4-Hydroxybenzyl alcohol (BioDeep_00000000440)
Secondary id: BioDeep_00000865335
human metabolite PANOMIX_OTCML-2023 Endogenous
代谢物信息卡片
化学式: C7H8O2 (124.0524)
中文名称: 对羟基苯甲醇
谱图信息:
最多检出来源 Homo sapiens(feces) 27.96%
分子结构信息
SMILES: C1=CC(=CC=C1CO)O
InChI: InChI=1S/C7H8O2/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2
描述信息
4-hydroxybenzyl alcohol is the cleavage product produced during the biosynthesis of the thiazole moiety of thiamine from tyrosine as part of the thiamine biosynthesis pathway. It is a derivative of benzyl alcohol which is used as a local anesthetic and to reduce pain associated with Lidocaine injection. Also, it is used in the manufacture of other benzyl compounds, as a pharmaceutical aid, and in perfumery and flavoring. Benzyl Alcohol is an aromatic alcohol used in a wide variety of cosmetic formulations as a fragrance component, preservative, solvent, and viscosity-decreasing agent. Benzyl Alcohol is metabolized to Benzoic Acid, which reacts with glycine and excreted as hippuric acid in the human body. Acceptable daily intakes were established by the World Health Organization at 5 mg/kg for Benzyl Alcohol. No adverse effects of benzyl alcohol have been seen in chronic exposure animal studies using rats and mice. Effects of Benzyl Alcohol in chronic exposure animal studies are limited to reduced feed intake and reduced growth. Some differences have been noted in one reproductive toxicity study using mice, but these were limited to lower maternal body weights and decreased mean litter weights. Another study also noted that fetal weight was decreased compared to controls, but a third study showed no differences between control and benzyl alcohol-treated groups. Benzyl Alcohol has been associated with an increased number of resorptions and malformations in hamsters, but there have been no reproductive or developmental toxicity findings in studies using mice and rats. Genotoxicity tests for benzyl alcohol are mostly negative, but there were some assays that were positive. Carcinogenicity studies, however, were negative. Clinical data indicates that benzyl alcohol can produce nonimmunologic contact urticaria and nonimmunologic immediate contact reactions, characterized by the appearance of wheals, erythema, and pruritis. 5\\\\% benzyl alcohol can elicit a reaction. Benzyl Alcohol is not a sensitizer at 10\\\\%. Benzyl Alcohol could be used safely at concentrations up to 5\\\\%, but that manufacturers should consider the nonimmunologic phenomena when using benzyl alcohol in cosmetic formulations designed for infants and children. Additionally, Benzyl Alcohol is considered safe up to 10\\\\% for use in hair dyes. The limited body exposure, the duration of use, and the frequency of use are considered in concluding that the nonimmunologic reactions would not be a concern. Because of the wide variety of product types in which benzyl alcohol may be used, it is likely that inhalation may be a route of exposure. The available safety tests are not considered sufficient to support the safety of benzyl alcohol in formulations where inhalation is a route of exposure. Inhalation toxicity data are needed to complete the safety assessment of benzyl alcohol where inhalation can occur. (PMID: 11766131).
P-hydroxybenzyl alcohol is a member of the class of benzyl alcohols that is benzyl alcohol substituted by a hydroxy group at position 4. It has been isolated from Arcangelisia gusanlung. It has a role as a plant metabolite. It is a member of phenols and a member of benzyl alcohols.
4-Hydroxybenzyl alcohol is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
4-Hydroxybenzyl alcohol is a natural product found in Populus laurifolia, Mesua, and other organisms with data available.
Constituent of muskmelon (Cucurbita moschata)
4-Hydroxybenzyl alcohol is a phenolic compound widely distributed in various kinds of plants. Anti-inflammatory, anti-oxidant, anti-nociceptive activity. Neuroprotective effect. Inhibitor of tumor angiogenesis and growth[1][2][3][4].
4-Hydroxybenzyl alcohol is a phenolic compound widely distributed in various kinds of plants. Anti-inflammatory, anti-oxidant, anti-nociceptive activity. Neuroprotective effect. Inhibitor of tumor angiogenesis and growth[1][2][3][4].
