H4-CBDTetrahydrocannabidiol (H4-CBD)
Hydrogenated CBD, a mixture of epimers. Psychoactivity not established. A narcotic in France since 3 June 2024.
C₂₁H₃₄O₂
CAS 4460-20-2
- Family
- Semi-synthetic cannabinoidCBD derivative
- Molar mass
- 318.50 g/mol
Updated on
In plain terms
H4-CBD is CBD in which two double bonds have been saturated by hydrogenation in the laboratory. An older study attributes a moderate affinity for the CB1 receptor to it, but a more recent assay showed no activation of this receptor. It has been classified as a narcotic in France since June 2024.
Receptors and activity
Target network
- Activates
The lower the cited value, the closer the target sits to H4-CBD: one ring per factor of 100. A target with no measured value stays on the edge.
Where these targets live
Where each target has been found in humans, according to the cited studies. The map shows the target, not an effect of H4-CBD.
CB1CB1 found in 7 regions of the body
- Basal gangliadenseMost dense in basal ganglia outflow nuclei1
- CerebellumdenseVery dense in the cerebellum1
- HippocampusdenseVery high concentrations in the hippocampus2
- AmygdaladenseHigh concentrations in the amygdala2
- CortexpresentPresent throughout the neocortex2
- Adipose tissuepresentExpressed in adipose tissue3
- GutpresentColonic epithelium, smooth muscle and plexus4
Map sources
- Herkenham M et al. Cannabinoid receptor localization in brain. Proc Natl Acad Sci U S A, 1990 (new tab)
- Glass M et al. Cannabinoid receptors in the human brain: a detailed anatomical and quantitative autoradiographic study in the fetal, neonatal and adult human brain. Neuroscience, 1997 (new tab)
- Engeli S et al. Activation of the peripheral endocannabinoid system in human obesity. Diabetes, 2005 (new tab)
- Wright K et al. Differential expression of cannabinoid receptors in the human colon: cannabinoids promote epithelial wound healing. Gastroenterology, 2005 (new tab)
Cited values
- CB1Partial agonistKi = 145 nM · not verified47 out of 100
Ben-Shabat S et al. New cannabidiol derivatives: synthesis, binding to cannabinoid receptor, and evaluation of their antiinflammatory activity. J Med Chem 2006;49:1113-1117 (new tab) · CB1 binding of the epimer mixture; conditions (species, radioligand) not verified, value cited by Schirmer et al. 2025 from the original study
- CB2 ((S)-H4-CBD)Agonistno measured value cited
Pharmacology
H4-CBD (tetrahydrocannabidiol, sometimes written THD) is the fully hydrogenated derivative of CBD: its two non-aromatic double bonds are saturated, and the product is a mixture of epimers. Jacob and Todd observed as early as 1940 that CBD takes up two equivalents of hydrogen. In 2006, a study reported a Ki of 145 nM at the CB1 receptor for this mixture (Ben-Shabat et al.), whereas CBD acts at CB1 as a negative allosteric modulator. A β-arrestin 2 recruitment assay, however, showed no significant CB1 activation for either epimer; (S)-H4-CBD activated CB2, (R)-H4-CBD did not (Janssens et al., 2024). User reports are contradictory and no controlled human study has been published; its psychoactivity is therefore not established. After oral intake, it is metabolised by hydroxylation and carboxylation (notably 7-COOH-H4-CBD and 5″-COOH-H4-CBD), then glucuronidation (Schirmer et al., 2025). H4-CBD appeared on the European market among the successors of HHC. In France, the ANSM decision of 22 May 2024 lists it by name as a narcotic, with effect from 3 June 2024; Spain placed it in List II on 23 April 2025. In the United Kingdom, the ACMD considered in May 2025 that the evidence of psychoactivity and harm remained insufficient for control under the Misuse of Drugs Act.
Key sources.
