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Canna·wikiCBDVA

Major phytocannabinoid

Unscheduled

CBDVACannabidivarinic acid

2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-6-propylbenzoic acid

Aliases.Acide cannabidivarinique · CBDV-A · Cannabidivarinic acid · Acide cannabidivarique

A varinic acidic cannabinoid, the natural precursor of cannabidivarin (CBDV).

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
C₂₀H₂₆O₄
Molar mass
330.40 g·mol⁻¹
CAS
31932-13-5
PubChem CID
59444387
First described
Identifié comme constituant acide mineur du chanvre, au sein de la série varinique des cannabinoïdes à chaîne propyle.
Origin
Cannabis sativa L. (hemp), where it figures among the minor acidic cannabinoids of the varinic series.
InChIKey
CZXWOKHVLNYAHI-LSDHHAIUSA-N

In plain terms

CBDVA is an acidic cannabinoid naturally present in hemp, the precursor of cannabidivarin. It is not psychoactive.

Receptors and activity

  • CB1
    Modulator
  • CB2
    Modulator
  • 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.

  • Calm
    30
  • Clarity
    15
  • Sleep
    15
  • Appetite
    15
  • High
    8

Editorial estimate, not clinical.

Pharmacology

Cannabidivarinic acid (CBDVA) is an acidic phytocannabinoid of the cannabidiol type with a propyl side chain (varinic series). In the plant, it arises from the cyclisation of cannabigerovarinic acid (CBGVA) by CBDA synthase. Heated, exposed to light or aged, it decarboxylates into cannabidivarin (CBDV). Like acidic cannabinoids in general, it does not behave as a clear orthosteric agonist at the CB1 and CB2 receptors, its direct affinity for these remaining low; it is studied above all as a precursor of CBDV. It is not psychoactive and does not share the benzo[c]chromene nucleus of the THC-type derivatives.

Key sources.

Biosynthetic pathway

In the plant, divarinic acid is prenylated to form cannabigerovarinic acid (CBGVA), the head of the varinic cannabinoid series. CBDA synthase then cyclises CBGVA into cannabidivarinic acid (CBDVA). Under the effect of heat, light or ageing, CBDVA loses its carboxyl group (decarboxylation) and converts into cannabidivarin (CBDV).

Structural classification

Class
Major phytocannabinoid
Origin
Cannabis sativa L. (hemp), where it figures among the minor acidic cannabinoids of the varinic series.
Status
Unscheduled

Phytocannabinoïde de type cannabidiol (noyau résorcinol ouvert), forme acide carboxylique à chaîne latérale propyle (série varinique).

References

  1. 1.PubChem CID 59444387 : Cannabidivarinic acid (propriétés : formule, masse, InChIKey, IUPAC, SMILES)
  2. 2.PubChem CID 59444387 : synonymes (Cannabidivarinic acid, CAS 31932-13-5)
  3. 3.PubChem : page composé Cannabidivarinic acid (CID 59444387)

Structured data

InChIKey
CZXWOKHVLNYAHI-LSDHHAIUSA-N
SMILES
CCCC1=CC(=C(C(=C1C(=O)O)O)[C@@H]2C=C(CC[C@H]2C(=C)C)C)O
Formula
C20H26O4
Molar mass
330.40 g·mol⁻¹
CAS
31932-13-5
PubChem CID
59444387
Machine-readable entry (JSON)

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