Aceteugenol (BioDeep_00000397407)

 

Secondary id: BioDeep_00000009981, BioDeep_00000868842

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


InChI=1/C12H14O3/c1-4-5-10-6-7-11(15-9(2)13)12(8-10)14-3/h4,6-8H,1,5H2,2-3H

化学式: C12H14O3 (206.0942894)
中文名称: 乙酸丁香酚酯, 乙酸丁香酚酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.35%

分子结构信息

SMILES: CC(=O)OC1=C(C=C(C=C1)CC=C)OC
InChI: InChI=1S/C12H14O3/c1-4-5-10-6-7-11(15-9(2)13)12(8-10)14-3/h4,6-8H,1,5H2,2-3H3

描述信息

Aceteugenol, also known as eugenol acetate, belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Aceteugenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Aceteugenol is a sweet-, carnation-, and clove-tasting compound. Outside of the human body, aceteugenol is found, on average, in the highest concentration in a few different foods, such as cloves, Ceylon cinnamons, and sweet bay. Aceteugenol has also been detected, but not quantified in, several different foods, such as nutmegs, herbs and spices, cumins, star anises, and lemon balms. This could make aceteugenol a potential biomarker for the consumption of these foods. Aceteugenol is a flavouring agent found in Caraway, oil of clove (Syzygium aromaticum), cinnamon leaf (Cinnamomum verum), and other essential oils.
Acetyleugenol is a member of phenols and a benzoate ester.
Acetyleugenol is a natural product found in Myrtus communis, Illicium verum, and other organisms with data available.
See also: Clove Oil (part of).
Flavouring agent. Found in oil of clove (Syzygium aromaticum), cinnamon leaf (Cinnamomum verum) and other essential oils
Eugenol acetate (Eugenyl acetate), a major phytochemical constituent of the essential oil exhibits antibacterial, antioxidant, and anti-virulence activities. Eugenol acetate (Eugenyl acetate), a phytochemical in clove essential oil, against clinical isolates of Candida albicans, Candida parapsilosis, Candida tropicalis, and Candida glabrata.
Eugenol acetate (Eugenyl acetate), a major phytochemical constituent of the essential oil exhibits antibacterial, antioxidant, and anti-virulence activities. Eugenol acetate (Eugenyl acetate), a phytochemical in clove essential oil, against clinical isolates of Candida albicans, Candida parapsilosis, Candida tropicalis, and Candida glabrata.

同义名列表

49 个代谢物同义名

InChI=1/C12H14O3/c1-4-5-10-6-7-11(15-9(2)13)12(8-10)14-3/h4,6-8H,1,5H2,2-3H; 2-Methoxy-4-(prop-2-enyl)phenyl Acetate (Acetyleugenol); acetate 2-methoxy-4-(prop-2-en-1-yl)phenyl acetate; Phenol, 2-methoxy-4-(2-propen-1-yl)-, 1-acetate; 3-06-00-05029 (Beilstein Handbook Reference); Acetic acid 4-allyl-2-methoxy-phenyl ester; Phenol, 2-methoxy-4-(2-propenyl)-, acetate; 2-methoxy-4-(prop-2-en-1-yl)phenyl acetate; 1-Acetoxy-2-methoxy-4-allylbenzene Phenol; 2-Methoxy-4-(2-propen-1-yl)phenyl acetate; (2-methoxy-4-prop-2-enylphenyl) acetate; 1-(3-methoxy-4-acetoxyphenyl)-2-propene; 2-Methoxy-4-(2-propenyl)phenyl acetate; 2-Methoxy-4-(2-propenyl)phenol acetate; 3-(4-acetoxy-3-methoxyphenyl)propene; Phenol, 4-allyl-2-methoxy-, acetate; 1-Acetoxy-2-methoxy-4-allylbenzene; Acetyleugenol, analytical standard; Eugenyl acetate, >=98\\%, FCC, FG; 4-Allyl-2-methoxyphenyl acetate; 4-Allyl-2-methoxyphenol acetate; 2-methoxy-4-(2-propen-1-yl)-; Eugenyl acetate, >=98\\%, FCC; 2-methoxy-4-(2-propenyl)-; EUGENOL ACETATE [FHFI]; EUGENYL ACETATE [INCI]; 1,3,4-Eugenol acetate; EUGENYL ACETATE [FCC]; acetyl eugenol fg 25; 1-acetate AI3-01780; 1,4-Eugenol acetate; 4-allyl-2-methoxy-; WLN: 1VOR BO1 D2U1; eugenyl acetate; O-Acetyleugenol; UNII-V9OSB376X8; Eugenol acetate; EUGENOLACETATE; acetate phenol; Acetyl eugenol; Aceto eugenol; acetyleugenol; acet eugenol; Aceteugenol; V9OSB376X8; 11EUA7501; FEMA 2469; AI3-01780; Acetat



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(2)

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)

