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SMB00441

Sigma-Aldrich

Geniposidic acid

≥98% (HPLC)

Synonym(s):

Geniposidic acid, (1S,4aS,7aS)-1-(β-D-Glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-cyclopenta[c]pyran-4-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C16H22O10
CAS Number:
Molecular Weight:
374.34
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

biological source

plant (Rubiaceae gardenia)

Assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

O[C@@H]1[C@@H](CO)O[C@@H](O[C@H]2[C@@](C(CO)=CC3)([H])[C@@]3([H])C(C(O)=O)=CO2)[C@H](O)[C@H]1O

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

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General description

Geniposidic acid (GA) is a natural iridoid glucoside found in a variety of plants.

Biochem/physiol Actions

Geniposidic acid acts as an anti-inflammatory and anti-cancer agent, and has known effectiveness for jaundice and hepatic disorders. It is a moderator of COX inhibition, is a HSF1 inducer, and plays a role in collagen synthesis.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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