piceol (BioDeep_00000008263)

Main id: BioDeep_00000397446

Secondary id: BioDeep_00000872346

PANOMIX_OTCML-2023

代谢物信息卡片

InChI=1\C8H8O2\c1-6(9)7-2-4-8(10)5-3-7\h2-5,10H,1H

化学式: C8H8O2 (136.0524268)
中文名称: 4-羟基苯乙酮, 对羟基苯乙酮
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 48.36%

分子结构信息

SMILES: c1cc(ccc1C(=O)C)O
InChI: InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3

描述信息

INTERNAL_ID 214; CONFIDENCE standard compound; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3089; ORIGINAL_PRECURSOR_SCAN_NO 3087
CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3087; ORIGINAL_PRECURSOR_SCAN_NO 3084
CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3098; ORIGINAL_PRECURSOR_SCAN_NO 3095
CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3092; ORIGINAL_PRECURSOR_SCAN_NO 3090
CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3089; ORIGINAL_PRECURSOR_SCAN_NO 3087
CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3095; ORIGINAL_PRECURSOR_SCAN_NO 3093
INTERNAL_ID 214; CONFIDENCE standard compound; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3092; ORIGINAL_PRECURSOR_SCAN_NO 3090
CONFIDENCE standard compound; INTERNAL_ID 214; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3160; ORIGINAL_PRECURSOR_SCAN_NO 3158
4-Hydroxyacetophenone (P-hydroxyacetophenone) is a key hepatoprotective and choleretic compound in Artemisia capillaris and A. morrisonensis, also has an anti-hepatitis B virus effect and anti-inflammatory effect[1].
4-Hydroxyacetophenone (P-hydroxyacetophenone) is a key hepatoprotective and choleretic compound in Artemisia capillaris and A. morrisonensis, also has an anti-hepatitis B virus effect and anti-inflammatory effect[1].

同义名列表

38 个代谢物同义名

InChI=1\C8H8O2\c1-6(9)7-2-4-8(10)5-3-7\h2-5,10H,1H; Ethanone, 1-(4-hydroxyphenyl)-; Acetophenone, 4-hydroxy- (8CI); 4-Hydroksyacetofenol [Polish]; Methyl-p-hydroxyphenyl ketone; p-Hydroxyphenyl methyl ketone; 1-(4-Hydroxy-phenyl)-ethanone; Methyl p-hydroxyphenyl ketone; (4-Hydroxyphenyl)ethan-1-one; 1-(4-hydroxyphenyl)ethanone; HYDROXYACETOPHENONE, PARA; Acetophenone, 4-hydroxy-; Acetophenone, p-hydroxy-; 4′-Hydroxyacetophenone; 4-Hydroxyacetophenone; p-hydroxyacetophenone; p-Hydroxacetophenone; Phenol, p-acetyl-; p-Oxyacetophenone; EINECS 202-802-8; AB-131\40179700; 4-Acetylphenol; p-Acetylphenol; 278564_ALDRICH; ZINC00330136; 54180_FLUKA; WLN: QR DV1; AIDS-026793; USAF KF-15; AIDS026793; AI3-12133; ST5213412; NSC 3698; 99-93-4; NSC3698; C10700; piceol; c0694

数据库引用编号

20 个数据库交叉引用编号

ChEBI: CHEBI:28032
KEGG: C10700
PubChem: 7469
Metlin: METLIN68507
ChEMBL: CHEMBL201083
KNApSAcK: C00002698
CAS: 99-93-4
CAS: 70-70-2
MoNA: LU021455
MoNA: LU021452
MoNA: LU021451
MoNA: LU021453
MoNA: LU021454
MoNA: LU021456
PMhub: MS000021848
PubChem: 12883
PDB-CCD: AC6
3DMET: B04072
NIKKAJI: J4.976J
medchemexpress: HY-Y0073

分类词条

代谢反应

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

bisphenol A degradation: NAD⁺ + S-1-(4-hydroxyphenyl)-ethanol ⟶ 4-hydroxyacetophenone + H⁺ + NADH
4-hydroxyacetophenone degradation: (4-hydroxyphenyl)acetate + H₂O ⟶ acetate + hydroquinone

