Vanillylmandelic acid (BioDeep_00000265254)

Main id: BioDeep_00000003208

 

PANOMIX_OTCML-2023 BioNovoGene_Lab2019 natural product


代谢物信息卡片


dl-4-hydroxy-3-methoxymandelic acid

化学式: C9H10O5 (198.0528)
中文名称: DL-4-羟基-3-甲氧基苯乙醇酸, 3-甲氧基-4-羟基扁桃酸, DL-4-羟基-3-甲氧基扁桃酸, 香草扁桃酸(VMA)
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C(C=CC(=C1)C(C(=O)O)O)O
InChI: InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)

描述信息

D000890 - Anti-Infective Agents > D000892 - Anti-Infective Agents, Urinary > D008333 - Mandelic Acids
An aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid.
Vanillylmandelic acid is the endproduct of epinephrine and norepinephrine metabolism. Vanillylmandelic acid can be used as an indication of the disorder in neurotransmitter metabolism as well. Vanillylmandelic acid has antioxidant activity towards DPPH radical with an IC50 value of 33 μM[1].

同义名列表

4 个代谢物同义名

dl-4-hydroxy-3-methoxymandelic acid; Vanillyl mandelic acid; Vanillylmandelic acid; 3-Methoxy-4-hydroxymandelate



数据库引用编号

23 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)

10 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 11 ALB, CALCA, CRMP1, DBH, DDC, ENO2, GAP43, POMC, PRL, TH, VIM
Peripheral membrane protein 1 GAP43
Nucleus 4 ALB, MYCN, PRL, TH
cytosol 8 ALB, COMT, CRMP1, DDC, ENO2, SST, TH, VIM
dendrite 3 COMT, GAP43, TH
phagocytic vesicle 1 VIM
centrosome 2 ALB, CRMP1
nucleoplasm 2 MYCN, PRL
RNA polymerase II transcription regulator complex 1 PRL
Cell membrane 4 COMT, ENO2, GAP43, VIM
Cytoplasmic side 1 GAP43
Cell projection, axon 2 GAP43, TH
Cell projection, growth cone 1 CRMP1
Multi-pass membrane protein 1 SYP
Synapse 3 COMT, DBH, GAP43
Golgi apparatus 1 ALB
Golgi membrane 1 INS
growth cone 1 CRMP1
neuromuscular junction 1 SYP
neuronal cell body 2 CALCA, SST
presynaptic membrane 1 SYP
smooth endoplasmic reticulum 1 TH
synaptic vesicle 2 SYP, TH
Cytoplasmic vesicle, secretory vesicle 1 CHGA
Presynapse 1 GAP43
plasma membrane 6 COMT, ENO2, GAP43, GCG, REN, VIM
presynaptic active zone 1 SYP
synaptic vesicle membrane 1 SYP
terminal bouton 3 CALCA, SYP, TH
Membrane 6 COMT, DBH, ENO2, MYCN, REN, SYP
axon 3 COMT, TH, VIM
extracellular exosome 5 ALB, COMT, DDC, ENO2, VIM
endoplasmic reticulum 2 ALB, DBH
extracellular space 12 ALB, CALCA, CHGA, CRP, DBH, ENO2, GCG, INS, POMC, PRL, REN, SST
perinuclear region of cytoplasm 3 CHGA, SYP, TH
Schaffer collateral - CA1 synapse 1 SYP
mitochondrion 1 TH
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 2 COMT, DBH
postsynaptic density 1 GAP43
Secreted 11 ALB, CALCA, CHGA, CRP, DBH, GCG, INS, POMC, PRL, REN, SST
extracellular region 11 ALB, CALCA, CHGA, CRP, DBH, GCG, INS, POMC, PRL, REN, SST
cytoplasmic side of plasma membrane 1 TH
excitatory synapse 1 SYP
hippocampal mossy fiber to CA3 synapse 1 CALCA
Extracellular side 1 COMT
anchoring junction 1 ALB
centriolar satellite 1 DBH
photoreceptor inner segment 1 ENO2
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 CRMP1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 SYP
perikaryon 4 CRMP1, ENO2, GAP43, TH
cytoplasmic vesicle 1 TH
nucleolus 1 MYCN
Melanosome membrane 1 TH
midbody 1 CRMP1
apical part of cell 1 REN
Single-pass type II membrane protein 2 COMT, DBH
Cytoplasm, perinuclear region 1 TH
Cytoplasm, cytoskeleton 2 CRMP1, VIM
Cytoplasm, cytoskeleton, spindle 1 CRMP1
focal adhesion 1 VIM
spindle 1 CRMP1
GABA-ergic synapse 2 GAP43, SST
Peroxisome 1 VIM
secretory granule 2 CHGA, POMC
intermediate filament 1 VIM
neuron projection 3 SYP, TH, VIM
ciliary basal body 1 ALB
chromatin 2 MYCN, PRL
cell leading edge 1 VIM
cytoskeleton 1 VIM
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Endomembrane system 1 SYP
endosome lumen 2 INS, PRL
microtubule organizing center 1 VIM
Cell projection, dendrite 1 GAP43
intermediate filament cytoskeleton 1 VIM
filopodium membrane 1 GAP43
secretory granule lumen 4 DBH, GCG, INS, POMC
secretory granule membrane 1 DBH
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ALB, GCG, INS
nuclear matrix 1 VIM
platelet alpha granule lumen 1 ALB
transport vesicle 2 CHGA, INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
neuronal dense core vesicle 3 CALCA, CHGA, SST
Nucleus matrix 1 VIM
Synapse, synaptosome 1 SYP
Cytoplasmic vesicle, secretory vesicle membrane 1 DBH
Cell projection, filopodium membrane 1 GAP43
Cytoplasmic vesicle, secretory vesicle, chromaffin granule lumen 1 DBH
chromaffin granule lumen 1 DBH
[Glucagon-like peptide 1]: Secreted 1 GCG
Cytoplasmic vesicle, secretory vesicle, neuronal dense core vesicle 1 CHGA
transport vesicle membrane 1 DBH
phosphopyruvate hydratase complex 1 ENO2
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
chromaffin granule 1 CHGA
[Soluble dopamine beta-hydroxylase]: Cytoplasmic vesicle, secretory vesicle lumen 1 DBH
Cytoplasmic vesicle, secretory vesicle, chromaffin granule membrane 1 DBH
chromaffin granule membrane 1 DBH
[Serpinin]: Secreted 1 CHGA
Cell projection, growth cone membrane 1 GAP43
growth cone membrane 1 GAP43
[Isoform Soluble]: Cytoplasm 1 COMT
[Isoform Membrane-bound]: Cell membrane 1 COMT
ciliary transition fiber 1 ALB