同义名列表
47 个代谢物同义名
4-(Hydroxymethyl)phenol;p-Hydroxybenzyl alcohol;p-Methylolphenol; InChI=1/C7H8O2/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H; 4-Hydroxybenzyl alcohol, analytical standard; 4-(hydroxymethyl)phenol (ACD/Name 4.0); 4-Hydroxybenzyl alcohol, >=98\\%, FG; Benzenemethanol, 4-hydroxy- (9CI); Benzyl alcohol, p-hydroxy- (8CI); 4-HYDROXYBENZYL ALCOHOL [FHFI]; 4-Hydroxybenzyl alcohol, 99\\%; HYDROXYBENZYL ALCOHOL [INCI]; Benzenemethanol, 4-hydroxy-; Benzyl alcohol, p-hydroxy-; para-hydroxybenzyl alcohol; Parahydroxybenzyl Alcohol; 4-hydroxyl-benzyl alcohol; B4-hydroxy-enzenemethanol; (4-Hydroxyphenyl)methanol; p-hydroxy-Benzyl alcohol; 4-Hydroxybenzenemethanol; p-hydroxy benzyl alcohol; 4-Hydroxyphenyl Carbinol; .alpha.-Hydroxy-p-cresol; 4-hydroxy benzyl alcohol; 4-hydroxy-benzyl alcohol; 4-Hydroxyphenyl methanol; p-hydroxybenzyl alcohol; p-(Hydroxymethyl)phenol; 4-Hydroxybenzyl alcohol; 4-Hydroxy-benzylalcohol; 4-hydroxybenzyl-alcohol; 4-(Hydroxymethyl)phenol; 4-Hydroxymethyl-phenol; alpha-Hydroxy-p-cresol; 4-Hydroxybenzylalcohol; 4-hydroxymethyl phenol; p-Hydroxybenzyl alcoho; 4-hydroxymethylphenol; a-hydroxy-p-cresol; 4-methylol phenol; p-Methylolphenol; 4-Methylolphenol; UNII-1A3AH1FP1B; gastrodigenin; 1A3AH1FP1B; 4HBA; p-Hydroxybenzyl alcohol; 4-Hydroxybenzyl alcohol
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:67410
- KEGG: C17467
- KEGG: C93495
- PubChem: 125
- HMDB: HMDB0011724
- Metlin: METLIN4157
- ChEMBL: CHEMBL202132
- Wikipedia: Gastrodigenin
- MeSH: 4-hydroxybenzyl alcohol
- ChemIDplus: 0000623052
- MetaCyc: 4-HYDROXY-BENZYL-ALCOHOL
- KNApSAcK: C00029533
- foodb: FDB012553
- chemspider: 122
- CAS: 623-05-2
- medchemexpress: HY-Y0892
- PMhub: MS000006811
- PubChem: 96023815
- NIKKAJI: J6.843H
- RefMet: 4-Hydroxybenzyl alcohol
- KNApSAcK: 67410
- LOTUS: LTS0094565
- wikidata: Q5526828
分类词条
相关代谢途径
Reactome(0)
PlantCyc(0)
代谢反应
3 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(3)
- toluene degradation III (aerobic) (via p-cresol):
4-methylphenol + H2O + an oxidized azurin ⟶ 4-hydroxybenzyl alcohol + H+ + a reduced azurin
- 4-methylphenol degradation to protocatechuate:
4-methylphenol + H2O + an oxidized azurin ⟶ 4-hydroxybenzyl alcohol + H+ + a reduced azurin
- superpathway of aerobic toluene degradation:
4-methylphenol + H2O + an oxidized azurin ⟶ 4-hydroxybenzyl alcohol + H+ + a reduced azurin
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
21 个相关的物种来源信息
- 40922 - Anethum graveolens: 10.1248/CPB.50.501
- 432629 - Arcangelisia gusanlung: 10.1021/NP100900K
- 263974 - Bacopa monnieri: 10.1007/S10600-007-0133-Y
- 78707 - Bletilla striata: 10.1016/0031-9422(83)85044-4
- 3663 - Cucurbita pepo: 10.1016/0031-9422(82)83018-5
- 1219355 - Dactylorhiza hatagirea: 10.1248/CPB.47.1618
- 1898895 - Galeola faberi: 10.1055/S-2006-959702
- 91201 - Gastrodia elata:
- 59324 - Gymnadenia conopsea: 10.1248/CPB.54.506
- 131065 - Haraldiophyllum: 10.1002/HLCA.19940770726
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-015-0840-5
- 3871 - Lupinus angustifolius: 10.1007/BF00993699
- 145754 - Malva sylvestris: 10.1016/J.PHYTOCHEM.2005.11.023
- 114078 - Mesua: 10.1021/NP010319C
- 1219355 - Orchis latifolia: 10.1248/CPB.47.1618
- 53809 - Oxalis pes-caprae: 10.1021/NP0702786
- 59871 - Pelargonium reniforme: 10.1016/J.PHYMED.2006.11.021
- 33090 - Plants: -
- 113624 - Populus laurifolia:
- 4560 - Sorghum halepense: 10.1021/JF00118A016
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
- Prativa Chhetri, L M Dandurand, I Popova. Control of Globodera pallida Using Sinapis alba or 4-Hydroxybenzyl Alcohol with the Trap Crop Solanum sisymbriifolium or the Biofumigant Brassica juncea Seed Meal Extract.
Plant disease.
2023 May; 107(5):1491-1498. doi:
10.1094/pdis-06-22-1280-re
. [PMID: 36320132] - Sha Wu, Rong Huang, Ruiqin Zhang, Chuang Xiao, Lueli Wang, Min Luo, Na Song, Jie Zhang, Fang Yang, Xuan Liu, Weimin Yang. Gastrodin and Gastrodigenin Improve Energy Metabolism Disorders and Mitochondrial Dysfunction to Antagonize Vascular Dementia.
Molecules (Basel, Switzerland).
2023 Mar; 28(6):. doi:
10.3390/molecules28062598
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10.19540/j.cnki.cjcmm.20221014.101
. [PMID: 36725227] - Mingchun Liao, Congyong Sun, Ran Li, Wenjing Li, Zhumei Ge, Michael Adu-Frimpong, Ximing Xu, Jiangnan Yu. Amelioration action of gastrodigenin rhamno-pyranoside from Moringa seeds on non-alcoholic fatty liver disease.
Food chemistry.
2022 Jun; 379(?):132087. doi:
10.1016/j.foodchem.2022.132087
. [PMID: 35086000] - Di Zhang, Hong-Yan Zhu, Xing-Bo Bian, Yan Zhao, Pu Zang, Yu-Gang Gao, Lian-Xue Zhang. The antidepressant effect of 4-hydroxybenzyl alcohol 2-naphthoate through monoaminergic, GABAergic system and BDNF signaling pathway.
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Journal of biochemical and molecular toxicology.
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"
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Applied biochemistry and biotechnology.
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. [PMID: 23483410] - Juan Huang, Hui Luo, Yun Gong, Zhongqiu Liu, Zheng Cai. [Intestinal absorption characteristics of gastrodigenin in rats].
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2012 Jan; 139(2):549-57. doi:
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Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition.
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Brain research.
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Insect biochemistry and molecular biology.
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