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

104 个相关的物种来源信息

97171 - Abies nephrolepis: 10.1002/CBDV.201000373
342581 - Abies spectabilis: 10.1248/CPB.58.1646
175969 - Aeschynanthus bracteatus: 10.1016/J.PHYTOCHEM.2008.05.012
176617 - Ageratina glechonophylla: 10.1016/S0031-9422(00)81124-3
117798 - Aloe ferox: 10.1271/BBB.60659
13339 - Apocynum cannabinum: 10.1055/S-0028-1101540
377125 - Apocynum venetum L.: -
1227617 - Artemisia assoana: 10.1016/S0031-9422(00)83891-1
72335 - Artemisia barrelieri: 10.1016/0031-9422(91)80088-I
72337 - Artemisia campestris: 10.1016/S0031-9422(00)83971-0
265783 - Artemisia capillaris: 10.1016/J.BMCL.2015.02.024
72339 - Artemisia chamaemelifolia:
401898 - Artemisia gmelinii: 10.1055/S-2007-969446
72329 - Artemisia herba-alba:
1238151 - Artemisia igniaria: 10.1055/S-2000-8632
223868 - Artemisia japonica: 10.1007/BF02978255
72345 - Artemisia lucentica: 10.1016/0031-9422(88)80018-9
86312 - Artemisia ludoviciana: 10.1016/0031-9422(86)80021-8
205371 - Artemisia marschalliana: 10.1016/S0031-9422(00)88402-2
1027791 - Artemisia ordosica: 10.1007/S11418-009-0385-X
401925 - Artemisia palustris: 10.1016/0031-9422(86)80021-8
72350 - Artemisia reptans: 10.1016/0031-9422(88)80018-9
205374 - Artemisia rutifolia: 10.1016/0031-9422(86)80021-8
205376 - Artemisia santolinifolia: 10.1055/S-2007-969446
72351 - Artemisia scoparia: 10.1002/PTR.2650050410
401941 - Artemisia xanthochroa: 10.1016/0031-9422(90)85307-2
41487 - Baccharis: 10.1021/JF011108G
1654447 - Baccharis patagonica: 10.1016/S0031-9422(00)83754-1
1423 - Bacillus subtilis: 10.1007/S10600-009-9270-9
72904 - Boltonia asteroides: 10.1016/S0031-9422(00)89801-5
41511 - Centaurea calcitrapa: 10.1007/S10600-007-0232-9
2565749 - Centaurea regia: 10.1016/0031-9422(88)83055-3
72914 - Chrysothamnus viscidiflorus: 10.1016/0031-9422(80)83015-9
171766 - Chuquiraga spinosa:
13443 - Coffea arabica: 10.1021/JF60160A010
228707 - Cynanchum boudieri: 10.1021/NP960256B
698326 - Cynanchum bungei: 10.1248/CPB.40.3133
228709 - Cynanchum wilfordii: 10.1016/S0031-9422(97)00403-2
1548336 - Cyrtocymura scorpioides: 10.1016/0031-9422(90)85300-5
1928361 - Cytospora ceratosperma: 10.1271/BBB1961.46.2101
18795 - Delairea odorata: 10.1021/NP049831Z
2708818 - Drypetes gossweileri: 10.1016/J.PHYTOL.2010.10.007
53751 - Echinacea purpurea: 10.1055/S-2005-873201
317934 - Fabiana imbricata:
1008913 - Ficus erecta var. beecheyana: 10.1002/JCCS.200400067
2604040 - Flourensia riparia: 10.1016/J.PHYTOCHEM.2004.05.009
