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: gedunin
Accession: CHEBI:65954
browse the term
Definition: A pentacyclic triterpenoid natural product found particularly in Azadirachta indica and Cedrela odorata.
Synonyms: exact_synonym: (4aR,6R,6aS,6bR,7aS,10R,10aS,12aR,12bR)-10-(3-furyl)-4,4,6a,10a,12b-pentamethyl-3,8-dioxo-3,4,4a,5,6,6a,7a,8,10,10a,11,12,12a,12b-tetradecahydrooxireno[c]phenanthro[1,2-d]pyran-6-yl acetate
related_synonym: D-homo-24-nor-17-oxachola-1,20,22-triene-3,16-dione, 7-(acetyloxy)-14,15:21,23-diepoxy-4,4,8-trimethyl-(5alpha,7alpha,13alpha,14beta,15beta,17aalpha)-; Formula=C28H34O7; InChI=1S/C28H34O7/c1-15(29)33-20-13-18-24(2,3)19(30)8-10-25(18,4)17-7-11-26(5)21(16-9-12-32-14-16)34-23(31)22-28(26,35-22)27(17,20)6/h8-10,12,14,17-18,20-22H,7,11,13H2,1-6H3/t17-,18+,20-,21+,22-,25-,26+,27+,28-/m1/s1; InChIKey=YJXDGWUNRYLINJ-BHAPSIHVSA-N; NSC 113497; Oxireno(c)phenanthro(1,2-d)pyran-3,8(3aH,4bH)-dione, 5-(acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a-decahydro-4b,7,7,10a,12a-pentamethyl-,(1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-; SMILES=[H][C@@]12C[C@@H](OC(C)=O)[C@]3(C)[C@]([H])(CC[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]345)c3ccoc3)[C@@]1(C)C=CC(=O)C2(C)C; gedunine
alt_id: CHEBI:67295
xref: AGR:IND43669361; CAS:2753-30-2
xref_mesh: MESH:C106014
xref: PMID:10661881; PMID:10820113; PMID:16134059; PMID:16154614; PMID:16989525; PMID:17450509; PMID:18816111; PMID:19551731; PMID:19955938; PMID:19962286; PMID:21381696; PMID:21523424; PMID:21787243; PMID:22709475; PMID:23355466; PMID:9134742; Reaxys:1444894
G
Ahsa1
activator of Hsp90 ATPase activity 1
increases expression
ISO
gedunin results in increased expression of AHSA1 mRNA
CTD
PMID:17010675
NCBI chr 6:106,913,296...106,921,347
Ensembl chr 6:106,913,530...106,921,345
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Akr1c1
aldo-keto reductase family 1, member C1
increases expression
ISO
gedunin results in increased expression of AKR1C1 mRNA
CTD
PMID:17010675
NCBI chr17:65,810,474...65,837,385
Ensembl chr17:65,810,475...65,837,326
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Akr1c2
aldo-keto reductase family 1, member C2
increases expression
ISO
gedunin results in increased expression of AKR1C2 mRNA
CTD
PMID:17010675
NCBI chr17:65,759,778...65,808,013
Ensembl chr17:65,759,788...65,775,764
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Ar
androgen receptor
decreases expression
ISO
gedunin results in decreased expression of AR protein
CTD
PMID:17010675
NCBI chr X:63,104,771...63,273,934
Ensembl chr X:63,104,771...63,273,925
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Arid5b
AT-rich interaction domain 5B
decreases expression
ISO
gedunin results in decreased expression of ARID5B mRNA
CTD
PMID:17010675
NCBI chr20:20,307,731...20,490,746
Ensembl chr20:20,307,731...20,487,433
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Atf3
activating transcription factor 3
increases expression
ISO
gedunin results in increased expression of ATF3 mRNA
CTD
PMID:17010675
NCBI chr13:102,751,278...102,800,520
Ensembl chr13:102,751,321...102,764,631
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Bag3
BAG cochaperone 3
increases expression
ISO
gedunin results in increased expression of BAG3 mRNA
CTD
PMID:17010675
NCBI chr 1:183,103,038...183,126,862
Ensembl chr 1:183,102,871...183,126,858
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Birc5
baculoviral IAP repeat-containing 5
decreases expression
ISO
gedunin results in decreased expression of BIRC5 mRNA
CTD
PMID:17010675
NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380
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Btg1
BTG anti-proliferation factor 1
decreases expression
ISO
gedunin results in decreased expression of BTG1 mRNA
CTD
PMID:17010675
NCBI chr 7:31,341,391...31,343,649