文献列表

  • Jinmin Li, Xiangyang Liu, Mo Chen, Jiachen Wang, Xinning Wang. Values of serum CA125, NSE and 24-hour urine VMA in diagnosis and prediction of treatment of paediatric neuroblastoma. International journal of clinical practice. 2021 Dec; 75(12):e14932. doi: 10.1111/ijcp.14932. [PMID: 34606672]
  • Narae Hwang, Eunbin Chong, Hyeonju Oh, Hee Won Cho, Ji Won Lee, Ki Woong Sung, Soo-Youn Lee. Application of an LC-MS/MS Method for the Simultaneous Quantification of Homovanillic Acid and Vanillylmandelic Acid for the Diagnosis and Follow-Up of Neuroblastoma in 357 Patients. Molecules (Basel, Switzerland). 2021 Jun; 26(11):. doi: 10.3390/molecules26113470. [PMID: 34200415]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • E A Soler Arias, R H Trigo, D D Miceli, P N Vidal, M F Hernandez Blanco, V A Castillo. Urinary vanillylmandelic acid:creatinine ratio in dogs with pheochromocytoma. Domestic animal endocrinology. 2021 01; 74(?):106559. doi: 10.1016/j.domaniend.2020.106559. [PMID: 32980593]
  • Valeriy D Zaytsev, Aleksei A Furletov, Vladimir V Apyari, Alexey V Garshev, Stanislava G Dmitrienko, Yury A Zolotov. Label-free silver triangular nanoplates for spectrophotometric determination of catecholamines and their metabolites. Mikrochimica acta. 2020 10; 187(11):610. doi: 10.1007/s00604-020-04576-1. [PMID: 33057848]
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  • Ji-Na Hao, Dechao Niu, Jinlou Gu, Shaoliang Lin, Yongsheng Li, Jianlin Shi. Structure Engineering of a Lanthanide-Based Metal-Organic Framework for the Regulation of Dynamic Ranges and Sensitivities for Pheochromocytoma Diagnosis. Advanced materials (Deerfield Beach, Fla.). 2020 Jun; 32(23):e2000791. doi: 10.1002/adma.202000791. [PMID: 32337783]
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