Casticin (BioDeep_00000270541)

Main id: BioDeep_00000017286

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


4H-1-Benzopyran-4-one, 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-

化学式: C19H18O8 (374.1002)
中文名称: 蔓荆子黄素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c(c3OC)c(O1)c(c(c3OC)O)C(C(=C1c(c2)cc(O)c(OC)c2)OC)=O
InChI: InChI=1S/C19H18O8/c1-23-11-6-5-9(7-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3

描述信息

[Raw Data] CB178_Casticin_pos_50eV_CB000067.txt
[Raw Data] CB178_Casticin_pos_40eV_CB000067.txt
[Raw Data] CB178_Casticin_pos_30eV_CB000067.txt
[Raw Data] CB178_Casticin_pos_20eV_CB000067.txt
[Raw Data] CB178_Casticin_pos_10eV_CB000067.txt
Casticin is a methyoxylated flavonol isolated from Vitex rotundifolia, with antimitotic and anti-inflammatory effect. Casticin inhibits the activation of STAT3.
Casticin is a methyoxylated flavonol isolated from Vitex rotundifolia, with antimitotic and anti-inflammatory effect. Casticin inhibits the activation of STAT3.

同义名列表

13 个代谢物同义名

4H-1-Benzopyran-4-one, 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-; 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-3,6,7-trimethoxy-chromen-4-one; 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxychromen-4-one; 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-4-chromenone; 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-3,6,7-trimethoxy-chromone; 3,5-dihydroxy-3,4,6,7-tetramethoxyflavone; vitexicarpin; 479-91-4; Casticin; 3,6,7,4-Tetra-O-methyl-5,3-dihydroxyflavone; Quercetagetin 3,6,7,4-tetramethyl ether; 5-Hydroxy-2- (3-hydroxy-4-methoxyphenyl) -3,6,7-trimethoxy-4H-1-benzopyran-4-one; 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-4H-1-benzopyran-4-one



