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Showing metabocard for Cysteic acid (HMDB0002757)

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enzymes (5) Show 5 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-05-22 15:12:08 UTC
Update Date2023-02-21 17:16:28 UTC
HMDB IDHMDB0002757
Secondary Accession Numbers
  • HMDB02757
Metabolite Identification
Common NameCysteic acid
DescriptionCysteic acid, also known as cysteate or 3-sulfoalanine, 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). An amino sulfonic acid that is the sulfonic acid analogue of cysteine. Cysteic acid is a very strong basic compound (based on its pKa). Cysteic acid exists in all living species, ranging from bacteria to humans. Within humans, cysteic acid participates in a number of enzymatic reactions. In particular, cysteic acid can be converted into taurine through its interaction with the enzyme cysteine sulfinic acid decarboxylase. In addition, cysteic acid can be converted into taurine through its interaction with the enzyme glutamate decarboxylase 1. In humans, cysteic acid is involved in taurine and hypotaurine metabolism.
Structure
Data?1676999788
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002757 (Cysteic acid)


  Mrv0541 02231219352D          

 10  9  0  0  0  0            999 V2000
   22.6051   -9.6576    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.3197  -10.0701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7472   -9.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1926  -10.3720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0176   -8.9431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4617   -8.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1762  -10.4826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1762   -9.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8907   -9.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4617   -9.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  1  9  1  0  0  0  0
  3 10  1  0  0  0  0
  6 10  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
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3D MOL for HMDB0002757 (Cysteic acid)

HMDB0002757
     RDKit          3D
Cysteic acid
 17 16  0  0  0  0  0  0  0  0999 V2000
    0.8636    1.2573    0.7025 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6133   -0.1330    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4800   -0.4180   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0320    0.2923    0.0344 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.4676   -0.1638    1.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256    1.7905    0.0742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1831   -0.0891   -1.1259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8255   -0.8743    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7707   -2.1148   -0.1069 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429   -0.2436   -0.1266 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543    1.5870    1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4622    1.6999    0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2939   -0.5437    1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -1.5178   -0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2183    0.0071   -1.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687   -1.0109   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1429    0.4748   -0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  2  0
  4  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  7 16  1  0
 10 17  1  0
M  END
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3D SDF for HMDB0002757 (Cysteic acid)


  Mrv0541 02231219352D          

 10  9  0  0  0  0            999 V2000
   22.6051   -9.6576    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.3197  -10.0701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7472   -9.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1926  -10.3720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0176   -8.9431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4617   -8.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1762  -10.4826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1762   -9.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8907   -9.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4617   -9.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  1  9  1  0  0  0  0
  3 10  1  0  0  0  0
  6 10  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002757

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CS(O)(=O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)

> <INCHI_KEY>
XVOYSCVBGLVSOL-UHFFFAOYSA-N

> <FORMULA>
C3H7NO5S

> <MOLECULAR_WEIGHT>
169.156

> <EXACT_MASS>
169.004493029

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
13.559896862018855

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-sulfopropanoic acid

> <ALOGPS_LOGP>
-2.39

> <JCHEM_LOGP>
-2.957299196822919

> <ALOGPS_LOGS>
-0.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.2422625178335887

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.7161956659222701

> <JCHEM_PKA_STRONGEST_BASIC>
8.793320902393107

> <JCHEM_POLAR_SURFACE_AREA>
117.68999999999998

> <JCHEM_REFRACTIVITY>
30.435

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.36e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cysteic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002757 (Cysteic acid)

HMDB0002757
     RDKit          3D
Cysteic acid
 17 16  0  0  0  0  0  0  0  0999 V2000
    0.8636    1.2573    0.7025 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6133   -0.1330    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4800   -0.4180   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0320    0.2923    0.0344 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.4676   -0.1638    1.3909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256    1.7905    0.0742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1831   -0.0891   -1.1259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8255   -0.8743    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7707   -2.1148   -0.1069 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429   -0.2436   -0.1266 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543    1.5870    1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4622    1.6999    0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2939   -0.5437    1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -1.5178   -0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2183    0.0071   -1.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0687   -1.0109   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1429    0.4748   -0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  2  0
  4  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  7 16  1  0
 10 17  1  0
M  END
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PDB for HMDB0002757 (Cysteic acid)

