Deoxyloganic acid (BioDeep_00000396488)

Main id: BioDeep_00000008777

Secondary id: BioDeep_00000003818, BioDeep_00000015662, BioDeep_00000265037

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(1R,2S,6S,9S)-9-METHYL-2-[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY-3-OXABICYCLO[4.3.0]NON-4-ENE-5-CARBOXYLIC ACID

化学式: C16H24O9 (360.14202539999997)
中文名称: 8-表去氧马钱子酸
谱图信息: 最多检出来源 Macaca mulatta(otcml) 0.19%

分子结构信息

SMILES: CC1CCC2C1C(OC1OC(CO)C(O)C(O)C1O)OC=C2C(O)=O
InChI: InChI=1S/C16H24O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h5-7,9-13,15-20H,2-4H2,1H3,(H,21,22)

描述信息

Deoxyloganic acid is a glycoside and an iridoid monoterpenoid.
7-Methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid is a natural product found in Aria edulis and Incarvillea arguta with data available.
Deoxyloganic acid is found in herbs and spices. Deoxyloganic acid is a constituent of Nepeta cataria (catnip).
Constituent of Nepeta cataria (catnip). Deoxyloganic acid is found in tea and herbs and spices.
8-Epideoxyloganic acid (7-Deoxy-8-epiloganic acid), an iridoid glucoside, can be found in Incarvillea delavayi. 8-Epideoxyloganic acid exhibits weak antinociceptive activity[1].
8-Epideoxyloganic acid (7-Deoxy-8-epiloganic acid), an iridoid glucoside, can be found in Incarvillea delavayi. 8-Epideoxyloganic acid exhibits weak antinociceptive activity[1].

同义名列表

14 个代谢物同义名

(1R,2S,6S,9S)-9-METHYL-2-[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY-3-OXABICYCLO[4.3.0]NON-4-ENE-5-CARBOXYLIC ACID; 7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid; 7-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid; 7-Methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyran-4-carboxylate; Deoxyloganic acid (Not validated); Deoxyloganic acid tetraacetate; 1,5,9-epi-deoxyloganic acid; 1,5,9-epideoxyloganic acid; 5-Epideoxyloganic acid; 8-Epideoxyloganic acid; 7-Deoxyloganic acid; Deoxyloganic acid; Deoxyloganate; 7-Deoxy-8-epiloganic acid



数据库引用编号

13 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)

8 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

  • Priya Rao, Mark A Yaroslavsky, Justin C Miller, Mary A Schuler. Catalytic Site Constraints in the P450s Mediating Loganic Acid (7DLH) and Secologanic Acid Synthesis (SLAS) in Camptotheca. Biochemistry. 2023 Sep; 62(18):2763-2774. doi: 10.1021/acs.biochem.3c00126. [PMID: 37656055]
  • Areej Mohammad Al-Taweel, Mohammad Raish, Shagufta Perveen, Ghada Ahmed Fawzy, Ajaz Ahmad, Mushtaq Ahmad Ansari, Shahid Mudassar, Majid Ahmad Ganaie. Nepeta deflersiana attenuates isoproterenol-induced myocardial injuries in rats: Possible involvement of oxidative stress, apoptosis, inflammation through nuclear factor (NF)-κB downregulation. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2017 Oct; 34(?):67-75. doi: 10.1016/j.phymed.2017.08.003. [PMID: 28899512]
  • Vonny Salim, Fang Yu, Joaquín Altarejos, Vincenzo De Luca. Virus-induced gene silencing identifies Catharanthus roseus 7-deoxyloganic acid-7-hydroxylase, a step in iridoid and monoterpene indole alkaloid biosynthesis. The Plant journal : for cell and molecular biology. 2013 Dec; 76(5):754-65. doi: 10.1111/tpj.12330. [PMID: 24103035]
  • Zi-Gang Yang, Kun Ding, Gang Xu, Yong Shen, Zhen-Gui Meng, Sheng-Chao Yang. [Chemical constituents of Dipsacus asper]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Nov; 35(11):1789-92. doi: . [PMID: 23627090]
  • Mai Nagatoshi, Kazuyoshi Terasaka, Akito Nagatsu, Hajime Mizukami. Iridoid-specific glucosyltransferase from Gardenia jasminoides. The Journal of biological chemistry. 2011 Sep; 286(37):32866-74. doi: 10.1074/jbc.m111.242586. [PMID: 21799001]
  • Le Zhou, Xing-Ke Li, Fang Miao, Ming-Li Yang, Xin-Juan Yang, Wei Sun, Jian Yang. Further studies on the chemical constituents of Chinese folk medicine Gentiana apiata N.E. Br. Journal of Asian natural products research. 2009; 11(4):345-51. doi: 10.1080/10286020902819814. [PMID: 19431015]