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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:pemetrexed
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Accession:CHEBI:63616 term browser browse the term
Definition:An N-acylglutamic acid in which the N-acyl group is specified as 4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl. Inhibits thymidylate synthase (TS), 421 dihydrofolate reductase (DHFR), and glycinamide ribonucleotide formyltransferase (GARFT).
Synonyms:exact_synonym: N-{4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic acid
 related_synonym: Formula=C20H21N5O6;   InChI=1S/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t13-/m0/s1;   InChIKey=WBXPDJSOTKVWSJ-ZDUSSCGKSA-N;   SMILES=Nc1nc(=O)c2c(CCc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)c[nH]c2[nH]1
 xref: CAS:137281-23-3;   DrugBank:DB00642;   KEGG:D07472;   LINCS:LSM-6353
 xref_mesh: MESH:C085586
 xref: PMID:21129871;   PMID:21831719;   PMID:21900836;   PMID:21937141;   PMID:22021325;   PMID:22116317;   PMID:22124474;   PMID:22134068;   PMID:22201521;   PMID:22223137;   PMID:22237209;   PMID:22240216;   PMID:22243773;   PMID:22244076;   PMID:22258853;   Patent:EP432677;   Patent:US5344932;   Reaxys:9097855;   Wikipedia:Pemetrexed
 cyclic_relationship: is_conjugate_acid_of CHEBI:63724


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pemetrexed term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc5 ATP binding cassette subfamily C member 5 decreases response to substance ISO ABCC5 protein results in decreased susceptibility to Pemetrexed CTD PMID:15897250 NCBI chr11:80,473,809...80,567,257
Ensembl chr11:80,473,872...80,567,253 		JBrowse link
G Alk ALK receptor tyrosine kinase affects response to substance ISO ALK gene mutant form affects the susceptibility to Pemetrexed CTD PMID:21336183 NCBI chr 6:22,879,653...23,599,636
Ensembl chr 6:22,880,625...23,598,034 		JBrowse link
G Bbc3 Bcl-2 binding component 3 increases expression
multiple interactions		 ISO Pemetrexed results in increased expression of BBC3 protein
xanthohumol promotes the reaction [Pemetrexed results in increased expression of BBC3 protein]		 CTD PMID:35259468 NCBI chr 1:77,013,281...77,022,509
Ensembl chr 1:77,014,543...77,022,509 		JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO [Cisplatin co-treated with Pemetrexed co-treated with Valproic Acid] results in decreased expression of BCL2 protein; [Cisplatin co-treated with Pemetrexed co-treated with Vorinostat] results in decreased expression of BCL2 protein CTD PMID:19351772 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Bid BH3 interacting domain death agonist multiple interactions ISO [Cisplatin co-treated with Pemetrexed] results in increased cleavage of BID protein CTD PMID:19351772 NCBI chr 4:154,113,198...154,136,353
Ensembl chr 4:154,113,198...154,134,720 		JBrowse link
G C3 complement C3 multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of C3 mRNA; [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of C3 protein CTD PMID:22975265 NCBI chr 9:2,087,437...2,114,366
Ensembl chr 9:2,087,437...2,114,429 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of CCL2 mRNA CTD PMID:22975265 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Ccnd1 cyclin D1 multiple interactions ISO [Cisplatin co-treated with Pemetrexed co-treated with Valproic Acid] results in decreased expression of CCND1 protein; [Cisplatin co-treated with Pemetrexed co-treated with vorinostat] results in decreased expression of CCND1 protein CTD PMID:19351772 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions ISO [Cisplatin co-treated with Pemetrexed co-treated with Valproic Acid] results in increased expression of CDKN1A protein; [Cisplatin co-treated with Pemetrexed co-treated with vorinostat] results in increased expression of CDKN1A protein; [Cisplatin co-treated with Pemetrexed] results in increased expression of CDKN1A protein CTD PMID:19351772 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Cflar CASP8 and FADD-like apoptosis regulator decreases response to substance ISO CFLAR results in decreased susceptibility to Pemetrexed CTD PMID:21726997 NCBI chr 9:60,185,338...60,236,173
Ensembl chr 9:60,185,452...60,237,034 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 multiple interactions ISO DDIT3 mutant form inhibits the reaction [Pemetrexed results in increased expression of TNFRSF10B] CTD PMID:21726997 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201 		JBrowse link