Ensembl chr 7:31,341,027...31,343,649
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Cacybp
calcyclin binding protein
increases expression
ISO
gedunin results in increased expression of CACYBP mRNA
CTD
PMID:17010675
NCBI chr13:72,437,485...72,447,810
Ensembl chr13:72,437,490...72,450,177
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Casp3
caspase 3
increases activity
ISO
gedunin results in increased activity of CASP3 protein
CTD
PMID:21381696
NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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Casp8
caspase 8
increases activity
ISO
gedunin results in increased activity of CASP8 protein
CTD
PMID:21381696
NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
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Casp9
caspase 9
increases activity
ISO
gedunin results in increased activity of CASP9 protein
CTD
PMID:21381696
NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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Cbr3
carbonyl reductase 3
increases expression
ISO
gedunin results in increased expression of CBR3 mRNA
CTD
PMID:17010675
NCBI chr11:33,008,615...33,016,877
Ensembl chr11:33,008,615...33,016,875
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Cdc7
cell division cycle 7
decreases expression
ISO
gedunin results in decreased expression of CDC7 mRNA
CTD
PMID:17010675
NCBI chr14:2,804,660...2,824,796
Ensembl chr14:2,804,661...2,824,778
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Cdk2
cyclin dependent kinase 2
decreases expression
ISO
gedunin results in decreased expression of CDK2 mRNA
CTD
PMID:17010675
NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
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Chordc1
cysteine and histidine rich domain containing 1
increases expression
ISO
gedunin results in increased expression of CHORDC1 mRNA
CTD
PMID:17010675
NCBI chr 8:15,374,356...15,398,436
Ensembl chr 8:15,374,471...15,399,162
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Cited2
Cbp/p300-interacting transactivator, with Glu/Asp-rich carboxy-terminal domain, 2
decreases expression
ISO
gedunin results in decreased expression of CITED2 mRNA
CTD
PMID:17010675
NCBI chr 1:12,312,426...12,314,869
Ensembl chr 1:12,312,160...12,314,897
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Cyp1a1
cytochrome P450, family 1, subfamily a, polypeptide 1
decreases expression
ISO
gedunin results in decreased expression of CYP1A1 mRNA
CTD
PMID:17010675
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
increases expression
ISO
gedunin results in increased expression of DDIT3 mRNA
CTD
PMID:17010675
NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
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Ddit4
DNA-damage-inducible transcript 4
increases expression
ISO
gedunin results in increased expression of DDIT4 mRNA
CTD
PMID:17010675
NCBI chr20:27,891,989...27,894,088
Ensembl chr20:27,891,998...27,894,105
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Dnaja1
DnaJ heat shock protein family (Hsp40) member A1
increases expression
ISO
gedunin results in increased expression of DNAJA1 mRNA
CTD
PMID:17010675
NCBI chr 5:55,842,414...55,853,326
Ensembl chr 5:55,842,426...55,853,967
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Dnajb4
DnaJ heat shock protein family (Hsp40) member B4
increases expression
ISO
gedunin results in increased expression of DNAJB4 mRNA
CTD
PMID:17010675
NCBI chr 2:241,129,346...241,159,272
Ensembl chr 2:241,130,340...241,159,089
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Efnb2
ephrin B2
decreases expression
ISO
gedunin results in decreased expression of EFNB2 mRNA
CTD
PMID:17010675
NCBI chr16:80,783,389...80,827,420
Ensembl chr16:80,783,417...80,824,391
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Egfr
epidermal growth factor receptor
