification
Common Name3-Decaprenyl-4-hydroxybenzoic acid
Description3-Decaprenyl-4-hydroxybenzoic acid, also known as PPHB-10, belongs to the class of organic compounds known as polyprenylphenols. Polyprenylphenols are compounds containing a polyisoprene chain attached to a phenol group. Based on a literature review a small amount of articles have been published on 3-Decaprenyl-4-hydroxybenzoic acid.
Structure
Data?1582752377
Synonyms
ValueSource
3-Decaprenyl-4-hydroxybenzoateChEBI
PPHB-10ChEBI
3-Decaprenyl-4-hydroxybenzoic acidChEBI
4-Hydroxy-3-all-trans-decaprenylbenzoateGenerator, HMDB
Chemical FormulaC57H86O3
Average Molecular Weight819.2909
Monoisotopic Molecular Weight818.657696618
IUPAC Name3-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-4-hydroxybenzoic acid
Traditional Namepphb-10
CAS Registry Number636-57-7
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C=CC(=C1)C(O)=O
InChI Identifier
InChI=1S/C57H86O3/c1-44(2)21-12-22-45(3)23-13-24-46(4)25-14-26-47(5)27-15-28-48(6)29-16-30-49(7)31-17-32-50(8)33-18-34-51(9)35-19-36-52(10)37-20-38-53(11)39-40-54-43-55(57(59)60)41-42-56(54)58/h21,23,25,27,29,31,33,35,37,39,41-43,58H,12-20,22,24,26,28,30,32,34,36,38,40H2,1-11H3,(H,59,60)/b45-23+,46-25+,47-27+,48-29+,49-31+,50-33+,51-35+,52-37+,53-39+
InChI KeyCMPNJZREBHCPHN-LTNIBBDRSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as polyprenylphenols. Polyprenylphenols are compounds containing a polyisoprene chain attached to a phenol group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassPolyprenylphenols
Direct ParentPolyprenylphenols
Alternative Parents
Substituents
  • Polyterpenoid
  • Polyprenylphenol
  • Hydroxybenzoic acid
  • Benzoic acid or derivatives
  • Benzoic acid
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
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 Solubility0.00023 g/LALOGPS
logP9.96ALOGPS
logP17.99ChemAxon
logS-6.6ALOGPS
pKa (Strongest Acidic)4.35ChemAxon
pKa (Strongest Basic)-6.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count30ChemAxon
Refractivity273.76 m³·mol⁻¹ChemAxon
Polarizability107.7 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]+297.6230932474
DeepCCS[M-H]-295.81830932474
DeepCCS[M-2H]-329.85130932474
DeepCCS[M+Na]+303.67330932474
AllCCS[M+H]+285.732859911
AllCCS[M+H-H2O]+285.232859911
AllCCS[M+NH4]+286.132859911
AllCCS[M+Na]+286.332859911
AllCCS[M-H]-259.132859911
AllCCS[M+Na-2H]-260.632859911
AllCCS[M+HCOO]-262.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Decaprenyl-4-hydroxybenzoic acidCC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C=CC(=C1)C(O)=O6565.3Standard polar33892256
3-Decaprenyl-4-hydroxybenzoic acidCC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C=CC(=C1)C(O)=O5518.3Standard non polar33892256
3-Decaprenyl-4-hydroxybenzoic acidCC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C=CC(=C1)C(O)=O5808.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-19Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-19Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 10V, Positive-QTOFsplash10-0uxr-0101011490-f9db92daf9e0b7e38a082017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 20V, Positive-QTOFsplash10-0v59-1725459640-1691381809b44aad7ee42017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 40V, Positive-QTOFsplash10-0ab9-1944547300-9940de87b82028d94ef62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 10V, Negative-QTOFsplash10-014i-0000000490-976e8929a8226d0073ac2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 20V, Negative-QTOFsplash10-00xr-0000000930-aae96977c142d1cc48bf2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 40V, Negative-QTOFsplash10-0a4j-1000001910-93d26f5e9411cb74db892017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 10V, Positive-QTOFsplash10-014i-2300106980-e210414f7102c8ec5f2d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 20V, Positive-QTOFsplash10-0a4i-0202225900-d1c97158b8564e8ed3e02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 40V, Positive-QTOFsplash10-0kgt-0379655510-5f016f105c5c38d6c08c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 10V, Negative-QTOFsplash10-014i-0000000090-521fce8d2f73fb856d652021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 20V, Negative-QTOFsplash10-0pba-0900000010-b2725bb2f7fe74f6dc422021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Decaprenyl-4-hydroxybenzoic acid 40V, Negative-QTOFsplash10-0udi-2900003720-e73364492931696795212021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
  • Mitochondria
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 IDFDB023861
KNApSAcK IDNot Available
Chemspider ID4956995
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG ID2266634
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6454686
PDB IDNot Available
ChEBI ID64136
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. Momose K, Rudney H: 3-Polyprenyl-4-hydroxybenzoate synthesis in the inner membrane of mitochondria from p-hydroxybenzoate and isopentenylpyrophosphate. A demonstration of isoprenoid synthesis in rat liver mitochondria. J Biol Chem. 1972 Jun 25;247(12):3930-40. [PubMed:4338233 ]