THC-O-acetate
[(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-yl] acetate
Overview
THC-O-acetate belongs to Cannabinoids.
Effects
- Cannabis-like intoxication, euphoria, relaxation, altered perception and appetite, reported as stronger than an equivalent amount of THC.
- A markedly delayed onset (often 20–30+ minutes, longer for edibles) that can tempt redosing before the first dose is felt, leading to overshoot.
- High-dose and adverse effects: anxiety or panic, rapid heartbeat, sedation, nausea/vomiting, confusion. Possible acute or delayed lung injury if vaped (ketene).
Dosing & duration
Vaped, smoked, or taken orally (edibles/tinctures) as unregulated grey-market products of uncertain concentration. No established safe dose and no medical dosing exists.. There is no standardised or medically validated dose for THC-O-acetate, and grey-market products vary widely in strength and purity. The delayed, ester-dependent onset (especially orally) makes titration difficult and invites dangerous redosing, and vaping or smoking it risks ketene formation: the lowest-risk choice is not to inhale acetate cannabinoids at all. 'Start low, go slow' cannot be applied reliably to an unquantified product.
Dose ranges
Duration
≈20–30+ min (delayed, longer orally)
Several hours (THC-like)
Residual grogginess. Edible over-intake can last many hours
Chemical & Physical Properties
| Formula | C23H32O3 |
| Molar mass | 356.5 g/mol |
| State | Not reported |
| Melting point | Not reported |
| Boiling point | Not reported |
| Density | Not reported |
| Vapor pressure | Not reported |
| pKa | Not reported |
| LogP | 7.1 (predicted, XLogP3) |
| Solubility | Not reported |
| Refractive index | Not reported |
Identifiers & Synonyms
| CAS | 23132-17-4 |
| CAS (enantiomer) | |
| PubChem CID | 198013 |
| InChIKey | DEWSJDIJFWQLOA-RTBURBONSA-N |
| InChI | InChI=1S/C23H32O3/c1-6-7-8-9-17-13-20(25-16(3)24)22-18-12-15(2)10-11-19(18)23(4,5)26-21(22)14-17/h12-14,18-19H,6-11H2,1-5H3/t18-,19-/m1/s1 |
| SMILES | CCCCCC1=CC2=C([C@@H]3C=C(CC[C@H]3C(O2)(C)C)C)C(=C1)OC(=O)C |
Synonyms
- THC-O
- ATHC
- Δ⁹-THC-O-acetate
- THC acetate ester
- Dronabinol O-acetate
Pharmacodynamics & Biochemistry
THC-O-acetate (THC-O, ATHC) is a semi-synthetic cannabinoid: the acetate ester of Δ⁹-tetrahydrocannabinol, made by treating Δ⁸- or Δ⁹-THC with acetic anhydride. It is not itself an appreciable cannabinoid-receptor agonist: it is a metabolic prodrug that must be de-acetylated by esterases to release Δ⁹-THC, the active CB1/CB2 partial agonist responsible for the cannabis-like effects. Acetylation raises the molecule's lipophilicity (predicted logP ≈7), which is thought to increase absorption and brain penetration once it is hydrolysed. Because the effect depends on that conversion step, THC-O has a characteristically delayed onset, subjective effects typically begin around 20–30 minutes or later after use, later than THC, and users and vendors describe it as noticeably more potent than THC (commonly quoted as roughly two to three times). Those potency claims are anecdotal: there are no controlled human pharmacokinetic or dose–response studies, and no reliable receptor-binding constants exist for THC-O-acetate itself (its activity is that of the THC liberated from it), so the binding table is left empty rather than populated with fabricated values. THC-O-acetate carries the same two ring-fusion stereocentres as Δ⁹-THC ((6aR,10aR)) and is handled as that single trans isomer. It is a viscous oil rather than a crystalline solid, and does not occur naturally in the cannabis plant. Its defining hazard is not its receptor pharmacology but its thermal chemistry when inhaled (see safety).
Biological targets
- CB1
- CB2
Binding & functional measurements
Pharmacokinetics
| Bioavailability | Not established, acetylation raises lipophilicity and is thought to increase absorption vs THC |
| Tmax | Not reported |
| Half-life | Not established for THC-O itself, governed by the Δ⁹-THC released |
| Vd | Not reported |
| Protein binding | Not reported |
| Metabolism | Esterase de-acetylation to Δ⁹-THC, which then follows THC's hepatic CYP metabolism (11-OH-THC, THC-COOH) |
| Excretion | As THC metabolites (renal and faecal) |
Toxicology & Safety
Not reported
The most serious concern specific to THC-O-acetate is a thermal-decomposition hazard when it is vaped or smoked. Like vitamin E acetate, the agent implicated in the 2019 EVALI outbreak of vaping-associated lung injury, the acetate esters of cannabinoids can pyrolyse to ketene, a colourless, highly toxic gas that damages the lungs even at low concentrations. A 2022 study confirmed that vaping Δ⁸-THC acetate, CBN acetate and CBD acetate (including a commercial product) generates ketene in the condensate, so inhaling THC-O products may carry a real risk of acute and delayed lung injury. Beyond this, THC-O shares the acute risks of high-potency THC: pronounced intoxication, anxiety and panic, tachycardia and, particularly with edibles because of the delayed onset that invites redosing, accidental overconsumption with dysphoria, vomiting and, at high doses, psychotic reactions or cannabinoid hyperemesis. It is an almost entirely unregulated grey-market product: purity, dose and contaminants (residual acetic anhydride, reaction by-products, solvents) are not quality-controlled, long-term human data are essentially absent, and its slow, ester-dependent onset and high lipophilicity make effects hard to titrate.[2][6]
Legal Status
US: Contested (DEA: Schedule I). UK: Class B. DE: NpSG
Interactions & Contraindications
Drug interactions
Contraindications
No interactions or contraindications listed.
Usage & Context
- A grey-market 'hemp-derived' cannabinoid sold since around 2021 in vapes, edibles and tinctures, marketed as a stronger alternative to Δ⁸/Δ⁹-THC, not an approved medicine and not a natural cannabis constituent.
- Historically investigated by the US Army's Edgewood Arsenal programme (from 1949) as a possible incapacitating agent, and encountered by the DEA as a clandestine THC analogue as early as 1978.
- Used recreationally for cannabis-like effects. Its appeal is the reported higher potency, but that profile plus the vaping-ketene risk make it a higher-risk way to consume a THC-like drug.
Sources & Evidence
- PubChem: Δ⁹-THC-O-acetate (CID 198013) — identifiers & computed properties
- Wikipedia: THC-O-acetate (THC-O/ATHC) — semi-synthetic THC prodrug, pharmacology, ketene hazard, history & legal status CC BY-SA 4.0
- Munger KR, Jensen RP, Strongin RM (2022). Vaping Cannabinoid Acetates Leads to Ketene Formation. Chem Res Toxicol 35:1202-1205.
PMID 35801872 · doi:10.1021/acs.chemrestox.2c00170
- DEA response letter (Feb 2023): Δ⁸- and Δ⁹-THC-O-acetate are synthetically produced Schedule I controlled substances, not hemp
- NpSG (Neue-psychoaktive-Stoffe-Gesetz) Anlage — Cannabimimetika group (6H-Dibenzo(b,d)pyran-1-ol derivatives), extended to semi-synthetic cannabinoids June 2024
- Munger KaelasR, Jensen RobertP, Strongin RobertM (2022). Vaping Cannabinoid Acetates Leads to Ketene Formation. Chemical Research in Toxicology 35:1202-1205.
doi:10.1021/acs.chemrestox.2c00170
- PubChem computed properties (CID 198013)