Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H28O6 |
Molecular Weight | 388.4541 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12C[C@@]3([H])[C@H](C)C=C(OC)C(=O)[C@]3(C)[C@@]4([H])C(=O)C(OC)=C(C)[C@]([H])(CC(=O)O1)[C@]24C
InChI
InChIKey=IOSXSVZRTUWBHC-LBTVDEKVSA-N
InChI=1S/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3/t10-,12+,13+,15-,19+,21-,22+/m1/s1
Quassin is the archetypal example of compounds from the quassinoids family. It is a naturally occurring metabolite of the quassia tree. It was first isolated in 1937 and is known to be one of the most bitter substances used in nature. It is safe to consume and is therefore used as a food additive. Quassia extracts are used as nutritional supplements to treat anorexia, constipation, and fever. Quassin has also been used in non-medicinal/non-nutritional products such as aftershaves, furniture polish, and insect mats.
Originator
Sources: https://patents.google.com/patent/GB399938A
Curator's Comment: preservative agent against moths and the like
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9404515
No signs of acute toxicity were observed in albino rats for both oral dosing and peritoneal injections up to 100 mg/kg per day for 9 days. A statistically significant increase in intestinal movement was observed at the maximum dose.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7753928
Quassin was found to inhibit both the basal and LH-stimulated testosterone secretion of rat Leydig cells in a dose-dependent fashion at doses between 50 - 250 micro-g/mL.
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QUASSIN
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m9412
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PRIMARY | Merck Index |
SUBSTANCE RECORD