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ONTOLOGY REPORT - ANNOTATIONS


Term:4-phenylbutyric acid
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Accession:CHEBI:41500 term browser browse the term
Definition:A monocarboxylic acid the structure of which is that of butyric acid substituted with a phenyl group at C-4. It is a histone deacetylase inhibitor that displays anticancer activity. It inhibits cell proliferation, invasion and migration and induces apoptosis in glioma cells. It also inhibits protein isoprenylation, depletes plasma glutamine, increases production of foetal haemoglobin through transcriptional activation of the gamma-globin gene and affects hPPARgamma activation.
Synonyms:related_synonym: 4-PHENYL-BUTANOIC ACID;   4-Phenyl-n-butyric acid;   4-phenylbutanoic acid;   Benzenebutyric acid;   Formula=C10H12O2;   InChI=1S/C10H12O2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H,11,12);   InChIKey=OBKXEAXTFZPCHS-UHFFFAOYSA-N;   PBA;   SMILES=OC(=O)CCCc1ccccc1;   gamma-Phenyl-n-butyric acid;   gamma-phenylbutyric acid;   omega-Phenylbutanoic acid;   omega-phenylbutyric acid
 alt_id: CHEBI:64058
 xref: CAS:1821-12-1 "ChemIDplus";   CAS:1821-12-1 "NIST Chemistry WebBook";   Drug_Central:24 "DrugCentral";   HMDB:HMDB0000543;   LINCS:LSM-5751
 xref_mesh: MESH:C075773
 xref: MetaCyc:CPD-14367;   PDBeChem:CLT;   PMID:19918981 "Europe PMC";   PMID:20399799 "Europe PMC";   PMID:21237159 "Europe PMC";   PMID:21726539 "Europe PMC";   PMID:21887297 "Europe PMC";   PMID:21894430 "Europe PMC";   PMID:22101259 "Europe PMC";   PMID:22359472 "Europe PMC";   Reaxys:638180 "Reaxys"
 cyclic_relationship: is_conjugate_acid_of CHEBI:75317


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4-phenylbutyric acid term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Aars alanyl-tRNA synthetase JBrowse link 19 43,193,264 43,215,281 RGD:6480464
G Acta2 actin alpha 2, smooth muscle JBrowse link 1 252,537,614 252,550,394 RGD:6480464
G Agt angiotensinogen JBrowse link 19 57,321,594 57,333,460 RGD:6480464
G Ahsa1 activator of Hsp90 ATPase activity 1 JBrowse link 6 111,296,168 111,304,224 RGD:6480464
G Ajuba ajuba LIM protein JBrowse link 15 33,208,210 33,218,456 RGD:6480464
G Akt1 AKT serine/threonine kinase 1 JBrowse link 6 137,218,398 137,239,970 RGD:6480464
G App amyloid beta precursor protein JBrowse link 11 24,425,013 24,641,872 RGD:6480464
G Atf4 activating transcription factor 4 JBrowse link 7 121,480,723 121,482,781 RGD:6480464
G Atf6 activating transcription factor 6 JBrowse link 13 89,053,457 89,242,531 RGD:6480464
G Bax BCL2 associated X, apoptosis regulator JBrowse link 1 101,451,801 101,457,207 RGD:6480464
G Bcl2 BCL2, apoptosis regulator JBrowse link 13 26,605,426 26,769,374 RGD:6480464
G Bcl6 BCL6, transcription repressor JBrowse link 11 80,255,790 80,279,075 RGD:6480464
G Becn1 beclin 1 JBrowse link 10 89,209,944 89,225,297 RGD:6480464
G Birc5 baculoviral IAP repeat-containing 5 JBrowse link 10 106,856,097 106,864,419 RGD:6480464
