Cedar acid (BioDeep_00000860881)

Main id: BioDeep_00000001643

 

PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


InChI=1\C9H10O5\c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10\h3-4,10H,1-2H3,(H,11,12

化学式: C9H10O5 (198.0528)
中文名称: 丁香酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=CC(=CC(=C1O)OC)C(=O)O
InChI: InChI=1S/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12)

描述信息

D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents
Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation.
Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation.

同义名列表

28 个代谢物同义名

InChI=1\C9H10O5\c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10\h3-4,10H,1-2H3,(H,11,12; 4-10-00-01995 (Beilstein Handbook Reference); Benzoic acid, 4-hydroxy-3,5-dimethoxy-; 4-Hydroxy-3,5-dimethoxy-benzoic acid; 3,5-Dimethoxy-4-hydroxybenzoic acid; 4-Hydroxy-3,5-dimethoxybenzoic acid; 3,5-Dimethoxy-4-hydroxybenzyl acid; Gallic acid 3,5-dimethyl ether; EINECS 208-486-8; Spectrum5_000963; Spectrum3_001866; SpecPlus_000485; BSPBio_003312; Syringic acid; DivK1c_006581; KBio1_001525; KBio3_002814; S6881_SIGMA; BRN 2115262; Cedar acid; ST5214746; AI3-24376; NSC 2129; 530-57-4; NSC2129; C10833; Syringic acid; Syringic acid



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)

267 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 14 AKR1B1, ANG, BCL2, CASP3, CASP8, CASP9, CAT, CCND1, MAPK14, NFE2L2, NOS2, PIK3CA, PTGS2, VEGFA
Peripheral membrane protein 2 ACHE, PTGS2
Endoplasmic reticulum membrane 3 BCL2, NRF1, PTGS2
Nucleus 12 ACHE, ANG, BCL2, CASP3, CASP8, CASP9, CCND1, MAPK14, NFE2L2, NOS2, NRF1, VEGFA
cytosol 14 AKR1B1, ANG, BCL2, CASP3, CASP8, CASP9, CAT, CCND1, GPT, MAPK14, NFE2L2, NOS2, NRF1, PIK3CA
centrosome 2 CCND1, NFE2L2
nucleoplasm 8 AKR1B1, CASP3, CASP8, CCND1, MAPK14, NFE2L2, NOS2, NRF1
RNA polymerase II transcription regulator complex 1 NFE2L2
Cell membrane 2 ACHE, TNF
lamellipodium 2 CASP8, PIK3CA
Synapse 1 ACHE
cell surface 3 ACHE, TNF, VEGFA
glutamatergic synapse 2 CASP3, MAPK14
Golgi apparatus 3 ACHE, NFE2L2, VEGFA
Golgi membrane 1 INS
growth cone 1 ANG
neuromuscular junction 1 ACHE
neuronal cell body 3 ANG, CASP3, TNF
Cytoplasm, cytosol 2 NFE2L2, NOS2
plasma membrane 5 ACHE, NFE2L2, NOS2, PIK3CA, TNF
Membrane 4 ACHE, BCL2, CAT, VEGFA
caveola 1 PTGS2
extracellular exosome 4 AKR1B1, CAT, GPT, NRF1
endoplasmic reticulum 3 BCL2, PTGS2, VEGFA
extracellular space 7 ACHE, AKR1B1, ANG, IL6, INS, TNF, VEGFA
perinuclear region of cytoplasm 3 ACHE, NOS2, PIK3CA
adherens junction 1 VEGFA
bicellular tight junction 1 CCND1
intercalated disc 1 PIK3CA
mitochondrion 6 AKR1B1, BCL2, CASP8, CASP9, CAT, MAPK14
protein-containing complex 5 BCL2, CASP8, CASP9, CAT, PTGS2
intracellular membrane-bounded organelle 1 CAT
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
Secreted 5 ACHE, ANG, IL6, INS, VEGFA
extracellular region 8 ACHE, ANG, CAT, IL6, INS, MAPK14, TNF, VEGFA
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, CASP8
mitochondrial matrix 1 CAT
Extracellular side 1 ACHE
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CCND1
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
actin cytoskeleton 1 ANG
nucleolus 1 ANG
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
recycling endosome 1 TNF
Single-pass type II membrane protein 2 NRF1, TNF
Cell projection, lamellipodium 1 CASP8
Cytoplasm, perinuclear region 1 NOS2
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 CAT
extracellular matrix 1 VEGFA
Peroxisome 2 CAT, NOS2
basement membrane 2 ACHE, ANG
Peroxisome matrix 1 CAT
peroxisomal matrix 2 CAT, NOS2
peroxisomal membrane 1 CAT
secretory granule 1 VEGFA
nuclear speck 1 MAPK14
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 1 PTGS2
chromatin 2 NFE2L2, NRF1
mediator complex 1 NFE2L2
phagocytic cup 1 TNF
Chromosome 1 ANG
cytoskeleton 1 CASP8
Nucleus, nucleolus 1 ANG
spindle pole 1 MAPK14
Lipid-anchor, GPI-anchor 1 ACHE
endosome lumen 1 INS
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
cell body 1 CASP8
side of membrane 1 ACHE
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 2 CAT, MAPK14
secretory granule lumen 3 CAT, INS, MAPK14
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 IL6, INS, PTGS2
transcription repressor complex 1 CCND1
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
endocytic vesicle 1 ANG
transport vesicle 1 INS
Single-pass type III membrane protein 1 NRF1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
apoptosome 1 CASP9
synaptic cleft 1 ACHE
protein-DNA complex 1 NFE2L2
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 NOS2
angiogenin-PRI complex 1 ANG
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Isoform H]: Cell membrane 1 ACHE
cyclin D1-CDK6 complex 1 CCND1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
caspase complex 1 CASP9
[Endoplasmic reticulum membrane sensor NFE2L1]: Endoplasmic reticulum membrane 1 NRF1
[Transcription factor NRF1]: Nucleus 1 NRF1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

