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Showing NP-Card for D-Glyceraldehyde 3-phosphate (NP0044384)

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Record Information
Version2.0
Created at2022-02-14 20:49:42 UTC
Updated at2022-03-10 22:30:19 UTC
NP-MRD IDNP0044384
Secondary Accession NumbersNone
Natural Product Identification
Common NameD-Glyceraldehyde 3-phosphate
DescriptionD-Glyceraldehyde 3-phosphate, also known as 3-phosphoglyceraldehyde or GAP, belongs to the class of organic compounds known as glyceraldehyde-3-phosphates. Glyceraldehyde-3-phosphates are compounds containing a glyceraldehyde substituted at position O3 by a phosphate group. This is the process by which glycerol (as DHAP) enters the glycolytic and gluconeogenesis pathways. G3P is formed from fructose 1,6-bisphosphate, dihydroxyacetone phosphate (DHAP), and 1,3-bisphosphoglycerate (1,3BPG). D-Glyceraldehyde 3-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Glyceraldehyde 3-phosphate (G3P) or triose phosphate is an aldotriose, an important metabolic intermediate in both glycolysis and gluconeogenesis, and in tryptophan biosynthesis. D-Glyceraldehyde 3-phosphate exists in all living species, ranging from bacteria to humans. In humans, glyceraldehyde 3-phosphate is involved in the metabolic disorder called the transaldolase deficiency pathway. D-Glyceraldehyde 3-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0044384 (D-Glyceraldehyde 3-phosphate)


  Mrv1652306222023422D          

 10  9  0  0  0  0            999 V2000
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 O   0  0  0  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
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  2  0  0  0  0
  5  3  1  0  0  0  0
  9  2  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
M  END
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3D MOL for NP0044384 (D-Glyceraldehyde 3-phosphate)

     RDKit          3D

 17 16  0  0  0  0  0  0  0  0999 V2000
   -2.5808   -0.7641    1.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9311   -0.9252    0.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660    0.5103   -0.0802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4579    1.2659   -0.4113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2859    0.2419   -0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7052    1.1617   -0.4571 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951   -0.0160   -0.0677 P   0  0  1  0  0  5  0  0  0  0  0  0
    1.7688   -1.2624   -0.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5135    0.5583   -0.1144 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5923   -0.4071    1.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5622   -1.7176   -0.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1169    0.9398    0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3653    0.7181   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0360   -0.7449   -1.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5790    0.7560   -1.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5311    1.4946   -0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2753   -0.0804    2.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  5  1  0
  5  6  1  0
  7  6  1  6
  7  9  1  0
  7 10  1  0
  7  8  2  0
  3  2  1  0
  2  1  2  0
  4 13  1  0
  3 12  1  1
  5 14  1  0
  5 15  1  0
  9 16  1  0
 10 17  1  0
  2 11  1  0
M  END
Download

3D SDF for NP0044384 (D-Glyceraldehyde 3-phosphate)


  Mrv1652306222023422D          

 10  9  0  0  0  0            999 V2000
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 O   0  0  0  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
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  2  0  0  0  0
  5  3  1  0  0  0  0
  9  2  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044384

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)

> <INCHI_KEY>
LXJXRIRHZLFYRP-UHFFFAOYSA-N

> <FORMULA>
C3H7O6P

> <MOLECULAR_WEIGHT>
170.0578

> <EXACT_MASS>
169.998024468

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.61210406339147

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-hydroxy-3-oxopropoxy)phosphonic acid

> <ALOGPS_LOGP>
-1.69

> <JCHEM_LOGP>
-1.8009217683333332

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.423410991516896

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3972513038137553

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7612158010186443

> <JCHEM_POLAR_SURFACE_AREA>
104.06000000000002

> <JCHEM_REFRACTIVITY>
30.331

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glyceraldehyde 3 phosphate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0044384 (D-Glyceraldehyde 3-phosphate)

