Conophylline (BioDeep_00000310382)
Secondary id: BioDeep_00000894723
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C44H50N4O10 (794.352676)
中文名称: 长春碱衍生物, 长春花碱, CONOPHYLLINE
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 0.78%
分子结构信息
SMILES: CCC12CC(=C3C4(C1N(CC4)C5C(C2O)OC6=CC7=C(C=C56)C89CCN1C8C(CC(=C9N7)C(=O)OC)(C2C(C1)O2)CC)C1=CC(=C(C(=C1N3)OC)OC)O)C(=O)OC
InChI: InChI=1S/C44H50N4O10/c1-7-41-16-20(37(51)55-5)34-44(23-14-25(49)30(53-3)31(54-4)28(23)46-34)10-12-48(40(41)44)29-19-13-22-24(15-26(19)57-32(29)35(41)50)45-33-21(38(52)56-6)17-42(8-2)36-27(58-36)18-47-11-9-43(22,33)39(42)47/h13-15,27,29,32,35-36,39-40,45-46,49-50H,7-12,16-18H2,1-6H3/t27-,29-,32+,35-,36-,39+,40+,41-,42-,43+,44+/m1/s1
描述信息
Conophylline is a natural product found in Tabernaemontana divaricata and Tabernaemontana glandulosa with data available.
同义名列表
3 个代谢物同义名
dimethyl (2R,6R,11R,13S,14S,23S,24S,25S,36R,39R,40R)-14,25-diethyl-24,33-dihydroxy-31,32-dimethoxy-12,22-dioxa-1,9,18,29-tetrazadodecacyclo[23.13.1.16,9.02,23.03,21.05,19.06,17.011,13.028,36.030,35.036,39.014,40]tetraconta-3,5(19),16,20,27,30,32,34-octaene-16,27-dicarboxylate; (−)-Conophylline; Conophylline
数据库引用编号
6 个数据库交叉引用编号
- PubChem: 15226696
- Wikipedia: Conophylline
- MeSH: conophylline
- CAS: 142741-24-0
- medchemexpress: HY-N3619
- PMhub: MS000081011
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)
0 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
- Junya Kakegawa, Satoshi Ohtsuka, Masahiro Yokoyama, Toru Hosoi, Koichiro Ozawa, Takashi Hatanaka. Thermal Proteome Profiling Reveals Glutathione Peroxidase 4 as the Target of the Autophagy Inducer Conophylline.
Molecular pharmacology.
2021 09; 100(3):181-192. doi:
10.1124/molpharm.121.000243. [PMID: 34127539] - Kazuo Umezawa, Ken Shirabe. Direct and Indirect Anticancer Activity of Plant-Derived Alkaloid Conophylline.
Critical reviews in oncogenesis.
2021; 26(2):67-72. doi:
10.1615/critrevoncog.2020034129. [PMID: 34347973] - Chengjun Jiang, Jie Li, Xianghai Cai, Nini Li, Yan Guo, Dianlei Wang. Pharmacokinetics, Tissue Distribution, Plasma Protein Binding Studies of 10-Dehydroxyl-12-Demethoxy-Conophylline, a Novel Anti-Tumor Candidate, in Rats.
Molecules (Basel, Switzerland).
2019 Jan; 24(2):. doi:
10.3390/molecules24020283. [PMID: 30646543] - Norihiro Ishii, Kenichiro Araki, Takehiko Yokobori, Kei Hagiwara, Dorgormaa Gantumur, Takahiro Yamanaka, Tadashi Handa, Mariko Tsukagoshi, Takamichi Igarashi, Akira Watanabe, Norio Kubo, Norifumi Harimoto, Atsushi Masamune, Kazuo Umezawa, Hiroyuki Kuwano, Ken Shirabe. Conophylline suppresses pancreatic cancer desmoplasia and cancer-promoting cytokines produced by cancer-associated fibroblasts.
Cancer science.
2019 Jan; 110(1):334-344. doi:
10.1111/cas.13847. [PMID: 30353606] - Tomohiko Ohashi, Yukiomi Nakade, Mayu Ibusuki, Rena Kitano, Taeko Yamauchi, Satoshi Kimoto, Tadahisa Inoue, Yuji Kobayashi, Yoshio Sumida, Kiyoaki Ito, Haruhisa Nakao, Kazuo Umezawa, Masashi Yoneda. Conophylline inhibits high fat diet-induced non-alcoholic fatty liver disease in mice.
PloS one.
2019; 14(1):e0210068. doi:
10.1371/journal.pone.0210068. [PMID: 30689650] - Takehiko Tezuka, Akinobu Ota, Sivasundaram Karnan, Katsuhiko Matsuura, Kazuhisa Yokoo, Yoshitaka Hosokawa, Davide Vigetti, Alberto Passi, Sonoko Hatano, Kazuo Umezawa, Hideto Watanabe. The plant alkaloid conophylline inhibits matrix formation of fibroblasts.
The Journal of biological chemistry.
2018 12; 293(52):20214-20226. doi:
10.1074/jbc.ra118.005783. [PMID: 30377255] - Kazuo Umezawa, Itaru Kojima, Siro Simizu, Yinzhi Lin, Hitomi Fukatsu, Naoki Koide, Yukiomi Nakade, Masashi Yoneda. Therapeutic activity of plant-derived alkaloid conophylline on metabolic syndrome and neurodegenerative disease models.
Human cell.
