Yakuchinone A (BioDeep_00001867538)

Main id: BioDeep_00000000676

 

PANOMIX_OTCML-2023 Antitumor activity


代谢物信息卡片


3-Heptanone, 1-(4-hydroxy-3-methoxyphenyl)-7-phenyl-

化学式: C20H24O3 (312.1725354)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C(C=CC(=C1)CCC(=O)CCCCC2=CC=CC=C2)O
InChI: InChI=1S/C20H24O3/c1-23-20-15-17(12-14-19(20)22)11-13-18(21)10-6-5-9-16-7-3-2-4-8-16/h2-4,7-8,12,14-15,22H,5-6,9-11,13H2,1H3

描述信息

1-(4-hydroxy-3-methoxyphenyl)-7-phenyl-3-heptanone is a ketone that is heptan-3-one substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a phenyl group at position 7. Isolated from in Alpinia oxyphylla, it exhibits antineoplastic and inhibitory activities against COX-1, COX-2 and NO synthase. It has a role as a metabolite, a cyclooxygenase 1 inhibitor, a cyclooxygenase 2 inhibitor, an EC 1.14.13.39 (nitric oxide synthase) inhibitor and an antineoplastic agent. It is a monomethoxybenzene, a member of phenols and a ketone.
Yakuchinone-A is a natural product found in Alpinia oxyphylla with data available.
A ketone that is heptan-3-one substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a phenyl group at position 7. Isolated from in Alpinia oxyphylla, it exhibits antineoplastic and inhibitory activities against COX-1, COX-2 and NO synthase.
Yakuchinone A is a natural product isolated from the fruit of Alpinia oxyphylla, which can induce apoptosis and has anticancer and anti-inflammatory activities[1].
Yakuchinone A is a natural product isolated from the fruit of Alpinia oxyphylla, which can induce apoptosis and has anticancer and anti-inflammatory activities[1].

同义名列表

11 个代谢物同义名

3-Heptanone, 1-(4-hydroxy-3-methoxyphenyl)-7-phenyl-; 1-(4-hydroxy-3-methoxy-phenyl)-7-phenyl-heptan-3-one; 1-[4-hydroxy-3-methoxyphenyl]-7-phenyl-3-heptanone; 1-(4-hydroxy-3-methoxyphenyl)-7-phenyl-3-heptanone; 1-(4-Hydroxy-3-methoxyphenyl)-7-phenyl-3-heptanone; 1-(4-hydroxy-3-methoxyphenyl)-7-phenylheptan-3-one; Yakuchinone-AYakuchinone-A; UNII-2X58Y9JC7L; Yakuchinone-A; Yakuchinone A; 2X58Y9JC7L



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)

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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

  • 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]
  • Rong-Jyh Lin, Chuan-Min Yen, Tzung-Han Chou, Feng-Yu Chiang, Guey-Horng Wang, Ya-Ping Tseng, Lin Wang, Ting-Wei Huang, Hui-Chuan Wang, Leong-Perng Chan, Hsiou-Yu Ding, Chia-Hua Liang. Antioxidant, anti-adipocyte differentiation, antitumor activity and anthelmintic activities against Anisakis simplex and Hymenolepis nana of yakuchinone A from Alpinia oxyphylla. BMC complementary and alternative medicine. 2013 Sep; 13(?):237. doi: 10.1186/1472-6882-13-237. [PMID: 24070160]
  • Junqing Zhang, Sheng Wang, Yonghui Li, Peng Xu, Feng Chen, Yinfeng Tan, Jinao Duan. Anti-diarrheal constituents of Alpinia oxyphylla. Fitoterapia. 2013 Sep; 89(?):149-56. doi: 10.1016/j.fitote.2013.04.001. [PMID: 23583435]
  • Junju Xu, Ninghua Tan, Guangzhi Zeng, Hongjin Han, Huoqiang Huang, Changjiu Ji, Meiju Zhu, Yumei Zhang. [Studies on chemical constituents in fruit of Alpinia oxyphylla]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Apr; 34(8):990-3. doi: . [PMID: 19639783]
  • Kyung-Soo Chun, Jee-Young Kang, Ok Hee Kim, Hoil Kang, Young-Joon Surh. Effects of yakuchinone A and yakuchinone B on the phorbol ester-induced expression of COX-2 and iNOS and activation of NF-kappaB in mouse skin. Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer. 2002; 21(2):131-9. doi: . [PMID: 12086399]
  • K S Chun, Y Sohn, H S Kim, O H Kim, K K Park, J M Lee, A Moon, S S Lee, Y J Surh. Anti-tumor promoting potential of naturally occurring diarylheptanoids structurally related to curcumin. Mutation research. 1999 Jul; 428(1-2):49-57. doi: 10.1016/s1383-5742(99)00031-9. [PMID: 10517978]
  • S Shirota, K Miyazaki, R Aiyama, M Ichioka, T Yokokura. Tyrosinase inhibitors from crude drugs. Biological & pharmaceutical bulletin. 1994 Feb; 17(2):266-9. doi: 10.1248/bpb.17.266. [PMID: 8205125]
  • N Shoji, A Umeyama, T Takemoto, Y Ohizumi. Isolation of a cardiotonic principle from Alpinia oxyphylla. Planta medica. 1984 Apr; 50(2):186-7. doi: 10.1055/s-2007-969667. [PMID: 6089239]