Xanthoxyletin (BioDeep_00000017500)

 

Secondary id: BioDeep_00000618774, BioDeep_00000862419

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


7-HYDROXY-5-METHOXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-ACRYLIC ACID .DELTA.-LACTONE

化学式: C15H14O4 (258.0892044)
中文名称: 花椒油素 N, 黄木亭
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 6.25%

分子结构信息

SMILES: c12c(c(c3c(c1)OC(C=C3)(C)C)OC)ccc(=O)o2
InChI: InChI=1S/C15H14O4/c1-15(2)7-6-10-12(19-15)8-11-9(14(10)17-3)4-5-13(16)18-11/h4-8H,1-3H3

描述信息

Xanthoxyletin is a member of coumarins. It has a role as a metabolite.
Xanthoxyletin is a natural product found in Zanthoxylum dipetalum, Murraya siamensis, and other organisms with data available.
Isolated from Zanthoxylum americanum (prickly ash). Xanthoxyletin is found in lemon, sweet orange, and herbs and spices.
Xanthoxyletin is found in herbs and spices. Xanthoxyletin is isolated from Zanthoxylum americanum (prickly ash).
A natural product found in Clausena harmandiana.

同义名列表

17 个代谢物同义名

7-HYDROXY-5-METHOXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-ACRYLIC ACID .DELTA.-LACTONE; 2-Propenoic acid,2-dimethyl-2H-1-benzopyran-6-yl)-, .delta.-lactone; 5-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b]dipyran-2-one,9CI; 2H,8H-Benzo(1,2-b:5,4-b)dipyran-2-one, 5-methoxy-8,8-dimethyl-; 5-Methoxy-8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one; 2H,2-b:5,4-b]dipyran-2-one, 5-methoxy-8,8-dimethyl-; 5-methoxy-2,2-dimethyl-pyrano[3,2-g]chromen-8-one; 5-methoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one; XANTHOXYLETIN [MI]; UNII-69MPX4M5VD; Xanthoxylin N; Xanthoxyletin; MEGxp0_001370; NCI60_003203; Xanthoxyloin; ACon1_000545; 69MPX4M5VD



数据库引用编号

14 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)