G Cars cysteinyl-tRNA synthetase JBrowse link 1 216,759,367 216,801,652 RGD:6480464
G Casp1 caspase 1 JBrowse link 8 2,605,743 2,614,637 RGD:6480464
G Casp12 caspase 12 JBrowse link 8 2,658,892 2,686,160 RGD:6480464
G Casp3 caspase 3 JBrowse link 16 48,845,011 48,863,249 RGD:6480464
G Casp7 caspase 7 JBrowse link 1 277,190,557 277,242,779 RGD:6480464
G Casp9 caspase 9 JBrowse link 5 160,356,211 160,373,774 RGD:6480464
G Ccl2 C-C motif chemokine ligand 2 JBrowse link 10 69,412,065 69,413,863 RGD:6480464
G Cdkn1a cyclin-dependent kinase inhibitor 1A JBrowse link 20 6,348,422 6,358,864 RGD:6480464
G Cdkn2a cyclin-dependent kinase inhibitor 2A JBrowse link 5 107,823,323 107,832,405 RGD:6480464
G Cftr CF transmembrane conductance regulator JBrowse link 4 42,693,263 42,860,679 RGD:6480464
G Cidec cell death-inducing DFFA-like effector c JBrowse link 4 145,377,482 145,390,497 RGD:6480464
G Cited2 Cbp/p300-interacting transactivator, with Glu/Asp-rich carboxy-terminal domain, 2 JBrowse link 1 12,823,363 12,825,806 RGD:6480464
G Cldn1 claudin 1 JBrowse link 11 77,815,216 77,830,373 RGD:6480464
G Cmss1 cms1 ribosomal small subunit homolog JBrowse link 11 45,031,627 45,330,481 RGD:6480464
G Cnih4 cornichon family AMPA receptor auxiliary protein 4 JBrowse link 13 99,469,382 99,490,693 RGD:6480464
G Cnot2 CCR4-NOT transcription complex, subunit 2 JBrowse link 7 59,526,105 59,617,307 RGD:6480464
G Col10a1 collagen type X alpha 1 chain JBrowse link 20 41,180,295 41,190,664 RGD:6480464
G Col5a1 collagen type V alpha 1 chain JBrowse link 3 6,430,180 6,581,010 RGD:6480464
G Csde1 cold shock domain containing E1 JBrowse link 2 205,525,194 205,552,987 RGD:6480464
G Cspg5 chondroitin sulfate proteoglycan 5 JBrowse link 8 118,333,695 118,348,040 RGD:6480464
G Cycs cytochrome c, somatic JBrowse link 4 80,331,226 80,333,326 RGD:6480464
G Ddit3 DNA-damage inducible transcript 3 JBrowse link 7 70,578,564 70,585,074 RGD:6480464
G Ddx55 DEAD-box helicase 55 JBrowse link 12 37,453,005 37,468,935 RGD:6480464
G Derl1 derlin 1 JBrowse link 7 97,737,176 97,759,852 RGD:6480464
G Dnajb9 DnaJ heat shock protein family (Hsp40) member B9 JBrowse link 6 64,165,913 64,170,122 RGD:6480464
G Edem1 ER degradation enhancing alpha-mannosidase like protein 1 JBrowse link 4 140,886,644 140,918,654 RGD:6480464
G Eef1e1 eukaryotic translation elongation factor 1 epsilon 1 JBrowse link 17 26,785,017 26,795,723 RGD:6480464
G Eftud2 elongation factor Tu GTP binding domain containing 2 JBrowse link 10 90,932,071 90,983,971 RGD:6480464
G Egfl7 EGF-like-domain, multiple 7 JBrowse link 3 4,034,759 4,044,280 RGD:6480464
G Ehd3 EH-domain containing 3 JBrowse link 6 25,076,012 25,102,457 RGD:6480464
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 JBrowse link 4 98,648,513 98,709,695 RGD:6480464
G Eif2s1 eukaryotic translation initiation factor 2 subunit alpha JBrowse link 6 102,048,372 102,073,041 RGD:6480464
G Ern1 endoplasmic reticulum to nucleus signaling 1 JBrowse link 10 94,588,555 94,682,072 RGD:6480464
G Faah fatty acid amide hydrolase JBrowse link 5 134,852,899 134,872,095 RGD:6480464
