Geniposide Chemical Properties

Melting point:

160.0 to 164.0 °C

Boiling point:

641.4±55.0 °C(Predicted)

Density 

1.54±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

H2O: ≥5mg/mL

form 

powder

pka

12.80±0.70(Predicted)

color 

white to beige

Stability:

Hygroscopic

InChIKey

IBFYXTRXDNAPMM-BWBTYKGONA-N

SMILES

C12C(CO)=CCC1C(C(=O)OC)=CO[C@H]2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O |&1:14,16,17,19,20,22,r|

LogP

-1.920 (est)

CAS DataBase Reference

24512-63-8(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29389090

Geniposide Usage And Synthesis

Pharmacological effects

Geniposide, also known as Gardenia glycosides, geniposide. It is a brown to white crystalline powder, with little flavor and no bitter taste, a cycloolefin ether glycoside compound extracted from the dry and ripe fruit of Rubiaceae Gardenia. Geniposide has a significant role in promoting bile secretion, and can reduce blood bilirubin, as well as promote rapid excretion of bilirubin in the blood. It has an inhibitory effect on Streptococcus hemolyticus and skin fungi. It also has antipyretic, analgesic, sedative, antihypertensive and hemostatic effects. Geniposide has the function of purging pathogenic fire and eliminating restlessness, clearing heat and eliminating damp, decreasing swellinging to relieving pain. The Indications of Geniposide are heat disease, dysphoria, coma delirium, jaundice, heat stranguria, heat in blood, swelling and pain of eye, pathopyretic ulcer, and sprain.

Chemical Properties

White powder

Uses

Geniposide is an iridoid glycoside isolated from the fruit of Gardenia jasminoides Ellis. Geniposide is one of the biologically active ingredients of gardenia fruit. Geniposide is widely used in multi-component injection in the treatment of cerebrovascula

Definition

ChEBI: Geniposide is a terpene glycoside.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem/physiol Actions

Geniposide is an iridoid glycoside with a variety of biological activities including neuroprotective, anti-diabetic, antiproliferative, and antioxidative activity. Geniposide has been shown to regulate Nrf2 translocation and upregulate downstream antioxidant protein HO-1 expression through the PI3K/Akt signaling pathway, which may account for its neuroprotective and antioxidative activity. Glucagon-like peptide 1 (GLP-1) receptor may also play a critical role in geniposide induced HO-1 expression.

Geniposide(24512-63-8)Related Product Information

• Methyl acrylate
• Crocin
• Methylparaben
• Methyl acetate
• Genipin
• Thiophanate-methyl
• Kresoxim-methyl
• Bensulfuron methyl
• GARDENOSIDE
• 14,15β-Epoxy-3β-hydroxy-19-oxo-5β,14β-bufa-20,22-dienolide
• Methyl
• Timosaponin A-III
• Timosaponin BII
• Sarsasapogenin
• Sesamol
• Anemarsaponin E
• SESAMOLIN
• Sesamin