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G4796

Genipin

Name: Genipin
Brand: SIGMA

≥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

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₄O₅

CAS Number:

6902-77-8

Molecular Weight:

226.23

UNSPSC Code:

12352200

PubChem Substance ID:

329799931

NACRES:

NA.77

MDL number:

MFCD00888600

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

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Properties

Product Name

Genipin, ≥98% (HPLC), powder

Quality Level

100

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 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.