NP-MRD: Showing NP-Card for Epoxydine B (NP0013987)

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Record Information

Version

2.0

Created at

2021-01-05 23:15:30 UTC

Updated at

2021-07-15 17:16:01 UTC

NP-MRD ID

NP0013987

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Epoxydine B

Provided By

NPAtlas

Description

Epoxydine B belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid. Epoxydine B is found in Phoma sp. Based on a literature review very few articles have been published on Epoxydine B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119513D          

 31 32  0  0  0  0            999 V2000
    2.2932    1.4199    0.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110    0.3351    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965   -0.0074   -0.2028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    0.8144    0.1838 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0997    0.0322    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -0.4724    2.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -0.1724    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -0.5628    2.2419 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7760   -1.7749    2.6830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0892   -0.0132   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    0.3697   -1.2989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1292    1.0888   -2.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1192    1.2666   -0.9944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6420    2.5494   -0.7412 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2399   -0.5102   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -0.2359   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3252   -1.2662   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -2.1452   -1.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267   -1.6525   -0.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397    1.7318    0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037    0.1967    3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3879   -0.6572    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5165   -2.3254    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1535   -0.1650   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692   -0.5308   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    1.9046   -2.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4974    1.3464   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541    3.2385   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521    0.6486    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3995   -1.3668   -0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823   -3.0845   -1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 13  4  1  0  0  0  0
 19 15  1  0  0  0  0
  4 20  1  1  0  0  0
  8 21  1  0  0  0  0
  8 22  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  0  0  0  0
 11 25  1  6  0  0  0
 12 26  1  0  0  0  0
 13 27  1  6  0  0  0
 14 28  1  0  0  0  0
 16 29  1  0  0  0  0
 17 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    2.2932    1.4199    0.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110    0.3351    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965   -0.0074   -0.2028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    0.8144    0.1838 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0997    0.0322    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -0.4724    2.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -0.1724    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -0.5628    2.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7760   -1.7749    2.6830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0892   -0.0132   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    0.3697   -1.2989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1292    1.0888   -2.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1192    1.2666   -0.9944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6420    2.5494   -0.7412 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2399   -0.5102   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -0.2359   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3252   -1.2662   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -2.1452   -1.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267   -1.6525   -0.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397    1.7318    0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037    0.1967    3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3879   -0.6572    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5165   -2.3254    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1535   -0.1650   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692   -0.5308   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    1.9046   -2.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4974    1.3464   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541    3.2385   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521    0.6486    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3995   -1.3668   -0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823   -3.0845   -1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 13  4  1  0
 19 15  1  0
  4 20  1  1
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  6
 12 26  1  0
 13 27  1  6
 14 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
M  END


  Mrv1652306242119513D          

 31 32  0  0  0  0            999 V2000
    2.2932    1.4199    0.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110    0.3351    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965   -0.0074   -0.2028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    0.8144    0.1838 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0997    0.0322    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -0.4724    2.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -0.1724    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -0.5628    2.2419 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7760   -1.7749    2.6830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0892   -0.0132   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    0.3697   -1.2989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1292    1.0888   -2.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1192    1.2666   -0.9944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6420    2.5494   -0.7412 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2399   -0.5102   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -0.2359   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3252   -1.2662   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -2.1452   -1.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267   -1.6525   -0.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397    1.7318    0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037    0.1967    3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3879   -0.6572    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5165   -2.3254    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1535   -0.1650   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692   -0.5308   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    1.9046   -2.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4974    1.3464   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541    3.2385   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521    0.6486    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3995   -1.3668   -0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823   -3.0845   -1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 13  4  1  0  0  0  0
 19 15  1  0  0  0  0
  4 20  1  1  0  0  0
  8 21  1  0  0  0  0
  8 22  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  0  0  0  0
 11 25  1  6  0  0  0
 12 26  1  0  0  0  0
 13 27  1  6  0  0  0
 14 28  1  0  0  0  0
 16 29  1  0  0  0  0
 17 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0013987

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C1=C([H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@]([H])(OC(=O)C2=C([H])C([H])=C([H])O2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O7/c13-5-6-4-7(14)10(16)11(9(6)15)19-12(17)8-2-1-3-18-8/h1-4,7,10-11,13-14,16H,5H2/t7-,10-,11-/m1/s1

> <INCHI_KEY>
IUPQIDXKBSJTMR-AVPPRXQKSA-N

> <FORMULA>
C12H12O7

> <MOLECULAR_WEIGHT>
268.221

> <EXACT_MASS>
268.058302726

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.58829421385971

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl furan-2-carboxylate

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-0.7086220949999997

> <ALOGPS_LOGS>
-1.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.731761422445405

