Simmondsin

Simmondsin is a component of jojoba seeds (pronounced "ho-HO-bah") (Simmondsia chinensis). While it had been considered toxic due to jojoba seed meal causing weight loss in animals, in recent years its appetite suppressant effect has also been researched as a potential treatment for obesity. It is thought to reduce appetite by increasing levels of cholecystokinin.

In the Vinony graph

Within Vinony's link graph, Simmondsin is referenced by 89 other articles, and connects out to Simmondsia chinensis, propylhexedrine and anorectic.

It sits within the topics Anorectics, Chemical pages without DrugBank identifier and Cyanogenic glycosides.

Its subject is documented across 5 Wikipedia language editions.

Chemical data

Formula: C16H25NO9
Molecular weight: 375.37 g/mol
IUPAC name: (2Z)-2-[(2S,3R,4S,6R)-2-hydroxy-3,4-dimethoxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexylidene]acetonitrile
SMILES: CO[C@H]1C[C@H](/C(=C\C#N)/[C@@H]([C@H]1OC)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
InChIKey: KURSRHBVYUACKS-XGYNEUJOSA-N
XLogP: -3.3
Polar surface area: 162 Å²
H-bond donors: 5
H-bond acceptors: 10
Formal charge: 0

via PubChem

Wikidata facts

Mass: 375.153

Show 4 more facts

chemical formula: C₁₆H₂₅NO₉
found in taxon: Simmondsia chinensis
isomeric SMILES: CO[C@H]1C[C@H](/C(=C\C#N)/[C@@H]([C@H]1OC)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
canonical SMILES: COC1CC(C(=CC#N)C(C1OC)O)OC2C(C(C(C(O2)CO)O)O)O

Sources (2)

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