34 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。



文献列表

  • Abdou Achraf, Maaghloud Fatima Ezzahra, Moukhfi Fatima Zahra, Bimoussa Abdoullah, Chadli Nour-Eddine, Elmakssoudi Abdelhakim, Jamal Eddine Jamal, Dakir Mohamed. Antibacterial Potent of Acetylated and Non-Acetylated Clove Bud Essential Oils and Their Main Compounds. Chemistry & biodiversity. 2023 Mar; ?(?):e202201034. doi: 10.1002/cbdv.202201034. [PMID: 36892132]
  • Gaber El-Saber Batiha, Luay M Alkazmi, Lamiaa G Wasef, Amany Magdy Beshbishy, Eman H Nadwa, Eman K Rashwan. Syzygium aromaticum L. (Myrtaceae): Traditional Uses, Bioactive Chemical Constituents, Pharmacological and Toxicological Activities. Biomolecules. 2020 01; 10(2):. doi: 10.3390/biom10020202. [PMID: 32019140]
  • Iveta Bartoňková, Zdeněk Dvořák. Essential oils of culinary herbs and spices display agonist and antagonist activities at human aryl hydrocarbon receptor AhR. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 Jan; 111(?):374-384. doi: 10.1016/j.fct.2017.11.049. [PMID: 29191726]
  • Carine C Drewes, Aline de Cs Alves, Cristina B Hebeda, Isabela Copetti, Silvana Sandri, Mayara K Uchiyama, Koiti Araki, Silvia S Guterres, Adriana R Pohlmann, Sandra H Farsky. Role of poly(ε-caprolactone) lipid-core nanocapsules on melanoma-neutrophil crosstalk. International journal of nanomedicine. 2017; 12(?):7153-7163. doi: 10.2147/ijn.s140557. [PMID: 29026308]
  • Charu M Marya, Gunjan Satija, Avinash J, Ruchi Nagpal, Rohtash Kapoor, Aijaz Ahmad. In vitro inhibitory effect of clove essential oil and its two active principles on tooth decalcification by apple juice. International journal of dentistry. 2012; 2012(?):759618. doi: 10.1155/2012/759618. [PMID: 22997520]
  • Virendra S Rana, Reena D Langoljam, Mercedes Verdeguer, Maria Amparo Blázquez. Chemical variability in the essential oil of Cinnamomum tamala L. leaves from India. Natural product research. 2012; 26(14):1355-7. doi: 10.1080/14786419.2011.599806. [PMID: 22007840]
  • Vineeta Singh, Atul Kumar Gupta, S P Singh, Anil Kumar. Direct analysis in real time by mass spectrometric technique for determining the variation in metabolite profiles of Cinnamomum tamala Nees and Eberm genotypes. TheScientificWorldJournal. 2012; 2012(?):549265. doi: 10.1100/2012/549265. [PMID: 22701361]
  • Morten Hyldgaard, Tina Mygind, Rikke Louise Meyer. Essential oils in food preservation: mode of action, synergies, and interactions with food matrix components. Frontiers in microbiology. 2012; 3(?):12. doi: 10.3389/fmicb.2012.00012. [PMID: 22291693]
  • Enos Tangke Arung, Eri Matsubara, Irawan Wijaya Kusuma, Edi Sukaton, Kuniyoshi Shimizu, Ryuichiro Kondo. Inhibitory components from the buds of clove (Syzygium aromaticum) on melanin formation in B16 melanoma cells. Fitoterapia. 2011 Mar; 82(2):198-202. doi: 10.1016/j.fitote.2010.09.008. [PMID: 20858534]
  • Bharti Sapra, Subheet Jain, A K Tiwary. Percutaneous permeation enhancement by terpenes: mechanistic view. The AAPS journal. 2008; 10(1):120-32. doi: 10.1208/s12248-008-9012-0. [PMID: 18446512]
  • Leopold Jirovetz, Gerhard Buchbauer, Ivanka Stoilova, Albena Stoyanova, Albert Krastanov, Erich Schmidt. Chemical composition and antioxidant properties of clove leaf essential oil. Journal of agricultural and food chemistry. 2006 Aug; 54(17):6303-7. doi: 10.1021/jf060608c. [PMID: 16910723]
  • Alessandro Musenga, Anna Ferranti, Maria Addolorata Saracino, Salvatore Fanali, Maria Augusta Raggi. Simultaneous determination of aromatic and terpenic constituents of cloves by means of HPLC with diode array detection. Journal of separation science. 2006 Jun; 29(9):1251-8. doi: 10.1002/jssc.200600023. [PMID: 16833083]
  • Tajuddin, Shamshad Ahmad, Abdul Latif, Iqbal Ahmad Qasmi. Effect of 50\% ethanolic extract of Syzygium aromaticum (L.) Merr. & Perry. (clove) on sexual behaviour of normal male rats. BMC complementary and alternative medicine. 2004 Nov; 4(?):17. doi: 10.1186/1472-6882-4-17. [PMID: 15530165]
  • Yu-Chang Chen, Jih-Jung Chen, Ya-Ling Chang, Che-Ming Teng, Wei-Yu Lin, Chin-Chung Wu, Ih-Sheng Chen. A new aristolactam alkaloid and anti-platelet aggregation constituents from Piper taiwanense. Planta medica. 2004 Feb; 70(2):174-7. doi: 10.1055/s-2004-815497. [PMID: 14994198]
  • Hisashi Matsuda, Toshio Morikawa, Hiromi Managi, Masayuki Yoshikawa. Antiallergic principles from Alpinia galanga: structural requirements of phenylpropanoids for inhibition of degranulation and release of TNF-alpha and IL-4 in RBL-2H3 cells. Bioorganic & medicinal chemistry letters. 2003 Oct; 13(19):3197-202. doi: 10.1016/s0960-894x(03)00710-8. [PMID: 12951092]
  • K C Srivastava. Antiplatelet principles from a food spice clove (Syzygium aromaticum L) [corrected]. Prostaglandins, leukotrienes, and essential fatty acids. 1993 May; 48(5):363-72. doi: 10.1016/0952-3278(93)90116-e. [PMID: 8321872]