BRUCEIN A (BioDeep_00000230393)

Main id: BioDeep_00000231042

 

PANOMIX_OTCML-2023 Chemicals and Drugs


代谢物信息卡片


methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate

化学式: C26H34O11 (522.2101014)
中文名称: 鸦胆子苦素 A, 鸦胆子素 A, 鸦胆子素A
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)CC(C)C)(OC5)C(=O)OC)O)O)C)O
InChI: InChI=1S/C26H34O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h10,12,14,17-21,29-31H,6-9H2,1-5H3/t12-,14+,17+,18+,19+,20+,21-,24-,25+,26-/m0/s1

描述信息

Bruceine A is a quassinoid.
Bruceine A is a natural product found in Brucea javanica with data available.
Bruceine A(NSC310616; Dihydrobrusatol) is a natural quassinoid compound extracted from the dried fruits of Brucea javanica (L.); are potential candidates for the treatment of canine babesiosis. IC50 value: Target: Bruceine A inhibited the in vitro growth of Babesia gibsoni in canine erythrocytes at lower concentration compared with the standard antibabesial drug diminazene aceturate and killed the parasites within 24 hr at a concentration of 25 nM. Oral administration of bruceine A at a dosage of 6.4 mg/kg/day for 5 days resulted in no clinical findings in a dog with normal ranges of hematological and biochemical values in the blood. Three dogs were infected with B. gibsoni and two of them were treated with bruceine A at a dosage of 6.4 mg/kg/day for 6 days from day 5 post-infection.
Bruceine A(NSC310616; Dihydrobrusatol) is a natural quassinoid compound extracted from the dried fruits of Brucea javanica (L.); are potential candidates for the treatment of canine babesiosis. IC50 value: Target: Bruceine A inhibited the in vitro growth of Babesia gibsoni in canine erythrocytes at lower concentration compared with the standard antibabesial drug diminazene aceturate and killed the parasites within 24 hr at a concentration of 25 nM. Oral administration of bruceine A at a dosage of 6.4 mg/kg/day for 5 days resulted in no clinical findings in a dog with normal ranges of hematological and biochemical values in the blood. Three dogs were infected with B. gibsoni and two of them were treated with bruceine A at a dosage of 6.4 mg/kg/day for 6 days from day 5 post-infection.

同义名列表

9 个代谢物同义名

methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate; Picras-3-en-21-oic acid,20-epoxy-3,11,12-trihydroxy-15-(3-methyl-1-oxobutoxy)-2,16-dioxo-, methyl ester, (11.beta.,12.alpha.,15.beta.)-; Picras-3-en-21-oic acid, 13,20-epoxy-3,11,12-trihydroxy-15-(3-methyl-1-oxobutoxy)-2,16-dioxo-, methyl ester, (11beta,12alpha,15beta)-; bruceine A, (1beta,11beta,12alpha,15beta)-isomer; Dihydrobrusatol; isobruceine A; Bruceine A; BRUCEIN A; NSC310616



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Zhen Gao, Yan Zhang, Weixing Shen, Xinyu Liu, Yunfang Wei, Linxia Li, Hengguan Cui. Bruceine A inhibited breast cancer proliferation and metastasis by inducing autophagy via targeting PI3K-AKT signaling pathway. Chemical biology & drug design. 2024 01; 103(1):e14398. doi: 10.1111/cbdd.14398. [PMID: 38010171]
  • Xiao Li, Changqun Liu, Xin Zhang, Chen Sun, Jie Ling, Yilan Liu, Yi Zuo, Yuening Cao, Chaozheng Zhang, Tao Jiang, Maolin Wang, Jin Liu, Jun Lu. Bruceine A: Suppressing metastasis via MEK/ERK pathway and invoking mitochondrial apoptosis in triple-negative breast cancer. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Dec; 168(?):115784. doi: 10.1016/j.biopha.2023.115784. [PMID: 37879215]
  • Huiying Li, Xiaoli Zhao, Liyun Zheng, Xiukun Wang, Shuai Lin, Jiajia Shen, Hangjiang Ren, Yi Li, Qiang Qiu, Zhen Wang. Bruceine A protects against diabetic kidney disease via inhibiting galectin-1. Kidney international. 2022 09; 102(3):521-535. doi: 10.1016/j.kint.2022.04.020. [PMID: 35598813]
  • Yulin Ren, A Douglas Kinghorn. Development of Potential Antitumor Agents from the Scaffolds of Plant-Derived Terpenoid Lactones. Journal of medicinal chemistry. 2020 12; 63(24):15410-15448. doi: 10.1021/acs.jmedchem.0c01449. [PMID: 33289552]
  • Lucy Lahrita, Kenta Moriai, Ryohei Iwata, Kazuki Itoh, Eisuke Kato. Quassinoids in Brucea javanica are potent stimulators of lipolysis in adipocytes. Fitoterapia. 2019 Sep; 137(?):104250. doi: 10.1016/j.fitote.2019.104250. [PMID: 31271784]
  • Jeong-Ah Kim, Edward K Lau, Li Pan, Esperanza J Carcache De Blanco. NF-kappaB inhibitors from Brucea javanica exhibiting intracellular effects on reactive oxygen species. Anticancer research. 2010 Sep; 30(9):3295-300. doi: . [PMID: 20944100]
  • Ryo Nakao, Chiaki Mizukami, Yuta Kawamura, Subeki, Saw Bawm, Masahiro Yamasaki, Yoshimitsu Maede, Hideyuki Matsuura, Kensuke Nabeta, Nariaki Nonaka, Yuzaburo Oku, Ken Katakura. Evaluation of efficacy of bruceine A, a natural quassinoid compound extracted from a medicinal plant, Brucea javanica, for canine babesiosis. The Journal of veterinary medical science. 2009 Jan; 71(1):33-41. doi: 10.1292/jvms.71.33. [PMID: 19194074]
  • Subeki, Hideyuki Matsuura, Kosaku Takahashi, Kensuke Nabeta, Masahiro Yamasaki, Yoshimitsu Maede, Ken Katakura. Screening of Indonesian medicinal plant extracts for antibabesial activity and isolation of new quassinoids from Brucea javanica. Journal of natural products. 2007 Oct; 70(10):1654-7. doi: 10.1021/np070236h. [PMID: 17896817]
  • M J O'Neill, D H Bray, P Boardman, K L Chan, J D Phillipson, D C Warhurst, W Peters. Plants as sources of antimalarial drugs, Part 4: Activity of Brucea javanica fruits against chloroquine-resistant Plasmodium falciparum in vitro and against Plasmodium berghei in vivo. Journal of natural products. 1987 Jan; 50(1):41-8. doi: 10.1021/np50049a007. [PMID: 3298551]