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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 chr11:84,395,982...84,490,215
Ensembl chr11:84,396,033...84,490,211 		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 6:22,696,415...23,203,791
Ensembl chr 6:22,696,397...23,203,775 		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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374 		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 4:153,439,812...153,465,247
Ensembl chr 4:153,442,218...153,465,203 		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 9:9,721,137...9,747,084
Ensembl chr 9:9,721,105...9,747,167 		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 chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870 		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 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325 		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 chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864 		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 9:65,534,608...65,586,395
Ensembl chr 9:65,534,704...65,587,251 		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 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084 		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 2:21,931,887...21,958,927
Ensembl chr 2:21,931,493...21,962,453 		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 1:80,256,973...80,268,198
Ensembl chr 1:80,256,973...80,268,198 		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 1:252,589,785...252,624,790
Ensembl chr 1:252,589,785...252,624,790 		JBrowse link
G Fpgs folylpolyglutamate synthase increases response to substance ISO FPGS protein results in increased susceptibility to Pemetrexed CTD PMID:17575230 NCBI chr 3:11,717,667...11,729,694
Ensembl chr 3:11,717,667...11,723,327 		JBrowse link
G Ggh gamma-glutamyl hydrolase affects response to substance ISO GGH protein affects the susceptibility to Pemetrexed CTD PMID:17575230 NCBI chr 5:34,040,258...34,063,369
Ensembl chr 5:34,040,258...34,063,361 		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 chr16:20,426,566...20,430,772
Ensembl chr16:20,426,566...20,430,752 		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 1:72,636,959...72,643,255
Ensembl chr 1:72,635,267...72,643,255 		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:118,443,955...118,514,716
Ensembl chr  X:118,443,823...118,513,061 		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 3:121,824,712...121,836,122
Ensembl chr 3:121,825,412...121,836,086 		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 9:47,133,483...47,184,316
Ensembl chr 9:47,134,034...47,182,170 		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 1:248,112,611...248,147,030
Ensembl chr 1:248,132,090...248,147,029 		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
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 4:163,453,435...163,463,718
Ensembl chr 4:163,458,528...163,463,718 		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 4:179,482,562...179,515,483
Ensembl chr 4:179,486,105...179,515,558 		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 4:115,004,433...115,015,965
Ensembl chr 4:115,004,448...115,015,965 		JBrowse link
G Npm1 nucleophosmin 1 decreases response to substance ISO NPM1 protein results in decreased susceptibility to Pemetrexed CTD PMID:24736981 NCBI chr10:18,080,949...18,091,062
Ensembl chr10:18,080,950...18,090,950 		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 2:205,553,119...205,563,716
Ensembl chr 2:205,553,163...205,560,791 		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 chr17:70,586,345...70,603,289
Ensembl chr17:70,586,394...70,603,267 		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 chr20:12,334,675...12,354,517
Ensembl chr20:12,334,676...12,352,377 		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 chr10:65,728,508...65,741,708
Ensembl chr10:65,733,991...65,740,828 		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 1:14,401,103...14,416,369
Ensembl chr 1:14,402,913...14,412,807 		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 5:168,009,245...168,035,813
Ensembl chr 5:168,009,393...168,035,810 		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 chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449 		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 3:14,003,340...14,022,955
Ensembl chr 3:14,003,340...14,022,672 		JBrowse link
G Tymp thymidine phosphorylase increases response to substance ISO TYMP protein results in increased susceptibility to Pemetrexed CTD PMID:17575230 NCBI chr 7:130,342,481...130,347,845
Ensembl chr 7:130,342,483...130,347,587 		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 9:121,918,875...121,931,564
Ensembl chr 9:121,918,947...121,931,564 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19841
    role 19792
      biological role 19792
        biochemical role 19328
          antimetabolite 8499
            pemetrexed 36
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19732
                    p-block element atom 19732
                      carbon group element atom 19636
                        carbon atom 19625
                          organic molecular entity 19625
                            organic group 18537
                              organic divalent group 18528
                                organodiyl group 18528
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      carboxylic acid 18113
                                        carboacyl group 17377
                                          univalent carboacyl group 17377
                                            carbamoyl group 17164
                                              carboxamide 17164
                                                N-acyl-amino acid 10042
                                                  N-acyl-L-amino acid 1929
                                                    N-acyl-L-alpha-amino acid 44
                                                      N-acyl-L-glutamic acid 40
                                                        pemetrexed 36
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