462437 - Gynoxys buxifolia: 10.1016/0031-9422(95)00543-G
2304422 - Haplopappus arbutoides: 10.1016/0031-9422(91)80089-J
71052 - Haplopappus glutinosus:
147776 - Haplopappus paucidentatus: 10.1016/S0031-9422(00)81166-8
261805 - Helichrysum stoechas: 10.1023/B:CONC.0000033925.00693.7B
34205 - Iris germanica: 10.1248/YAKUSHI1947.101.12_1118
2039844 - Lagochilus leiacanthus: 10.1248/CPB.59.1535
72228 - Ophiocordyceps sinensis: 10.1021/NP100902F
223102 - Orobanche crenata: 10.1055/S-2006-958118
36748 - Orobanche minor: 10.1055/S-2006-958118
45171 - Paeonia suffruticosa: 10.1002/JCCS.200000051
44586 - Panax Notoginseng (Burk.) F. H. Chen Ex C. Chow: -
69765 - Penicillium bilaiae: 10.1007/BF01104007
3329 - Picea abies:
3330 - Picea glauca: 10.1016/S0031-9422(96)00388-3
33090 - Plants: -
62097 - Plumeria rubra: 10.1016/0378-8741(91)90091-Q
3694 - Populus trichocarpa: 10.1515/ZNC-1987-9-1004
55489 - Posidonia oceanica: 10.1016/S0031-9422(97)01118-7
36596 - Prunus armeniaca: 10.1021/JF00004A032
3758 - Prunus domestica: 10.1021/JF00004A032
3760 - Prunus persica: 10.1021/JF00004A032
642531 - Pyrola incarnata: 10.1248/CPB.40.2083
642532 - Pyrola japonica: 10.1248/CPB.40.2083
13651 - Pyrola rotundifolia: 10.1248/CPB.40.2083
98718 - Robinsonecio gerberifolius: 10.1021/NP0203739
4463 - Sauromatum venosum: 10.1016/S0031-9422(00)94756-3
378341 - Saussurea simpsoniana: 10.1007/S10600-010-9659-5
182070 - Saxifraga Stolonifera: -
462527 - Senecio filaginoides: 10.1002/BSCB.19860950903
189247 - Senecio scandens: 10.1021/NP049831Z
403019 - Sideritis discolor: 10.1016/J.PHYTOCHEM.2009.05.011
155263 - Sideritis soluta: 10.1016/J.PHYTOCHEM.2009.05.011
128215 - Sphagnum magellanicum: 10.1016/0031-9422(94)00650-I
112400 - Syncarpha gnaphaloides: 10.1016/0031-9422(89)80045-7
189254 - Synotis nagensium: 10.1021/NP049831Z
457738 - Tanacetopsis mucronata: 10.1007/BF00575207
2072400 - Tanacetum sinaicum:
1547788 - Tarenna attenuata: 10.1055/S-2007-967165
479928 - Tephroseris flammea: 10.1002/CHIN.199848194
78479 - Trollius Chinensis: -
157443 - Vincetoxicum atratum:
29760 - Vitis vinifera: 10.3389/FMICB.2017.00457
462589 - Werneria nubigena: 10.1016/S0031-9422(97)00341-5
224084 - Wikstroemia canescens: 10.1248/CPB.60.554
751879 - Ziziphora clinopodioides: 10.1016/J.FITOTE.2011.11.023
44586 - 三七: -
33090 - 射干: -
33090 - 徐长卿: -
33090 - 洋金花: -
33090 - 满山红: -
33090 - 白薇: -
33090 - 罗布麻叶: -
33090 - 胡黄连: -
33090 - 茵陈: -
33090 - 虎耳草: -
33090 - 金莲花: -
33090 - 麻黄: -

