NP-MRD: Showing NP-Card for (2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid (NP0322596)

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Record Information

Version

2.0

Created at

2022-09-12 01:27:22 UTC

Updated at

2022-09-12 01:27:22 UTC

NP-MRD ID

NP0322596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid

Description

[(2,3,4,5-Tetrahydroxy-6-oxoheptyl)oxy]phosphonic acid belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. [(2,3,4,5-Tetrahydroxy-6-oxoheptyl)oxy]phosphonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 31  0  0  0  0  0  0  0  0999 V2000
    4.6113    0.7429    0.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2980    0.9189    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7116    1.9615    0.2530 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7544   -0.0954   -0.9162 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6943   -1.1532   -0.9494 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4796   -0.7030   -0.3808 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0586   -1.7324   -1.2273 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    0.2676   -0.2623 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0799    0.7418   -1.5672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8835   -0.5131    0.1479 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1174   -1.5700   -0.7200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0984    0.3856    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1268   -0.4101    0.7768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585    0.4499    0.9854 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.5586    1.2473    2.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819   -0.6039    1.0324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7785    1.4384   -0.3750 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5176    0.9888    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3256    1.4594    0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9918   -0.2940    0.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6672    0.2815   -1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5331   -1.6729   -0.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6975   -1.1118    0.6250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2268   -2.6244   -0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5318    1.1361    0.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2985    0.0226   -2.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7405   -0.9700    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5110   -1.2402   -1.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8099    1.1971    0.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3909    0.8092   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7719   -1.3252    1.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6007    1.9710   -0.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 16  1  0
 14 17  1  0
 14 15  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  6
  5 22  1  0
  6 23  1  1
  7 24  1  0
  8 25  1  1
  9 26  1  0
 10 27  1  1
 11 28  1  0
 12 29  1  0
 12 30  1  0
 16 31  1  0
 17 32  1  0
M  END


  Mrv1533004191514002D          

 17 16  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    2.5559    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0322596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C(O)C(O)C(O)C(O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H15O9P/c1-3(8)5(10)7(12)6(11)4(9)2-16-17(13,14)15/h4-7,9-12H,2H2,1H3,(H2,13,14,15)

> <INCHI_KEY>
QIIZYFWCULOBMW-UHFFFAOYSA-N

> <FORMULA>
C7H15O9P

> <MOLECULAR_WEIGHT>
274.162

> <EXACT_MASS>
274.045369061

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.53100063885526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2,3,4,5-tetrahydroxy-6-oxoheptyl)oxy]phosphonic acid

> <ALOGPS_LOGP>
-2.06

> <JCHEM_LOGP>
-3.2036848193333336

> <ALOGPS_LOGS>
-1.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.517716851279236

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.491908629378254

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5395126646479493

> <JCHEM_POLAR_SURFACE_AREA>
164.75

> <JCHEM_REFRACTIVITY>
52.695

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.38e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.954   4.977   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.287   1.127   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.621   4.977   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.622   2.667   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      13.956   3.437   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      15.289   4.207   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.726   2.104   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      13.186   4.771   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
[(2,3,4,5-Tetrahydroxy-6-oxoheptyl)oxy]phosphonate	Generator

Chemical Formula

C₇H₁₅O₉P

Average Mass

274.1620 Da

Monoisotopic Mass

274.04537 Da

IUPAC Name

[(2,3,4,5-tetrahydroxy-6-oxoheptyl)oxy]phosphonic acid

Traditional Name

(2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CC(=O)C(O)C(O)C(O)C(O)COP(O)(O)=O

InChI Identifier

InChI=1S/C7H15O9P/c1-3(8)5(10)7(12)6(11)4(9)2-16-17(13,14)15/h4-7,9-12H,2H2,1H3,(H2,13,14,15)

InChI Key

QIIZYFWCULOBMW-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Monosaccharide phosphate
Monoalkyl phosphate
Acyloin
Beta-hydroxy ketone
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Polyol
Organic oxide
Carbonyl group
Alcohol
Hydrocarbon derivative
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	-2.1	ALOGPS
logP	-3.2	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	164.75 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	52.7 m³·mol⁻¹	ChemAxon
Polarizability	22.53 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

440307

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid (NP0322596)

MOL for NP0322596 ((2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid)

3D MOL for NP0322596 ((2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid)

3D SDF for NP0322596 ((2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid)

3D-SDF for NP0322596 ((2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid)

PDB for NP0322596 ((2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid)

3D PDB for NP0322596 ((2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid)

SMILES for NP0322596 ((2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid)

INCHI for NP0322596 ((2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid)

Structure for NP0322596 ((2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid)

3D Structure for NP0322596 ((2,3,4,5-tetrahydroxy-6-oxoheptyl)oxyphosphonic acid)