Structure Database (LMSD)

Common Name
Oxoadipic acid
Systematic Name
2-oxo-hexanedioic acid
Synonyms
LM ID
LMFA01170121
Formula
Exact Mass
Calculate m/z
160.037175
Sum Composition
Status
Curated



Classification

Biological Context

2-Oxoadipic acid is an intermediate in the catabolism of L-tryptophan, L-lysine, and hydroxylysine.1,2 Urinary excretion of 2-oxoadipic acid is increased in patients with α-ketoadipic aciduria, a rare inborn error in the metabolism of 2-oxoadipic acid to glutaryl-coenzyme A (glutaryl-CoA).

This information has been provided by Cayman Chemical

References

1. Xia, Z.-W., Inoue, Y., Ohse, M., et al. A study on α-ketoadipic aciduria by gas chromatographic-mass spectrometry. World J. Gastroenterol. 6(5), 766-769 (2000).
2. Gray, R.G., O'Neill, E.M., and Pollitt, R.J. α-aminoadipic aciduria: Chemical and enzymatic studies. J. Inherit. Metab. Dis. 2(4), 89-92 (1980).

String Representations

InChiKey (Click to copy)
FGSBNBBHOZHUBO-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11)
SMILES (Click to copy)
C(=O)(O)C(=O)CCCC(=O)O

Other Databases

KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
PDB ID
GuidePharm ID

Calculated Physicochemical Properties

Heavy Atoms 11
Rings 0
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 148.39
Topological Polar Surface Area 91.67
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP -0.11
Molar Refractivity 34.13

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Updated at
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