2.0
2012-05-31 14:09:24 -0600
2015-06-03 15:54:54 -0600
ECMDB06801
M2MDB000690
2-Oxo-3-hydroxy-4-phosphobutanoic acid
2-Oxo-3-hydroxy-4-phosphobutanoic acid is involved in the interconversion of O-phospho-4-hydroxy-L-threonine. This reaction is catalyzed by phosphoserine aminotransferase 1. These amino acid derivatives are sometimes considered to be part of the vitamin B6 pathway.
(3R)-3-hydroxy-2-oxo-4 phosphonooxybutanoate
(3R)-3-hydroxy-2-oxo-4 phosphonooxybutanoic acid
(3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoate
(3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoic acid
2-Oxo-3-hydroxy-4-phosphobutanoate
2-Oxo-3-hydroxy-4-phosphobutanoic acid
3-hydroxy-4-phospho-hydroxy-α-ketobutyrate
3-Hydroxy-4-phospho-hydroxy-α-ketobutyric acid
3-Hydroxy-4-phospho-hydroxy-a-ketobutyrate
3-Hydroxy-4-phospho-hydroxy-a-ketobutyric acid
3-Hydroxy-4-phospho-hydroxy-alpha-ketobutyrate
3-Hydroxy-4-phospho-hydroxy-alpha-ketobutyric acid
3-Hydroxy-4-phospho-hydroxy-α-ketobutyrate
3-Hydroxy-4-phospho-hydroxy-α-ketobutyric acid
a-keto-3-Hydroxy-4-phosphobutyrate
a-keto-3-Hydroxy-4-phosphobutyric acid
Alpha-Keto-3-hydroxy-4-phosphobutyrate
Alpha-Keto-3-hydroxy-4-phosphobutyric acid
α-keto-3-Hydroxy-4-phosphobutyrate
α-keto-3-Hydroxy-4-phosphobutyric acid
C4H7O8P
214.0673
213.987853712
(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid
(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid
O[C@H](COP(O)(O)=O)C(=O)C(O)=O
InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1
MZJFVXDTNBHTKZ-UWTATZPHSA-N
Solid
Cytosol
logp
-2.01
logs
-1.12
solubility
1.62e+01 g/l
logp
-1.4
pka_strongest_acidic
1.34
pka_strongest_basic
-4
iupac
(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid
average_mass
214.0673
mono_mass
213.987853712
smiles
O[C@H](COP(O)(O)=O)C(=O)C(O)=O
formula
C4H7O8P
inchi
InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1
inchikey
MZJFVXDTNBHTKZ-UWTATZPHSA-N
polar_surface_area
141.36
refractivity
36.6
polarizability
15.26
rotatable_bond_count
5
acceptor_count
7
donor_count
4
physiological_charge
-3
formal_charge
0
Glycine, serine and threonine metabolism
ec00260
Methane metabolism
ec00680
Vitamin B6 metabolism
ec00750
Microbial metabolism in diverse environments
ec01120
Metabolic pathways
eco01100
Vitamin B6 1430936196
PW000891
Metabolic
pyridoxal 5'-phosphate biosynthesis I
PYRIDOXSYN-PWY
Specdb::CMs
3197
Specdb::CMs
39093
Specdb::CMs
163830
Specdb::NmrOneD
91532
Specdb::NmrOneD
91533
Specdb::NmrOneD
91534
Specdb::NmrOneD
91535
Specdb::NmrOneD
91536
Specdb::NmrOneD
91537
Specdb::NmrOneD
91538
Specdb::NmrOneD
91539
Specdb::NmrOneD
91540
Specdb::NmrOneD
91541
Specdb::NmrOneD
91542
Specdb::NmrOneD
91543
Specdb::NmrOneD
91544
Specdb::NmrOneD
91545
Specdb::NmrOneD
91546
Specdb::NmrOneD
91547
Specdb::NmrOneD
91548
Specdb::NmrOneD
91549
Specdb::NmrOneD
91550
Specdb::NmrOneD
91551
Specdb::MsMs
25571
Specdb::MsMs
25572
Specdb::MsMs
25573
Specdb::MsMs
32129
Specdb::MsMs
32130
Specdb::MsMs
32131
Specdb::MsMs
2396523
Specdb::MsMs
2396524
Specdb::MsMs
2396525
Specdb::MsMs
2542211
Specdb::MsMs
2542212
Specdb::MsMs
2542213
HMDB06801
C06054
3OH-4P-OH-ALPHA-KETOBUTYRATE
Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.
21097882
Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.
22080510
Erythronate-4-phosphate dehydrogenase
P05459
PDXB_ECOLI
pdxB
http://ecmdb.ca/proteins/P05459.xml
Phosphoserine aminotransferase
P23721
SERC_ECOLI
serC
http://ecmdb.ca/proteins/P23721.xml
L-Glutamate + 2-Oxo-3-hydroxy-4-phosphobutanoic acid <> alpha-Ketoglutarate + O-Phospho-4-hydroxy-L-threonine
R05085
4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH + 2-Oxo-3-hydroxy-4-phosphobutanoic acid
R04210
ERYTHRON4PDEHYDROG-RXN
O-Phospho-4-hydroxy-L-threonine + alpha-Ketoglutarate <> 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamate
R05085
4-Phospho-D-erythronate + NAD > Hydrogen ion + 2-Oxo-3-hydroxy-4-phosphobutanoic acid + NADH
ERYTHRON4PDEHYDROG-RXN
2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamate <> O-Phospho-4-hydroxy-L-threonine + Oxoglutaric acid
PSERTRANSAMPYR-RXN
4-Phospho-D-erythronate + NAD > 2-Oxo-3-hydroxy-4-phosphobutanoic acid + NADH
O-Phospho-4-hydroxy-L-threonine + Oxoglutaric acid > 2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamate
PSERTRANSAMPYR-RXN
Phosphoserine + alpha-Ketoglutarate + O-Phospho-4-hydroxy-L-threonine <> Phosphohydroxypyruvic acid + L-Glutamate + 2-Oxo-3-hydroxy-4-phosphobutanoic acid
R04173
2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamic acid + L-Glutamate <> A-Ketoglutaric acid oxime + O-Phospho-4-hydroxy-L-threonine
PW_R003324
2-Oxo-3-hydroxy-4-phosphobutanoic acid + L-Glutamic acid + L-Glutamate <> O-Phospho-4-hydroxy-L-threonine + Oxoglutaric acid
PW_R003326
4 4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH +2 2-Oxo-3-hydroxy-4-phosphobutanoic acid
L-Glutamate + 2 2-Oxo-3-hydroxy-4-phosphobutanoic acid <> alpha-Ketoglutarate + O-Phospho-4-hydroxy-L-threonine
4 4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH +2 2-Oxo-3-hydroxy-4-phosphobutanoic acid