G Dhfr dihydrofolate reductase multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of DHFR mRNA CTD PMID:22975265 NCBI chr 2:23,585,876...23,611,199
Ensembl chr 2:23,586,031...23,613,713 		JBrowse link
G Ercc1 ERCC excision repair 1, endonuclease non-catalytic subunit multiple interactions
decreases expression		 ISO Pemetrexed inhibits the reaction [resveratrol results in increased stability of and results in increased expression of ERCC1 mRNA]; Pemetrexed inhibits the reaction [resveratrol results in increased stability of and results in increased expression of ERCC1 protein]
Pemetrexed results in decreased expression of ERCC1 mRNA; Pemetrexed results in decreased expression of ERCC1 protein		 CTD PMID:23912706 NCBI chr 1:78,971,310...79,007,963
Ensembl chr 1:78,996,390...79,007,963 		JBrowse link
G Fas Fas cell surface death receptor increases expression
multiple interactions		 ISO Pemetrexed results in increased expression of FAS protein
TP53 protein affects the reaction [Pemetrexed results in increased expression of FAS protein]; TYMS protein inhibits the reaction [Pemetrexed results in increased expression of FAS protein]		 CTD PMID:15161716 NCBI chr 1:231,798,963...231,832,591
Ensembl chr 1:231,798,960...231,832,591 		JBrowse link
G Fpgs folylpolyglutamate synthase increases response to substance ISO FPGS protein results in increased susceptibility to Pemetrexed CTD PMID:17575230 NCBI chr 3:15,972,800...15,993,592
Ensembl chr 3:15,972,800...15,993,563 		JBrowse link
G Ggh gamma-glutamyl hydrolase affects response to substance ISO GGH protein affects the susceptibility to Pemetrexed CTD PMID:17575230 NCBI chr 5:33,529,880...33,552,790
Ensembl chr 5:33,529,880...33,552,787 		JBrowse link
G Ifi30 IFI30, lysosomal thiol reductase multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of IFI30 mRNA CTD PMID:22975265 NCBI chr16:18,675,590...18,679,655
Ensembl chr16:18,675,613...18,681,175 		JBrowse link
G Il11 interleukin 11 multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of IL11 mRNA CTD PMID:22975265 NCBI chr 1:69,069,829...69,076,129
Ensembl chr 1:69,068,137...69,076,129 		JBrowse link
G Il13ra2 interleukin 13 receptor subunit alpha 2 multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of IL13RA2 mRNA CTD PMID:22975265 NCBI chr  X:111,002,590...111,074,053
Ensembl chr  X:111,002,592...111,072,381 		JBrowse link
G Il1a interleukin 1 alpha multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of IL1A mRNA CTD PMID:22975265 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822 		JBrowse link
G Il1rl1 interleukin 1 receptor-like 1 multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of IL1RL1 mRNA CTD PMID:22975265 NCBI chr 9:42,661,694...42,727,266
Ensembl chr 9:42,697,192...42,727,256 		JBrowse link
G Il33 interleukin 33 multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of IL33 mRNA CTD PMID:22975265 NCBI chr 1:227,701,964...227,736,374
Ensembl chr 1:227,721,435...227,736,373 		JBrowse link
G Il7r interleukin 7 receptor multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of IL7R mRNA CTD PMID:22975265 NCBI chr 2:58,452,393...58,477,757
Ensembl chr 2:58,454,217...58,477,757 		JBrowse link
G Klrc1 killer cell lectin like receptor C1 multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of KLRC1 mRNA CTD PMID:22975265 NCBI chr 4:163,142,142...163,152,425
Ensembl chr 4:163,147,189...163,152,425 		JBrowse link
G Kras KRAS proto-oncogene, GTPase decreases expression
increases response to substance		 ISO Pemetrexed results in decreased expression of KRAS mRNA; Pemetrexed results in decreased expression of KRAS mRNA mutant form; Pemetrexed results in decreased expression of KRAS protein
KRAS gene mutant form results in increased susceptibility to Pemetrexed		 CTD PMID:24688052 NCBI chr 4:178,185,418...178,218,484 JBrowse link
G Mthfd2 methylenetetrahydrofolate dehydrogenase (NADP+ dependent) 2, methenyltetrahydrofolate cyclohydrolase increases response to substance ISO MTHFD2 protein results in increased susceptibility to Pemetrexed CTD PMID:24688052 NCBI chr 4:115,811,135...115,822,663
Ensembl chr 4:115,811,139...115,822,608 		JBrowse link
G Npm1 nucleophosmin 1 decreases response to substance ISO NPM1 protein results in decreased susceptibility to Pemetrexed CTD PMID:24736981 NCBI chr10:17,741,512...17,751,626
Ensembl chr10:17,739,941...17,751,645
Ensembl chr  X:17,739,941...17,751,645 		JBrowse link
