NP-MRD: Showing NP-Card for DHAP(6:0) (NP0091551)

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Record Information

Version

2.0

Created at

2022-05-11 18:41:07 UTC

Updated at

2022-05-11 18:41:07 UTC

NP-MRD ID

NP0091551

Secondary Accession Numbers

None

Natural Product Identification

Common Name

DHAP(6:0)

Description

DHAP(6:0), Also known as hexanoyl dhap, belongs to the class of organic compounds known as o-acylglycerone-phosphates. These are glycerone-3-phosphates carrying an acyl substituent at the 1-position. DHAP(6:0) Is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 33  0  0  0  0  0  0  0  0999 V2000
    4.9259   -0.3793   -1.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8858   -0.7471    0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1123    0.2636    1.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6959    0.3668    0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028   -0.9458    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5810   -0.8127    0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1648   -1.8228    0.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0605    0.3526   -0.2104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315    0.5507   -0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    0.2952    0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0127   -0.0599    1.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6986    0.4662   -0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5921    0.1916    0.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1568    0.4515    0.3035 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.0780    1.0519    1.3122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0717    1.5272   -1.0234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8246   -0.9796   -0.2762 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9689   -0.4699   -1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6335    0.6733   -1.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2933   -1.0801   -1.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9510   -0.7164    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5202   -1.7848    0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6332    1.2447    1.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0489   -0.0054    2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    0.7037   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008    1.1736    1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833   -1.2137    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5423   -1.7031    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2729    1.5998   -1.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4550   -0.0944   -1.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9269   -0.2421   -0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718    1.5199   -0.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4065   -0.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4429   -1.7818    0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  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
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  9 29  1  0
  9 30  1  0
 12 31  1  0
 12 32  1  0
 16 33  1  0
 17 34  1  0
M  END


  Mrv0541 02241201502D          

 17 16  0  0  0  0            999 V2000
    9.1700   -4.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5825   -4.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5825   -3.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3449   -4.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4075   -3.5491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1700   -5.6926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8200   -2.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4075   -2.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6450   -2.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0575   -3.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1200   -4.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8825   -3.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2950   -4.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5825   -6.4071    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.8680   -6.8196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2970   -5.9946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9950   -7.1216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  1  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
  5  7  1  0  0  0  0
 15 14  2  0  0  0  0
 16 14  1  0  0  0  0
 17 14  1  0  0  0  0
  6 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0091551

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)OCC(=O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H17O7P/c1-2-3-4-5-9(11)15-6-8(10)7-16-17(12,13)14/h2-7H2,1H3,(H2,12,13,14)

> <INCHI_KEY>
DYGQOKMJJPXFMO-UHFFFAOYSA-N

> <FORMULA>
C9H17O7P

> <MOLECULAR_WEIGHT>
268.2008

> <EXACT_MASS>
268.07118941

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
24.856320577152434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[3-(hexanoyloxy)-2-oxopropoxy]phosphonic acid

> <ALOGPS_LOGP>
0.24

> <JCHEM_LOGP>
0.8235849373333339

> <ALOGPS_LOGS>
-1.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.21861561241517

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1885214774916149

> <JCHEM_PKA_STRONGEST_BASIC>
-7.034610997261406

> <JCHEM_POLAR_SURFACE_AREA>
110.13000000000001

> <JCHEM_REFRACTIVITY>
58.0535

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(hexanoyloxy)-2-oxopropoxyphosphonic acid

> <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      17.117  -7.959   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.887  -9.292   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.887  -6.625   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      15.577  -7.959   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      19.427  -6.625   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      17.117 -10.626   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      20.197  -5.291   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      19.427  -3.958   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      21.737  -5.291   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.507  -6.625   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.357  -7.959   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.047  -6.625   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.817  -7.959   0.000  0.00  0.00           C+0
HETATM   14  P   UNK     0      17.887 -11.960   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      16.554 -12.730   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      19.221 -11.190   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      18.657 -13.294   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    6                                                       
CONECT    3    1    5                                                       
CONECT    4    1                                                            
CONECT    5    3    7                                                       
CONECT    6    2   14                                                       
CONECT    7    8    9    5                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   12                                                       
CONECT   11   13                                                            
CONECT   12   10   13                                                       
CONECT   13   11   12                                                       
CONECT   14   15   16   17    6                                             
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
1-Caproylglycerone 3-phosphate	HMDB
Hexanoyl dhap	HMDB
Hexanoyl dihydroxyacetone phosphate	HMDB
Hexanoyl-glycerone 3-phosphate	HMDB
[3-(Hexanoyloxy)-2-oxopropoxy]phosphonate	HMDB

Chemical Formula

C₉H₁₇O₇P

Average Mass

268.2008 Da

Monoisotopic Mass

268.07119 Da

IUPAC Name

[3-(hexanoyloxy)-2-oxopropoxy]phosphonic acid

Traditional Name

3-(hexanoyloxy)-2-oxopropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)OCC(=O)COP(O)(O)=O

InChI Identifier

InChI=1S/C9H17O7P/c1-2-3-4-5-9(11)15-6-8(10)7-16-17(12,13)14/h2-7H2,1H3,(H2,12,13,14)

InChI Key

DYGQOKMJJPXFMO-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, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-acylglycerone-phosphates. These are glycerone-3-phosphates carrying an acyl substituent at the 1-position.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

O-acylglycerone-phosphates

Alternative Parents

Substituents

O-acylglycerone-phosphate
Monosaccharide phosphate
Fatty acid ester
Alpha-acyloxy ketone
Monoalkyl phosphate
Monosaccharide
Organic phosphoric acid derivative
Phosphoric acid ester
Fatty acyl
Alkyl phosphate
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
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	0.24	ALOGPS
logP	0.82	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	1.19	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	58.05 m³·mol⁻¹	ChemAxon
Polarizability	24.86 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

HMDB0011679

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB028367

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

53481026

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for DHAP(6:0) (NP0091551)

MOL for NP0091551 (DHAP(6:0))

3D MOL for NP0091551 (DHAP(6:0))

3D SDF for NP0091551 (DHAP(6:0))

3D-SDF for NP0091551 (DHAP(6:0))

PDB for NP0091551 (DHAP(6:0))

3D PDB for NP0091551 (DHAP(6:0))

SMILES for NP0091551 (DHAP(6:0))

INCHI for NP0091551 (DHAP(6:0))

Structure for NP0091551 (DHAP(6:0))

3D Structure for NP0091551 (DHAP(6:0))