coniferylferulate (BioDeep_00000000514)

 

Secondary id: BioDeep_00000866546

PANOMIX_OTCML-2023


代谢物信息卡片


2-PROPENOIC ACID, 3-(4-HYDROXY-3-METHOXYPHENYL)-, 3-(4-HYDROXY-3-METHOXYPHENYL)-2-PROPEN-1-YL ESTER

化学式: C20H20O6 (356.126)
中文名称: 阿魏酸松柏酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 41.38%

分子结构信息

SMILES: COC1=C(C=CC(=C1)C=CCOC(=O)C=CC2=CC(=C(C=C2)O)OC)O
InChI: InChI=1S/C20H20O6/c1-24-18-12-14(5-8-16(18)21)4-3-11-26-20(23)10-7-15-6-9-17(22)19(13-15)25-2/h3-10,12-13,21-22H,11H2,1-2H3/b4-3+,10-7+

描述信息

Coniferyl ferulate is a natural product found in Ligusticum striatum, Coreopsis venusta, and other organisms with data available.
See also: Angelica sinensis root oil (part of).
Coniferyl ferulate, a strong inhibitor of glutathione S-transferase (GST), reverses multidrug resistance and downregulates P-glycoprotein. Coniferyl ferulate shows strong inhibition of human placental GST with an IC50 of 0.3 μM.
Coniferyl ferulate, a strong inhibitor of glutathione S-transferase (GST), reverses multidrug resistance and downregulates P-glycoprotein. Coniferyl ferulate shows strong inhibition of human placental GST with an IC50 of 0.3 μM.

同义名列表

11 个代谢物同义名

2-PROPENOIC ACID, 3-(4-HYDROXY-3-METHOXYPHENYL)-, 3-(4-HYDROXY-3-METHOXYPHENYL)-2-PROPEN-1-YL ESTER; 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, 3-(4-hydroxy-3-methoxyphenyl)-2-propenyl ester; [(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate; 3-(4-Hydroxy-3-methoxyphenyl)allyl 3-(4-hydroxy-3-methoxyphenyl)acrylate; coniferyl ferulate, (E,E)-isomer; PGLIMMMHQDNVRS-YZQQHVNFSA-N; Coniferyl ferulate; coniferylferulate; UNII-3SK9G87Y9Q; 3SK9G87Y9Q; Coniferyl ferulate