数据库引用编号

14 个数据库交叉引用编号

分类词条

182 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。

亚细胞结构定位 关联基因列表


文献列表

  • Hyung-Mun Yun, Hyun Sook Kwon, Joon Yeop Lee, Kyung-Ran Park. Vitexicarpin Induces Apoptosis and Inhibits Metastatic Properties via the AKT-PRAS40 Pathway in Human Osteosarcoma. International journal of molecular sciences. 2024 Mar; 25(7):. doi: 10.3390/ijms25073582. [PMID: 38612399]
  • Xun Yang, Zeyuan Liu, Xu Xu, Meng He, Hongtao Xiong, Lijun Liu. Casticin induces apoptosis and cytoprotective autophagy while inhibiting stemness involving Akt/mTOR and JAK2/STAT3 pathways in glioblastoma. Phytotherapy research : PTR. 2023 Oct; ?(?):. doi: 10.1002/ptr.8048. [PMID: 37869765]
  • Dong Zhang, Xuejia Li, Jianmin Li, Wanxin Liu, Ying Yu, Shuqiang Wang, Xiaojian Ye. Casticin promotes osteogenic differentiation of bone marrow stromal cells and improves osteoporosis in rats by regulating nuclear factor-κB/mitogen-activated protein kinase. International journal of rheumatic diseases. 2023 Jan; 26(1):80-87. doi: 10.1111/1756-185x.14451. [PMID: 36195975]
  • Chunqing Fu, Keyu Zhang, Manyuan Wang, Feng Qiu. Casticin and chrysosplenol D from Artemisia annua L. induce apoptosis by inhibiting topoisomerase IIα in human non-small-cell lung cancer cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Jun; 100(?):154095. doi: 10.1016/j.phymed.2022.154095. [PMID: 35398735]
  • Ji Hwan Lee, Sullim Lee, Quynh Nhu Nguyen, Hung Manh Phung, Myoung-Sook Shin, Jae-Yong Kim, Hyukjae Choi, Sang Hee Shim, Ki Sung Kang. Identification of the Active Ingredient and Beneficial Effects of Vitex rotundifolia Fruits on Menopausal Symptoms in Ovariectomized Rats. Biomolecules. 2021 07; 11(7):. doi: 10.3390/biom11071033. [PMID: 34356661]
  • N Ehsan, M U Ijaz, A Ashraf, S Sarwar, A Samad, G Afzal, R Andleeb, F A Al-Misned, K A Al-Ghanim, Z Ahmed, M N Riaz, S Mahboob. Mitigation of cisplatin induced nephrotoxicity by casticin in male albino rats. Brazilian journal of biology = Revista brasleira de biologia. 2021; 83(?):e243438. doi: 10.1590/1519-6984.243438. [PMID: 34468509]
  • Jie Li, Chen Qiu, Peng Xu, Yongzhen Lu, Rongchang Chen. Casticin Improves Respiratory Dysfunction and Attenuates Oxidative Stress and Inflammation via Inhibition of NF-ĸB in a Chronic Obstructive Pulmonary Disease Model of Chronic Cigarette Smoke-Exposed Rats. Drug design, development and therapy. 2020; 14(?):5019-5027. doi: 10.2147/dddt.s277126. [PMID: 33235440]
  • Jae-Yong Kim, Sang Hee Shim. Anti-Atherosclerotic Effects of Fruits of Vitex rotundifolia and Their Isolated Compounds via Inhibition of Human LDL and HDL Oxidation. Biomolecules. 2019 11; 9(11):. doi: 10.3390/biom9110727. [PMID: 31726713]
  • Sophia J Lang, Michael Schmiech, Susanne Hafner, Christian Paetz, Carmen Steinborn, Roman Huber, Menna El Gaafary, Katharina Werner, Christoph Q Schmidt, Tatiana Syrovets, Thomas Simmet. Antitumor activity of an Artemisia annua herbal preparation and identification of active ingredients. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Sep; 62(?):152962. doi: 10.1016/j.phymed.2019.152962. [PMID: 31132755]
  • Mami Sogame, Yoko Naraki, Takahiro Sasaki, Masaharu Seki, Kazuyoshi Yokota, Sayaka Masada, Takashi Hakamatsuka. Quality Assessment of Medicinal Product and Dietary Supplements Containing Vitex agnus-castus by HPLC Fingerprint and Quantitative Analyses. Chemical & pharmaceutical bulletin. 2019; 67(6):527-533. doi: 10.1248/cpb.c18-00725. [PMID: 31155557]
  • Li Fan, Yi Zhang, Qiuhong Zhou, Ying Liu, Baolan Gong, Jieyu Lü, Hui Zhu, Guijuan Zhu, Yingping Xu, Guangrong Huang. Casticin inhibits breast cancer cell migration and invasion by down-regulation of PI3K/Akt signaling pathway. Bioscience reports. 2018 12; 38(6):. doi: 10.1042/bsr20180738. [PMID: 30401729]
  • Violetta Mohos, Tímea Bencsik, Gabriella Boda, Eszter Fliszár-Nyúl, Beáta Lemli, Sándor Kunsági-Máté, Miklós Poór. Interactions of casticin, ipriflavone, and resveratrol with serum albumin and their inhibitory effects on CYP2C9 and CYP3A4 enzymes. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2018 Nov; 107(?):777-784. doi: 10.1016/j.biopha.2018.08.068. [PMID: 30142539]
