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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:S-adenosyl-L-homocysteine
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Accession:CHEBI:16680 term browser browse the term
Definition:An organic sulfide that is the S-adenosyl derivative of L-homocysteine.
Synonyms:exact_synonym: S-(5'-deoxyadenosin-5'-yl)-L-homocysteine
 related_synonym: (2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)butanoic acid;   2-S-adenosyl-L-homocysteine;   Adenosyl-L-homocysteine;   AdoHcy;   Formula=C14H20N6O5S;   InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1;   InChIKey=ZJUKTBDSGOFHSH-WFMPWKQPSA-N;   S-(5'-adenosyl)-L-homocysteine;   S-Adenosylhomocysteine;   S-[1-(adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl]-L-homocysteine;   SAH;   SMILES=N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12)C(O)=O;   adenosylhomocysteine
 alt_id: CHEBI:12741;   CHEBI:12759;   CHEBI:12761;   CHEBI:22034;   CHEBI:45495;   CHEBI:8945
 xref: CAS:979-92-0;   DrugBank:DB01752;   Gmelin:692100;   HMDB:HMDB0000939;   KEGG:C00021;   KNApSAcK:C00007230
 xref_mesh: MESH:D012435
 xref: MetaCyc:ADENOSYL-HOMO-CYS;   PDBeChem:SAH;   PMID:11700066;   PMID:11746687;   PMID:11961214;   PMID:11997462;   PMID:12767735;   PMID:15026045;   PMID:15057524;   PMID:15542683;   PMID:15645450;   PMID:16109423;   PMID:16197293;   PMID:16197315;   PMID:16253211;   PMID:16423634;   PMID:16519522;   PMID:17044778;   PMID:17172447;   PMID:17300772;   PMID:17439666;   PMID:17726531;   PMID:18976670;   PMID:19249293;   PMID:19357721;   PMID:21837278;   PMID:22225784;   PMID:22455498;   PMID:24145794;   Reaxys:99188;   Wikipedia:S-Adenosyl-L-homocysteine
 cyclic_relationship: is_conjugate_acid_of CHEBI:67009;   is_tautomer_of CHEBI:57856


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S-adenosyl-L-homocysteine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahcy adenosylhomocysteinase increases hydrolysis ISO AHCY results in increased hydrolysis of S-Adenosylhomocysteine CTD PMID:26974671 NCBI chr 3:143,569,134...143,584,359
Ensembl chr 3:143,569,094...143,584,393 		JBrowse link
G Ahr aryl hydrocarbon receptor increases abundance
multiple interactions		 ISO AHR protein results in increased abundance of S-Adenosylhomocysteine
PEMT protein promotes the reaction [AHR protein results in increased abundance of S-Adenosylhomocysteine]		 CTD PMID:29416063 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568 		JBrowse link
G Alas2 5'-aminolevulinate synthase 2 multiple interactions ISO [S-Adenosylhomocysteine co-treated with Hemin] results in increased expression of ALAS2 mRNA; catechol inhibits the reaction [[S-Adenosylhomocysteine co-treated with Hemin] results in increased expression of ALAS2 mRNA] CTD PMID:24141029 NCBI chr  X:19,463,146...19,486,526
Ensembl chr  X:19,463,171...19,486,519 		JBrowse link
G App amyloid beta precursor protein increases expression
multiple interactions
decreases methylation		 ISO S-Adenosylhomocysteine results in increased expression of APP protein
Betaine inhibits the reaction [S-Adenosylhomocysteine results in decreased methylation of APP promoter]; Betaine inhibits the reaction [S-Adenosylhomocysteine results in increased expression of and results in increased cleavage of APP protein]; S-Adenosylhomocysteine results in increased expression of and results in increased cleavage of APP protein		 CTD PMID:19635394 PMID:22064374 NCBI chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561 		JBrowse link
G Atp7b ATPase copper transporting beta increases abundance ISO ATP7B protein mutant form results in increased abundance of S-Adenosylhomocysteine CTD PMID:22945834 NCBI chr16:69,952,286...70,024,404
Ensembl chr16:69,951,778...70,023,636 		JBrowse link
G Bace1 beta-secretase 1 increases expression ISO S-Adenosylhomocysteine results in increased expression of BACE1 protein CTD PMID:19635394 NCBI chr 8:46,142,060...46,166,268
Ensembl chr 8:46,142,116...46,165,876 		JBrowse link
