eobavaisoflavoe (BioDeep_00000017231)

Main id: BioDeep_00000268657

 

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


7-hydroxy-3-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-4H-1-benzopyran-4-one

化学式: C20H18O4 (322.1205028)
中文名称: 新补骨脂异黄酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(O)=CC2OC=C(C3C=CC(O)=C(C/C=C(/C)\C)C=3)C(=O)C=2C=C1
InChI: InChI=1S/C20H18O4/c1-12(2)3-4-14-9-13(5-8-18(14)22)17-11-24-19-10-15(21)6-7-16(19)20(17)23/h3,5-11,21-22H,4H2,1-2H3

描述信息

Neobavaisoflavone is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone with an additonal hydroxy group at position 4 and a prenyl group at position 3. Isolated from seeds of Psoralea corylifolia, it exhibits inhibitory activity against DNA polymerase and platelet aggregation. It has a role as a platelet aggregation inhibitor, an antineoplastic agent, a plant metabolite and an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor.
Neobavaisoflavone is a natural product found in Erythrina sigmoidea, Erythrina latissima, and other organisms with data available.
A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone with an additonal hydroxy group at position 4 and a prenyl group at position 3. Isolated from seeds of Psoralea corylifolia, it exhibits inhibitory activity against DNA polymerase and platelet aggregation.
Neobavaisoflavone, a flavonoid, is isolated from the seeds of Psoralea corylifolia. Neobavaisoflavone exhibits anti-inflammatory, anti-cancer and anti-oxidation activities. Neobavaisoflavone inhibits DNA polymerase at moderate to high concentrations. Neobavaisoflavone also inhibits platelet aggregation[1][2][3][4][5].
Neobavaisoflavone, a flavonoid, is isolated from the seeds of Psoralea corylifolia. Neobavaisoflavone exhibits anti-inflammatory, anti-cancer and anti-oxidation activities. Neobavaisoflavone inhibits DNA polymerase at moderate to high concentrations. Neobavaisoflavone also inhibits platelet aggregation[1][2][3][4][5].

同义名列表

16 个代谢物同义名

7-hydroxy-3-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-4H-1-benzopyran-4-one; 7-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-4H-chromen-4-one; 7-Hydroxy-3-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-4H-chromen-4-one; 7-Hydroxy-3-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-4H-chromen-4-one; 7-hydroxy-3-(4-hydroxy-3-(3-methylbut-2-enyl)phenyl)-4H-chromen-4-one; 7-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]chromen-4-one; 7,4-dihydroxy-3-(gamma,gamma-dimethylallyl)isoflavone; 7,4-dihydroxy-3-gamma,gamma-dimethylallyl isoflavone; 7,4-dihydroxy-3-(3-methyl-buten-2-yl)isoflavone; 4,7-Dihydroxy-3-(3-methyl-2-butenyl)isoflavone; Neobavaisoflavone, >=98\\% (HPLC); 3''-PRENYLDAIDZEIN; 3?-Prenylliquiritigenin; Neobavaisoflavone; 3-Prenyldaidzein; eobavaisoflavoe



数据库引用编号

10 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)

