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From the plant

10α-OH-Δ8-THC10α-hydroxy-Δ8-tetrahydrocannabinol

Δ8-THC hydroxylated at position 10, a natural trace with CB1 and CB2 affinity comparable to Δ9-THC in vitro.

Narcotic: generic clause
Level of detail

Harm-reduction warning

No characterised human dose: animal / in vitro data only. Effect profile, safety margin and acute toxicity are not documented in human clinical practice. Extremely potent compound: severe effects, seizures and deaths reported in the literature.

C₂₁H₃₀O₃

CID 102506267

Family
PhytocannabinoidMinor
Origin
Origin not established
Molar mass
330.50 g/mol

Updated on

In plain terms

10α-OH-Δ8-THC is a form of Δ8-THC carrying an extra hydroxyl group. Synthesised as early as 1975, it was only found in cannabis in 2015, in trace amounts. In the laboratory it binds the CB1 and CB2 receptors roughly as THC does and produced THC-like effects in mice; no human data exist.

Receptors and activity

Target network

CB1Partial agonistKi = 31 nM · human[3H]CP-55,940 displacement, HEK293-hCB1 membranes (± 6 nM); Δ9-THC 18 nM in the same assay; partial agonism stated by the authors, functional values unpublished
  • Activates
  • Binds or modulates

The lower the cited value, the closer the target sits to 10α-OH-Δ8-THC: 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 10α-OH-Δ8-THC.

Brain, side view
Body, front view
Blood

CB1CB1 found in 7 regions of the body

  1. Basal gangliadenseMost dense in basal ganglia outflow nuclei1
  2. CerebellumdenseVery dense in the cerebellum1
  3. HippocampusdenseVery high concentrations in the hippocampus2
  4. AmygdaladenseHigh concentrations in the amygdala2
  5. CortexpresentPresent throughout the neocortex2
  6. Adipose tissuepresentExpressed in adipose tissue3
  7. GutpresentColonic epithelium, smooth muscle and plexus4

Map sources

  1. Herkenham M et al. Cannabinoid receptor localization in brain. Proc Natl Acad Sci U S A, 1990 (new tab)
  2. 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)
  3. Engeli S et al. Activation of the peripheral endocannabinoid system in human obesity. Diabetes, 2005 (new tab)
  4. Wright K et al. Differential expression of cannabinoid receptors in the human colon: cannabinoids promote epithelial wound healing. Gastroenterology, 2005 (new tab)

Cited values

  1. CB1Partial agonistKi = 31 nM · human58 out of 100

    Radwan et al. 2015, J Nat Prod (new tab) · [3H]CP-55,940 displacement, HEK293-hCB1 membranes (± 6 nM); Δ9-THC 18 nM in the same assay; partial agonism stated by the authors, functional values unpublished

  2. CB2Binding (function not established)Ki = 30 nM · human59 out of 100

    Radwan et al. 2015, J Nat Prod (new tab) · [3H]CP-55,940 displacement, HEK293-hCB2 membranes (± 4 nM); Δ9-THC 42 nM in the same assay; efficacy not measured

Bar length follows the measured value (Ki, Kd, EC50 or IC50), on one scale shared by every entry, from 100 µM to 0.1 nM. A target with no cited value has no bar.

Pharmacology

10α-OH-Δ8-THC keeps the cannabinoid pharmacophore, a phenol at position 1 and a pentyl chain at position 3, with an extra hydroxyl at position 10 on the Δ8-THC skeleton. Synthesised in 1975, it was first isolated from high-potency cannabis in 2015 by Radwan and colleagues, the only team to have described it in the plant. These authors measured Ki values of 31 nM at CB1 and 30 nM at CB2, against 18 and 42 nM for Δ9-THC in the same assay, and report partial CB1 agonism in a functional assay. In mice (5 to 20 mg/kg intraperitoneally) it reduced locomotor activity at all doses and, at 20 mg/kg, also produced significant catalepsy, antinociception and hypothermia: the strongest cannabinoid-like effects of the series. The 10β epimer, isolated at the same time, binds about 27 times less to CB1 and 109 times less to CB2. No other target, no pharmacokinetics and no human data have been published.

Key sources.

History

Source
Present in trace amounts in a high-potency cannabis, described by a single team (2015); origin not established.

Biosynthetic pathway

No enzyme or formation mechanism has been established. The molecule corresponds to the Δ8-THC skeleton bearing an extra hydroxyl at position 10; it is not known whether it forms in the living plant or during drying and storage.

Classification

Family, origin and source verification

Family

Phytocannabinoid › Minor

Presence in the plant

Present in the plant; origin not established

Chemistry

Type Δ8-THC · C5 side chain · neutral form

Verification

Every fact on this entry was checked against its primary sources on 20 October 2026.

Wikipedia (English)

10-Hydroxy-THC (new tab)

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

  1. Radwan et al. 2015, J Nat Prod: isolation of 10α- and 10β-OH-Δ8-THC; CB1/CB2 Ki (table 3) and the mouse tetrad (table 4) (new tab)PMID 26000707
  2. Pitt et al. 1975, J Am Chem Soc: synthesis of Δ9-THC metabolites (first preparation of the compound) (new tab)PMID 1141589
  3. Husni et al. 2014, Med Chem Res: binding method (HEK293 hCB1/hCB2, [3H]CP-55,940) (new tab)PMID 25419092
  4. Radwan et al. 2021, Molecules: inventory of cannabis cannabinoids (Δ8-THC type) (new tab)PMID 34066753
  5. ANSM, decision of 22/05/2024 (benzo[c]chromene class) and consolidated list of 26/06/2026 (new tab)
  6. PubChem CID 102506267: 10alpha-hydroxy-Delta8-THC (new tab)

Identifiers

Names

Common name
10α-hydroxy-Δ8-tetrahydrocannabinol
IUPAC name
(6aR,10R,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromene-1,10-diol
Other names
10α-OH-Δ8-THC · 10alpha-hydroxy-Delta8-THC · 10α-hydroxy-Δ8-THC · 10-hydroxy-THC · 10-OH-THC · CHEMBL3586106 · (6aR,10R,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromene-1,10-diol

Identifiers

Formula
C₂₁H₃₀O₃
PubChem CID
102506267(new tab)
InChIKey
KQQMZTULVOWZJR-ZTNFWEORSA-N
SMILES
CCCCCc1cc(O)c2c(c1)OC(C)(C)[C@@H]1CC=C(C)[C@H](O)[C@@H]21

Machine-readable entry (JSON)

LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.