65J8K23L9L (BioDeep_00000230141)

 

Secondary id: BioDeep_00000403396

PANOMIX_OTCML-2023


代谢物信息卡片


2-((2S,3R,4S)-5-(Methoxycarbonyl)-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3-vinyl-3,4-dihydro-2H-pyran-4-yl)acetic acid

化学式: C17H24O11 (404.13185539999995)
中文名称: 幼枝含断氧化马钱子甙, 断氧化马钱苷
谱图信息: 最多检出来源 Viridiplantae(plant) 66.13%

分子结构信息

SMILES: C=C[C@@H]1[C@@H](C(C(OC)=O)=CO[C@@]1([H])O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO)CC(O)=O
InChI: InChI=1S/C17H24O11/c1-3-7-8(4-11(19)20)9(15(24)25-2)6-26-16(7)28-17-14(23)13(22)12(21)10(5-18)27-17/h3,6-8,10,12-14,16-18,21-23H,1,4-5H2,2H3,(H,19,20)/t7-,8+,10-,12-,13+,14-,16+,17+/m1/s1

描述信息

Secoxyloganin is a secoiridoid glycoside that is [(2R,3R,4S)-2-hydroxy-5-(methoxycarbonyl)-3-vinyl-3,4-dihydro-2H-pyran-4-yl]acetic acid in which the anometric hydroxy group has been converted to the corresponding beta-D-glucoside. It has been isolated from several plant species and exhibits antioxidant and anti-allergic properties. It has a role as a plant metabolite, an antioxidant and an anti-allergic agent. It is a methyl ester, a member of pyrans, an enoate ester, a beta-D-glucoside, a monosaccharide derivative, a dicarboxylic acid monoester and a secoiridoid glycoside. It is a conjugate acid of a secoxyloganin(1-).
Secoxyloganin is a natural product found in Lonicera japonica, Phillyrea latifolia, and other organisms with data available.
See also: Lonicera japonica flower (part of).
A secoiridoid glycoside that is [(2R,3R,4S)-2-hydroxy-5-(methoxycarbonyl)-3-vinyl-3,4-dihydro-2H-pyran-4-yl]acetic acid in which the anometric hydroxy group has been converted to the corresponding beta-D-glucoside. It has been isolated from several plant species and exhibits antioxidant and anti-allergic properties.
Secoxyloganin, isolated from Lonicera japonica Thunb, inhibits the blood flow (BF) decrease. Secoxyloganin has allergy-preventive activity[1].
Secoxyloganin, isolated from Lonicera japonica Thunb, inhibits the blood flow (BF) decrease. Secoxyloganin has allergy-preventive activity[1].

同义名列表

16 个代谢物同义名

2-((2S,3R,4S)-5-(Methoxycarbonyl)-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3-vinyl-3,4-dihydro-2H-pyran-4-yl)acetic acid; 2-[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid; 2H-Pyran-4-acetic acid, 3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, (2S-(2alpha,3beta,4beta))-; (2S-(2alpha,3beta,4beta))-3-Ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetic acid; 2H-PYRAN-4-ACETIC ACID, 3-ETHENYL-2-(.BETA.-D-GLUCOPYRANOSYLOXY)-3,4-DIHYDRO-5-(METHOXYCARBONYL)-, (2S,3R,4S)-; [(2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-4-yl]acetic acid; 2H-PYRAN-4-ACETIC ACID, 3-ETHENYL-2-(beta-D-GLUCOPYRANOSYLOXY)-3,4-DIHYDRO-5-(METHOXYCARBONYL)-, (2S,3R,4S)-; (2S,3R,4S)-3-ETHENYL-2-(.BETA.-D-GLUCOPYRANOSYLOXY)-3,4-DIHYDRO-5-(METHOXYCARBONYL)-2H-PYRAN-4-ACETIC ACID; (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetic acid; [3-Ethenyl-2-(hexopyranosyloxy)-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-4-yl]acetic acid; SECOLOGANOSIDE 11-METHYL ESTER; UNII-65J8K23L9L; secoxy-loganin; Secoxyloganin; MEGxp0_000724; 65J8K23L9L



