G4796

Genipin

≥98% (HPLC), powder, insulin stimulator

• Synonym(s): Methyl (1S,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate
• Empirical Formula (Hill Notation): C₁₁H₁₄O₅
• CAS Number: 6902-77-8
• Molecular Weight: 226.23
• MDL number: MFCD00888600
• UNSPSC Code: 12352200
• PubChem Substance ID: 329799931
• NACRES: NA.77

Properties

• product name: Genipin, ≥98% (HPLC), powder
• Assay: ≥98% (HPLC)
• form: powder
• solubility: DMSO: ≥25 mg/mL; H₂O: insoluble
• SMILES string: COC(=O)C1=CO[C@@H](O)C2C1CC=C2CO
• InChI: 1S/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1
• InChI key: AZKVWQKMDGGDSV-BCMRRPTOSA-N

Description

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.

Application

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

Biochem/physiol Actions

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

Features and Benefits

This compound is featured on the InsR page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves