Hmdb loader

Showing metabocard for 2-Aminomuconic acid semialdehyde (HMDB0001280)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:35 UTC
HMDB IDHMDB0001280
Secondary Accession Numbers
  • HMDB01280
Metabolite Identification
Common Name2-Aminomuconic acid semialdehyde
Description2-Aminomuconic acid semialdehyde 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). 2-Aminomuconic acid semialdehyde is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. A muconic semialdehyde having a 2-amino substituent. 2-Aminomuconic acid semialdehyde exists in all living organisms, ranging from bacteria to humans. Within humans, 2-aminomuconic acid semialdehyde participates in a number of enzymatic reactions. In particular, 2-aminomuconic acid semialdehyde can be biosynthesized from 2-amino-3-carboxymuconic acid semialdehyde through its interaction with the enzyme 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase. In addition, 2-aminomuconic acid semialdehyde can be converted into 2-aminomuconic acid through the action of the enzyme 2-aminomuconate-semialdehyde dehydrogenase. In humans, 2-aminomuconic acid semialdehyde is involved in the metabolic disorder called 2-amino-3-carboxymuconate semialdehyde degradation.
Structure
Data?1676999735
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001280 (2-Aminomuconic acid semialdehyde)


  Mrv0541 02231219022D          

 10  9  0  0  0  0            999 V2000
    0.4715    0.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602    1.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4715    0.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1882    1.0863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863    0.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0830   -0.1320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0939   -0.1659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826   -0.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3621   -1.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545   -1.8747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
Download

3D MOL for HMDB0001280 (2-Aminomuconic acid semialdehyde)

HMDB0001280
     RDKit          3D
2-Aminomuconic acid semialdehyde
 17 16  0  0  0  0  0  0  0  0999 V2000
    2.1725   -0.9329   -0.4176 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562    0.0340    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010   -0.2824   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1857    0.5713    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4640    0.2370    0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8567   -1.0083   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0995   -1.2202   -0.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5934    1.2539    0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    2.1595    1.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738    1.4511    0.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955   -0.5156   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0975   -1.9333   -0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2910   -1.2808   -0.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0151    1.5253    0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2006    0.9886    0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1378   -1.7350   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871    0.6876    1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
 10 17  1  0
M  END
Download

3D SDF for HMDB0001280 (2-Aminomuconic acid semialdehyde)


  Mrv0541 02231219022D          

 10  9  0  0  0  0            999 V2000
    0.4715    0.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602    1.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4715    0.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1882    1.0863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863    0.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0830   -0.1320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0939   -0.1659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826   -0.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3621   -1.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545   -1.8747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001280

> <DATABASE_NAME>
hmdb

> <SMILES>
N\C(=C\C=C/C=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H7NO3/c7-5(6(9)10)3-1-2-4-8/h1-4H,7H2,(H,9,10)/b2-1-,5-3+

> <INCHI_KEY>
QCGTZPZKJPTAEP-REDYYMJGSA-N

> <FORMULA>
C6H7NO3

> <MOLECULAR_WEIGHT>
141.1247

> <EXACT_MASS>
141.042593095

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
12.955028553813651

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4Z)-2-amino-6-oxohexa-2,4-dienoic acid

> <ALOGPS_LOGP>
-0.14

> <JCHEM_LOGP>
-3.074032307631351

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.759990591792232

> <JCHEM_PKA_STRONGEST_BASIC>
7.719389495707983

> <JCHEM_POLAR_SURFACE_AREA>
80.39

> <JCHEM_REFRACTIVITY>
37.6251

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.90e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminomuconic semialdehyde

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001280 (2-Aminomuconic acid semialdehyde)

