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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 chr11:93,975,579...94,071,659
Ensembl chr11:93,978,274...94,071,655 		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 6:28,631,431...29,351,321
Ensembl chr 6:28,632,197...29,349,721 		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 1:86,141,450...86,150,666
Ensembl chr 1:86,141,603...86,150,666 		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 chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900 		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 4:155,785,366...155,808,775
Ensembl chr 4:155,785,377...155,808,275 		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 9:2,174,412...2,201,339
Ensembl chr 9:2,174,412...2,201,339 		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 chr10:67,503,077...67,504,875
Ensembl chr10:67,503,077...67,504,875 		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 1:209,518,288...209,527,986
Ensembl chr 1:209,518,288...209,527,810 		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 chr20:7,150,820...7,161,373
Ensembl chr20:7,153,958...7,164,969 		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 9:67,679,559...67,726,434 		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 7:65,001,695...65,006,517
Ensembl chr 7:65,005,501...65,006,509 		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 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 1:88,099,308...88,135,966
Ensembl chr 1:88,118,891...88,139,120 		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 1:241,212,155...241,245,774
Ensembl chr 1:241,205,935...241,246,104 		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 3:36,370,300...36,391,068 		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 5:38,326,594...38,349,647 		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 chr16:18,709,563...18,715,711 		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 1:78,098,622...78,104,915
Ensembl chr 1:78,096,930...78,104,915 		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:115,814,620...115,886,080
Ensembl chr  X:115,814,622...115,841,455 		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 3:136,979,804...136,990,236
Ensembl chr 3:136,979,805...136,998,013 		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 9:50,204,551...50,222,891 		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 1:237,115,572...237,150,901 		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 2:60,179,561...60,204,937
Ensembl chr 2:60,181,382...60,211,027 		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 4:164,828,163...164,838,446
Ensembl chr 4:164,828,163...164,838,464 		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 4:179,916,255...179,949,613
Ensembl chr 4:179,919,802...179,949,320 		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 4:117,368,835...117,380,350 		JBrowse link
G Npm1 nucleophosmin 1 decreases response to substance ISO NPM1 protein results in decreased susceptibility to Pemetrexed CTD PMID:24736981 NCBI chr10:18,245,739...18,255,913
Ensembl chr10:18,245,740...18,256,024
Ensembl chr  X:18,245,740...18,256,024 		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 2:193,271,399...193,282,023
Ensembl chr 2:193,271,430...193,278,543 		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 chr17:71,846,916...71,864,431 		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 chr20:11,583,928...11,601,959
Ensembl chr20:11,583,929...11,601,488 		JBrowse link
G Slc46a1 solute carrier family 46 member 1 multiple interactions
increases response to substance
increases activity 		ISO Pemetrexed inhibits the reaction [SLC46A1 protein results in increased uptake of Methotrexate]
SLC46A1 protein results in increased susceptibility to Pemetrexed
Pemetrexed results in increased activity of SLC46A1 protein 		CTD PMID:21879757 NCBI chr10:63,859,551...63,865,987
Ensembl chr10:63,859,504...63,866,869 		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 1:15,528,921...15,543,993
Ensembl chr 1:15,528,921...15,543,979 		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 5:166,664,494...166,690,831 		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 chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299 		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 3:38,619,506...38,636,264 		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 7:122,316,520...122,324,003 		JBrowse link
G Tyms thymidylate synthetase decreases activity
affects response to substance
multiple interactions 		ISO Pemetrexed results in decreased activity of TYMS protein
TYMS affects the susceptibility to Pemetrexed; TYMS protein affects the susceptibility to Pemetrexed
TYMS protein inhibits the reaction [Pemetrexed results in increased expression of FAS protein] 		CTD PMID:15161716 PMID:17339891 PMID:21742432 NCBI chr 9:120,760,057...120,776,149
Ensembl chr 9:120,763,386...120,776,097 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      biological role 20818
        biochemical role 20264
          antimetabolite 10492
            pemetrexed 37
Path 2
Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    p-block element atom 20781
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            heteroorganic entity 20219
                              organochalcogen compound 19904
                                organooxygen compound 19806
                                  carbon oxoacid 19155
                                    carboxylic acid 19152
                                      carboacyl group 18085
                                        univalent carboacyl group 18085
                                          carbamoyl group 17921
                                            carboxamide 17921
                                              N-acyl-amino acid 10254
                                                N-acyl-L-amino acid 2325
                                                  N-acyl-L-alpha-amino acid 45
                                                    N-acyl-L-glutamic acid 41
                                                      pemetrexed 37
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