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HomeProduct name listGenipin

Genipin

Synonym(s):Methyl (1S,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate

  • CAS NO.:6902-77-8
  • Empirical Formula: C11H14O5
  • Molecular Weight: 226.23
  • MDL number: MFCD00888600
  • EINECS: 636-196-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
Genipin Structural

What is Genipin?

Chemical properties

It is a white crystalline powder that is soluble in organic solvents such as methanol, ethanol, and DMSO. It is derived from the fruit of Gardenia jasminoides Ellis.

The Uses of Genipin

Genipin is an active aglycone derived from an iridoid glycoside called geniposide, which is found in the fruit of Gardenia jasminoides Ellis. Genipin is a hydrolytic product of geniposide. Genipin has been used in traditional Chinese medicine. Genipin is

The Uses of Genipin

Genipin has been used:

  • in chemosensitivity assay
  • in the preparation of recombinant human (rh)-odontogenic ameloblast-associated protein (ODAM) -impregnated collagen gel and in vitro mineralization assay
  • in genipin gel preparation

What are the applications of Application

Genipin is an anti-inflammatory, anti-angiogenic, cell-permeable inhibitor of uncoupling protein 2 (UCP2).

Definition

ChEBI: Genipin is an iridoid monoterpenoid. It has a role as an uncoupling protein inhibitor, a hepatotoxic agent, an apoptosis inhibitor, an antioxidant, an anti-inflammatory agent and a cross-linking reagent.

General Description

Genipin is a natural cross linking agent, which is extracted from gardenia fruit. It prevents lipid peroxidation and production of nitric oxide. Genipin protects the hippocampal neurons from the toxicity of Alzheimer′s amyloid β protein. It has anti-inflammatory and anti-angiogenesis effects. Genipin is involved in drug delivery system.

Biochem/physiol Actions

Genipin stimulates insulin secretion in UCP2-dependent manner (Uncoupling protein 2). Genipin is a protein, collagen, gelatin, and chitosan cross-linker.

Properties of Genipin

Melting point: 118.0 to 123.0 °C
Boiling point: 287.83°C (rough estimate)
Density  1.1230 (rough estimate)
refractive index  1.4720 (estimate)
storage temp.  Inert atmosphere,Room Temperature
solubility  DMSO: ≥25mg/mL
form  powder
pka 12.06±0.60(Predicted)
color  White to Almost white
λmax 240nm(MeOH)(lit.)
CAS DataBase Reference 6902-77-8(CAS DataBase Reference)

Safety information for Genipin

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral

Computed Descriptors for Genipin

InChIKey AZKVWQKMDGGDSV-BCMRRPTOSA-N

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