2018 Apr; 31(2):95-101. doi:
10.1007/s13577-017-0196-4. [PMID: 29249016] - Yukiomi Nakade, Kazumasa Sakamoto, Taeko Yamauchi, Tadahisa Inoue, Yuji Kobayashi, Takaya Yamamoto, Norimitsu Ishii, Tomohiko Ohashi, Yoshio Sumida, Kiyoaki Ito, Haruhisa Nakao, Yoshitaka Fukuzawa, Kazuo Umezawa, Masashi Yoneda. Conophylline inhibits non-alcoholic steatohepatitis in mice.
PloS one.
2017; 12(6):e0178436. doi:
10.1371/journal.pone.0178436. [PMID: 28594915] - Norio Kubo, Rie Saito, Kunihisa Hamano, Masahiro Nagasawa, Fumiaki Aoki, Izumi Takei, Kazuo Umezawa, Hiroyuki Kuwano, Itaru Kojima. Conophylline suppresses hepatic stellate cells and attenuates thioacetamide-induced liver fibrosis in rats.
Liver international : official journal of the International Association for the Study of the Liver.
2014 Aug; 34(7):1057-67. doi:
10.1111/liv.12328. [PMID: 24119135] - Masahiro Kuroda, Shintaro Funasaki, Tsuyoshi Saitoh, Yukiko Sasazawa, Shigeru Nishiyama, Kazuo Umezawa, Siro Simizu. Determination of topological structure of ARL6ip1 in cells: identification of the essential binding region of ARL6ip1 for conophylline.
FEBS letters.
2013 Nov; 587(22):3656-60. doi:
10.1016/j.febslet.2013.09.017. [PMID: 24076029] - Mei-Fen Bao, Ju-Ming Yan, Gui-Guang Cheng, Xing-Yao Li, Ya-Ping Liu, Yan Li, Xiang-Hai Cai, Xiao-Dong Luo. Cytotoxic indole alkaloids from Tabernaemontana divaricata.
Journal of natural products.
2013 Aug; 76(8):1406-12. doi:
10.1021/np400130y. [PMID: 23944995] - Mikio Fujii, Izumi Takei, Kazuo Umezawa. Antidiabetic effect of orally administered conophylline-containing plant extract on streptozotocin-treated and Goto-Kakizaki rats.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2009 Dec; 63(10):710-6. doi:
10.1016/j.biopha.2009.01.006. [PMID: 19217246] - Eriko Suzuki, Hideki Ogura, Kuniki Kato, Izumi Takei, Yasuaki Kabe, Hiroshi Handa, Kazuo Umezawa. Preparation of conophylline affinity nano-beads and identification of a target protein.
Bioorganic & medicinal chemistry.
2009 Sep; 17(17):6188-95. doi:
10.1016/j.bmc.2009.07.062. [PMID: 19679484] - Tsutomu Kodera, Satoko Yamada, Yoritsuna Yamamoto, Akemi Hara, Yuji Tanaka, Masaharu Seno, Kazuo Umezawa, Izumi Takei, Itaru Kojima. Administration of conophylline and betacellulin-delta4 increases the beta-cell mass in neonatal streptozotocin-treated rats.
Endocrine journal.
2009; 56(6):799-806. doi:
10.1507/endocrj.k09e-158. [PMID: 19550075] - Etsuko Hisanaga, Kee-Yong Park, Satoko Yamada, Hiromi Hashimoto, Toshiyuki Takeuchi, Masatomo Mori, Masaharu Seno, Kazuo Umezawa, Izumi Takei, Itaru Kojima. A simple method to induce differentiation of murine bone marrow mesenchymal cells to insulin-producing cells using conophylline and betacellulin-delta4.
Endocrine journal.
2008 Jul; 55(3):535-43. doi:
10.1507/endocrj.k07e-173. [PMID: 18480554] - Ryu-Ichi Kitamura, Takeki Ogata, Yuji Tanaka, Kazuo Motoyoshi, Masaharu Seno, Izumi Takei, Kazuo Umezawa, Itaru Kojima. Conophylline and betacellulin-delta4: an effective combination of differentiation factors for pancreatic beta cells.
Endocrine journal.
2007 Apr; 54(2):255-64. doi:
10.1507/endocrj.k06-199. [PMID: 17303930] - Itaru Kojima, Kazuo Umezawa. Conophylline: a novel differentiation inducer for pancreatic beta cells.
The international journal of biochemistry & cell biology.
2006; 38(5-6):923-30. doi:
10.1016/j.biocel.2005.09.019. [PMID: 16337165] - Takeki Ogata, Lei Li, Satoko Yamada, Yoritsuna Yamamoto, Yuji Tanaka, Izumi Takei, Kazuo Umezawa, Itaru Kojima. Promotion of beta-cell differentiation by conophylline in fetal and neonatal rat pancreas.
Diabetes.
2004 Oct; 53(10):2596-602. doi:
10.2337/diabetes.53.10.2596. [PMID: 15448089] - Jin Gohda, Jun-Ichiro Inoue, Kazuo Umezawa. Down-regulation of TNF-alpha receptors by conophylline in human T-cell leukemia cells.
International journal of oncology.
2003 Nov; 23(5):1373-9. doi:
". [PMID: 14532979] - T Ohse, S Ohba, T Yamamoto, T Koyano, K Umezawa. Cyclopentabenzofuran lignan protein synthesis inhibitors from Aglaia odorata.
Journal of natural products.
1996 Jul; 59(7):650-2. doi:
10.1021/np960346g. [PMID: 8759160] - K Umezawa, T Taniguchi, M Toi, T Ohse, N Tsutsumi, T Yamamoto, T Koyano, M Ishizuka. Growth inhibition of K-ras-expressing tumours by a new vinca alkaloid, conophylline, in nude mice.
Drugs under experimental and clinical research.
1996; 22(2):35-40. doi:
". [PMID: 8879977]