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: auraptene
Accession: CHEBI:134355
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Definition: A member of the class of coumarins that is umbelliferone in which the phenolic hydrogen has been replaced by a geranyl group. Ii is isolated from several edible fruits and vegetables and exhibits a variety of therapeutic properties.
Synonyms: exact_synonym: 7-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2H-1-benzopyran-2-one
related_synonym: (E)-7-((3,7-Dimethylocta-2,6-dien-1-yl)oxy)-2H-chromen-2-one; 7-O-geranylumbelliferone; 7-geranyloxycoumarin; Formula=C19H22O3; InChI=1S/C19H22O3/c1-14(2)5-4-6-15(3)11-12-21-17-9-7-16-8-10-19(20)22-18(16)13-17/h5,7-11,13H,4,6,12H2,1-3H3/b15-11+; InChIKey=RSDDHGSKLOSQFK-RVDMUPIBSA-N; SMILES=C12=CC(=CC=C1C=CC(O2)=O)OC/C=C(/CCC=C(C)C)\\C
xref: CAS:495-02-3; Chemspider:1267148; HMDB:HMDB0034054; KNApSAcK:C00029763
xref_mesh: MESH:C105832
xref: PMID:10426794; PMID:10820092; PMID:10840935; PMID:10890030; PMID:10919638; PMID:11023542; PMID:13155117; PMID:15218316; PMID:16012713; PMID:16317159; PMID:16395701; PMID:16979634; PMID:17151446; PMID:17284254; PMID:17301064; PMID:17571970; PMID:17898489; PMID:18060855; PMID:18444171; PMID:19276534; PMID:19444820; PMID:19640308; PMID:19688830; PMID:20460732; PMID:20681532; PMID:20702762; PMID:20863601; PMID:20955144; PMID:21705169; PMID:21911903; PMID:22038981; PMID:22283649; PMID:22471969; PMID:22742512; PMID:22754300; PMID:22761031; PMID:23083450; PMID:23219792; PMID:23320178; PMID:23368941; PMID:23495198; PMID:23872723; PMID:24070132; PMID:24955102; PMID:25147119; PMID:25522543; PMID:25620131; PMID:25810889; PMID:26351512; PMID:26474388; PMID:26730337; PMID:26944297; PMID:27130820; PMID:27207438; PMID:27420975; PMID:27763495; PMID:27771936; PMID:28383142; PMID:9247600; PMID:9395216; PMID:9525276; PMID:9635577; Reaxys:1291239; Wikipedia:Auraptene
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Abcb1a
ATP binding cassette subfamily B member 1A
multiple interactions
ISO
aurapten promotes the reaction [ABCB1 protein results in increased hydrolysis of Adenosine Triphosphate]; aurapten promotes the reaction [ABCB1 protein results in increased import of Daunorubicin]
CTD
PMID:18955043
NCBI chr 4:26,312,403...26,488,456
Ensembl chr 4:26,312,409...26,397,135
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Ccna2
cyclin A2
affects expression
ISO
aurapten affects the expression of CCNA2 mRNA
CTD
PMID:23320178
NCBI chr 2:121,355,363...121,361,762
Ensembl chr 2:121,355,363...121,361,701
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Ccnb2
cyclin B2
affects expression
ISO
aurapten affects the expression of CCNB2 mRNA
CTD
PMID:23320178
NCBI chr 8:79,968,459...79,981,717
Ensembl chr 8:79,968,465...79,981,682
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Cdc45
cell division cycle 45
affects expression
ISO
aurapten affects the expression of CDC45 mRNA
CTD
PMID:23320178
NCBI chr11:95,689,702...95,714,980
Ensembl chr11:95,689,919...95,714,981
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Cdk1
cyclin-dependent kinase 1
affects expression
ISO
aurapten affects the expression of CDK1 mRNA
CTD
PMID:23320178
NCBI chr20:19,265,252...19,280,456
Ensembl chr20:19,265,289...19,280,455
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Cdkn2b
cyclin-dependent kinase inhibitor 2B
affects expression
ISO
aurapten affects the expression of CDKN2B mRNA
CTD
PMID:23320178
NCBI chr 5:109,123,308...109,134,906
Ensembl chr 5:109,114,322...109,134,855
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Cdkn2c
cyclin-dependent kinase inhibitor 2C
affects expression
ISO
aurapten affects the expression of CDKN2C mRNA
CTD
PMID:23320178
NCBI chr 5:129,639,736...129,645,564
Ensembl chr 5:129,639,736...129,644,891
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Chek1
checkpoint kinase 1
affects expression
ISO
aurapten affects the expression of CHEK1 mRNA
CTD
PMID:23320178
NCBI chr 8:44,609,417...44,629,867
Ensembl chr 8:44,609,417...44,629,359
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Chek2
checkpoint kinase 2
affects expression
ISO
aurapten affects the expression of CHEK2 mRNA
CTD
PMID:23320178
NCBI chr12:51,448,838...51,481,159
Ensembl chr12:51,449,140...51,480,667