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  S   UNK     0      42.196 -18.028   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      43.530 -18.798   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      36.861 -18.028   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      41.426 -19.361   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      42.966 -16.694   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      38.195 -15.717   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      39.529 -19.568   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      39.529 -18.028   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.863 -17.258   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      38.195 -17.258   0.000  0.00  0.00           C+0
CONECT    1    2    4    5    9                                             
CONECT    2    1                                                            
CONECT    3   10                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6   10                                                            
CONECT    7    8                                                            
CONECT    8    7    9   10                                                  
CONECT    9    1    8                                                       
CONECT   10    3    6    8                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0002757 (Cysteic acid)

COMPND    HMDB0002757
HETATM    1  N1  UNL     1       0.864   1.257   0.702  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.613  -0.133   0.534  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.480  -0.418  -0.440  1.00  0.00           C  
HETATM    4  S1  UNL     1      -2.032   0.292   0.034  1.00  0.00           S  
HETATM    5  O1  UNL     1      -2.468  -0.164   1.391  1.00  0.00           O  
HETATM    6  O2  UNL     1      -1.926   1.791   0.074  1.00  0.00           O  
HETATM    7  O3  UNL     1      -3.183  -0.089  -1.126  1.00  0.00           O  
HETATM    8  C3  UNL     1       1.826  -0.874   0.088  1.00  0.00           C  
HETATM    9  O4  UNL     1       1.771  -2.115  -0.107  1.00  0.00           O  
HETATM   10  O5  UNL     1       3.043  -0.244  -0.127  1.00  0.00           O  
HETATM   11  H1  UNL     1       0.954   1.587   1.662  1.00  0.00           H  
HETATM   12  H2  UNL     1       1.462   1.700   0.001  1.00  0.00           H  
HETATM   13  H3  UNL     1       0.294  -0.544   1.524  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.594  -1.518  -0.531  1.00  0.00           H  
HETATM   15  H5  UNL     1      -0.218   0.007  -1.433  1.00  0.00           H  
HETATM   16  H6  UNL     1      -3.069  -1.011  -1.412  1.00  0.00           H  
HETATM   17  H7  UNL     1       3.143   0.475  -0.834  1.00  0.00           H  
CONECT    1    2   11   12
CONECT    2    3    8   13
CONECT    3    4   14   15
CONECT    4    5    5    6    6
CONECT    4    7
CONECT    7   16
CONECT    8    9    9   10
CONECT   10   17
END
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SMILES for HMDB0002757 (Cysteic acid)

NC(CS(O)(=O)=O)C(O)=O
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INCHI for HMDB0002757 (Cysteic acid)

