MiMeDB: Showing metabocard for (2R)-O-phospho-3-sulfolactic acid (MMDBc0049957)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:47:04 UTC

Update Date

2022-09-01 02:17:34 UTC

MiMeDB ID

MMDBc0049957

Metabolite Identification

Common Name

(2R)-O-phospho-3-sulfolactic acid

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041518032D          
 
 14 13  0  0  1  0            999 V2000
   13.6950  -12.7463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4375  -13.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1388  -12.7463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.8400  -13.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6650  -13.1588    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.4375  -13.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1388  -11.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6650  -13.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4900  -13.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6650  -12.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1388  -11.0963    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.9638  -11.0963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1388  -10.2713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3138  -11.0963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  7  1  1  0  0  0
  3  4  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  2  0  0  0  0
  4  5  1  0  0  0  0
  5 10  1  0  0  0  0
  7 11  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  2  0  0  0  0
  2  6  2  0  0  0  0
 11 13  1  0  0  0  0
  1  2  1  0  0  0  0
 11 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049957

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)[C@H](CS(O)(=O)=O)OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H7O9PS/c4-3(5)2(1-14(9,10)11)12-13(6,7)8/h2H,1H2,(H,4,5)(H2,6,7,8)(H,9,10,11)/t2-/m0/s1

> <INCHI_KEY>
CABHHUMGNFUZCZ-REOHCLBHSA-N

> <FORMULA>
C3H7O9PS

> <MOLECULAR_WEIGHT>
250.11

> <EXACT_MASS>
249.954839977

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
17.420629333858173

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-(phosphonooxy)-3-sulfopropanoic acid

> <ALOGPS_LOGP>
-1.35

> <JCHEM_LOGP>
-1.9319127986666662

> <ALOGPS_LOGS>
-1.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
0.8608001977901032

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.4092582201255048

> <JCHEM_POLAR_SURFACE_AREA>
158.42999999999998

> <JCHEM_REFRACTIVITY>
39.650400000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-phosphosulfolactate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUN-15         0                                  
HETATM    1  O   UNK     0      25.564 -23.793   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      26.950 -24.563   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.259 -23.793   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.568 -24.563   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0      31.108 -24.563   0.000  0.00  0.00           S+0
HETATM    6  O   UNK     0      26.950 -26.103   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      28.259 -22.176   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      31.108 -26.103   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      32.648 -24.563   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      31.108 -22.946   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0      28.259 -20.713   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0      29.799 -20.713   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      28.259 -19.173   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      26.719 -20.713   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    3    6    1                                                  
CONECT    3    7    4    2                                                  
CONECT    4    3    5                                                       
CONECT    5    8    9    4   10                                             
CONECT    6    2                                                            
CONECT    7    3   11                                                       
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    7   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
(2R)-2-Phospho-3-sulfolactate	ChEBI
(2R)-Phosphosulfolactate	ChEBI
(2R)-2-Phospho-3-sulfolactic acid	Generator
(2R)-2-Phospho-3-sulpholactate	Generator
(2R)-2-Phospho-3-sulpholactic acid	Generator
(2R)-Phosphosulfolactic acid	Generator
(2R)-Phosphosulpholactate	Generator
(2R)-Phosphosulpholactic acid	Generator
(2R)-O-Phospho-3-sulfolactate	Generator
(2R)-O-Phospho-3-sulpholactate	Generator
(2R)-O-Phospho-3-sulpholactic acid	Generator

Chemical Formula

C₃H₇O₉PS

Average Molecular Weight

250.11

Monoisotopic Molecular Weight

249.954839977

IUPAC Name

(2R)-2-(phosphonooxy)-3-sulfopropanoic acid

Traditional Name

(2R)-phosphosulfolactate

CAS Registry Number

Not Available

SMILES

OC(=O)[C@H](CS(O)(=O)=O)OP(O)(O)=O

InChI Identifier

InChI=1S/C3H7O9PS/c4-3(5)2(1-14(9,10)11)12-13(6,7)8/h2H,1H2,(H,4,5)(H2,6,7,8)(H,9,10,11)/t2-/m0/s1

InChI Key

CABHHUMGNFUZCZ-REOHCLBHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Monoalkyl phosphates

Alternative Parents

Substituents

Monoalkyl phosphate
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Alkanesulfonic acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonyl group
Organosulfur compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

carboxyalkanesulfonic acid (CHEBI:32896 )
carboxyalkyl phosphate (CHEBI:32896 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	10.8 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-1.9	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	-1.4	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	158.43 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	39.65 m³·mol⁻¹	ChemAxon
Polarizability	17.42 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-1900000000-84a45a87ac92449e0d3e	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9630000000-4d0b57ab2a8425347f7c	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ab9-5900000000-1ca75716c2c673f17ee5	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-9030000000-7196901e6551edce03ee	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0059-9000000000-5c1710c41faeef3d8806	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-f98e65cc5381cf73d325	2019-02-23	View Spectrum

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
	Firmicutes	37	Human Feces; Human	Metabolic reconstruction;
	Actinobacteria	3	Human Feces	Metabolic reconstruction;
	Thaumarchaeota	1	Human Feces	Metabolic reconstruction
	Bacteroidetes	4	Human Feces	Metabolic reconstruction
	Euryarchaeota	3	Human Feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	4
	Proteobacteria	1
	Cyanobacteria	24	Human
	Deinococcus-Thermus	5
	Thermotogae	3
		1

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

C11536

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443249

PDB ID

Not Available

ChEBI ID

32896

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for (2R)-O-phospho-3-sulfolactic acid (MMDBc0049957)

MOL for #<Metabolite:0x0000564abaf206b0>

3D MOL for #<Metabolite:0x0000564abaf206b0>

3D SDF for #<Metabolite:0x0000564abaf206b0>

3D-SDF for #<Metabolite:0x0000564abaf206b0>

PDB for #<Metabolite:0x0000564abaf206b0>

3D PDB for #<Metabolite:0x0000564abaf206b0>

SMILES for #<Metabolite:0x0000564abaf206b0>

INCHI for #<Metabolite:0x0000564abaf206b0>

Structure for #<Metabolite:0x0000564abaf206b0>

3D Structure for #<Metabolite:0x0000564abaf206b0>