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Ctnnb1
catenin beta 1
decreases expression
EXP
aurapten results in decreased expression of CTNNB1 protein mutant form
CTD
PMID:16012713
NCBI chr 8:129,517,576...129,544,661
Ensembl chr 8:129,517,545...129,544,662
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Cyp1a1
cytochrome P450, family 1, subfamily a, polypeptide 1
multiple interactions
ISO
aurapten inhibits the reaction [DDT results in increased expression of CYP1A1 mRNA]; aurapten inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA]
CTD
PMID:20865247
NCBI chr 8:66,991,940...66,998,014
Ensembl chr 8:66,991,970...66,998,012
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Ddit3
DNA-damage inducible transcript 3
affects expression
ISO
aurapten affects the expression of DDIT3 mRNA
CTD
PMID:23320178
NCBI chr 7:65,001,695...65,006,517
Ensembl chr 7:65,005,501...65,006,509
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Dusp1
dual specificity phosphatase 1
affects expression
ISO
aurapten affects the expression of DUSP1 mRNA
CTD
PMID:23320178
NCBI chr10:17,184,853...17,187,646
Ensembl chr10:17,184,823...17,187,644
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E2f1
E2F transcription factor 1
affects expression
ISO
aurapten affects the expression of E2F1 mRNA
CTD
PMID:23320178
NCBI chr 3:163,524,739...163,535,563
Ensembl chr 3:163,524,739...163,535,563
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E2f2
E2F transcription factor 2
affects expression
ISO
aurapten affects the expression of E2F2 mRNA
CTD
PMID:23320178
NCBI chr 5:153,682,789...153,706,087
Ensembl chr 5:153,682,789...153,706,087
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Gadd45a
growth arrest and DNA-damage-inducible, alpha
affects expression
ISO
aurapten affects the expression of GADD45A mRNA
CTD
PMID:23320178
NCBI chr 4:97,484,497...97,486,799
Ensembl chr 4:97,484,502...97,486,807
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Jun
Jun proto-oncogene, AP-1 transcription factor subunit
affects expression
ISO
aurapten affects the expression of JUN mRNA
CTD
PMID:23320178
NCBI chr 5:115,009,900...115,012,993
Ensembl chr 5:114,973,151...115,013,285
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Kif20b
kinesin family member 20B
affects expression
ISO
aurapten affects the expression of KIF20B mRNA
CTD
PMID:23320178
NCBI chr 1:241,840,898...241,896,451
Ensembl chr 1:241,840,987...241,896,451
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Mcm3
minichromosome maintenance complex component 3
affects expression
ISO
aurapten affects the expression of MCM3 mRNA
CTD
PMID:23320178
NCBI chr 9:30,715,602...30,733,746
Ensembl chr 9:30,715,602...30,733,746
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Mcm6
minichromosome maintenance complex component 6
affects expression
ISO
aurapten affects the expression of MCM6 mRNA
CTD
PMID:23320178
NCBI chr13:42,379,161...42,404,352
Ensembl chr13:42,379,162...42,465,467
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Nfe2l2
NFE2 like bZIP transcription factor 2
affects response to substance
ISO
NFE2L2 protein affects the susceptibility to aurapten
CTD
PMID:19150646
NCBI chr 3:81,001,529...81,031,165
Ensembl chr 3:81,001,529...81,029,090
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Ptgs2
prostaglandin-endoperoxide synthase 2
multiple interactions
ISO
aurapten inhibits the reaction [DDT results in increased expression of PTGS2 mRNA]; aurapten inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of PTGS2 mRNA]
CTD
PMID:20865247
NCBI chr13:64,714,063...64,722,320
Ensembl chr13:64,713,619...64,722,320
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Uhrf1
ubiquitin-like with PHD and ring finger domains 1
affects expression
ISO
aurapten affects the expression of UHRF1 mRNA
CTD
PMID:23320178
NCBI chr 9:1,220,162...1,241,792
Ensembl chr 9:1,222,063...1,241,792
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Vegfa
vascular endothelial growth factor A
multiple interactions
ISO
aurapten inhibits the reaction [DDT results in increased expression of VEGFA mRNA]; aurapten inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of VEGFA mRNA]
CTD
PMID:20865247
NCBI chr 9:22,452,854...22,468,194
Ensembl chr 9:22,439,392...22,468,194
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