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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: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'-Deoxyadenosin-5'-yl)-L-homocysteine;   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: Beilstein:99188;   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 3:150,587,833...150,603,057
Ensembl chr 3:150,587,833...150,603,082
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 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
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:23,167,576...23,187,356
Ensembl chr  X:23,167,696...23,187,341
JBrowse link
G App amyloid beta precursor protein increases expression
decreases methylation
multiple interactions
ISO S-Adenosylhomocysteine results in increased expression of APP protein
S-Adenosylhomocysteine results in decreased methylation of APP promoter
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 chr11:24,425,013...24,641,872
Ensembl chr11:24,425,005...24,641,858
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 chr16:74,865,516...74,944,935
Ensembl chr16:74,865,516...74,945,286
JBrowse link
G Bace1 beta-secretase 1 increases expression ISO S-Adenosylhomocysteine results in increased expression of BACE1 protein CTD PMID:19635394 NCBI chr 8:50,140,092...50,162,388
Ensembl chr 8:50,139,997...50,162,361
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 chr10:82,745,801...82,762,790
Ensembl chr10:82,745,801...82,762,789
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 4:31,534,225...31,569,152
Ensembl chr 4:31,534,225...31,569,151
JBrowse link
G Comt catechol-O-methyltransferase decreases activity EXP S-Adenosylhomocysteine results in decreased activity of COMT protein CTD PMID:10064789 NCBI chr11:86,715,981...86,735,630
Ensembl chr11:86,715,981...86,735,622
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 8:21,922,515...21,968,495
Ensembl chr 8:21,922,515...21,968,495
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 1:218,058,405...218,061,693
Ensembl chr 1:218,058,405...218,061,693
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 1:168,971,269...168,972,680
Ensembl chr 1:168,971,274...168,972,725
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 8:48,667,278...48,674,673
Ensembl chr 8:48,667,275...48,674,748
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
S-Adenosylhomocysteine promotes the reaction [SP1 protein binds to MMP2 promoter]
U 0126 inhibits the reaction [S-Adenosylhomocysteine results in increased expression of MMP2 protein]
CTD PMID:19770485 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Nfkbia NFKB inhibitor alpha decreases expression EXP S-Adenosylhomocysteine results in decreased expression of NFKBIA protein CTD PMID:19770485 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
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 5:151,776,004...151,779,319
Ensembl chr 5:151,776,004...151,779,319
JBrowse link
G Ogg1 8-oxoguanine DNA glycosylase multiple interactions
decreases methylation
decreases expression
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 4:145,282,828...145,289,367
Ensembl chr 4:145,282,797...145,289,326
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 chr10:46,339,821...46,404,640
Ensembl chr10:46,339,821...46,404,642
JBrowse link
G Ppargc1a PPARG coactivator 1 alpha increases expression ISO S-Adenosylhomocysteine results in increased expression of PPARGC1A mRNA CTD PMID:23056435 NCBI chr14:63,095,291...63,190,688
Ensembl chr14:63,095,720...63,187,009
JBrowse link
G Psen1 presenilin 1 multiple interactions
decreases methylation
increases expression
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 6:107,169,514...107,221,000
Ensembl chr 6:107,169,528...107,216,798
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 chr20:12,334,675...12,354,517
Ensembl chr20:12,334,676...12,352,377
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 7:144,014,173...144,044,635
Ensembl chr 7:144,014,173...144,044,629
JBrowse link
G Timp2 TIMP metallopeptidase inhibitor 2 decreases expression ISO S-Adenosylhomocysteine results in decreased expression of TIMP2 protein CTD PMID:19770485 NCBI chr10:107,338,465...107,386,072
Ensembl chr10:107,338,465...107,386,072
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        epitope 6835
          S-adenosyl-L-homocysteine 23
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic acid 18061
                                        amino acid 14072
                                          alpha-amino acid 11539
                                            non-proteinogenic alpha-amino acid 1541
                                              homocysteines 392
                                                homocysteine 122
                                                  homocysteine derivative 23
                                                    S-adenosyl-L-homocysteine 23
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.