decreases expression
ISO
gedunin results in decreased expression of EGFR protein
CTD
PMID:17010675
NCBI chr14:91,176,979...91,349,722
Ensembl chr14:91,177,067...91,344,382
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Ficd
FIC domain protein adenylyltransferase
increases expression
ISO
gedunin results in increased expression of FICD mRNA
CTD
PMID:17010675
NCBI chr12:42,889,195...42,894,090
Ensembl chr12:42,889,194...42,894,070
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Flt3
Fms related receptor tyrosine kinase 3
decreases expression
ISO
gedunin results in decreased expression of FLT3 protein
CTD
PMID:17010675
NCBI chr12:7,623,930...7,699,474
Ensembl chr12:7,623,930...7,699,474
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Gatd3a
glutamine amidotransferase class 1 domain containing 3A
decreases expression
ISO
gedunin results in decreased expression of GATD3 mRNA
CTD
PMID:17010675
NCBI chr20:10,514,793...10,522,894
Ensembl chr20:10,514,744...10,522,885
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Gclm
glutamate cysteine ligase, modifier subunit
increases expression
ISO
gedunin results in increased expression of GCLM mRNA
CTD
PMID:17010675
NCBI chr 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535
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Gdf15
growth differentiation factor 15
increases expression
ISO
gedunin results in increased expression of GDF15 mRNA
CTD
PMID:17010675
NCBI chr16:18,804,457...18,808,043
Ensembl chr16:18,805,239...18,808,055
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Gtpbp2
GTP binding protein 2
increases expression
ISO
gedunin results in increased expression of GTPBP2 mRNA
CTD
PMID:17010675
NCBI chr 9:14,813,964...14,823,419
Ensembl chr 9:14,813,964...14,823,241
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Hilpda
hypoxia inducible lipid droplet-associated
decreases expression
ISO
gedunin results in decreased expression of HILPDA mRNA
CTD
PMID:17010675
NCBI chr 4:57,871,088...57,874,048
Ensembl chr 4:57,871,110...57,874,557
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Hmgcs1
3-hydroxy-3-methylglutaryl-CoA synthase 1
increases expression
ISO
gedunin results in increased expression of HMGCS1 mRNA
CTD
PMID:17010675
NCBI chr 2:51,649,368...51,667,100
Ensembl chr 2:51,649,497...51,667,100
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Hmox1
heme oxygenase 1
increases expression
ISO
gedunin results in increased expression of HMOX1 mRNA
CTD
PMID:17010675
NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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Hsp90aa1
heat shock protein 90 alpha family class A member 1
decreases activity
ISO
gedunin results in decreased activity of HSP90AA1 protein
CTD
PMID:17010675
NCBI chr 6:129,702,376...129,707,907
Ensembl chr 6:129,702,383...129,707,268
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Hspa13
heat shock protein family A (Hsp70) member 13
increases expression
ISO
gedunin results in increased expression of HSPA13 mRNA
CTD
PMID:17010675
NCBI chr11:14,375,669...14,389,853
Ensembl chr11:14,373,275...14,389,895
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Hspa1a
heat shock protein family A (Hsp70) member 1A
increases expression
ISO
gedunin results in increased expression of HSPA1A mRNA
CTD
PMID:17010675
NCBI chr20:3,870,765...3,873,221
Ensembl chr20:3,856,006...3,873,227
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Hspa1b
heat shock protein family A (Hsp70) member 1B
increases expression
ISO
gedunin results in increased expression of HSPA1B mRNA
CTD
PMID:17010675
NCBI chr20:3,855,104...3,859,148
Ensembl chr20:3,856,006...3,873,240 Ensembl chr20:3,856,006...3,873,240
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Hspa5
heat shock protein family A (Hsp70) member 5
increases expression
ISO
gedunin results in increased expression of HSPA5 mRNA
