3-methylgallic acid (BioDeep_00000000859)
Secondary id: BioDeep_00000265156, BioDeep_00000872419
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C8H8O5 (184.0372)
中文名称: 3,4-二羟基-5-甲氧基-苯甲酸, 3-O-甲基没食子酸
谱图信息:
最多检出来源 Homo sapiens(otcml) 18.3%
分子结构信息
SMILES: COC1=CC(=CC(=C1O)O)C(=O)O
InChI: InChI=1S/C8H8O5/c1-13-6-3-4(8(11)12)2-5(9)7(6)10/h2-3,9-10H,1H3,(H,11,12)
描述信息
3-O-methylgallic acid is a member of the class of benzoic acids that is gallic acid in which the phenolic hydroxy group at position 3 is converted into the corresponding methyl ether. It is a member of catechols and a member of benzoic acids. It is functionally related to a gallic acid. It is a conjugate acid of a 3-O-methylgallate.
3,4-Dihydroxy-5-methoxybenzoic acid is a natural product found in Aloe africana, Macaranga tanarius, and other organisms with data available.
3-O-Methylgallic acid (3,4-Dihydroxy-5-methoxybenzoic acid) is an anthocyanin metabolite and has potent antioxidant capacity. 3-O-methylgallic acid inhibits Caco-2 cell proliferation with an IC50 value of 24.1 μM. 3-O-methylgallic acid also induces cell apoptosis and has anti-cancer effects[1][2].
3-O-Methylgallic acid (3,4-Dihydroxy-5-methoxybenzoic acid) is an anthocyanin metabolite and has potent antioxidant capacity. 3-O-methylgallic acid inhibits Caco-2 cell proliferation with an IC50 value of 24.1 μM. 3-O-methylgallic acid also induces cell apoptosis and has anti-cancer effects[1][2].
同义名列表
21 个代谢物同义名
3,4-Dihydroxy-5-methoxybenzoic acid, AldrichCPR; 3-Methoxy-4,5-Bis(Oxidanyl)benzoic Acid; Benzoic acid, 3,4-dihydroxy-5-methoxy-; 3,4-Dihydroxy-5-methoxy-benzoic acid; 3,4-Dihydroxy-5-methoxybenzoic acid; 4,5-dihydroxy-3-methoxybenzoic acid; 3,4-Dihydroxy-5-methoxy-benzoicacid; 3-methoxy-4,5-dihydroxybenzoic acid; PROTOCATECHUIC ACID, 5-METHOXY-; 4,5-Dihydroxy-m-anisic acid; KWCCUYSXAYTNKA-UHFFFAOYSA-N; gallic acid 3-methyl ether; methylgallic acid,3-o-; 5-hydroxyvanillic acid; 3-O-Methylgallic acid; 3-methylgallic acid; 3-O-methylgallate; UNII-8JA4OZ7166; 8JA4OZ7166; 7WR; 3-O-Methylgallic acid
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:28647
- KEGG: C05616
- PubChem: 19829
- Metlin: METLIN66325
- MeSH: 3-O-methylgallic acid
- ChemIDplus: 0003934847
- CAS: 3934-84-7
- medchemexpress: HY-N2009
- PMhub: MS000018794
- PubChem: 7935
- PDB-CCD: 7WR
- 3DMET: B00809
- NIKKAJI: J217.773K
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
8 个相关的物种来源信息
- 1080010 - Aloe africana: 10.1021/JF071110T
- 1215405 - Atraphaxis frutescens:
- 1368250 - Geranium collinum: 10.1007/BF00567786
- 289712 - Harpephyllum caffrum: 10.1016/J.FITOTE.2011.08.014
- 109849 - Macaranga tanarius: 10.1016/J.PHYTOCHEM.2009.07.020
- 4837 - Phycomyces blakesleeanus: 10.1016/0031-9422(96)00146-X
- 33090 - Plants: -
- 880079 - Rhododendron dauricum: 10.1007/S10600-010-9649-7
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
- Susanne M Henning, Piwen Wang, Narine Abgaryan, Roberto Vicinanza, Daniela Moura de Oliveira, Yanjun Zhang, Ru-Po Lee, Catherine L Carpenter, William J Aronson, David Heber. Phenolic acid concentrations in plasma and urine from men consuming green or black tea and potential chemopreventive properties for colon cancer.
Molecular nutrition & food research.
2013 Mar; 57(3):483-93. doi:
10.1002/mnfr.201200646. [PMID: 23319439] - Solomon Habtemariam. Methyl-3-O-methyl gallate and gallic acid from the leaves of Peltiphyllum peltatum: isolation and comparative antioxidant, prooxidant, and cytotoxic effects in neuronal cells.
Journal of medicinal food.
2011 Nov; 14(11):1412-8. doi:
10.1089/jmf.2010.0257. [PMID: 21663488] - Sarah Green, David J Studholme, Bridget E Laue, Federico Dorati, Helen Lovell, Dawn Arnold, Joan E Cottrell, Stephen Bridgett, Mark Blaxter, Edgar Huitema, Richard Thwaites, Paul M Sharp, Robert W Jackson, Sophien Kamoun. Comparative genome analysis provides insights into the evolution and adaptation of Pseudomonas syringae pv. aesculi on Aesculus hippocastanum.
PloS one.
2010 Apr; 5(4):e10224. doi:
10.1371/journal.pone.0010224. [PMID: 20419105] - Giangiacomo Beretta, Giuseppe Rossoni, Natale Alfredo Santagati, Roberto Maffei Facino. Anti-ischemic activity and endothelium-dependent vasorelaxant effect of hydrolysable tannins from the leaves of Rhus coriaria (Sumac) in isolated rabbit heart and thoracic aorta.
Planta medica.
2009 Nov; 75(14):1482-8. doi:
10.1055/s-0029-1185797. [PMID: 19548191] - Sarah C Forester, Andrew L Waterhouse. Identification of Cabernet Sauvignon anthocyanin gut microflora metabolites.
Journal of agricultural and food chemistry.
2008 Oct; 56(19):9299-304. doi:
10.1021/jf801309n. [PMID: 18767860] - Lan-zhen Zhang, Wen-hua Zhao, Ya-jian Guo, Guang-zhong Tu, Shu Lin, Lin-guang Xin. [Studies on chemical constituents in fruits of Tibetan medicine Phyllanthus emblica].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2003 Oct; 28(10):940-3. doi:
. [PMID: 15620182] - E Haslam, T H Lilley. Interactions of natural phenols with macromolecules.
Progress in clinical and biological research.
1986; 213(?):53-65. doi:
NULL. [PMID: 2424031]
