M-Coumaric acid (BioDeep_00000001700)

 

Secondary id: BioDeep_00000409201

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


trans-3-(m-Hydroxyphenyl)-2-propenoic acid

化学式: C9H8O3 (164.0473)
中文名称: 香豆酸, 反式-3-羟基肉桂酸, 3-羟基肉桂酸
谱图信息: 最多检出来源 Viridiplantae(plant) 25.16%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

M-Coumaric acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/m-coumaric_acid (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000001700). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CC(=CC(=C1)O)C=CC(=O)O
InChI: InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+

描述信息

m-Coumaric acid, also known as 3-coumarate, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. m-Coumaric acid exists in all living organisms, ranging from bacteria to humans. m-Coumaric acid (CAS: 588-30-7) is a polyphenol metabolite from caffeic acid, formed by the gut microflora. Outside of the human body, m-Coumaric acid is found, on average, in the highest concentration within a few different foods, such as olives, corns, and beers. m-Coumaric acid has also been detected, but not quantified in several different foods, such as carrots, strawberries, grape wines, garden tomato, and bilberries. MCT-mediated absorption of phenolic compounds per se and their colonic metabolites would exert a significant impact on human health (PMID:16870009, 15479001, 15479001). m-Coumaric acid is transported by the monocarboxylic acid transporter (MCT). The amount of this compound in human biofluids is diet-dependant. m-Coumaric acid is detected after the consumption of whole grain.
Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers, o-coumaric acid, m-coumaric acid, and p-coumaric acid, that differ by the position of the hydroxy substitution of the phenyl group. p-Coumaric acid is the most abundant isomer of the three in nature. m-Coumaric acid is found in many foods, some of which are corn, garden tomato (variety), grape wine, and beer.
Acquisition and generation of the data is financially supported in part by CREST/JST.
(E)-m-Coumaric acid (3-Hydroxycinnamic acid) is an aromatic acid that highly abundant in food. (E)-m-Coumaric acid (3-Hydroxycinnamic acid) is an antioxidant.
(E)-m-Coumaric acid (3-Hydroxycinnamic acid) is an aromatic acid that highly abundant in food. (E)-m-Coumaric acid (3-Hydroxycinnamic acid) is an antioxidant.
m-Coumaric acid is a polyphenol metabolite from caffeic acid, formed by the gut microflora and the amount in human biofluids is diet-dependant.
m-Coumaric acid is a polyphenol metabolite from caffeic acid, formed by the gut microflora and the amount in human biofluids is diet-dependant.

同义名列表

36 个代谢物同义名

trans-3-(m-Hydroxyphenyl)-2-propenoic acid; (2E)-3-(3-Hydroxyphenyl)prop-2-enoic acid; (2E)-3-(3-Hydroxyphenyl)-2-propenoic acid; (e)-3-(3-Hydroxyphenyl)-2-propenoic acid; (2E)-3-(3-Hydroxyphenyl)prop-2-enoate; (2E)-3-(3-Hydroxyphenyl)-2-propenoate; 3-(3-Hydroxyphenyl)prop-2-enoic acid; (2E)-3-(3-Hydroxyphenyl)acrylic acid; (e)-3-(3-Hydroxyphenyl)-2-propenoate; 3-(3-Hydroxyphenyl)-2-propenoic acid; (E)-3-(3-Hydroxyphenyl)acrylic acid; 3-(3-Hydroxyphenyl)-2-propenoate; 3-(3-Hydroxyphenyl)prop-2-enoate; (2E)-3-(3-Hydroxyphenyl)acrylate; 3-(3-Hydroxyphenyl)acrylsaeure; trans-m-Hydroxycinnamic acid; trans-3-Hydroxycinnamic acid; 3-(3-Hydroxyphenyl)acrylate; 3-Coumaric acid, (e)-isomer; (E)-3-Hydroxycinnamic acid; trans-3-Hydroxycinnamate; m-Hydroxy-cinnamic acid; m-Hydroxycinnamic acid; 3-Hydroxycinnamic acid; trans-m-Coumaric acid; m-Hydroxy-cinnamate; m-Hydroxycinnamate; 3-Hydroxycinnamate; Meta-coumaric acid; trans-3-Coumarate; m-Coumaric acid; 3-Coumaric acid; 3-Coumarate; m-Coumarate; (E)-m-Coumaric acid; trans-3-Hydroxycinnamate



数据库引用编号

28 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

5 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(4)

PharmGKB(0)

