Myricanone (BioDeep_00000017563)

 

Secondary id: BioDeep_00000616512

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


3,15-dihydroxy-16,17-dimethoxytricyclo[12.3.1.1^{2,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one

化学式: C21H24O5 (356.1624)
中文名称: 杨梅酮, MYRICANONE
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 57.79%

分子结构信息

SMILES: COC1=C(O)C2=CC(=C1OC)C1=C(O)C=CC(CCC(=O)CCCC2)=C1
InChI: InChI=1S/C21H24O5/c1-25-20-17-12-14(19(24)21(20)26-2)5-3-4-6-15(22)9-7-13-8-10-18(23)16(17)11-13/h8,10-12,23-24H,3-7,9H2,1-2H3

描述信息

Myricanone is a cyclic ketone isolated from the bark of Morella species and has been shown to exhibit cytotoxic activity against cancer cells. It has a role as an antineoplastic agent and a plant metabolite. It is a diarylheptanoid, an aromatic ether, a member of methoxybenzenes, a member of phenols and a cyclic ketone.
Myricanone is a natural product found in Myrica nagi, Morella rubra, and other organisms with data available.
A cyclic ketone isolated from the bark of Morella species and has been shown to exhibit cytotoxic activity against cancer cells.
Myricanone is a constituent of Myrica nagi and Myrica rubra (Chinese bayberry) [CCD]

同义名列表

9 个代谢物同义名

3,15-dihydroxy-16,17-dimethoxytricyclo[12.3.1.1^{2,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one; 3,15-dihydroxy-16,17-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one; 3,15-dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one; 3,15-dihydroxy-16,17-dimethoxytricyclo[12.3.1.1^{2,6}]nonadeca-1(18),2(19),3,5,14,16-hexaen-9-one; Tricyclo(12.3.1.12,6)nonadeca-1(18),2,4,6(19),14,16-hexaen-9-one, 3,15-dihydroxy-16,17-dimethoxy-; 3,15-Dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadeca-1(18),2,4,6(19),14,16-hexaen-9-one; 14,26-Dihydroxy-15,16-dimethoxy-1,2(1,3)-dibenzenacyclononaphan-5-one; ZTSNTUQTNQSIDC-UHFFFAOYSA-N; Myricanone



数据库引用编号

15 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)

63 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

  • Corinne Vanucci-Bacqué, Florence Bedos-Belval. Anti-inflammatory activity of naturally occuring diarylheptanoids - A review. Bioorganic & medicinal chemistry. 2021 02; 31(?):115971. doi: 10.1016/j.bmc.2020.115971. [PMID: 33422907]
  • Navneet Kishore, Pradeep Kumar, Karuna Shanker, Akhilesh Kumar Verma. Human disorders associated with inflammation and the evolving role of natural products to overcome. European journal of medicinal chemistry. 2019 Oct; 179(?):272-309. doi: 10.1016/j.ejmech.2019.06.034. [PMID: 31255927]
  • Edna Makule, Thomas J Schmidt, Jörg Heilmann, Birgit Kraus. Diarylheptanoid Glycosides of Morella salicifolia Bark. Molecules (Basel, Switzerland). 2017 Dec; 22(12):. doi: 10.3390/molecules22122266. [PMID: 29257058]
  • Ya-Chih Ting, Horng-Huey Ko, Hui-Chun Wang, Chien-Fang Peng, Hsun-Shuo Chang, Pei-Chen Hsieh, Ih-Sheng Chen. Biological evaluation of secondary metabolites from the roots of Myrica adenophora. Phytochemistry. 2014 Jul; 103(?):89-98. doi: 10.1016/j.phytochem.2014.04.003. [PMID: 24810013]
  • Avijit Paul, Sreemanti Das, Jayeeta Das, Asmita Samadder, Kausik Bishayee, Ratan Sadhukhan, Anisur Rahman Khuda-Bukhsh. Diarylheptanoid-myricanone isolated from ethanolic extract of Myrica cerifera shows anticancer effects on HeLa and PC3 cell lines: signalling pathway and drug-DNA interaction. Journal of integrative medicine. 2013 Nov; 11(6):405-15. doi: 10.3736/jintegrmed2013057. [PMID: 24299604]
  • Avijit Paul, Jayeeta Das, Sreemanti Das, Asmita Samadder, Anisur Rahman Khuda-Bukhsh. Anticancer potential of myricanone, a major bioactive component of Myrica cerifera: novel signaling cascade for accomplishing apoptosis. Journal of acupuncture and meridian studies. 2013 Aug; 6(4):188-98. doi: 10.1016/j.jams.2013.05.003. [PMID: 23972241]
  • Morio Yoshimura, Saori Yamakami, Yoshiaki Amakura, Takashi Yoshida. Diarylheptanoid sulfates and related compounds from Myrica rubra bark. Journal of natural products. 2012 Oct; 75(10):1798-802. doi: 10.1021/np300212c. [PMID: 23066712]
  • Jing Tao, Toshio Morikawa, Iwao Toguchida, Shin Ando, Hisashi Matsuda, Masayuki Yoshikawa. Inhibitors of nitric oxide production from the bark of Myrica rubra: structures of new biphenyl type diarylheptanoid glycosides and taraxerane type triterpene. Bioorganic & medicinal chemistry. 2002 Dec; 10(12):4005-12. doi: 10.1016/s0968-0896(02)00314-0. [PMID: 12413852]