Showing metabocard for (E)-ascladiol (MMDBc0055014)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:39:52 UTC
Update Date2022-08-12 20:09:11 UTC
Metabolite IDMMDBc0055014
Metabolite Identification
Common Name(E)-ascladiol
DescriptionAscladiol belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. Based on a literature review a significant number of articles have been published on Ascladiol.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f923a38ec48>


  Mrv1652306172221392D          

 12 12  0  0  0  0            999 V2000
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    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
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8405    1.9462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  1  2  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  7  2  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  1  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f923a38ec48>

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3D SDF for #<Metabolite:0x00007f923a38ec48>

  Mrv1652306172221392D          

 12 12  0  0  0  0            999 V2000
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    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
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8405    1.9462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  1  2  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  7  2  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  1  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0055014

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CO)=C1/OC(=O)C=C1CO

> <INCHI_IDENTIFIER>
InChI=1S/C7H8O4/c8-2-1-6-5(4-9)3-7(10)11-6/h1,3,8-9H,2,4H2/b6-1+

> <INCHI_KEY>
HLJKDERCZVTVSN-LZCJLJQNSA-N

> <FORMULA>
C7H8O4

> <MOLECULAR_WEIGHT>
156.137

> <EXACT_MASS>
156.042258738

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
14.724924062023138

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5E)-5-(2-hydroxyethylidene)-4-(hydroxymethyl)-2,5-dihydrofuran-2-one

> <JCHEM_LOGP>
-1.1747246363333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.620143888279632

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.860135297929922

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5774225718931554

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
39.515

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5E)-5-(2-hydroxyethylidene)-4-(hydroxymethyl)furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f923a38ec48>
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PDB for #<Metabolite:0x00007f923a38ec48>
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      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.971   3.157   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   3.620   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  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.436   3.633   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0      -2.795   0.620   0.000  0.00  0.00           H+0
CONECT    1    2    6   12                                                  
CONECT    2    1    8                                                       
CONECT    3    5    7                                                       
CONECT    4    5    9                                                       
CONECT    5    3    4    6                                                  
CONECT    6    1    5   11                                                  
CONECT    7    3   10   11                                                  
CONECT    8    2                                                            
CONECT    9    4                                                            
CONECT   10    7                                                            
CONECT   11    6    7                                                       
CONECT   12    1                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for #<Metabolite:0x00007f923a38ec48>
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SMILES for #<Metabolite:0x00007f923a38ec48>
[H]\C(CO)=C1/OC(=O)C=C1CO
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INCHI for #<Metabolite:0x00007f923a38ec48>
InChI=1S/C7H8O4/c8-2-1-6-5(4-9)3-7(10)11-6/h1,3,8-9H,2,4H2/b6-1+
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SynonymsNot Available
Molecular FormulaC7H8O4
Average Mass156.137
Monoisotopic Mass156.042258738
IUPAC Name(5E)-5-(2-hydroxyethylidene)-4-(hydroxymethyl)-2,5-dihydrofuran-2-one
Traditional Name(5E)-5-(2-hydroxyethylidene)-4-(hydroxymethyl)furan-2-one
CAS Registry NumberNot Available
SMILES
[H]\C(CO)=C1/OC(=O)C=C1CO
InChI Identifier
InChI=1S/C7H8O4/c8-2-1-6-5(4-9)3-7(10)11-6/h1,3,8-9H,2,4H2/b6-1+
InChI KeyHLJKDERCZVTVSN-LZCJLJQNSA-N