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CBNa

C22H26O4 acid form non-psychoactive

CBNa is the acid form of CBN. It forms when THCa oxidizes, and heat removes one CO2 to turn it into CBN, so a gram of CBNa can yield at most 0.876 g of CBN.

Type
non-psychoactive
Formula
C22H26O4
Becomes
CBN × 0.876
Also known as
Cannabinolic acid
Heat slider

Turn CBNa into CBN with heat

CBNa forms as THCa oxidizes. Drag the heat up: past 220 °F the COOH group leaves as CO2 and what stays behind is CBN.

Schematic molecule: a ring carrying a COOH tag. With heat the tag leaves as a CO2 bubble and CBNa becomes CBN. COOH H CO2 CBNa CBN

70 °F: raw, the acid still carries its COOH group

0.2% CBNa × 0.876 = 0.18% CBN, plus 0.1% CBN already there, equals 0.28% Total CBN.

Worked example. 0.2% CBNa × 0.876 = 0.18% CBN, plus 0.1% CBN already there, equals 0.28% Total CBN. Example numbers, for illustration only. The 0.876 is the molar-mass ratio of CBN to CBNa: the CO2 that leaves weighs about 12.4% of the acid.

What is CBNa?

CBNA (cannabinolic acid) is the acidic form of CBN, and it has an unusual origin for an acid on a lab panel. Most acids on a certificate are built by the plant's own enzymes; CBNA comes instead from THCA that has oxidized.

Heat removes its acid group and turns it into CBN, the same way THCA turns into THC. On a certificate, CBNA is best read as a sign that some of the flower's THCA has oxidized.

Did you know? CBNA weighs almost exactly what THCA does. The two molecules share every carbon and oxygen atom, and CBNA is lighter only by the four hydrogens lost to oxidation: 354.4 grams per mole against 358.5 for THCA, a difference of barely more than one percent of the mass.

Commonly associated effects

CBNa is commonly associated with the following qualities. These reflect general research and community reports, not guaranteed or medical outcomes.

Non-intoxicatingOxidation product

Two main routes to the same end

There are two main paths from THCA to CBN, and CBNA sits on one of them. In the first, THCA loses its acid group to become THC, and THC then oxidizes into CBN. In the second the order is reversed: THCA oxidizes first into CBNA, and CBNA later loses its acid group to become CBN. A team at the Technion in Israel that tracked cannabis through a year of storage names these as the main routes among several, and found CBN generally rising with both time and temperature. Either way, the end point is the same molecule.

What oxidation changes

The step from THCA to CBNA shows up plainly in the formulas. THCA is C22H30O4 and CBNA is C22H26O4: the same carbon and oxygen atoms, with four fewer hydrogens. Removing those hydrogens turns one of the rings aromatic, the same kind of change that converts THC into CBN. For THC itself, studies of how ultraviolet light breaks it down single out CBN as the main product that forms.

Reading it on a certificate

Because CBNA forms from THCA, it only shows up in flower that made THCA in the first place, and its presence points to some of that THCA having oxidized. It is also a way station rather than an end point: heat and time turn it into CBN. A postharvest study that stored flower in the dark at four temperatures for a year saw the warmest condition, 25 °C, change cannabinoid levels the most, with whole flower kept at 4 °C holding up best, and CBN generally rising with time and warmth. Flower that is fresh and has been kept cool tends to show less CBN.

Frequently asked questions

Is CBNA psychoactive?
None of the studies cited here tested whether CBNA itself is intoxicating. Like the other acidic cannabinoids, it loses carbon dioxide when heated and becomes its neutral form, CBN.
Does the cannabis plant make CBNA?
Not the way it makes THCA. A postharvest storage study describes CBNA as coming from the oxidation of THCA, so it appears only where there is THCA to oxidize. It is an intermediate, too: heat and time go on to turn it into CBN.
What is the difference between CBNA and CBN?
CBNA still carries its carboxylic acid group; CBN is what remains once that group leaves as carbon dioxide. It is the same relationship THCA has with THC.
What does a CBNA reading tell me?
That some of the flower's THCA has oxidized. The storage trend in the research behind this page was measured for CBN, the compound CBNA turns into, which rose with time and with warmer storage.

Other cannabinoids

Where CBNa sits in the Heat Row: acids on top, the forms heat makes below, then the rest.

Sources

Educational information only, not medical advice. Terpene and cannabinoid effects are an active area of research and vary by person, product, and dose. Cannabis is for adults 21+ where legal.

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