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

Huiqing Piao, Wanchen Xie, Shiqi Li, Jiaqi Wang, Chao Liu, Peng Quan, Liang Fang. Ternary Deep Eutectic Solvents System of Colchicine, 4-Hydroxyacetophenone, and Protocatechuic Acid and Characterization of Transdermal Enhancement Mechanism. AAPS PharmSciTech. 2023 Nov; 24(8):229. doi: 10.1208/s12249-023-02681-x. [PMID: 37964102]
Gari V Ccana-Ccapatinta, Guillermo F Padilla-Gonzalez, Paola L Ferreira, Marcelo Monge, Joao Semir, Milton Groppo, Fernando B Da Costa. High-Resolution Liquid Chromatography-Mass Spectrometry-Based Metabolomics for the Classification of Chuquiraga (Barnadesioideae, Asteraceae): New Phenylpropanoid Derivatives as Chemical Markers for Chuquiraga spinosa. Journal of natural products. 2023 Mar; ?(?):. doi: 10.1021/acs.jnatprod.2c00603. [PMID: 36913505]
Liangyu Lu, Xiaolei Wang, Lei Zhou, Qiyuan Liu, Guanghao Zhang, Bingqing Xue, Chenyu Hu, Xiaolin Shen, Xinxiao Sun, Yajun Yan, Jia Wang, Qipeng Yuan. Establishing biosynthetic pathway for the production of p-hydroxyacetophenone and its glucoside in Escherichia coli. Metabolic engineering. 2023 Feb; 76(?):110-119. doi: 10.1016/j.ymben.2023.02.001. [PMID: 36746296]
Juan Zou, Yuanyuan Li, Jingyi Cai, Xiaotian Peng, Lincong Zhang, Tian Tian, Tianming Wang, Rong Shi, Jiasheng Wu, Yueming Ma. Identification of Yinchenwuling fang's active components and hepatoprotective effects against cholestatic liver damage induced by alpha-naphthyl isothiocyanate in mice. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2023 Jan; 1215(?):123570. doi: 10.1016/j.jchromb.2022.123570. [PMID: 36542898]
Gara N Dexter, Laura E Navas, Jason C Grigg, Harbir Bajwa, David J Levy-Booth, Jie Liu, Nathan A Louie, Seyed A Nasseri, Soo-Kyeong Jang, Scott Renneckar, Lindsay D Eltis, William W Mohn. Bacterial catabolism of acetovanillone, a lignin-derived compound. Proceedings of the National Academy of Sciences of the United States of America. 2022 10; 119(43):e2213450119. doi: 10.1073/pnas.2213450119. [PMID: 36256818]
Nur Hanis Abd Latif, Afidah Abdul Rahim, Nicolas Brosse, M Hazwan Hussin. The structural characterization and antioxidant properties of oil palm fronds lignin incorporated with p-hydroxyacetophenone. International journal of biological macromolecules. 2019 Jun; 130(?):947-957. doi: 10.1016/j.ijbiomac.2019.03.032. [PMID: 30851323]
Yuan Xu, Long Chen, Yi-Xin Jiang, Yue Yang, Dan-Dan Zhang. [Regulatory effect and relevant mechanisms of fraction from heat-clearing and detoxifying herb couplet on macrophage M1/M2 phenotypes]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2018 Sep; 43(18):3722-3728. doi: 10.19540/j.cnki.cjcmm.20180522.003. [PMID: 30384539]
Takashi Uchikura, Hiroaki Tanaka, Hidemi Sugiwaki, Morio Yoshimura, Naoko Sato-Masumoto, Takashi Tsujimoto, Nahoko Uchiyama, Takashi Hakamatsuka, Yoshiaki Amakura. Preliminary Quality Evaluation and Characterization of Phenolic Constituents in Cynanchi Wilfordii Radix. Molecules (Basel, Switzerland). 2018 Mar; 23(3):. doi: 10.3390/molecules23030656. [PMID: 29538318]
Geneviève J Parent, Isabelle Giguère, Melissa Mageroy, Joerg Bohlmann, John J MacKay. Evolution of the biosynthesis of two hydroxyacetophenones in plants. Plant, cell & environment. 2018 03; 41(3):620-629. doi: 10.1111/pce.13134. [PMID: 29314043]
Melissa H Mageroy, Sharon Jancsik, Macaire Man Saint Yuen, Michael Fischer, Stephen G Withers, Christian Paetz, Bernd Schneider, John Mackay, Joerg Bohlmann. A Conifer UDP-Sugar Dependent Glycosyltransferase Contributes to Acetophenone Metabolism and Defense against Insects. Plant physiology. 2017 Oct; 175(2):641-651. doi: 10.1104/pp.17.00611. [PMID: 28794260]
Di Wu, Xuan Chen, Shuang Hu, Xiaohong Bai. Study on major antitumor components in Yinchenhao decoction in vitro and in vivo based on hollow fiber cell fishing coupled with high performance liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Aug; 1060(?):118-125. doi: 10.1016/j.jchromb.2017.06.003. [PMID: 28609699]
