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Showing metabocard for S-(2-carboxypropyl)-Cysteamine (HMDB0002169)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:39 UTC
Update Date2023-02-21 17:16:13 UTC
HMDB IDHMDB0002169
Secondary Accession Numbers
  • HMDB02169
Metabolite Identification
Common NameS-(2-carboxypropyl)-Cysteamine
DescriptionS-(2-carboxypropyl)-Cysteamine belongs to the class of organic compounds known as amino acids. These are organic compounds that contain at least one carboxyl group and one amino group. Thus, S-(2-carboxypropyl)-cysteamine is considered to be a fatty acid. S-(2-carboxypropyl)-Cysteamine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make S-(2-carboxypropyl)-cysteamine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on S-(2-carboxypropyl)-Cysteamine.
Structure
Data?1676999773
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002169 (S-(2-carboxypropyl)-Cysteamine)


  Mrv0541 02231219242D          

 10  9  0  0  0  0            999 V2000
   20.6854  -12.7609    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.5431  -12.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8286  -11.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5421  -12.3484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1143  -12.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3998  -12.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1143  -13.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9710  -12.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8286  -12.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2565  -12.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  8  1  0  0  0  0
  2  9  1  0  0  0  0
  3  9  2  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0002169 (S-(2-carboxypropyl)-Cysteamine)

HMDB0002169
     RDKit          3D
S-(2-carboxypropyl)-Cysteamine
 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.9217   -0.4889   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    0.0164   -0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570   -0.9785    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606   -0.5691    1.1601 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8236   -0.7698   -0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -0.4378   -0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3304    0.9475    0.3165 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5906    1.3676    0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826    1.7105    1.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2995    2.3371   -0.2699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3985    0.2495   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146   -0.5102    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8165   -1.4950   -0.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -0.0192   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -1.1472    1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8300   -1.9525    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7217   -1.8293   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3606   -0.0962   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8385   -0.6076   -1.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6550   -1.0914    0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902    1.4113   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4140    1.4429    0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2906    2.5099   -0.1224 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  1  0
  5  6  1  0
  6  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
 10 23  1  0
M  END
Download

3D SDF for HMDB0002169 (S-(2-carboxypropyl)-Cysteamine)


  Mrv0541 02231219242D          

 10  9  0  0  0  0            999 V2000
   20.6854  -12.7609    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.5431  -12.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8286  -11.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5421  -12.3484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1143  -12.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3998  -12.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1143  -13.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9710  -12.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8286  -12.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2565  -12.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  8  1  0  0  0  0
  2  9  1  0  0  0  0
  3  9  2  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002169

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CSCCN)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13NO2S/c1-5(6(8)9)4-10-3-2-7/h5H,2-4,7H2,1H3,(H,8,9)

> <INCHI_KEY>
UFRVABODKAYFCB-UHFFFAOYSA-N

> <FORMULA>
C6H13NO2S

> <MOLECULAR_WEIGHT>
163.238

> <EXACT_MASS>
163.066699355

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
17.561919851488796

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2-aminoethyl)sulfanyl]-2-methylpropanoic acid

> <ALOGPS_LOGP>
-1.86

> <JCHEM_LOGP>
-1.9428912375435148

> <ALOGPS_LOGS>
-1.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.4842949081413

> <JCHEM_PKA_STRONGEST_BASIC>
9.714903258972168

> <JCHEM_POLAR_SURFACE_AREA>
63.31999999999999

> <JCHEM_REFRACTIVITY>
42.452400000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
S-(2-carboxypropyl)cysteamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002169 (S-(2-carboxypropyl)-Cysteamine)

HMDB0002169
     RDKit          3D
S-(2-carboxypropyl)-Cysteamine
 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.9217   -0.4889   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    0.0164   -0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570   -0.9785    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8606   -0.5691    1.1601 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8236   -0.7698   -0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -0.4378   -0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3304    0.9475    0.3165 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5906    1.3676    0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826    1.7105    1.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2995    2.3371   -0.2699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3985    0.2495   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146   -0.5102    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8165   -1.4950   -0.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -0.0192   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -1.1472    1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8300   -1.9525    0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7217   -1.8293   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3606   -0.0962   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8385   -0.6076   -1.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6550   -1.0914    0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902    1.4113   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4140    1.4429    0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2906    2.5099   -0.1224 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  1  0
  5  6  1  0
  6  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
 10 23  1  0
M  END
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PDB for HMDB0002169 (S-(2-carboxypropyl)-Cysteamine)

