Cryogenine
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| Formula | C26H29NO5 |
| Molar mass | 435.520 g·mol−1 |
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Cryogenine, also known as vertine or (10α)-4,5-dimethoxy-2-hydroxylythran-12-one, is a biphenylquinolizidine lactone alkaloid from the plants Sinicuichi (Heimia salicifolia) and H. myrtifolia. It has been supposed that cryogenine is the active hallucinogenic component of Sinicuichi.[1] However, the compound reportedly showed no psychoactive properties in humans up to 310 mg orally, but has shown anti-inflammatory activity similar to aspirin.[2]
The freebase form melts at 250–251 °C and is soluble in moderately polar organic solvents such as chloroform, methylene chloride, benzene, and methanol, but is insoluble in water and petroleum ether.
In the development of thin layer chromatography plates with diazotized p-nitroaniline spray, cryogenine produces a purple spot (as does sinicuichine, another biphenylquinolizidine lactone alkaloid found in Heimia species).
See also
[edit]References
[edit]- ↑ Qureshi R, Jabeen B, Chaachouay N (23 January 2025). "Sinicuichi (Heimia salicifolia (Kunth) Link Lythraceae)". Comprehensive Guide to Hallucinogenic Plants. Boca Raton: CRC Press. pp. 208–216. doi:10.1201/9781003460336-30. ISBN 978-1-003-46033-6.
- ↑ Malone MH, Rother A (May 1994). "Heimia salicifolia: a phytochemical and phytopharmacologic review". Journal of Ethnopharmacology. 42 (3): 135–159. doi:10.1016/0378-8741(94)90080-9. PMID 7934084.
The first author of this review has taken individual 310-mg oral doses of vertine, lythrine and acetylsalicylic acid in a double-blind screen that coincided with a period of chronic dental pain (inflammation associated) due to a failing root canal (Table 1:2). [...]
