MiMeDB: Showing metabocard for 2-hydroxy-5-methylsulfanyl-3-oxopent-1-enyl phosphate (MMDBc0055239)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:47:03 UTC

Update Date

2022-08-12 20:09:17 UTC

MiMeDB ID

MMDBc0055239

Metabolite Identification

Common Name

2-hydroxy-5-methylsulfanyl-3-oxopent-1-enyl phosphate

Description

2-hydroxy-5-(methylsulfanyl)-3-oxopent-1-enyl phosphate(2-) belongs to the class of organic compounds known as phosphate esters. These are organic compounds containing phosphoric acid ester functional group, with the general structure R1P(=O)(R2)OR3. R1,R2 = O,N, or halogen atom; R3 = organyl group. Based on a literature review very few articles have been published on 2-hydroxy-5-(methylsulfanyl)-3-oxopent-1-enyl phosphate(2-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221472D          

 14 13  0  0  0  0            999 V2000
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.3974    2.0625    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.2224    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.2375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
  4 12  1  4  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14  1  1  0  0  0  0
 14  3  1  0  0  0  0
M  CHG  2   8  -1   9  -1
M  END
> <DATABASE_ID>
MMDBc0055239

> <DATABASE_NAME>
MIME

> <SMILES>
CSCCC(=O)C([O-])=COP(O)([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h4,8H,2-3H2,1H3,(H2,9,10,11)/p-2

> <INCHI_KEY>
YIEMFVNCENFBSD-UHFFFAOYSA-L

> <FORMULA>
C6H9O6PS

> <MOLECULAR_WEIGHT>
240.17

> <EXACT_MASS>
239.986843342

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
19.98912345290521

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(hydrogen phosphonooxy)-5-(methylsulfanyl)-3-oxopent-1-en-2-olate

> <JCHEM_LOGP>
0.15778081366666724

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.40082136178022

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3641115734153981

> <JCHEM_PKA_STRONGEST_BASIC>
-4.556270321103455

> <JCHEM_POLAR_SURFACE_AREA>
109.72000000000001

> <JCHEM_REFRACTIVITY>
62.170300000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-(hydrogen phosphonooxy)-5-(methylsulfanyl)-3-oxopent-1-en-2-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -1.127   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.875  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.207  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.207  -1.540   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       5.541   2.310   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0       8.208   3.850   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0       9.748   2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       8.208   0.770   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0       8.208   2.310   0.000  0.00  0.00           P+0
HETATM   14  S   UNK     0       0.206   0.770   0.000  0.00  0.00           S+0
CONECT    1   14                                                            
CONECT    2    3    5                                                       
CONECT    3    2   14                                                       
CONECT    4    6   12                                                       
CONECT    5    2    6    7                                                  
CONECT    6    4    5    8                                                  
CONECT    7    5                                                            
CONECT    8    6                                                            
CONECT    9   13                                                            
CONECT   10   13                                                            
CONECT   11   13                                                            
CONECT   12    4   13                                                       
CONECT   13    9   10   11   12                                             
CONECT   14    1    3                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

Synonyms

Value	Source
2-Hydroxy-5-methylsulfanyl-3-oxopent-1-enyl phosphate	ChEBI
2-Hydroxy-5-methylsulfanyl-3-oxopent-1-enyl phosphoric acid	Generator
2-Hydroxy-5-methylsulphanyl-3-oxopent-1-enyl phosphate	Generator
2-Hydroxy-5-methylsulphanyl-3-oxopent-1-enyl phosphoric acid	Generator
2-Hydroxy-5-(methylsulfanyl)-3-oxopent-1-enyl phosphoric acid(2-)	Generator
2-Hydroxy-5-(methylsulphanyl)-3-oxopent-1-enyl phosphate(2-)	Generator
2-Hydroxy-5-(methylsulphanyl)-3-oxopent-1-enyl phosphoric acid(2-)	Generator

Chemical Formula

C₆H₉O₆PS

Average Molecular Weight

240.17

Monoisotopic Molecular Weight

239.986843342

IUPAC Name

1-(hydrogen phosphonooxy)-5-(methylsulfanyl)-3-oxopent-1-en-2-olate

Traditional Name

1-(hydrogen phosphonooxy)-5-(methylsulfanyl)-3-oxopent-1-en-2-olate

CAS Registry Number

Not Available

SMILES

CSCCC(=O)C([O-])=COP(O)([O-])=O

InChI Identifier

InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h4,8H,2-3H2,1H3,(H2,9,10,11)/p-2

InChI Key

YIEMFVNCENFBSD-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphate esters. These are organic compounds containing phosphoric acid ester functional group, with the general structure R1P(=O)(R2)OR3. R1,R2 = O,N, or halogen atom; R3 = organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Phosphate esters

Alternative Parents

Substituents

Phosphoric acid ester
Alpha-branched alpha,beta-unsaturated-ketone
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Sulfenyl compound
Thioether
Dialkylthioether
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:59505 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	0.16	ChemAxon
pKa (Strongest Acidic)	1.36	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	109.72 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	62.17 m³·mol⁻¹	ChemAxon
Polarizability	19.99 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Deposition Date
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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	28	Human ; Human Feces
	Cyanobacteria	2	Human

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

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

26333198

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75154468

PDB ID

Not Available

ChEBI ID

59505

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 2-hydroxy-5-methylsulfanyl-3-oxopent-1-enyl phosphate (MMDBc0055239)

MOL for #<Metabolite:0x00007f459817dd80>

3D MOL for #<Metabolite:0x00007f459817dd80>

3D SDF for #<Metabolite:0x00007f459817dd80>

3D-SDF for #<Metabolite:0x00007f459817dd80>

PDB for #<Metabolite:0x00007f459817dd80>

3D PDB for #<Metabolite:0x00007f459817dd80>

SMILES for #<Metabolite:0x00007f459817dd80>

INCHI for #<Metabolite:0x00007f459817dd80>

Structure for #<Metabolite:0x00007f459817dd80>

3D Structure for #<Metabolite:0x00007f459817dd80>