数据库引用编号

9 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

  • Zhaoxia Jin, Qiyao Zhu, Yangyang Guo, Ronglian Xing, Yanyan Wang, Yue Zhang, Xiaoxiao Gao, Fang Yu. Functional characterization of secologanin synthase-like homologous genes suggests their involvement in the biosynthesis of diverse metabolites in the secoiridoid biosynthetic pathway of Camptotheca acuminata Decne. International journal of biological macromolecules. 2022 Dec; 222(Pt B):2594-2602. doi: 10.1016/j.ijbiomac.2022.10.042. [PMID: 36257366]
  • Jin-qian Yu, Zhao-ping Wang, Heng Zhu, Gang Li, Xiao Wang. [Chemical constituents of Lonicera japonica roots and their anti-inflammatory effects]. Yao xue xue bao = Acta pharmaceutica Sinica. 2016 07; 51(7):1110-6. doi: . [PMID: 29897205]
  • Vanessa G Alves, Elisa A da Rosa, Laura L M de Arruda, Bruno A Rocha, Ciomar A Bersani Amado, Silvana M O Santin, Armando M Pomini, Cleuza C da Silva. Acute toxicity, antiedematogenic activity, and chemical constituents of Palicourea rigida Kunth. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2016 Mar; 71(3-4):39-43. doi: 10.1515/znc-2015-0036. [PMID: 26927220]
  • Thomas Dugé de Bernonville, Emilien Foureau, Claire Parage, Arnaud Lanoue, Marc Clastre, Monica Arias Londono, Audrey Oudin, Benjamin Houillé, Nicolas Papon, Sébastien Besseau, Gaëlle Glévarec, Lucia Atehortùa, Nathalie Giglioli-Guivarc'h, Benoit St-Pierre, Vincenzo De Luca, Sarah E O'Connor, Vincent Courdavault. Characterization of a second secologanin synthase isoform producing both secologanin and secoxyloganin allows enhanced de novo assembly of a Catharanthus roseus transcriptome. BMC genomics. 2015 Aug; 16(?):619. doi: 10.1186/s12864-015-1678-y. [PMID: 26285573]
  • Hua-Qing Liu, Tian-Lin Wang. [Chemical constituents from flower of Lonicera fragrantissima]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Aug; 37(8):1383-5. doi: . [PMID: 25726645]
  • Paulo R N de Oliveira, Gláucio Testa, Rebeca P Medina, Cecília M A de Oliveira, Lucilia Kato, Cleuza C da Silva, João E de Carvalho, Silvana M O Santin. Cytotoxic activity of Guettarda pohliana Müll. Arg. (Rubiaceae). Natural product research. 2013; 27(18):1677-81. doi: 10.1080/14786419.2012.761616. [PMID: 23387288]
  • Yu Chen, You-yi Zhao, Shuang Wu, Ming Wang, Xu Feng, Jing-yu Liang. [Water-soluble chemical constituents in flower buds of Lonicera macranthoides]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Feb; 35(2):231-4. doi: ". [PMID: 22822669]
  • Hisae Oku, Yuko Ogawa, Emiko Iwaoka, Kyoko Ishiguro. Allergy-preventive effects of chlorogenic acid and iridoid derivatives from flower buds of Lonicera japonica. Biological & pharmaceutical bulletin. 2011; 34(8):1330-3. doi: 10.1248/bpb.34.1330. [PMID: 21804227]
  • Zheng-Ming Qian, Hui-Jun Li, Ping Li, Jun Chen, Dan Tang. Simultaneous quantification of seven bioactive components in Caulis Lonicerae Japonicae by high performance liquid chromatography. Biomedical chromatography : BMC. 2007 Jun; 21(6):649-54. doi: 10.1002/bmc.803. [PMID: 17370300]