Dattelic acid (BioDeep_00000397190)

Main id: BioDeep_00000019419

human metabolite PANOMIX_OTCML-2023

代谢物信息卡片

1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-p ropenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))-

化学式: C16H16O8 (336.0845136)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(=C[C@H]([C@H]([C@@H](C1)OC(=O)/C=C/c1ccc(c(c1)O)O)O)O)C(=O)O
InChI: InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-6,12-13,15,17-19,21H,7H2,(H,22,23)/b4-2+

描述信息

5-[(E)-caffeoyl]shikimic acid is a carboxylic ester obtained by formal condensation of the carboxy group of (E)-caffeic acid with the 5-hydroxy group of shikimic acid. It has a role as a plant metabolite. It is an alpha,beta-unsaturated monocarboxylic acid, a cyclohexenecarboxylic acid, a member of catechols and a carboxylic ester. It is functionally related to a shikimic acid and a trans-caffeic acid. It is a conjugate acid of a 5-[(E)-caffeoyl]shikimate.
5-O-Caffeoylshikimic acid is a natural product found in Smilax bracteata, Smilax corbularia, and other organisms with data available.
See also: Stevia rebaudiuna Leaf (part of).
Isolated from Pteridium aquilinum (bracken fern) and from unripe dates (tentative ident.). Dattelic acid is found in many foods, some of which are green vegetables, fruits, date, and blackcurrant.
Dattelic acid is found in blackcurrant. Dattelic acid is isolated from Pteridium aquilinum (bracken fern) and from unripe dates (tentative ident.).
5-O-Caffeoylshikimic acid can be used in the study for NSCLC[1][2].
5-O-Caffeoylshikimic acid can be used in the study for NSCLC[1][2].

同义名列表

28 个代谢物同义名

1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-p ropenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))-; 1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))-; 1-CYCLOHEXENE-1-CARBOXYLIC ACID, 3-(((2E)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-4,5-DIHYDROXY-, (3R,4R,5R)-; 1-CYCLOHEXENE-1-CARBOXYLIC ACID, 5-((3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-3,4-DIHYDROXY-, (3R,4R,5R)-; (3R,4R,5R)-5-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4-dihydroxycyclohex-1-ene-1-carboxylic acid; (3R,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4-dihydroxy-cyclohexene-1-carboxylic acid; (3R,4R,5R)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,4-dihydroxycyclohexene-1-carboxylic acid; (3R,4R,5R)-5-(((E)-3-(3,4-Dihydroxyphenyl)acryloyl)oxy)-3,4-dihydroxycyclohex-1-enecarboxylic acid; TRANS-CAFFEIC ACID 5-O-SHIKIMATE; TRANS-5-O-CAFFEOYLSHIKIMIC ACID; 5-(trans-caffeoyl)shikimic acid; 5-[(E)-caffeoyl]shikimic acid; 5-[(e)-Caffeoyl]shikimate; 5-O-Caffeoylshikimic acid; 5-Caffeoylshikimic acid; 5-O-Caffeoylshikimate; Caffeoylshikimic acid; 5-Caffeoylshikimate; Caffeoylshikimate; Dactylifric acid; UNII-5U399BD0RZ; MEGxp0_000239; Dattelic acid; ACon1_000160; 5U399BD0RZ; Dattelate; AC1NQZ12; 5-CSA

数据库引用编号

17 个数据库交叉引用编号

ChEBI: CHEBI:2106
KEGG: C10434
PubChem: 5281762
HMDB: HMDB0033999
Wikipedia: Dactylifric_acid
MeSH: 5-O-caffeoylshikimic acid
ChemIDplus: 0073263624
MetaCyc: CAFFEOYLSHIKIMATE
KNApSAcK: C00002720
foodb: FDB012233
chemspider: 4445076
CAS: 1656981-79-1
CAS: 73263-62-4
medchemexpress: HY-N8321
PubChem: 12619
3DMET: B03842
NIKKAJI: J139.306E

分类词条

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)

