Geniposidic acid

Modify Date: 2024-01-02 13:15:30

Geniposidic acid Structure
Geniposidic acid structure
Common Name Geniposidic acid
CAS Number 27741-01-1 Molecular Weight 374.340
Density 1.6±0.1 g/cm3 Boiling Point 684.1±55.0 °C at 760 mmHg
Molecular Formula C16H22O10 Melting Point N/A
MSDS Chinese USA Flash Point 250.9±25.0 °C

 Use of Geniposidic acid


Geniposidic acid is an effective anticancer and radioprotection agent.Target: OthersMice were given an intraperitoneal injection of Geniposidic acid (GA) (12.5, 25, 50 mg/kg) 1 h before receiving GA against d-galactosamine (GalN) (800 mg/kg)/LPS (40 μg/kg). Liver and blood samples were collected 1 and 8 h after GalN/LPS injection. The survival rate of the GA group was significantly higher than the control. GalN/LPS increased serum aminotransferase activity, serum tumor necrosis factor-α level and hepatic lipid peroxidation and decreased hepatic glutathione content [1]. GA enhanced significantly the postirradiation responses of splenic blastogenesis by PHA. In addition, GA is a potent tumor growth inhibitor when combined with the X-irradiation, though there was no significant synergetic effect on their combined antitumor activity. The preliminary results of GA on hematological and blastogenic observations in this study suggested that it may very well, partially, play a role in an effective anticancer product with the ability to decrease undesirable radiation damage to the hematologic tissue after high dose irradiation [2].

 Names

Name (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
Synonym More Synonyms

 Geniposidic acid Biological Activity

Description Geniposidic acid is an effective anticancer and radioprotection agent.Target: OthersMice were given an intraperitoneal injection of Geniposidic acid (GA) (12.5, 25, 50 mg/kg) 1 h before receiving GA against d-galactosamine (GalN) (800 mg/kg)/LPS (40 μg/kg). Liver and blood samples were collected 1 and 8 h after GalN/LPS injection. The survival rate of the GA group was significantly higher than the control. GalN/LPS increased serum aminotransferase activity, serum tumor necrosis factor-α level and hepatic lipid peroxidation and decreased hepatic glutathione content [1]. GA enhanced significantly the postirradiation responses of splenic blastogenesis by PHA. In addition, GA is a potent tumor growth inhibitor when combined with the X-irradiation, though there was no significant synergetic effect on their combined antitumor activity. The preliminary results of GA on hematological and blastogenic observations in this study suggested that it may very well, partially, play a role in an effective anticancer product with the ability to decrease undesirable radiation damage to the hematologic tissue after high dose irradiation [2].
Related Catalog
References

[1]. Kim, S.J., et al., Geniposidic acid protects against D-galactosamine and lipopolysaccharide-induced hepatic failure in mice. J Ethnopharmacol, 2013. 146(1): p. 271-7.

[2]. Hsu, H.Y., et al., Comparisons of geniposidic acid and geniposide on antitumor and radioprotection after sublethal irradiation. Cancer Lett, 1997. 113(1-2): p. 31-7.

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Boiling Point 684.1±55.0 °C at 760 mmHg
Molecular Formula C16H22O10
Molecular Weight 374.340
Flash Point 250.9±25.0 °C
Exact Mass 374.121307
PSA 166.14000
LogP -1.68
Vapour Pressure 0.0±4.8 mmHg at 25°C
Index of Refraction 1.660
Storage condition 2~8℃

 Safety Information

Hazard Codes Xi
RIDADR NONH for all modes of transport

 Synthetic Route

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Geniposidic acid Structure

Geniposidic acid

CAS#:27741-01-1

Literature: Jones, Regan A.; Krische, Michael J. Organic Letters, 2009 , vol. 11, # 8 p. 1849 - 1851

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Geniposidic acid Structure

Geniposidic acid

CAS#:27741-01-1

Literature: Mi, Fwu-Long; Huang, Chin-Tsung; Liang, Hsiang-Fa; Chen, Mei-Chin; Chiu, Ya-Ling; Chen, Chun-Hung; Sung, Hsing-Wen Journal of Agricultural and Food Chemistry, 2006 , vol. 54, # 9 p. 3290 - 3296

 Synonyms

(1S,4aS,7aS)-1-(β-D-Glucopyranosyloxy)-7-(hydroxymethyl)-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
Geniposidinsaeure
Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, (1S,4aS,7aS)-
geniposidic acid
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