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Showing NP-Card for L-glyceraldehyde 3-phosphate (NP0339918)

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Record Information
Version2.0
Created at2024-09-12 00:12:39 UTC
Updated at2024-09-12 00:12:40 UTC
NP-MRD IDNP0339918
Secondary Accession NumbersNone
Natural Product Identification
Common NameL-glyceraldehyde 3-phosphate
Description L-glyceraldehyde 3-phosphate was first documented in 2007 (PMID: 17176250). Based on a literature review a significant number of articles have been published on L-glyceraldehyde 3-phosphate (PMID: 25712468) (PMID: 24739240) (PMID: 24680504) (PMID: 20015532) (PMID: 18928248) (PMID: 18620424).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0339918 (L-glyceraldehyde 3-phosphate)


  Mrv2104 05272302442D          

 10  9  0  0  0  0            999 V2000
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.6039    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.3000   -2.2539    0.0000 O   0  5  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
    0.8250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
M  CHG  2   5  -1   6  -1
M  END
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3D MOL for NP0339918 (L-glyceraldehyde 3-phosphate)

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3D SDF for NP0339918 (L-glyceraldehyde 3-phosphate)

  Mrv2104 05272302442D          

 10  9  0  0  0  0            999 V2000
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.6039    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.3000   -2.2539    0.0000 O   0  5  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
    0.8250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
M  CHG  2   5  -1   6  -1
M  END
> <DATABASE_ID>
NP0339918

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(COP([O-])([O-])=O)C=O

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

> <INCHI_KEY>
LXJXRIRHZLFYRP-UHFFFAOYNA-L

> <FORMULA>
C3H5O6P

> <MOLECULAR_WEIGHT>
168.042

> <EXACT_MASS>
167.983472039

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
12.018688215267952

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-3-(phosphonatooxy)propanal

> <JCHEM_LOGP>
-1.8009217683333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.423410991622275

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3972513038137564

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7612158010186447

> <JCHEM_POLAR_SURFACE_AREA>
109.72

> <JCHEM_REFRACTIVITY>
28.0876

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
glyceraldehyde 3-phosphate(2-)

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0339918 (L-glyceraldehyde 3-phosphate)
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PDB for NP0339918 (L-glyceraldehyde 3-phosphate)
HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.620  -2.667   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0       6.160  -2.667   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0       7.700  -2.667   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       6.160  -1.127   0.000  0.00  0.00           O-1
HETATM    6  O   UNK     0       6.160  -4.207   0.000  0.00  0.00           O-1
HETATM    7  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.540  -2.667   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    1    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0339918 (L-glyceraldehyde 3-phosphate)
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SMILES for NP0339918 (L-glyceraldehyde 3-phosphate)
OC(COP([O-])([O-])=O)C=O
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INCHI for NP0339918 (L-glyceraldehyde 3-phosphate)
InChI=1/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)/p-2
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Synonyms
ValueSource
L-Glyceraldehyde 3-phosphoric acidGenerator
Chemical FormulaC3H5O6P
Average Mass168.0420 Da
Monoisotopic Mass167.98347 Da
IUPAC Name2-hydroxy-3-(phosphonatooxy)propanal
Traditional Nameglyceraldehyde 3-phosphate(2-)
CAS Registry NumberNot Available
SMILES
OC(COP([O-])([O-])=O)C=O
InChI Identifier
InChI=1/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)/p-2
InChI KeyLXJXRIRHZLFYRP-UHFFFAOYNA-L
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
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-1.8ChemAxon
pKa (Strongest Acidic)1.4ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area109.72 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity28.09 m³·mol⁻¹ChemAxon
Polarizability12.02 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Maenpuen S, Watthaisong P, Supon P, Sucharitakul J, Parsonage D, Karplus PA, Claiborne A, Chaiyen P: Kinetic mechanism of L-alpha-glycerophosphate oxidase from Mycoplasma pneumoniae. FEBS J. 2015 Aug;282(16):3043-59. doi: 10.1111/febs.13247. Epub 2015 Mar 20. [PubMed:25712468  ] 
  2. Wang J, Shen YM, Li B, Zhou XZ, Liu CC, Zhang JY: Characterization of a functionally active recombinant 1-deoxy-D-xylulose-5-phosphate synthase from Babesia bovis. J Vet Med Sci. 2014 Jul;76(7):1021-7. doi: 10.1292/jvms.13-0623. Epub 2014 Apr  16. [PubMed:24739240  ] 
  3. Gauss D, Schoenenberger B, Wohlgemuth R: Chemical and enzymatic methodologies for the synthesis of enantiomerically pure glyceraldehyde 3-phosphates. Carbohydr Res. 2014 May 7;389:18-24. doi: 10.1016/j.carres.2013.12.023. Epub 2014  Jan 10. [PubMed:24680504  ] 
  4. Desai KK, Miller BG: L-glyceraldehyde 3-phosphate reductase from Escherichia coli is a heme binding protein. Bioorg Chem. 2010 Feb;38(1):37-41. doi: 10.1016/j.bioorg.2009.11.003. Epub 2009  Nov 26. [PubMed:20015532  ] 
  5. Richard JP: Restoring a metabolic pathway. ACS Chem Biol. 2008 Oct 17;3(10):605-7. doi: 10.1021/cb800238s. [PubMed:18928248  ] 
  6. Desai KK, Miller BG: A metabolic bypass of the triosephosphate isomerase reaction. Biochemistry. 2008 Aug 5;47(31):7983-5. doi: 10.1021/bi801054v. Epub 2008 Jul 12. [PubMed:18620424  ] 
  7. Wolterink-van Loo S, van Eerde A, Siemerink MA, Akerboom J, Dijkstra BW, van der Oost J: Biochemical and structural exploration of the catalytic capacity of Sulfolobus KDG aldolases. Biochem J. 2007 May 1;403(3):421-30. doi: 10.1042/BJ20061419. [PubMed:17176250  ]