Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:02:44 UTC
Update Date2024-04-30 19:45:00 UTC
Metabolite IDMMDBc0030308
Metabolite Identification
Common Name5'-Deoxyadenosine
Description5'-Deoxyadenosine is an abnormal form of deoxyadenosine derived from S-adenosylmethionine. The normal form of deoxyadenosine used in DNA synthesis and repair is 2'-deoxyadenosine where the hydroxyl group (-OH) is at the 2' position of its ribose sugar moiety. 5'-deoxyadenosine has its hydroxyl group at the 5' position of the ribose sugar. 5'-deoxyadenosine is a substrate for 5'-methylthioadenosine phosphorylase. It is also a product of the degradation/conversion of S-adenosyl-methionine by the enzymes: 2-iminoacetate synthase, biotin synthase, lopoyl synthase and pyruvate-formate lyase activating enzyme
Structure
Synonyms
ValueSource
5'-Deoxy-adenosineHMDB
5'-DAdo nucleosideMeSH, HMDB
Molecular FormulaC10H13N5O3
Average Mass251.2419
Monoisotopic Mass251.101839307
IUPAC Name(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-methyloxolane-3,4-diol
Traditional Name5'-deoxyadenosine
CAS Registry Number4754-39-6
SMILES
C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12
InChI Identifier
InChI=1S/C10H13N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H3,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
InChI KeyXGYIMTFOTBMPFP-KQYNXXCUSA-N