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

  • Jufeng Guo, Yingying Shen, Shufang Hu, Tao Rui, Jian Liu, Ying Yuan. Neobavaisoflavone inhibits antitumor immunosuppression via myeloid-derived suppressor cells. International immunopharmacology. 2022 Oct; 111(?):109103. doi: 10.1016/j.intimp.2022.109103. [PMID: 35944461]
  • J Bai, T Liu, M Ren, X Wang. Neobavaisoflavone improves medial collateral ligament-induced osteoarthritis through repressing the nuclear factor -κB/hypoxia-inducible factor-2α axis. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2022 Oct; 73(5):. doi: 10.26402/jpp.2022.5.08. [PMID: 36942811]
  • Rui Liang, Yaqin Yuan, Yakun Bai, Xinnan Liu, Jieqiong Chen, Dandan Jiang, Dehua Meng, Guangjie Chen, Bin Li, Luxian Zhou, Wenzhi Guo. Neobavaisoflavone inhibits allergic inflammatory responses by suppressing mast cell activation. International immunopharmacology. 2022 Sep; 110(?):108953. doi: 10.1016/j.intimp.2022.108953. [PMID: 35724607]
  • Xueding Cai, Feng Zhou, Xiaona Xie, Dandan Zheng, Yulei Yao, Chengguang Zhao, Xiaoying Huang, Ke Hu. Neobavaisoflavone Demonstrates Valid Anti-tumor Effects in Non-Small- Cell Lung Cancer by Inhibiting STAT3. Combinatorial chemistry & high throughput screening. 2022; 25(1):29-37. doi: 10.2174/1386207323666201204135941. [PMID: 33280587]
  • Jufeng Guo, Chenxiao Qiao, Jun Zhou, Shufang Hu, Xia Lin, Yingying Shen, Ziyan Li, Jian Liu. Neobavaisoflavone-mediated TH9 cell differentiation ameliorates bowel inflammation. International immunopharmacology. 2021 Dec; 101(Pt A):108191. doi: 10.1016/j.intimp.2021.108191. [PMID: 34601328]
  • Ge-Zi Shi, Di Song, Peng-Yan Li, Shuai-Shuai Chen, Le Zhang, Shan-Shan Li, Xiao-He Xiao, Xu-Hua Qin, Jia-Bo Wang. Screening of hepatotoxic compounds in Psoralea corylifolia L., a traditional Chinese herbal and dietary supplement, using high-resolution mass spectrometry and high-content imaging. Biomedical chromatography : BMC. 2021 Sep; 35(9):e5140. doi: 10.1002/bmc.5140. [PMID: 33830528]
  • Mateusz Maszczyk, Zuzanna Rzepka, Jakub Rok, Artur Beberok, Dorota Wrześniok. Neobavaisoflavone May Modulate the Activity of Topoisomerase Inhibitors towards U-87 MG Cells: An In Vitro Study. Molecules (Basel, Switzerland). 2021 Jul; 26(15):. doi: 10.3390/molecules26154516. [PMID: 34361668]
  • Daoqun Li, Junwen Luan, Leiliang Zhang. Molecular docking of potential SARS-CoV-2 papain-like protease inhibitors. Biochemical and biophysical research communications. 2021 01; 538(?):72-79. doi: 10.1016/j.bbrc.2020.11.083. [PMID: 33276953]
  • Namrta Choudhry, Xin Zhao, Dan Xu, Mark Zanin, Weisan Chen, Zifeng Yang, Jianxin Chen. Chinese Therapeutic Strategy for Fighting COVID-19 and Potential Small-Molecule Inhibitors against Severe Acute Respiratory Syndrome Coronavirus 2 (SARS-CoV-2). Journal of medicinal chemistry. 2020 11; 63(22):13205-13227. doi: 10.1021/acs.jmedchem.0c00626. [PMID: 32845145]
  • Huiwen Chen, Chao Fang, Xin Zhi, Shaojun Song, Yanqiu Gu, Xiaofei Chen, Jin Cui, Yan Hu, Weizong Weng, Qirong Zhou, Yajun Wang, Yao Wang, Hao Jiang, Xiaoqun Li, Liehu Cao, Xiao Chen, Jiacan Su. Neobavaisoflavone inhibits osteoclastogenesis through blocking RANKL signalling-mediated TRAF6 and c-Src recruitment and NF-κB, MAPK and Akt pathways. Journal of cellular and molecular medicine. 2020 08; 24(16):9067-9084. doi: 10.1111/jcmm.15543. [PMID: 32604472]
  • Mengjun Shi, Yiping Cui, Cunyu Liu, Changqin Li, Zhenhua Liu, Wen-Yi Kang. CYPs-mediated drug-drug interactions on psoralidin, isobavachalcone, neobavaisoflavone and daidzein in rats liver microsomes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Feb; 136(?):111027. doi: 10.1016/j.fct.2019.111027. [PMID: 31870919]
  • Xiao-Kun Xu, Zhi-Yong Chen, Zhuo-Qing Li, Yi-Min Zhang, Li-Ping Liao, Qiang Zhou, Zi-Jia Zhang. [Absorption mechanism of neobavaisoflavone in Caco-2 cell monolayer mode]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2016 Aug; 41(15):2922-2926. doi: 10.4268/cjcmm20161528. [PMID: 28914038]