CTD
PMID:17010675
NCBI chr 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891
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Hsph1
heat shock protein family H (Hsp110) member 1
increases expression
ISO
gedunin results in increased expression of HSPH1 mRNA
CTD
PMID:17010675
NCBI chr12:5,390,916...5,410,224
Ensembl chr12:5,390,922...5,410,224
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Il1rn
interleukin 1 receptor antagonist
decreases expression
ISO
gedunin results in decreased expression of IL1RN mRNA
CTD
PMID:17010675
NCBI chr 3:7,111,567...7,127,451
Ensembl chr 3:7,111,550...7,127,445
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Insig1
insulin induced gene 1
increases expression
ISO
gedunin results in increased expression of INSIG1 mRNA
CTD
PMID:17010675
NCBI chr 4:7,315,494...7,323,972
Ensembl chr 4:7,315,495...7,323,952
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Jag1
jagged canonical Notch ligand 1
decreases expression
ISO
gedunin results in decreased expression of JAG1 mRNA
CTD
PMID:17010675
NCBI chr 3:124,406,783...124,442,220
Ensembl chr 3:124,406,794...124,442,209
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Kcnn2
potassium calcium-activated channel subfamily N member 2
decreases expression
ISO
gedunin results in decreased expression of KCNN2 mRNA
CTD
PMID:17010675
NCBI chr18:37,817,966...38,258,347
Ensembl chr18:37,817,957...38,258,347
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Ldlr
low density lipoprotein receptor
increases expression
ISO
gedunin results in increased expression of LDLR mRNA
CTD
PMID:17010675
NCBI chr 8:20,270,020...20,292,981
Ensembl chr 8:20,270,041...20,294,580
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Lpin1
lipin 1
increases expression
ISO
gedunin results in increased expression of LPIN1 mRNA
CTD
PMID:17010675
NCBI chr 6:39,309,198...39,417,034
Ensembl chr 6:39,312,748...39,417,097
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Ltn1
listerin E3 ubiquitin protein ligase 1
decreases expression
ISO
gedunin results in decreased expression of LTN1 mRNA
CTD
PMID:17010675
NCBI chr11:26,603,903...26,660,871
Ensembl chr11:26,603,903...26,660,886
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Mafb
MAF bZIP transcription factor B
decreases expression
ISO
gedunin results in decreased expression of MAFB mRNA
CTD
PMID:17010675
NCBI chr 3:148,998,111...149,000,031
Ensembl chr 3:148,998,122...149,000,031
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Mdh2
malate dehydrogenase 2
decreases expression
ISO
gedunin results in decreased expression of MDH2 mRNA
CTD
PMID:17010675
NCBI chr12:20,894,269...20,907,225
Ensembl chr12:20,894,262...20,907,271
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Me1
malic enzyme 1
increases expression
ISO
gedunin results in increased expression of ME1 mRNA
CTD
PMID:17010675
NCBI chr 8:87,549,043...87,660,251
Ensembl chr 8:87,549,043...87,660,304
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Mnt
MAX network transcriptional repressor
increases expression
ISO
gedunin results in increased expression of MNT mRNA
CTD
PMID:17010675
NCBI chr10:59,699,208...59,714,848
Ensembl chr10:59,699,585...59,714,835
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Mrpl18
mitochondrial ribosomal protein L18
increases expression
ISO
gedunin results in increased expression of MRPL18 mRNA
CTD
PMID:17010675
NCBI chr 1:47,837,169...47,841,987
Ensembl chr 1:47,836,561...47,841,987
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Msh6
mutS homolog 6
decreases expression
ISO
gedunin results in decreased expression of MSH6 mRNA
CTD
PMID:17010675
NCBI chr 6:6,562,631...6,579,995
Ensembl chr 6:6,562,632...6,579,956
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Msmo1
methylsterol monooxygenase 1
increases expression
ISO
gedunin results in increased expression of MSMO1 mRNA
