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Geniposidic acid

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Geniposidic acid Basic information

Product Name:
Geniposidic acid
Synonyms:
  • (1S,4aS,7aS)-7-(hydroxymethyl)-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yloxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
  • (1R,2S,6S)-9-(Hydroxymethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylic acid
  • GENIPOSIDIC ACID
  • Geniposidic acid std.
  • (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-hydroxymethylcyclopenta[c]pyran-4-carboxylic acid
  • (1S,4aS,7aS)-7-(Hydroxymethyl)-1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
  • 1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid
  • GENIPOSIDIC ACID(SH)
CAS:
27741-01-1
MF:
C16H22O10
MW:
374.34
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • Inhibitors
  • Iridoids
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
27741-01-1.mol
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Geniposidic acid Chemical Properties

Melting point:
138-140 °C(Solv: methanol (67-56-1))
Boiling point:
684.1±55.0 °C(Predicted)
Density 
1?+-.0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMF:30.0(Max Conc. mg/mL);80.14(Max Conc. mM)
DMSO:48.67(Max Conc. mg/mL);130.01(Max Conc. mM)
form 
powder
pka
4.49±0.60(Predicted)
color 
White
InChIKey
ZJDOESGVOWAULF-OVSXCSOGNA-N
SMILES
[C@@]12([H])C(CO)=CC[C@]1([H])C(C(=O)O)=CO[C@H]2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O |&1:0,7,15,17,18,20,21,23,r|
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Safety Information

HS Code 
29389090
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Geniposidic acid Usage And Synthesis

Chemical Properties

White crystalline powder, easily soluble in water, ethanol, methanol, insoluble in n-butanol, ethyl acetate, insoluble in trichloromethane, benzene and petroleum ether, from gardenia, dragon boat flower, eucommia, waterline grass.

Uses

Geniposidic acid is an effective anticancer and radioprotection agent. Geniposidic acid might be a more potent tumor growth inhibitor than geniposide (GP) when combined with the X-irradiation, though there was no significant synergetic effect on their com

Definition

ChEBI: Geniposidic acid is a terpene glycoside.

target

HO-1 | IL Receptor | Caspase | FXR | MRP2 | BSEP

IC 50

Human Endogenous Metabolite

Geniposidic acidSupplier

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400-6009262 16621234537
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