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      38.613 -23.820   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      43.947 -23.820   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      42.613 -21.511   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      34.612 -23.050   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      41.280 -23.820   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      39.946 -23.050   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      41.280 -25.360   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      37.279 -23.050   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      42.613 -23.050   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.945 -23.820   0.000  0.00  0.00           C+0
CONECT    1    6    8                                                       
CONECT    2    9                                                            
CONECT    3    9                                                            
CONECT    4   10                                                            
CONECT    5    6    7    9                                                  
CONECT    6    1    5                                                       
CONECT    7    5                                                            
CONECT    8    1   10                                                       
CONECT    9    2    3    5                                                  
CONECT   10    4    8                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0002169 (S-(2-carboxypropyl)-Cysteamine)

COMPND    HMDB0002169
HETATM    1  C1  UNL     1      -2.922  -0.489  -0.364  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.489   0.016  -0.171  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.857  -0.978   0.785  1.00  0.00           C  
HETATM    4  S1  UNL     1       0.861  -0.569   1.160  1.00  0.00           S  
HETATM    5  C4  UNL     1       1.824  -0.770  -0.386  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.282  -0.438  -0.139  1.00  0.00           C  
HETATM    7  N1  UNL     1       3.330   0.947   0.316  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.591   1.368   0.426  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.083   1.710   1.522  1.00  0.00           O  
HETATM   10  O2  UNL     1      -2.300   2.337  -0.270  1.00  0.00           O  
HETATM   11  H1  UNL     1      -3.398   0.250  -1.042  1.00  0.00           H  
HETATM   12  H2  UNL     1      -3.415  -0.510   0.618  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.817  -1.495  -0.815  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.921  -0.019  -1.114  1.00  0.00           H  
HETATM   15  H5  UNL     1      -1.465  -1.147   1.684  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.830  -1.953   0.212  1.00  0.00           H  
HETATM   17  H7  UNL     1       1.722  -1.829  -0.763  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.361  -0.096  -1.123  1.00  0.00           H  
HETATM   19  H9  UNL     1       3.838  -0.608  -1.072  1.00  0.00           H  
HETATM   20  H10 UNL     1       3.655  -1.091   0.681  1.00  0.00           H  
HETATM   21  H11 UNL     1       4.090   1.411  -0.193  1.00  0.00           H  
HETATM   22  H12 UNL     1       2.414   1.443   0.167  1.00  0.00           H  
HETATM   23  H13 UNL     1      -3.291   2.510  -0.122  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    8   14
CONECT    3    4   15   16
CONECT    4    5
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7   21   22
CONECT    8    9    9   10
CONECT   10   23
END
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SMILES for HMDB0002169 (S-(2-carboxypropyl)-Cysteamine)

CC(CSCCN)C(O)=O
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INCHI for HMDB0002169 (S-(2-carboxypropyl)-Cysteamine)