CTD
PMID:17010675
NCBI chr16:24,980,680...24,997,927
Ensembl chr16:24,980,697...24,998,016
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Mycbp2
MYC binding protein 2
decreases expression
ISO
gedunin results in decreased expression of MYCBP2 mRNA
CTD
PMID:17010675
NCBI chr15:79,937,354...80,175,432
Ensembl chr15:79,937,354...80,175,498
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Mynn
myoneurin
decreases expression
ISO
gedunin results in decreased expression of MYNN mRNA
CTD
PMID:17010675
NCBI chr 2:112,779,654...112,797,188
Ensembl chr 2:112,779,657...112,796,397
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Nbn
nibrin
decreases expression
ISO
gedunin results in decreased expression of NBN mRNA
CTD
PMID:17010675
NCBI chr 5:29,459,574...29,494,152
Ensembl chr 5:29,459,457...29,494,150
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Nkx3-1
NK3 homeobox 1
decreases expression
ISO
gedunin results in decreased expression of NKX3-1 mRNA
CTD
PMID:17010675
NCBI chr15:44,473,851...44,476,443
Ensembl chr15:44,473,851...44,476,441
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Nrep
neuronal regeneration related protein
decreases expression
ISO
gedunin results in decreased expression of NREP mRNA
CTD
PMID:17010675
NCBI chr18:25,017,069...25,046,593
Ensembl chr18:25,017,083...25,046,591
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Oprk1
opioid receptor, kappa 1
decreases expression
ISO
gedunin results in decreased expression of OPRK1 mRNA
CTD
PMID:17010675
NCBI chr 5:13,860,016...13,877,823
Ensembl chr 5:13,860,021...13,877,823
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Oser1
oxidative stress responsive serine-rich 1
increases expression
ISO
gedunin results in increased expression of OSER1 mRNA
CTD
PMID:17010675
NCBI chr 3:152,066,975...152,085,180
Ensembl chr 3:152,066,975...152,085,149
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Pde9a
phosphodiesterase 9A
decreases expression
ISO
gedunin results in decreased expression of PDE9A mRNA
CTD
PMID:17010675
NCBI chr20:9,469,809...9,562,949
Ensembl chr20:9,469,848...9,562,948
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Pik3cd
phosphatidylinositol-4,5-bisphosphate 3-kinase, catalytic subunit delta
decreases expression
ISO
gedunin results in decreased expression of PIK3CD mRNA
CTD
PMID:17010675
NCBI chr 5:160,094,952...160,142,962
Ensembl chr 5:160,094,952...160,120,930
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Pik3r1
phosphoinositide-3-kinase regulatory subunit 1
decreases expression
ISO
gedunin results in decreased expression of PIK3R1 mRNA
CTD
PMID:17010675
NCBI chr 2:32,878,942...32,963,668
Ensembl chr 2:32,882,032...32,963,631
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Ppara
peroxisome proliferator activated receptor alpha
multiple interactions
ISO
[gedunin co-treated with Glucose] binds to PPARA protein; gedunin inhibits the reaction [Glucose inhibits the reaction [Palmitoyl Coenzyme A analog binds to PPARA protein]]
CTD
PMID:18812576
NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
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Ppif
peptidylprolyl isomerase F
decreases expression
ISO
gedunin results in decreased expression of PPIF mRNA
CTD
PMID:17010675
NCBI chr16:1,257,197...1,263,919
Ensembl chr16:1,257,106...1,263,913
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Pura
purine rich element binding protein A
decreases expression
ISO
gedunin results in decreased expression of PURA mRNA
CTD
PMID:17010675
NCBI chr18:27,885,071...27,905,509
Ensembl chr18:27,884,556...27,905,513
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Rrm2
ribonucleotide reductase regulatory subunit M2
decreases expression
ISO
gedunin results in decreased expression of RRM2 mRNA
CTD
PMID:17010675
NCBI chr 6:41,339,858...41,346,774