76 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。

亚细胞结构定位 关联基因列表
Cytoplasm 7 ANXA5, BDNF, CACNA1A, CACNA1S, CASP3, CAT, PIK3CA
Peripheral membrane protein 4 ANXA5, CYP1B1, HSD17B6, PRTN3
Endoplasmic reticulum membrane 3 CYP1B1, HMGCR, SLC35A2
Nucleus 2 CACNA1A, CASP3
cytosol 7 ANXA5, CASP3, CAT, LIPE, PIK3CA, PRTN3, SLC22A16
dendrite 1 BDNF
nucleoplasm 2 CASP3, SLC35A2
Cell membrane 5 CACNA1A, LIPE, PRTN3, SLC22A16, TNF
lamellipodium 1 PIK3CA
Cytoplasmic granule 1 PRTN3
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 5 CACNA1A, CACNA1S, HMGCR, SLC22A16, SLC35A2
Golgi apparatus membrane 1 SLC35A2
Synapse 1 CACNA1A
cell surface 1 TNF
glutamatergic synapse 1 CASP3
Golgi apparatus 1 SLC35A2
Golgi membrane 2 INS, SLC35A2
lysosomal membrane 1 GAA
neuronal cell body 3 CACNA1A, CASP3, TNF
sarcolemma 1 ANXA5
synaptic vesicle 1 BDNF
Cytoplasm, cytosol 1 LIPE
Lysosome 1 GAA
plasma membrane 7 CACNA1A, CACNA1S, GAA, PIK3CA, PRTN3, SLC22A16, TNF
Membrane 10 ANXA5, BDNF, CACNA1A, CACNA1S, CAT, CYP1B1, GAA, HMGCR, LIPE, SLC22A16
axon 1 BDNF
caveola 1 LIPE
extracellular exosome 5 AMY2A, ANXA5, CAT, GAA, PRTN3
Lysosome membrane 1 GAA
Lumenal side 1 HSD17B6
endoplasmic reticulum 3 HMGCR, HSD17B6, SLC35A2
extracellular space 7 AMY2A, BDNF, IL6, INS, PNLIP, PRTN3, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 BDNF, PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 2 CAT, CYP1B1
protein-containing complex 1 CAT
intracellular membrane-bounded organelle 5 CAT, CYP1B1, GAA, HSD17B6, PRTN3
Microsome membrane 2 CYP1B1, HSD17B6
postsynaptic density 1 CASP3
Secreted 6 BDNF, GAA, IL6, INS, PNLIP, PRTN3
extracellular region 10 AMY2A, ANXA5, BDNF, CAT, GAA, IL6, INS, PNLIP, PRTN3, TNF
mitochondrial matrix 1 CAT
Extracellular side 1 PRTN3
external side of plasma membrane 2 ANXA5, TNF
T-tubule 1 CACNA1S
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 PRTN3, TNF
focal adhesion 2 ANXA5, CAT
Peroxisome 1 CAT
sarcoplasmic reticulum 1 CACNA1S
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 2 CAT, HMGCR
collagen-containing extracellular matrix 1 ANXA5
Zymogen granule membrane 1 ANXA5
cell projection 1 CACNA1A
phagocytic cup 1 TNF
endosome lumen 1 INS
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
I band 1 CACNA1S
monoatomic ion channel complex 1 CACNA1A
[Isoform 1]: Endoplasmic reticulum membrane 1 SLC35A2
tertiary granule membrane 1 GAA
Peroxisome membrane 1 HMGCR
Cell membrane, sarcolemma, T-tubule 1 CACNA1S
plasma membrane raft 1 PRTN3
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 BDNF, IL6, INS
voltage-gated calcium channel complex 2 CACNA1A, CACNA1S
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
azurophil granule membrane 1 GAA
azurophil granule lumen 1 PRTN3
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
vesicle membrane 1 ANXA5
ficolin-1-rich granule membrane 1 GAA
death-inducing signaling complex 1 CASP3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
autolysosome lumen 1 GAA
[Isoform 2]: Golgi apparatus membrane 1 SLC35A2
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
L-type voltage-gated calcium channel complex 1 CACNA1S
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Jun-Lan Xiong, Ni Ma. Transcriptomic and Metabolomic Analyses Reveal That Fullerol Improves Drought Tolerance in Brassica napus L. International journal of molecular sciences. 2022 Dec; 23(23):. doi: 10.3390/ijms232315304. [PMID: 36499633]
  • Julia Wohl, Maike Petersen. Phenolic metabolism in the hornwort Anthoceros agrestis: 4-coumarate CoA ligase and 4-hydroxybenzoate CoA ligase. Plant cell reports. 2020 Sep; 39(9):1129-1141. doi: 10.1007/s00299-020-02552-w. [PMID: 32405654]
  • Sonia Losada-Barreiro, Carlos Bravo-Díaz. Free radicals and polyphenols: The redox chemistry of neurodegenerative diseases. European journal of medicinal chemistry. 2017 Jun; 133(?):379-402. doi: 10.1016/j.ejmech.2017.03.061. [PMID: 28415050]
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  • Xiao-Ling Jin, Xia Wei, Feng-Ming Qi, Sha-Sha Yu, Bo Zhou, Shi Bai. Characterization of hydroxycinnamic acid derivatives binding to bovine serum albumin. Organic & biomolecular chemistry. 2012 May; 10(17):3424-31. doi: 10.1039/c2ob25237f. [PMID: 22434333]
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  • Sirichai Adisakwattana, Preecha Moonsan, Sirintorn Yibchok-Anun. Insulin-releasing properties of a series of cinnamic acid derivatives in vitro and in vivo. Journal of agricultural and food chemistry. 2008 Sep; 56(17):7838-44. doi: 10.1021/jf801208t. [PMID: 18651742]
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  • Sandrine P Claus, Tsz M Tsang, Yulan Wang, Olivier Cloarec, Eleni Skordi, François-Pierre Martin, Serge Rezzi, Alastair Ross, Sunil Kochhar, Elaine Holmes, Jeremy K Nicholson. Systemic multicompartmental effects of the gut microbiome on mouse metabolic phenotypes. Molecular systems biology. 2008; 4(?):219. doi: 10.1038/msb.2008.56. [PMID: 18854818]
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