Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:50:22 UTC
Update Date2022-03-07 02:55:24 UTC
HMDB IDHMDB0037587
Secondary Accession Numbers
  • HMDB37587
Metabolite Identification
Common NameGancaonin U
DescriptionGancaonin U belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. Gancaonin U has been detected, but not quantified in, herbs and spices. This could make gancaonin u a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Gancaonin U.
Structure
Data?1563863056
Synonyms
ValueSource
1,3-Diisopentenyl-2,4,6,7-tetrahydroxy-9,10-dihydrophenanthreneHMDB
Chemical FormulaC24H28O4
Average Molecular Weight380.4767
Monoisotopic Molecular Weight380.198759384
IUPAC Name6,8-bis(3-methylbut-2-en-1-yl)-9,10-dihydrophenanthrene-2,3,5,7-tetrol
Traditional Name6,8-bis(3-methylbut-2-en-1-yl)-9,10-dihydrophenanthrene-2,3,5,7-tetrol
CAS Registry Number134958-56-8
SMILES
CC(C)=CCC1=C(O)C(CC=C(C)C)=C2CCC3=CC(O)=C(O)C=C3C2=C1O
InChI Identifier
InChI=1S/C24H28O4/c1-13(2)5-8-17-16-10-7-15-11-20(25)21(26)12-19(15)22(16)24(28)18(23(17)27)9-6-14(3)4/h5-6,11-12,25-28H,7-10H2,1-4H3
InChI KeyYJJXCOSDPIJFJR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenanthrenes and derivatives
Sub ClassHydrophenanthrenes
Direct ParentHydrophenanthrenes
Alternative Parents
Substituents
  • Hydrophenanthrene
  • 1-naphthol
  • 2-naphthol
  • Naphthalene
  • 1-hydroxy-2-unsubstituted benzenoid
  • Polyol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point72 - 74 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00045 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0054 g/LALOGPS
logP4.21ALOGPS
logP6.43ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)8.75ChemAxon
pKa (Strongest Basic)-5.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area80.92 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity115.88 m³·mol⁻¹ChemAxon
Polarizability44.11 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+192.99431661259
DarkChem[M-H]-189.27631661259
DeepCCS[M+H]+193.39130932474
DeepCCS[M-H]-191.03330932474
DeepCCS[M-2H]-225.28830932474
DeepCCS[M+Na]+200.51530932474
AllCCS[M+H]+193.732859911
AllCCS[M+H-H2O]+191.032859911
AllCCS[M+NH4]+196.232859911
AllCCS[M+Na]+196.932859911
AllCCS[M-H]-197.032859911
AllCCS[M+Na-2H]-196.632859911
AllCCS[M+HCOO]-196.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Gancaonin UCC(C)=CCC1=C(O)C(CC=C(C)C)=C2CCC3=CC(O)=C(O)C=C3C2=C1O5261.5Standard polar33892256
Gancaonin UCC(C)=CCC1=C(O)C(CC=C(C)C)=C2CCC3=CC(O)=C(O)C=C3C2=C1O3317.3Standard non polar33892256
Gancaonin UCC(C)=CCC1=C(O)C(CC=C(C)C)=C2CCC3=CC(O)=C(O)C=C3C2=C1O3492.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Gancaonin U,1TMS,isomer #1CC(C)=CCC1=C(O)C2=C(CCC3=CC(O)=C(O)C=C32)C(CC=C(C)C)=C1O[Si](C)(C)C3292.9Semi standard non polar33892256
Gancaonin U,1TMS,isomer #2CC(C)=CCC1=C(O)C(CC=C(C)C)=C2CCC3=CC(O[Si](C)(C)C)=C(O)C=C3C2=C1O3303.6Semi standard non polar33892256
Gancaonin U,1TMS,isomer #3CC(C)=CCC1=C(O)C(CC=C(C)C)=C2CCC3=CC(O)=C(O[Si](C)(C)C)C=C3C2=C1O3286.0Semi standard non polar33892256
Gancaonin U,1TMS,isomer #4CC(C)=CCC1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C)C2=C1CCC1=CC(O)=C(O)C=C123278.8Semi standard non polar33892256
Gancaonin U,2TMS,isomer #1CC(C)=CCC1=C2CCC3=CC(O)=C(O)C=C3C2=C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C3189.1Semi standard non polar33892256
Gancaonin U,2TMS,isomer #2CC(C)=CCC1=C(O)C2=C(CCC3=CC(O[Si](C)(C)C)=C(O)C=C32)C(CC=C(C)C)=C1O[Si](C)(C)C3192.5Semi standard non polar33892256
Gancaonin U,2TMS,isomer #3CC(C)=CCC1=C(O)C2=C(CCC3=CC(O)=C(O[Si](C)(C)C)C=C32)C(CC=C(C)C)=C1O[Si](C)(C)C3187.2Semi standard non polar33892256
Gancaonin U,2TMS,isomer #4CC(C)=CCC1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C)C2=C1CCC1=CC(O[Si](C)(C)C)=C(O)C=C123175.2Semi standard non polar33892256
Gancaonin U,2TMS,isomer #5CC(C)=CCC1=C(O)C(CC=C(C)C)=C2CCC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C2=C1O3224.0Semi standard non polar33892256
Gancaonin U,2TMS,isomer #6CC(C)=CCC1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C)C2=C1CCC1=CC(O)=C(O[Si](C)(C)C)C=C123185.2Semi standard non polar33892256
Gancaonin U,3TMS,isomer #1CC(C)=CCC1=C2CCC3=CC(O)=C(O[Si](C)(C)C)C=C3C2=C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C3189.3Semi standard non polar33892256
Gancaonin U,3TMS,isomer #2CC(C)=CCC1=C2CCC3=CC(O[Si](C)(C)C)=C(O)C=C3C2=C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C3179.7Semi standard non polar33892256
Gancaonin U,3TMS,isomer #3CC(C)=CCC1=C(O)C2=C(CCC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C32)C(CC=C(C)C)=C1O[Si](C)(C)C3163.2Semi standard non polar33892256
Gancaonin U,3TMS,isomer #4CC(C)=CCC1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C)C2=C1CCC1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C123155.4Semi standard non polar33892256
