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Showing NP-Card for Sulfoacetic acid (NP0002826)

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Record Information
Version1.0
Created at2020-11-23 19:41:24 UTC
Updated at2021-08-12 19:52:15 UTC
NP-MRD IDNP0002826
Secondary Accession NumbersNone
Natural Product Identification
Common NameSulfoacetic acid
Provided ByBMRBBMRB logo
DescriptionSulfoacetic acid, also known as sulfoacetate or sulphoethanoate, belongs to the class of organic compounds known as organosulfonic acids. Organosulfonic acids are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom). Sulfoacetic acid exists in all living organisms, ranging from bacteria to humans. Sulfoacetic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Sulfoacetic acid is found in Trypanosoma brucei. It was first documented in 2008 (PMID: 17984079). Based on a literature review very few articles have been published on Sulfoacetic acid (PMID: 22689630) (PMID: 25367779) (PMID: 31557052).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002826 (Sulfoacetic acid)


     RDKit          2D

 12 11  0  0  0  0  0  0  0  0999 V2000
   -2.0251   -1.7964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5840   -0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6051    0.7361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1218   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3403    0.3069    0.0000 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.0055    1.7691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751   -1.1552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8025    0.6418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0672    0.4012    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567    1.4342    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130   -1.4901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8235   -0.4571    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  2  0
  5  8  1  1
  3  9  1  0
  4 10  1  6
  4 11  1  0
  8 12  1  0
M  END
Download

3D MOL for NP0002826 (Sulfoacetic acid)

NP0002826
     RDKit          3D

 12 11  0  0  0  0  0  0  0  0999 V2000
   -0.5676   -1.6830   -0.5694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1756   -0.7028   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5539   -0.6971   -0.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663    0.4885    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2701    0.4447    0.1572 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.8525    1.7110    0.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    0.5166   -1.3241 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -0.9178    0.7911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0910    0.0052    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8544    1.4090   -0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831    0.5421    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7708   -1.1165    0.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  2  0
  5  8  1  0
  3  9  1  0
  4 10  1  0
  4 11  1  0
  8 12  1  0
M  END
Download

3D SDF for NP0002826 (Sulfoacetic acid)


     RDKit          2D

 12 11  0  0  0  0  0  0  0  0999 V2000
   -2.0251   -1.7964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5840   -0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6051    0.7361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1218   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3403    0.3069    0.0000 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.0055    1.7691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751   -1.1552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8025    0.6418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0672    0.4012    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567    1.4342    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130   -1.4901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8235   -0.4571    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  2  0
  5  8  1  1
  3  9  1  0
  4 10  1  6
  4 11  1  0
  8 12  1  0
M  END
> <DATABASE_ID>
NP0002826

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H4O5S/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H,5,6,7)

> <INCHI_KEY>
AGGIJOLULBJGTQ-UHFFFAOYSA-N

> <FORMULA>
C2H4O5S

> <MOLECULAR_WEIGHT>
140.115

> <EXACT_MASS>
139.977943928

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
10.321029064325284

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-sulfoacetic acid

> <ALOGPS_LOGP>
-1.86

> <JCHEM_LOGP>
-1.0258226076666666

> <ALOGPS_LOGS>
-0.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.9296201811886906

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.770386468067846

> <JCHEM_POLAR_SURFACE_AREA>
91.66999999999999

> <JCHEM_REFRACTIVITY>
22.9875

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.30e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulfoacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002826 (Sulfoacetic acid)

NP0002826
     RDKit          3D

 12 11  0  0  0  0  0  0  0  0999 V2000
   -0.5676   -1.6830   -0.5694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1756   -0.7028   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5539   -0.6971   -0.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663    0.4885    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2701    0.4447    0.1572 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.8525    1.7110    0.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    0.5166   -1.3241 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -0.9178    0.7911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0910    0.0052    0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8544    1.4090   -0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831    0.5421    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7708   -1.1165    0.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  2  0
  5  8  1  0
  3  9  1  0
  4 10  1  0
  4 11  1  0
  8 12  1  0
M  END
Download

PDB for NP0002826 (Sulfoacetic acid)

