CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: estragole
Accession: CHEBI:4867
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Definition: A phenylpropanoid that is chavicol in which the hydroxy group is replaced by a methoxy group.
Synonyms: related_synonym: 1-Allyl-4-methoxybenzene; 1-Methoxy-4-(2-propen-1-yl)benzene; 1-Methoxy-4-prop-2-enylbenzene; 1-methoxy-4-(2-propenyl)benzene; 1-methoxy-4-(prop-2-en-1-yl)benzene; 3-(4-methoxyphenyl)-1-propene; 3-(p-Methoxyphenyl)propene; 3-(p-methoxyphenyl)-1-propene; 4-Allylanisole; 4-Allylmethoxybenzene; 4-Methoxyallylbenzene; Chavicol methyl ether; Chavicyl methyl ether; Esdragol; Esdragole; Esdragon; Estragol; FEMA 2411; Formula=C10H12O; InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H3; InChIKey=ZFMSMUAANRJZFM-UHFFFAOYSA-N; Isoanethole; Methyl-Chavicol; Methylchavicol; O-Methyl-Chavicol; O-methylchavicol; P-Allylmethoxybenzene; P-Allylphenyl methyl ether; P-Methoxyallylbenzene; SMILES=COC1=CC=C(CC=C)C=C1; p-Allyl-Anisole; p-Allylanisole
xref: BPDB:1391; CAS:140-67-0; FooDB:FDB012392; HMDB:HMDB0034121; KEGG:C10452; KNApSAcK:C00002740
xref_mesh: MESH:C007633
xref: MetaCyc:CPD-6484; PMID:10552889; PMID:10995274; PMID:11161012; PMID:11884690; PMID:12575134; PMID:12617576; PMID:15922374; PMID:16826298; PMID:18095647; PMID:18266152; PMID:18618386; PMID:19167006; PMID:19913108; PMID:20552457; PMID:21291237; PMID:21469658; PMID:21834250; PMID:21922923; PMID:21969960; PMID:23010670; PMID:23020916; PMID:24421258; PMID:32185416; PMID:32750650; PMID:32853702; PMID:33681616; PMID:33963471; PMID:34015424; PMID:36627786; PMID:36797594; Reaxys:1099454; Wikipedia:Estragole
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Ahr
aryl hydrocarbon receptor
multiple interactions
ISO
estragole inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of AHR protein]
CTD
PMID:29191726
NCBI chr 6:57,961,423...57,998,901
Ensembl chr 6:52,234,089...52,271,568
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Casp3
caspase 3
increases expression
EXP
estragole results in increased expression of CASP3 protein modified form
CTD
PMID:29054680
NCBI chr16:52,395,539...52,413,794
Ensembl chr16:45,662,910...45,684,648
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Ccna2
cyclin A2
increases expression
EXP
estragole results in increased expression of CCNA2 mRNA
CTD
PMID:29054680
NCBI chr 2:121,355,363...121,361,762
Ensembl chr 2:119,426,089...119,433,577
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Ccnb1
cyclin B1
increases expression multiple interactions
EXP ISO
estragole results in increased expression of CCNB1 mRNA flumequine promotes the reaction [estragole results in increased expression of CCNB1 mRNA]
CTD
PMID:29054680 PMID:31029721
NCBI chr 2:33,646,252...33,655,225
Ensembl chr 2:31,912,193...31,921,172
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Ccnd1
cyclin D1
increases expression
EXP
estragole results in increased expression of CCND1 protein
CTD
PMID:29054680
NCBI chr 1:209,518,288...209,527,986
Ensembl chr 1:200,089,002...200,098,602
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Ccne1
cyclin E1
increases expression multiple interactions
EXP ISO
estragole results in increased expression of CCNE1 mRNA [flumequine co-treated with estragole] results in increased expression of CCNE1 mRNA
CTD
PMID:29054680 PMID:31029721
NCBI chr 1:99,918,672...99,927,986
Ensembl chr 1:90,781,949...90,791,101
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Chek1
checkpoint kinase 1
increases expression
EXP
estragole results in increased expression of CHEK1 protein
CTD
PMID:29054680
NCBI chr 8:44,609,417...44,629,867
Ensembl chr 8:36,420,569...36,441,009
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Cyp1a1
cytochrome P450, family 1, subfamily a, polypeptide 1
multiple interactions
ISO
estragole inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA]
CTD
PMID:29191726
NCBI chr 8:66,991,940...66,998,014
Ensembl chr 8:58,096,077...58,102,125
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Cyp1a2
cytochrome P450, family 1, subfamily a, polypeptide 2
increases hydroxylation increases expression multiple interactions increases response to substance
ISO
