Showing Compound Card for Delta-9-tetrahydrocannabiorcolic acid (CDB000415)

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Record Information
Version1.0
Created at2020-03-19 00:35:51 UTC
Updated at2020-11-18 16:35:09 UTC
CannabisDB IDCDB000415
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameDelta-9-tetrahydrocannabiorcolic acid
DescriptionDelta-9-Tetrahydrocannabiorcolic acid, also known as THCA-C1, belongs to the organic compounds known as 2,2-dimethyl-1-benzopyrans. Delta-9-Tetrahydrocannabiorcolic acid is one of more than 120 cannabinoid compounds that are known in the cannabis plant. Delta-9-tetrahydrocannabiorcolic acid belongs to the Delta-9-tetrahydrocannabinol class of cannabinoid compounds in cannabis compound classification. (PMID: 6991645 ). It belongs to the delta-9-tetrahydrocannabinolic acid class of cannabinoid compounds in the cannabis plant that has CH3 substituent positioning on C-3, a lighter-chain phytocannabinoid than delta-9-tetrahydrocannabinolic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(6AS,10ar)-1-hydroxy-3,6,6,9-tetramethyl-6H,6ah,7H,8H,10ah-benzo[c]isochromene-2-carboxylateGenerator
Chemical FormulaC18H22O4
Average Molecular Weight302.37
Monoisotopic Molecular Weight302.1518
IUPAC Name(6aS,10aR)-1-hydroxy-3,6,6,9-tetramethyl-6H,6aH,7H,8H,10aH-benzo[c]isochromene-2-carboxylic acid
Traditional Name(6aS,10aR)-1-hydroxy-3,6,6,9-tetramethyl-6aH,7H,8H,10aH-benzo[c]isochromene-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
CC1=C[C@@H]2[C@H](CC1)C(C)(C)OC1=CC(C)=C(C(O)=O)C(O)=C21
InChI Identifier
InChI=1S/C18H22O4/c1-9-5-6-12-11(7-9)15-13(22-18(12,3)4)8-10(2)14(16(15)19)17(20)21/h7-8,11-12,19H,5-6H2,1-4H3,(H,20,21)/t11-,12+/m1/s1
InChI KeyBWFHYGJGKLAXKO-NEPJUHHUSA-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
  • Salicylic acid or derivatives
  • Hydroxybenzoic acid
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Vinylogous acid
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.66ALOGPS
logP4.47ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)2.93ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity85.59 m³·mol⁻¹ChemAxon
Polarizability32.84 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDelta-9-tetrahydrocannabiorcolic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDelta-9-tetrahydrocannabiorcolic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDelta-9-tetrahydrocannabiorcolic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available2020-06-30View Spectrum
NMRNot Available
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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]