Showing metabocard for D-apionolactone (MMDBc0055849)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 20:08:41 UTC
Update Date2022-08-12 20:09:28 UTC
Metabolite IDMMDBc0055849
Metabolite Identification
Common NameD-apionolactone
DescriptionD-apionolactone 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. Based on a literature review very few articles have been published on D-apionolactone.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x0000556b6ae614c0>


  Mrv1652306172222082D          

 11 11  0  0  1  0            999 V2000
    0.0157    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7912    1.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2287    1.4442    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  1  0  0  0
  5  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  3  7  1  6  0  0  0
  8  4  2  0  0  0  0
  5  9  1  6  0  0  0
 10  2  1  0  0  0  0
 10  4  1  0  0  0  0
  3 11  1  1  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000556b6ae614c0>

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3D SDF for #<Metabolite:0x0000556b6ae614c0>

  Mrv1652306172222082D          

 11 11  0  0  1  0            999 V2000
    0.0157    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7912    1.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2287    1.4442    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  1  0  0  0
  5  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  3  7  1  6  0  0  0
  8  4  2  0  0  0  0
  5  9  1  6  0  0  0
 10  2  1  0  0  0  0
 10  4  1  0  0  0  0
  3 11  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0055849

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(O)C(=O)OC[C@]1(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O5/c6-1-5(9)2-10-4(8)3(5)7/h3,6-7,9H,1-2H2/t3-,5+/m0/s1

> <INCHI_KEY>
MTSAHRPUAGVYCZ-WVZVXSGGSA-N

> <FORMULA>
C5H8O5

> <MOLECULAR_WEIGHT>
148.114

> <EXACT_MASS>
148.037173358

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.57702809381315

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-one

> <JCHEM_LOGP>
-2.250936600333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.92979698878004

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.355398038618068

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1482251239160055

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
29.035699999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x0000556b6ae614c0>
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PDB for #<Metabolite:0x0000556b6ae614c0>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       0.029   3.224   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.477   2.904   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.090   3.224   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.830  -0.290   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0      -0.427   2.696   0.000  0.00  0.00           H+0
CONECT    1    5    6                                                       
CONECT    2    5   10                                                       
CONECT    3    4    5    7   11                                             
CONECT    4    3    8   10                                                  
CONECT    5    1    2    3    9                                             
CONECT    6    1                                                            
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    2    4                                                       
CONECT   11    3                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

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3D PDB for #<Metabolite:0x0000556b6ae614c0>
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SMILES for #<Metabolite:0x0000556b6ae614c0>
[H][C@]1(O)C(=O)OC[C@]1(O)CO
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INCHI for #<Metabolite:0x0000556b6ae614c0>
InChI=1S/C5H8O5/c6-1-5(9)2-10-4(8)3(5)7/h3,6-7,9H,1-2H2/t3-,5+/m0/s1
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SynonymsNot Available
Molecular FormulaC5H8O5
Average Mass148.114
Monoisotopic Mass148.037173358
IUPAC Name(3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-one
Traditional Name(3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-one
CAS Registry NumberNot Available
SMILES
[H][C@]1(O)C(=O)OC[C@]1(O)CO
InChI Identifier
InChI=1S/C5H8O5/c6-1-5(9)2-10-4(8)3(5)7/h3,6-7,9H,1-2H2/t3-,5+/m0/s1
InChI KeyMTSAHRPUAGVYCZ-WVZVXSGGSA-N