An iridoid glycoside with diverse biological activities
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Geniposidic Acid

Item No. 28409

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
CAS Number
27741-01-1
Molecular Formula
C16H22O10
Formula Weight
374.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
237 nm
SMILES
[H][C@]1(C(C(O)=O)=CO2)CC=C([C@@]([C@@H]2O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)1[H])CO
InChi Code
InChI=1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1
InChi Key
ZJDOESGVOWAULF-OGJQONSISA-N
Origin
Plant/Gardenia
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $36

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    50 mg

    $153

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    100 mg

    $268

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    250 mg

    $587

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    Product Description

    Geniposidic acid is an iridoid glycoside that has been found in G. jasminoides and has diverse biological activities.1,2,3 It inhibits ear edema induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in mice by 91.01% when administered topically at a dose of 0.1 mg/ear.1 Geniposidic acid (50 mg/kg) increases survival rate, attenuates increases in alanine aminotransferase (ALT) activity and TNF-α levels in serum, as well as hepatic levels of malondialdehyde (MDA), and prevents decreases in hepatic GSH levels in a mouse model of fulminant hepatic failure induced by D-galactosamine (Item No. 22981) and LPS.2 It decreases systolic blood pressure and heart rate and increases plasma levels of atrial natriuretic peptide (ANP; Item Nos. 24276 | 24539) in spontaneously hypertensive rats when administered at a dose of 100 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carrillo-Ocampo, D., Bazaldúa-Gómez, S., Bonilla-Barbosa, J.R., et al. Anti-inflammatory activity of iridoids and verbascoside isolated from Castilleja tenuiflora. Molecules 18(10), 12109-12118 (2013).

    2. Kim, S.-J., Kim, K.-M., Park, J., et al. Geniposidic acid protects against D-galactosamine and lipopolysaccharide-induced hepatic failure in mice. J. Ethnopharmacol. 146(1), 271-277 (2013).

    3. Nakamura, K., Hosoo, S., Yamaguchi, S., et al. Geniposidic acid upregulates atrial natriuretic peptide secretion and lowers blood pressure in spontaneously hypertensive rat. J. Funct. Foods 40, 634-638 (2018).