Showing metabocard for autoinducer 2 (MMDBc0032152)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 02:04:32 UTC
Update Date2022-08-31 18:30:55 UTC
Metabolite IDMMDBc0032152
Metabolite Identification
Common Nameautoinducer 2
DescriptionAutoinducer 2 (AI-2), a furanosyl borate diester, is a member of a family of signaling molecules used in quorum sensing. AI-2 is unique in that it is one of only a few known biomolecules incorporating boron. First identified in the marine bacterium Vibrio harveyi, AI-2 is produced and recognized by many Gram-negative and Gram-positive bacteria. AI-2 is synthesized by the reaction of 1-deoxy-3-dehydro-D-ribulose with boric acid and is recognized by the two-component sensor kinase LuxPQ in Vibrionaceae (Wikipedia ).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fecdc47dcb0>


  Mrv0541 04051517212D          

  9  8  0  0  0  0            999 V2000
   -0.1914    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519    1.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9519    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  3  8  2  0  0  0  0
  2  9  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fecdc47dcb0>

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3D SDF for #<Metabolite:0x00007fecdc47dcb0>

  Mrv0541 04051517212D          

  9  8  0  0  0  0            999 V2000
   -0.1914    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519    1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519    1.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9519    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  3  8  2  0  0  0  0
  2  9  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032152

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)C(=O)C(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O4/c1-3(7)5(9)4(8)2-6/h4,6,8H,2H2,1H3

> <INCHI_KEY>
UYTRITJAZOPLCZ-UHFFFAOYSA-N

> <FORMULA>
C5H8O4

> <MOLECULAR_WEIGHT>
132.115

> <EXACT_MASS>
132.042258738

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.036465828870035

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5-dihydroxypentane-2,3-dione

> <ALOGPS_LOGP>
-0.95

> <JCHEM_LOGP>
-0.899894294333333

> <ALOGPS_LOGS>
0.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.146731870345821

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.689678941729687

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0142122470959682

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
29.2806

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.72e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-dihydroxy-2,3-pentanedione

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fecdc47dcb0>
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PDB for #<Metabolite:0x00007fecdc47dcb0>
HEADER    PROTEIN                                 05-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-APR-15         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.644   3.644   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.310  -0.206   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.976   3.644   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4                                                            
CONECT    8    3                                                            
CONECT    9    2                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for #<Metabolite:0x00007fecdc47dcb0>
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SMILES for #<Metabolite:0x00007fecdc47dcb0>
CC(=O)C(=O)C(O)CO
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INCHI for #<Metabolite:0x00007fecdc47dcb0>
InChI=1S/C5H8O4/c1-3(7)5(9)4(8)2-6/h4,6,8H,2H2,1H3
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Synonyms
ValueSource
1-DeoxypentosoneMeSH
4,5-Dihydroxypentane-2,3-dioneMeSH
DPD AI-2 precursorMeSH
4,5-DHPMeSH
Molecular FormulaC5H8O4
Average Mass132.115
Monoisotopic Mass132.042258738
IUPAC Name4,5-dihydroxypentane-2,3-dione
Traditional Name4,5-dihydroxy-2,3-pentanedione
CAS Registry NumberNot Available
SMILES
CC(=O)C(=O)C(O)CO
InChI Identifier
InChI=1S/C5H8O4/c1-3(7)5(9)4(8)2-6/h4,6,8H,2H2,1H3
InChI KeyUYTRITJAZOPLCZ-UHFFFAOYSA-N