  • Dong-Xue Sun, Guang-Bo Ge, Pei-Pei Dong, Yun-Feng Cao, Zhi-Wei Fu, Rui-Xue Ran, Xue Wu, Yan-Yan Zhang, Hui-Ming Hua, Zhenying Zhao, Zhong-Ze Fang. Inhibition behavior of fructus psoraleae's ingredients towards human carboxylesterase 1 (hCES1). Xenobiotica; the fate of foreign compounds in biological systems. 2016; 46(6):503-10. doi: 10.3109/00498254.2015.1091521. [PMID: 26560012]
  • Doriane E Djeussi, Louis P Sandjo, Jaurès A K Noumedem, Leonidah K Omosa, Bonaventure T Ngadjui, Victor Kuete. Antibacterial activities of the methanol extracts and compounds from Erythrina sigmoidea against Gram-negative multi-drug resistant phenotypes. BMC complementary and alternative medicine. 2015 Dec; 15(?):453. doi: 10.1186/s12906-015-0978-8. [PMID: 26715029]
  • Xin-Xin Wang, Xia Lv, Shi-Yang Li, Jie Hou, Jing Ning, Jia-Yue Wang, Yun-Feng Cao, Guang-Bo Ge, Bin Guo, Ling Yang. Identification and characterization of naturally occurring inhibitors against UDP-glucuronosyltransferase 1A1 in Fructus Psoraleae (Bu-gu-zhi). Toxicology and applied pharmacology. 2015 Nov; 289(1):70-8. doi: 10.1016/j.taap.2015.09.003. [PMID: 26348140]
  • Tao Ma, Li-Juan Nie, Hong-Mei Li, Qiang Huo, Yu-Xin Zhang, Cheng-Zhu Wu. Determination of isobavachalcone in rat plasma by LC-MS/MS and its application to a pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2015 Mar; 107(?):50-5. doi: 10.1016/j.jpba.2014.12.023. [PMID: 25575171]
  • Seung Woong Lee, Bo Ra Yun, Mi Hwa Kim, Chan Sun Park, Woo Song Lee, Hyun-Mee Oh, Mun-Chual Rho. Phenolic compounds isolated from Psoralea corylifolia inhibit IL-6-induced STAT3 activation. Planta medica. 2012 Jun; 78(9):903-6. doi: 10.1055/s-0031-1298482. [PMID: 22573369]
  • Ming-Jaw Don, Lie-Chwen Lin, Wen-Fei Chiou. Neobavaisoflavone stimulates osteogenesis via p38-mediated up-regulation of transcription factors and osteoid genes expression in MC3T3-E1 cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2012 Apr; 19(6):551-61. doi: 10.1016/j.phymed.2012.01.006. [PMID: 22397994]
  • Ewelina Szliszka, Zenon P Czuba, Łukasz Sędek, Andrzej Paradysz, Wojciech Król. Enhanced TRAIL-mediated apoptosis in prostate cancer cells by the bioactive compounds neobavaisoflavone and psoralidin isolated from Psoralea corylifolia. Pharmacological reports : PR. 2011; 63(1):139-48. doi: 10.1016/s1734-1140(11)70408-x. [PMID: 21441621]
  • Yi Wang, Chengtao Hong, Chenguang Zhou, Dongmei Xu, Hai-Bin Qu. Screening Antitumor Compounds Psoralen and Isopsoralen from Psoralea corylifolia L. Seeds. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):363052. doi: 10.1093/ecam/nen087. [PMID: 19131395]
  • Guodong Xiao, Guowen Li, Liang Chen, Zijia Zhang, Jun-Jie Yin, Tao Wu, Zhihong Cheng, Xiaohui Wei, Zhengtao Wang. Isolation of antioxidants from Psoralea corylifolia fruits using high-speed counter-current chromatography guided by thin layer chromatography-antioxidant autographic assay. Journal of chromatography. A. 2010 Aug; 1217(34):5470-6. doi: 10.1016/j.chroma.2010.06.041. [PMID: 20663508]
  • D Xin, H Wang, J Yang, Y-F Su, G-W Fan, Y-F Wang, Y Zhu, X-M Gao. Phytoestrogens from Psoralea corylifolia reveal estrogen receptor-subtype selectivity. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2010 Feb; 17(2):126-31. doi: 10.1016/j.phymed.2009.05.015. [PMID: 19577453]
  • P S Khushboo, V M Jadhav, V J Kadam, N S Sathe. Psoralea corylifolia Linn.-'Kushtanashini'. Pharmacognosy reviews. 2010 Jan; 4(7):69-76. doi: 10.4103/0973-7847.65331. [PMID: 22228944]
  • Maya Mori-Hongo, Hiromi Yamaguchi, Tsutomu Warashina, Toshio Miyase. Melanin synthesis inhibitors from Lespedeza cyrtobotrya. Journal of natural products. 2009 Jan; 72(1):63-71. doi: 10.1021/np800535g. [PMID: 19102656]
  • A E Nkengfack, T W Vouffo, J C Vardamides, Z T Fomum, O Bergendorff, O Sterner. Sigmoidins J and K, two new prenylated isoflavonoids from Erythrina sigmoidea. Journal of natural products. 1994 Aug; 57(8):1172-7. doi: 10.1021/np50110a008. [PMID: 7964799]
  • M E Wall, M C Wani, G Manikumar, P Abraham, H Taylor, T J Hughes, J Warner, R McGivney. Plant antimutagenic agents, 2. Flavonoids. Journal of natural products. 1988 Nov; 51(6):1084-91. doi: 10.1021/np50060a006. [PMID: 3069957]