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.88834899886446

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8220784110438153

> <JCHEM_POLAR_SURFACE_AREA>
117.2

> <JCHEM_REFRACTIVITY>
61.74660000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.61e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl furan-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    2.2932    1.4199    0.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110    0.3351    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965   -0.0074   -0.2028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    0.8144    0.1838 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0997    0.0322    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -0.4724    2.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -0.1724    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -0.5628    2.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7760   -1.7749    2.6830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0892   -0.0132   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    0.3697   -1.2989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1292    1.0888   -2.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1192    1.2666   -0.9944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6420    2.5494   -0.7412 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2399   -0.5102   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -0.2359   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3252   -1.2662   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -2.1452   -1.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267   -1.6525   -0.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397    1.7318    0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037    0.1967    3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3879   -0.6572    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5165   -2.3254    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1535   -0.1650   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692   -0.5308   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    1.9046   -2.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4974    1.3464   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541    3.2385   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521    0.6486    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3995   -1.3668   -0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823   -3.0845   -1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 13  4  1  0
 19 15  1  0
  4 20  1  1
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  6
 12 26  1  0
 13 27  1  6
 14 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       2.293   1.420   0.680  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.111   0.335   0.068  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.797  -0.007  -0.203  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.299   0.814   0.184  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.100   0.032   1.158  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.499  -0.472   2.139  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.522  -0.172   1.030  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.315  -0.563   2.242  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.776  -1.775   2.683  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.089  -0.013  -0.138  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.275   0.370  -1.299  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.129   1.089  -2.168  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.119   1.267  -0.994  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.642   2.549  -0.741  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.240  -0.510  -0.329  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.570  -0.236  -0.095  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.325  -1.266  -0.618  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.417  -2.145  -1.161  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.227  -1.653  -0.962  0.00  0.00           O+0
HETATM   20  H   UNK     0       0.040   1.732   0.712  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.104   0.197   3.014  0.00  0.00           H+0
HETATM   22  H   UNK     0      -4.388  -0.657   2.005  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.517  -2.325   1.898  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.154  -0.165  -0.239  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.969  -0.531  -1.901  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.705   1.905  -2.508  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.497   1.346  -1.897  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.954   3.239  -0.707  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.952   0.649   0.418  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.399  -1.367  -0.607  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.682  -3.084  -1.664  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13   20                                             
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   10                                                  
CONECT    8    7    9   21   22                                             
CONECT    9    8   23                                                       
CONECT   10    7   11   24                                                  
CONECT   11   10   12   13   25                                             
CONECT   12   11   26                                                       
CONECT   13   11   14    4   27                                             
CONECT   14   13   28                                                       
CONECT   15    2   16   19                                                  
CONECT   16   15   17   29                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   19   31                                                  
CONECT   19   18   15                                                       
CONECT   20    4                                                            
CONECT   21    8                                                            
CONECT   22    8                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   16                                                            
CONECT   30   17                                                            
CONECT   31   18                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

RDKit          3D

31 32  0  0  0  0  0  0  0  0999 V2000
    2.2932    1.4199    0.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110    0.3351    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965   -0.0074   -0.2028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    0.8144    0.1838 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0997    0.0322    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4992   -0.4724    2.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -0.1724    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -0.5628    2.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7760   -1.7749    2.6830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0892   -0.0132   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    0.3697   -1.2989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1292    1.0888   -2.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1192    1.2666   -0.9944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6420    2.5494   -0.7412 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2399   -0.5102   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704   -0.2359   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3252   -1.2662   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -2.1452   -1.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267   -1.6525   -0.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397    1.7318    0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037    0.1967    3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3879   -0.6572    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5165   -2.3254    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1535   -0.1650   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692   -0.5308   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    1.9046   -2.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4974    1.3464   -1.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541    3.2385   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9521    0.6486    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3995   -1.3668   -0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823   -3.0845   -1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 13  4  1  0
 19 15  1  0
  4 20  1  1
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  6
 12 26  1  0
 13 27  1  6
 14 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(1S,5R,6R)-5,6-Dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl furan-2-carboxylic acid	Generator

Chemical Formula

C₁₂H₁₂O₇

Average Mass

268.2210 Da

Monoisotopic Mass

268.05830 Da

IUPAC Name

(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl furan-2-carboxylate

Traditional Name

(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-en-1-yl furan-2-carboxylate

CAS Registry Number

Not Available

SMILES

OCC1=C[C@@H](O)[C@@H](O)[C@H](OC(=O)C2=CC=CO2)C1=O

InChI Identifier

InChI=1S/C12H12O7/c13-5-6-4-7(14)10(16)11(9(6)15)19-12(17)8-2-1-3-18-8/h1-4,7,10-11,13-14,16H,5H2/t7-,10-,11-/m1/s1

InChI Key

IUPQIDXKBSJTMR-AVPPRXQKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phoma sp.	NPAtlas	25855820

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furans

Sub Class

Furoic acid and derivatives

Direct Parent

Furoic acid esters

Alternative Parents

Substituents

Furoic acid ester
Cyclohexenone
Cyclitol or derivatives
Heteroaromatic compound
Carboxylic acid ester
Ketone
Secondary alcohol
Cyclic ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organooxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.47	ALOGPS
logP	-0.71	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	10.89	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	117.2 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	61.75 m³·mol⁻¹	ChemAxon
Polarizability	24.59 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA011002

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78437569

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46186613

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Epoxydine B (NP0013987)

MOL for NP0013987 (Epoxydine B)

3D MOL for NP0013987 (Epoxydine B)

3D SDF for NP0013987 (Epoxydine B)

3D-SDF for NP0013987 (Epoxydine B)

PDB for NP0013987 (Epoxydine B)

3D PDB for NP0013987 (Epoxydine B)

SMILES for NP0013987 (Epoxydine B)

INCHI for NP0013987 (Epoxydine B)

Structure for NP0013987 (Epoxydine B)

3D Structure for NP0013987 (Epoxydine B)