CAS 27741-01-1|Geniposidic acid

Introduction：Basic information about CAS 27741-01-1|Geniposidic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Geniposidic acid BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

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	/
MSDS	ChineseUSA	Flash Point	250.9±25.0 °C

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 BiologicalActivity

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	Signaling Pathways >>Others >>OthersResearch Areas >>CancerNatural Products >>Terpenoids and Glycosides
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.

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

Signaling Pathways >>Others >>OthersResearch Areas >>CancerNatural Products >>Terpenoids and Glycosides

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
InChIKey	ZJDOESGVOWAULF-OGJQONSISA-N
SMILES	O=C(O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C2C(CO)=CCC12
Storage condition	2~8℃

Safety Information

Hazard Codes	Xi
RIDADR	NONH for all modes of transport

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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