  • Jiamei Ma, Ganghui Yin, Zibin Lu, Pei Xie, Hongling Zhou, Junshan Liu, Linzhong Yu. Casticin prevents DSS induced ulcerative colitis in mice through inhibitions of NF-κB pathway and ROS signaling. Phytotherapy research : PTR. 2018 Sep; 32(9):1770-1783. doi: 10.1002/ptr.6108. [PMID: 29876982]
  • Eric Wei Chiang Chan, Siu Kuin Wong, Hung Tuck Chan. Casticin from Vitex species: a short review on its anticancer and anti-inflammatory properties. Journal of integrative medicine. 2018 05; 16(3):147-152. doi: 10.1016/j.joim.2018.03.001. [PMID: 29559215]
  • Hung-Sheng Shang, Jia-You Liu, Hsu-Feng Lu, Han-Sun Chiang, Chia-Hain Lin, Ann Chen, Yuh-Feng Lin, Jing-Gung Chung. Casticin induced apoptotic cell death and altered associated gene expression in human colon cancer colo 205 cells. Environmental toxicology. 2017 Aug; 32(8):2041-2052. doi: 10.1002/tox.22381. [PMID: 27862857]
  • Sylvian Cretton, Stéphane Dorsaz, Antonio Azzollini, Quentin Favre-Godal, Laurence Marcourt, Samad Nejad Ebrahimi, Francine Voinesco, Emilie Michellod, Dominique Sanglard, Katia Gindro, Jean-Luc Wolfender, Muriel Cuendet, Philippe Christen. Antifungal Quinoline Alkaloids from Waltheria indica. Journal of natural products. 2016 Feb; 79(2):300-7. doi: 10.1021/acs.jnatprod.5b00896. [PMID: 26848627]
  • Chian-Jiun Liou, Wen-Bin Len, Shu-Ju Wu, Chwan-Fwu Lin, Xin-Ling Wu, Wen-Chung Huang. Casticin inhibits COX-2 and iNOS expression via suppression of NF-κB and MAPK signaling in lipopolysaccharide-stimulated mouse macrophages. Journal of ethnopharmacology. 2014 Dec; 158 Pt A(?):310-6. doi: 10.1016/j.jep.2014.10.046. [PMID: 25446583]
  • Yi-wu Zhao, Fu-yong Ni, Ya-ling Song, Sheng-yang Wang, Wen-zhe Huang, Zhen-zhong Wang, Wei Xiao. [Chemical constituents from Artemisia annua]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2014 Dec; 39(24):4816-21. doi: . [PMID: 25898584]
  • Masahiro Fukahori, Shojiro Kobayashi, Yoko Naraki, Takahiro Sasaki, Hideki Oka, Masaharu Seki, Sayaka Masada-Atsumi, Takashi Hakamatsuka, Yukihiro Goda. Quality evaluation of medicinal products and health foods containing chaste berry (Vitex agnus-castus) in Japanese, European and American markets. Chemical & pharmaceutical bulletin. 2014; 62(4):379-85. doi: 10.1248/cpb.c13-00588. [PMID: 24695348]
  • Fei Liu, Xiaozheng Cao, Zhihong Liu, Hui Guo, Kaiqun Ren, Meifang Quan, Yuan Zhou, Honglin Xiang, Jianguo Cao. Casticin suppresses self-renewal and invasion of lung cancer stem-like cells from A549 cells through down-regulation of pAkt. Acta biochimica et biophysica Sinica. 2014 Jan; 46(1):15-21. doi: 10.1093/abbs/gmt123. [PMID: 24247269]
  • Hidetomo Kikuchi, Bo Yuan, Yoshio Nishimura, Masahiko Imai, Ryota Furutani, Saki Kamoi, Misako Seno, Shin Fukushima, Shingo Hazama, Chieko Hirobe, Kunio Ohyama, Xiao-Mei Hu, Norio Takagi, Toshihiko Hirano, Hiroo Toyoda. Cytotoxicity of Vitex agnus-castus fruit extract and its major component, casticin, correlates with differentiation status in leukemia cell lines. International journal of oncology. 2013 Dec; 43(6):1976-84. doi: 10.3892/ijo.2013.2133. [PMID: 24126491]
  • Yun Ling, Jianyong Zhu, Mingsong Fan, Bin Wu, Luping Qin, Chenggang Huang. Metabolism studies of casticin in rats using HPLC-ESI-MS(n). Biomedical chromatography : BMC. 2012 Dec; 26(12):1502-8. doi: 10.1002/bmc.2724. [PMID: 22407499]
  • Xing Feng, Qin Zhou, Chong Liu, Mei-Ling Tao. Drug screening study using glioma stem-like cells. Molecular medicine reports. 2012 11; 6(5):1117-20. doi: 10.3892/mmr.2012.1040. [PMID: 22923060]
  • Pamela J Weathers, Melissa J Towler. The flavonoids casticin and artemetin are poorly extracted and are unstable in an Artemisia annua tea infusion. Planta medica. 2012 Jun; 78(10):1024-6. doi: 10.1055/s-0032-1314949. [PMID: 22673829]
