CAS 85999-40-2|Anemosapogenin

Introduction：Basic information about CAS 85999-40-2|Anemosapogenin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

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

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	/	Flash Point	322.1±19.7 °C

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 BiologicalActivity

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	Signaling Pathways >>Others >>OthersResearch Areas >>CancerNatural Products >>Acids and Aldehydes
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.

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

Signaling Pathways >>Others >>OthersResearch Areas >>CancerNatural Products >>Acids and Aldehydes

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
InChIKey	HXWLKAXCQLXHML-FSWYEITMSA-N
SMILES	C=C(C)C1CCC2(C(=O)O)CCC3(C)C(CCC4C5(C)CCC(O)C(C)(CO)C5CCC43C)C12

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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