D-Ribono-1,4-lactone
D-ribono-1,4-lactone is a five-membered form of ribonolactone having D-configuration. It has a role as a metabolite. It is a ribonolactone and a butan-4-olide. It derives from a D-ribonic acid.
Ribonolactone belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Ribonolactone exists as a solid, soluble (in water), and a very weakly acidic compound (based on its pKa). Ribonolactone has been primarily detected in urine. Within the cell, ribonolactone is primarily located in the cytoplasm. Ribonolactone can be biosynthesized from D-ribonic acid.
CAS Number |
5336-08-3 |
Product Name |
D-Ribono-1,4-lactone |
IUPAC Name |
(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-one |
Molecular Formula |
C5H8O5 |
Molecular Weight |
148.11 g/mol |
InChI |
InChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4-/m1/s1 |
InChI Key |
CUOKHACJLGPRHD-BXXZVTAOSA-N |
SMILES |
C(C1C(C(C(=O)O1)O)O)O |
Synonyms |
D-(+)-Ribonic Acid ?-Lactone; D-(+)-Ribonolactone; D-Ribono-1,4-lactone; NSC 1031; |
Canonical SMILES |
C(C1C(C(C(=O)O1)O)O)O |
Isomeric SMILES |
C([C@@H]1[C@H]([C@H](C(=O)O1)O)O)O |
COA:
D-Ribono-1,4-lactone CAS?5336-08-3
Items
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Standards
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Results
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Appearance
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White powder
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Complies
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Solubility
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Clear to very slightly hazy colorless to faint yellow solution
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Complies
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MS and NMR
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Should comply
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Comply
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Identification
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IR and TLC
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Comply
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Loss weight on dryness
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Max. 0.5%
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0.2%
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Residue on ignition
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Max. 0.5%
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0.1%
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Purity by TLC
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Min. 98%
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Complies
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References:
1. Caperelli CA, Liu D, J. Biol. Chem. 1992, Vol267, Issue 14, 9783-9787