Showing Compound Card for Delta-7-cis-iso-tetrahydrocannabivarin (CDB000022)

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Record Information
Version1.0
Created at2020-03-19 00:35:57 UTC
Updated at2020-11-18 16:35:09 UTC
CannabisDB IDCDB000022
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameDelta-7-cis-iso-tetrahydrocannabivarin
DescriptionDelta-7-cis-iso-Tetrahydrocannabivarin belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. Delta-7-Cis-iso-Tetrahydrocannabivarin is a neutral compound . Delta-7-cis-iso-tetrahydrocannabivarin is one of more than 120 cannabinoid compounds that are known in cannabis plant (PMID: 6991645 ). It was first isolated from Thai cannabis in 1981 (DOI: 10.1248/cpb.29.3720) and is one of the 18 miscellaneous-type cannabinoids (DOI: 10.1093/acprof:oso/9780199662685.003.0001).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
SynonymsNot Available
Chemical FormulaC19H26O2
Average Molecular Weight286.42
Monoisotopic Molecular Weight286.1933
IUPAC Name(1R,9R,12R)-9-methyl-12-(prop-1-en-2-yl)-5-propyl-8-oxatricyclo[7.3.1.0^{2,7}]trideca-2,4,6-trien-3-ol
Traditional Name(1R,9R,12R)-9-methyl-12-(prop-1-en-2-yl)-5-propyl-8-oxatricyclo[7.3.1.0^{2,7}]trideca-2,4,6-trien-3-ol
CAS Registry NumberNot Available
SMILES
CCCC1=CC(O)=C2[C@@H]3C[C@@](C)(CC[C@H]3C(C)=C)OC2=C1
InChI Identifier
InChI=1S/C19H26O2/c1-5-6-13-9-16(20)18-15-11-19(4,21-17(18)10-13)8-7-14(15)12(2)3/h9-10,14-15,20H,2,5-8,11H2,1,3-4H3/t14-,15+,19+/m0/s1
InChI KeySBPMGFIOIRMBJJ-QMTMVMCOSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct Parent1-benzopyrans
Alternative Parents
Substituents
  • 1-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 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
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.72ALOGPS
logP5.11ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)10.03ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity86.46 m³·mol⁻¹ChemAxon
Polarizability34.04 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDelta-7-cis-iso-tetrahydrocannabivarin, 1 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 Compound59444409
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 ]
  2. Svensson GP, Gunduz EA, Sjoberg N, Hedenstrom E, Lassance JM, Wang HL, Lofstedt C, Anderbrant O: Identification, synthesis, and behavioral activity of 5,11-dimethylpentacosane, a novel sex pheromone component of the greater wax moth, Galleria mellonella (L.). J Chem Ecol. 2014 Apr;40(4):387-95. doi: 10.1007/s10886-014-0410-8. Epub 2014 Apr 2. [PubMed:24692052 ]