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Showing NP-Card for S-dimethylsulfonium propionic acid (NP0050676)

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Record Information
Version2.0
Created at2022-04-27 22:01:40 UTC
Updated at2022-04-27 22:01:40 UTC
NP-MRD IDNP0050676
Secondary Accession NumbersNone
Natural Product Identification
Common NameS-dimethylsulfonium propionic acid
Description S-dimethylsulfonium propionic acid is found in Indocypraea montana, Melanthera biflora , Spartina anglica, Synechococcus elongatus and Thalassiosira pseudonana. S-dimethylsulfonium propionic acid was first documented in 1962 (PMID: 13901535).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0050676 (S-dimethylsulfonium propionic acid)


  Mrv1533004241514242D          

  8  7  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
M  CHG  2   2   1   8  -1
M  END
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3D MOL for NP0050676 (S-dimethylsulfonium propionic acid)

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3D SDF for NP0050676 (S-dimethylsulfonium propionic acid)

  Mrv1533004241514242D          

  8  7  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
M  CHG  2   2   1   8  -1
M  END
> <DATABASE_ID>
NP0050676

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[S+](C)CCC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H10O2S/c1-8(2)4-3-5(6)7/h3-4H2,1-2H3

> <INCHI_KEY>
DFPOZTRSOAQFIK-UHFFFAOYSA-N

> <FORMULA>
C5H10O2S

> <MOLECULAR_WEIGHT>
134.19

> <EXACT_MASS>
134.040150736

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
13.906593575690408

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(dimethylsulfaniumyl)propanoate

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
-0.4660126282092785

> <ALOGPS_LOGS>
-1.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.280108817359691

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
44.0734

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dimethylsulfoniopropionate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0050676 (S-dimethylsulfonium propionic acid)
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PDB for NP0050676 (S-dimethylsulfonium propionic acid)
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       0.976   2.104   0.000  0.00  0.00           S+1
HETATM    3  C   UNK     0       0.976   3.644   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for NP0050676 (S-dimethylsulfonium propionic acid)
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SMILES for NP0050676 (S-dimethylsulfonium propionic acid)
C[S+](C)CCC([O-])=O
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INCHI for NP0050676 (S-dimethylsulfonium propionic acid)
InChI=1S/C5H10O2S/c1-8(2)4-3-5(6)7/h3-4H2,1-2H3
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Synonyms
ValueSource
3-DimethylsulfoniopropionateChEBI
beta-DimethylsulfoniopropionateChEBI
Dimethyl-beta-propiothetinChEBI
DimethylpropiothetinChEBI
DMPTChEBI
DMSPChEBI
S-Dimethylsulfonium propionic acidChEBI
3-Dimethylsulfoniopropionic acidGenerator
3-DimethylsulphoniopropionateGenerator
3-Dimethylsulphoniopropionic acidGenerator
b-DimethylsulfoniopropionateGenerator
b-Dimethylsulfoniopropionic acidGenerator
b-DimethylsulphoniopropionateGenerator
b-Dimethylsulphoniopropionic acidGenerator
beta-Dimethylsulfoniopropionic acidGenerator
beta-DimethylsulphoniopropionateGenerator
beta-Dimethylsulphoniopropionic acidGenerator
Β-dimethylsulfoniopropionateGenerator
Β-dimethylsulfoniopropionic acidGenerator
Β-dimethylsulphoniopropionateGenerator
Β-dimethylsulphoniopropionic acidGenerator
Dimethyl-b-propiothetinGenerator
Dimethyl-β-propiothetinGenerator
S-Dimethylsulfonium propionateGenerator
S-Dimethylsulphonium propionateGenerator
S-Dimethylsulphonium propionic acidGenerator
Dimethylsulfoniopropionic acidGenerator
DimethylsulphoniopropionateGenerator
Dimethylsulphoniopropionic acidGenerator
Dimethylsulfoniopropionate chlorideMeSH
S,S-Dimethyl-beta-propiothetinMeSH
Sulfonium, (2-carboxyethyl)dimethyl-, chloride (1:1)MeSH
Dimethyl-beta-propiothetin chlorideMeSH
beta-DMSPMeSH
Dimethylpropiothetin hydrochlorideMeSH
(2-Carboxyethyl)dimethylsulfonium chlorideMeSH
Dimethyl-propiothetinMeSH
Dimethylpropiothetin chlorideMeSH
Chemical FormulaC5H10O2S
Average Mass134.1900 Da
Monoisotopic Mass134.04015 Da
IUPAC Name3-(dimethylsulfaniumyl)propanoate
Traditional Namedimethylsulfoniopropionate
CAS Registry NumberNot Available
SMILES
C[S+](C)CCC([O-])=O
InChI Identifier
InChI=1S/C5H10O2S/c1-8(2)4-3-5(6)7/h3-4H2,1-2H3
InChI KeyDFPOZTRSOAQFIK-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Indocypraea montanaLOTUS Database
Melanthera bifloraPlant
Spartina anglicaPlant
Synechococcus elongatusLOTUS Database
Thalassiosira pseudonanaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid salts. These are ionic derivatives of carboxylic acid.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassCarboxylic acid derivatives  
Direct ParentCarboxylic acid salts  
Alternative Parents
Substituents
  • Carboxylic acid salt
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organic salt
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
logP1.69ALOGPS
logP-0.47ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)4.28ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.13 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity44.07 m³·mol⁻¹ChemAxon
Polarizability13.91 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 IDFDB030830  
KNApSAcK IDC00001355  
Chemspider IDNot Available
KEGG Compound IDC04022  
BioCyc IDSS-DIMETHYL-BETA-PROPIOTHETIN  
BiGG IDNot Available
Wikipedia LinkDimethylsulfoniopropionate  
METLIN IDNot Available
PubChem Compound23736  
PDB IDNot Available
ChEBI ID16457  
Good Scents IDNot Available
References
General References
  1. Kocsis MG, Hanson AD: Biochemical evidence for two novel enzymes in the biosynthesis of 3-dimethylsulfoniopropionate in Spartina alterniflora. Plant Physiol. 2000 Jul;123(3):1153-61. doi: 10.1104/pp.123.3.1153. [PubMed:10889264  ] 
  2. Rhodes D, Gage DA, Cooper A, Hanson AD: S-Methylmethionine Conversion to Dimethylsulfoniopropionate: Evidence for an Unusual Transamination Reaction. Plant Physiol. 1997 Dec;115(4):1541-1548. doi: 10.1104/pp.115.4.1541. [PubMed:12223879  ] 
  3. Nishiguchi MK, Somero GN: Temperature- and concentration-dependence of compatibility of the organic osmolyte beta-dimethylsulfoniopropionate. Cryobiology. 1992 Feb;29(1):118-24. doi: 10.1016/0011-2240(92)90011-p. [PubMed:1295491  ] 
  4. GREENE RC: Biosynthesis of dimethyl-beta-propiothetin. J Biol Chem. 1962 Jul;237:2251-4. [PubMed:13901535  ] 
  5. WAGNER C, STADTMAN ER: Bacterial fermentation of dimethyl-beta-propiothetin. Arch Biochem Biophys. 1962 Aug;98:331-6. doi: 10.1016/0003-9861(62)90191-1. [PubMed:14004329  ]