数据库引用编号

10 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。

亚细胞结构定位 关联基因列表
Cytoplasm 15 ABCB1, AIMP2, BCL2, BCL2L1, CAMK2G, CTNNB1, ESR1, HPGDS, LTA4H, MAPK8, PPARG, PTGS2, SETD2, STAT3, VEGFA
Peripheral membrane protein 3 CAMK2G, ESR1, PTGS2
Endoplasmic reticulum membrane 2 BCL2, PTGS2
Mitochondrion membrane 1 BCL2L1
Nucleus 10 AIMP2, BCL2, CTNNB1, ESR1, LTA4H, MAPK8, PPARG, SETD2, STAT3, VEGFA
cytosol 13 AIMP2, BCL2, BCL2L1, BPGM, CAMK2G, CTNNB1, ESR1, HPGDS, IL1B, LTA4H, MAPK8, PPARG, STAT3
centrosome 2 BCL2L1, CTNNB1
nucleoplasm 9 CAMK2G, CTNNB1, ESR1, HPGDS, LTA4H, MAPK8, PPARG, SETD2, STAT3
RNA polymerase II transcription regulator complex 2 PPARG, STAT3
Cell membrane 4 ABCB1, CTNNB1, ESR1, TNF
Cytoplasmic side 3 BCL2L1, CAMK2G, ESR1
lamellipodium 1 CTNNB1
Multi-pass membrane protein 1 ABCB1
Synapse 2 CTNNB1, MAPK8
cell cortex 1 CTNNB1
cell junction 1 CTNNB1
cell surface 3 ABCB1, TNF, VEGFA
glutamatergic synapse 1 CTNNB1
Golgi apparatus 2 ESR1, VEGFA
mitochondrial inner membrane 1 BCL2L1
neuronal cell body 1 TNF
presynaptic membrane 1 CTNNB1
Cytoplasm, cytosol 3 AIMP2, BCL2L1, IL1B
Lysosome 1 IL1B
plasma membrane 6 ABCB1, CTNNB1, ESR1, F2, STAT3, TNF
synaptic vesicle membrane 1 BCL2L1
Membrane 7 ABCB1, AIMP2, BCL2, CAMK2G, CTNNB1, ESR1, VEGFA
apical plasma membrane 1 ABCB1
axon 1 MAPK8
basolateral plasma membrane 1 CTNNB1
caveola 1 PTGS2
extracellular exosome 5 ABCB1, BPGM, CTNNB1, F2, LTA4H
endoplasmic reticulum 4 BCL2, BCL2L1, PTGS2, VEGFA
extracellular space 4 F2, IL1B, TNF, VEGFA
perinuclear region of cytoplasm 2 CTNNB1, PPARG
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 2 CTNNB1, VEGFA
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
mitochondrion 2 BCL2, BCL2L1
protein-containing complex 4 BCL2, CTNNB1, ESR1, PTGS2
intracellular membrane-bounded organelle 2 HPGDS, PPARG
Microsome membrane 1 PTGS2
Secreted 3 F2, IL1B, VEGFA
extracellular region 5 F2, IL1B, LTA4H, TNF, VEGFA
Mitochondrion outer membrane 2 BCL2, BCL2L1
Single-pass membrane protein 2 BCL2, BCL2L1
mitochondrial outer membrane 2 BCL2, BCL2L1
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 1 BCL2L1
transcription regulator complex 3 CTNNB1, ESR1, STAT3
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 BCL2L1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 2 BCL2, BCL2L1
Bcl-2 family protein complex 2 BCL2, BCL2L1
nuclear membrane 2 BCL2, BCL2L1
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
Wnt signalosome 1 CTNNB1
apical part of cell 1 CTNNB1
cell-cell junction 1 CTNNB1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 CTNNB1
Apical cell membrane 1 ABCB1
Membrane raft 1 TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 CTNNB1
focal adhesion 1 CTNNB1
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
extracellular matrix 1 VEGFA
collagen-containing extracellular matrix 1 F2
secretory granule 2 IL1B, VEGFA
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 PPARG
neuron projection 2 CAMK2G, PTGS2
chromatin 3 ESR1, PPARG, STAT3
phagocytic cup 1 TNF
cell periphery 1 CTNNB1
Chromosome 1 SETD2
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
spindle pole 1 CTNNB1
blood microparticle 1 F2
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
Endomembrane system 1 CTNNB1
euchromatin 2 CTNNB1, ESR1
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 LTA4H
Golgi lumen 1 F2
endoplasmic reticulum lumen 2 F2, PTGS2
platelet alpha granule lumen 1 VEGFA
tertiary granule lumen 1 LTA4H
endocytic vesicle membrane 1 CAMK2G
beta-catenin-TCF complex 1 CTNNB1
Secreted, extracellular exosome 1 IL1B
Sarcoplasmic reticulum membrane 1 CAMK2G
presynaptic active zone cytoplasmic component 1 CTNNB1
[Isoform 1]: Nucleus 1 ESR1
protein-DNA complex 1 CTNNB1
external side of apical plasma membrane 1 ABCB1
basal dendrite 1 MAPK8
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
catenin complex 1 CTNNB1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
BAD-BCL-2 complex 1 BCL2
[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
beta-catenin-TCF7L2 complex 1 CTNNB1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1
calcium- and calmodulin-dependent protein kinase complex 1 CAMK2G
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Wen-Zhi Hao, Qing-Yu Ma, Gabriel Tao, Jun-Qing Huang, Jia-Xu Chen. Oral coniferyl ferulate attenuated depression symptoms in mice via reshaping gut microbiota and microbial metabolism. Food & function. 2021 Dec; 12(24):12550-12564. doi: 10.1039/d1fo02655k. [PMID: 34812830]
  • Wenxia Gong, Yuzhi Zhou, Wenlong Gong, Xuemei Qin. Coniferyl ferulate exerts antidepressant effect via inhibiting the activation of NMDAR-CaMKII-MAPKs and mitochondrial apoptotic pathways. Journal of ethnopharmacology. 2020 Apr; 251(?):112533. doi: 10.1016/j.jep.2019.112533. [PMID: 31911178]
  • Xiaoqiong Xu, Tiantian Zhu, Tingting Shi, Juan Chen, Ling Jin. Quality suitability regionalization analysis of Angelica sinensis in Gansu, China. PloS one. 2020; 15(12):e0243750. doi: 10.1371/journal.pone.0243750. [PMID: 33315941]