G Farsb phenylalanyl-tRNA synthetase subunit beta JBrowse link 9 84,324,456 84,383,674 RGD:6480464
G Fbln1 fibulin 1 JBrowse link 7 126,096,793 126,176,468 RGD:6480464
G Fbxo32 F-box protein 32 JBrowse link 7 98,065,664 98,098,071 RGD:6480464
G Fgf2 fibroblast growth factor 2 JBrowse link 2 124,081,072 124,134,133 RGD:6480464
G Fkbp11 FKBP prolyl isomerase 11 JBrowse link 7 140,398,253 140,402,664 RGD:6480464
G Fn1 fibronectin 1 JBrowse link 9 78,900,111 78,969,018 RGD:6480464
G Gas5 growth arrest specific 5 JBrowse link 13 78,852,523 78,855,844 RGD:6480464
G Gas6 growth arrest specific 6 JBrowse link 16 81,213,364 81,243,824 RGD:6480464
G Gpd2 glycerol-3-phosphate dehydrogenase 2 JBrowse link 3 43,223,892 43,359,069 RGD:6480464
G Gpt glutamic--pyruvic transaminase JBrowse link 7 117,759,083 117,761,932 RGD:6480464
G Gpx3 glutathione peroxidase 3 JBrowse link 10 40,247,436 40,255,423 RGD:6480464
G Grb10 growth factor receptor bound protein 10 JBrowse link 14 92,021,851 92,122,249 RGD:6480464
G Gsdmd gasdermin D JBrowse link 7 116,889,147 116,894,134 RGD:6480464
G Gsta4 glutathione S-transferase alpha 4 JBrowse link 8 85,497,557 85,514,732 RGD:6480464
G Hdac1 histone deacetylase 1 JBrowse link 5 147,716,664 147,743,723 RGD:6480464
G Hgf hepatocyte growth factor JBrowse link 4 15,435,460 15,505,377 RGD:6480464
G Hmga1 high mobility group AT-hook 1 JBrowse link 20 7,132,501 7,140,155 RGD:6480464
G Hnrnpa2b1 heterogeneous nuclear ribonucleoprotein A2/B1 JBrowse link 4 81,237,496 81,241,281 RGD:6480464
G Hnrnpc heterogeneous nuclear ribonucleoprotein C JBrowse link 15 28,486,605 28,517,353 RGD:6480464
G Hs6st1 heparan sulfate 6-O-sulfotransferase 1 JBrowse link 9 42,620,006 42,659,184 RGD:6480464
G Hspa1a heat shock protein family A (Hsp70) member 1A JBrowse link 20 4,875,834 4,881,751 RGD:6480464
G Hspa2 heat shock protein family A (Hsp70) member 2 JBrowse link 6 99,433,575 99,436,288 RGD:6480464
G Hspa4l heat shock protein family A (Hsp70) member 4 like JBrowse link 2 127,625,737 127,682,864 RGD:6480464
G Hspa5 heat shock protein family A (Hsp70) member 5 JBrowse link 3 13,838,304 13,842,763 RGD:6480464
G Hsph1 heat shock protein family H (Hsp110) member 1 JBrowse link 12 6,322,685 6,341,898 RGD:6480464
G Id1 inhibitor of DNA binding 1, HLH protein JBrowse link 3 148,214,623 148,216,715 RGD:6480464
G Il18 interleukin 18 JBrowse link 8 55,009,666 55,016,286 RGD:6480464
G Il1b interleukin 1 beta JBrowse link 3 121,876,256 121,882,637 RGD:6480464
G Il6 interleukin 6 JBrowse link 4 3,043,231 3,047,807 RGD:6480464
G Ins2 insulin 2 JBrowse link 1 215,856,967 215,858,034 RGD:6480464
G Ipo11 importin 11 JBrowse link 2 37,952,982 38,120,451 RGD:6480464
G Kmt5b lysine methyltransferase 5B JBrowse link 1 219,000,844 219,050,211 RGD:6480464
G Lepr leptin receptor JBrowse link 5 120,503,475 120,682,281 RGD:6480464
G Mafa MAF bZIP transcription factor A JBrowse link 7 116,779,368 116,781,815 RGD:6480464
G Magea9 MAGE family member A9 JBrowse link X 147,491,247 147,496,650 RGD:6480464
