639-14-5
Chemical Structure
Gypsogenin
- CAS No.: 639-14-5
- Formula:C30H46O4
- Molecular Weight:470.68
IUPAC Name: (4aS,6aS,6bR,8aR,9S,10S,12aR,12bR,14bS)-9-formyl-10-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid
InChIKey: QMHCWDVPABYZMC-MYPRUECHSA-N
SMILES: C[C@]1([C@H](CC[C@@]2([C@]3(CC=C4[C@@]5(CC(C)(CC[C@@]5(CC[C@]4([C@@]3(CC[C@@]12[H])C)C)C(O)=O)C)[H])[H])C)O)C=O
Biological Activity: Gypsogenin is a selective mixed-type BChE inhibitor (Ki=19.99 μM) that also exhibits significant cytotoxicity against various human cancer cell lines. Gypsogenin inhibits tumor growth by inducing cell cycle arrest and triggering apoptosis. Gypsogenin displays antibacterial activity against bacteria such as Bacillus subtilis and Bacillus thuringiensis, and often serves as a key parent nucleus for the synthesis of anticancer compounds. Gypsogenin is widely used in research on Alzheimer's disease and various cancers including colon cancer, melanoma, and leukemia[1][2][3].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Gypsogenin | 99.51% | Gypsogenin is a selective mixed-type BChE inhibitor (Ki=19.99 μM) that also exhibits significant cytotoxicity against various human cancer cell lines. Gypsogenin inhibits tumor growth by inducing cell cycle arrest and triggering apoptosis. Gypsogenin displays antibacterial activity against bacteria such as Bacillus subtilis and Bacillus thuringiensis, and often serves as a key parent nucleus for the synthesis of anticancer compounds. Gypsogenin is widely used in research on Alzheimer's disease and various cancers including colon cancer, melanoma, and leukemia. | ||||||||||||||||||||
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Gypsogenin (Standard) | ≥98% | Gypsogenin (Standard) is the analytical standard of Gypsogenin (HY-121382). This product is intended for research and analytical applications. Gypsogenin is a selective mixed-type BChE inhibitor (Ki=19.99 μM) that also exhibits significant cytotoxicity against various human cancer cell lines. Gypsogenin inhibits tumor growth by inducing cell cycle arrest and triggering apoptosis. Gypsogenin displays antibacterial activity against bacteria such as Bacillus subtilis and Bacillus thuringiensis, and often serves as a key parent nucleus for the synthesis of anticancer compounds. Gypsogenin is widely used in research on Alzheimer's disease and various cancers including colon cancer, melanoma, and leukemia. | ||||||||||||||||||||
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Oleanolic acid | 99.76% | Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities. | ||||||||||||||||||||
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Hederagenin | 99.95% | Hederagenin is a triterpenoid saponin with orally active and antitumor activity. Hederagenin can inhibit the expression of iNOS, COX-2, and NF-κB in cells induced by LPS stimulation. Hederagenin also increases ROS production in cancer cells, disrupts mitochondrial membrane potential, and induces apoptosis. Hederagenin also sensitizes cancer cells to Cisplatin (HY-17394) and Paclitaxel (HY-B0015), enhancing induced apoptosis. Hederagenin can also bind to SKP2, with KD = 67.9 μM. Hederagenin also has preventive potential against alcoholic liver injury. | ||||||||||||||||||||
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Quillaic acid | 99.87% | Quillaic acid (Quillaja sapogenin)It is an anti-gastric cancer and anti-proliferation agent that can promote apoptosis of cancer cells. (apoptosis). Quillaic acidAlso has analgesic and local anti-inflammatory activity. | ||||||||||||||||||||
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Wilforol C | Wilforol C (3-Epihederagenol) is a Triterpenoids product that can be isolated from the herb of Solidago altissima. | |||||||||||||||||||||
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Scutellaric acid | Scutellaric acid is a Triterpenoids product that can be isolated from the herb of Scutellaria barbata D. Don. | |||||||||||||||||||||
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Myricerol | Myricerol is a triterpenoid acid present in the bark of Rhoiptelea chiliantha DIELS et HAND.-MAZZ. | |||||||||||||||||||||
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Hederagonic acid | Hederagenic acid (compound 2) is a kind of triterpenoid saponin. Hederagenic acid can be isolated from the roots of Kalopanax septemlobus (Thunb.) Koidz. | |||||||||||||||||||||
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3-Epioleanolic acid | 99.89% | 3-Epioleanolic acid is an active component of Verbena officinalis Linn, with anti-inflammatory activity. | ||||||||||||||||||||
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3-Hydroxy-12-oleanene-23,28-dioic acid | 3-Hydroxy-12-oleanene-23,28-dioic acid is a Triterpenoids product that can be isolated from the herbs of Tripterygium wilfordii. | |||||||||||||||||||||
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Gypsogenic acid | 99.9% | Gypsogenic acid is a triterpenoid acid that can be isolated from Miconia stenostachya and has antibacterial and trypanoidal activities. The MICs values of Gypsogenic acid for the oral bacterial pathogens Enterococcus faecalis, Streptococcus salivarius, Streptococcus haematococcus, Streptococcus mutans and sobrinus were 50-200 μg/mL. Gypsogenic acid can induce blood cortensite cleavage in isolated mice with IC50 56.6 μM. | ||||||||||||||||||||
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References
- [1]. Heller L, et al. Gypsogenin derivatives: an unexpected class of inhibitors of cholinesterases. Arch Pharm (Weinheim). 2014;347(10):707-716. [Content Brief]
- [2]. Emirdağ-Öztürk S, et al. Synthesis, antimicrobial and cytotoxic activities, and structure-activity relationships of gypsogenin derivatives against human cancer cells. Eur J Med Chem. 2014;82:565-573. [Content Brief]
- [3]. Zhang H, et al. Synthesis of gypsogenin derivatives with capabilities to arrest cell cycle and induce apoptosis in human cancer cells. R Soc Open Sci. 2018 Jan 24;5(1):171510. [Content Brief]