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PDB for NP0044384 (D-Glyceraldehyde 3-phosphate)
HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.160  -2.667   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       4.620   0.000   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -1.540   0.000   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.540   0.000   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
CONECT    1    3    4                                                       
CONECT    2    3    9                                                       
CONECT    3    1    2    5                                                  
CONECT    4    1                                                            
CONECT    5    3                                                            
CONECT    6   10                                                            
CONECT    7   10                                                            
CONECT    8   10                                                            
CONECT    9    2   10                                                       
CONECT   10    6    7    8    9                                             
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0044384 (D-Glyceraldehyde 3-phosphate)
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SMILES for NP0044384 (D-Glyceraldehyde 3-phosphate)
OC(COP(O)(O)=O)C=O
Download
INCHI for NP0044384 (D-Glyceraldehyde 3-phosphate)
InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)
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View in JSmol
Synonyms
ValueSource
2-Hydroxy-3-(phosphonooxy)propanalChEBI
3-PhosphoglyceraldehydeChEBI
DL-Glyceraldehyde 3-phosphateChEBI
GAPChEBI
Gliceraldehido-3-fosfatoChEBI
Glyceraldehyde 3-(dihydrogen phosphate)ChEBI
Glyceraldehyde-3-phosphateChEBI
Glycerinaldehyd-3-phosphatChEBI
Glyzerinaldehyd-3-phosphatChEBI
DL-Glyceraldehyde 3-phosphoric acidGenerator
Glyceraldehyde 3-(dihydrogen phosphoric acid)Generator
Glyceraldehyde-3-phosphoric acidGenerator
Glyceraldehyde 3-phosphoric acidGenerator
D-Glyceraldehyde 3-phosphoric acidHMDB
2-Hydroxy-3-(phosphonooxy)-propanalHMDB
D-Glyceraldehyde-3-pHMDB
Glyceraldehyde-3-pHMDB
Glyceraldehyde-pHMDB
Glyceraldehyde-phosphateHMDB
3 PhosphoglyceraldehydeHMDB
Glyceraldehyde 3 phosphateHMDB
Glyceraldehyde 3-phosphateMeSH, HMDB
Chemical FormulaC3H7O6P
Average Mass170.0578 Da
Monoisotopic Mass169.99802 Da
IUPAC Name(2-hydroxy-3-oxopropoxy)phosphonic acid
Traditional Nameglyceraldehyde 3 phosphate
CAS Registry Number91469-44-2
SMILES
OC(COP(O)(O)=O)C=O
InChI Identifier
InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)
InChI KeyLXJXRIRHZLFYRP-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Arabidopsis thalianaPlant
Cannabis sativaCannabisDB
      Not Available
Chamaemelum nobilePlant
Escherichia coliBacteria
Laurencia dendroidea-
Mus musculusLOTUS Database
Trypanosoma bruceiLOTUS Database
Vigna radiataFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glyceraldehyde-3-phosphates. Glyceraldehyde-3-phosphates are compounds containing a glyceraldehyde substituted at position O3 by a phosphate group.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentGlyceraldehyde-3-phosphates  
Alternative Parents
Substituents
  • Glyceraldehyde-3-phosphate
    • 

  • Monoalkyl phosphate
    • 

  • Alkyl phosphate
    • 

  • Phosphoric acid ester
    • 

  • Organic phosphoric acid derivative
    • 

  • Alpha-hydroxyaldehyde
    • 

  • Secondary alcohol
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Aldehyde
    • 

  • Alcohol
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.7ALOGPS
logP-1.8ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)1.4ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area104.06 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity30.33 m³·mol⁻¹ChemAxon
Polarizability12.61 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001112  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001619  
KNApSAcK IDC00007285  
Chemspider ID709  
KEGG Compound IDC00661  
BioCyc IDCPD0-2032  
BiGG ID35637  
Wikipedia Link3-phosphoglyceraldehyde  
METLIN ID3294  
PubChem Compound729  
PDB IDNot Available
ChEBI ID17138  
Good Scents IDNot Available
References
General References
  1. Modun B, Morrissey J, Williams P: The staphylococcal transferrin receptor: a glycolytic enzyme with novel functions. Trends Microbiol. 2000 May;8(5):231-7. doi: 10.1016/s0966-842x(00)01728-5. [PubMed:10785640  ] 
  2. Yamamoto T, Moriwaki Y, Takahashi S, Ohata H, Nakano T, Yamakita J, Higashino K: Effect of glucagon on the xylitol-induced increase in the plasma concentration and urinary excretion of purine bases. Metabolism. 1996 Nov;45(11):1354-9. doi: 10.1016/s0026-0495(96)90115-8. [PubMed:8931639  ]