NP-MRD: Showing NP-Card for Euparvic acid (NP0008097)

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Record Information

Version

2.0

Created at

2020-12-09 05:43:50 UTC

Updated at

2021-07-15 16:59:25 UTC

NP-MRD ID

NP0008097

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Euparvic acid

Provided By

NPAtlas

Description

Euparvic acid, also known as euparvate, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. Euparvic acid is found in Penicillium parvum. Euparvic acid was first documented in 2008 (PMID: 18991460). Based on a literature review very few articles have been published on euparvic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106073D          

 36 37  0  0  0  0            999 V2000
   -3.5453   -1.2991   -1.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6043   -0.4173   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2410   -0.4645   -0.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8578   -1.3507   -1.8926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    0.3687   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028    0.3077   -0.5684 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8356   -0.8230    0.0772 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2830   -0.7257   -0.3640 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0556   -1.8507    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8920    0.5777   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3475    1.2418   -1.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0194    1.1674    1.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7761    1.2450    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815    2.0570    1.3766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1530    1.2836    1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0212    0.4634    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891    0.7201    0.8561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2096    1.7260    1.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.0858    1.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    2.9401    2.7176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5361   -1.3352   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859   -2.3465   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225   -0.9422   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978   -1.4381   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    0.1622   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6604    1.2330   -0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -0.7293    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4467   -1.7976   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2543   -0.9173   -1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071   -2.8236   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8617   -1.8016    1.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1510   -1.7327    0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8558    2.1698    1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0648    2.0884    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8711   -0.1625    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9996    1.1197   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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  2  0  0  0  0
 16  2  1  0  0  0  0
 19 15  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  4 24  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  8 29  1  6  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 12 33  1  0  0  0  0
 14 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
M  END

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.5453   -1.2991   -1.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6043   -0.4173   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2410   -0.4645   -0.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8578   -1.3507   -1.8926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    0.3687   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028    0.3077   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8356   -0.8230    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2830   -0.7257   -0.3640 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0556   -1.8507    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8920    0.5777   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3475    1.2418   -1.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0194    1.1674    1.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7761    1.2450    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815    2.0570    1.3766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1530    1.2836    1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0212    0.4634    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891    0.7201    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2096    1.7260    1.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.0858    1.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    2.9401    2.7176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5361   -1.3352   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859   -2.3465   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225   -0.9422   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978   -1.4381   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    0.1622   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6604    1.2330   -0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -0.7293    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4467   -1.7976   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2543   -0.9173   -1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071   -2.8236   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8617   -1.8016    1.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1510   -1.7327    0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8558    2.1698    1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0648    2.0884    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8711   -0.1625    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9996    1.1197   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 16  2  1  0
 19 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  6
  9 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
M  END


  Mrv1652306242106073D          

 36 37  0  0  0  0            999 V2000
   -3.5453   -1.2991   -1.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6043   -0.4173   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2410   -0.4645   -0.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8578   -1.3507   -1.8926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    0.3687   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028    0.3077   -0.5684 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8356   -0.8230    0.0772 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2830   -0.7257   -0.3640 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0556   -1.8507    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8920    0.5777   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3475    1.2418   -1.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0194    1.1674    1.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7761    1.2450    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815    2.0570    1.3766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1530    1.2836    1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0212    0.4634    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891    0.7201    0.8561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2096    1.7260    1.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.0858    1.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    2.9401    2.7176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5361   -1.3352   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859   -2.3465   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225   -0.9422   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978   -1.4381   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    0.1622   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6604    1.2330   -0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -0.7293    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4467   -1.7976   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2543   -0.9173   -1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071   -2.8236   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8617   -1.8016    1.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1510   -1.7327    0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8558    2.1698    1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0648    2.0884    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8711   -0.1625    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9996    1.1197   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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  2  0  0  0  0
 16  2  1  0  0  0  0
 19 15  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  4 24  1  0  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  8 29  1  6  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 12 33  1  0  0  0  0
 14 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008097

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])C1=C(O[H])C2=C(C(=C1O[H])C([H])([H])[H])C([H])([H])OC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O6/c1-6(13(17)18)3-4-8-11(15)7(2)9-5-20-14(19)10(9)12(8)16/h6,15-16H,3-5H2,1-2H3,(H,17,18)/t6-/m0/s1

> <INCHI_KEY>
LSZUJXDQMUMSLJ-LURJTMIESA-N

> <FORMULA>
C14H16O6

> <MOLECULAR_WEIGHT>
280.276

> <EXACT_MASS>
280.094688235

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.92823976968518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-4-(4,6-dihydroxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-2-methylbutanoic acid

