Anemosapogenin

Modify Date: 2024-01-06 20:09:38

Anemosapogenin Structure
Anemosapogenin structure
Common Name Anemosapogenin
CAS Number 85999-40-2 Molecular Weight 472.700
Density 1.1±0.1 g/cm3 Boiling Point 585.8±25.0 °C at 760 mmHg
Molecular Formula C30H48O4 Melting Point 305 °C
MSDS N/A Flash Point 322.1±19.7 °C

 Use of Anemosapogenin


23-hydroxybetulinic acid is one of the bioactive components responsible for its anticancer activity.In vitro: 23-hydroxybetulinic acid also shows different proliferation inhibitory activity against B16, HeLa, and HUVEC, with the IC50 value of 78.5, 80, and 94.8 uM, respectively. 23-hydroxybetulinic acid can promote cell cycle arrest at S phase and induce apoptosis via intrinsic pathway. 23-hydroxybetulinic acid disrupts mitochondrial membrane potential significantly (p<0.01) and selectively downregulates the levels of Bcl-2, survivin and upregulates Bax, cytochrome C, cleaved caspase-9 23-hydroxybetulinic acid can induce apoptosis in K562 cells. [1] 23-hydroxybetulinic acid enhances sensitivity of doxorubicin (DOX, ADR) on MCF-7/ADR cell lines, indicating its potential to be developed as a novel MDR modulator.[2] 23-HBA significantly improve the sensitivity of the tumor to doxorubicin. [3]

 Names

Name (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS,13bR)-9-hydroxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
Synonym More Synonyms

 Anemosapogenin Biological Activity

Description 23-hydroxybetulinic acid is one of the bioactive components responsible for its anticancer activity.In vitro: 23-hydroxybetulinic acid also shows different proliferation inhibitory activity against B16, HeLa, and HUVEC, with the IC50 value of 78.5, 80, and 94.8 uM, respectively. 23-hydroxybetulinic acid can promote cell cycle arrest at S phase and induce apoptosis via intrinsic pathway. 23-hydroxybetulinic acid disrupts mitochondrial membrane potential significantly (p<0.01) and selectively downregulates the levels of Bcl-2, survivin and upregulates Bax, cytochrome C, cleaved caspase-9 23-hydroxybetulinic acid can induce apoptosis in K562 cells. [1] 23-hydroxybetulinic acid enhances sensitivity of doxorubicin (DOX, ADR) on MCF-7/ADR cell lines, indicating its potential to be developed as a novel MDR modulator.[2] 23-HBA significantly improve the sensitivity of the tumor to doxorubicin. [3]
Related Catalog
References

[1]. Liu M et al. Cytotoxicity of the compounds isolated from Pulsatilla chinensis saponins and apoptosis induced by 23-hydroxybetulinic acid. Pharm Biol. 2015 Jan;53(1):1-9.

[2]. Zhang DM et al. BBA, a derivative of 23-hydroxybetulinic acid, potently reverses ABCB1-mediated drug resistance in vitro and in vivo. Mol Pharm. 2012 Nov 5;9(11):3147-59.

[3]. Zheng Y et al. 23-Hydroxybetulinic acid from Pulsatilla chinensis (Bunge) Regel synergizes the antitumor activities of doxorubicin in vitro and in vivo. J Ethnopharmacol. 2010 Apr 21;128(3):615-22.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 585.8±25.0 °C at 760 mmHg
Melting Point 305 °C
Molecular Formula C30H48O4
Molecular Weight 472.700
Flash Point 322.1±19.7 °C
Exact Mass 472.355255
PSA 77.76000
LogP 7.29
Vapour Pressure 0.0±3.7 mmHg at 25°C
Index of Refraction 1.543

 Synthetic Route

~86%

Anemosapogenin Structure

Anemosapogenin

CAS#:85999-40-2

Literature: Sun, Fei; Zhu, Peiqing; Yao, Hequan; Wu, Xiaoming; Xu, Jinyi Journal of Chemical Research, 2012 , vol. 36, # 5 p. 254 - 257

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Anemosapogenin Structure

Anemosapogenin

CAS#:85999-40-2

Literature: Journal of Chemical Research, , vol. 36, # 5 p. 254 - 257

~%

Anemosapogenin Structure

Anemosapogenin

CAS#:85999-40-2

Literature: Journal of Chemical Research, , vol. 36, # 5 p. 254 - 257

~%

Anemosapogenin Structure

Anemosapogenin

CAS#:85999-40-2

Literature: Journal of Chemical Research, , vol. 36, # 5 p. 254 - 257

~%

Anemosapogenin Structure

Anemosapogenin

CAS#:85999-40-2

Literature: Journal of Chemical Research, , vol. 36, # 5 p. 254 - 257

~%

Anemosapogenin Structure

Anemosapogenin

CAS#:85999-40-2

Literature: Journal of Chemical Research, , vol. 36, # 5 p. 254 - 257

~%

Anemosapogenin Structure

Anemosapogenin

CAS#:85999-40-2

Literature: Journal of Chemical Research, , vol. 36, # 5 p. 254 - 257

~%

Anemosapogenin Structure

Anemosapogenin

CAS#:85999-40-2

Literature: Journal of Chemical Research, , vol. 36, # 5 p. 254 - 257

 Synonyms

(3β,13α)-3,23-Dihydroxylup-20(29)-en-28-oic acid
Lup-20(29)-en-28-oic acid, 3,23-dihydroxy-, (3β,13α)-
Anemosapogenin
(3β)-3,23-Dihydroxylup-20(29)-en-28-oic acid
23-Hydroxybetulinic acid
3|A,23-Dihydroxylup-20(29)-en-28-oic acid
Lup-20(29)-en-28-oic acid, 3,23-dihydroxy-, (3β)-
23-hydroxy butulinic acid
23-HBA
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