HMDB0001280
     RDKit          3D
2-Aminomuconic acid semialdehyde
 17 16  0  0  0  0  0  0  0  0999 V2000
    2.1725   -0.9329   -0.4176 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1562    0.0340    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010   -0.2824   -0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1857    0.5713    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4640    0.2370    0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8567   -1.0083   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0995   -1.2202   -0.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5934    1.2539    0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    2.1595    1.0062 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738    1.4511    0.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955   -0.5156   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0975   -1.9333   -0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2910   -1.2808   -0.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0151    1.5253    0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2006    0.9886    0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1378   -1.7350   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871    0.6876    1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
 10 17  1  0
M  END
Download

PDB for HMDB0001280 (2-Aminomuconic acid semialdehyde)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       0.880   1.479   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.486   2.119   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.880   0.310   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.218   2.028   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.028   1.288   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.155  -0.246   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.042  -0.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.021  -1.204   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.676  -1.964   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.662  -3.499   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6    7                                                  
CONECT    4    1                                                            
CONECT    5    2    8                                                       
CONECT    6    3                                                            
CONECT    7    3                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
Download

3D PDB for HMDB0001280 (2-Aminomuconic acid semialdehyde)

COMPND    HMDB0001280
HETATM    1  N1  UNL     1       2.172  -0.933  -0.418  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.156   0.034   0.010  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.101  -0.282  -0.176  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.186   0.571   0.196  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.464   0.237   0.001  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.857  -1.008  -0.599  1.00  0.00           C  
HETATM    7  O1  UNL     1      -4.100  -1.220  -0.736  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.593   1.254   0.599  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.875   2.159   1.006  1.00  0.00           O  
HETATM   10  O3  UNL     1       2.974   1.451   0.732  1.00  0.00           O  
HETATM   11  H1  UNL     1       2.996  -0.516  -0.878  1.00  0.00           H  
HETATM   12  H2  UNL     1       2.098  -1.933  -0.284  1.00  0.00           H  
HETATM   13  H3  UNL     1      -0.291  -1.281  -0.654  1.00  0.00           H  
HETATM   14  H4  UNL     1      -1.015   1.525   0.652  1.00  0.00           H  
HETATM   15  H5  UNL     1      -3.201   0.989   0.334  1.00  0.00           H  
HETATM   16  H6  UNL     1      -2.138  -1.735  -0.922  1.00  0.00           H  
HETATM   17  H7  UNL     1       3.487   0.688   1.136  1.00  0.00           H  
CONECT    1    2   11   12
CONECT    2    3    3    8
CONECT    3    4   13
CONECT    4    5    5   14
CONECT    5    6   15
CONECT    6    7    7   16
CONECT    8    9    9   10
CONECT   10   17
END
Download

SMILES for HMDB0001280 (2-Aminomuconic acid semialdehyde)

N\C(=C\C=C/C=O)C(O)=O
Download

INCHI for HMDB0001280 (2-Aminomuconic acid semialdehyde)

