NP-MRD: Showing NP-Card for (-)-Isomuronic acid (NP0082761)

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Record Information

Version

2.0

Created at

2022-04-29 03:51:06 UTC

Updated at

2022-04-29 03:51:07 UTC

NP-MRD ID

NP0082761

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Isomuronic acid

Description

Isomuronic acid, also known as isomuronate, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. (-)-Isomuronic acid is found in Neuropogon trachycarpus and Punctelia microsticta. (-)-Isomuronic acid was first documented in 1999 (PMID: 10579875). Based on a literature review very few articles have been published on Isomuronic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292205512D          

 26 26  0  0  1  0            999 V2000
   -0.4756    1.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8112    0.2904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8881    1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3361    2.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4176    2.0361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3314    1.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1321    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9899    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7044    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4189    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1334    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8478    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5623    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2768    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9912    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7057    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4202    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1347    2.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4202    1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5076    3.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1055    3.7307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2922    3.4336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    1.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  3 26  1  0  0  0  0
M  END

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
    7.4996    0.4926    3.4396 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5496   -0.1573    2.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3697    0.0364    2.6665 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0058   -1.0018    1.3713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8745   -1.4301    0.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2096   -0.2529   -0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0847   -0.7903   -0.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3732    0.3261   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7727    1.3060   -0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864    0.6394    0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6326   -0.0143   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505   -0.6315    0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4557   -1.3313   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2819   -0.3430   -0.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5139   -1.0120   -1.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3194   -0.0420   -2.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8156    1.1357   -1.3293 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5213    1.8836   -2.3339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8432    1.8935   -2.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7992    2.4267   -2.7548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0140    1.1812   -0.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3217    0.9709   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8199    0.7456   -0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6886    0.0621    0.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5999   -0.3182    1.3487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8227   -0.1765    1.7240 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2479    1.0955    2.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9832    1.1170    4.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0649   -0.2927    3.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5188   -1.9206    1.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7386   -0.4537    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2323   -2.1373   -0.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1576   -1.9917    1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9702    0.2560   -0.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8549    0.5131    0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4787   -1.5339   -1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3634   -1.3492   -0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5953   -0.1503   -2.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0546    0.8553   -2.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714    2.1590   -1.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5227    1.8140   -0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3283    1.3662    0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2796   -0.1172    0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0211   -0.8107   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1033    0.7004   -1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6465    0.1440    1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -1.3107    1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0733   -1.6534    0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622   -2.2123   -0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145    0.5101   -0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    0.0886   -1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0508   -1.6356   -0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1219   -1.7669   -2.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7313    0.3513   -3.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2081   -0.5313   -2.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9759    1.7302   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1389    1.3421   -0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2784    1.5010    0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4585   -0.1261   -0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1346   -1.1486    1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
 23 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  1
 22 57  1  0
 22 58  1  0
 22 59  1  0
 26 60  1  0
M  END


  Mrv1652304292205512D          

 26 26  0  0  1  0            999 V2000
   -0.4756    1.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8112    0.2904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8881    1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3361    2.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4176    2.0361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3314    1.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1321    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9899    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7044    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4189    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1334    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8478    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5623    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2768    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9912    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7057    2.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4202    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1347    2.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4202    1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5076    3.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1055    3.7307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2922    3.4336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7086    1.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  3 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0082761

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)CCCCCCCCCCCCC[C@H]1OC(=O)C(C)=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O5/c1-16(22)14-12-10-8-6-4-3-5-7-9-11-13-15-18-19(20(23)24)17(2)21(25)26-18/h18H,3-15H2,1-2H3,(H,23,24)/t18-/m1/s1

> <INCHI_KEY>
KYSXDEQQOVVLIN-GOSISDBHSA-N

> <FORMULA>
C21H34O5

> <MOLECULAR_WEIGHT>
366.498

> <EXACT_MASS>
366.240624195

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.95203973908396

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-methyl-5-oxo-2-(14-oxopentadecyl)-2,5-dihydrofuran-3-carboxylic acid

> <ALOGPS_LOGP>
5.63

> <JCHEM_LOGP>
5.650525106

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.724074006341471

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.568282797166472

> <JCHEM_PKA_STRONGEST_BASIC>
-6.766465672666273

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
100.97499999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-methyl-5-oxo-2-(14-oxopentadecyl)-2H-furan-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -0.888   1.949   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.514   0.542   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.658   3.283   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.627   4.427   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.780   3.801   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.619   2.269   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.113   4.571   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.447   3.801   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.781   4.571   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.114   3.801   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.448   4.571   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.782   3.801   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.115   4.571   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.449   3.801   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.783   4.571   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.116   3.801   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.450   4.571   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.784   3.801   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.117   4.571   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.451   3.801   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      20.785   4.571   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      19.451   2.261   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.948   5.933   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.197   6.964   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.412   6.409   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.189   3.444   0.000  0.00  0.00           C+0
CONECT    1    2    3    6                                                  
CONECT    2    1                                                            
CONECT    3    1    4   26                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    4   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    3                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol

Synonyms

Value	Source
Isomuronate	Generator

Chemical Formula

C₂₁H₃₄O₅

Average Mass

366.4980 Da

Monoisotopic Mass

366.24062 Da

IUPAC Name

(2R)-4-methyl-5-oxo-2-(14-oxopentadecyl)-2,5-dihydrofuran-3-carboxylic acid

Traditional Name

(2R)-4-methyl-5-oxo-2-(14-oxopentadecyl)-2H-furan-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(=O)CCCCCCCCCCCCC[C@H]1OC(=O)C(C)=C1C(O)=O

InChI Identifier

InChI=1S/C21H34O5/c1-16(22)14-12-10-8-6-4-3-5-7-9-11-13-15-18-19(20(23)24)17(2)21(25)26-18/h18H,3-15H2,1-2H3,(H,23,24)/t18-/m1/s1

InChI Key

KYSXDEQQOVVLIN-GOSISDBHSA-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
Neuropogon trachycarpus	LOTUS Database	35616633
Punctelia microsticta	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Dicarboxylic acid or derivatives
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	5.63	ALOGPS
logP	5.65	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	3.57	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	100.98 m³·mol⁻¹	ChemAxon
Polarizability	43.95 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00049688

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

138756210

PDB ID

Not Available

ChEBI ID

144264

Good Scents ID

Not Available

References

General References

Maier MS, Gonzalez Marimon DI, Stortz CA, Adler MT: A revised structure for (-)-dihydropertusaric acid, a gamma-butyrolactone acid from the lichen punctelia microsticta. J Nat Prod. 1999 Nov;62(11):1565-7. doi: 10.1021/np990110n. [PubMed:10579875 ]

Showing NP-Card for (-)-Isomuronic acid (NP0082761)

MOL for NP0082761 ((-)-Isomuronic acid)

3D MOL for NP0082761 ((-)-Isomuronic acid)

3D SDF for NP0082761 ((-)-Isomuronic acid)

3D-SDF for NP0082761 ((-)-Isomuronic acid)

PDB for NP0082761 ((-)-Isomuronic acid)

3D PDB for NP0082761 ((-)-Isomuronic acid)

SMILES for NP0082761 ((-)-Isomuronic acid)

INCHI for NP0082761 ((-)-Isomuronic acid)

Structure for NP0082761 ((-)-Isomuronic acid)

3D Structure for NP0082761 ((-)-Isomuronic acid)