Caffeoyl-CoA (BioDeep_00000001074)

 

Secondary id: BioDeep_00000912140

PANOMIX_OTCML-2023


代谢物信息卡片


S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enethioate

化学式: C30H42N7O19P3S (929.1468972000001)
中文名称:
谱图信息: 最多检出来源 Macaca mulatta(otcml) 1.56%

分子结构信息

SMILES: CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)C=CC4=CC(=C(C=C4)O)O)O
InChI: InChI=1S/C30H42N7O19P3S/c1-30(2,25(43)28(44)33-8-7-20(40)32-9-10-60-21(41)6-4-16-3-5-17(38)18(39)11-16)13-53-59(50,51)56-58(48,49)52-12-19-24(55-57(45,46)47)23(42)29(54-19)37-15-36-22-26(31)34-14-35-27(22)37/h3-6,11,14-15,19,23-25,29,38-39,42-43H,7-10,12-13H2,1-2H3,(H,32,40)(H,33,44)(H,48,49)(H,50,51)(H2,31,34,35)(H2,45,46,47)/t19-,23-,24-,25+,29-/m1/s1

描述信息

Caffeoyl-CoA is an acyl CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of caffeic acid. It is functionally related to a caffeic acid. It is a conjugate acid of a caffeoyl-CoA(4-).
An acyl CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of caffeic acid.

同义名列表

20 个代谢物同义名

S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enethioate; 3-phosphoadenosine 5-{3-[(3R)-4-{[3-({2-[(2E)-(3,4-dihydroxyphenylprop-2-enoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}; 3-phosphoadenosine 5-{3-[(3R)-4-{[3-({2-[(3,4-dihydroxyphenylprop-2-enoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}; Coenzyme A, S-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate]; (2E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl-CoA; trans-3,4-dihydroxycinnamoyl-coenzyme A; (E)-3,4-dihydroxycinnamoyl-coenzyme A; 3,4-dihydroxyacryloyl-Coenzyme A; trans-3,4-dihydroxycinnamoyl-CoA; (E)-3,4-dihydroxycinnamoyl-CoA; QHRGJMIMHCLHRG-ZSELIEHESA-N; trans-caffeoyl-coenzyme A; 3,4-dihydroxyacryloyl-CoA; (E)-caffeoyl-coenzyme A; coenzyme A, caffeoyl-; caffeoyl-coenzyme A; Caffeoyl-Coenzym A; trans-caffeoyl-CoA; Caffeoyl-CoA; CoA 9:5;O2



数据库引用编号

20 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

364 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(362)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(2)

PharmGKB(0)

