Genipin
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.
Genipin is available for small and large scale production.
Genipin Structure
| Product ID |
ST080860 |
| 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 |
| Hydrogen Bonds Donors |
2 |
| Hydrogen Bonds Acceptors | 5 |
| Rotatable Bonds |
3 |
| Polar Surface Area |
76 |
| XLogP | -0.8 |
| Exact Mass |
226.084 |
| MonoIsotopic Mass |
226.084 |
| Charge |
0 |
| Complexity |
35 |
Genipin Specification
| Specification | Results | |
| Appearance: | white crystal powder | |
| Purity: | 98% up by HPLC method | 98.2% |
| Solubilities: | soluble in Ethanol, Methanol, Acetone, slightly soluble in water |
|
| Total plate count: | below 1000 CFU/g | 300 CFU/g |
| E. coli: | Negative | Negative |
| Salmonella: | Negative | Negative |
| Storage: | Room temperature | |
buffer solution.
Category: Uncategorised
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