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S-Adenosyl-L-homocysteine

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S-Adenosyl-L-homocysteine
Names
IUPAC name
S-(5'-Deoxyadenos-5'-yl)-L-homocysteine
Other names
AdoHcy, 2-S-adenosyl-L-homocysteine,
5'-S-(3-Amino-3-carboxypropyl)-5'-thioadenosine S-adenosylhomocysteine, SAH
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.012.328 Edit this at Wikidata
KEGG
MeSH S-Adenosylhomocysteine
  • 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 checkY
    Key: ZJUKTBDSGOFHSH-WFMPWKQPSA-N checkY
  • InChI=1/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
    Key: ZJUKTBDSGOFHSH-WFMPWKQPBX
  • O=C(O)[C@@H](N)CCSC[C@H]3O[C@@H](n2cnc1c(ncnc12)N)[C@H](O)[C@@H]3O
Properties
C14H20N6O5S
Molar mass 384.412
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

S-Adenosyl-L-homocysteine (SAH) is an amino acid derivative used in several metabolic pathways in most organisms. It is an intermediate in the synthesis of cysteine and adenosine.

SAH is formed by the demethylation of S-adenosyl-L-methionine (SAM), which can be inhibited by 3-Deazaneplanocin_A.