G Nras NRAS proto-oncogene, GTPase increases response to substance ISO NRAS gene mutant form results in increased susceptibility to Pemetrexed CTD PMID:24688052 NCBI chr 2:190,582,885...190,593,509
Ensembl chr 2:190,582,918...190,591,626 		JBrowse link
G Rbm17 RNA binding motif protein 17 decreases response to substance ISO RBM17 protein results in decreased susceptibility to Pemetrexed CTD PMID:16061639 NCBI chr17:66,937,140...66,954,034
Ensembl chr17:66,937,140...66,954,014 		JBrowse link
G Slc19a1 solute carrier family 19 member 1 multiple interactions
increases response to substance		 ISO Pemetrexed inhibits the reaction [SLC19A1 protein results in increased transport of Methotrexate]
SLC19A1 exon mutant form results in increased susceptibility to Pemetrexed		 CTD PMID:16505119 PMID:21879757 NCBI chr20:11,584,410...11,602,429
Ensembl chr20:11,584,411...11,601,972 		JBrowse link
G Slc46a1 solute carrier family 46 member 1 multiple interactions
increases activity
increases response to substance		 ISO Pemetrexed inhibits the reaction [SLC46A1 protein results in increased uptake of Methotrexate]
Pemetrexed results in increased activity of SLC46A1 protein
SLC46A1 protein results in increased susceptibility to Pemetrexed		 CTD PMID:21879757 NCBI chr10:63,361,504...63,367,940
Ensembl chr10:63,361,486...63,368,848 		JBrowse link
G Tnfaip3 TNF alpha induced protein 3 multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of TNFAIP3 mRNA CTD PMID:22975265 NCBI chr 1:13,709,211...13,724,291
Ensembl chr 1:13,709,206...13,725,282 		JBrowse link
G Tnfrsf9 TNF receptor superfamily member 9 multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of TNFRSF9 mRNA CTD PMID:22975265 NCBI chr 5:161,381,662...161,408,003
Ensembl chr 5:161,381,662...161,408,000 		JBrowse link
G Tp53 tumor protein p53 multiple interactions
affects response to substance		 ISO TP53 protein affects the reaction [Pemetrexed results in increased expression of FAS protein]
TP53 protein affects the susceptibility to Pemetrexed		 CTD PMID:15161716 PMID:17339891 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Traf1 TNF receptor-associated factor 1 multiple interactions ISO [Folic Acid affects the susceptibility to Pemetrexed] which affects the expression of TRAF1 mRNA CTD PMID:22975265 NCBI chr 3:18,222,024...18,242,163
Ensembl chr 3:18,222,054...18,241,807 		JBrowse link
G Tymp thymidine phosphorylase increases response to substance ISO TYMP protein results in increased susceptibility to Pemetrexed CTD PMID:17575230 NCBI chr 7:120,438,768...120,444,088
Ensembl chr 7:120,438,770...120,443,874
Ensembl chr 7:120,438,770...120,443,874 		JBrowse link
G Tyms thymidylate synthetase decreases activity
multiple interactions
affects response to substance		 ISO Pemetrexed results in decreased activity of TYMS protein
TYMS protein inhibits the reaction [Pemetrexed results in increased expression of FAS protein]
TYMS affects the susceptibility to Pemetrexed; TYMS protein affects the susceptibility to Pemetrexed		 CTD PMID:15161716 PMID:17339891 PMID:21742432 NCBI chr 9:113,313,454...113,329,551
Ensembl chr 9:113,313,452...113,329,536 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19874
    role 19844
      biological role 19842
        biochemical role 19549
          antimetabolite 10283
            pemetrexed 37
Path 2
Term Annotations click to browse term
  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      carbon group element atom 19751
                        carbon atom 19748
                          organic molecular entity 19748
                            heteroorganic entity 19505
                              organochalcogen compound 19268
                                organooxygen compound 19184
                                  carbon oxoacid 18654
                                    carboxylic acid 18651
                                      carboacyl group 17694
                                        univalent carboacyl group 17694
                                          carbamoyl group 17545
                                            carboxamide 17545
                                              N-acyl-amino acid 10135
                                                N-acyl-L-amino acid 2084
                                                  N-acyl-L-alpha-amino acid 45
                                                    N-acyl-L-glutamic acid 41
                                                      pemetrexed 37
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