85 个相关的物种来源信息

7461 Apis cerana: 10.1371/JOURNAL.PONE.0175573
113636 Populus tremula:
1045134 Smilax bracteata: 10.1016/J.PHYTOCHEM.2008.01.002
81762 Hyacinthoides non-scripta: 10.1038/S41598-019-38940-W
92927 Sarcandra glabra:
169521 Gomphrena: 10.1038/S41598-021-92449-9
13427 Cichorium intybus: 10.1016/J.FOODCHEM.2012.11.060
1045139 Smilax corbularia: 10.1016/J.PHYTOCHEM.2010.12.018
32110 Athyrium filix-femina:
32101 Pteridium aquilinum:
872886 Coryphopteris japonica: 10.1248/YAKUSHI1947.108.8_740
29618 Thelypteris palustris: 10.1016/0031-9422(92)83711-7
207865 Polystichum lonchitis: 10.1016/0031-9422(92)83711-7
195849 Equisetum ramosissimum: 10.1016/0031-9422(92)83711-7
3259 Equisetum giganteum: 10.1016/0031-9422(92)83711-7
872808 Polypodium virginianum: 10.1016/0031-9422(92)83711-7
174657 Oreopteris: 10.1016/0031-9422(92)83711-7
127539 Equisetum bogotense:
306132 Cryptogramma crispa: 10.1016/0031-9422(92)83711-7
173899 Phegopteris connectilis: 10.1016/0031-9422(92)83711-7
3281 Onoclea sensibilis: 10.1016/0031-9422(92)83711-7
3285 Osmunda regalis: 10.1016/0031-9422(92)83711-7
58048 Polypodium vulgare: 10.1016/0031-9422(92)83711-7
3289 Dryopteris filix-mas: 10.1016/0031-9422(92)83711-7
32112 Cystopteris fragilis: 10.1016/0031-9422(92)83711-7
1352538 Asplenium obovatum: 10.1016/0031-9422(92)83711-7
672197 Polystichum braunii: 10.1016/0031-9422(92)83711-7
983335 Polystichum aculeatum: 10.1016/0031-9422(92)83711-7
231679 Equisetum sylvaticum: 10.1016/0031-9422(94)00658-G
3260 Equisetum telmateia: 10.1016/0031-9422(94)00658-G
3258 Equisetum arvense:
231681 Equisetum pratense: 10.1016/0031-9422(94)00658-G
120691 Struthiopteris castanea: 10.1016/S0031-9422(02)00540-X
114457 Struthiopteris spicant: 10.1016/S0031-9422(02)00540-X
1054337 Lomaridium contiguum: 10.1016/S0031-9422(02)00540-X
120713 Brainea insignis: 10.1248/CPB.58.868
115492 Livistona chinensis: 10.1016/J.FITOTE.2011.09.020
42345 Phoenix dactylifera: 10.1007/BF02896679
379307 Typha capensis: 10.1080/00021369.1988.10868657
4733 Typha latifolia: 10.1080/00021369.1988.10868657
754786 Smilax excelsa: 10.1007/S10600-010-9594-5
7461 Apis cerana: 10.1371/JOURNAL.PONE.0175573
113636 Populus tremula:
1045134 Smilax bracteata: 10.1016/J.PHYTOCHEM.2008.01.002
81762 Hyacinthoides non-scripta: 10.1038/S41598-019-38940-W
92927 Sarcandra glabra:
169521 Gomphrena: 10.1038/S41598-021-92449-9
13427 Cichorium intybus: 10.1016/J.FOODCHEM.2012.11.060
1045139 Smilax corbularia: 10.1016/J.PHYTOCHEM.2010.12.018
32110 Athyrium filix-femina:
32101 Pteridium aquilinum:
872886 Coryphopteris japonica: 10.1248/YAKUSHI1947.108.8_740
29618 Thelypteris palustris: 10.1016/0031-9422(92)83711-7
207865 Polystichum lonchitis: 10.1016/0031-9422(92)83711-7
195849 Equisetum ramosissimum: 10.1016/0031-9422(92)83711-7
3259 Equisetum giganteum: 10.1016/0031-9422(92)83711-7
872808 Polypodium virginianum: 10.1016/0031-9422(92)83711-7
174657 Oreopteris: 10.1016/0031-9422(92)83711-7
127539 Equisetum bogotense:
306132 Cryptogramma crispa: 10.1016/0031-9422(92)83711-7
173899 Phegopteris connectilis: 10.1016/0031-9422(92)83711-7
3281 Onoclea sensibilis: 10.1016/0031-9422(92)83711-7
3285 Osmunda regalis: 10.1016/0031-9422(92)83711-7
58048 Polypodium vulgare: 10.1016/0031-9422(92)83711-7
3289 Dryopteris filix-mas: 10.1016/0031-9422(92)83711-7
32112 Cystopteris fragilis: 10.1016/0031-9422(92)83711-7
1352538 Asplenium obovatum: 10.1016/0031-9422(92)83711-7
672197 Polystichum braunii: 10.1016/0031-9422(92)83711-7
983335 Polystichum aculeatum: 10.1016/0031-9422(92)83711-7
231679 Equisetum sylvaticum: 10.1016/0031-9422(94)00658-G
3260 Equisetum telmateia: 10.1016/0031-9422(94)00658-G
3258 Equisetum arvense:
231681 Equisetum pratense: 10.1016/0031-9422(94)00658-G
120691 Struthiopteris castanea: 10.1016/S0031-9422(02)00540-X
114457 Struthiopteris spicant: 10.1016/S0031-9422(02)00540-X
1054337 Lomaridium contiguum: 10.1016/S0031-9422(02)00540-X
120713 Brainea insignis: 10.1248/CPB.58.868
115492 Livistona chinensis: 10.1016/J.FITOTE.2011.09.020
42345 Phoenix dactylifera: 10.1007/BF02896679
379307 Typha capensis: 10.1080/00021369.1988.10868657
4733 Typha latifolia: 10.1080/00021369.1988.10868657
754786 Smilax excelsa: 10.1007/S10600-010-9594-5
9606 Homo sapiens: -
703614 Smilax glabra Roxb.: -
33090 Plants: -

