MiMeDB: Showing metabocard for (S)-3-Sulfonatolactate (MMDBc0048604)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:04:42 UTC

Update Date

2022-09-01 02:14:38 UTC

MiMeDB ID

MMDBc0048604

Metabolite Identification

Common Name

(S)-3-Sulfonatolactate

Description

(S)-3-sulfonatolactate(2-), also known as (2S)-3-sulfolactic acid or (2S)-3-sulpholactate, 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) (S)-3-sulfonatolactate(2-) is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on (S)-3-sulfonatolactate(2-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304302200042D          

 14 13  0  0  1  0            999 V2000
   -0.6039    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6039   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2783   -1.5143    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6486   -0.8730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 11 14  2  0  0  0  0
M  CHG  2   6  -1  12  -1
M  END
> <DATABASE_ID>
MMDBc0048604

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H6O6S/c4-2(3(5)6)1-10(7,8)9/h2,4H,1H2,(H,5,6)(H,7,8,9)/p-2/t2-/m1/s1

> <INCHI_KEY>
CQQGIWJSICOUON-UWTATZPHSA-L

> <FORMULA>
C3H4O6S

> <MOLECULAR_WEIGHT>
168.12

> <EXACT_MASS>
167.973956183

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
12.37780543330748

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-hydroxy-3-sulfopropanoate

> <ALOGPS_LOGP>
-1.23

> <JCHEM_LOGP>
-1.8083467673333333

> <ALOGPS_LOGS>
-0.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.7631770716966573

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.5807364544987195

> <JCHEM_PKA_STRONGEST_BASIC>
-4.189937179589438

> <JCHEM_POLAR_SURFACE_AREA>
117.56

> <JCHEM_REFRACTIVITY>
38.492900000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.46e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(S)-3-sulfolactate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-APR-22         0                                  
HETATM    1  H   UNK     0      -1.127   0.000   0.000  0.00  0.00           H+0
HETATM    2  O   UNK     0      -1.127  -1.540   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0      -1.127  -3.080   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0       0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.127  -4.620   0.000  0.00  0.00           O-1
HETATM    7  O   UNK     0       1.540  -4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       2.386  -2.827   0.000  0.00  0.00           H+0
HETATM   10  H   UNK     0       3.077  -1.630   0.000  0.00  0.00           H+0
HETATM   11  S   UNK     0       1.540   0.000   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0       3.080  -0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    8                                             
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    3    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

Synonyms

Value	Source
(2S)-3-Sulfolactate	ChEBI
(S)-2-Hydroxy-3-sulfonatopropanoate	ChEBI
(S)-3-Sulfolactate	ChEBI
(S)-3-Sulfonatolactate	ChEBI
(S)-3-Sulfonatolactate dianion	ChEBI
(2S)-3-Sulfolactic acid	Generator
(2S)-3-Sulpholactate	Generator
(2S)-3-Sulpholactic acid	Generator
(S)-2-Hydroxy-3-sulfonatopropanoic acid	Generator
(S)-2-Hydroxy-3-sulphonatopropanoate	Generator
(S)-2-Hydroxy-3-sulphonatopropanoic acid	Generator
(S)-3-Sulfolactic acid	Generator
(S)-3-Sulpholactate	Generator
(S)-3-Sulpholactic acid	Generator
(S)-3-Sulfonatolactic acid	Generator
(S)-3-Sulphonatolactate	Generator
(S)-3-Sulphonatolactic acid	Generator
(S)-3-Sulfonatolactic acid dianion	Generator
(S)-3-Sulphonatolactate dianion	Generator
(S)-3-Sulphonatolactic acid dianion	Generator
(S)-3-Sulfonatolactic acid(2-)	Generator
(S)-3-Sulphonatolactate(2-)	Generator
(S)-3-Sulphonatolactic acid(2-)	Generator

Chemical Formula

C₃H₄O₆S

Average Molecular Weight

168.12

Monoisotopic Molecular Weight

167.973956183

IUPAC Name

(2S)-2-hydroxy-3-sulfopropanoate

Traditional Name

(S)-3-sulfolactate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])(C([O-])=O)C([H])([H])S([O-])(=O)=O

InChI Identifier

InChI=1S/C3H6O6S/c4-2(3(5)6)1-10(7,8)9/h2,4H,1H2,(H,5,6)(H,7,8,9)/p-2/t2-/m1/s1

InChI Key

CQQGIWJSICOUON-UWTATZPHSA-L

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).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfonic acids and derivatives

Sub Class

Organosulfonic acids and derivatives

Direct Parent

Organosulfonic acids

Alternative Parents

Substituents

Organosulfonic acid
Sulfonyl
Alkanesulfonic acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

3-sulfonatolactate(2-) (CHEBI:61289 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	94.6 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.8	ChemAxon
logS	-0.33	ALOGPS
pKa (Strongest Acidic)	-1.6	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	117.56 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	38.49 m³·mol⁻¹	ChemAxon
Polarizability	12.38 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Archaea	Euryarchaeota	1
	Proteobacteria	2

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB		details

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45479474

PDB ID

Not Available

ChEBI ID

61289

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]

Showing metabocard for (S)-3-Sulfonatolactate (MMDBc0048604)

MOL for #<Metabolite:0x0000564abfbc5df8>

3D MOL for #<Metabolite:0x0000564abfbc5df8>

3D SDF for #<Metabolite:0x0000564abfbc5df8>

3D-SDF for #<Metabolite:0x0000564abfbc5df8>

PDB for #<Metabolite:0x0000564abfbc5df8>

3D PDB for #<Metabolite:0x0000564abfbc5df8>

SMILES for #<Metabolite:0x0000564abfbc5df8>

INCHI for #<Metabolite:0x0000564abfbc5df8>

Structure for #<Metabolite:0x0000564abfbc5df8>

3D Structure for #<Metabolite:0x0000564abfbc5df8>