InChI=1S/C6H13NO2S/c1-5(6(8)9)4-10-3-2-7/h5H,2-4,7H2,1H3,(H,8,9)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3-((2-Aminoethyl)thio)-2-methyl-propanoateHMDB
3-((2-Aminoethyl)thio)-2-methyl-propanoic acidHMDB
S-(2-Carboxypropyl)cysteamineHMDB, MeSH
S-2-CPCTMeSH, HMDB
Chemical FormulaC6H13NO2S
Average Molecular Weight163.238
Monoisotopic Molecular Weight163.066699355
IUPAC Name3-[(2-aminoethyl)sulfanyl]-2-methylpropanoic acid
Traditional NameS-(2-carboxypropyl)cysteamine
CAS Registry Number80186-81-8
SMILES
CC(CSCCN)C(O)=O
InChI Identifier
InChI=1S/C6H13NO2S/c1-5(6(8)9)4-10-3-2-7/h5H,2-4,7H2,1H3,(H,8,9)
InChI KeyUFRVABODKAYFCB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as amino acids. These are organic compounds that contain at least one carboxyl group and one amino group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAmino acids
Alternative Parents
Substituents
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Thioether
  • Sulfenyl compound
  • Dialkylthioether
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
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 Solubility16.4 g/LALOGPS
logP-1.9ALOGPS
logP-1.9ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)4.48ChemAxon
pKa (Strongest Basic)9.71ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity42.45 m³·mol⁻¹ChemAxon
Polarizability17.56 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]+136.27731661259
DarkChem[M-H]-131.35831661259
DeepCCS[M+H]+136.70530932474
DeepCCS[M-H]-133.94330932474
DeepCCS[M-2H]-170.5130932474
DeepCCS[M+Na]+145.26130932474
AllCCS[M+H]+135.132859911
AllCCS[M+H-H2O]+131.432859911
AllCCS[M+NH4]+138.632859911
AllCCS[M+Na]+139.632859911
AllCCS[M-H]-137.632859911
AllCCS[M+Na-2H]-140.132859911
AllCCS[M+HCOO]-142.932859911

