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Catalog Number Size Price
LS-H520-25 25 mg $70 
LS-H520-100 100 mg $180 
LS-H520-500 500 mg $415 
Biochemical - Genipin Structure

Genipin (CAS 6902-77-8) - LS-H520

Genipin (CAS 6902-77-8) - LS-H520

Available for shipment within the USA only
Description:
Cell permeable inhibitor of uncoupling protein 2 (UCP2). Increases glucose-stimulated insulin secretion, mitochondrial membrane potential and ATP levels in pancreatic island cells. Anticancer, antimetastatic and anti-angiogenic agent. Increases Bax/Bcl-2 ratio and induces PARP cleavage and caspase-3- and caspase-9-mediated apoptosis in non-small cell lung cancer (NSCLC) cells. Sensitizes multidrug-resistant cancer cells to cytotoxic agents through UCP2 inhibition. Suppresses the tumor promoting function of UCP2 in a cellular model of Warburg effect. Anti-inflammatory agent. Upregulates nNOS (neuronal nitric oxide synthase/NOS I) and decreases acute inflammation through inhibition of LPS-induced NF-kappaB activity. Inhibits toll-like receptor (TLR) signaling and the production of pro-inflammatory cytokines, preventing sepsis and increasing survival in animal models of infection. Modulates NLRP3 inflammasome activation and ATP- or H2O2-mediated IL-1beta release. Inhibits NLRP3 and NLRC4 inflammasome activation via autophagy suppression. Antiviral compound. Chemical promoter of Epstein-Barr virus (EBV) lytic cycle activation and suppressor of EBV infection. Shown to have wound healing, neuroprotective, antidepressant, anti-osteoporotic and antioxidative activities. Protein, collagen, gelatin and chitosan natural cross-linking agent. 5,000-10,000 times less cytotoxic than any other crosslinking agents, with favorable properties of use in the range of pH 7.4-8.5 and temperatures between 25-45°C. Shown to be useful in the construction of novel drug delivery systems, as the raw material for gardenia blue pigment preparation and as the intermediate for alkaloid syntheses. Produces blue colored pigments by binding to amino acids. Simple, safe, sensitive and stable alternative for colorimetric determination of amino acids. Shown in forensic research to be a novel fingerprint reagent with colorimetric and fluorogenic activity.
Price
Catalog Number
$70 
LS-H520-25

Available for shipment within the USA only
Toll Free North America
866-819-4732
For Research Use Only

Overview

Description:
Cell permeable inhibitor of uncoupling protein 2 (UCP2). Increases glucose-stimulated insulin secretion, mitochondrial membrane potential and ATP levels in pancreatic island cells. Anticancer, antimetastatic and anti-angiogenic agent. Increases Bax/Bcl-2 ratio and induces PARP cleavage and caspase-3- and caspase-9-mediated apoptosis in non-small cell lung cancer (NSCLC) cells. Sensitizes multidrug-resistant cancer cells to cytotoxic agents through UCP2 inhibition. Suppresses the tumor promoting function of UCP2 in a cellular model of Warburg effect. Anti-inflammatory agent. Upregulates nNOS (neuronal nitric oxide synthase/NOS I) and decreases acute inflammation through inhibition of LPS-induced NF-kappaB activity. Inhibits toll-like receptor (TLR) signaling and the production of pro-inflammatory cytokines, preventing sepsis and increasing survival in animal models of infection. Modulates NLRP3 inflammasome activation and ATP- or H2O2-mediated IL-1beta release. Inhibits NLRP3 and NLRC4 inflammasome activation via autophagy suppression. Antiviral compound. Chemical promoter of Epstein-Barr virus (EBV) lytic cycle activation and suppressor of EBV infection. Shown to have wound healing, neuroprotective, antidepressant, anti-osteoporotic and antioxidative activities. Protein, collagen, gelatin and chitosan natural cross-linking agent. 5,000-10,000 times less cytotoxic than any other crosslinking agents, with favorable properties of use in the range of pH 7.4-8.5 and temperatures between 25-45°C. Shown to be useful in the construction of novel drug delivery systems, as the raw material for gardenia blue pigment preparation and as the intermediate for alkaloid syntheses. Produces blue colored pigments by binding to amino acids. Simple, safe, sensitive and stable alternative for colorimetric determination of amino acids. Shown in forensic research to be a novel fingerprint reagent with colorimetric and fluorogenic activity.

Specifications

Conjugations
Unconjugated
CAS Number
6902-77-8
Biological Function
upregulates nnos (neuronal nitric oxide synthase/nos i) and decreases acute inflammation through inhibition of lps-induced nf-kappab activity, suppresses the tumor promoting function of ucp2 in a cellular model of warburg effect, produces blue colored pigments by binding to amino acids, inhibits toll-like receptor (tlr) signaling and the production of pro-inflammatory cytokines, preventing sepsis and increasing survival in animal models of infection, increases glucose-stimulated insulin secretion, mitochondrial membrane potential and atp levels in pancreatic island cells, increases bax/bcl-2 ratio and induces parp cleavage and caspase-3- and caspase-9-mediated apoptosis in non-small cell lung cancer (nsclc) cells, chemical promoter of epstein-barr virus (ebv) lytic cycle activation and suppressor of ebv infection, cell permeable inhibitor of uncoupling protein 2 (ucp2), sensitizes multidrug-resistant cancer cells to cytotoxic agents through ucp2 inhibition, inhibits nlrp3 and nlrc4 inflammasome activation via autophagy suppression, anticancer, antimetastatic and anti-angiogenic agent, anti-inflammatory agent.
Purity
Greater than 98% by HPLC
Type
Genipin, (+)-Genipin, Methyl (1S,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate
Classification
Biochemical, Chemical
Molecular Formula
C11H14O5
Molecular Weight
226.2
Formulation
White to off-white solid.
Solubility
Soluble in DMSO (50mg/ml), ethanol (5mg/ml), methanol or acetone. Slightly soluble in water.
SMILES
[H][C@]12CC=C(CO)[C@@]1([H])[C@H](O)OC=C2C(=O)OC
InChI Code
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
Storage
Store at -20°C for up to 2 years. Protect from light. Protect from moisture.
Documents
Restrictions
For research use only. Available for shipment within the USA only
Guarantee
This Biochemical carries the LSBio 100% Guarantee

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Biochemical - Genipin Structure
Genipin Structure

Biochemical - Genipin Structure
Genipin Structure

Biochemical - Genipin Structure
Genipin Structure

Biochemical - Genipin Structure
Genipin Structure

Requested From: United States
Date Requested: 2/28/2020