1-Methoxy-4-(2-propenyl)benzene (BioDeep_00000396723)

 

Secondary id: BioDeep_00000003765, BioDeep_00000861362

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


InChI=1/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H

化学式: C10H12O (148.0888)
中文名称: 草蒿脑, 雌二醇, 4-烯丙基苯甲醚
谱图信息: 最多检出来源 Viridiplantae(plant) 12.48%

分子结构信息

SMILES: c1c(ccc(c1)CC=C)OC
InChI: InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H3

描述信息

1-Methoxy-4-(2-propenyl)benzene, also known as methylchavicol or estragol, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. 1-Methoxy-4-(2-propenyl)benzene is a sweet, alcohol, and anise tasting compound. 1-Methoxy-4-(2-propenyl)benzene is found, on average, in the highest concentration within a few different foods, such as anises, fennels, and sweet basils and in a lower concentration in cumins, tarragons, and parsley. 1-Methoxy-4-(2-propenyl)benzene has also been detected, but not quantified, in several different foods, such as citrus, chinese cinnamons, caraway, fats and oils, and cloves. This could make 1-methoxy-4-(2-propenyl)benzene a potential biomarker for the consumption of these foods. 1-Methoxy-4-(2-propenyl)benzene, with regard to humans, has been linked to the inborn metabolic disorder celiac disease.
Estragole is a colorless liquid with odor of anise. Insoluble in water. Isolated from rind of persea gratissima grath. and from oil of estragon. Found in oils of Russian anise, basil, fennel turpentine, tarragon oil, anise bark oil. (NTP, 1992)
Estragole is a phenylpropanoid that is chavicol in which the hydroxy group is replaced by a methoxy group. It has a role as a flavouring agent, an insect attractant, a plant metabolite, a genotoxin and a carcinogenic agent. It is an alkenylbenzene, a monomethoxybenzene and a phenylpropanoid. It is functionally related to a chavicol.
Estragole is a natural product found in Vitis rotundifolia, Chaerophyllum macrospermum, and other organisms with data available.
See also: Anise Oil (part of).
Constituent of many essential oils. Found in apple, bilberry and orange fruits and juices. Flavouring agent.
A phenylpropanoid that is chavicol in which the hydroxy group is replaced by a methoxy group.
Estragole (4-Allylanisole), a relatively nontoxic volatile terpenoid ether, is a major component of the essential oil of many plants. Estragole dose-dependently blocks nerve excitability[1]. Estragole displays anti-toxoplasma activity[2].
Estragole (4-Allylanisole), a relatively nontoxic volatile terpenoid ether, is a major component of the essential oil of many plants. Estragole dose-dependently blocks nerve excitability[1]. Estragole displays anti-toxoplasma activity[2].

同义名列表

79 个代谢物同义名

InChI=1/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H; 4-06-00-03817 (Beilstein Handbook Reference); BENZENE,1-ALLYL,4-METHOXY METHYLCHAVICOL; 1-METHOXY-4-(2-PROPENYL)BENZENE [HSDB]; Benzene, 1-methoxy-4-(2-propen-1-yl)-; 1-Methoxy-4-(2-propenyl)benzene, 9CI; 4-Allylanisole, purum, >=97.0\\% (GC); 4-Allylanisole, analytical standard; 1-methoxy-4-(prop-2-en-1-yl)benzene; 1-Methoxy-4-(2-propen-1-yl)-Benzene; Benzene, 1-methoxy-4-(2-propenyl)-; 1-Methoxy-4-(2-propen-1-yl)benzene; Benzene, 1-methoxy, 4-prop-2-enyl; 1 -Methoxy-4-(2-propenyl) benzene; 1-methoxy-4-(2-propenyl)-benzene; 1-METHOXY-4-(2-PROPENYL)BENZENE; Estragole, analytical standard; 1-methoxy-4-prop-2-enylbenzene; 3-(4-Methoxyphenyl)-1-propene; 3-(p-Methoxyphenyl)-1-propene; Para-allylanisole (estragole); Allylphenyl methyl ether, p-; Methyl chavicole (estragole); Ether, p-allylphenyl methyl; 4-Allylanisole, >=98\\%, FCC; 3-(p-Methoxyphenyl)propene; 3-(4-Methoxyphenyl)propene; p-Allylphenyl methyl ether; Estragol (methylchavicol); 1-allyl-4-methoxy-benzene; 4-Allyl-1-methoxybenzene; 1-Allyl-4-methoxybenzene; 4-methoxy allylbenzene; p-methoxy allylbenzene; Chavicol methyl ether; p-Allylmethoxybenzene; 4-Methoxyallylbenzene; 4-Allylmethoxybenzene; Chavicyl methyl ether; p-Methoxyallylbenzene; 4-Allylanisole, 98\\%; Estragole (natural); Chavicol, O-methyl-; para-allylanisole; Chavicol, methyl-; Anisole, p-allyl-; O-Methyl-Chavicol; O-Methylchavicol; Methyl chavicole; ESTRAGOLE [FHFI]; methyl chavicol; p-Allyl-Anisole; UNII-9NIW07V3ET; ESTRAGOLE [FCC]; Methyl-Chavicol; p-allylanisole; ESTRAGOLE [MI]; Methylchavicol; 4-allylanisole; WLN: 1U2R DO1; 4-allylanisol; Isoanthethole; Tox21_302930; Tox21_202387; Estragenole; Isoanethole; 9NIW07V3ET; Estragole; Esdragole; Esteragol; FEMA 2411; AI3-16052; Esdragon; Estragol; Esdragol; Terragon; Tarragon; Estragole; Estragole



