CHEBI:6268 - L-lyxonic acid

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ChEBI Name L-lyxonic acid
ChEBI ID CHEBI:6268
ChEBI ASCII Name L-lyxonic acid
Definition A lyxonic acid that has L-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
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Formula C5H10O6
Net Charge 0
Average Mass 166.129
Monoisotopic Mass 166.04774
InChI InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/t2-,3+,4+/m0/s1
InChIKey QXKAIJAYHKCRRA-PZGQECOJSA-N
SMILES OC[C@@H]([C@H]([C@H](C(O)=O)O)O)O
Metabolite of Species Details
Rattus norvegicus (NCBI:txid10116) Found in kidney (BTO:0000671). See: PubMed
Homo sapiens (NCBI:txid9606) Found in urine (BTO:0001419). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-lyxonic acid (CHEBI:6268) has role human urinary metabolite (CHEBI:84087)
L-lyxonic acid (CHEBI:6268) has role rat metabolite (CHEBI:86264)
L-lyxonic acid (CHEBI:6268) is a lyxonic acid (CHEBI:145755)
L-lyxonic acid (CHEBI:6268) is conjugate acid of L-lyxonate (CHEBI:145753)
L-lyxonic acid (CHEBI:6268) is enantiomer of D-lyxonic acid (CHEBI:134538)
Incoming L-lyxonate (CHEBI:145753) is conjugate base of L-lyxonic acid (CHEBI:6268)
D-lyxonic acid (CHEBI:134538) is enantiomer of L-lyxonic acid (CHEBI:6268)
IUPAC Name
L-lyxonic acid
Synonym Source
(2R,3R,4S)-2,3,4,5-tetrahydroxypentanoic acid IUPAC
Manual Xrefs Databases
C05412 KEGG COMPOUND
HMDB0060255 HMDB
View more database links
Registry Number Type Source
4172-43-4 CAS Registry Number ChEBI
Citations
Luo S, Huang H (2018)
Discovering a new catabolic pathway of D-ribonate in Mycobacterium smegmatis.
Biochemical and biophysical research communications 505, 1107-1111 [PubMed:30316512]
[show Abstract]
Ghasempur S, Eswaramoorthy S, Hillerich BS, Seidel RD, Swaminathan S, Almo SC, Gerlt JA (2014)
Discovery of a novel L-lyxonate degradation pathway in Pseudomonas aeruginosa PAO1.
Biochemistry 53, 3357-3366 [PubMed:24831290]
[show Abstract]
Rakus JF, Fedorov AA, Fedorov EV, Glasner ME, Hubbard BK, Delli JD, Babbitt PC, Almo SC, Gerlt JA (2008)
Evolution of enzymatic activities in the enolase superfamily: L-rhamnonate dehydratase.
Biochemistry 47, 9944-9954 [PubMed:18754693]
[show Abstract]
Lawson AM, Chalmers RA, Watts RW (1976)
Urinary organic acids in man. I. Normal patterns.
Clinical chemistry 22, 1283-1287 [PubMed:949837]
[show Abstract]
KANFER J, ASHWELL G, BURNS JJ (1960)
Formation of L-lyxonic and L-xylonic acids from L-ascorbic acid in rat kidney.
The Journal of biological chemistry 235, 2518-2521 [PubMed:14404302]
Last Modified
08 January 2020