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, 2022.2.04 minutes32390414
Predicted by Siyang on May 30, 20229.4492 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20225.85 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid290.5 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid731.9 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid299.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid58.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid169.3 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid49.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid252.4 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 Acid284.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)670.5 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid618.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid130.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid750.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid176.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid181.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate510.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA448.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water250.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
S-(2-carboxypropyl)-CysteamineCC(CSCCN)C(O)=O2370.7Standard polar33892256
S-(2-carboxypropyl)-CysteamineCC(CSCCN)C(O)=O1425.8Standard non polar33892256
S-(2-carboxypropyl)-CysteamineCC(CSCCN)C(O)=O1488.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
S-(2-carboxypropyl)-Cysteamine,1TMS,isomer #1CC(CSCCN)C(=O)O[Si](C)(C)C1497.5Semi standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,1TMS,isomer #2CC(CSCCN[Si](C)(C)C)C(=O)O1608.6Semi standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,2TMS,isomer #1CC(CSCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C1645.7Semi standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,2TMS,isomer #1CC(CSCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C1654.6Standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,2TMS,isomer #1CC(CSCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C1863.8Standard polar33892256
S-(2-carboxypropyl)-Cysteamine,2TMS,isomer #2CC(CSCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O1836.7Semi standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,2TMS,isomer #2CC(CSCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O1805.9Standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,2TMS,isomer #2CC(CSCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O2207.1Standard polar33892256
S-(2-carboxypropyl)-Cysteamine,3TMS,isomer #1CC(CSCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1843.5Semi standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,3TMS,isomer #1CC(CSCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1834.0Standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,3TMS,isomer #1CC(CSCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1807.0Standard polar33892256
S-(2-carboxypropyl)-Cysteamine,1TBDMS,isomer #1CC(CSCCN)C(=O)O[Si](C)(C)C(C)(C)C1748.0Semi standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,1TBDMS,isomer #2CC(CSCCN[Si](C)(C)C(C)(C)C)C(=O)O1848.6Semi standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,2TBDMS,isomer #1CC(CSCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2100.8Semi standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,2TBDMS,isomer #1CC(CSCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2066.6Standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,2TBDMS,isomer #1CC(CSCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2094.0Standard polar33892256
S-(2-carboxypropyl)-Cysteamine,2TBDMS,isomer #2CC(CSCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2257.1Semi standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,2TBDMS,isomer #2CC(CSCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2180.2Standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,2TBDMS,isomer #2CC(CSCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2310.0Standard polar33892256
S-(2-carboxypropyl)-Cysteamine,3TBDMS,isomer #1CC(CSCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2506.7Semi standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,3TBDMS,isomer #1CC(CSCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2434.5Standard non polar33892256
S-(2-carboxypropyl)-Cysteamine,3TBDMS,isomer #1CC(CSCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2173.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - S-(2-carboxypropyl)-Cysteamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-000x-9100000000-0447bd8d116e61e293e32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-(2-carboxypropyl)-Cysteamine GC-MS (1 TMS) - 70eV, Positivesplash10-008c-9300000000-bedc2a0a8f76ea0c2b832017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-(2-carboxypropyl)-Cysteamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 10V, Positive-QTOFsplash10-01p5-9800000000-c6733a564418ac2b45042017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 20V, Positive-QTOFsplash10-004l-9200000000-9816d95e1976aa2a45a72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 40V, Positive-QTOFsplash10-002f-9000000000-4de7100324d7fa79b6c22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 10V, Negative-QTOFsplash10-01t9-9500000000-97e149fe7b01f81a841d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 20V, Negative-QTOFsplash10-004l-9300000000-ca9a8f5b9ccd0b88e7da2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 40V, Negative-QTOFsplash10-0006-9000000000-42347241982b8a17a93b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 10V, Negative-QTOFsplash10-004i-9000000000-a5253b657fcad94f49412021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 20V, Negative-QTOFsplash10-00e9-9000000000-1e2615baf7ca1169e4ff2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 40V, Negative-QTOFsplash10-001i-9000000000-a4a9991f0ec3b5b0cdb72021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 10V, Positive-QTOFsplash10-0fk9-3900000000-10898b5098056fc76e092021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 20V, Positive-QTOFsplash10-01tc-9000000000-89e9843a41787a179d8d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-(2-carboxypropyl)-Cysteamine 40V, Positive-QTOFsplash10-052f-9000000000-c468829000159c16362c2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified<10 umol/mmol creatinineNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified14-30 umol/mmol creatinineInfant (0-1 year old)Both
Short-chain enoyl-CoA hydratase deficiency		 details
UrineDetected and Quantified1.2-2.7 umol/mmol creatinineNot SpecifiedNot Specified
Propionic acidemia		 details
UrineDetected and Quantified13-16 umol/mmol creatinineChildren (1-13 years old)Female3-Hydroxyisobutyryl-coa hydrolase deficiency details
Associated Disorders and Diseases
Disease References
3-Hydroxyisobutyryl-coa hydrolase deficiency
  1. Peters H, Ferdinandusse S, Ruiter JP, Wanders RJ, Boneh A, Pitt J: Metabolite studies in HIBCH and ECHS1 defects: Implications for screening. Mol Genet Metab. 2015 Aug;115(4):168-73. doi: 10.1016/j.ymgme.2015.06.008. Epub 2015 Jun 24. [PubMed:26163321 ]
Associated OMIM IDs
  • 250620 (3-Hydroxyisobutyryl-coa hydrolase deficiency)
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022881
KNApSAcK IDNot Available
Chemspider ID117681
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6522
PubChem Compound133402
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Brown GK, Hunt SM, Scholem R, Fowler K, Grimes A, Mercer JF, Truscott RM, Cotton RG, Rogers JG, Danks DM: beta-hydroxyisobutyryl coenzyme A deacylase deficiency: a defect in valine metabolism associated with physical malformations. Pediatrics. 1982 Oct;70(4):532-8. [PubMed:7122152 ]
  2. Truscott RJ, Malegan D, McCairns E, Halpern B, Hammond J, Cotton RG, Mercer JF, Hunt S, Rogers JG, Danks DM: Two new sulphur-containing amino acids in man. Biomed Mass Spectrom. 1981 Mar;8(3):99-104. [PubMed:7236859 ]
  3. Aly AM, Arai M, Hoyer LW: Cysteamine enhances the procoagulant activity of Factor VIII-East Hartford, a dysfunctional protein due to a light chain thrombin cleavage site mutation (arginine-1689 to cysteine). J Clin Invest. 1992 May;89(5):1375-81. [PubMed:1569180 ]
  4. Aly AM, Hoyer LW: Factor VIII-East Hartford (arginine 1689 to cysteine) has procoagulant activity when separated from von Willebrand factor. J Clin Invest. 1992 May;89(5):1382-7. [PubMed:1569181 ]