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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2017-03-23 06:13:39 UTC
Update Date2019-07-23 07:19:18 UTC
HMDB IDHMDB0062770
Secondary Accession Numbers
  • HMDB62770
Metabolite Identification
Common Name11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol
Description11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol, also known as delta(1)-Tetrahydrocannabinol-7-Oic acid or delta-9-11-Carboxytetrahydrocannabinol, is classified as a member of the 2,2-dimethyl-1-benzopyrans. 2,2-dimethyl-1-benzopyrans are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. 11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol is considered to be practically insoluble (in water) and acidic
Structure
Data?1563866358
Synonyms
ValueSource
11-Nor-9-carboxy-delta(9)-tetrahydrocannabinolMeSH
THC-11-Oic acidMeSH
hexadeutero-11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acidMeSH
delta(1)-Tetrahydrocannabinol-7-Oic acidMeSH
11-Nor-9-carboxy-delta-9-tetrahydrocannabinolMeSH
11-Nor-delta(9)-tetrahydrocannabinol-9-carboxylic acidMeSH
delta(9)-Tetrahydrocannabinol-11-oic-acidMeSH
delta-9-11-CarboxytetrahydrocannabinolMeSH
(6AR-trans)-isomer OF 11-nor-delta(9)-tetrahydrocannabinol-9-carboxylic acidMeSH
Tetrahydrocannabinol-7-Oic acidMeSH
Chemical FormulaC21H28O4
Average Molecular Weight344.4446
Monoisotopic Molecular Weight344.198759384
IUPAC Name1-hydroxy-6,6-dimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromene-9-carboxylic acid
Traditional Name11-nor-9-Carboxy-THC
CAS Registry NumberNot Available
SMILES
CCCCCC1=CC(O)=C2C3C=C(CCC3C(C)(C)OC2=C1)C(O)=O
InChI Identifier
InChI=1S/C21H28O4/c1-4-5-6-7-13-10-17(22)19-15-12-14(20(23)24)8-9-16(15)21(2,3)25-18(19)11-13/h10-12,15-16,22H,4-9H2,1-3H3,(H,23,24)
InChI KeyYOVRGSHRZRJTLZ-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Carboxylic acid derivative
  • Carboxylic acid
  • Ether
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0084 g/lALOGPS
LogP5.24ALOGPS
Predicted Properties
PropertyValueSource
logP5.24ALOGPS
logP5.14ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)4.21ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity98.45 m³·mol⁻¹ChemAxon
Polarizability39.41 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-5197000000-73dcbb549204a1976d48JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00di-5304900000-f7d83e1dd97166f1aedcJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0229000000-6f721debb6f607da7337JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a71-2395000000-d63f3ce97b36061bd41dJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0k96-9250000000-095337c9cbe2b3be6813JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0039000000-8706ecd196b3471f5711JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0005-0296000000-cd4c2bab7f1a4028f7abJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03nj-1940000000-1b6ed4fc707ccacca7abJSpectraViewer | MoNA
Biological Properties
Cellular LocationsNot Available
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
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link11-nor-9-Carboxy-THC
METLIN IDNot Available
PubChem Compound107885
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available