数据库引用编号

23 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

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)

110 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。

亚细胞结构定位 关联基因列表
Cytoplasm 8 ARHGAP45, CAT, CYP2E1, FPR1, HNF1A, SULT1A1, SULT2A1, TYR
Peripheral membrane protein 4 ACHE, CYP1B1, CYP2E1, SORD
Endoplasmic reticulum membrane 3 CYP1A2, CYP1B1, CYP2E1
Mitochondrion membrane 1 SORD
Nucleus 3 ACHE, HNF1A, PCNA
cytosol 8 ARHGAP45, CAT, COMT, GPT, SORD, SULT1A1, SULT2A1, TAT
dendrite 1 COMT
mitochondrial membrane 1 SORD
nuclear body 1 PCNA
centrosome 1 PCNA
nucleoplasm 1 PCNA
Cell membrane 4 ACHE, COMT, FPR1, TNF
ruffle membrane 1 ARHGAP45
Multi-pass membrane protein 1 FPR1
Synapse 3 ACHE, COMT, TAC1
cell surface 2 ACHE, TNF
Golgi apparatus 2 ACHE, ATRN
mitochondrial inner membrane 1 CYP2E1
neuromuscular junction 1 ACHE
neuronal cell body 2 TAC1, TNF
Lysosome 1 TYR
plasma membrane 6 ACHE, ARHGAP45, ATRN, COMT, FPR1, TNF
Membrane 7 ACHE, ARHGAP45, CAT, COMT, CYP1B1, FPR1, SORD
axon 2 COMT, TAC1
extracellular exosome 6 ATRN, CAT, COMT, GPT, PCNA, SORD
extracellular space 6 ACHE, ATRN, IL10, SORD, TAC1, TNF
perinuclear region of cytoplasm 2 ACHE, TYR
mitochondrion 2 CAT, CYP1B1
protein-containing complex 2 CAT, HNF1A
intracellular membrane-bounded organelle 6 CAT, COMT, CYP1A2, CYP1B1, CYP2E1, TYR
Microsome membrane 3 CYP1A2, CYP1B1, CYP2E1
Single-pass type I membrane protein 2 ATRN, TYR
Secreted 2 ACHE, IL10
extracellular region 6 ACHE, ARHGAP45, CAT, IL10, TAC1, TNF
[Isoform 2]: Secreted 1 ATRN
mitochondrial matrix 1 CAT
Extracellular side 2 ACHE, COMT
motile cilium 1 SORD
external side of plasma membrane 1 TNF
Melanosome membrane 1 TYR
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 2 COMT, TNF
Cell projection, ruffle membrane 1 ARHGAP45
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 1 TNF
focal adhesion 1 CAT
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
chromatin 2 HNF1A, PCNA
phagocytic cup 1 TNF
nuclear replication fork 1 PCNA
chromosome, telomeric region 1 PCNA
Cell projection, cilium, flagellum 1 SORD
Lipid-anchor, GPI-anchor 1 ACHE
[Isoform 3]: Secreted 1 ATRN
Melanosome 1 TYR
side of membrane 1 ACHE
replication fork 1 PCNA
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 ARHGAP45, CAT
secretory granule membrane 1 FPR1
male germ cell nucleus 1 PCNA
azurophil granule membrane 1 FPR1
azurophil granule lumen 1 ARHGAP45
nuclear lamina 1 PCNA
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 FPR1
[Isoform 1]: Cell membrane 1 ATRN
cyclin-dependent protein kinase holoenzyme complex 1 PCNA
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
[Isoform Soluble]: Cytoplasm 1 COMT
[Isoform Membrane-bound]: Cell membrane 1 COMT
[Isoform H]: Cell membrane 1 ACHE
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Arlene Sobrinho Ventura, Ruy Alberto Caetano Corrêa Filho, Claudia Andrea Lima Cardoso, Giovanna Rodrigues Stringhetta, Lucas de Oliveira Brasileiro, Juliana Silva Ribeiro, Scheila Anelise Pereira, Gabriela Tomas Jerônimo, Jayme Aparecido Povh. Ocimum basilicum essential oil in pacu Piaractus mesopotamicus: anesthetic efficacy, distribution, and depletion in different tissues. Veterinary research communications. 2023 Oct; ?(?):. doi: 10.1007/s11259-023-10225-8. [PMID: 37851315]
  • Zhengyu Bao, Mingcong Fan, Kanza Hannachi, Tingting Li, Jiajia Zhao, Yan Li, Haifeng Qian, Li Wang. Antifungal activity of star anise extract against Penicillium roqueforti and Aspergillus niger for bread shelf life. Food research international (Ottawa, Ont.). 2023 10; 172(?):113225. doi: 10.1016/j.foodres.2023.113225. [PMID: 37689961]