G Map1lc3b microtubule-associated protein 1 light chain 3 beta JBrowse link 19 53,635,449 53,643,970 RGD:6480464
G Map3k5 mitogen-activated protein kinase kinase kinase 5 JBrowse link 1 15,412,603 15,613,752 RGD:6480464
G Mapk1 mitogen activated protein kinase 1 JBrowse link 11 88,203,863 88,273,301 RGD:6480464
G Mapk3 mitogen activated protein kinase 3 JBrowse link 1 198,192,773 198,198,975 RGD:6480464
G Mapk8 mitogen-activated protein kinase 8 JBrowse link 16 9,620,854 9,709,342 RGD:6480464
G Mapk9 mitogen-activated protein kinase 9 JBrowse link 10 35,333,859 35,374,364 RGD:6480464
G Mat2a methionine adenosyltransferase 2A JBrowse link 4 100,297,478 100,303,047 RGD:6480464
G Mecp2 methyl CpG binding protein 2 JBrowse link X 156,650,389 156,713,813 RGD:6480464
G Mef2a myocyte enhancer factor 2a JBrowse link 1 128,207,715 128,341,681 RGD:6480464
G Met MET proto-oncogene, receptor tyrosine kinase JBrowse link 4 44,747,467 44,854,628 RGD:6480464
G Mief1 mitochondrial elongation factor 1 JBrowse link 7 121,462,962 121,478,545 RGD:6480464
G Mrps18c mitochondrial ribosomal protein S18C JBrowse link 14 10,440,691 10,446,909 RGD:6480464
G Mrps22 mitochondrial ribosomal protein S22 JBrowse link 8 106,604,421 106,617,591 RGD:6480464
G Mtor mechanistic target of rapamycin kinase JBrowse link 5 165,263,813 165,373,967 RGD:6480464
G Ncf1 neutrophil cytosolic factor 1 JBrowse link 12 25,497,104 25,506,300 RGD:6480464
G Nde1 nudE neurodevelopment protein 1 JBrowse link 10 860,513 904,624 RGD:6480464
G Nfe2l2 nuclear factor, erythroid 2-like 2 JBrowse link 3 62,497,568 62,525,146 RGD:6480464
G Nfkbia NFKB inhibitor alpha JBrowse link 6 76,267,227 76,270,457 RGD:6480464
G Nifk nucleolar protein interacting with the FHA domain of MKI67 JBrowse link 13 34,267,442 34,277,543 RGD:6480464
G Nkx6-1 NK6 homeobox 1 JBrowse link 14 9,555,264 9,562,197 RGD:6480464
G Nln neurolysin JBrowse link 2 34,086,970 34,185,835 RGD:6480464
G Nlrp3 NLR family, pyrin domain containing 3 JBrowse link 10 45,884,324 45,918,290 RGD:6480464
G Nolc1 nucleolar and coiled-body phosphoprotein 1 JBrowse link 1 265,829,055 265,839,819 RGD:6480464
G Nom1 nucleolar protein with MIF4G domain 1 JBrowse link 4 2,340,034 2,356,427 RGD:6480464
G Nr1d2 nuclear receptor subfamily 1, group D, member 2 JBrowse link 15 8,730,871 8,757,165 RGD:6480464
G Ostn osteocrin JBrowse link 11 76,851,923 76,888,140 RGD:6480464
G Padi2 peptidyl arginine deiminase 2 JBrowse link 5 159,428,479 159,471,113 RGD:6480464
G Park7 Parkinsonism associated deglycase JBrowse link 5 167,982,438 168,004,724 RGD:6480464
G Parp1 poly (ADP-ribose) polymerase 1 JBrowse link 13 98,857,255 98,889,444 RGD:6480464
G Pawr pro-apoptotic WT1 regulator JBrowse link 7 51,273,764 51,353,700 RGD:6480464
G Pc pyruvate carboxylase JBrowse link 1 219,759,157 219,859,854 RGD:6480464
G Pdcd2l programmed cell death 2-like JBrowse link 1 90,045,468 90,057,756 RGD:6480464
G Pdx1 pancreatic and duodenal homeobox 1 JBrowse link 12 9,496,044 9,501,211 RGD:6480464
G Pole4 DNA polymerase epsilon 4, accessory subunit JBrowse link 4 113,491,644 113,497,455 RGD:6480464