Ensembl chr 6:41,340,557...41,346,773
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Serp1
stress-associated endoplasmic reticulum protein 1
increases expression
ISO
gedunin results in increased expression of SERP1 mRNA
CTD
PMID:17010675
NCBI chr 2:142,757,254...142,761,243
Ensembl chr 2:142,757,270...142,761,116
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Sesn1
sestrin 1
decreases expression
ISO
gedunin results in decreased expression of SESN1 mRNA
CTD
PMID:17010675
NCBI chr20:45,294,876...45,387,698
Ensembl chr20:45,294,871...45,387,697
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Slc3a2
solute carrier family 3 member 2
increases expression
ISO
gedunin results in increased expression of SLC3A2 mRNA
CTD
PMID:17010675
NCBI chr 1:205,604,468...205,618,931
Ensembl chr 1:205,604,468...205,618,931
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Slc7a11
solute carrier family 7 member 11
increases expression
ISO
gedunin results in increased expression of SLC7A11 mRNA
CTD
PMID:17010675
NCBI chr 2:134,382,002...134,517,622
Ensembl chr 2:133,963,107...134,517,536
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Sltm
SAFB-like, transcription modulator
decreases expression
ISO
gedunin results in decreased expression of SLTM mRNA
CTD
PMID:17010675
NCBI chr 8:71,215,995...71,261,821
Ensembl chr 8:71,216,612...71,261,825
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Sox4
SRY-box transcription factor 4
decreases expression
ISO
gedunin results in decreased expression of SOX4 mRNA
CTD
PMID:17010675
NCBI chr17:35,667,809...35,672,515
Ensembl chr17:35,667,537...35,673,665
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Stip1
stress-induced phosphoprotein 1
increases expression
ISO
gedunin results in increased expression of STIP1 mRNA
CTD
PMID:17010675
NCBI chr 1:204,209,433...204,228,452
Ensembl chr 1:204,178,932...204,228,476
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Taok3
TAO kinase 3
decreases expression
ISO
gedunin results in decreased expression of TAOK3 mRNA
CTD
PMID:17010675
NCBI chr12:39,312,354...39,473,656
Ensembl chr12:39,314,027...39,461,244
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Txnip
thioredoxin interacting protein
decreases expression
ISO
gedunin results in decreased expression of TXNIP mRNA
CTD
PMID:17010675
NCBI chr 2:184,093,079...184,096,882
Ensembl chr 2:184,092,991...184,096,886
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Txnrd1
thioredoxin reductase 1
increases expression
ISO
gedunin results in increased expression of TXNRD1 mRNA
CTD
PMID:17010675
NCBI chr 7:20,830,042...20,914,990
Ensembl chr 7:20,830,045...20,907,863
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Ube2b
ubiquitin-conjugating enzyme E2B
increases expression
ISO
gedunin results in increased expression of UBE2B mRNA
CTD
PMID:17010675
NCBI chr10:36,248,434...36,263,379
Ensembl chr10:36,248,438...36,264,665
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Ugdh
UDP-glucose 6-dehydrogenase
increases expression
ISO
gedunin results in increased expression of UGDH mRNA
CTD
PMID:17010675
NCBI chr14:42,848,704...42,872,351
Ensembl chr14:42,848,854...42,872,354
G
Wdr77
WD repeat domain 77
decreases expression
ISO
gedunin results in decreased expression of WDR77 mRNA
CTD
PMID:17010675
NCBI chr 2:193,435,465...193,445,534
Ensembl chr 2:193,435,468...193,445,520
G
Zbtb43
zinc finger and BTB domain containing 43
decreases expression
ISO
gedunin results in decreased expression of ZBTB43 mRNA
CTD
PMID:17010675
NCBI chr 3:16,744,535...16,763,854
Ensembl chr 3:16,744,535...16,763,909
G
Zc3h12a
zinc finger CCCH type containing 12A
decreases expression
ISO
gedunin results in decreased expression of ZC3H12A mRNA
CTD
PMID:17010675
NCBI chr 5:137,376,562...137,385,351
Ensembl chr 5:137,376,564...137,385,351
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