- Schirmer W et al. Identification of tetrahydrocannabidiol metabolites in human urine. Drug Test Anal 2025;17:2333-2346 (new tab)PMID 40897389
- Ben-Shabat S et al. New cannabidiol derivatives. J Med Chem 2006;49:1113-1117 (new tab)PMID 16451075
- Janssens LK et al. Investigation of the intrinsic cannabinoid activity of hemp-derived and semisynthetic cannabinoids with β-arrestin2 recruitment assays. Arch Toxicol 2024;98:2619-2630 (new tab)PMID 38735004
- ANSM, decision of 22/05/2024 amending the list of substances classified as narcotics (new tab)
- Orden SND/380/2025, de 14 de abril, BOE núm. 97 of 22/04/2025 (new tab)
- ACMD, letter of 22 May 2025 « Semi-synthetic cannabinoids related to tetrahydro-cannabinol and cannabidiol » (new tab)
History
- Source
- Semi-synthetic (hydrogenated derivative of CBD)
Route of preparation
Chemical process
No biosynthesis: H4-CBD is not described as a constituent of cannabis. It is obtained by hydrogenation of CBD, which saturates its two non-aromatic double bonds; the product is a mixture of epimers (Schirmer et al., 2025).
Legal framework
- European Union
Not listed in the UN conventions. Spain: List II of Annex 1 of Royal Decree 2829/1977 (« Hidrocannabidiol (H4-CBD; tetrahidrocannabidiol) »), Orden SND/380/2025, in force on 23 April 2025. Outside the EU: Switzerland, listed on 9 October 2023 (according to Schirmer et al. 2025); United Kingdom, the ACMD judged in May 2025 that control under the Misuse of Drugs Act was not sufficiently justified at present. Checked on 19/10/2026.
- France
Narcotic (Annex IV of the arrêté of 22 February 1990), listed by name by the decision of the ANSM Director-General of 22 May 2024 (« H4-CBD ou tétrahydrocannabidiol ou H4-cannabidiol »), published on 24 May 2024 and in force on 3 June 2024. This listing is separate from the generic benzo[c]chromene class, which H4-CBD, lacking the pyran ring, does not meet. Checked on 19/10/2026.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Classification
Family, origin and source verification
- Family
Semi-synthetic cannabinoid › CBD derivative
- Chemistry
C5 side chain · neutral form
- Verification
Every fact on this entry was checked against its primary sources on 20 October 2026.
- Wikipedia (English)
Article paired by the molecule's structure (InChIKey), revision read on 19 October 2026. Read as a second opinion, never cited as a source.
References
- Schirmer W et al. Identification of tetrahydrocannabidiol metabolites in human urine. Drug Test Anal 2025;17:2333-2346 (new tab)PMID 40897389
- Ben-Shabat S et al. New cannabidiol derivatives. J Med Chem 2006;49:1113-1117 (new tab)PMID 16451075
- Janssens LK et al. Investigation of the intrinsic cannabinoid activity of hemp-derived and semisynthetic cannabinoids with β-arrestin2 recruitment assays. Arch Toxicol 2024;98:2619-2630 (new tab)PMID 38735004
- ANSM, decision of 22/05/2024 amending the list of substances classified as narcotics (new tab)
- Orden SND/380/2025, de 14 de abril, BOE núm. 97 of 22/04/2025 (new tab)
- ACMD, letter of 22 May 2025 « Semi-synthetic cannabinoids related to tetrahydro-cannabinol and cannabidiol » (new tab)
Identifiers
Names
- Common name
- Tetrahydrocannabidiol (H4-CBD)
- IUPAC name
- 2-(5-methyl-2-propan-2-ylcyclohexyl)-5-pentylbenzene-1,3-diol
- Other names
- H4-cannabidiol · H4CBD · THD
Identifiers
- Formula
- C₂₁H₃₄O₂
- CAS
- 4460-20-2
- PubChem CID
- 616324(new tab)
- InChIKey
- LXIXAVCVBZBXIY-UHFFFAOYSA-N
- SMILES
- CCCCCC1=
CC(= C(C(= C1) O) C2CC(CCC2C(C) C) C) O
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.