Details
| Stereochemistry | MIXED |
| Molecular Formula | C22H40O7 |
| Molecular Weight | 416.5488 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 0 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCCCCCCCCCC(C(O)=O)C(O)(CC(O)=O)C(O)=O
InChI
InChIKey=HZLCGUXUOFWCCN-UHFFFAOYSA-N
InChI=1S/C22H40O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(20(25)26)22(29,21(27)28)17-19(23)24/h18,29H,2-17H2,1H3,(H,23,24)(H,25,26)(H,27,28)
| Molecular Formula | C22H40O7 |
| Molecular Weight | 416.5488 |
| Charge | 0 |
| Count |
|
| Stereochemistry | MIXED |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: Description was created using several sources including:
http://doctorschar.com/agaric-fomitopsis-officinalis/; http://www.drugfuture.com/chemdata/agaricic-acid.html; https://www.ncbi.nlm.nih.gov/pubmed/5249940; https://www.ncbi.nlm.nih.gov/pubmed/5721536; https://www.ncbi.nlm.nih.gov/pubmed/5781578; https://www.ncbi.nlm.nih.gov/pubmed/17508207; https://www.ncbi.nlm.nih.gov/pubmed/17163944
Curator's Comment: Description was created using several sources including:
http://doctorschar.com/agaric-fomitopsis-officinalis/; http://www.drugfuture.com/chemdata/agaricic-acid.html; https://www.ncbi.nlm.nih.gov/pubmed/5249940; https://www.ncbi.nlm.nih.gov/pubmed/5721536; https://www.ncbi.nlm.nih.gov/pubmed/5781578; https://www.ncbi.nlm.nih.gov/pubmed/17508207; https://www.ncbi.nlm.nih.gov/pubmed/17163944
Agaricic acid is a resin acid that obtained by extraction with alcohol from obtained from various fungus plants (mushroom) such as Polyporus officinalis (a wood-decay fungus). Since the late 19th century it was used as an antipyretic and antiperspirant, and was official in the German Pharmacopoeia under the name of Agaricinum. Agaricic acid is a sesquihydrate, odorless, almost tasteless, crystalline powder, little soluble in cold water. It is irritant to the gastro-intestinal tract. Experiments on the synthesis of agaricic acid as well as studies of its pharmacological properties are known since 1960s. It was found that Agaricic acid was highly inhibitory (50 to 100%) to malic and alpha-glycerophosphate dehydrogenases of the insect trypanosomatid, Crithidia fasciculata. Agaricic acid is a mycotoxin and is considered under regulations and guidelines established in European Union to protect the consumer from the harmful effects mycotoxins in food. Agaricic acid is among the newest agents to function in
the treatment of wrinkles: it inhibits the cross-linking
process which leads to dermal proteins denaturation.
CNS Activity
Curator's Comment: Depresses the nervous, respiratory, and circulatory systems in animals. Owing to its power over the sympathetic and spinal nervous system, certain cases of epilepsy and chorea have been controlled by it; in neuralgia and insanity it has been found of value where nutrition was imperfect and the cerebral circulation feeble.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The effect of N-ethylmaleimide on permeability transition as induced by carboxyatractyloside, agaric acid, and oleate. | 2008 |
|
| Agaric acid induces mitochondrial permeability transition through its interaction with the adenine nucleotide translocase. Its dependence on membrane fluidity. | 2005-08 |
|
| Agaric acid. | 1981 |
|
| Pharmacologic study of norcaperatic and agaricic acids. | 1967-12 |
Patents
Sample Use Guides
Tincture of boletus, 1 to 5 drops; specific boletus, fraction of a drop to 5 drops; agaricin, 1/16 to ⅓ grain.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5781578
Agaricic acid inhibited 50% growth of of the insect trypanosomatid, Crithidia fasciculata at 7 mM.
| Substance Class |
Chemical
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2XE342S7L6
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C471
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