> <ALOGPS_LOGP>
1.79

> <JCHEM_LOGP>
3.1541127249999996

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.637348658070422

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5684098698517714

> <JCHEM_PKA_STRONGEST_BASIC>
-4.010047512612911

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
70.725

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
euparvic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
   -3.5453   -1.2991   -1.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6043   -0.4173   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2410   -0.4645   -0.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8578   -1.3507   -1.8926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    0.3687   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028    0.3077   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8356   -0.8230    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2830   -0.7257   -0.3640 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0556   -1.8507    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8920    0.5777   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3475    1.2418   -1.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0194    1.1674    1.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7761    1.2450    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815    2.0570    1.3766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1530    1.2836    1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0212    0.4634    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891    0.7201    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2096    1.7260    1.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.0858    1.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    2.9401    2.7176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5361   -1.3352   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859   -2.3465   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225   -0.9422   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978   -1.4381   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    0.1622   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6604    1.2330   -0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -0.7293    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4467   -1.7976   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2543   -0.9173   -1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071   -2.8236   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8617   -1.8016    1.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1510   -1.7327    0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8558    2.1698    1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0648    2.0884    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8711   -0.1625    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9996    1.1197   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 16  2  1  0
 19 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  6
  9 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  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  C   UNK     0      -3.545  -1.299  -1.352  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.604  -0.417  -0.627  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.241  -0.465  -0.926  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.858  -1.351  -1.893  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.335   0.369  -0.254  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.103   0.308  -0.568  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.836  -0.823   0.077  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.283  -0.726  -0.364  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.056  -1.851   0.283  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.892   0.578  -0.101  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.348   1.242  -1.078  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.019   1.167   1.141  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.776   1.245   0.713  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.082   2.057   1.377  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.153   1.284   1.007  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.021   0.463   0.340  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.389   0.720   0.856  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.210   1.726   1.836  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.874   2.086   1.952  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.349   2.940   2.718  0.00  0.00           O+0
HETATM   21  H   UNK     0      -4.536  -1.335  -0.855  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.186  -2.346  -1.446  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.723  -0.942  -2.389  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.098  -1.438  -2.164  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.168   0.162  -1.696  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.660   1.233  -0.393  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.786  -0.729   1.190  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.447  -1.798  -0.255  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.254  -0.917  -1.475  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.707  -2.824  -0.105  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.862  -1.802   1.396  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.151  -1.733   0.088  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.856   2.170   1.225  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.065   2.088   1.245  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.871  -0.163   1.289  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.000   1.120  -0.005  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3   16                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3   24                                                       
CONECT    5    3    6   13                                                  
CONECT    6    5    7   25   26                                             
CONECT    7    6    8   27   28                                             
CONECT    8    7    9   10   29                                             
CONECT    9    8   30   31   32                                             
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   33                                                       
CONECT   13    5   14   15                                                  
CONECT   14   13   34                                                       
CONECT   15   13   16   19                                                  
CONECT   16   15   17    2                                                  
CONECT   17   16   18   35   36                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   15                                                  
CONECT   20   19                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    4                                                            
CONECT   25    6                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30    9                                                            
CONECT   31    9                                                            
CONECT   32    9                                                            
CONECT   33   12                                                            
CONECT   34   14                                                            
CONECT   35   17                                                            
CONECT   36   17                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   74    0
END

RDKit          3D

36 37  0  0  0  0  0  0  0  0999 V2000
   -3.5453   -1.2991   -1.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6043   -0.4173   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2410   -0.4645   -0.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8578   -1.3507   -1.8926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    0.3687   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028    0.3077   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8356   -0.8230    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2830   -0.7257   -0.3640 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0556   -1.8507    0.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8920    0.5777   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3475    1.2418   -1.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0194    1.1674    1.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7761    1.2450    0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0815    2.0570    1.3766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1530    1.2836    1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0212    0.4634    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891    0.7201    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2096    1.7260    1.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    2.0858    1.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    2.9401    2.7176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5361   -1.3352   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859   -2.3465   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225   -0.9422   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978   -1.4381   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    0.1622   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6604    1.2330   -0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -0.7293    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4467   -1.7976   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2543   -0.9173   -1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071   -2.8236   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8617   -1.8016    1.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1510   -1.7327    0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8558    2.1698    1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0648    2.0884    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8711   -0.1625    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9996    1.1197   -0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 16  2  1  0
 19 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  6
  9 30  1  0
  9 31  1  0
  9 32  1  0
 12 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Euparvate	Generator
(2S)-4-(4,6-Dihydroxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-2-methylbutanoate	Generator

Chemical Formula

C₁₄H₁₆O₆

Average Mass

280.2760 Da

Monoisotopic Mass

280.09469 Da

IUPAC Name

(2S)-4-(4,6-dihydroxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-2-methylbutanoic acid

Traditional Name

euparvic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](CCC1=C(O)C2=C(COC2=O)C(C)=C1O)C(O)=O

InChI Identifier

InChI=1S/C14H16O6/c1-6(13(17)18)3-4-8-11(15)7(2)9-5-20-14(19)10(9)12(8)16/h6,15-16H,3-5H2,1-2H3,(H,17,18)/t6-/m0/s1

InChI Key

LSZUJXDQMUMSLJ-LURJTMIESA-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
Penicillium parvum	NPAtlas	18991460

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hydroxybenzoic acid derivatives

Alternative Parents

Substituents

Dihydroxybenzoic acid
Isobenzofuranone
Phthalide
Isocoumaran
Phenol
Vinylogous acid
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.79	ALOGPS
logP	3.15	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.57	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.72 m³·mol⁻¹	ChemAxon
Polarizability	27.93 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA016106

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00039179

Chemspider ID

24629961

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45481542

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Habib E, Leon F, Bauer JD, Hill RA, Carvalho P, Cutler HG, Cutler SJ: Mycophenolic derivatives from Eupenicillium parvum. J Nat Prod. 2008 Nov;71(11):1915-8. doi: 10.1021/np8003497. Epub 2008 Nov 7. [PubMed:18991460 ]

Showing NP-Card for Euparvic acid (NP0008097)

MOL for NP0008097 (Euparvic acid)

3D MOL for NP0008097 (Euparvic acid)

3D SDF for NP0008097 (Euparvic acid)

3D-SDF for NP0008097 (Euparvic acid)

PDB for NP0008097 (Euparvic acid)

3D PDB for NP0008097 (Euparvic acid)

SMILES for NP0008097 (Euparvic acid)

INCHI for NP0008097 (Euparvic acid)

Structure for NP0008097 (Euparvic acid)

3D Structure for NP0008097 (Euparvic acid)