CYP1A2 protein results in increased hydroxylation of estragole estragole results in increased expression of CYP1A2 mRNA [flumequine co-treated with estragole] results in increased expression of CYP1A2 mRNA CYP1A2 protein results in increased susceptibility to estragole
CTD
PMID:19920071 PMID:31029721 PMID:32853702
NCBI chr 8:66,971,261...66,978,149
Ensembl chr 8:58,075,367...58,082,312
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Cyp2e1
cytochrome P450, family 2, subfamily e, polypeptide 1
increases hydroxylation
ISO
CYP2E1 protein results in increased hydroxylation of estragole
CTD
PMID:19920071
NCBI chr 1:205,269,967...205,280,365
Ensembl chr 1:195,840,058...195,864,023
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Gsk3b
glycogen synthase kinase 3 beta
increases phosphorylation
EXP
estragole results in increased phosphorylation of GSK3B protein
CTD
PMID:29054680
NCBI chr11:76,004,502...76,154,665
Ensembl chr11:62,504,316...62,648,646
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H2ax
H2A.X variant histone
increases expression
EXP
estragole results in increased expression of H2AX protein modified form
CTD
PMID:29054680
NCBI chr 8:53,568,718...53,570,072
Ensembl chr 8:44,671,786...44,673,239 Ensembl chr 4:44,671,786...44,673,239
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Mapk1
mitogen activated protein kinase 1
increases phosphorylation
EXP
estragole results in increased phosphorylation of MAPK1 protein
CTD
PMID:29054680
NCBI chr11:97,462,025...97,529,193
Ensembl chr11:83,957,813...84,023,616
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Mapk3
mitogen activated protein kinase 3
increases phosphorylation
EXP
estragole results in increased phosphorylation of MAPK3 protein
CTD
PMID:29054680
NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:181,366,637...181,372,863
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Mapk8
mitogen-activated protein kinase 8
increases phosphorylation
EXP
estragole results in increased phosphorylation of MAPK8 protein
CTD
PMID:29054680
NCBI chr16:8,645,171...8,728,225
Ensembl chr16:8,638,924...8,721,981
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Mapk9
mitogen-activated protein kinase 9
increases phosphorylation
EXP
estragole results in increased phosphorylation of MAPK9 protein
CTD
PMID:29054680
NCBI chr10:34,670,750...34,711,972
Ensembl chr10:34,169,675...34,210,178
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Pcna
proliferating cell nuclear antigen
increases expression
EXP
estragole results in increased expression of PCNA protein
CTD
PMID:22576464 PMID:29054680
NCBI chr 3:139,951,948...139,955,820
Ensembl chr 3:119,498,810...119,502,995
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Ppp2ca
protein phosphatase 2 catalytic subunit alpha
increases phosphorylation
EXP
estragole results in increased phosphorylation of PPP2CA protein
CTD
PMID:29054680
NCBI chr10:36,856,534...36,878,789
Ensembl chr10:36,358,101...36,377,862
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Rad51
RAD51 recombinase
increases expression
EXP
estragole results in increased expression of RAD51 protein
CTD
PMID:29054680
NCBI chr 3:126,554,210...126,578,888
Ensembl chr 3:106,100,381...106,125,035
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Src
SRC proto-oncogene, non-receptor tyrosine kinase
increases phosphorylation
EXP
estragole results in increased phosphorylation of SRC protein
CTD
PMID:29054680
NCBI chr 3:166,511,616...166,559,463
Ensembl chr 3:146,091,841...146,139,476
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Tnf
tumor necrosis factor
multiple interactions
ISO
[flumequine co-treated with estragole] results in increased expression of TNF mRNA
CTD
PMID:31029721
NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,622,011...3,624,629
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Tp53
tumor protein p53
increases phosphorylation
EXP
estragole results in increased phosphorylation of TP53 protein
CTD
PMID:29054680
NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,300,048...54,311,524
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Ugt1a1
UDP glucuronosyltransferase family 1 member A1
multiple interactions
ISO
[flumequine co-treated with estragole] results in decreased expression of UGT1A1 mRNA
CTD
PMID:31029721
NCBI chr 9:96,249,143...96,256,264
Ensembl chr 9:88,713,184...88,808,465
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