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Definition: A member of the class of coumarins that is umbelliferone in which the phenolic hydrogen has been replaced by a geranyl group.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 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
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Ccna2
cyclin A2
affects expression
ISO
aurapten affects the expression of CCNA2 mRNA
CTD
PMID:23320178
NCBI chr 2:119,427,239...119,433,645
Ensembl chr 2:119,426,089...119,433,577
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Ccnb2
cyclin B2
affects expression
ISO
aurapten affects the expression of CCNB2 mRNA
CTD
PMID:23320178
NCBI chr 8:71,087,594...71,100,794
Ensembl chr 8:71,087,595...71,100,874
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Cdc45
cell division cycle 45
affects expression
ISO
aurapten affects the expression of CDC45 mRNA
CTD
PMID:23320178
NCBI chr11:82,185,427...82,210,630
Ensembl chr11:82,185,473...82,210,619
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Cdk1
cyclin-dependent kinase 1
affects expression
ISO
aurapten affects the expression of CDK1 mRNA
CTD
PMID:23320178
NCBI chr20:19,266,226...19,281,417
Ensembl chr20:19,266,248...19,281,408
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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 5:104,009,839...104,019,082
Ensembl chr 5:104,010,680...104,019,050
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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 5:124,411,123...124,416,278
Ensembl chr 5:124,411,124...124,416,278
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Chek1
checkpoint kinase 1
affects expression
ISO
aurapten affects the expression of CHEK1 mRNA
CTD
PMID:23320178
NCBI chr 8:36,420,565...36,443,477
Ensembl chr 8:36,420,569...36,441,009
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Chek2
checkpoint kinase 2
affects expression
ISO
aurapten affects the expression of CHEK2 mRNA
CTD
PMID:23320178
NCBI chr12:45,788,823...45,821,382
Ensembl chr12:45,788,827...45,821,286
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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 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111
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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 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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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 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
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Dusp1
dual specificity phosphatase 1
affects expression
ISO
aurapten affects the expression of DUSP1 mRNA
CTD
PMID:23320178
NCBI chr10:16,680,489...16,683,276
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E2f1
E2F transcription factor 1
affects expression
ISO
aurapten affects the expression of E2F1 mRNA
CTD
PMID:23320178
NCBI chr 3:143,064,535...143,075,362
Ensembl chr 3:143,049,478...143,075,361
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E2f2
E2F transcription factor 2
affects expression
ISO
aurapten affects the expression of E2F2 mRNA
CTD
PMID:23320178
NCBI chr 5:148,399,193...148,422,595
Ensembl chr 5:148,399,642...148,421,217
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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 4:96,154,789...96,157,091
Ensembl chr 4:96,154,789...96,157,115
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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 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
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Kif20b
kinesin family member 20B
affects expression
ISO
aurapten affects the expression of KIF20B mRNA
CTD
PMID:23320178
NCBI chr 1:232,428,293...232,483,798
Ensembl chr 1:232,428,371...232,483,787
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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 9:23,219,169...23,237,314
Ensembl chr 9:23,219,169...23,237,314
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Mcm6
minichromosome maintenance complex component 6
affects expression
ISO
aurapten affects the expression of MCM6 mRNA
CTD
PMID:23320178
NCBI chr13:39,826,745...39,851,937
Ensembl chr13:39,826,763...39,851,960
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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 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
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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 chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
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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 9:1,133,117...1,154,639
Ensembl chr 9:1,134,909...1,154,631
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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 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641
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