Showing metabocard for (R)-2,3-Dihydroxy-isovalerate (MMDBc0029777)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:41:15 UTC
Update Date2022-08-31 17:16:53 UTC
Metabolite IDMMDBc0029777
Metabolite Identification
Common Name(R)-2,3-Dihydroxy-isovalerate
Description(r)-2,3-dihydroxy-isovalerate belongs to the class of Branched Fatty Acids. These are fatty acids containing a branched chain. (inferred from compound structure)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5a800087a0>


  Mrv1652309182022292D          

  9  8  0  0  0  0            999 V2000
10001.245110001.0646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.960110001.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.529910001.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.245110000.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.674110001.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.371310002.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.546810002.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.816810001.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.529910002.3008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f5a800087a0>

HMDB0012141
     RDKit          3D
(R)-2,3-Dihydroxy-isovalerate
 19 18  0  0  0  0  0  0  0  0999 V2000
   -0.6384   -0.9481   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4435    0.3272   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    0.7099    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172    1.3757   -1.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667    0.0586    0.8903 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1327   -0.9977    1.6846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8902   -0.2712    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4123   -1.3670    0.5947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5754    0.5999   -0.5212 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2829   -1.2293   -1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663   -1.7581   -0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5243   -0.8480   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750    1.3295    1.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4219   -0.1557    0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3380    1.3391   -0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312    2.0818   -0.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122    0.9753    1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4410   -1.8664    1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4644    0.6444   -1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  1
  6 18  1  0
  9 19  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5a800087a0>


  Mrv1652309182022292D          

  9  8  0  0  0  0            999 V2000
10001.245110001.0646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.960110001.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.529910001.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.245110000.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.674110001.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.371310002.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.546810002.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.816810001.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.529910002.3008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029777

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H10O4/c1-5(2,9)3(6)4(7)8/h3,6,9H,1-2H3,(H,7,8)/t3-/m0/s1

> <INCHI_KEY>
JTEYKUFKXGDTEU-VKHMYHEASA-N

> <FORMULA>
C5H10O4

> <MOLECULAR_WEIGHT>
134.1305

> <EXACT_MASS>
134.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
12.481918919422833

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,3-dihydroxy-3-methylbutanoic acid

> <ALOGPS_LOGP>
-0.83

> <JCHEM_LOGP>
-0.8215877916666663

> <ALOGPS_LOGS>
0.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.137895474801091

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7976532415810835

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2052703412545993

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
29.4405

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.29e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-2,3-dihydroxy-isovalerate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f5a800087a0>

HMDB0012141
     RDKit          3D
(R)-2,3-Dihydroxy-isovalerate
 19 18  0  0  0  0  0  0  0  0999 V2000
   -0.6384   -0.9481   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4435    0.3272   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    0.7099    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172    1.3757   -1.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667    0.0586    0.8903 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1327   -0.9977    1.6846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8902   -0.2712    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4123   -1.3670    0.5947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5754    0.5999   -0.5212 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2829   -1.2293   -1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663   -1.7581   -0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5243   -0.8480   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750    1.3295    1.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4219   -0.1557    0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3380    1.3391   -0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312    2.0818   -0.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122    0.9753    1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4410   -1.8664    1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4644    0.6444   -1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  1
  6 18  1  0
  9 19  1  0
M  END
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PDB for #<Metabolite:0x00007f5a800087a0>

HEADER    PROTEIN                                 18-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-SEP-20         0                                  
HETATM    1  C   UNK     0    8668.9918668.654   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8670.3258669.422   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8667.6568669.422   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8668.9918667.115   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8671.6588668.654   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8671.0938670.757   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8669.5548670.757   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8666.3258668.654   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8667.6568670.962   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6    7                                             
CONECT    3    1    8    9                                                  
CONECT    4    1                                                            
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7    2                                                            
CONECT    8    3                                                            
CONECT    9    3                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x00007f5a800087a0>

COMPND    HMDB0012141
HETATM    1  C1  UNL     1      -0.638  -0.948  -0.993  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.443   0.327  -0.209  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.785   0.710   0.373  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.017   1.376  -1.001  1.00  0.00           O  
HETATM    5  C4  UNL     1       0.567   0.059   0.890  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.133  -0.998   1.685  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.890  -0.271   0.318  1.00  0.00           C  
HETATM    8  O3  UNL     1       2.412  -1.367   0.595  1.00  0.00           O  
HETATM    9  O4  UNL     1       2.575   0.600  -0.521  1.00  0.00           O  
HETATM   10  H1  UNL     1       0.283  -1.229  -1.523  1.00  0.00           H  
HETATM   11  H2  UNL     1      -0.866  -1.758  -0.274  1.00  0.00           H  
HETATM   12  H3  UNL     1      -1.524  -0.848  -1.645  1.00  0.00           H  
HETATM   13  H4  UNL     1      -1.675   1.330   1.286  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.422  -0.156   0.601  1.00  0.00           H  
HETATM   15  H6  UNL     1      -2.338   1.339  -0.361  1.00  0.00           H  
HETATM   16  H7  UNL     1       0.331   2.082  -0.408  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.612   0.975   1.533  1.00  0.00           H  
HETATM   18  H9  UNL     1       0.441  -1.866   1.350  1.00  0.00           H  
HETATM   19  H10 UNL     1       2.464   0.644  -1.508  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    4    5
CONECT    3   13   14   15
CONECT    4   16
CONECT    5    6    7   17
CONECT    6   18
CONECT    7    8    8    9
CONECT    9   19
END
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SMILES for #<Metabolite:0x00007f5a800087a0>

CC(C)(O)[C@@H](O)C(O)=O
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INCHI for #<Metabolite:0x00007f5a800087a0>

InChI=1S/C5H10O4/c1-5(2,9)3(6)4(7)8/h3,6,9H,1-2H3,(H,7,8)/t3-/m0/s1
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Synonyms
ValueSource
(R)-2,3-Dihydroxy-isovaleric acidChEBI
(2R)-2,3-Dihydroxy-3-methylbutanoateKegg
(2R)-2,3-Dihydroxy-3-methylbutanoic acidGenerator
(R)-2,3-Dihydroxy-3-methylbutanoateHMDB
(R)-2,3-Dihydroxy-3-methylbutanoic acidHMDB
(R)-(-)-alpha,beta-Dihydroxyisovaleric acidHMDB
(R)-(-)-α,β-Dihydroxyisovaleric acidHMDB
(R)-2,3-Dihydroxy-isovalerateHMDB
Molecular FormulaC5H10O4
Average Mass134.1305
Monoisotopic Mass134.057908808
IUPAC Name(2R)-2,3-dihydroxy-3-methylbutanoic acid
Traditional Name(R)-2,3-dihydroxy-isovalerate
CAS Registry NumberNot Available
SMILES
CC(C)(O)[C@@H](O)C(O)=O
InChI Identifier
InChI=1S/C5H10O4/c1-5(2,9)3(6)4(7)8/h3,6,9H,1-2H3,(H,7,8)/t3-/m0/s1
InChI KeyJTEYKUFKXGDTEU-VKHMYHEASA-N