Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-07-09 16:06:36 UTC
Update Date2021-09-14 14:58:05 UTC
HMDB IDHMDB0060908
Secondary Accession Numbers
  • HMDB60908
Metabolite Identification
Common Name7-beta-Hydroxy-delta-9-THC
Description7-beta-Hydroxy-delta-9-THC, also known as 7-β-hydroxy-δ-9-THC, belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. 7-beta-Hydroxy-delta-9-THC is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563866121
Synonyms
ValueSource
7-b-Hydroxy-delta-9-THCGenerator
7-Β-hydroxy-δ-9-THCGenerator
Chemical FormulaC21H30O3
Average Molecular Weight330.4611
Monoisotopic Molecular Weight330.219494826
IUPAC Name(7S)-6,6,9-trimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromene-1,7-diol
Traditional Name(7S)-6,6,9-trimethyl-3-pentyl-6aH,7H,8H,10aH-benzo[c]isochromene-1,7-diol
CAS Registry NumberNot Available
SMILES
CCCCCC1=CC(O)=C2C3C=C(C)C[C@H](O)C3C(C)(C)OC2=C1
InChI Identifier
InChI=1S/C21H30O3/c1-5-6-7-8-14-11-16(22)19-15-9-13(2)10-17(23)20(15)21(3,4)24-18(19)12-14/h9,11-12,15,17,20,22-23H,5-8,10H2,1-4H3/t15?,17-,20?/m0/s1
InChI KeyDJCKLUPKZRLTPE-CMVHYPBASA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct Parent2,2-dimethyl-1-benzopyrans
Alternative Parents
Substituents
  • 2,2-dimethyl-1-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Secondary alcohol
  • Oxacycle
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
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 Solubility0.018 g/LALOGPS
logP5.32ALOGPS
logP4.6ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)9.34ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity98.3 m³·mol⁻¹ChemAxon
Polarizability39.37 ųChemAxon
Number of Rings3ChemAxon
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]+183.56531661259
DarkChem[M-H]-181.56231661259
DeepCCS[M+H]+198.21830932474
DeepCCS[M-H]-195.7930932474
DeepCCS[M-2H]-230.1630932474
DeepCCS[M+Na]+205.85830932474
AllCCS[M+H]+183.632859911
AllCCS[M+H-H2O]+180.632859911
AllCCS[M+NH4]+186.432859911
AllCCS[M+Na]+187.232859911
AllCCS[M-H]-190.032859911
AllCCS[M+Na-2H]-190.632859911
AllCCS[M+HCOO]-191.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
7-beta-Hydroxy-delta-9-THCCCCCCC1=CC(O)=C2C3C=C(C)C[C@H](O)C3C(C)(C)OC2=C13735.5Standard polar33892256
7-beta-Hydroxy-delta-9-THCCCCCCC1=CC(O)=C2C3C=C(C)C[C@H](O)C3C(C)(C)OC2=C12594.6Standard non polar33892256
7-beta-Hydroxy-delta-9-THCCCCCCC1=CC(O)=C2C3C=C(C)C[C@H](O)C3C(C)(C)OC2=C12746.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
7-beta-Hydroxy-delta-9-THC,1TMS,isomer #1CCCCCC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C=C(C)C[C@H](O)C1C(C)(C)O22519.4Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,1TMS,isomer #1CCCCCC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C=C(C)C[C@H](O)C1C(C)(C)O22519.4Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,1TMS,isomer #2CCCCCC1=CC(O)=C2C(=C1)OC(C)(C)C1C2C=C(C)C[C@@H]1O[Si](C)(C)C2484.4Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,1TMS,isomer #2CCCCCC1=CC(O)=C2C(=C1)OC(C)(C)C1C2C=C(C)C[C@@H]1O[Si](C)(C)C2484.4Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,2TMS,isomer #1CCCCCC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C=C(C)C[C@H](O[Si](C)(C)C)C1C(C)(C)O22513.1Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,2TMS,isomer #1CCCCCC1=CC2=C(C(O[Si](C)(C)C)=C1)C1C=C(C)C[C@H](O[Si](C)(C)C)C1C(C)(C)O22513.1Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,1TBDMS,isomer #1CCCCCC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1C=C(C)C[C@H](O)C1C(C)(C)O22755.7Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,1TBDMS,isomer #1CCCCCC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1C=C(C)C[C@H](O)C1C(C)(C)O22755.7Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,1TBDMS,isomer #2CCCCCC1=CC(O)=C2C(=C1)OC(C)(C)C1C2C=C(C)C[C@@H]1O[Si](C)(C)C(C)(C)C2734.1Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,1TBDMS,isomer #2CCCCCC1=CC(O)=C2C(=C1)OC(C)(C)C1C2C=C(C)C[C@@H]1O[Si](C)(C)C(C)(C)C2734.1Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,2TBDMS,isomer #1CCCCCC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1C=C(C)C[C@H](O[Si](C)(C)C(C)(C)C)C1C(C)(C)O22893.1Semi standard non polar33892256
7-beta-Hydroxy-delta-9-THC,2TBDMS,isomer #1CCCCCC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1C=C(C)C[C@H](O[Si](C)(C)C(C)(C)C)C1C(C)(C)O22893.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 7-beta-Hydroxy-delta-9-THC GC-MS (Non-derivatized) - 70eV, Positivesplash10-029l-3194000000-bf42d19edda57c4cbb0c2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-beta-Hydroxy-delta-9-THC GC-MS (2 TMS) - 70eV, Positivesplash10-0aor-3101900000-22405a35f5ecae1548982017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-beta-Hydroxy-delta-9-THC GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-beta-Hydroxy-delta-9-THC 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-beta-Hydroxy-delta-9-THC 10V, Positive-QTOFsplash10-03e9-0219000000-ce1da49f15b4ac58d9e02017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 20V, Positive-QTOFsplash10-08n9-4694000000-4cdff6af9d67213154112017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 40V, Positive-QTOFsplash10-066r-9130000000-ee026c5e6ba1f8af6b1f2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 10V, Negative-QTOFsplash10-004i-0009000000-a8928c110e3ca246f2a62017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 20V, Negative-QTOFsplash10-004i-0209000000-6f62ce1305f717cbfc8a2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 40V, Negative-QTOFsplash10-08i0-0921000000-93214a0eae90b1634d8d2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 10V, Positive-QTOFsplash10-001i-0009000000-083b3841363e558e088b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 20V, Positive-QTOFsplash10-001i-0139000000-1d8b1ee4f663bc130acb2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 40V, Positive-QTOFsplash10-06tu-5794000000-f0ef8f4075565ca057382021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 10V, Negative-QTOFsplash10-004i-0009000000-3acdbd949ad93c49c37e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 20V, Negative-QTOFsplash10-004i-0009000000-3acdbd949ad93c49c37e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-beta-Hydroxy-delta-9-THC 40V, Negative-QTOFsplash10-059i-0291000000-8ee145e6a07a068602262021-10-12Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131769990
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 ReferencesNot Available