Showing Compound Card for Delta1(2)-Tetrahydrocannabinol methylether (CDB000041)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesXML
Not Available
Record Information
Version1.0
Created at2020-04-27 17:26:28 UTC
Updated at2021-01-06 19:07:04 UTC
CannabisDB IDCDB000041
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameDelta1(2)-Tetrahydrocannabinol methylether
DescriptionDelta1(2)-Tetrahydrocannabinol methylether 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. Delta1(2)-Tetrahydrocannabinol methylether is one of cannabinoid compounds found in cannabis smoke. 2-Oxo-Delta3(4)-tetrahydrocannabinol is formed during the combustion of cannabis. 2-Oxo-Delta3(4)-tetrahydrocannabinol is a methoxy derivative of tetrahydrocannabinol. THC is the principal psychoactive constituent of cannabis. Delta1(2)-Tetrahydrocannabinol methylether is a secondary metabolite of cannabis. It is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
O-Methyl-δ-9 tetrahydrocannabinolGenerator
O-Methyl-delta-9-THCMeSH
Chemical FormulaC22H32O2
Average Molecular Weight328.5
Monoisotopic Molecular Weight328.2402
IUPAC Name(6aR,10aR)-1-methoxy-6,6,9-trimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromene
Traditional Name(6aR,10aR)-1-methoxy-6,6,9-trimethyl-3-pentyl-6aH,7H,8H,10aH-benzo[c]isochromene
CAS Registry Number36403-68-6
SMILES
CCCCCC1=CC(OC)=C2[C@@H]3C=C(C)CC[C@H]3C(C)(C)OC2=C1
InChI Identifier
InChI=1S/C22H32O2/c1-6-7-8-9-16-13-19(23-5)21-17-12-15(2)10-11-18(17)22(3,4)24-20(21)14-16/h12-14,17-18H,6-11H2,1-5H3/t17-,18-/m1/s1
InChI KeyFJRQDVCLUUZSIG-QZTJIDSGSA-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
  • Phenol ether
  • Anisole
  • Alkyl aryl ether
  • Benzenoid
  • Oxacycle
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • 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 SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP7.57ALOGPS
logP6.09ChemAxon
logS-6.5ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area18.46 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity101.22 m³·mol⁻¹ChemAxon
Polarizability40.55 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2339878
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3082445
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Cabral CE, Klein MRST: Phytosterols in the Treatment of Hypercholesterolemia and Prevention of Cardiovascular Diseases. Arq Bras Cardiol. 2017 Nov;109(5):475-482. doi: 10.5935/abc.20170158. [PubMed:29267628 ]
  2. Tao C, Shkumatov AA, Alexander ST, Ason BL, Zhou M: Stigmasterol accumulation causes cardiac injury and promotes mortality. Commun Biol. 2019 Jan 16;2:20. doi: 10.1038/s42003-018-0245-x. eCollection 2019. [PubMed:30675518 ]