105 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

  • Xin Zhang, Luming Li, Yan Wu. Xanthoxyletin blocks the RANK/RANKL signaling pathway to suppress the growth of human pancreatic cancer cells. Acta pharmaceutica (Zagreb, Croatia). 2023 Sep; 73(3):503-513. doi: 10.2478/acph-2023-0024. [PMID: 37708964]
  • Qingquan Wen, Kai Luo, Haiyan Huang, Weiguo Liao, Hong Yang. Xanthoxyletin Inhibits Proliferation of Human Oral Squamous Carcinoma Cells and Induces Apoptosis, Autophagy, and Cell Cycle Arrest by Modulation of the MEK/ERK Signaling Pathway. Medical science monitor : international medical journal of experimental and clinical research. 2019 10; 25(?):8025-8033. doi: 10.12659/msm.911697. [PMID: 31654522]
  • Kinga Ostrowska, Wioletta Olejarz, Małgorzata Wrzosek, Alicja Głuszko, Grażyna Nowicka, Mirosław Szczepański, Ilona B Materek, Anna E Kozioł, Marta Struga. Anticancer effects of O-aminoalkyl derivatives of alloxanthoxyletin and seselin. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Nov; 95(?):1412-1424. doi: 10.1016/j.biopha.2017.09.050. [PMID: 28946189]
  • Rohan A Davis, Daniela Vullo, Alfonso Maresca, Claudiu T Supuran, Sally-Ann Poulsen. Natural product coumarins that inhibit human carbonic anhydrases. Bioorganic & medicinal chemistry. 2013 Mar; 21(6):1539-43. doi: 10.1016/j.bmc.2012.07.021. [PMID: 22892213]
  • Uraiwan Songsiang, Tula Thongthoom, Chantana Boonyarat, Chavi Yenjai. Claurailas A-D, cytotoxic carbazole alkaloids from the roots of Clausena harmandiana. Journal of natural products. 2011 Feb; 74(2):208-12. doi: 10.1021/np100654m. [PMID: 21302964]
  • Valerie Beatrice Tsassi, Hidayat Hussain, Bouberte Yemele Meffo, Simeon F Kouam, Etienne Dongo, Barbara Schulz, Ivan R Greene, Karsten Krohn. Antimicrobial coumarins from the stem bark of Afraegle paniculata. Natural product communications. 2010 Apr; 5(4):559-61. doi: ". [PMID: 20433072]
  • Chung-Ren Su, Sheau Farn Yeh, Chih Miem Liu, Amooru G Damu, Tsung-Hsiao Kuo, Po-Cheng Chiang, Kenneth F Bastow, Kuo-Hsiung Lee, Tian-Shung Wu. Anti-HBV and cytotoxic activities of pyranocoumarin derivatives. Bioorganic & medicinal chemistry. 2009 Aug; 17(16):6137-43. doi: 10.1016/j.bmc.2008.12.007. [PMID: 19635670]
  • Cristiane de Melo Cazal, Vanessa de Cássia Domingues, Jaqueline Raquel Batalhão, Odair Corrêa Bueno, Edson Rodrigues Filho, Maria Fátima G Fernandes da Silva, Paulo Cezar Vieira, João Batista Fernandes. Isolation of xanthyletin, an inhibitor of ants' symbiotic fungus, by high-speed counter-current chromatography. Journal of chromatography. A. 2009 May; 1216(19):4307-12. doi: 10.1016/j.chroma.2009.02.066. [PMID: 19296958]
  • Tomonori Nakamura, Naoko Kodama, Yu Arai, Takuya Kumamoto, Yoshihiro Higuchi, Chaiyo Chaichantipyuth, Tsutomu Ishikawa, Koichi Ueno, Shingo Yano. Inhibitory effect of oxycoumarins isolated from the Thai medicinal plant Clausena guillauminii on the inflammation mediators, iNOS, TNF-alpha, and COX-2 expression in mouse macrophage RAW 264.7. Journal of natural medicines. 2009 Jan; 63(1):21-7. doi: 10.1007/s11418-008-0277-5. [PMID: 18636311]
  • Alan Bezerra Ribeiro, Patrícia Verardi Abdelnur, Cleverson Fernando Garcia, Adriana Belini, Vanessa G Pasqualotto Severino, M Fátima das G F da Silva, João B Fernandes, Paulo C Vieira, Sérgio A de Carvalho, Alessandra A de Souza, Marcos A Machado. Chemical characterization of Citrus sinensis grafted on C. limonia and the effect of some isolated compounds on the growth of Xylella fastidiosa. Journal of agricultural and food chemistry. 2008 Sep; 56(17):7815-22. doi: 10.1021/jf801103p. [PMID: 18683948]
  • Shu Fang Wang, Yong Ju, Xing Guo Chen, Zhi De Hu. Separation and determination of coumarins in the root bark of three citrus plants by micellar electrokinetic capillary chromatography. Planta medica. 2003 May; 69(5):483-6. doi: 10.1055/s-2003-39697. [PMID: 12802740]
  • Zhao-Yang Tao, Wan-Sheng Chen, Wei-Dong Zhang, Lian-Na Sun, Shui-Qing Zheng, Liang You, Chuan-Zhuo Qiao. [Studies on the coumarins in the root of Zanthoxylum dimorphophyllum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2003 Apr; 28(4):344-6. doi: ". [PMID: 15139146]
  • Lie-Chwen Lin, Ling-Ling Yang, Cheng-Jen Chou. Cytotoxic naphthoquinones and plumbagic acid glucosides from Plumbago zeylanica. Phytochemistry. 2003 Feb; 62(4):619-22. doi: 10.1016/s0031-9422(02)00519-8. [PMID: 12560036]
  • Arunrat Sunthitikawinsakul, Ngampong Kongkathip, Boonsong Kongkathip, Sida Phonnakhu, John W Daly, Thomas F Spande, Yuth Nimit, Sasarose Rochanaruangrai. Coumarins and carbazoles from Clausena excavata exhibited antimycobacterial and antifungal activities. Planta medica. 2003 Feb; 69(2):155-7. doi: 10.1055/s-2003-37716. [PMID: 12624822]
  • Y Ju, C C Still, J N Sacalis, J Li, C T Ho. Cytotoxic coumarins and lignans from extracts of the northern prickly ash (Zanthoxylum americanum). Phytotherapy research : PTR. 2001 Aug; 15(5):441-3. doi: 10.1002/ptr.686. [PMID: 11507740]