G Polr2a RNA polymerase II subunit A JBrowse link 10 56,339,277 56,364,888 RGD:6480464
G Ppargc1a PPARG coactivator 1 alpha JBrowse link 14 63,095,291 63,190,688 RGD:6480464
G Ppil1 peptidylprolyl isomerase like 1 JBrowse link 20 6,515,638 6,864,571 RGD:6480464
G Ptgs2 prostaglandin-endoperoxide synthase 2 JBrowse link 13 67,351,230 67,356,920 RGD:6480464
G Pycard PYD and CARD domain containing JBrowse link 1 199,438,029 199,439,062 RGD:6480464
G Rbm8a RNA binding motif protein 8A JBrowse link 2 198,755,261 198,758,028 RGD:6480464
G Rela RELA proto-oncogene, NF-kB subunit JBrowse link 1 220,992,770 221,003,249 RGD:6480464
G Rpl7a ribosomal protein L7a JBrowse link 3 5,458,985 5,461,627 RGD:6480464
G RT1-S3 RT1 class Ib, locus S3 JBrowse link 20 3,176,124 3,180,825 RGD:6480464
G Sarnp SAP domain containing ribonucleoprotein JBrowse link 7 3,246,220 3,300,467 RGD:6480464
G Sirt1 sirtuin 1 JBrowse link 20 26,831,971 26,851,587 RGD:6480464
G Slc22a18 solute carrier family 22, member 18 JBrowse link 1 216,676,330 216,700,632 RGD:6480464
G Slc2a4 solute carrier family 2 member 4 JBrowse link 10 56,552,921 56,558,562 RGD:6480464
G Slc38a2 solute carrier family 38, member 2 JBrowse link 7 138,088,654 138,100,869 RGD:6480464
G Slc44a2 solute carrier family 44 member 2 JBrowse link 8 22,351,277 22,385,869 RGD:6480464
G Slu7 SLU7 homolog, splicing factor JBrowse link 10 29,029,556 29,044,919 RGD:6480464
G Snca synuclein alpha JBrowse link 4 90,782,412 90,883,236 RGD:6480464
G Snx5 sorting nexin 5 JBrowse link 3 138,378,032 138,397,944 RGD:6480464
G Sod3 superoxide dismutase 3 JBrowse link 14 60,958,583 60,971,143 RGD:6480464
G Sox4 SRY-box transcription factor 4 JBrowse link 17 37,615,022 37,619,728 RGD:6480464
G Srebf1 sterol regulatory element binding transcription factor 1 JBrowse link 10 46,570,996 46,593,021 RGD:6480464
G Srsf10 serine and arginine rich splicing factor 10 JBrowse link 5 154,205,358 154,219,550 RGD:6480464
G Syvn1 synoviolin 1 JBrowse link 1 221,409,281 221,416,229 RGD:6480464
G Tax1bp1 Tax1 binding protein 1 JBrowse link 4 82,776,720 82,832,586 RGD:6480464
G Tax1bp3 Tax1 binding protein 3 JBrowse link 10 59,743,356 59,748,063 RGD:6480464
G Tgfb1 transforming growth factor, beta 1 JBrowse link 1 82,480,875 82,497,196 RGD:6480464
G Th tyrosine hydroxylase JBrowse link 1 216,073,034 216,080,287 RGD:6480464
G Timm50 translocase of inner mitochondrial membrane 50 JBrowse link 1 85,470,810 85,480,813 RGD:6480464
G Tmed5 transmembrane p24 trafficking protein 5 JBrowse link 14 2,613,318 2,624,773 RGD:6480464
G Tmpo thymopoietin JBrowse link 7 31,847,412 31,872,416 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 20 5,189,382 5,192,000 RGD:6480464
G Tp53 tumor protein p53 JBrowse link 10 56,186,299 56,198,449 RGD:6480464
G Tra2a transformer 2 alpha homolog JBrowse link 4 78,905,380 78,924,203 RGD:6480464
G Tsc2 TSC complex subunit 2 JBrowse link 10 13,962,006 13,996,684 RGD:6480464
G Tsr1 TSR1, ribosome maturation factor JBrowse link 10 61,746,070 61,757,518 RGD:6480464
