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Showing NP-Card for (2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid (NP0195872)

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Record Information
Version2.0
Created at2022-09-04 13:49:14 UTC
Updated at2022-09-04 13:49:15 UTC
NP-MRD IDNP0195872
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid
Description(2R)-2-amino-3-[(S)-2-hydroxyethanesulfinyl]propanoic acid belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. (2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid is found in Petiveria alliacea. Based on a literature review very few articles have been published on (2R)-2-amino-3-[(S)-2-hydroxyethanesulfinyl]propanoic acid.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0195872 ((2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid)


  Mrv1652309042215492D          

 11 10  0  0  1  0            999 V2000
    4.6184    2.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 S   0  3  2  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  CHG  2   4   1   5  -1
M  END
Download

3D MOL for NP0195872 ((2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid)

     RDKit          3D

 22 21  0  0  0  0  0  0  0  0999 V2000
    2.3403   -0.3985   -1.2341 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6552    0.4983   -0.3608 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4405   -0.1947    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5961   -0.6649   -1.1447 S   0  0  0  0  0  3  0  0  0  0  0  0
   -0.9469    0.8173   -1.8862 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.1239   -1.2381   -0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8172   -0.2038    0.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763    0.9321   -0.2625 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5801    0.9545    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2144    1.7561    1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8821    0.5141    0.7309 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9282   -1.3335   -1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6286    0.0276   -2.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2703    1.4123   -0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162   -1.1008    0.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1005    0.4901    0.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7955   -1.4778   -1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0088   -2.1702    0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354    0.0799    1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120   -0.6398    0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7950    1.4499    0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4517    0.4900   -0.0977 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  6
  4  6  1  0
  6  7  1  0
  7  8  1  0
  2  9  1  0
  9 11  1  0
  9 10  2  0
  1 12  1  0
  1 13  1  0
  2 14  1  6
  3 15  1  0
  3 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
 11 22  1  0
M  CHG  2   4   1   5  -1
M  END
Download

3D SDF for NP0195872 ((2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid)


  Mrv1652309042215492D          

 11 10  0  0  1  0            999 V2000
    4.6184    2.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 S   0  3  2  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  CHG  2   4   1   5  -1
M  END
> <DATABASE_ID>
NP0195872

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](C[S@+]([O-])CCO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H11NO4S/c6-4(5(8)9)3-11(10)2-1-7/h4,7H,1-3,6H2,(H,8,9)/t4-,11+/m0/s1

> <INCHI_KEY>
UVUXOAGEDRREKG-AQPAIEDISA-N

> <FORMULA>
C5H11NO4S

> <MOLECULAR_WEIGHT>
181.21

> <EXACT_MASS>
181.040879012

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.295029414749713

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-3-[(S)-2-hydroxyethanesulfinyl]propanoic acid

> <JCHEM_LOGP>
-5.162524263569009

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.181773280599696

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6154701753971885

> <JCHEM_PKA_STRONGEST_BASIC>
8.448271760492185

> <JCHEM_POLAR_SURFACE_AREA>
100.62000000000002

> <JCHEM_REFRACTIVITY>
40.9626

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-amino-3-[(S)-2-hydroxyethanesulfinyl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0195872 ((2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid)

Download
PDB for NP0195872 ((2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid)
HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  N   UNK     0       8.621   4.977   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0       5.954   3.437   0.000  0.00  0.00           S+1
HETATM    5  O   UNK     0       5.954   4.977   0.000  0.00  0.00           O-1
HETATM    6  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.953   2.667   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    2   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0195872 ((2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid)
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SMILES for NP0195872 ((2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid)
N[C@@H](C[S@+]([O-])CCO)C(O)=O
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INCHI for NP0195872 ((2r)-2-amino-3-[(s)-2-hydroxyethanesulfinyl]propanoic acid)
InChI=1S/C5H11NO4S/c6-4(5(8)9)3-11(10)2-1-7/h4,7H,1-3,6H2,(H,8,9)/t4-,11+/m0/s1
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View in JSmol
Synonyms
ValueSource
(2R)-2-Amino-3-[(S)-2-hydroxyethanesulfinyl]propanoateGenerator
(2R)-2-Amino-3-[(S)-2-hydroxyethanesulphinyl]propanoateGenerator
(2R)-2-Amino-3-[(S)-2-hydroxyethanesulphinyl]propanoic acidGenerator
Chemical FormulaC5H11NO4S
Average Mass181.2100 Da
Monoisotopic Mass181.04088 Da
IUPAC Name(2R)-2-amino-3-[(S)-2-hydroxyethanesulfinyl]propanoic acid
Traditional Name(2R)-2-amino-3-[(S)-2-hydroxyethanesulfinyl]propanoic acid
CAS Registry NumberNot Available
SMILES
N[C@@H](C[S@+]([O-])CCO)C(O)=O
InChI Identifier
InChI=1S/C5H11NO4S/c6-4(5(8)9)3-11(10)2-1-7/h4,7H,1-3,6H2,(H,8,9)/t4-,11+/m0/s1
InChI KeyUVUXOAGEDRREKG-AQPAIEDISA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Petiveria alliaceaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentL-alpha-amino acids  
Alternative Parents
Substituents
  • L-alpha-amino acid
    • 

  • Quaternary ammonium salt
    • 

  • Carboxylic acid salt
    • 

  • Sulfoxide
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Sulfinyl compound
    • 

  • Alcohol
    • 

  • Organic zwitterion
    • 

  • Organic salt
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • Primary aliphatic amine
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • Aliphatic acyclic compound
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-5.2ChemAxon
pKa (Strongest Acidic)1.62ChemAxon
pKa (Strongest Basic)8.45ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity40.96 m³·mol⁻¹ChemAxon
Polarizability17.3 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound26087987  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]