G Carm1 coactivator-associated arginine methyltransferase 1 decreases activity ISO S-Adenosylhomocysteine results in decreased activity of CARM1 protein CTD PMID:33577917 NCBI chr 8:20,097,262...20,141,950
Ensembl chr 8:20,097,254...20,147,689 		JBrowse link
G Col1a1 collagen type I alpha 1 chain decreases expression ISO S-Adenosylhomocysteine results in decreased expression of COL1A1 mRNA CTD PMID:15983038 NCBI chr10:79,883,622...79,900,625
Ensembl chr10:79,883,622...79,900,624 		JBrowse link
G Col1a2 collagen type I alpha 2 chain decreases expression ISO S-Adenosylhomocysteine results in decreased expression of COL1A2 mRNA CTD PMID:15983038 NCBI chr 4:32,563,938...32,598,868
Ensembl chr 4:32,563,381...32,598,867 		JBrowse link
G Comt catechol-O-methyltransferase decreases activity EXP S-Adenosylhomocysteine results in decreased activity of COMT protein CTD PMID:10064789 NCBI chr11:82,568,052...82,587,642
Ensembl chr11:82,568,025...82,587,642 		JBrowse link
G Dnmt1 DNA methyltransferase 1 decreases activity
multiple interactions		 ISO S-Adenosylhomocysteine results in decreased activity of DNMT1 protein
S-Adenosylhomocysteine inhibits the reaction [DNMT1 protein binds to OGG1 promoter]		 CTD PMID:16037419 PMID:22064374 NCBI chr 8:19,440,611...19,486,659
Ensembl chr 8:19,440,611...19,486,659 		JBrowse link
G Fgf19 fibroblast growth factor 19 decreases abundance ISO FGF19 protein results in decreased abundance of S-Adenosylhomocysteine CTD PMID:29416063 NCBI chr 1:200,056,526...200,060,980
Ensembl chr 1:200,056,644...200,060,287 		JBrowse link
G Hbb hemoglobin subunit beta multiple interactions ISO [S-Adenosylhomocysteine co-treated with Hemin] results in increased expression of HBB mRNA; catechol inhibits the reaction [[S-Adenosylhomocysteine co-treated with Hemin] results in increased expression of HBB mRNA] CTD PMID:24141029 NCBI chr 1:158,250,421...158,251,832
Ensembl chr 1:158,120,200...158,252,012 		JBrowse link
G Hmbs hydroxymethylbilane synthase multiple interactions ISO [S-Adenosylhomocysteine co-treated with Hemin] results in increased expression of HMBS mRNA; catechol inhibits the reaction [[S-Adenosylhomocysteine co-treated with Hemin] results in increased expression of HMBS mRNA] CTD PMID:24141029 NCBI chr 8:44,673,554...44,680,950
Ensembl chr 8:44,673,554...44,680,957 		JBrowse link
G Mmp2 matrix metallopeptidase 2 increases expression
multiple interactions		 ISO
EXP		 S-Adenosylhomocysteine results in increased expression of MMP2 mRNA; S-Adenosylhomocysteine results in increased expression of MMP2 protein
U 0126 inhibits the reaction [S-Adenosylhomocysteine results in increased expression of MMP2 protein]
S-Adenosylhomocysteine promotes the reaction [SP1 protein binds to MMP2 promoter]		 CTD PMID:19770485 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870 		JBrowse link
G Nfkbia NFKB inhibitor alpha decreases expression EXP S-Adenosylhomocysteine results in decreased expression of NFKBIA protein CTD PMID:19770485 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Nr0b2 nuclear receptor subfamily 0, group B, member 2 decreases abundance ISO NR0B2 protein results in decreased abundance of S-Adenosylhomocysteine CTD PMID:29416063 NCBI chr 5:145,779,294...145,782,609
Ensembl chr 5:145,779,294...145,782,609 		JBrowse link
G Ogg1 8-oxoguanine DNA glycosylase multiple interactions
decreases expression
decreases methylation		 ISO Betaine inhibits the reaction [S-Adenosylhomocysteine results in decreased expression of OGG1 protein]; Betaine inhibits the reaction [S-Adenosylhomocysteine results in decreased methylation of OGG1 promoter]; S-Adenosylhomocysteine inhibits the reaction [DNMT1 protein binds to OGG1 promoter]
S-Adenosylhomocysteine results in decreased expression of OGG1 mRNA; S-Adenosylhomocysteine results in decreased expression of OGG1 protein		 CTD PMID:22064374 NCBI chr 4:146,474,701...146,481,959
Ensembl chr 4:146,474,750...146,484,766 		JBrowse link
G Pemt phosphatidylethanolamine N-methyltransferase multiple interactions ISO PEMT protein promotes the reaction [AHR protein results in increased abundance of S-Adenosylhomocysteine] CTD PMID:29416063 NCBI chr10:44,775,910...44,849,990
