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AM-919

A laboratory synthetic cannabinoid, very high affinity at CB1 and CB2, no human data.

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.

C₂₇H₄₄O₄

CAS 164228-46-0

Family
Synthetic CB receptor agonistResearch ligand or medicine
Molar mass
432.60 g/mol

Updated on

In plain terms

AM-919 is a laboratory molecule, described in 1998 by chemists to understand how the cannabis receptors work. It does not exist in the plant and has never been reported in a consumer product. The few published studies show that it binds with a very high affinity to the cannabinoid receptors, but no trial in humans has ever been carried out.

Receptors and activity

Target network

CB1Binding (function not established)Ki = 2.2 nM · rat[3H]CP-55940 displacement on rat forebrain synaptosomal membranes
  • Binds or modulates

The lower the cited value, the closer the target sits to AM-919: 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 AM-919.

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

Cited values

  1. CB1Binding (function not established)Ki = 2.2 nM · rat78 out of 100

    Drake et al. 1998, J Med Chem 41:3596 (values via ChEMBL CHEMBL121118) (new tab) · [3H]CP-55940 displacement on rat forebrain synaptosomal membranes

  2. CB2Binding (function not established)Ki = 3.4 nM · mouse74 out of 100

    Drake et al. 1998, J Med Chem 41:3596 (values via ChEMBL CHEMBL121118) (new tab) · [3H]CP-55940 displacement on mouse spleen

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

AM-919 is a tricyclic synthetic cannabinoid designed as a hybrid between classical dibenzopyran-type cannabinoids and non-classical cannabinoids of the CP-55,940 type: on a hexahydrobenzo[c]chromene skeleton bearing a 1,1-dimethylheptyl chain at C-3 and a hydroxymethyl at C-9 is added a 3-hydroxypropyl chain at the 6-beta position, which reproduces the so-called southern aliphatic hydroxyl of CP-55,940. The only data found are [3H]CP-55940 displacement measurements (ChEMBL, from Drake 1998): Ki of 2.2 nM at the CB1 receptor (rat forebrain) and 3.4 nM at the CB2 receptor (mouse spleen), i.e. a very high affinity at both receptors, without marked selectivity. Within the series, Tius et al. (1995) had concluded that the beta orientation of the southern hydroxyalkyl chain is decisive, whereas its length, up to three carbons, matters little. Beyond these binding assays, nothing has been established: intrinsic efficacy was not found, in vivo effects are not described in the sources consulted, and human data are entirely lacking.

History

Source
An exclusively synthetic molecule. It exists neither in cannabis nor in any living organism: it was created in an academic laboratory as a chemical probe, to explore the role of the southern aliphatic hydroxyl in binding to cannabinoid receptors (Drake 1998). It is cited online: a forum-crawling robot, active from 14 November 2017 to 31 May 2019, picked it up among 1,103 synthetic cannabinoids, without it being on the UNODC list (13 June 2019) or in the EMCDDA database (1 April 2019) (Zangani 2020). No seizure and no use in a consumer product is reported in the sources consulted.

Origin

Laboratory synthesis

No known biosynthetic pathway: AM-919 comes from no living organism. It is obtained by chemical synthesis and described here only by its class, that of the hybrids between classical and non-classical cannabinoids with a hydroxyalkyl chain at the 6-beta position.

Classification

Family, origin and source verification

Family

Synthetic CB receptor agonist › Research ligand or medicine

Class

classical

Verification

Classification, sources and binding values checked on 20 October 2026; text read against its sources and Wikipedia.

Wikipedia (English)

AM-919 (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

Identifiers

Names

IUPAC name
(6S,6aR,9R,10aR)-9-(hydroxymethyl)-6-(3-hydroxypropyl)-6-methyl-3-(2-methyloctan-2-yl)-6a,7,8,9,10,10a-hexahydrobenzo[c]chromen-1-ol
Other names
AM919 · (6S,6aR,9R,10aR)-3-(1,1-dimethylheptyl)-6a,7,8,9,10,10a-hexahydro-1-hydroxy-9-(hydroxymethyl)-6-methyl-6H-dibenzo[b,d]pyran-6-propanol

Identifiers

Formula
C₂₇H₄₄O₄
CAS
164228-46-0
InChIKey
PHILDZBONNKMNU-UOTIDGTBSA-N
SMILES
CCCCCCC(C)(C)C1=CC2=C([C@@H]3C[C@@H](CC[C@H]3[C@](O2)(C)CCCO)CO)C(=C1)O

Machine-readable entry (JSON)

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