Cannabidiol

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Cannabidiol are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Cannabidiol?

The molecule Cannabidiol presents a molecular formula of C21H30O2 and its IUPAC name is 2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol.

Cannabidiol (CBD) is a naturally occurring compound found in the resinous flower of cannabis, a plant with a rich history as a medicine going back thousands of years. Today the therapeutic properties of CBD are being tested and confirmed by scientists and doctors around the world. A safe, non-addictive substance, CBD is one of more than a hundred “phytocannabinoids,” which are unique to cannabis and endow the plant with its robust therapeutic profile..

CBD is closely related to another important medicinal cannabinoid, THC (tetrahydrocannabinol). However, unlike THC, CBD does not make people feel “stoned” or intoxicated. This is because CBD and THC act in different ways on different receptors in the brain and body. CBD is a non-psychoactive cannabinoid, meaning it does not produce the “high” associated with THC..

CBD has a wide range of therapeutic properties. It is a powerful anti-inflammatory and antioxidant, and has been shown to promote healthy cell growth. CBD is also known to relieve anxiety, help with insomnia, and reduce seizures and convulsions..

CBD is just one of many cannabinoids found in cannabis. Research is ongoing into the other therapeutic cannabinoids, such as CBG (cannabigerol), CBC (cannabichromene), and THCV (tetrahydrocannabivarin), to name just a few. Each cannabinoid has its own unique set of therapeutic properties..

The full potential of CBD and other cannabinoids has yet to be realized. The current renaissance of cannabis research is uncovering new therapeutic properties of these compounds, and new ways to use them. As our understanding of cannabinoids continues to evolve, so too will the medical applications of CBD..

3D structure

Cartesian coordinates

Geometry of Cannabidiol in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Cannabidiol QHMBSVQNZZTUGM-ZWKOTPCHSA-N chemical compound 2D structure molecule svg
Cannabidiol

 

Molecule descriptors

 
IUPAC name2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
InChI codeInChI=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
SMILESC=C(C)[C@@H]1CCC(C)=C[C@H]1c1c(O)cc(CCCCC)cc1O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (+/-)-Cannabidiol
  • (-)-CBD
  • (-)-Cannabidiol
  • (-)-Cannabidiol (CBD)
  • (-)-Cannabidiol (Synthetic)
  • (-)-Cannabidiol 1.0 mg/ml in Methanol
  • (-)-trans-2-p-Mentha-1,8-dien-3-yl-5-pentylresorcinol
  • (-)-trans-Cannabidiol
  • (1'R,2'R)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,6-diol
  • (1'R,2'R)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro[1,1'-biphenyl]-2,6-diol
  • (1'R,2'R)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydrobiphenyl-2,6-diol
  • (3R,4R)-2-p-mentha-1,8-dien-3-yl-5-pentylresorcinol
  • .delta.1(2)-trans-Cannabidiol
  • 1,3-BENZENEDIOL, 2-((1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL)-5-PENTYL-
  • 1,3-Benzenediol, 2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentyl-, (1R-trans)-
  • 1,3-Benzenediol, 2-(4-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentyl-, trans-
  • 1,3-Benzenediol, 2-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-, (1R-trans)-
  • 1,3-benzenediol, 2-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-
  • 13956-29-1
  • 19GBJ60SN5
  • 2-((1R,6R)-3-METHYL-6-(1-METHYLETHENYL)CYCLOHEX-2-ENYL)-5-PENTYLBENZENE-1,3-DIOL
  • 2-((1R,6R)-3-METHYL-6-(PROP-1-EN-2-YL)CYCLOHEX-2-EN-1-YL)-5-PENTYLBENZENE-1,3-DIOL
  • 2-((1R,6R)-6-Isopropenyl-3-methyl-cyclohex-2-enyl)-5-pentyl-benzene-1,3-diol
  • 2-(3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl)-5-pentyl-benzene-1,3-diol
  • 2-(4-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentyl-1,3-benzenediol trans-
  • 2-(6-Isopropenyl-3-methyl-2-cyclohexen-1-yl)-5-pentyl-1,3-benzenediol #
  • 2-(6-Isopropenyl-3-methyl-cyclohex-2-enyl)-5-pentyl-benzene-1,3-diol
  • 2-(6-Isopropenyl-3-methyl-cyclohex-2-enyl)-5-pentyl-benzene-1,3-diol (Cannabidiol)
  • 2-[(1R,6R)-3-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol
  • 2-[(1R,6R)-3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl]-5-pentylbenzene-1,3-diol
  • 2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
  • 2-[1R-3-methyl-6R-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol
  • 2-[3-Methyl-6-(methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol
  • 3556-78-3
  • AC-34022
  • BDBM50121429
  • BDBM50318484
  • BTX-1204
  • BTX-1503
  • C07578
  • C21H30O2
  • CARDIOLRX
  • CBD
  • Cannabidiol
  • Cannabidiol (7CI)
  • Cannabidiol (USAN/INN)
  • Cannabidiol solution
  • D1(2)-trans-Cannabidiol
  • D10915
  • DB-093531
  • DB09061
  • Delta(1(2))-trans-cannabidiol
  • Epidiolex
  • GTPL4150
  • GWP-42003
  • GWP-42003-P
  • GWP42003
  • GWP42003-P
  • NCGC00386518-01
  • P0T
  • Q422917
  • Resorcinol, 2-p-mentha-1,8-dien-3-yl-5-pentyl-, (+-)-
  • Resorcinol, 2-p-mentha-1,8-dien-3-yl-5-pentyl-, (-)-(E)-
  • Resorcinol, 2-p-mentha-1,8-dien-3-yl-5-pentyl-, trans-(-)- (8CI)
  • Sativex (CBD + THC, fixed-dose oral spray)
  • ZYN002
  • cannabidiol
  • cannabidiolum
  • delta1(2)-trans-Cannabidiol
  • nabiximols (CBD + THC, fixed-dose oral spray)

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4097406
  • UNII-19GBJ60SN5
  • AKOS032948358
  • DTXSID00871959
  • DTXSID301038839
  • CHEMBL190461
  • CHEBI:69478
  • SCHEMBL119679

Physico-Chemical properties

IUPAC name2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
Molecular formulaC21H30O2
Molecular weight314.462
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity99.85
LogP5.8
Topological polar surface area40.5

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.