2 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

  • Guang Yang, Wenqiu Pan, Ruoyu Zhang, Yan Pan, Qifan Guo, Weining Song, Weijun Zheng, Xiaojun Nie. Genome-wide identification and characterization of caffeoyl-coenzyme A O-methyltransferase genes related to the Fusarium head blight response in wheat. BMC genomics. 2021 Jul; 22(1):504. doi: 10.1186/s12864-021-07849-y. [PMID: 34218810]
  • Ping-Ping Wang, Hui Liu, Shuai Gao, Ai-Xia Cheng. Functional Characterization of a Hydroxyacid/Alcohol Hydroxycinnamoyl Transferase Produced by the Liverwort Marchantia emarginata. Molecules (Basel, Switzerland). 2017 Oct; 22(11):. doi: 10.3390/molecules22111854. [PMID: 29088080]
  • Brent Wiens, Vincenzo De Luca. Molecular and biochemical characterization of a benzenoid/phenylpropanoid meta/para-O-methyltransferase from Rauwolfia serpentina roots. Phytochemistry. 2016 Dec; 132(?):5-15. doi: 10.1016/j.phytochem.2016.10.004. [PMID: 27771009]
  • Alexander M Walker, Steven A Sattler, Matt Regner, Jeffrey P Jones, John Ralph, Wilfred Vermerris, Scott E Sattler, ChulHee Kang. The Structure and Catalytic Mechanism of Sorghum bicolor Caffeoyl-CoA O-Methyltransferase. Plant physiology. 2016 09; 172(1):78-92. doi: 10.1104/pp.16.00845. [PMID: 27457122]
  • Nur Fariza M Shaipulah, Joëlle K Muhlemann, Benjamin D Woodworth, Alex Van Moerkercke, Julian C Verdonk, Aldana A Ramirez, Michel A Haring, Natalia Dudareva, Robert C Schuurink. CCoAOMT Down-Regulation Activates Anthocyanin Biosynthesis in Petunia. Plant physiology. 2016 Feb; 170(2):717-31. doi: 10.1104/pp.15.01646. [PMID: 26620524]
  • Matías Ariel Valiñas, María Luciana Lanteri, Arjen ten Have, Adriana Balbina Andreu. Chlorogenic Acid Biosynthesis Appears Linked with Suberin Production in Potato Tuber (Solanum tuberosum). Journal of agricultural and food chemistry. 2015 May; 63(19):4902-13. doi: 10.1021/jf505777p. [PMID: 25921651]
  • Xiaoxiao Peng, Weidong Li, Wenquan Wang, Genben Bai. Cloning and characterization of a cDNA coding a hydroxycinnamoyl-CoA quinate hydroxycinnamoyl transferase involved in chlorogenic acid biosynthesis in Lonicera japonica. Planta medica. 2010 Nov; 76(16):1921-6. doi: 10.1055/s-0030-1250020. [PMID: 20539970]
  • Joost Lücker, Stefan Martens, Steven T Lund. Characterization of a Vitis vinifera cv. Cabernet Sauvignon 3',5'-O-methyltransferase showing strong preference for anthocyanins and glycosylated flavonols. Phytochemistry. 2010 Sep; 71(13):1474-84. doi: 10.1016/j.phytochem.2010.05.027. [PMID: 20580386]
  • Jakub G Kopycki, Daniel Rauh, Alexander A Chumanevich, Piotr Neumann, Thomas Vogt, Milton T Stubbs. Biochemical and structural analysis of substrate promiscuity in plant Mg2+-dependent O-methyltransferases. Journal of molecular biology. 2008 Apr; 378(1):154-64. doi: 10.1016/j.jmb.2008.02.019. [PMID: 18342334]
  • Kevin C Lam, Ragai K Ibrahim, Bahareh Behdad, Selvadurai Dayanandan. Structure, function, and evolution of plant O-methyltransferases. Genome. 2007 Nov; 50(11):1001-13. doi: 10.1139/g07-077. [PMID: 18059546]
  • Richard Lukacin, Ulrich Matern, Silvia Specker, Thomas Vogt. Cations modulate the substrate specificity of bifunctional class I O-methyltransferase from Ammi majus. FEBS letters. 2004 Nov; 577(3):367-70. doi: 10.1016/j.febslet.2004.10.032. [PMID: 15556611]
  • Ricarda Niggeweg, Anthony J Michael, Cathie Martin. Engineering plants with increased levels of the antioxidant chlorogenic acid. Nature biotechnology. 2004 Jun; 22(6):746-54. doi: 10.1038/nbt966. [PMID: 15107863]
  • Mwafaq Ibdah, Xing-Hai Zhang, Jürgen Schmidt, Thomas Vogt. A novel Mg(2+)-dependent O-methyltransferase in the phenylpropanoid metabolism of Mesembryanthemum crystallinum. The Journal of biological chemistry. 2003 Nov; 278(45):43961-72. doi: 10.1074/jbc.m304932200. [PMID: 12941960]
  • Laurent Hoffmann, Stephane Maury, Francoise Martz, Pierrette Geoffroy, Michel Legrand. Purification, cloning, and properties of an acyltransferase controlling shikimate and quinate ester intermediates in phenylpropanoid metabolism. The Journal of biological chemistry. 2003 Jan; 278(1):95-103. doi: 10.1074/jbc.m209362200. [PMID: 12381722]
  • Till Beuerle, Eran Pichersky. Enzymatic synthesis and purification of aromatic coenzyme a esters. Analytical biochemistry. 2002 Mar; 302(2):305-12. doi: 10.1006/abio.2001.5574. [PMID: 11878812]
  • Scott A Harding, Jacqueline Leshkevich, Vincent L Chiang, Chung-Jui Tsai. Differential substrate inhibition couples kinetically distinct 4-coumarate:coenzyme a ligases with spatially distinct metabolic roles in quaking aspen. Plant physiology. 2002 Feb; 128(2):428-38. doi: 10.1104/pp.010603. [PMID: 11842147]
  • H Meyermans, K Morreel, C Lapierre, B Pollet, A De Bruyn, R Busson, P Herdewijn, B Devreese, J Van Beeumen, J M Marita, J Ralph, C Chen, B Burggraeve, M Van Montagu, E Messens, W Boerjan. Modifications in lignin and accumulation of phenolic glucosides in poplar xylem upon down-regulation of caffeoyl-coenzyme A O-methyltransferase, an enzyme involved in lignin biosynthesis. The Journal of biological chemistry. 2000 Nov; 275(47):36899-909. doi: 10.1074/jbc.m006915200. [PMID: 10934215]
  • N Obel, H V Scheller. Enzymatic synthesis and purification of caffeoyl-CoA, p-coumaroyl-CoA, and feruloyl-CoA. Analytical biochemistry. 2000 Nov; 286(1):38-44. doi: 10.1006/abio.2000.4760. [PMID: 11038271]
  • Z H Ye, R E Kneusel, U Matern, J E Varner. An alternative methylation pathway in lignin biosynthesis in Zinnia. The Plant cell. 1994 Oct; 6(10):1427-39. doi: 10.1105/tpc.6.10.1427. [PMID: 7994176]
  • R E Kneusel, U Matern, K Nicolay. Formation of trans-caffeoyl-CoA from trans-4-coumaroyl-CoA by Zn2+-dependent enzymes in cultured plant cells and its activation by an elicitor-induced pH shift. Archives of biochemistry and biophysics. 1989 Mar; 269(2):455-62. doi: 10.1016/0003-9861(89)90129-x. [PMID: 2919878]
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