Genipin

Genipin chemical structure

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.

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.

IUPAC nameMethyl (1R,2R,6S)-2-hydroxy-9-(hydroxymethyl)- 3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate
Identifiers
CAS number[6902-77-8]
PubChem442424
SMILESCOC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O
Properties
Molecular formulaC11H14O5
Molar mass226.226 g/mol
Hydrogen Bonds Donors2
Hydrogen Bonds Acceptors5
Rotatable Bonds3
Polar Surface Area76
XLogP-0.8
Exact Mass226.084
MonoIsotopic Mass226.084
Charge0
Complexity357

Genipin Uses and Applications

  • Genipin for diabetes treatment

The main cause of type 1 diabetes is when the body’s immune system starts to attack the beta cells present in the pancreas which has an important function to perform. The pancreas produce insulin and when the body’s natural system of fighting infections starts to attack the pancreatic cells then this causes type 1 diabetes. Many think that environmental factors and genes are responsible to cause diabetes.

There is research being done to find out ways to prevent or slow down the disease. Check thisthis hyperlink to know more about diabetes.

Type 2 diabetes is caused because of genes and lifestyle factors.

The common symptoms of diabetes are increase in thirst and urination. One starts to feel hungrier and tired.Numbness of hands and feet, blurred vision, weight loss that is unexplained and sores that fail to heal are other common signs of type 2 diabetes.

The type 1 diabetes symptoms can be seen soon and it spreads within a few weeks after one gets infected. However, the type 2 diabetes symptoms occur slowly and it may take several years for you to observe them. The symptoms also could be so mild that you may not notice them at all. Some people do not even realise that they have type 2 diabetes until they starts to complain of blurred vision and have heart problems.

  • Genipin for liver diseases control
  • Genipin for leather industry
  • Genipin as a natural cross-linker for proteins, collagen, gelatin, and chitosan
  • Genipin in forensic science
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