  • Wei-Hua Yan, Hong-Hong Cao, Shuang Guo, Li-Ya Gu, Wei Hu, Ming Cheng, De-Tao Bai, Jie Chen, Chun-Qin Mao, Lin Li, Tu-Lin Lu. [UPLC fingerprint and multi-components content determination of different processed products of Angelica sinensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2019 Jun; 44(12):2499-2510. doi: 10.19540/j.cnki.cjcmm.20190321.311. [PMID: 31359717]
  • Xinlun Dai, Li Pang, Zhen Zhang, Chunfeng Yang, Yumei Li. Development of a sensitive LC-MS/MS method for quantification of coniferyl ferulate and its metabolite coniferyl alcohol in rat plasma: Application to a pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2017 Nov; 146(?):201-205. doi: 10.1016/j.jpba.2017.08.033. [PMID: 28886520]
  • Yu-Qing Jin, Guang-Hua Lu, Bo-Ping Wei, Yuan-Linh Hong, Jian-Rui Li, Xi Li. [Chemical change of chuanxiong raw materials during storage]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2013 Jan; 36(1):38-41. doi: . [PMID: 23750406]
  • Zhihong Lin, Jie Gu, Jin Xiu, Tingyan Mi, Jie Dong, Jyoti Kumar Tiwari. Traditional chinese medicine for senile dementia. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):692621. doi: 10.1155/2012/692621. [PMID: 21808655]
  • Weixia Li, Jianming Guo, Yuping Tang, Huan Wang, Meiyan Huang, Dawei Qian, Jin-Ao Duan. Pharmacokinetic comparison of ferulic acid in normal and blood deficiency rats after oral administration of Angelica sinensis, Ligusticum chuanxiong and their combination. International journal of molecular sciences. 2012; 13(3):3583-97. doi: 10.3390/ijms13033583. [PMID: 22489169]
  • Winnie Lai Ting Kan, Bin Ma, Ge Lin. Sulfur fumigation processing of traditional chinese medicinal herbs: beneficial or detrimental?. Frontiers in pharmacology. 2011; 2(?):84. doi: 10.3389/fphar.2011.00084. [PMID: 22207851]
  • Si-Yuan Pan, Si-Bao Chen, Hong-Guang Dong, Zhi-Ling Yu, Ji-Cui Dong, Zhi-Xian Long, Wang-Fun Fong, Yi-Fan Han, Kam-Ming Ko. New perspectives on chinese herbal medicine (zhong-yao) research and development. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):403709. doi: 10.1093/ecam/neq056. [PMID: 21785622]
  • Ching-Hua Yeh, Chen-Kuei Chang, Kai-Chun Cheng, Ying-Xiao Li, Ying Wen Zhang, Juei-Tang Cheng. Role of Bone Morphogenetic Proteins-7 (BMP-7) in the Renal Improvement Effect of DangGui (Angelica sinensis) in Type-1 Diabetic Rats. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):796723. doi: 10.1093/ecam/nep167. [PMID: 21876712]
  • Zhihong Lin, Danni Zhu, Yongqing Yan, Boyang Yu, Qiujuan Wang, Pingniang Shen, Kefeng Ruan. An antioxidant phytotherapy to rescue neuronal oxidative stress. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):519517. doi: 10.1093/ecam/nen053. [PMID: 18955358]
  • Toru Hiratsuka, Shinsuke Matsuzaki, Shingo Miyata, Mitsuhiro Kinoshita, Kazuaki Kakehi, Shinji Nishida, Taiichi Katayama, Masaya Tohyama. Yokukansan inhibits neuronal death during ER stress by regulating the unfolded protein response. PloS one. 2010 Oct; 5(10):e13280. doi: 10.1371/journal.pone.0013280. [PMID: 20967273]
  • John H Grabber, Paul F Schatz, Hoon Kim, Fachuang Lu, John Ralph. Identifying new lignin bioengineering targets: 1. Monolignol-substitute impacts on lignin formation and cell wall fermentability. BMC plant biology. 2010 Jun; 10(?):114. doi: 10.1186/1471-2229-10-114. [PMID: 20565789]
  • Linlin Chen, Jin Qi, Yan-Xu Chang, Danni Zhu, Boyang Yu. Identification and determination of the major constituents in Traditional Chinese Medicinal formula Danggui-Shaoyao-San by HPLC-DAD-ESI-MS/MS. Journal of pharmaceutical and biomedical analysis. 2009 Sep; 50(2):127-37. doi: 10.1016/j.jpba.2009.03.039. [PMID: 19411155]
  • Jing-Jing Xie, Jia Lu, Zheng-Ming Qian, Yue Yu, Jin-Ao Duan, Shao-Ping Li. Optimization and comparison of five methods for extraction of coniferyl ferulate from Angelica sinensis. Molecules (Basel, Switzerland). 2009 Jan; 14(1):555-65. doi: 10.3390/molecules14010555. [PMID: 19169202]
  • Songlin Li, Quanbin Han, Chunfeng Qiao, Jingzheng Song, Chuen Lung Cheng, Hongxi Xu. Chemical markers for the quality control of herbal medicines: an overview. Chinese medicine. 2008 Jun; 3(?):7. doi: 10.1186/1749-8546-3-7. [PMID: 18588699]
  • Su-Ying Li, Yue Yu, Shao-Ping Li. Identification of antioxidants in essential oil of radix Angelicae sinensis using HPLC coupled with DAD-MS and ABTS-based assay. Journal of agricultural and food chemistry. 2007 May; 55(9):3358-62. doi: 10.1021/jf070140t. [PMID: 17411069]
  • Liang Kong, Zhiyuan Yu, Yongming Bao, Xingye Su, Hanfa Zou, Xin Li. Screening and analysis of an antineoplastic compound in Rhizoma Chuanxiong by means of in vitro metabolism and HPLC-MS. Analytical and bioanalytical chemistry. 2006 Sep; 386(2):264-74. doi: 10.1007/s00216-006-0621-0. [PMID: 16868728]
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  • Song-Lin Li, Ge Lin, Yun-Kau Tam. Time-course accumulation of main bioactive components in the rhizome of Ligusticum chuanxiong. Planta medica. 2006 Feb; 72(3):278-80. doi: 10.1055/s-2005-916199. [PMID: 16534738]
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