Ensembl chr10:44,775,911...44,850,013 		JBrowse link
G Ppargc1a PPARG coactivator 1 alpha increases expression ISO S-Adenosylhomocysteine results in increased expression of PPARGC1A mRNA CTD PMID:23056435 NCBI chr14:58,860,752...59,516,525
Ensembl chr14:58,861,144...59,512,656 		JBrowse link
G Prmt1 protein arginine methyltransferase 1 decreases activity ISO S-Adenosylhomocysteine results in decreased activity of PRMT1 protein CTD PMID:33577917 NCBI chr 1:95,458,853...95,468,176
Ensembl chr 1:95,458,850...95,468,345 		JBrowse link
G Prmt5 protein arginine methyltransferase 5 decreases activity ISO S-Adenosylhomocysteine results in decreased activity of PRMT5 protein CTD PMID:33577917 NCBI chr15:27,968,893...27,978,291
Ensembl chr15:27,968,910...27,978,296 		JBrowse link
G Prmt6 protein arginine methyltransferase 6 decreases activity ISO S-Adenosylhomocysteine results in decreased activity of PRMT6 protein CTD PMID:33577917 NCBI chr 2:197,927,750...197,932,760
Ensembl chr 2:197,927,220...197,933,648 		JBrowse link
G Prmt7 protein arginine methyltransferase 7 decreases activity ISO S-Adenosylhomocysteine results in decreased activity of PRMT7 protein CTD PMID:33577917 NCBI chr19:34,110,724...34,161,531
Ensembl chr19:34,110,747...34,162,577 		JBrowse link
G Psen1 presenilin 1 multiple interactions
increases expression
decreases methylation		 ISO Betaine inhibits the reaction [S-Adenosylhomocysteine results in decreased methylation of PSEN1 promoter]
S-Adenosylhomocysteine results in increased expression of PSEN1 protein		 CTD PMID:19635394 NCBI chr 6:103,323,052...103,375,088
Ensembl chr 6:103,323,120...103,371,650 		JBrowse link
G Slc19a1 solute carrier family 19 member 1 affects abundance ISO SLC19A1 protein affects the abundance of S-Adenosylhomocysteine CTD PMID:15705887 NCBI chr20:11,584,410...11,602,429
Ensembl chr20:11,584,411...11,601,972 		JBrowse link
G Sp1 Sp1 transcription factor multiple interactions EXP S-Adenosylhomocysteine promotes the reaction [SP1 protein binds to MMP2 promoter] CTD PMID:19770485 NCBI chr 7:133,541,302...133,571,961
Ensembl chr 7:133,541,491...133,571,961 		JBrowse link
G Timp2 TIMP metallopeptidase inhibitor 2 decreases expression ISO S-Adenosylhomocysteine results in decreased expression of TIMP2 protein CTD PMID:19770485 NCBI chr10:103,541,199...103,590,611
Ensembl chr10:103,531,505...103,590,611 		JBrowse link
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  CHEBI ontology 19898
    role 19868
      biological role 19866
        epitope 7035
          S-adenosyl-L-homocysteine 28
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Term Annotations click to browse term
  CHEBI ontology 19898
    subatomic particle 19896
      composite particle 19896
        hadron 19896
          baryon 19896
            nucleon 19896
              atomic nucleus 19896
                atom 19896
                  main group element atom 19835
                    main group molecular entity 19835
                      s-block molecular entity 19670
                        hydrogen molecular entity 19651
                          hydrides 19158
                            inorganic hydride 18176
                              pnictogen hydride 18166
                                nitrogen hydride 18079
                                  azane 17886
                                    ammonia 17885
                                      organic amino compound 17885
                                        amino acid 16072
                                          alpha-amino acid 13946
                                            non-proteinogenic alpha-amino acid 3804
                                              homocysteines 422
                                                homocysteine 138
                                                  homocysteine derivative 28
                                                    S-adenosyl-L-homocysteine 28
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