HEADER    PROTEIN                                 25-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JUL-12         0                                  
HETATM    1  C   UNK     0      30.723 -22.165   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      32.291 -21.310   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      29.421 -21.414   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      31.746 -19.657   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      32.913 -22.897   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      33.716 -20.610   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      28.125 -22.165   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      29.419 -19.837   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4    5    6                                             
CONECT    3    1    7    8                                                  
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    3                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for NP0002826 (Sulfoacetic acid)

COMPND    NP0002826
HETATM    1  O1  UNL     1      -0.568  -1.683  -0.569  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.176  -0.703  -0.063  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.554  -0.697  -0.050  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.466   0.489   0.485  1.00  0.00           C  
HETATM    5  S1  UNL     1       1.270   0.445   0.157  1.00  0.00           S  
HETATM    6  O3  UNL     1       1.852   1.711   0.743  1.00  0.00           O  
HETATM    7  O4  UNL     1       1.484   0.517  -1.324  1.00  0.00           O  
HETATM    8  O5  UNL     1       2.015  -0.918   0.791  1.00  0.00           O  
HETATM    9  H1  UNL     1      -3.091   0.005   0.433  1.00  0.00           H  
HETATM   10  H2  UNL     1      -0.854   1.409  -0.008  1.00  0.00           H  
HETATM   11  H3  UNL     1      -0.683   0.542   1.565  1.00  0.00           H  
HETATM   12  H4  UNL     1       2.771  -1.116   0.166  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3    9
CONECT    4    5   10   11
CONECT    5    6    6    7    7
CONECT    5    8
CONECT    8   12
END
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SMILES for NP0002826 (Sulfoacetic acid)

OC(=O)CS(O)(=O)=O
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INCHI for NP0002826 (Sulfoacetic acid)

InChI=1S/C2H4O5S/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H,5,6,7)
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View in JSmol
Synonyms
ValueSource
2-Sulfoacetic acidChEBI
SulfoacetateChEBI
Sulfoethanoic acidChEBI
Sulphoacetic acidChEBI
2-SulfoacetateGenerator
2-SulphoacetateGenerator
2-Sulphoacetic acidGenerator
SulphoacetateGenerator
SulfoethanoateGenerator
SulphoethanoateGenerator
Sulphoethanoic acidGenerator
Sulfoacetic acidGenerator, KEGG
Chemical FormulaC2H4O5S
Average Mass140.1150 Da
Monoisotopic Mass139.97794 Da
IUPAC Name2-sulfoacetic acid
Traditional Namesulfoacetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CS(O)(=O)=O
InChI Identifier
InChI=1S/C2H4O5S/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H,5,6,7)
InChI KeyAGGIJOLULBJGTQ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Trypanosoma bruceiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as organosulfonic acids. Organosulfonic acids are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic sulfonic acids and derivatives
Sub ClassOrganosulfonic acids and derivatives
Direct ParentOrganosulfonic acids
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.9ALOGPS
logP-1ChemAxon
logS-0.63ALOGPS
pKa (Strongest Acidic)-1.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.67 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity22.99 m³·mol⁻¹ChemAxon
Polarizability10.32 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0258590
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID28997
KEGG Compound IDC14179
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound31257
PDB IDNot Available
ChEBI ID50519
Good Scents IDNot Available
References
General References
  1. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  2. Jariwala FB, Wood RE, Nishshanka U, Attygalle AB: Formation of the bisulfite anion (HSO(3) (-) , m/z 81) upon collision-induced dissociation of anions derived from organic sulfonic acids. J Mass Spectrom. 2012 Apr;47(4):529-38. doi: 10.1002/jms.2975. [PubMed:22689630 ]
  3. Liu W, Zhao XM, Zhang HB, Zhang L, Zhao MZ: Asymmetric synthesis of allylic sulfonic acids: enantio- and regioselective iridium-catalyzed allylations of Na2SO3. Chemistry. 2014 Dec 15;20(51):16873-6. doi: 10.1002/chem.201405058. Epub 2014 Nov 3. [PubMed:25367779 ]
  4. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]