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Record Information
Version1.0
Created at2020-03-19 00:35:16 UTC
Updated at2022-12-13 20:57:25 UTC
CannabisDB IDCDB000002
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameCannabidiol
Description
Structure
Thumb
Synonyms
ValueSource
(-)-CannabidiolChEBI
(-)-CBDChEBI
(-)-trans-2-p-Mentha-1,8-dien-3-yl-5-pentylresorcinolChEBI
(-)-trans-CannabidiolChEBI
CannabidiolumChEBI
Delta(1(2))-trans-CannabidiolChEBI
Δ(1(2))-trans-cannabidiolGenerator
CBDChEMBL
CannabidiolMeSH
EpidiolexPhytoBank
delta1(2)-trans-CannabidiolPhytoBank
Δ1(2)-trans-CannabidiolPhytoBank
Chemical FormulaC21H30O2
Average Molecular Weight314.47
Monoisotopic Molecular Weight314.2246
IUPAC Name2-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
Traditional Namecannabidiol
CAS Registry Number3556-78-3
SMILES
CCCCCC1=CC(O)=C([C@@H]2C=C(C)CC[C@H]2C(C)=C)C(O)=C1
InChI Identifier
InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t17-,18+/m0/s1
InChI KeyQHMBSVQNZZTUGM-ZWKOTPCHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Aromatic monoterpenoid
  • Resorcinol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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
logP6.1ALOGPS
logP6.33ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)9.13ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity98.53 m³·mol⁻¹ChemAxon
Polarizability38.26 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCannabidiol, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCannabidiol, 2 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1249000000-71d752347245e1abbbf72017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0avi-4492000000-96dfcbc63aaf6e5d98ee2017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9350000000-3aaacce5694ae8710a292017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0109000000-aaf2dd315ca5f4b5ecbf2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03fr-0829000000-4fc6459d1089253c0fd32017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kr-1910000000-5b5d99e9c4d122cb642f2017-07-26View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
5-hydroxytryptamine receptor 1AHTR1A5q11.2-q13P08908 details
Fatty-acid amide hydrolase 1FAAH1p35-p34O00519 details
5-hydroxytryptamine receptor 3AHTR3A11q23.1P46098 details
Fatty-acid amide hydrolase 2FAAH2Xp11.21Q6GMR7 details
Transporters
Protein NameGene NameLocusUniprot IDDetails
Transient receptor potential cation channel subfamily V member 1TRPV117p13.2Q8NER1 details
5-hydroxytryptamine receptor 3AHTR3A11q23.1P46098 details
Voltage-dependent T-type calcium channel subunit alpha-1HCACNA1H16p13.3O95180 details
Transient receptor potential cation channel subfamily V member 2TRPV217p11.2Q9Y5S1 details
Glycine receptor subunit alpha-1GLRA15q32P23415 details
Glycine receptor subunit alpha-2GLRA2P23416 details
Glycine receptor subunit alpha-3GLRA34q33-q34O75311 details
Glycine receptor subunit betaGLRB4q31.3P48167 details
Transient receptor potential cation channel subfamily A member 1TRPA18q13O75762 details
Metal BindingsNot Available
Receptors
Protein NameGene NameLocusUniprot IDDetails
Transient receptor potential cation channel subfamily V member 1TRPV117p13.2Q8NER1 details
5-hydroxytryptamine receptor 1AHTR1A5q11.2-q13P08908 details
Mu-type opioid receptorOPRM16q24-q25P35372 details
5-hydroxytryptamine receptor 2AHTR2A13q14-q21P28223 details
Alpha-1A adrenergic receptorADRA1A8p21.2P35348 details
Alpha-1B adrenergic receptorADRA1B5q33.3P35368 details
Alpha-1D adrenergic receptorADRA1D20p13P25100 details
Transient receptor potential cation channel subfamily V member 2TRPV217p11.2Q9Y5S1 details
Glycine receptor subunit alpha-1GLRA15q32P23415 details
Glycine receptor subunit alpha-2GLRA2P23416 details
Glycine receptor subunit alpha-3GLRA34q33-q34O75311 details
Glycine receptor subunit betaGLRB4q31.3P48167 details
Cannabinoid receptor 1CNR16q14-q15P21554 details
Transient receptor potential cation channel subfamily A member 1TRPA18q13O75762 details
Cannabinoid receptor 2CNR21p36.11P34972 details
Transcriptional FactorsNot Available
Concentrations Data
HMDB IDNot Available
DrugBank IDDB09061
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00002641
Chemspider ID559095
KEGG Compound IDNot Available
BioCyc IDCPD-7173
BiGG IDNot Available
Wikipedia LinkCannabidiol
METLIN IDNot Available
PubChem Compound644019
PDB IDNot Available
ChEBI ID69478
References
General References

Only showing the first 10 proteins. There are 28 proteins in total.

