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Cryogenine

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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. The compound has no psychoactive properties in humans up to 310 mg, but has shown anti-inflammatory activity similar to aspirin.

Wikidata facts

Mass
435.204573
Show 4 more facts
chemical formula
C₂₆H₂₉NO₅
canonical SMILES
COC1=C(C=C2C(=C1)C3CC(CC4N3CCCC4)OC(=O)C=CC5=CC2=C(C=C5)O)OC
isomeric SMILES
[H][C@]1([C@H]2N([C@@H]3C4=CC(=C(C=C4C5=C(C=CC(=C5)/C=C\C(=O)O[C@@H](C2)C3)O)OC)OC)CCC1)[H]
found in taxon
Heimia salicifolia
Sources (2)

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Encyclopedic overview

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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. The compound has no psychoactive properties in humans up to 310 mg, but has shown anti-inflammatory activity similar to aspirin.

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.

Excerpted from Wikipedia’s “Cryogenine” article, available under the CC BY-SA 4.0 licence.

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