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  • Siyin Yang, Yiran Zheng, Yuting Guo, Zixuan Cen, Yan Dong. Allelopathic effect of phenolic acids in various extracts of wheat against Fusarium wilt in faba bean. Functional plant biology : FPB. 2023 Oct; ?(?):. doi: 10.1071/fp23052. [PMID: 37852089]
  • Fengdan Wang, Yanqing Qi, Yakun Gao, Zhifang Wang, Xiaowei Shen, Hongyu Wu. Syringic acid suppresses ferroptosis of skeletal muscle cells to alleviate lower limb ischemia/reperfusion injury in mice via the HMGB1 pathway. Chemical biology & drug design. 2023 Aug; ?(?):. doi: 10.1111/cbdd.14326. [PMID: 37604776]
  • Fatih Avdatek, Muhammed Enes İnanç, Mehmet Fuat Gülhan, Şükrü Güngör, Deniz Yeni, Kemal Tuna Olğaç, Barış Denk, Umut Taşdemir. Investigation of the effects of syringic acid supplemented to Tris semen diluent on ram semen freezability. Reproduction in domestic animals = Zuchthygiene. 2023 Jul; 58(7):997-1004. doi: 10.1111/rda.14393. [PMID: 37212662]
  • Małgorzata Stryjecka, Barbara Krochmal-Marczak, Tomasz Cebulak, Anna Kiełtyka-Dadasiewicz. Assessment of Phenolic Acid Content and Antioxidant Properties of the Pulp of Five Pumpkin Species Cultivated in Southeastern Poland. International journal of molecular sciences. 2023 May; 24(10):. doi: 10.3390/ijms24108621. [PMID: 37239966]
  • Visessakseth So, Philip Poul, Sokunvary Oeung, Pich Srey, Kimchhay Mao, Huykhim Ung, Poliny Eng, Mengkhim Heim, Marnick Srun, Chantha Chheng, Sin Chea, Tarapong Srisongkram, Natthida Weerapreeyakul. Bioactive Compounds, Antioxidant Activities, and HPLC Analysis of Nine Edible Sprouts in Cambodia. Molecules (Basel, Switzerland). 2023 Mar; 28(6):. doi: 10.3390/molecules28062874. [PMID: 36985845]
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  • Yunke Huang, Min Xu, Junfeng Li, Ken Chen, Liang Xia, Wei Wang, Ping Ren, Xi Huang. Ex vivo to in vivo extrapolation of syringic acid and ferulic acid as grape juice proxies for endothelium-dependent vasodilation: Redefining vasoprotective resveratrol of the French paradox. Food chemistry. 2021 Nov; 363(?):130323. doi: 10.1016/j.foodchem.2021.130323. [PMID: 34247035]
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  • Minho Won, Sunkyung Choi, Seonghye Cheon, Eun-Mi Kim, Taeg Kyu Kwon, Jaewhan Kim, Yong-Eun Kim, Kyung-Cheol Sohn, Gang Min Hur, Kee K Kim. Octyl syringate is preferentially cytotoxic to cancer cells via lysosomal membrane permeabilization and autophagic flux inhibition. Cell biology and toxicology. 2021 Sep; ?(?):. doi: 10.1007/s10565-021-09653-6. [PMID: 34523043]
  • Pradeep Singh, Muhammad Arif, Abdul Qadir, Pushpendra Kannojia. Simultaneous Analytical Efficiency Evaluation Using an HPTLC Method for the Analysis of Syringic Acid and Vanillic Acid and Their Anti-Oxidant Capacity from Methanol Extract of Ricinus communis L. and Euphorbia hirta L. Journal of AOAC International. 2021 Aug; 104(4):1188-1195. doi: 10.1093/jaoacint/qsaa171. [PMID: 33351060]