Enzymes

General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:
HTR1A
Uniprot ID:
P08908
Molecular weight:
46106.3
General function:
Involved in carbon-nitrogen ligase activity, with glutamine as amido-N-donor
Specific function:
Degrades bioactive fatty acid amides like oleamide, the endogenous cannabinoid, anandamide and myristic amide to their corresponding acids, thereby serving to terminate the signaling functions of these molecules. Hydrolyzes polyunsaturated substrate anandamide preferentially as compared to monounsaturated substrates.
Gene Name:
FAAH
Uniprot ID:
O00519
Molecular weight:
63065.28
General function:
Involved in extracellular ligand-gated ion channel activity
Specific function:
This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor is a ligand-gated ion channel, which when activated causes fast, depolarizing responses in neurons. It is a cation-specific, but otherwise relatively nonselective, ion channel
Gene Name:
HTR3A
Uniprot ID:
P46098
Molecular weight:
55279.8
General function:
Involved in carbon-nitrogen ligase activity, with glutamine as amido-N-donor
Specific function:
Degrades bioactive fatty acid amides like oleamide, the endogenous cannabinoid, anandamide and myristic amide to their corresponding acids, thereby serving to terminate the signaling functions of these molecules. Hydrolyzes monounsaturated substrate anandamide preferentially as compared to polyunsaturated substrates.
Gene Name:
FAAH2
Uniprot ID:
Q6GMR7
Molecular weight:
58303.115

Transporters

General function:
Involved in ion channel activity
Specific function:
Receptor-activated non-selective calcium permeant cation channel involved in detection of noxious chemical and thermal stimuli. Seems to mediate proton influx and may be involved in intracellular acidosis in nociceptive neurons. May be involved in mediation of inflammatory pain and hyperalgesia. Sensitized by a phosphatidylinositol second messenger system activated by receptor tyrosine kinases, which involves PKC isozymes and PCL
Gene Name:
TRPV1
Uniprot ID:
Q8NER1
Molecular weight:
94955.3
General function:
Involved in extracellular ligand-gated ion channel activity
Specific function:
This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor is a ligand-gated ion channel, which when activated causes fast, depolarizing responses in neurons. It is a cation-specific, but otherwise relatively nonselective, ion channel
Gene Name:
HTR3A
Uniprot ID:
P46098
Molecular weight:
55279.8
General function:
Involved in ion channel activity
Specific function:
Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hormone or neurotransmitter release, gene expression, cell motility, cell division and cell death. The isoform alpha-1H gives rise to T-type calcium currents. T-type calcium channels belong to the "low-voltage activated (LVA)" group and are strongly blocked by nickel and mibefradil. A particularity of this type of channels is an opening at quite negative potentials, and a voltage-dependent inactivation. T-type channels serve pacemaking functions in both central neurons and cardiac nodal cells and support calcium signaling in secretory cells and vascular smooth muscle. They may also be involved in the modulation of firing patterns of neurons which is important for information processing as well as in cell growth processes
Gene Name:
CACNA1H
Uniprot ID:
O95180
Molecular weight:
259160.2
General function:
Involved in ion channel activity
Specific function:
Calcium-permeable, non-selective cation channel with an outward rectification. Seems to be regulated, at least in part, by IGF-I, PDGF and neuropeptide head activator. May transduce physical stimuli in mast cells. Activated by temperatures higher than 52 degrees Celsius; is not activated by vanilloids and acidic pH
Gene Name:
TRPV2
Uniprot ID:
Q9Y5S1
Molecular weight:
85980.3
General function:
Involved in ion transport
Specific function:
The glycine receptor is a neurotransmitter-gated ion channel. Binding of glycine to its receptor increases the chloride conductance and thus produces hyperpolarization (inhibition of neuronal firing)
Gene Name:
GLRA1
Uniprot ID:
P23415
Molecular weight:
52623.4
General function:
Involved in ion transport
Specific function:
The glycine receptor is a neurotransmitter-gated ion channel. Binding of glycine to its receptor increases the chloride conductance and thus produces hyperpolarization (inhibition of neuronal firing)
Gene Name:
GLRA2
Uniprot ID:
P23416
Molecular weight:
52001.6
General function:
Involved in ion transport
Specific function:
The glycine receptor is a neurotransmitter-gated ion channel. Binding of glycine to its receptor increases the chloride conductance and thus produces hyperpolarization (inhibition of neuronal firing)
Gene Name:
GLRA3
Uniprot ID:
O75311
Molecular weight:
53799.8
General function:
Involved in extracellular-glycine-gated chloride channel activity
Specific function:
The glycine receptor is a neurotransmitter-gated ion channel. Binding of glycine to its receptor increases the chloride conductance and thus produces hyperpolarization (inhibition of neuronal firing)
Gene Name:
GLRB
Uniprot ID:
P48167
Molecular weight:
56121.6
General function:
Not Available
Specific function:
Receptor-activated non-selective cation channel involved in detection of pain and possibly also in cold perception and inner ear function. Has a central role in the pain response to endogenous inflammatory mediators and to a diverse array of volatile irritants, such as mustard oil, garlic and acrolein, an irritant from tears gas and vehicule exhaust fumes. Acts also as a ionotropic cannabinoid receptor by being activated by delta(9)- tetrahydrocannabinol (THC), the psychoactive component of marijuana. Not involved in menthol sensation. May be a component for the mechanosensitive transduction channel of hair cells in inner ear, thereby participating in the perception of sounds. Probably operated by a phosphatidylinositol second messenger system
Gene Name:
TRPA1
Uniprot ID:
O75762
Molecular weight:
127485.8

Only showing the first 10 proteins. There are 28 proteins in total.