NP-MRD: Showing NP-Card for D-glycero-D-manno-Heptose 7-phosphate (NP0062872)

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Record Information

Version

2.0

Created at

2022-04-28 07:24:56 UTC

Updated at

2022-04-28 07:24:57 UTC

NP-MRD ID

NP0062872

Secondary Accession Numbers

None

Natural Product Identification

Common Name

D-glycero-D-manno-Heptose 7-phosphate

Description

[(2S)-2-hydroxy-2-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxy]phosphonic acid 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. D-glycero-D-manno-Heptose 7-phosphate is found in Escherichia coli. Based on a literature review very few articles have been published on [(2S)-2-hydroxy-2-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxy]phosphonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
    3.5679    1.4522    0.5386 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0915    0.3076   -0.2981 P   0  0  1  0  0  5  0  0  0  0  0  0
    4.3781    0.9143   -1.8457 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5416   -0.2002    0.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0037   -0.9750   -0.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6887   -0.5417   -0.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9328   -0.7334    0.7461 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1064   -2.0734    1.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372   -0.4811    0.6419 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1067   -1.2581   -0.3796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026   -1.3029   -0.2482 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9114   -2.1709    0.7504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870    0.0941   -0.0732 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2648    0.2639   -0.7775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9991    1.0539   -0.5419 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4698    2.3410   -0.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9044    0.9695    0.5133 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1662    1.7969    0.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5281    1.3001   -2.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1258    0.5470    0.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2811   -1.1385   -1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7706    0.5040   -0.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3652   -0.0998    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863   -2.6225    0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9983   -0.8683    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9130   -1.6832   -1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1959   -3.0523    0.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000    0.2944    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8109    0.9340   -0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5848    0.6074   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7792    2.4149   -1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3609    1.3516    1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5920    2.0546    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  2  5  1  6
  2  3  1  0
  2  4  1  0
  2  1  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17  9  1  0
  8 24  1  0
  7 23  1  1
  6 21  1  0
  6 22  1  0
  3 19  1  0
  4 20  1  0
  9 25  1  1
 11 26  1  6
 12 27  1  0
 13 28  1  1
 14 29  1  0
 15 30  1  6
 16 31  1  0
 17 32  1  1
 18 33  1  0
M  END


  Mrv1652304282209242D          

 18 18  0  0  1  0            999 V2000
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  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
  2  7  1  0  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
  8 15  1  1  0  0  0
  5 16  1  6  0  0  0
  4 17  1  1  0  0  0
  3 18  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0062872

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H](COP(O)(O)=O)[C@@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H15O10P/c8-2(1-16-18(13,14)15)6-4(10)3(9)5(11)7(12)17-6/h2-12H,1H2,(H2,13,14,15)/t2-,3-,4-,5+,6-,7+/m0/s1

> <INCHI_KEY>
SDADNVAZGVDAIM-HMSOCMLXSA-N

> <FORMULA>
C7H15O10P

> <MOLECULAR_WEIGHT>
290.161

> <EXACT_MASS>
290.040283681

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
23.445012545722722

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2-hydroxy-2-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxy]phosphonic acid

> <ALOGPS_LOGP>
-2.27

> <JCHEM_LOGP>
-3.6864401913333325

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.516686880098581

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4908840610832481

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5460875871665447

> <JCHEM_POLAR_SURFACE_AREA>
177.14

> <JCHEM_REFRACTIVITY>
52.758799999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.46e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-hydroxy-2-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0      -5.335   0.000   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0      -6.668   0.770   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -6.105  -1.334   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -4.565   1.334   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15    8                                                            
CONECT   16    5                                                            
CONECT   17    4                                                            
CONECT   18    3                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Value	Source
[(2S)-2-Hydroxy-2-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxy]phosphonate	Generator

Chemical Formula

C₇H₁₅O₁₀P

Average Mass

290.1610 Da

Monoisotopic Mass

290.04028 Da

IUPAC Name

[(2S)-2-hydroxy-2-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxy]phosphonic acid

Traditional Name

(2S)-2-hydroxy-2-[(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

O[C@@H](COP(O)(O)=O)[C@@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C7H15O10P/c8-2(1-16-18(13,14)15)6-4(10)3(9)5(11)7(12)17-6/h2-12H,1H2,(H2,13,14,15)/t2-,3-,4-,5+,6-,7+/m0/s1

InChI Key

SDADNVAZGVDAIM-HMSOCMLXSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Escherichia coli	Bacteria	KNApSAcK

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
Oxane
Monosaccharide
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-2.3	ALOGPS
logP	-3.7	ChemAxon
logS	-0.92	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	177.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	52.76 m³·mol⁻¹	ChemAxon
Polarizability	23.45 Å³	ChemAxon
Number of Rings	1	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

162822829

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for D-glycero-D-manno-Heptose 7-phosphate (NP0062872)

MOL for NP0062872 (D-glycero-D-manno-Heptose 7-phosphate)

3D MOL for NP0062872 (D-glycero-D-manno-Heptose 7-phosphate)

3D SDF for NP0062872 (D-glycero-D-manno-Heptose 7-phosphate)

3D-SDF for NP0062872 (D-glycero-D-manno-Heptose 7-phosphate)

PDB for NP0062872 (D-glycero-D-manno-Heptose 7-phosphate)

3D PDB for NP0062872 (D-glycero-D-manno-Heptose 7-phosphate)

SMILES for NP0062872 (D-glycero-D-manno-Heptose 7-phosphate)

INCHI for NP0062872 (D-glycero-D-manno-Heptose 7-phosphate)

Structure for NP0062872 (D-glycero-D-manno-Heptose 7-phosphate)

3D Structure for NP0062872 (D-glycero-D-manno-Heptose 7-phosphate)