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Genipin



Genipin
IUPAC name Methyl (1R,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate
Identifiers
CAS number 6902-77-8
PubChem 442424
SMILES COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O
Properties
Molecular formula C11H14O5
Molar mass 226.226 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Genipin is the active compound found in the gardenia fruit extract, which is used in traditional Chinese medicine to relieve the symptoms of type 2 diabetes. Research conducted at the Beth Israel Deaconess Medical Center and Harvard Medical School indicated that the chemical is indeed effective.

Additional recommended knowledge

Genipin is an aglycone derived from an iridoid glycoside called geniposide present in fruit of Gardenia jasmindides Ellis. Genipin is an excellent natural cross-linker for proteins, collagen, gelatin, and chitosan cross-linking. It has a low acute toxicity, with LD50 i.v. 382 mg/kg in mice, therefore, much less toxic than glutaraldehyde and many other commonly used synthetic cross-linking regents. It is also used for pharmaceutical purposes, such as choleretic action for liver diseases control.

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Genipin". A list of authors is available in Wikipedia.
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