G4796

Genipin

≥98% (HPLC), powder, insulin stimulator

• Synonym(e): 1S,2R,6S)-2-Hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-dien-5-carbonsäure-methylester
• Empirische Formel (Hill-System): C₁₁H₁₄O₅
• CAS-Nummer: 6902-77-8
• Molekulargewicht: 226.23
• MDL-Nummer: MFCD00888600
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329799931
• NACRES: NA.77

Eigenschaften

• Produktbezeichnung: Genipin, ≥98% (HPLC), powder
• Qualitätsniveau: 100
• Assay: ≥98% (HPLC)
• Form: powder
• Löslichkeit: 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
• InChIKey: AZKVWQKMDGGDSV-BCMRRPTOSA-N

Beschreibung

Allgemeine Beschreibung

Genipin is a natural cross linking agent, which is extracted from gardenia fruit.[1] 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.[2] Genipin is involved in drug delivery system.[3]

Anwendung

Genipin has been used:

• in chemosensitivity assay[4]
• in the preparation of recombinant human (rh)-odontogenic ameloblast-associated protein (ODAM) -impregnated collagen gel and in vitro mineralization assay[5]
• in genipin gel preparation[6][7]

Biochem./physiol. Wirkung

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

Leistungsmerkmale und Vorteile

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

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• H-Sätze: H301
• P-Sätze: P264 - P270 - P301 + P310 - P405 - P501
• Gefahreneinstufungen: Acute Tox. 3 Oral
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Faceshields, Gloves