Cannabinoid and Terpene Info
Posted by Skunk Pharm Research,LLC.
What exactly are the Essential Oils that we are extracting from the Cannabis Plant, and what are their Properties?
Here is a nifty list that I scored off ICMag, posted by Spurr,
who used
http://cannabis-med.org/data/pdf/2001-03-04-7.pdf as his information source:
∆-9-Tetrahydrocannabinol (THC)
Boiling Point: 157ºC / 314.6ºF
Properties: Euphoriant, Analgesic, Antiinflammatory, Antioxidant, Antiemetic
Cannabidiol (CBD)
Boiling Point: 160 – 180ºC / 320 – 356ºF
Properties: Anxiolytic, Analgesic, Antipsychotic, Antiinflammatory, Antioxidant, Antispasmodic
Cannabinol (CBN)
Boiling Point: 185ºC / 365ºF
Properties: Oxidation, breakdown, product, Sedative, Antibiotic
Cannabichromene (CBC)
Boiling Point: 220ºC / 428ºF
Properties: Antiinflammatory, Antibiotic, Antifungal
Cannabigerol (CBG)
Boiling Point: MP52
Properties: Antiinflammatory, Antibiotic, Antifungal
∆-8-Tetrahydrocannabinol (∆-8-THC)
Boiling Point: 175 – 178ºC / 347 - 352.4ºF
Properties: Resembles
∆-9-THC, Less psychoactive, More stable Antiemetic
Tetrahydrocannabivarin (THCV)
Boiling Point: < 220ºC / <428ºF
Properties: Analgesic, Euphoriant
Terpenoid Essential Oils, their Boiling Points, and Properties
ß-Myrcene
Boiling Point: 166 – 168ºC / 330.8 - 334.4ºF
Properties: Analgesic. Antiinflammatory, Antibiotic, Antimutagenic
ß-Caryophyllene
Boiling Point: 119ºC / 246.2ºF
Properties: Antiinflammatory, Cytoprotective (gastric mucosa), Antimalarial
d-Limonene
Boiling Point: 177ºC / 350.6ºF
Properties: Cannabinoid agonist?, Immune potentiator, Antidepressant, Antimutagenic
Linalool
Boiling Point: 198ºC / 388.4ºF
Properties: Sedative, Antidepressant, Anxiolytic, Immune potentiator
Pulegone
Boiling Point: 224ºC / 435.2ºF
Properties: Memory booster?, AChE inhibitor, Sedative, Antipyretic
1,8-Cineole (Eucalyptol)
Boiling Point: 176ºC / 348.8ºF
Properties: AChE inhibitor, Increases cerebral, blood flow, Stimulant, Antibiotic, Antiviral, Antiinflammatory, Antinociceptive
a-Pinene
Boiling Point: 156ºC / 312.8ºF
Properties: Antiinflammatory, Bronchodilator, Stimulant, Antibiotic, Antineoplastic, AChE inhibitor
a-Terpineol
Boiling Point: 217 – 218ºC / 422.6 - 424.4ºF
Properties: Sedative, Antibiotic, AChE inhibitor, Antioxidant, Antimalarial
Terpineol-4-ol
Boiling Point: 209ºC / 408.2ºF
Properties: AChE inhibitor. Antibiotic
p-Cymene
Boiling Point: 177ºC / 350.6ºF
Properties: Antibiotic, Anticandidal, AChE inhibitor
Flavonoid and Phytosterol Components, their Boiling Points, and Properties
Apigenin
Boiling Point: 178ºC / 352.4ºF
Properties: Anxiolytic, Antiinflammatory, Estrogenic
Quercetin
Boiling Point: 250ºC / 482ºF
Properties: Antioxidant, Antimutagenic, Antiviral, Antineoplastic
Cannflavin A
Boiling Point: 182ºC / 359.6ºF
Properties: COX inhibitor, LO inhibitor
ß-Sitosterol
Boiling Point: 134ºC / 273.2ºF
Properties: Antiinflammatory, 5-a-reductase, inhibitor
......
Decarboxylation
Posted by Skunk Pharm Research,LLC.
Cannabis produces phyto cannabinoids in a carboxylic acid form that are not orally active at least at the CB-1 receptor sites, because they don’t readily pass the blood brain barrier in their polar form.
To enable them to pass the blood brain barrier, they must first be decarboxylated, to remove the COOH carboxyl group of atoms, which exits in the form of H20 and CO2.
Decarboxylation occurs naturally with time and temperature, as a function of drying, but we can shorten the amount of time required considerably, by adding more heat.
The more heat, the faster it occurs, within reasonable ranges, and in fact occurs spontaneously when the material is burned or vaporized.
There is another mechanism at play however, which suggests that we need to control the decarboxylation temperatures carefully.
When we heat cannabis to convert the THCA and CBDA into THC and CBD, we are also converting THC to CBN at a faster rate.
At about 70% decarboxylation, we actually start converting THC to CBN at a faster rate than we are converting THCA to THC, so as you can see by the following graph, after about 70% decarboxylation, the levels of THC actually start to fall sharply.
That of course means that the CBN also begins to rise and the medication is becoming more sedative.
Thank you Jump 117 for this excellent graph!
Decarboxylation graph
http://skunkpharmresearch.files.wordpress.com/2012/03/decarboxylation-graph.pdf
Another fly in the ointment, is that we can never know for sure exactly what the starting state of decarboxylation is, so the times at temperature shown on the graphs are an average.
We can’t expect dry material placed in an oven at any given temperature to be that uniform temperature throughout instantly upon placing it in a heated oven, nor know for sure the state of decarboxylation by simple observation.
Decarboxylating plant material, also alters the taste (roasted/toasted), which some find less agreeable, and of course decarboxylating also evaporates away the smaller Monoterpenes and Sequiterpenes alcohols, phenols, ketones, aldehydes, ethers, and esters.
The good news is that it is dirt simple to monitor the state of cannabis oil decarboxylation placed in a 121ºC / 250ºF hot oil bath, because you can watch the CO2 bubble production.
Just like the curves suggest, CO2 bubble production will proceed at its own observable rate.
By keeping the puddle of oil lightly stirred on the bottom and in the corners of the pot (I use a bamboo skewer), so as to keep the bubbles broken free and floating to the top, you can tell exactly when the bubble formation suddenly tapers off at the top of the curve.
That is the point that we take it out of the oil for maximum head effect, and we leave it in until all bubbling stops, if we want a more sedative night time med.
Here are a couple pictures of what oil looks like when boiling off the residual butane.
Residual butane or alcohol produces larger, randomly sized bubbles, and is fully purged, when they cease.
I am seemingly missing the middle picture of the CO2 bubbles, so I will add it later, but the second picture shows what fully decarboxylated oil looks like.
Residual solvent bubbles above:
Quiescent oil.
Salud..os..