An iridoid glycoside with diverse biological activities
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Isomer(s)
34663Verbenalin
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Geniposide

Item No. 28281

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S,4aS,7aS)-1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-cyclopenta[c]pyran-4-carboxylic acid, methyl ester
CAS Number
24512-63-8
Molecular Formula
C17H24O10
Formula Weight
388.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.33 mg/ml
λmax
238 nm
SMILES
O=C(OC)C1=CO[C@@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@]3([H])[C@]1([H])CC=C3CO
InChi Code
InChI=1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10-,11-,12-,13+,14-,16+,17+/m1/s1
InChi Key
IBFYXTRXDNAPMM-BVTMAQQCSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $36

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    100 mg

    $68

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    250 mg

    $145

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    500 mg

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Geniposide is an iridoid glycoside that has been found in G. jasmonoides fruit and has diverse biological activities.1,2,3 It reduces exudate volume and nitrite levels in a rat model of carrageenan-induced air pouch inflammation when administered at a dose of 0.1 mg/pouch.1 Geniposide (100 mg/kg, p.o.) prevents carrageenan-induced paw edema in rats. It reduces serum levels of alanine transaminase (ALT) and aspartate aminotransferase (AST) and hepatic levels of malondialdehyde (MDA), as well as increases hepatic levels of superoxide dismutase (SOD) and glutathione peroxidase (GPX) in a rat model of high-fat diet-induced nonalcoholic steatohepatitis (NASH) when administered at doses of 50 and 100 mg/kg.2 Geniposide (100 mg/kg) prevents increases in apoptosis and decreases in the number of dopaminergic neurons in the substantia nigra in a mouse model of MPTP-induced Parkinson's disease.3 It also improves motor coordination in the rotarod and swim tests in a rat model of Parkinson's disease.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Koo, H.-J., Lim, K.-H., Jung, H.-J., et al. Anti-inflammatory evaluation of gardenia extract, geniposide and genipin. J. Ethnopharmacol. 103(3), 496-500 (2006).

    2. Ma, T., Huang, C., Zong, G., et al. Hepatoprotective effects of geniposide in a rat model of nonalcoholic steatohepatitis. J. Pharm. Pharmacol. 63(4), 587-593 (2011).

    3. Chen, Y., Zhang, Y., Li, L., et al. Neuroprotective effects of geniposide in the MPTP mouse model of Parkinson’s disease. Eur. J. Pharmacol. 768, 21-27 (2015).