InChI=1S/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3-SulfoalanineChEBI
beta-SulfoalanineChEBI
Cysteine sulfonic acidChEBI
3-SulphoalanineGenerator
b-SulfoalanineGenerator
b-SulphoalanineGenerator
beta-SulphoalanineGenerator
Β-sulfoalanineGenerator
Β-sulphoalanineGenerator
Cysteine sulfonateGenerator
Cysteine sulphonateGenerator
Cysteine sulphonic acidGenerator
CysteateGenerator
2-Amino-3-sulfopropanoateHMDB
2-Amino-3-sulfopropanoic acidHMDB
2-Amino-3-sulfopropionateHMDB
2-Amino-3-sulfopropionic acidHMDB
CepteateHMDB
Cepteic acidHMDB
CipteateHMDB
Cipteic acidHMDB
CysteinateHMDB
CysteinesulfonateHMDB
Cysteinesulfonic acidHMDB
Cysteinic acidHMDB
CysterateHMDB
Cysteric acidHMDB
L-CysteateHMDB
L-Cysteic acidHMDB
3 SulfoalanineHMDB
Acid, cysteicHMDB
beta SulfoalanineHMDB
Chemical FormulaC3H7NO5S
Average Molecular Weight169.156
Monoisotopic Molecular Weight169.004493029
IUPAC Name2-amino-3-sulfopropanoic acid
Traditional Namecysteic acid
CAS Registry Number498-40-8
SMILES
NC(CS(O)(=O)=O)C(O)=O
InChI Identifier
InChI=1S/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)
InChI KeyXVOYSCVBGLVSOL-UHFFFAOYSA-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
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Alkanesulfonic acid
  • Sulfonyl
  • Organosulfonic acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • 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 Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available120.55http://allccs.zhulab.cn/database/detail?ID=AllCCS00000053
Predicted Molecular Properties
PropertyValueSource
Water Solubility73.6 g/LALOGPS
logP-2.4ALOGPS
logP-3ChemAxon
logS-0.36ALOGPS
pKa (Strongest Acidic)-1.7ChemAxon
pKa (Strongest Basic)8.79ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area117.69 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity30.44 m³·mol⁻¹ChemAxon
Polarizability13.56 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
DarkChem[M+H]+135.12231661259
DarkChem[M-H]-127.231661259
DeepCCS[M+H]+128.80430932474
DeepCCS[M-H]-125.15630932474
DeepCCS[M-2H]-162.56130932474
DeepCCS[M+Na]+137.60330932474
AllCCS[M+H]+137.132859911
AllCCS[M+H-H2O]+133.232859911
AllCCS[M+NH4]+140.732859911
AllCCS[M+Na]+141.832859911
AllCCS[M-H]-126.532859911
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, 2022.0.8 minutes32390414
Predicted by Siyang on May 30, 20229.4302 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20229.3 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid417.9 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid548.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid351.1 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid34.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid222.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid83.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid292.8 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 Acid218.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)972.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid598.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid39.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid699.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid222.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid368.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate716.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA447.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water476.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cysteic acidNC(CS(O)(=O)=O)C(O)=O2306.1Standard polar33892256
Cysteic acidNC(CS(O)(=O)=O)C(O)=O1037.5Standard non polar33892256
Cysteic acidNC(CS(O)(=O)=O)C(O)=O1905.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cysteic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O1672.9Semi standard non polar33892256
Cysteic acid,1TMS,isomer #2C[Si](C)(C)OS(=O)(=O)CC(N)C(=O)O1717.7Semi standard non polar33892256
Cysteic acid,1TMS,isomer #3C[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O1665.4Semi standard non polar33892256
Cysteic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C1724.6Semi standard non polar33892256
Cysteic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C1696.1Standard non polar33892256
Cysteic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C2822.4Standard polar33892256
Cysteic acid,2TMS,isomer #2C[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C1747.0Semi standard non polar33892256
Cysteic acid,2TMS,isomer #2C[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C1745.4Standard non polar33892256
Cysteic acid,2TMS,isomer #2C[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C2721.2Standard polar33892256
Cysteic acid,2TMS,isomer #3C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O1798.4Semi standard non polar33892256
Cysteic acid,2TMS,isomer #3C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O1741.5Standard non polar33892256
Cysteic acid,2TMS,isomer #3C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O2558.1Standard polar33892256
Cysteic acid,2TMS,isomer #4C[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C1847.8Semi standard non polar33892256
Cysteic acid,2TMS,isomer #4C[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C1892.4Standard non polar33892256
Cysteic acid,2TMS,isomer #4C[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C2799.7Standard polar33892256
Cysteic acid,3TMS,isomer #1C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1814.8Semi standard non polar33892256
Cysteic acid,3TMS,isomer #1C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1908.8Standard non polar33892256
Cysteic acid,3TMS,isomer #1C[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2241.3Standard polar33892256
Cysteic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C)[Si](C)(C)C1891.7Semi standard non polar33892256
Cysteic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C)[Si](C)(C)C2023.8Standard non polar33892256
Cysteic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C)[Si](C)(C)C2399.4Standard polar33892256
Cysteic acid,3TMS,isomer #3C[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1955.1Semi standard non polar33892256
Cysteic acid,3TMS,isomer #3C[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2011.8Standard non polar33892256
Cysteic acid,3TMS,isomer #3C[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2342.9Standard polar33892256
Cysteic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1980.5Semi standard non polar33892256
Cysteic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2159.8Standard non polar33892256
Cysteic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2159.6Standard polar33892256
Cysteic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O1937.9Semi standard non polar33892256
Cysteic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OS(=O)(=O)CC(N)C(=O)O1952.3Semi standard non polar33892256
Cysteic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O1936.1Semi standard non polar33892256
Cysteic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C(C)(C)C2201.6Semi standard non polar33892256
Cysteic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C(C)(C)C2272.5Standard non polar33892256
Cysteic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(N)CS(=O)(=O)O[Si](C)(C)C(C)(C)C2891.6Standard polar33892256
Cysteic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C(C)(C)C2227.9Semi standard non polar33892256
Cysteic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C(C)(C)C2282.5Standard non polar33892256
Cysteic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O)C(=O)O[Si](C)(C)C(C)(C)C2764.4Standard polar33892256
Cysteic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O2284.5Semi standard non polar33892256
Cysteic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O2313.3Standard non polar33892256
Cysteic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O2628.3Standard polar33892256
Cysteic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C2299.2Semi standard non polar33892256
Cysteic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C2387.6Standard non polar33892256
Cysteic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(CS(=O)(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C2767.5Standard polar33892256
Cysteic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2445.0Semi standard non polar33892256
Cysteic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2741.6Standard non polar33892256
Cysteic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2515.6Standard polar33892256
Cysteic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2534.3Semi standard non polar33892256
Cysteic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2757.2Standard non polar33892256
Cysteic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2592.4Standard polar33892256
Cysteic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2562.1Semi standard non polar33892256
Cysteic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2835.8Standard non polar33892256
Cysteic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OS(=O)(=O)CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2548.9Standard polar33892256
Cysteic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2780.5Semi standard non polar33892256
Cysteic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3235.1Standard non polar33892256
Cysteic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CS(=O)(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2487.6Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Mitochondria
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 IDFDB023061
KNApSAcK IDNot Available
Chemspider ID23942
KEGG Compound IDC00506
BioCyc IDNot Available
BiGG ID35186
Wikipedia LinkCysteic_acid
METLIN ID332
PubChem Compound25701
PDB IDNot Available
ChEBI ID21260
Food Biomarker OntologyNot Available
VMH IDLCYST
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceZhao, Chong-tao; Wang, Qing-ping; Lin, Wan-zhen; Chen, Ping. Synthesis of L-cysteic acid by indirect electrooxidation. Jingxi Huagong (2003), 20(4), 237-238, 253.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Jasin HE: Oxidative modification of inflammatory synovial fluid immunoglobulin G. Inflammation. 1993 Apr;17(2):167-81. [PubMed:8387962 ]
  2. Sarwar G, Botting HG, Peace RW: Complete amino acid analysis in hydrolysates of foods and feces by liquid chromatography of precolumn phenylisothiocyanate derivatives. J Assoc Off Anal Chem. 1988 Nov-Dec;71(6):1172-5. [PubMed:3240976 ]
  3. Paroni R, De Vecchi E, Fermo I, Arcelloni C, Diomede L, Magni F, Bonini PA: Total urinary hydroxyproline determined with rapid and simple high-performance liquid chromatography. Clin Chem. 1992 Mar;38(3):407-11. [PubMed:1547560 ]

