5-Methylthio-D-ribose (BioCAD00000004897)

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Metabolite Card

Formula: C6H12O4S (180.0456)
SMILES: CSC[C@H]1O[C@@H](O)[C@H](O)[C@@H]1O

Synonyms [en]

5-methylthio-D-ribose; 5-Methylthioribose; 5-(Methylsulfanyl)-D-ribose; S(5)-methyl-5-thio-D-ribose; S-methyl-5-thio-D-ribose; 5-Deoxy-5-(methylthio)ribose

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

5-Methylthio-D-ribose. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000004897). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

5-Methylthioribose (CAS: 23656-67-9) belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. 5-Methylthioribose is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Methylthioribose exists in all living organisms, ranging from bacteria to humans. In humans, 5-methylthioribose is involved in the metabolic disorder called hypermethioninemia. Outside of the human body, 5-methylthioribose has been detected, but not quantified in, several different foods, such as alaska wild rhubarbs, common verbena, greenthread tea, pasta, and Irish moss. This could make 5-methylthioribose a potential biomarker for the consumption of these foods. 5-Methylthioribose is a metabolite of 5-methylthioribose-1-phosphate. It is a substrate of methylthioribose kinase (EC 2.7.1.100) in the methionine metabolism pathway (KEGG). It can be found in Escherichia (PMID: 4203512).

Cytoplasm
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 23656-67-9
  • CAS Registry Number: 624740-12-1
  • PubChem: 3036663
  • PubChem: 439904
  • PubChem: 6419710
  • ChEBI: ChEBI:16895
  • ChEBI: ChEBI:78440
  • HMDB: HMDB0001087
  • HMDB: HMDB01087
  • KEGG: C03089
  • BioCyc: CPD-560
  • NCBI MeSH: 5-methylthioribose
  • RefMet: RM0155920
  • Metlin: METLIN_5995
  • Metlin: METLIN_63429
  • Coconut NaturalProduct: CNP0047995.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R01401 3.2.2.9 methylthioadenosine methylthioribohydrolase
KEGG:R04143 2.7.1.100 ATP:S5-methyl-5-thio-D-ribose 1-phosphotransferase
BioCyc:METHYLTHIOADENOSINE-NUCLEOSIDASE-RXN 3.2.2.9 5-METHYLTHIOADENOSINE + WATER --> CPD-560 + ADENINE
BioCyc:TRANS-RXN0-615 CPD-560<=>CPD-560
BioCyc:TRANS-RXN0-461 CPD-560 --> CPD-560
Rhea:RHEA:13618 3.2.2.16 S-methyl-5'-thioadenosine + H2O => 5-(methylsulfanyl)-D-ribose + adenine
Rhea:RHEA:13619 3.2.2.16 5-(methylsulfanyl)-D-ribose + adenine => S-methyl-5'-thioadenosine + H2O
Rhea:RHEA:13620 3.2.2.16 S-methyl-5'-thioadenosine + H2O <=> 5-(methylsulfanyl)-D-ribose + adenine
Rhea:RHEA:22313 2.7.1.100 5-(methylsulfanyl)-D-ribose + ATP => 5-(methylsulfanyl)-α-D-ribose 1-phosphate + ADP + H+
Rhea:RHEA:22314 2.7.1.100 5-(methylsulfanyl)-α-D-ribose 1-phosphate + ADP + H+ => 5-(methylsulfanyl)-D-ribose + ATP
Rhea:RHEA:22315 2.7.1.100 5-(methylsulfanyl)-D-ribose + ATP <=> 5-(methylsulfanyl)-α-D-ribose 1-phosphate + ADP + H+
Rhea:RHEA:34956 5-(methylsulfanyl)-D-ribose(in) => 5-(methylsulfanyl)-D-ribose(out)
Rhea:RHEA:34957 5-(methylsulfanyl)-D-ribose(out) => 5-(methylsulfanyl)-D-ribose(in)
Rhea:RHEA:34958 5-(methylsulfanyl)-D-ribose(in) <=> 5-(methylsulfanyl)-D-ribose(out)
BioCyc:5-METHYLTHIORIBOSE-KINASE-RXN 2.7.1.100 ATP + CPD-560 --> PROTON + ADP + CPD-444
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0000857 S-Adenosyl-L-Methionine Biosynthesis
PathBank:SMP0002097 Spermidine Biosynthesis and Metabolism
PathBank:SMP0121301 S-Adenosyl-L-Methionine Biosynthesis
View All Pathways