  • Chiara Righeschi, Tolga Eichhorn, Anastasia Karioti, Anna Rita Bilia, Thomas Efferth. Microarray-based mRNA expression profiling of leukemia cells treated with the flavonoid, casticin. Cancer genomics & proteomics. 2012 May; 9(3):143-51. doi: . [PMID: 22593249]
  • Fanxiang Zeng, Li Tian, Fei Liu, Jianguo Cao, Meifang Quan, Xifeng Sheng. Induction of apoptosis by casticin in cervical cancer cells: reactive oxygen species-dependent sustained activation of Jun N-terminal kinase. Acta biochimica et biophysica Sinica. 2012 May; 44(5):442-9. doi: 10.1093/abbs/gms013. [PMID: 22427461]
  • Jinlong Xu, Qiaoyan Zhang, Liang Zhao, Ying Wang, Liming Xue, Ting Han, Chengjian Zheng, Luping Qin. Quantitative determination and pharmacokinetic study of casticin in rat plasma by liquid chromatography-mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2012 Mar; 61(?):242-6. doi: 10.1016/j.jpba.2011.11.006. [PMID: 22177414]
  • Fan-Min Meng, Jing-Bo Yang, Chun-Hui Yang, Yu Jiang, Yong-Feng Zhou, Bo Yu, Hong Yang. Vitexicarpin induces apoptosis in human prostate carcinoma PC-3 cells through G2/M phase arrest. Asian Pacific journal of cancer prevention : APJCP. 2012; 13(12):6369-74. doi: 10.7314/apjcp.2012.13.12.6369. [PMID: 23464460]
  • Emma C Barnes, Anthony R Carroll, Rohan A Davis. Mitchellenes A-E, cyclic sesquiterpenes from the Australian plant Eremophila mitchellii. Journal of natural products. 2011 Sep; 74(9):1888-93. doi: 10.1021/np2003676. [PMID: 21877688]
  • Duck-jae Koh, Hong-sik Ahn, Hwan-Suck Chung, Hyojung Lee, Youngchul Kim, Jin-yong Lee, Deog-gon Kim, Moochang Hong, Minkyu Shin, Hyunsu Bae. Inhibitory effects of casticin on migration of eosinophil and expression of chemokines and adhesion molecules in A549 lung epithelial cells via NF-κB inactivation. Journal of ethnopharmacology. 2011 Jul; 136(3):399-405. doi: 10.1016/j.jep.2011.01.014. [PMID: 21251967]
  • Sandra Freitas, Silvia Costa, Camila Azevedo, Gerson Carvalho, Songeli Freire, Pedro Barbosa, Eudes Velozo, Robert Schaer, Marcienne Tardy, Roberto Meyer, Ivana Nascimento. Flavonoids inhibit angiogenic cytokine production by human glioma cells. Phytotherapy research : PTR. 2011 Jun; 25(6):916-21. doi: 10.1002/ptr.3338. [PMID: 21170924]
  • Philippe Rasoanaivo, Colin W Wright, Merlin L Willcox, Ben Gilbert. Whole plant extracts versus single compounds for the treatment of malaria: synergy and positive interactions. Malaria journal. 2011 Mar; 10 Suppl 1(?):S4. doi: 10.1186/1475-2875-10-s1-s4. [PMID: 21411015]
  • Donna E Webster, Ying He, Shao-Nong Chen, Guido F Pauli, Norman R Farnsworth, Zaijie Jim Wang. Opioidergic mechanisms underlying the actions of Vitex agnus-castus L. Biochemical pharmacology. 2011 Jan; 81(1):170-7. doi: 10.1016/j.bcp.2010.09.013. [PMID: 20854795]
  • Ripu M Kunwar, Keshab P Shrestha, Rainer W Bussmann. Traditional herbal medicine in far-west Nepal: a pharmacological appraisal. Journal of ethnobiology and ethnomedicine. 2010 Dec; 6(?):35. doi: 10.1186/1746-4269-6-35. [PMID: 21144003]
  • Qi YE, Qiao-yan ZHANG, Cheng-jian ZHENG, Yang WANG, Lu-ping QIN. Casticin, a flavonoid isolated from Vitex rotundifolia, inhibits prolactin release in vivo and in vitro. Acta pharmacologica Sinica. 2010 Dec; 31(12):1564-8. doi: 10.1038/aps.2010.178. [PMID: 21042288]
  • Renjun Guan, Daijie Wang, Zongyuan Yu, Xiao Wang, Tianfeng Lan. [Preparative isolation and purification of the active components from Viticis Fructus by high-speed counter-current chromatography]. Se pu = Chinese journal of chromatography. 2010 Nov; 28(11):1043-7. doi: . [PMID: 21381420]
  • Tânia Cristina Leite de Sampaio e Spohr, Joice Stipursky, Adriana Campos Sasaki, Pedro Rocha Barbosa, Vanessa Martins, Cláudia Farias Benjamim, Nidia Franca Roque, Sílvia Lima Costa, Flávia Carvalho Alcantara Gomes. Effects of the flavonoid casticin from Brazilian Croton betulaster in cerebral cortical progenitors in vitro: direct and indirect action through astrocytes. Journal of neuroscience research. 2010 Feb; 88(3):530-41. doi: 10.1002/jnr.22218. [PMID: 19746423]
