CAS 21018-84-8|Amarogentin

Introduction：Basic information about CAS 21018-84-8|Amarogentin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Amarogentin BiologicalActivity
3. Chemical & Physical Properties
4. Synonyms

Common Name	Amarogentin
CAS Number	21018-84-8	Molecular Weight	586.541
Density	1.6±0.1 g/cm3	Boiling Point	928.5±65.0 °C at 760 mmHg
Molecular Formula	C₂₉H₃₀O₁₃	Melting Point	229-230ºC
MSDS	/	Flash Point	306.9±27.8 °C

Names

Name	amarogentin
Synonym	More Synonyms

Amarogentin BiologicalActivity

Description	Amarogentin is a secoiridoid glycoside that is mainly extracted from Swertia and Gentiana roots. Amarogentin exhibits many biological effects, including anti-oxidative, anti-tumour, and anti-diabetic activities. Amarogentin exerts hepatoprotective and immunomodulatory effects. Amarogentin promotes apoptosis, arrests G2/M cell cycle and downregulates of PI3K/Akt/mTOR signalling pathways. Amarogentin exerts beneficial vasculo-metabolic effect by activating AMPK[1][2][3].
Related Catalog	Signaling Pathways >>Epigenetics >>AMPKSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerSignaling Pathways >>PI3K/Akt/mTOR >>AMPKResearch Areas >>Metabolic Disease
References	[1]. Zhang Y, et al. Protective Effects of Amarogentin against Carbon Tetrachloride-Induced Liver Fibrosis in Mice. Molecules. 2017 May 6;22(5). pii: E754. [2]. Wölfle U, et al. Amarogentin Displays Immunomodulatory Effects in Human Mast Cells and Keratinocytes. Mediators Inflamm. 2015;2015:630128. [3]. Zhao JG, et al. Amarogentin secoiridoid inhibits in vivo cancer cell growth in xenograft mice model and induces apoptosis in human gastric cancer cells (SNU-16) through G2/M cell cycle arrest and PI3K/Akt signalling pathway. J BUON. 2016 May-Jun;21(3):609-17.

Description

Amarogentin is a secoiridoid glycoside that is mainly extracted from Swertia and Gentiana roots. Amarogentin exhibits many biological effects, including anti-oxidative, anti-tumour, and anti-diabetic activities. Amarogentin exerts hepatoprotective and immunomodulatory effects. Amarogentin promotes apoptosis, arrests G2/M cell cycle and downregulates of PI3K/Akt/mTOR signalling pathways. Amarogentin exerts beneficial vasculo-metabolic effect by activating AMPK[1][2][3].

Related Catalog

Signaling Pathways >>Epigenetics >>AMPKSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerSignaling Pathways >>PI3K/Akt/mTOR >>AMPKResearch Areas >>Metabolic Disease

References

[1]. Zhang Y, et al. Protective Effects of Amarogentin against Carbon Tetrachloride-Induced Liver Fibrosis in Mice. Molecules. 2017 May 6;22(5). pii: E754.

[2]. Wölfle U, et al. Amarogentin Displays Immunomodulatory Effects in Human Mast Cells and Keratinocytes. Mediators Inflamm. 2015;2015:630128.

[3]. Zhao JG, et al. Amarogentin secoiridoid inhibits in vivo cancer cell growth in xenograft mice model and induces apoptosis in human gastric cancer cells (SNU-16) through G2/M cell cycle arrest and PI3K/Akt signalling pathway. J BUON. 2016 May-Jun;21(3):609-17.

Chemical & Physical Properties

Density	1.6±0.1 g/cm3
Boiling Point	928.5±65.0 °C at 760 mmHg
Melting Point	229-230ºC
Molecular Formula	C₂₉H₃₀O₁₃
Molecular Weight	586.541
Flash Point	306.9±27.8 °C
Exact Mass	586.168640
PSA	201.67000
LogP	2.79
Vapour Pressure	0.0±0.3 mmHg at 25°C
Index of Refraction	1.693
InChIKey	DBOVHQOUSDWAPQ-UHFFFAOYSA-N
SMILES	C=CC1C(OC2OC(CO)C(O)C(O)C2OC(=O)c2c(O)cc(O)cc2-c2cccc(O)c2)OC=C2C(=O)OCCC21
Storage condition	-20C

Synonyms

(4aS,5R,6S)-1-Oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl 2-O-[(3,3',5-trihydroxybiphenyl-2-yl)carbonyl]-β-D-glucopyranoside

(4aS,5R,6S)-5-ethenyl-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl 2-O-[(3,3',5-trihydroxybiphenyl-2-yl)carbonyl]-β-D-glucopyranoside

amorogentin

sweroside-2'-O-3",5",3'''-trihydroxy-biphenyl-2''-carboxylic acid

[4aS-(4aa,5b,6a)]-3,3',5-Trihydroxy[1,1'-biphenyl]-2-carboxylic Acid 2-Ester with 5-Ethenyl-6-(b-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-1-one

Sweroside-2'-(3'',5'',3'''-trihydroxydiphenyl)-2''-carboxylic Acid Ester

amarosgentin

Amarogentin Hydrate

(4aS,5R,6S)-1-Oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl 2-O-[(3,3',5-trihydroxy-2-biphenylyl)carbonyl]-β-D-glucopyranoside

1H,3H-Pyrano(3,4-c)pyran-1-one, 5-ethenyl-4,4a,5,6-tetrahydro-6-((2-O-((3,3',5-trihydroxy(1,1'-biphenyl)-2-yl)carbonyl)-β-D-glucopyranosyl)oxy)-, (4aS,5R,6S)-

1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-4,4a,5,6-tetrahydro-6-[[2-O-[(3,3',5-trihydroxy[1,1'-biphenyl]-2-yl)carbonyl]-β-D-glucopyranosyl]oxy]-, (4aS,5R,6S)-

Amarogentin

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