  • Sunanda Panda, Anand Kar, Meenakshi Singh, Ram Kumar Singh, Ankit Ganeshpurkar. Syringic acid, a novel thyroid hormone receptor-β agonist, ameliorates propylthiouracil-induced thyroid toxicity in rats. Journal of biochemical and molecular toxicology. 2021 Aug; 35(8):e22814. doi: 10.1002/jbt.22814. [PMID: 34047416]
  • Joel B Johnson, Daniel J Skylas, Janice S Mani, Jinle Xiang, Kerry B Walsh, Mani Naiker. Phenolic Profiles of Ten Australian Faba Bean Varieties. Molecules (Basel, Switzerland). 2021 Jul; 26(15):. doi: 10.3390/molecules26154642. [PMID: 34361795]
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  • Cordelia Mano John, Sumathy Arockiasamy. 3,5-Dimethoxy-4-benzoic acid (syringic acid) a natural phenolic acid reduces reactive oxygen species in differentiated 3T3-L1 adipocytes. In vitro cellular & developmental biology. Animal. 2021 Apr; 57(4):386-394. doi: 10.1007/s11626-021-00549-7. [PMID: 33772407]
  • Youssef Elamine, Badiaa Lyoussi, Maria G Miguel, Ofélia Anjos, Letícia Estevinho, Manuel Alaiz, Julio Girón-Calle, Jesús Martín, Javier Vioque. Physicochemical characteristics and antiproliferative and antioxidant activities of Moroccan Zantaz honey rich in methyl syringate. Food chemistry. 2021 Mar; 339(?):128098. doi: 10.1016/j.foodchem.2020.128098. [PMID: 33152883]
  • Congyong Sun, Wenjing Li, Huiyun Zhang, Michael Adu-Frimpong, Ping Ma, Yuan Zhu, Wenwen Deng, Jiangnan Yu, Ximing Xu. Improved Oral Bioavailability and Hypolipidemic Effect of Syringic Acid via a Self-microemulsifying Drug Delivery System. AAPS PharmSciTech. 2021 Jan; 22(1):45. doi: 10.1208/s12249-020-01901-y. [PMID: 33439366]
  • Marzieh Rashedinia, Mohammad Javad Khoshnoud, Bahman Khalvati Fahlyan, Seyedeh-Sara Hashemi, Mahshid Alimohammadi, Zahra Sabahi. Syringic Acid: A Potential Natural Compound for the Management of Renal Oxidative Stress and Mitochondrial Biogenesis in Diabetic Rats. Current drug discovery technologies. 2021; 18(3):405-413. doi: 10.2174/1570163817666200211101228. [PMID: 32072913]
  • Jin Liu, Weiming Wang, Limin Chen, Yachai Li, Shuimiao Zhao, Yijuan Liang. Chemoprotective Effect of Syringic Acid on Cyclophosphamide Induced Ovarian Damage via Inflammatory Pathway. Journal of oleo science. 2021; 70(5):675-683. doi: 10.5650/jos.ess21023. [PMID: 33952792]
  • Quan V Vo, Mai Van Bay, Pham Cam Nam, Duong Tuan Quang, Matthew Flavel, Nguyen Thi Hoa, Adam Mechler. Theoretical and Experimental Studies of the Antioxidant and Antinitrosant Activity of Syringic Acid. The Journal of organic chemistry. 2020 12; 85(23):15514-15520. doi: 10.1021/acs.joc.0c02258. [PMID: 33150788]
