Mandelic acid (BioDeep_00000014372)
Secondary id: BioDeep_00000265246, BioDeep_00000400469, BioDeep_00000415754, BioDeep_00001868133
natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019
代谢物信息卡片
化学式: C8H8O3 (152.0473418)
中文名称: (S)-(+)-扁桃酸, 扁桃酸, DL-扁桃酸
谱图信息:
最多检出来源 Viridiplantae(plant) 1.19%
Last reviewed on 2024-07-29.
Cite this Page
Mandelic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/mandelic_acid (retrieved
2024-11-09) (BioDeep RN: BioDeep_00000014372). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: C(=O)([C@@H](O)c1ccccc1)O
InChI: InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)
描述信息
It is an isomer of cresotinic acid (2-hydroxy-3-methylbenzoic acid) and oxymethylbenzoic acid (2-methoxybenzoic acid). Derivatives of mandelic acid are formed as a result of metabolism of adrenaline and noradrenaline by monoamine oxidase and catechol-o-methyl transferase. It is also present in certain skin care products, is an intermediate molecule in the production of other biochemicals, may be used as an analytical reagent and is a precursor in the manufacture of dyes. Mandelic acid is an aromatic alpha hydroxy acid with the molecular formula C8H8O3. It is a white crystalline solid that is soluble in water and most common organic solvents. Mandelic acid is found to be associated with phenylketonuria, which is an inborn error of metabolism.
It is an isomer of cresotinic acid (2-hydroxy-3-methylbenzoic acid) and oxymethylbenzoic acid (2-methoxybenzoic acid). Derivatives of mandelic acid are formed as a result of metabolism of adrenaline and noradrenaline by monoamine oxidase and catechol-o-methyl transferase. It is also present in certain skin care products, is an intermediate molecule in the production of other biochemicals, may be used as an analytical reagent and is a precursor in the manufacture of dyes.
B - Blood and blood forming organs > B05 - Blood substitutes and perfusion solutions > B05C - Irrigating solutions > B05CA - Antiinfectives
D000890 - Anti-Infective Agents > D000892 - Anti-Infective Agents, Urinary > D008333 - Mandelic Acids
Acquisition and generation of the data is financially supported in part by CREST/JST.
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use
C254 - Anti-Infective Agent > C255 - Urinary Anti-Infective Agent
KEIO_ID M057
Mandelic acid ((±)-Mandelic acid), an alpha-hydroxycarboxylic acid, has been widely used as an intermediate of pharmaceutical and fine chemicals. Mandelic acid shows antimicrobial activity and has been used for the research of urinary tract infections and vaginal trichomoniasis. Mandelic acid exhibits high sperm-immobilizing activity and low vaginal irritation[1][2].
同义名列表
58 个代谢物同义名
(S)-alpha-Hydroxybenzeneacetic acid; (2S)-2-hydroxy-2-phenylacetic acid; (S)-2-Hydroxy-2-phenylacetic acid; alpha-Hydroxybenzeneacetic acid; (S)-alpha-Hydroxybenzeneacetate; alpha-Hydroxy-alpha-toluic acid; 2-Hydroxy-2-phenylethanoic acid; (S)-a-Hydroxybenzeneacetic acid; (S)-Α-hydroxybenzeneacetic acid; alpha-Hydroxyphenylacetic acid; (S)-2-Hydroxy-2-phenylacetate; 2-Hydroxy-2-phenylacetic acid; DL-Hydroxy(phenyl)acetic acid; 2-Phenyl-2-hydroxyacetic acid; alpha-Hydroxy-alpha-toluate; alpha-Hydroxybenzeneacetate; a-Hydroxybenzeneacetic acid; 