  • Tae-Kyun Hong, Seung-Hwan Lee, Jeong-Seop Shin, Kyoung-Hwa Jang, Eun-Shik Na, Chol-Soo Park, Chung-Hwan Kim, Jun-Ran Kim, Sri Renukadevi Balusamy, Haribalan Perumalsamy. Toxicological and molecular adverse effect of Illicium verum fruit constituents toward Bradysia procera. Pest management science. 2023 Mar; 79(3):1131-1139. doi: 10.1002/ps.7283. [PMID: 36358028]
  • Gholamreza Gohari, Sima Panahirad, Asghar Mohammadi, Muhittin Kulak, Mohamad Reza Dadpour, Zohreh Mehri Lighvan, Sina Sharifi, Bagher Eftekhari-Sis, Sławomir Szafert, Vasileios Fotopoulos, Ali Akbari. Characterization of Octa-aminopropyl polyhedral oligomeric silsesquioxanes (OA-POSS) nanoparticles and their effect on sweet basil (Ocimum basilicum L.) response to salinity stress. Plant physiology and biochemistry : PPB. 2023 Mar; 196(?):89-102. doi: 10.1016/j.plaphy.2023.01.019. [PMID: 36706695]
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  • Ugur Avcibasi, Mouhaman Toukour Dewa, Kadriye Busra Karatay, Ayfer Yurt Kilcar, Fazilet Zumrut Biber Muftuler. Investigation Of Bioactivity Of Estragole Isolated From Basil Plant On Brain Cancer Cell Lines Using Nuclear Method. Current radiopharmaceuticals. 2023 Jan; ?(?):. doi: 10.2174/1874471016666230110144021. [PMID: 36627786]
  • Elaheh Sadat Hosseini, Mohammad Mahdi Majidi, Mohammad Hossein Ehtemam, N Hughes. Characterization of fennel germplasm for physiological persistence and drought recovery: Association with biochemical properties. Plant physiology and biochemistry : PPB. 2023 Jan; 194(?):499-512. doi: 10.1016/j.plaphy.2022.11.037. [PMID: 36516537]
  • Daniela-Simina Stefan, Mariana Popescu, Cristina-Mihaela Luntraru, Alexandru Suciu, Mihai Belcu, Lucia-Elena Ionescu, Mihaela Popescu, Petrica Iancu, Mircea Stefan. Comparative Study of Useful Compounds Extracted from Lophanthus anisatus by Green Extraction. Molecules (Basel, Switzerland). 2022 Nov; 27(22):. doi: 10.3390/molecules27227737. [PMID: 36431837]
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  • Nigel J Gooderham, Samuel M Cohen, Gerhard Eisenbrand, Shoji Fukushima, F Peter Guengerich, Stephen S Hecht, Ivonne M C M Rietjens, Thomas J Rosol, Jeanne M Davidsen, Christie L Harman, Ian J Murray, Sean V Taylor. FEMA GRAS assessment of natural flavor complexes: Clove, cinnamon leaf and West Indian bay leaf-derived flavoring ingredients. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Nov; 145(?):111585. doi: 10.1016/j.fct.2020.111585. [PMID: 32702506]
  • Edvaldo Balbino Alves Júnior, Rodrigo de Oliveira Formiga, Catarina Alves de Lima Serafim, Maria Elaine Cristina Araruna, Michele Liz de Souza Pessoa, Roseane Carvalho Vasconcelos, Thais Gomes de Carvalho, Tamires Gonçalves de Jesus, Aurigena Antunes Araújo, Raimundo Fernandes de Araujo Junior, Giciane Carvalho Vieira, Marianna Vieira Sobral, Leônia Maria Batista. Estragole prevents gastric ulcers via cytoprotective, antioxidant and immunoregulatory mechanisms in animal models. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Oct; 130(?):110578. doi: 10.1016/j.biopha.2020.110578. [PMID: 32750650]
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  • Nurhayat Tabanca, Marco Masi, Nancy D Epsky, Paola Nocera, Alessio Cimmino, Paul E Kendra, Jerome Niogret, Antonio Evidente. Laboratory Evaluation of Natural and Synthetic Aromatic Compounds as Potential Attractants for Male Mediterranean fruit Fly, Ceratitis capitata. Molecules (Basel, Switzerland). 2019 Jun; 24(13):. doi: 10.3390/molecules24132409. [PMID: 31261896]
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