  • Cordelia Mano John, Sumathy Arockiasamy. Syringic acid (4-hydroxy-3,5-dimethoxybenzoic acid) inhibits adipogenesis and promotes lipolysis in 3T3-L1 adipocytes. Natural product research. 2020 Dec; 34(23):3432-3436. doi: 10.1080/14786419.2019.1573820. [PMID: 30777451]
  • Eri Adams, Takae Miyazaki, Ju Yeon Moon, Yuji Sawada, Muneo Sato, Kiminori Toyooka, Masami Yokota Hirai, Ryoung Shin. Syringic Acid Alleviates Cesium-Induced Growth Defect in Arabidopsis. International journal of molecular sciences. 2020 Nov; 21(23):. doi: 10.3390/ijms21239116. [PMID: 33266116]
  • Anna Ziolkowska, Bozena Debska, Magdalena Banach-Szott. Content of Phenolic Compounds in Meadow Vegetation and Soil Depending on the Isolation Method. Molecules (Basel, Switzerland). 2020 Nov; 25(22):. doi: 10.3390/molecules25225462. [PMID: 33266357]
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  • Gen Liu, Bo-Fang Zhang, Qi Hu, Xiao-Pei Liu, Jing Chen. Syringic acid mitigates myocardial ischemia reperfusion injury by activating the PI3K/Akt/GSK-3β signaling pathway. Biochemical and biophysical research communications. 2020 10; 531(2):242-249. doi: 10.1016/j.bbrc.2020.07.047. [PMID: 32798018]
  • Fatma Bendimerad-Mouttas, Mohamed Choukri Beghdad, Imad Abdelhamid El Haci, Zoubida Soualem, Meriem Belarbi, Fawzia Atik Bekkara. Bioactive compounds and antioxidant activity of Rhaponticum acaule (L.) DC. Natural product research. 2020 Jun; 34(11):1553-1557. doi: 10.1080/14786419.2018.1516664. [PMID: 30580609]
  • Ana Paula Dalmagro, Anderson Camargo, Natália B Pedron, Suliana A M Garcia, Ana Lúcia B Zeni. Morus nigra leaves extract revokes the depressive-like behavior, oxidative stress, and hippocampal damage induced by corticosterone: a pivotal role of the phenolic syringic acid. Behavioural pharmacology. 2020 06; 31(4):397-406. doi: 10.1097/fbp.0000000000000549. [PMID: 32040015]
  • Sumayya Shahzad, Somaiya Mateen, Tasneem Kausar, Syed Shariq Naeem, Asif Hasan, Minhal Abidi, Shahid M Nayeem, Abul Faiz Faizy, Shagufta Moin. Effect of syringic acid and syringaldehyde on oxidative stress and inflammatory status in peripheral blood mononuclear cells from patients of myocardial infarction. Naunyn-Schmiedeberg's archives of pharmacology. 2020 04; 393(4):691-704. doi: 10.1007/s00210-019-01768-2. [PMID: 31822939]
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  • Manjunatha S, Althaf Hussain Shaik, Maruthi Prasad E, Suliman Yousef Al Omar, Altaf Mohammad, Lakshmi Devi Kodidhela. Combined cardio-protective ability of syringic acid and resveratrol against isoproterenol induced cardio-toxicity in rats via attenuating NF-kB and TNF-α pathways. Scientific reports. 2020 02; 10(1):3426. doi: 10.1038/s41598-020-59925-0. [PMID: 32099011]
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