Showing Metabocard for S-methyl-5-thio-alpha-D-ribose 1-phosphate (BASm0003533)

Common NameS-methyl-5-thio-alpha-d-ribose 1-phosphate
Description5-Methylthioribose 1-phosphate belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. 5-Methylthioribose 1-phosphate is an intermediate in methionine biosynthesis. It is converted from 5'-deoxy-5'-methylthioadenosine by 5'-deoxy-5'-methylthioadenosine phosphorylase. Then it is converted to methionine (PMID: 2153115 ). In the methionine salvage pathway, 5-methylthioribose 1-phosphate isomerase (M1Pi) catalyzes the conversion of 5-methylthioribose 1-phosphate (MTR-1-P) into 5-methylthioribulose 1-phosphate (MTRu-1-P).
Structure
Molecular FormulaC6H13O7PS
Average Mass260.20200
Monoisotopic Mass260.01196
IUPAC Name{[(3R,4S)-3,4-dihydroxy-5-[(methylsulfanyl)methyl]oxolan-2-yl]oxy}phosphonic acid
Traditional Name[(3r,4s)-3,4-dihydroxy-5-[(methylsulfanyl)methyl]oxolan-2-yl]oxyphosphonic acid
CAS Registry Number68134-74-7
SMILESCSC[C@H]1O[C@H](OP(=O)([O-])[O-])[C@H](O)[C@@H]1O
InChI IdentifierInChI=1S/C6H13O7PS/c1-15-2-3-4(7)5(8)6(12-3)13-14(9,10)11/h3-8H,2H2,1H3,(H2,9,10,11)/t3-,4-,5-,6-/m1/s1
InChI KeyJTFITTQBRJDSTL-KVTDHHQDSA-N
CHEBI IDCHEBI:58533
HMDB IDHMDB0000963
Pathways
NameSMPDB/PathBank
Methionine Metabolism
Cystathionine Beta-Synthase Deficiency
S-Adenosylhomocysteine (SAH) Hydrolase Deficiency
Methionine Adenosyltransferase Deficiency
Glycine N-methyltransferase Deficiency
Methylenetetrahydrofolate Reductase Deficiency (MTHFRD)
Hypermethioninemia
Homocystinuria-megaloblastic anemia due to defect in cobalamin metabolism, cblG complementation type
StateSolid
Water Solubility2.87e+01 g/l
logP-1.16
logS-0.96
pKa (Strongest Acidic)1.16
pKa (Strongest Basic)-3.66
Hydrogen Acceptor Count6
Hydrogen Donor Count4
Polar Surface Area116.45 Ų
Rotatable Bond Count4
Physiological Charge-2
Formal Charge0
Refractivity51.67 m³·mol⁻¹
Polarizability22.53

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