Gancaonin U,4TMS,isomer #1CC(C)=CCC1=C2CCC3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C3C2=C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C3198.6Semi standard non polar33892256
Gancaonin U,1TBDMS,isomer #1CC(C)=CCC1=C(O)C2=C(CCC3=CC(O)=C(O)C=C32)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C3543.8Semi standard non polar33892256
Gancaonin U,1TBDMS,isomer #2CC(C)=CCC1=C(O)C(CC=C(C)C)=C2CCC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C2=C1O3563.7Semi standard non polar33892256
Gancaonin U,1TBDMS,isomer #3CC(C)=CCC1=C(O)C(CC=C(C)C)=C2CCC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=C1O3535.0Semi standard non polar33892256
Gancaonin U,1TBDMS,isomer #4CC(C)=CCC1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C2=C1CCC1=CC(O)=C(O)C=C123524.6Semi standard non polar33892256
Gancaonin U,2TBDMS,isomer #1CC(C)=CCC1=C2CCC3=CC(O)=C(O)C=C3C2=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C3661.0Semi standard non polar33892256
Gancaonin U,2TBDMS,isomer #2CC(C)=CCC1=C(O)C2=C(CCC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C32)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C3677.1Semi standard non polar33892256
Gancaonin U,2TBDMS,isomer #3CC(C)=CCC1=C(O)C2=C(CCC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C32)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C3663.8Semi standard non polar33892256
Gancaonin U,2TBDMS,isomer #4CC(C)=CCC1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C2=C1CCC1=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C123649.1Semi standard non polar33892256
Gancaonin U,2TBDMS,isomer #5CC(C)=CCC1=C(O)C(CC=C(C)C)=C2CCC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=C1O3727.2Semi standard non polar33892256
Gancaonin U,2TBDMS,isomer #6CC(C)=CCC1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C2=C1CCC1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C123644.3Semi standard non polar33892256
Gancaonin U,3TBDMS,isomer #1CC(C)=CCC1=C2CCC3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C3764.2Semi standard non polar33892256
Gancaonin U,3TBDMS,isomer #2CC(C)=CCC1=C2CCC3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C3C2=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C3769.0Semi standard non polar33892256
Gancaonin U,3TBDMS,isomer #3CC(C)=CCC1=C(O)C2=C(CCC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C32)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C3810.9Semi standard non polar33892256
Gancaonin U,3TBDMS,isomer #4CC(C)=CCC1=C(O)C(CC=C(C)C)=C(O[Si](C)(C)C(C)(C)C)C2=C1CCC1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C123783.6Semi standard non polar33892256
Gancaonin U,4TBDMS,isomer #1CC(C)=CCC1=C2CCC3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C3C2=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C3862.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Gancaonin U GC-MS (Non-derivatized) - 70eV, Positivesplash10-014u-1009000000-e5c56cf293f3a99709042017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Gancaonin U GC-MS (4 TMS) - 70eV, Positivesplash10-0udi-1000039000-4aa5df819b7efe363ef92017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Gancaonin U 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 - Gancaonin U 10V, Positive-QTOFsplash10-001i-0009000000-cee7e5153f9796f70cfd2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 20V, Positive-QTOFsplash10-00pr-1129000000-e4ad0e146184796a17c22016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 40V, Positive-QTOFsplash10-014i-8497000000-c2bff4ec271e96b80e152016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 10V, Negative-QTOFsplash10-004i-0009000000-2c769d2dc6b2f4d2e7622016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 20V, Negative-QTOFsplash10-004i-0009000000-f7cac49d6ed9e2b124292016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 40V, Negative-QTOFsplash10-08fu-1069000000-b319e6c4d77ef2394f782016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 10V, Positive-QTOFsplash10-0059-0029000000-d0ddc1881ccf5344d0612021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 20V, Positive-QTOFsplash10-016r-0098000000-b3478d02a53988d3cf7f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 40V, Positive-QTOFsplash10-0api-0092000000-eb3078a90391a66655b02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 10V, Negative-QTOFsplash10-004i-0009000000-27af3493aa773bcf1b772021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 20V, Negative-QTOFsplash10-004i-0009000000-b1c3b7619d733349d8852021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin U 40V, Negative-QTOFsplash10-05mp-1094000000-ffb1a8eee7cf4888e1252021-09-25Wishart 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 IDFDB016691
KNApSAcK IDC00015189
Chemspider ID421879
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound480818
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1862491
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.. .