Chang Ching-Wen, Chen Yun-Chieh, Lin Yu-Chin, Peng Wen-Huang. p-Hydroxyacetophenone suppresses nuclear factor-κB-related inflammation in nociceptive and inflammatory animal models. Journal of natural medicines. 2017 Apr; 71(2):422-432. doi: 10.1007/s11418-017-1074-9. [PMID: 28150144]
Di Zhou, Hongyan Wei, Zhe Jiang, Xuezheng Li, Kun Jiao, Xiaoguang Jia, Yue Hou, Ning Li. Natural potential neuroinflammatory inhibitors from Alhagi sparsifolia Shap. Bioorganic & medicinal chemistry letters. 2017 02; 27(4):973-978. doi: 10.1016/j.bmcl.2016.12.075. [PMID: 28073678]
Jinlong Yang, Yichao Cheng, Yuanyuan Zhu, Junjun Zhu, Tingting Chen, Yong Xu, Qiang Yong, Shiyuan Yu. [Effect of phenolic ketones on ethanol fermentation and cellular lipid composition of Pichia stipitis]. Sheng wu gong cheng xue bao = Chinese journal of biotechnology. 2016 Feb; 32(2):185-94. doi: . [PMID: 27382768]
Yong Zhao, Chang-An Geng, Hao Chen, Yun-Bao Ma, Xiao-Yan Huang, Tuan-Wu Cao, Kang He, Hao Wang, Xue-Mei Zhang, Ji-Jun Chen. Isolation, synthesis and anti-hepatitis B virus evaluation of p-hydroxyacetophenone derivatives from Artemisia capillaris. Bioorganic & medicinal chemistry letters. 2015 Apr; 25(7):1509-14. doi: 10.1016/j.bmcl.2015.02.024. [PMID: 25737008]
Peng Liu, Xing Xu, Lili Chen, Lei Ma, Xu Shen, Lihong Hu. Discovery and SAR study of hydroxyacetophenone derivatives as potent, non-steroidal farnesoid X receptor (FXR) antagonists. Bioorganic & medicinal chemistry. 2014 Mar; 22(5):1596-607. doi: 10.1016/j.bmc.2014.01.032. [PMID: 24513188]
Tsurng-Juhn Huang, Shu-Heng Liu, Yu-Cheng Kuo, Chia-Wen Chen, Shen-Chieh Chou. Antiviral activity of chemical compound isolated from Artemisia morrisonensis against hepatitis B virus in vitro. Antiviral research. 2014 Jan; 101(?):97-104. doi: 10.1016/j.antiviral.2013.11.007. [PMID: 24269476]
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Xiao-Feng Li, Xiao-Ru Hu, Zhong Dai, Yan Zhang, Hong Liang, Rui-Chao Lin. [Study on chemical constituents of Carthamus tinctorius]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Oct; 35(10):1616-9. doi: . [PMID: 23627128]
Cristina Quispe, Ezequiel Viveros-Valdez, Guillermo Schmeda-Hirschmann. Phenolic constituents of the Chilean herbal tea Fabiana imbricata R. et P. Plant foods for human nutrition (Dordrecht, Netherlands). 2012 Sep; 67(3):242-6. doi: 10.1007/s11130-012-0302-4. [PMID: 22850976]
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Naheed Riaz, Muhammad Akram Naveed, Muhammad Saleem, Bushra Jabeen, Muhammad Ashraf, Syeda Abida Ejaz, Abdul Jabbar, Ishtiaq Ahmed. Cholinesterase inhibitory constituents from Ficus bengalensis. Journal of Asian natural products research. 2012; 14(12):1149-55. doi: 10.1080/10286020.2012.733702. [PMID: 23106601]
Hari Prasad Devkota, Masato Watanabe, Takashi Watanabe, Shoji Yahara. Phenolic compounds from the aerial parts of Diplomorpha canescens. Chemical & pharmaceutical bulletin. 2012; 60(4):554-6. doi: 10.1248/cpb.60.554. [PMID: 22466741]
YanFu Jiang, Hyun Gyu Choi, Ying Li, Yu Mi Park, Jong Hwa Lee, Do Hoon Kim, Je-Hyun Lee, Jong Keun Son, MinKyun Na, Seung Ho Lee. Chemical constituents of Cynanchum wilfordii and the chemotaxonomy of two species of the family Asclepiadacease, C. wilfordii and C. auriculatum. Archives of pharmacal research. 2011 Dec; 34(12):2021-7. doi: 10.1007/s12272-011-1203-z. [PMID: 22210026]
Yun-Jan Wang, Jinhui Dou, Kevin P Cross, Luis G Valerio. Computational analysis for hepatic safety signals of constituents present in botanical extracts widely used by women in the United States for treatment of menopausal symptoms. Regulatory toxicology and pharmacology : RTP. 2011 Feb; 59(1):111-24. doi: 10.1016/j.yrtph.2010.09.012. [PMID: 20920542]
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