2-Hydroxy-2-phenylethanoate; (S)-Α-hydroxybenzeneacetate; (S)-a-Hydroxybenzeneacetate; a-Hydroxyphenylacetic acid; alpha-Hydroxyphenylacetate; 2-Hydroxy-2-phenylacetate; 2-Phenyl-2-hydroxyacetate; DL-Hydroxy(phenyl)acetate; Phenylhydroxyacetic acid; a-Hydroxybenzeneacetate; a-Hydroxy-a-toluic acid; a-Hydroxyphenylacetate; 2-Phenylglycolic acid; (S)-(+)-Mandelic acid; Phenylhydroxyacetate; Phenylglycolic acid; L-(+)-Mandelic acid; a-Hydroxy-a-toluate; (RS)-Mandelic acid; (S)-Mandelic acid; DL-Amygdalic acid; 2-Phenylglycolate; Paramandelic acid; (S)-Mandelsaeure; DL-Mandelic acid; L-Mandelic acid; Phenylglycolate; (RS)-Mandelate; Amygdalic acid; Paramandelate; DL-Amygdalate; MANDELIC ACID; (S)-Mandelate; DL-Mandelate; Almond acid; L-Mandelate; Amygdalate; Uromaline; Mandelate; Mandelic acid; (±)-Mandelic acid
数据库引用编号
33 个数据库交叉引用编号
- ChEBI: CHEBI:32800
- ChEBI: CHEBI:35825
- KEGG: C01984
- PubChem: 439616
- PubChem: 1292
- HMDB: HMDB0000703
- DrugBank: DB13218
- DrugBank: DB03357
- ChEMBL: CHEMBL58910
- ChEMBL: CHEMBL1609
- Wikipedia: Mandelic acid
- KNApSAcK: C00037426
- foodb: FDB022191
- chemspider: 388690
- CAS: 17199-29-0
- CAS: 611-72-3
- CAS: 90-64-2
- MoNA: PS103607
- MoNA: PS103603
- MoNA: PS103601
- MoNA: PR100874
- MoNA: KO001419
- MoNA: KO001420
- MoNA: KO001418
- MoNA: KO001417
- MoNA: KO001421
- ChEBI: CHEBI:17756
- PDB-CCD: SMN
- 3DMET: B00376
- NIKKAJI: J74.069A
- RefMet: Mandelic acid
- medchemexpress: HY-W015591
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-402
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)
13 个相关的物种来源信息
- 282720 - Achillea aspleniifolia: 10.1007/BF02908196
- 13329 - Achillea millefolium: 10.1007/BF02908196
- 282770 - Achillea virescens: 10.1007/BF02908196
- 1080010 - Aloe africana: 10.1021/JF071110T
- 3702 - Arabidopsis thaliana: 10.1111/TPJ.14594
- 9606 - Homo sapiens: -
- 80664 - Pisolithus arhizus: 10.1139/M91-040
- 37468 - Pisolithus tinctorius: 10.1139/M91-040
- 28511 - Pogostemon cablin: 10.1021/JF304466T
- 3760 - Prunus persica: 10.1248/BPB.26.271
- 232787 - Prunus zippeliana: 10.1248/CPB.41.2007
- 4202 - Sambucus nigra: 10.1016/S0031-9422(01)00401-0
- 569774 - 金线莲: -
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
- Yu-Qing Zhang, Xin Wang, Huabin Shi, Faisal Siddique, Jiaxin Xian, Aiting Song, Boli Wang, Zhibing Wu, Zi-Ning Cui. Design and Synthesis of Mandelic Acid Derivatives for Suppression of Virulence via T3SS against Citrus Canker.
Journal of agricultural and food chemistry.
2024 May; 72(17):9611-9620. doi:
10.1021/acs.jafc.3c07681
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. [PMID: 37568143] - Shuaitao Hou, Huabin Shi, Hong Zhang, Zhibing Wu, Deyu Hu. Synthesis, Antifungal Evaluation, 3D-QSAR, and Preliminarily Mechanism Study of Novel Chiral Mandelic Acid Derivatives.
Journal of agricultural and food chemistry.
2023 May; 71(20):7631-7641. doi:
10.1021/acs.jafc.2c09006
. [PMID: 37179490] - Biao Chen, Dandan Song, Huabin Shi, Kuai Chen, Zhibing Wu, Huifang Chai. Design, Synthesis, In Vitro Antifungal Activity and Mechanism Study of the Novel 4-Substituted Mandelic Acid Derivatives.
International journal of molecular sciences.
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PloS one.
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