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

Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
Dong Zhang, Mojiao Zhao, Yumei Li, Dafang Zhang, Yong Yang, Lijing Li. Natural Xanthine Oxidase Inhibitor 5-O-Caffeoylshikimic Acid Ameliorates Kidney Injury Caused by Hyperuricemia in Mice. Molecules (Basel, Switzerland). 2021 Dec; 26(23):. doi: 10.3390/molecules26237307. [PMID: 34885887]
Benjamin J Knollenberg, Jingjing Liu, Shu Yu, Hong Lin, Li Tian. Cloning and functional characterization of a p-coumaroyl quinate/shikimate 3'-hydroxylase from potato (Solanum tuberosum). Biochemical and biophysical research communications. 2018 02; 496(2):462-467. doi: 10.1016/j.bbrc.2018.01.075. [PMID: 29337064]
Mohamed A Farag, Heba Handoussa, Mostafa I Fekry, Ludger A Wessjohann. Metabolite profiling in 18 Saudi date palm fruit cultivars and their antioxidant potential via UPLC-qTOF-MS and multivariate data analyses. Food & function. 2016 Feb; 7(2):1077-86. doi: 10.1039/c5fo01570g. [PMID: 26781334]
Saïda Chideh, Serge Pilard, Jacques Attoumbré, Robert Saguez, Alshaimaa Hassan-Abdallah, Dominique Cailleu, Anne Wadouachi, Sylvie Baltora-Rosset. 5-O-caffeoylshikimic acid from Solanum somalense leaves: advantage of centrifugal partition chromatography over conventional column chromatography. Journal of separation science. 2014 Sep; 37(17):2331-9. doi: 10.1002/jssc.201400226. [PMID: 24962011]
Zhao-Guang Zheng, Ting-Ting Duan, Bao He, Dan Tang, Xiao-Bin Jia, Ru-Shang Wang, Jia-Xiao Zhu, You-Hua Xu, Quan Zhu, Liang Feng. Macrophage biospecific extraction and HPLC-ESI-MSn analysis for screening immunological active components in Smilacis Glabrae Rhizoma. Journal of pharmaceutical and biomedical analysis. 2013 Apr; 77(?):44-8. doi: 10.1016/j.jpba.2013.01.003. [PMID: 23384550]
Qing-Feng Zhang, Hon-Yeung Cheung, Ling-Bin Zeng. Development of HPLC fingerprint for species differentiation and quality assessment of Rhizoma Smilacis Glabrae. Journal of natural medicines. 2013 Jan; 67(1):207-11. doi: 10.1007/s11418-012-0648-9. [PMID: 22382863]
Chao Wang, Liping Zhu, Jingzhi Yang, Chuangjun Li, Dongming Zhang. [Chemical constituents from Sarcandra glabra]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Mar; 35(6):714-7. doi: 10.4268/cjcmm20100612. [PMID: 20545194]
Maike Petersen, Yana Abdullah, Johannes Benner, David Eberle, Katja Gehlen, Stephanie Hücherig, Verena Janiak, Kyung Hee Kim, Marion Sander, Corinna Weitzel, Stefan Wolters. Evolution of rosmarinic acid biosynthesis. Phytochemistry. 2009 Oct; 70(15-16):1663-79. doi: 10.1016/j.phytochem.2009.05.010. [PMID: 19560175]