NP-MRD: Showing NP-Card for sedoheptulose-7-phosphate (NP0169976)

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Record Information

Version

2.0

Created at

2022-09-03 06:01:49 UTC

Updated at

2022-09-03 06:01:50 UTC

NP-MRD ID

NP0169976

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sedoheptulose-7-phosphate

Description

Sedoheptulose 7-phosphate belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Sedoheptulose 7-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Sedoheptulose 7-phosphate exists in both E. Coli (prokaryote) and yeast (eukaryote). sedoheptulose-7-phosphate is found in Mycoplasma bovis, Populus tremula and Trypanosoma brucei. In humans, sedoheptulose 7-phosphate is involved in pentose phosphate pathway.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 32  0  0  0  0  0  0  0  0999 V2000
   -3.5174    0.9832   -2.4359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    0.6545   -1.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2973    1.6793   -0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9856    1.1671    0.9995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6273   -0.6654   -1.0717 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1130   -1.4924   -2.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -0.8652   -1.0314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9532   -2.2460   -0.7411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3030   -0.0296   -0.1932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3203    1.3244   -0.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1397   -0.5695   -0.2036 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0528   -1.9373   -0.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9591    0.0705    0.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2251   -0.4752    0.8603 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2369    0.1690    2.0406 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.4933    0.6542    1.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275    1.4726    2.8507 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6072   -1.0556    3.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3603    2.0287   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029    2.6060   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7325    0.6571    1.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0952   -1.1448   -0.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7370   -1.0221   -2.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7987   -0.7914   -2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4619   -2.4874    0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6056   -0.1853    0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3845    1.8600    0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5408   -0.3782   -1.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4432   -2.2086    0.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335   -0.0272    1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0772    1.1570    0.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8899    2.3535    2.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5768   -1.2559    3.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 17  1  0
 15 18  1  0
 15 16  2  0
  4 21  1  0
  3 19  1  0
  3 20  1  0
  5 22  1  1
  6 23  1  0
  7 24  1  6
  8 25  1  0
  9 26  1  1
 10 27  1  0
 11 28  1  6
 12 29  1  0
 13 30  1  0
 13 31  1  0
 17 32  1  0
 18 33  1  0
M  END


  Mrv0541 02241222352D          

 18 17  0  0  1  0            999 V2000
   10.3872   -9.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3872   -8.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6727   -9.4379    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1016   -9.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1016  -10.2629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9582   -9.0254    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6727  -10.2629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9582   -8.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2437   -9.4379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5292   -9.0254    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2437  -10.2629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5292   -8.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8147   -9.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1003   -9.0253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3858   -9.4378    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.6713   -9.0253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3857  -10.2628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1787   -8.6377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  1  0  0  0
  6  8  1  1  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  6  0  0  0
 10 12  1  1  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0169976

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H15O10P/c8-1-3(9)5(11)7(13)6(12)4(10)2-17-18(14,15)16/h4-8,10-13H,1-2H2,(H2,14,15,16)/t4-,5-,6-,7+/m1/s1

> <INCHI_KEY>
JDTUMPKOJBQPKX-GBNDHIKLSA-N

> <FORMULA>
C7H15O10P

> <MOLECULAR_WEIGHT>
290.1618

> <EXACT_MASS>
290.040283212

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
23.605812909365284

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,4R,5S)-2,3,4,5,7-pentahydroxy-6-oxoheptyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.93

> <JCHEM_LOGP>
-4.020932865333332

> <ALOGPS_LOGS>
-1.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.517266191155728

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4919085850931326

> <JCHEM_PKA_STRONGEST_BASIC>
-3.327632992890398

> <JCHEM_POLAR_SURFACE_AREA>
184.98

> <JCHEM_REFRACTIVITY>
54.3972

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.51e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sedoheptulose-7-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      19.389 -16.847   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      19.389 -15.307   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      18.056 -17.617   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.723 -17.617   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      20.723 -19.157   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      16.722 -16.847   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      18.056 -19.157   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      16.722 -15.307   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      15.388 -17.617   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.055 -16.847   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      15.388 -19.157   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      14.055 -15.307   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      12.721 -17.617   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.387 -16.847   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      10.053 -17.617   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0       8.720 -16.847   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      10.053 -19.157   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.667 -16.124   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1    6    7                                                  
CONECT    4    1    5                                                       
CONECT    5    4                                                            
CONECT    6    3    8    9                                                  
CONECT    7    3                                                            
CONECT    8    6                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9   12   13                                                  
CONECT   11    9                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
Altro-heptulose 7-phosphate	ChEBI
D-Altro-heptulose 7-phosphate	ChEBI
D-Sedoheptulose 7-phosphate	ChEBI
Altro-heptulose 7-phosphoric acid	Generator
D-Altro-heptulose 7-phosphoric acid	Generator
D-Sedoheptulose 7-phosphoric acid	Generator
Sedoheptulose 7-phosphoric acid	Generator
Heptulose-7-phosphate	MeSH

Chemical Formula

C₇H₁₅O₁₀P

Average Mass

290.1618 Da

Monoisotopic Mass

290.04028 Da

IUPAC Name

{[(2R,3R,4R,5S)-2,3,4,5,7-pentahydroxy-6-oxoheptyl]oxy}phosphonic acid

Traditional Name

sedoheptulose-7-phosphate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H15O10P/c8-1-3(9)5(11)7(13)6(12)4(10)2-17-18(14,15)16/h4-8,10-13H,1-2H2,(H2,14,15,16)/t4-,5-,6-,7+/m1/s1

InChI Key

JDTUMPKOJBQPKX-GBNDHIKLSA-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

Species Name	Source	Reference
Mycoplasmopsis bovis	LOTUS Database	35616633
Populus tremula	LOTUS Database	35616633
Trypanosoma brucei	LOTUS Database	35616633

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

Heptose monosaccharide
Monosaccharide phosphate
Monoalkyl phosphate
Acyloin
Beta-hydroxy ketone
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Primary alcohol
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ketoheptose phosphate (CHEBI:15721 )
sedoheptulose derivative (CHEBI:15721 )

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	-1.9	ALOGPS
logP	-4	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	184.98 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	54.4 m³·mol⁻¹	ChemAxon
Polarizability	23.61 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

C00019575

Chemspider ID

Not Available

KEGG Compound ID

C05382

BioCyc ID

D-SEDOHEPTULOSE-7-P

BiGG ID

Not Available

Wikipedia Link

Sedoheptulose_7-phosphate

METLIN ID

Not Available

PubChem Compound

165007

PDB ID

Not Available

ChEBI ID

15721

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for sedoheptulose-7-phosphate (NP0169976)

MOL for NP0169976 (sedoheptulose-7-phosphate)

3D MOL for NP0169976 (sedoheptulose-7-phosphate)

3D SDF for NP0169976 (sedoheptulose-7-phosphate)

3D-SDF for NP0169976 (sedoheptulose-7-phosphate)

PDB for NP0169976 (sedoheptulose-7-phosphate)

3D PDB for NP0169976 (sedoheptulose-7-phosphate)

SMILES for NP0169976 (sedoheptulose-7-phosphate)

INCHI for NP0169976 (sedoheptulose-7-phosphate)

Structure for NP0169976 (sedoheptulose-7-phosphate)

3D Structure for NP0169976 (sedoheptulose-7-phosphate)