Showing metabocard for (R)-pantolactone (MMDBc0033132)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:36:03 UTC
Update Date2022-08-31 22:26:34 UTC
Metabolite IDMMDBc0033132
Metabolite Identification
Common Name(R)-pantolactone
Description(R)-pantolactone belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom (R)-pantolactone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on (R)-pantolactone.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x000055d24aea6f88>

ChEBI
  Mrv0541 02241222362D          

  9  9  0  0  1  0            999 V2000
    6.1027   -2.4451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7654   -2.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4212   -2.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4818   -3.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6620   -3.7143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6333   -2.6462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788   -4.3774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533   -4.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042   -3.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  3  2  0  0  0  0
  5  4  1  0  0  0  0
  8  4  1  0  0  0  0
  9  4  1  0  0  0  0
  5  7  1  1  0  0  0
M  END
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3D MOL for #<Metabolite:0x000055d24aea6f88>

HMDB0303902
     RDKit          3D
dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone
 19 19  0  0  0  0  0  0  0  0999 V2000
    1.7374   -0.5001   -0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849    0.0736    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2333    0.5301    1.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040    1.2746   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2699    1.1806   -1.2295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8469    0.0709   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0488   -0.1168   -0.2949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -0.8719   -0.3923 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9883   -1.8444    0.5364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7776   -1.5804    0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -0.5028   -1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4974    0.0796    0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0948   -0.3208    2.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146    1.1412    1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6899    1.1578    1.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    2.2323   -0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7522    1.1863   -1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4616   -1.3151   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9396   -1.8743    0.7771 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8  2  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
  4 17  1  0
  8 18  1  6
  9 19  1  0
M  END
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3D SDF for #<Metabolite:0x000055d24aea6f88>

ChEBI
  Mrv0541 02241222362D          

  9  9  0  0  1  0            999 V2000
    6.1027   -2.4451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7654   -2.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4212   -2.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4818   -3.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6620   -3.7143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6333   -2.6462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788   -4.3774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533   -4.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042   -3.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  3  2  0  0  0  0
  5  4  1  0  0  0  0
  8  4  1  0  0  0  0
  9  4  1  0  0  0  0
  5  7  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033132

> <DATABASE_NAME>
MIME

> <SMILES>
CC1(C)COC(=O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m0/s1

> <INCHI_KEY>
SERHXTVXHNVDKA-BYPYZUCNSA-N

> <FORMULA>
C6H10O3

> <MOLECULAR_WEIGHT>
130.1418

> <EXACT_MASS>
130.062994186

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
12.76929755050946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-hydroxy-4,4-dimethyloxolan-2-one

> <ALOGPS_LOGP>
0.27

> <JCHEM_LOGP>
0.17736652133333358

> <ALOGPS_LOGS>
0.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.228233531237361

> <JCHEM_PKA_STRONGEST_BASIC>
-4.0111706534367775

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
30.516

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.61e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pantolactone

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x000055d24aea6f88>

HMDB0303902
     RDKit          3D
dihydro-3-hydroxy-4,4-dimethyl- 2(3H)-Furanone
 19 19  0  0  0  0  0  0  0  0999 V2000
    1.7374   -0.5001   -0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3849    0.0736    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2333    0.5301    1.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040    1.2746   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2699    1.1806   -1.2295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8469    0.0709   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0488   -0.1168   -0.2949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -0.8719   -0.3923 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9883   -1.8444    0.5364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7776   -1.5804    0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -0.5028   -1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4974    0.0796    0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0948   -0.3208    2.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146    1.1412    1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6899    1.1578    1.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    2.2323   -0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7522    1.1863   -1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4616   -1.3151   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9396   -1.8743    0.7771 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8  2  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
  4 17  1  0
  8 18  1  6
  9 19  1  0
M  END
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PDB for #<Metabolite:0x000055d24aea6f88>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ChEBI                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      11.392  -4.564   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      12.629  -5.516   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.120  -5.469   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.099  -6.962   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.569  -6.933   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.649  -4.940   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       9.667  -8.171   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.979  -8.233   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.634  -6.765   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2    5    8    9                                             
CONECT    5    3    4    7                                                  
CONECT    6    3                                                            
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    4                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x000055d24aea6f88>

COMPND    HMDB0303902
HETATM    1  C1  UNL     1       1.737  -0.500  -0.247  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.385   0.074   0.018  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.233   0.530   1.443  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.104   1.275  -0.881  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.270   1.181  -1.230  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.847   0.071  -0.610  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.049  -0.117  -0.295  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.717  -0.872  -0.392  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.988  -1.844   0.536  1.00  0.00           O  
HETATM   10  H1  UNL     1       1.778  -1.580   0.052  1.00  0.00           H  
HETATM   11  H2  UNL     1       1.940  -0.503  -1.347  1.00  0.00           H  
HETATM   12  H3  UNL     1       2.497   0.080   0.285  1.00  0.00           H  
HETATM   13  H4  UNL     1       0.095  -0.321   2.146  1.00  0.00           H  
HETATM   14  H5  UNL     1       1.115   1.141   1.710  1.00  0.00           H  
HETATM   15  H6  UNL     1      -0.690   1.158   1.517  1.00  0.00           H  
HETATM   16  H7  UNL     1       0.326   2.232  -0.344  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.752   1.186  -1.763  1.00  0.00           H  
HETATM   18  H9  UNL     1      -0.462  -1.315  -1.374  1.00  0.00           H  
HETATM   19  H10 UNL     1      -1.940  -1.874   0.777  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    4    8
CONECT    3   13   14   15
CONECT    4    5   16   17
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9   18
CONECT    9   19
END
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SMILES for #<Metabolite:0x000055d24aea6f88>

CC1(C)COC(=O)[C@@H]1O
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INCHI for #<Metabolite:0x000055d24aea6f88>

InChI=1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m0/s1
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Synonyms
ValueSource
(3R)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanoneChEBI
(R)-Pantoyl lactoneChEBI
2,4-Dihydroxy-3,3-dimethylbutyric acid gamma-lactoneMeSH
PantolactoneMeSH
Pantolactone, (R)-isomerMeSH
Pantolactone, (S)-isomerMeSH
Pantolactone, 2-(14)C-labeled CPD, (+,-)-isomerMeSH
Pantoyl lactoneMeSH
Molecular FormulaC6H10O3
Average Mass130.1418
Monoisotopic Mass130.062994186
IUPAC Name(3R)-3-hydroxy-4,4-dimethyloxolan-2-one
Traditional Namepantolactone
CAS Registry Number599-04-2
SMILES
CC1(C)COC(=O)[C@@H]1O
InChI Identifier
InChI=1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m0/s1
InChI KeySERHXTVXHNVDKA-BYPYZUCNSA-N