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About This Item
Empirical Formula (Hill Notation):
C11H14O5
CAS Number:
Molecular Weight:
226.23
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Genipin, ≥98% (HPLC), powder
Quality Level
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
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.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
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
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Ting Ting Lau et al.
Biomedical materials (Bristol, England), 7(6), 065003-065003 (2012-11-03)
Primary hepatocyte is probably the preferred cell for cell therapy in liver regeneration. However, its non-ideal proliferation capacity and rapid loss of phenotype during 2D culture compromises the quality and quantity of the transplanted hepatocytes, resulting in variable success rates
Michael E Frohbergh et al.
Biomaterials, 33(36), 9167-9178 (2012-10-02)
Reconstruction of large bone defects remains problematic in orthopedic and craniofacial clinical practice. Autografts are limited in supply and are associated with donor site morbidity while other materials show poor integration with the host's own bone. This lack of integration
Effect of Sulfuric Acid Concentration on Radiological Properties of Genipin Gel Dosimeter
Al-Jarrah A, et al.
International Journal of Chemistry (Canadian Center of Science and Education), 2, 2320-4087 (2014)