InChI=1S/C6H7NO3/c7-5(6(9)10)3-1-2-4-8/h1-4H,7H2,(H,9,10)/b2-1-,5-3+
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Aminomuconate 6-semialdehydeChEBI
2-Aminomuconate semialdehydeChEBI
2-Aminomuconic semialdehydeChEBI
2-Aminomuconic acid 6-semialdehydeGenerator
Chemical FormulaC6H7NO3
Average Molecular Weight141.1247
Monoisotopic Molecular Weight141.042593095
IUPAC Name(2E,4Z)-2-amino-6-oxohexa-2,4-dienoic acid
Traditional Name2-aminomuconic semialdehyde
CAS Registry Number245128-91-0
SMILES
N\C(=C\C=C/C=O)C(O)=O
InChI Identifier
InChI=1S/C6H7NO3/c7-5(6(9)10)3-1-2-4-8/h1-4H,7H2,(H,9,10)/b2-1-,5-3+
InChI KeyQCGTZPZKJPTAEP-REDYYMJGSA-N
Chemical Taxonomy
Description 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).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Medium-chain fatty acid
  • Amino fatty acid
  • Fatty acyl
  • Fatty acid
  • Unsaturated fatty acid
  • Alpha,beta-unsaturated aldehyde
  • Enal
  • Amino acid
  • Carboxylic acid
  • Enamine
  • Monocarboxylic acid or derivatives
  • Aldehyde
  • Organonitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility5.9 g/LALOGPS
logP-0.14ALOGPS
logP-3.1ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)2.76ChemAxon
pKa (Strongest Basic)7.72ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity37.63 m³·mol⁻¹ChemAxon
Polarizability12.96 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+132.04432859911
AllCCS[M-H]-126.72532859911
DeepCCS[M+H]+127.45630932474
DeepCCS[M-H]-123.62730932474
DeepCCS[M-2H]-160.84430932474
DeepCCS[M+Na]+136.11930932474
AllCCS[M+H]+132.032859911
AllCCS[M+H-H2O]+127.932859911
AllCCS[M+NH4]+135.932859911
AllCCS[M+Na]+137.032859911
AllCCS[M-H]-126.732859911
AllCCS[M+Na-2H]-128.832859911
AllCCS[M+HCOO]-131.232859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.1.76 minutes32390414
Predicted by Siyang on May 30, 202210.2345 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20225.3 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid204.0 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid886.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid354.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid77.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid223.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid63.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid289.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid264.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)568.9 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid714.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid104.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid908.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid238.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid251.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate708.0 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA345.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water179.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Aminomuconic acid semialdehydeN\C(=C\C=C/C=O)C(O)=O2309.3Standard polar33892256
2-Aminomuconic acid semialdehydeN\C(=C\C=C/C=O)C(O)=O1267.8Standard non polar33892256
2-Aminomuconic acid semialdehydeN\C(=C\C=C/C=O)C(O)=O1622.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Aminomuconic acid semialdehyde,1TMS,isomer #1C[Si](C)(C)OC(=O)/C(N)=C\C=C/C=O1618.0Semi standard non polar33892256
2-Aminomuconic acid semialdehyde,1TMS,isomer #2C[Si](C)(C)N/C(=C/C=C\C=O)C(=O)O1721.6Semi standard non polar33892256
2-Aminomuconic acid semialdehyde,2TMS,isomer #1C[Si](C)(C)N/C(=C/C=C\C=O)C(=O)O[Si](C)(C)C1755.8Semi standard non polar33892256
2-Aminomuconic acid semialdehyde,2TMS,isomer #1C[Si](C)(C)N/C(=C/C=C\C=O)C(=O)O[Si](C)(C)C1693.3Standard non polar33892256
2-Aminomuconic acid semialdehyde,2TMS,isomer #1C[Si](C)(C)N/C(=C/C=C\C=O)C(=O)O[Si](C)(C)C2108.2Standard polar33892256
2-Aminomuconic acid semialdehyde,2TMS,isomer #2C[Si](C)(C)N(/C(=C/C=C\C=O)C(=O)O)[Si](C)(C)C1870.5Semi standard non polar33892256
2-Aminomuconic acid semialdehyde,2TMS,isomer #2C[Si](C)(C)N(/C(=C/C=C\C=O)C(=O)O)[Si](C)(C)C1668.9Standard non polar33892256