  • M Iqbal Choudhary, Saima Jalil, Sarfraz Ahmad Nawaz, Khalid Mohammed Khan, Rasool Bakhsh Tareen. Antiinflammatory and lipoxygenase inhibitory compounds from Vitex agnus-castus. Phytotherapy research : PTR. 2009 Sep; 23(9):1336-9. doi: 10.1002/ptr.2639. [PMID: 19173281]
  • Jia-Kun Shen, Hua-Ping Du, Min Yang, Yun-Gui Wang, Jie Jin. Casticin induces leukemic cell death through apoptosis and mitotic catastrophe. Annals of hematology. 2009 Aug; 88(8):743-52. doi: 10.1007/s00277-008-0677-3. [PMID: 19139893]
  • Boglárka Csupor-Löffler, Zsuzsanna Hajdú, István Zupkó, Borbála Réthy, George Falkay, Peter Forgo, Judit Hohmann. Antiproliferative effect of flavonoids and sesquiterpenoids from Achillea millefolium s.l. on cultured human tumour cell lines. Phytotherapy research : PTR. 2009 May; 23(5):672-6. doi: 10.1002/ptr.2697. [PMID: 19107850]
  • Jih-Jung Chen, Hung-Ming Wu, Chien-Fang Peng, Ih-Sheng Chen, Shih-Der Chu. seco-Abietane diterpenoids, a phenylethanoid derivative, and antitubercular constituents from Callicarpa pilosissima. Journal of natural products. 2009 Feb; 72(2):223-8. doi: 10.1021/np800721f. [PMID: 19193025]
  • Y Hu, H-L Xin, Q-Y Zhang, H-C Zheng, K Rahman, L-P Qin. Anti-nociceptive and anti-hyperprolactinemia activities of Fructus Viticis and its effective fractions and chemical constituents. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2007 Oct; 14(10):668-74. doi: 10.1016/j.phymed.2007.01.008. [PMID: 17350238]
  • Yuan Hu, Ting-Ting Hou, Qiao-Yan Zhang, Hai-Liang Xin, Han-Chen Zheng, Khalid Rahman, Lu-Ping Qin. Evaluation of the estrogenic activity of the constituents in the fruits of Vitex rotundifolia L. for the potential treatment of premenstrual syndrome. The Journal of pharmacy and pharmacology. 2007 Sep; 59(9):1307-12. doi: 10.1211/jpp.59.9.0016. [PMID: 17883902]
  • Shan Lin, Hong Zhang, Ting Han, Jin-Zhong Wu, Khalid Rahman, Lu-Ping Qin. In vivo effect of casticin on acute inflammation. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine. 2007 Sep; 5(5):573-6. doi: 10.3736/jcim20070520. [PMID: 17854563]
  • Zsuzsanna Hajdú, Judit Hohmann, Peter Forgo, Tamás Martinek, Máté Dervarics, István Zupkó, György Falkay, Daniel Cossuta, Imre Máthé. Diterpenoids and flavonoids from the fruits of Vitex agnus-castus and antioxidant activity of the fruit extracts and their constituents. Phytotherapy research : PTR. 2007 Apr; 21(4):391-4. doi: 10.1002/ptr.2021. [PMID: 17262892]
  • Khadidja Haïdara, Lolita Zamir, Qui-Wen Shi, Gerald Batist. The flavonoid Casticin has multiple mechanisms of tumor cytotoxicity action. Cancer letters. 2006 Oct; 242(2):180-90. doi: 10.1016/j.canlet.2005.11.017. [PMID: 16387422]
  • Carlos Basalo, Tobias Mohn, Matthias Hamburger. Are extraction methods in quantitative assays of pharmacopoeia monographs exhaustive? A comparison with pressurized liquid extraction. Planta medica. 2006 Oct; 72(12):1157-62. doi: 10.1055/s-2006-947193. [PMID: 16924586]
  • P Remberg, L Björk, T Hedner, O Sterner. Characteristics, clinical effect profile and tolerability of a nasal spray preparation of Artemisia abrotanum L. for allergic rhinitis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2004 Jan; 11(1):36-42. doi: 10.1078/0944-7113-00350. [PMID: 14971719]
  • Fredyc Díaz, Daniel Chávez, Dongho Lee, Qiuwen Mi, Hee-Byung Chai, Ghee T Tan, Leonardus B S Kardono, Soedarsono Riswan, Craig R Fairchild, Robert Wild, Norman R Farnsworth, Geoffrey A Cordell, John M Pezzuto, A Douglas Kinghorn. Cytotoxic flavone analogues of vitexicarpin, a constituent of the leaves of Vitex negundo. Journal of natural products. 2003 Jun; 66(6):865-7. doi: 10.1021/np0300784. [PMID: 12828478]
  • Gemini Alam, Subagus Wahyuono, Ibnu G Ganjar, Lukman Hakim, H Timmerman, Rob Verpoorte. Tracheospasmolytic activity of viteosin-A and vitexicarpin isolated from vitex trifolia. Planta medica. 2002 Nov; 68(11):1047-9. doi: 10.1055/s-2002-35650. [PMID: 12451502]