NP-MRD: Showing NP-Card for 2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate (NP0339971)

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Record Information

Version

2.0

Created at

2024-09-12 00:32:11 UTC

Updated at

2024-09-12 00:32:12 UTC

NP-MRD ID

NP0339971

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate

Description

Not Available

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041517542D          
 
 14 13  0  0  0  0            999 V2000
   14.0686  -23.0638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7831  -23.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4975  -23.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2120  -23.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9265  -23.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6409  -23.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3554  -23.0638    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.4975  -22.2389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2120  -24.3013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0723  -23.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2433  -23.0638    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.2433  -22.2385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4181  -23.0638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2433  -23.8891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  7 10  1  0  0  0  0
  1 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339971

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSCCC(=O)C(\O)=C\OP(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)/b6-4-

> <INCHI_KEY>
YIEMFVNCENFBSD-XQRVVYSFSA-N

> <FORMULA>
C6H11O6PS

> <MOLECULAR_WEIGHT>
242.18

> <EXACT_MASS>
242.001396246

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
20.49079013638997

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(1Z)-2-hydroxy-5-(methylsulfanyl)-3-oxopent-1-en-1-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.23

> <JCHEM_LOGP>
0.15778081366666724

> <ALOGPS_LOGS>
-1.59

> <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>
104.06

> <JCHEM_REFRACTIVITY>
52.7417

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1Z)-2-hydroxy-5-(methylsulfanyl)-3-oxopent-1-en-1-yl]oxyphosphonic acid

> <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      26.261 -43.052   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      27.595 -43.822   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.929 -43.052   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.262 -43.822   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.596 -43.052   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.930 -43.822   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      34.263 -43.052   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0      28.929 -41.513   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      30.262 -45.362   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      35.602 -43.825   0.000  0.00  0.00           C+0
HETATM   11  P   UNK     0      24.721 -43.052   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0      24.721 -41.512   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      23.180 -43.052   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      24.721 -44.593   0.000  0.00  0.00           O+0
CONECT    1    2   11                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   10                                                       
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    7                                                            
CONECT   11    1   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

View in JSmol

Synonyms

Value	Source
2-Hydroxy-5-(methylsulfanyl)-3-oxopent-1-enyl phosphate	Kegg
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-(methylthio)-3-oxopent-1-enyl phosphoric acid	Generator
2-Hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate	KEGG
2-Hydroxy-3-keto-5-methylthiopentenyl-1-phosphoric acid	Generator

Chemical Formula

C₆H₁₁O₆PS

Average Mass

242.1800 Da

Monoisotopic Mass

242.00140 Da

IUPAC Name

{[(1Z)-2-hydroxy-5-(methylsulfanyl)-3-oxopent-1-en-1-yl]oxy}phosphonic acid

Traditional Name

[(1Z)-2-hydroxy-5-(methylsulfanyl)-3-oxopent-1-en-1-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CSCCC(=O)C(\O)=C\OP(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)/b6-4-

InChI Key

YIEMFVNCENFBSD-XQRVVYSFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Alpha,beta-unsaturated ketone
Acryloyl-group
Enone
Alpha-hydroxy ketone
Ketone
Dialkylthioether
Sulfenyl compound
Thioether
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.23	ALOGPS
logP	0.16	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.36	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	52.74 m³·mol⁻¹	ChemAxon
Polarizability	20.49 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB030334

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C15651

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5462148

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate (NP0339971)

MOL for NP0339971 (2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate)

3D MOL for NP0339971 (2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate)

3D SDF for NP0339971 (2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate)

3D-SDF for NP0339971 (2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate)

PDB for NP0339971 (2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate)

3D PDB for NP0339971 (2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate)

SMILES for NP0339971 (2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate)

INCHI for NP0339971 (2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate)

Structure for NP0339971 (2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate)

3D Structure for NP0339971 (2-hydroxy-5-(methylthio)-3-oxopent-1-enyl phosphate)