G Tubb3 tubulin, beta 3 class III JBrowse link 19 56,220,759 56,229,813 RGD:6480464
G Uba1 ubiquitin-like modifier activating enzyme 1 JBrowse link X 1,723,135 1,745,147 RGD:6480464
G Uba6 ubiquitin-like modifier activating enzyme 6 JBrowse link 14 23,507,628 23,571,446 RGD:6480464
G Ube2w ubiquitin-conjugating enzyme E2W JBrowse link 5 29,798,845 29,812,777 RGD:6480464
G Uchl1 ubiquitin C-terminal hydrolase L1 JBrowse link 14 43,133,224 43,143,942 RGD:6480464
G Uchl5 ubiquitin C-terminal hydrolase L5 JBrowse link 13 60,568,102 60,603,812 RGD:6480464
G Umod uromodulin JBrowse link 1 189,186,027 189,199,939 RGD:6480464
G Utp4 UTP4 small subunit processome component JBrowse link 19 39,087,995 39,116,124 RGD:6480464
G Vcp valosin-containing protein JBrowse link 5 58,426,548 58,445,953 RGD:6480464
G Vegfa vascular endothelial growth factor A JBrowse link 9 17,340,341 17,355,681 RGD:6480464
G Wdr4 WD repeat domain 4 JBrowse link 20 10,240,571 10,264,818 RGD:6480464
G Wwtr1 WW domain containing transcription regulator 1 JBrowse link 2 147,577,149 147,693,033 RGD:6480464
G Xbp1 X-box binding protein 1 JBrowse link 14 85,753,736 85,758,820 RGD:6480464
G Xpo5 exportin 5 JBrowse link 9 17,125,201 17,163,170 RGD:6480464
G Ythdf2 YTH N(6)-methyladenosine RNA binding protein 2 JBrowse link 5 150,364,490 150,390,173 RGD:6480464
G Zbtb2 zinc finger and BTB domain containing 2 JBrowse link 1 40,914,175 40,933,586 RGD:6480464
G Znrd1 zinc ribbon domain containing 1 JBrowse link 20 2,088,518 2,092,436 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19654
    role 19598
      application 19220
        pro-agent 8766
          prodrug 8563
            4-phenylbutyric acid 169
Path 2
Term Annotations click to browse term
  CHEBI ontology 19654
    subatomic particle 19650
      composite particle 19650
        hadron 19650
          baryon 19650
            nucleon 19650
              atomic nucleus 19650
                atom 19650
                  main group element atom 19531
                    p-block element atom 19531
                      carbon group element atom 19413
                        carbon atom 19405
                          organic molecular entity 19405
                            organic group 18331
                              organic divalent group 18321
                                organodiyl group 18321
                                  carbonyl group 18209
                                    carbonyl compound 18209
                                      carboxylic acid 17908
                                        monocarboxylic acid 17245
                                          fatty acid 15807
                                            short-chain fatty acid 15504
                                              fatty acid 4:0 6994
                                                butyric acid 5271
                                                  4-phenylbutyric acid 169
paths to the root

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.