2-Aminomuconic acid semialdehyde,2TMS,isomer #2C[Si](C)(C)N(/C(=C/C=C\C=O)C(=O)O)[Si](C)(C)C2073.3Standard polar33892256
2-Aminomuconic acid semialdehyde,3TMS,isomer #1C[Si](C)(C)OC(=O)/C(=C\C=C/C=O)N([Si](C)(C)C)[Si](C)(C)C1876.3Semi standard non polar33892256
2-Aminomuconic acid semialdehyde,3TMS,isomer #1C[Si](C)(C)OC(=O)/C(=C\C=C/C=O)N([Si](C)(C)C)[Si](C)(C)C1692.2Standard non polar33892256
2-Aminomuconic acid semialdehyde,3TMS,isomer #1C[Si](C)(C)OC(=O)/C(=C\C=C/C=O)N([Si](C)(C)C)[Si](C)(C)C1814.3Standard polar33892256
2-Aminomuconic acid semialdehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C(N)=C\C=C/C=O1869.2Semi standard non polar33892256
2-Aminomuconic acid semialdehyde,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N/C(=C/C=C\C=O)C(=O)O1961.5Semi standard non polar33892256
2-Aminomuconic acid semialdehyde,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N/C(=C/C=C\C=O)C(=O)O[Si](C)(C)C(C)(C)C2238.0Semi standard non polar33892256
2-Aminomuconic acid semialdehyde,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N/C(=C/C=C\C=O)C(=O)O[Si](C)(C)C(C)(C)C2138.1Standard non polar33892256
2-Aminomuconic acid semialdehyde,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N/C(=C/C=C\C=O)C(=O)O[Si](C)(C)C(C)(C)C2219.8Standard polar33892256
2-Aminomuconic acid semialdehyde,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(/C(=C/C=C\C=O)C(=O)O)[Si](C)(C)C(C)(C)C2332.6Semi standard non polar33892256
2-Aminomuconic acid semialdehyde,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(/C(=C/C=C\C=O)C(=O)O)[Si](C)(C)C(C)(C)C2110.7Standard non polar33892256
2-Aminomuconic acid semialdehyde,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(/C(=C/C=C\C=O)C(=O)O)[Si](C)(C)C(C)(C)C2154.1Standard polar33892256
2-Aminomuconic acid semialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C(=C\C=C/C=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2549.1Semi standard non polar33892256
2-Aminomuconic acid semialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C(=C\C=C/C=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2294.1Standard non polar33892256
2-Aminomuconic acid semialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)/C(=C\C=C/C=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2105.4Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022532
KNApSAcK IDC00007492
Chemspider ID4444230
KEGG Compound IDC03824
BioCyc IDNot Available
BiGG ID1445635
Wikipedia LinkNot Available
METLIN ID6133
PubChem Compound5280625
PDB IDNot Available
ChEBI ID15745
Food Biomarker OntologyNot Available
VMH IDAM6SA
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. He Z, Spain J: Preparation of 2-aminomuconate from 2-aminophenol by coupled enzymatic dioxygenation and dehydrogenation reactions. J Ind Microbiol Biotechnol. 1999 Aug;23(2):138-142. [PubMed:10510494 ]
  2. NISHIZUKA Y, ICHIYAMA A, GHOLSON RK, HAYAISHI O: STUDIES ON THE METABOLISM OF THE BENZENE RING OF TRYPTOPHAN IN MAMMALIAN TISSUES. I. ENZYMIC FORMATION OF GLUTARIC ACID FROM 3-HYDROXYANTHRANILIC ACID. J Biol Chem. 1965 Feb;240:733-9. [PubMed:14275129 ]
  3. Colabroy KL, Begley TP: Tryptophan catabolism: identification and characterization of a new degradative pathway. J Bacteriol. 2005 Nov;187(22):7866-9. [PubMed:16267312 ]

Enzymes

Enzyme Details
1. 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase
General function:
Involved in catalytic activity
Specific function:
Converts alpha-amino-beta-carboxymuconate-epsilon-semialdehyde (ACMS) to alpha-aminomuconate semialdehyde (AMS). ACMS can be converted non-enzymatically to quinolate (QA), a key precursor of NAD, and a potent endogenous excitotoxin of neuronal cells which is implicated in the pathogenesis of various neurodegenerative disorders. In the presence of ACMSD, ACMS is converted to AMS, a benign catabolite. ACMSD ultimately controls the metabolic fate of tryptophan catabolism along the kynurenine pathway.
Gene Name:
ACMSD
Uniprot ID:
Q8TDX5
Molecular weight:
38035.045
Reactions
2-Amino-3-carboxymuconic acid semialdehyde → 2-Aminomuconic acid semialdehyde + CO(2)details
2-Amino-3-carboxymuconic acid semialdehyde → 2-Aminomuconic acid semialdehyde + Carbon dioxidedetails