Showing metabocard for D-erythrose (MMDBc0054424)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 23:11:51 UTC
Update Date2025-10-07 16:04:18 UTC
Metabolite IDMMDBc0054424
Metabolite Identification
Common NameD-erythrose
DescriptionD-erythrose is a pentose sugar belonging to the class of aldopentoses. Its chemical structure features a five-carbon backbone with an aldehyde group, making it a crucial intermediate in various metabolic pathways. D-erythrose is involved in the pentose phosphate pathway, where it plays a role in redox homeostasis and host response, as indicated by untargeted metabolomic profiling that identified D-erythrose 4-phosphate among other metabolites (PMID:40427288 ). Additionally, D-erythrose has been shown to improve stress tolerance in salt-sensitive maize varieties by promoting primary root length (PMID:41040158 ). It is also a product of photocatalytic treatments involving other aldopentoses, demonstrating its versatility in synthetic chemistry (PMID:40436901 ). Furthermore, D-erythrose 4-phosphate serves as a key precursor for the biosynthesis of tyrosol in Saccharomyces cerevisiae, with its flux determining the yield of this compound (PMID:39686978 ). The enzyme cascade involving D-erythrose isomerase and other related enzymes highlights its potential in ATP production from D-fructose (PMID:40143462 ). Overall, D-erythrose exemplifies the intricate connections between carbohydrate metabolism and various biochemical pathways.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fade8e9e6a0>


  Mrv0541 09041212402D          

 10  9  0  0  0  0            999 V2000
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6039   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  2  0  0  0  0
  6  2  1  0  0  0  0
  3  7  1  6  0  0  0
  4  8  1  1  0  0  0
  3  9  1  6  0  0  0
  4 10  1  1  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fade8e9e6a0>

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3D SDF for #<Metabolite:0x00007fade8e9e6a0>

  Mrv0541 09041212402D          

 10  9  0  0  0  0            999 V2000
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6039   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  2  0  0  0  0
  6  2  1  0  0  0  0
  3  7  1  6  0  0  0
  4  8  1  1  0  0  0
  3  9  1  6  0  0  0
  4 10  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054424

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4+/m0/s1

> <INCHI_KEY>
YTBSYETUWUMLBZ-IUYQGCFVSA-N

> <FORMULA>
C4H8O4

> <MOLECULAR_WEIGHT>
120.1039

> <EXACT_MASS>
120.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
10.664474245554246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-2,3,4-trihydroxybutanal

> <ALOGPS_LOGP>
-2.07

> <JCHEM_LOGP>
-2.307690679

> <ALOGPS_LOGS>
0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.285141418136448

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.18773154072887

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9794441397915445

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
25.420599999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.65e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
erythrose

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fade8e9e6a0>
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PDB for #<Metabolite:0x00007fade8e9e6a0>
HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   10  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    4    7    9                                             
CONECT    4    2    3    8   10                                             
CONECT    5    1                                                            
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    3                                                            
CONECT   10    4                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for #<Metabolite:0x00007fade8e9e6a0>
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SMILES for #<Metabolite:0x00007fade8e9e6a0>
[H][C@@](O)(CO)[C@@]([H])(O)C=O
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INCHI for #<Metabolite:0x00007fade8e9e6a0>
InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4+/m0/s1
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Synonyms
ValueSource
Erythrose, (r*,s*)-isomerMeSH
Erythrose, (S-(r*,s*))-isomerMeSH
Erythrose, (R-(r*,s*))-isomerMeSH
L-ThreoseMeSH
ThreoseMeSH
D-ThreoseMeSH
ErythroseMeSH
2,3,4-TrihydroxybutanalMeSH
Molecular FormulaC4H8O4
Average Mass120.1039
Monoisotopic Mass120.042258744
IUPAC Name(2R,3R)-2,3,4-trihydroxybutanal
Traditional Nameerythrose
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(CO)[C@@]([H])(O)C=O
InChI Identifier
InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4+/m0/s1
InChI KeyYTBSYETUWUMLBZ-IUYQGCFVSA-N