Enzymes

Enzyme Details
1. Aspartate aminotransferase, cytoplasmic
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Plays a key role in amino acid metabolism (By similarity).
Gene Name:
GOT1
Uniprot ID:
P17174
Molecular weight:
46247.14
Reactions
Cysteic acid + Oxoglutaric acid → 3-Sulfopyruvic acid + Glutamic aciddetails
Enzyme Details
2. Aspartate aminotransferase, mitochondrial
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Catalyzes the irreversible transamination of the L-tryptophan metabolite L-kynurenine to form kynurenic acid (KA). Plays a key role in amino acid metabolism. Important for metabolite exchange between mitochondria and cytosol. Facilitates cellular uptake of long-chain free fatty acids.
Gene Name:
GOT2
Uniprot ID:
P00505
Molecular weight:
47517.285
Reactions
Cysteic acid + Oxoglutaric acid → 3-Sulfopyruvic acid + Glutamic aciddetails
Enzyme Details
3. Glutamate decarboxylase 2
General function:
Involved in carboxy-lyase activity
Specific function:
Catalyzes the production of GABA.
Gene Name:
GAD2
Uniprot ID:
Q05329
Molecular weight:
65410.77
Reactions
Cysteic acid → Taurine + Carbon dioxidedetails
Enzyme Details
4. Glutamate decarboxylase 1
General function:
Involved in carboxy-lyase activity
Specific function:
Catalyzes the production of GABA.
Gene Name:
GAD1
Uniprot ID:
Q99259
Molecular weight:
66896.065
Reactions
Cysteic acid → Taurine + Carbon dioxidedetails
Enzyme Details
5. Cysteine sulfinic acid decarboxylase
General function:
Involved in carboxy-lyase activity
Specific function:
Not Available
Gene Name:
CSAD
Uniprot ID:
Q9Y600
Molecular weight:
55022.79
Reactions
Cysteic acid → Taurine + Carbon dioxidedetails