Synthetic cannabinoid (SCRA)
Narcotic: generic clauseSTS-135STS-135 (5F-APICA)
N-(1-adamantyl)-1-(5-fluoropentyl)indole-3-carboxamide
Aliases.5F-APICA · 5F-SDB-001 · STS-135 · N-(1-adamantyl)-1-(5-fluoropentyl)indole-3-carboxamide
A fluorinated analogue of APICA, a CB1 and CB2 agonist of the adamantylated indole-3-carboxamide family.
Updated on
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.
Identifiers
- Formula
- C₂₄H₃₁FN₂O
- Molar mass
- 382.50 g·mol⁻¹
- CAS
- 1354631-26-7
- PubChem CID
- 57404059
- Origin
- A wholly synthetic molecule, absent from cannabis as from any living organism. It circulates as a powder imported in bulk, then sprayed onto an inert plant support sold as fake cannabis, or incorporated into vaping liquids. The only lawful productions are analytical standards intended for toxicology laboratories.
- InChIKey
- COYHGVCHRRXECF-UHFFFAOYSA-N
In plain terms
STS-135 is a synthetic cannabinoid sprayed onto plant material sold as fake cannabis. It acts on the same receptors as THC, but with incomparably greater potency and no known safety margin. Palpitations, dizziness and loss of consciousness are reported, sometimes at low doses.
Receptors and activity
- CB1Agonist
- CB2Agonist
- Agonist
- Partial agonist
- Antagonist
- Modulator
- Inverse agonist
Hover over a row for the precise value (Ki, EC50…)
Subjective signature
Hover over an axis to read its definition.
- Calm20
- Clarity10
- Sleep35
- Appetite40
- High70
Editorial estimate, not clinical.
Pharmacology
STS-135 is a synthetic agonist of cannabinoid receptors of the adamantylated indole-3-carboxamide family, a terminally fluorinated analogue of APICA (SDB-001). It activates CB1 and CB2: in the functional series of Banister and colleagues (2015), the eight compounds compared activate CB1 with EC50 values from 2.8 to 1959 nM and CB2 with EC50 values from 6.5 to 206 nM, terminal fluorination generally improving potency at CB1 by a factor of 2 to 5. In rats, these molecules induce dose-dependent hypothermia and bradycardia between 0.3 and 10 mg/kg. Its hepatic oxidative metabolism is carried mainly by CYP3A4, and CYP2J2, expressed in cardiovascular tissue, also metabolises it efficiently (Km of 11.4 µmol/L). An important point for reading the risk: the work of Longworth and colleagues (2017) shows that the metabolites of this class lacking a carboxylic acid function retain marked agonist activity, so that metabolism does not extinguish the effect. No human dose is characterised.
Origin (pharmaceutical research → illicit market)
No biological route: this is an indole-3-carboxamide obtained by synthesis. The skeleton combines an indole core bearing a 5-fluoropentyl chain on its nitrogen, and at position 3 a carboxamide function linked to an adamantyl group. The molecule is described here by chemical class only.
Legal framework
France
A narcotic in France, without listing by name. STS-135 falls under a generic clause of Annex IV of the arrêté of 22 February 1990, in the wording resulting from the arrêté of 31 March 2017 which added twelve chemical families of synthetic cannabinoids. The indole-3-carboxamide family there covers derivatives whose carboxamide bridge nitrogen bears an adamantanyl-type substituent, which corresponds exactly to the structure of STS-135. Production, possession, transfer and use are criminally punishable.
European Union
No harmonised control measure at Union level: STS-135 is not listed in the annex to framework decision 2004/757/JHA. It is monitored by the early warning system of the European drugs agency and controlled nationally in several Member States. Nor does it appear in the schedules of the single convention of 1961 or those of the convention of 1971.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Structural classification
- Class
- Synthetic cannabinoid (SCRA)
- Origin
- A wholly synthetic molecule, absent from cannabis as from any living organism. It circulates as a powder imported in bulk, then sprayed onto an inert plant support sold as fake cannabis, or incorporated into vaping liquids. The only lawful productions are analytical standards intended for toxicology laboratories.
- Status
- Narcotic: generic clause
References
Structured data
- InChIKey
- COYHGVCHRRXECF-UHFFFAOYSA-N
- SMILES
- C1C2CC3CC1CC(C2)(C3)NC(=O)C4=CN(C5=CC=CC=C54)CCCCCF
- ChEBI
- CHEBI:186830
- Formula
- C24H31FN2O
- Molar mass
- 382.50 g·mol⁻¹
- CAS
- 1354631-26-7
- PubChem CID
- 57404059
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.