CBDB.Cannabidibutol

Cannabidibutol (CBDB) is the butyl-chain (C4) homologue of cannabidiol. Reported as early as 1976 by GC-MS in one cannabis sample (Harvey), it was isolated and characterised in 2019 by Citti, Linciano et al. as one of the two major impurities of CBD extracted from hemp, together with cannabidivarin; its absolute configuration (1R,6R) was confirmed by stereoselective synthesis. Linciano et al. then isolated it in 2020 from the inflorescences of the medicinal variety FM2. Its biosynthetic origin is not established: no plant enzyme specific to the butyl series is known, and a microbial origin has been suggested (Citti et al. 2019). No affinity for CB1 or CB2 has been published. The only biological data are in vitro: in three breast cancer cell lines, it reduced cell viability with IC50 values of 48.4 to 57.4 µM, close to those of CBD (Salbini et al. 2021).

Source

Cannabis sativa L.: a constituent present in trace amounts, origin not established. Identified by GC-MS as early as 1976 (Harvey), isolated in 2019 from CBD extracted from hemp (Citti et al.) and then in 2020 from the inflorescences of the medicinal variety FM2 (Linciano et al.).

Biosynthetic origin not established. No plant enzyme specific to butyl-chain cannabinoids has been demonstrated; Citti et al. (2019) recall the hypothesis that these homologues might derive from microbial ω-oxidation, followed by decarboxylation, of their pentyl homologues.

European Union

Not listed by name in the schedules of the 1961 and 1971 United Nations conventions, according to annexes I to III of the ANSM consolidated list (26/06/2026). Checked on 20/10/2026.

France

Not a controlled narcotic: CBDB is not named in the ANSM consolidated list (updated 26/06/2026) and, as a CBD-type molecule without a closed pyran ring, it does not belong to the generic class of benzo[c]chromene derivatives (ANSM decisions of 22/05/2024 and 03/06/2024). Checked on 20/10/2026.

Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.

Family

Phytocannabinoid › Minor

Presence in the plant

Present in the plant; origin not established

Chemistry

Type CBD · C4 side chain · neutral form

Verification

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

Wikipedia (English)

No dedicated article.

1. 1Citti et al. 2019, J Pharm Biomed Anal 175:112752 (isolation, characterisation and synthesis of CBDB, an impurity of hemp CBD) (new tab)PMID 31330283
2. 2Harvey 1976, J Pharm Pharmacol 28:280-285 (butyl homologues identified by GC-MS) (new tab)PMID 6715
3. 3Linciano et al. 2020, J Nat Prod 83:88-98 (isolation of Δ9-THCB and CBDB, FM2 variety) (new tab)PMID 31891265
4. 4Citti et al. 2019, Sci Rep 9:20335 (origin of the butyl homologues not established) (new tab)PMID 31889124
5. 5Salbini et al. 2021, Molecules 26:5576 (CBDB and CBDP on breast cancer cell lines, in vitro) (new tab)PMID 34577048
6. 6Brighenti et al. 2024, Anal Bioanal Chem 416:4555-4569 (impurity profile and origin of CBD) (new tab)PMID 38940871
7. 7ANSM, consolidated list of narcotics (26/06/2026) (new tab)

SMILES

CCCCC1=CC(=C(C(=C1)O)[C@@H]2C=C(CC[C@H]2C(=C)C)C)O

Machine-readable entry (JSON)

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