1.0
2011-09-21 00:15:52 UTC
2015-07-21 06:57:15 UTC
FDB022559
2-Amino-3-carboxymuconic acid semialdehyde
2-amino-3-carboxymuconic acid semialdehyde is an intermediate metabolite of the tryptophan-niacin catabolic pathway. Current interest in the degradation of tryptophan is mostly due to the role of quinolinate and other metabolites in several neuropathological conditions. Quinolinate is a neurotoxin formed nonenzymatically from 2-amino-3-carboxymuconic semialdehyde in mammalian tissues. 2-Amino-3-carboxymuconic semialdehyde is enzymatically converted to 2-aminomuconate via 2-aminomuconic semialdehyde. (PMID: 10510494, 16267312, 14275129) [HMDB]
2-amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioate
2-amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioic acid
2-Amino-3-(3-oxoprop-1-enyl)-but-2-enedioate
2-Amino-3-(3-oxoprop-1-enyl)-but-2-enedioic acid
2-amino-3-carboxymuconate semialdehyde
2-amino-3-carboxymuconate-6-semialdehyde
ACS
Amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioate
Amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioic acid
C7H7NO5
185.1342
185.032422339
2-amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioic acid
2-amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioic acid
16597-58-3
NC(C(O)=O)=C(C=CC=O)C(O)=O
InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)
KACPVQQHDVBVFC-UHFFFAOYSA-N
belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
Alpha amino acids
Organic compounds
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
Aliphatic acyclic compounds
Aldehydes
Amino acids
Amino fatty acids
Branched fatty acids
Carboxylic acids
Dicarboxylic acids and derivatives
Enals
Enamines
Hydrocarbon derivatives
Medium-chain fatty acids
Monoalkylamines
Organic oxides
Organopnictogen compounds
Unsaturated fatty acids
Vinylogous amides
Aldehyde
Aliphatic acyclic compound
Alpha,beta-unsaturated aldehyde
Alpha-amino acid
Amine
Amino acid
Amino fatty acid
Branched fatty acid
Carbonyl group
Carboxylic acid
Dicarboxylic acid or derivatives
Enal
Enamine
Fatty acid
Fatty acyl
Hydrocarbon derivative
Medium-chain fatty acid
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Primary aliphatic amine
Primary amine
Unsaturated fatty acid
Vinylogous amide
amino dicarboxylic acid
muconic semialdehyde
non-proteinogenic alpha-amino acid
oxo dicarboxylic acid
Solid
logp
-0.05
logs
-2.05
solubility
1.64e+00 g/l
logp
-3.7
pka_strongest_acidic
2.38
pka_strongest_basic
6.72
iupac
2-amino-3-(3-oxoprop-1-en-1-yl)but-2-enedioic acid
average_mass
185.1342
mono_mass
185.032422339
smiles
NC(C(O)=O)=C(C=CC=O)C(O)=O
formula
C7H7NO5
inchi
InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)
inchikey
KACPVQQHDVBVFC-UHFFFAOYSA-N
polar_surface_area
117.69
refractivity
43.62
polarizability
16.01
rotatable_bond_count
4
acceptor_count
6
donor_count
3
physiological_charge
-1
formal_charge
0
Tryptophan Metabolism
SMP00063
map00380
Specdb::CMs
2420
Specdb::NmrOneD
285615
Specdb::NmrOneD
285616
Specdb::NmrOneD
285617
Specdb::NmrOneD
285618
Specdb::NmrOneD
285619
Specdb::NmrOneD
285620
Specdb::NmrOneD
285621
Specdb::NmrOneD
285622
Specdb::NmrOneD
285623
Specdb::NmrOneD
285624
Specdb::NmrOneD
285625
Specdb::NmrOneD
285626
Specdb::NmrOneD
285627
Specdb::NmrOneD
285628
Specdb::NmrOneD
285629
Specdb::NmrOneD
285630
Specdb::NmrOneD
285631
Specdb::NmrOneD
285632
Specdb::NmrOneD
285633
Specdb::NmrOneD
285634
Specdb::MsMs
178113
Specdb::MsMs
178114
Specdb::MsMs
178115
Specdb::MsMs
180429
Specdb::MsMs
180430
Specdb::MsMs
180431
HMDB01330
29044
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Anatidae
Type 1
specific
Anatidae
8830
Beefalo
Type 1
specific
Bos taurus X Bison bison
297284
Bison
Type 1
specific
Bison bison
9901
Buffalo
Type 1
specific
Bubalus bubalis
89462
Cattle (Beef, Veal)
Type 1
specific
Bos taurus
9913
Chicken
Type 1
specific
Gallus gallus
9031
Columbidae (Dove, Pigeon)
Type 1
specific
Columbidae
8930
Deer
Type 1
specific
Cervidae
9850
Domestic goat
Type 1
specific
Capra aegagrus hircus
9925
Domestic pig
Type 1
specific
Sus scrofa domestica
9825
Elk
Type 1
specific
Cervus canadensis
1574408
Emu
Type 1
specific
Dromaius novaehollandiae
8790
European rabbit
Type 1
specific
Oryctolagus
9984
Greylag goose
Type 1
specific
Anser anser
8843
Guinea hen
Type 1
specific
Numida meleagris
8996
Horse
Type 1
specific
Equus caballus
9796
Mallard duck
Type 1
specific
Anas platyrhynchos
8839
Mountain hare
Type 1
specific
Lepus timidus
62621
Mule deer
Type 1
specific
Odocoileus
9871
Ostrich
Type 1
specific
Struthio camelus
8801
Pheasant
Type 1
specific
Phasianus colchicus
9054
Quail
Type 1
specific
Phasianidae
9005
Rabbit
Type 1
specific
Leporidae
9979
Rock ptarmigan
Type 1
specific
Lagopus muta
64668
Sheep (Mutton, Lamb)
Type 1
specific
Ovis aries
9940
Squab
Type 1
specific
Columba
8931
Turkey
Type 1
specific
Meleagris gallopavo
9103
Velvet duck
Type 1
specific
Melanitta fusca
371864
Wild boar
Type 1
specific
Sus scrofa
9823
2-amino-3-carboxymuconate-6-semialdehyde decarboxylase
Q8TDX5
ACMSD
3-hydroxyanthranilate 3,4-dioxygenase
P46952
HAAO