NP-MRD: Showing NP-Card for Phomopside A (NP0007731)

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Record Information

Version

2.0

Created at

2020-12-09 04:31:54 UTC

Updated at

2021-07-15 16:58:23 UTC

NP-MRD ID

NP0007731

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phomopside A

Provided By

NPAtlas

Description

5,7-Dihydroxy-6-[3-hydroxy-2-(hydroxymethyl)-5-methylphenoxy]-4-methyl-1,3-dihydro-2-benzofuran-1-one belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. Phomopside A is found in Phomopsis. Phomopside A was first documented in 2008 (PMID: 18449854). Based on a literature review very few articles have been published on 5,7-dihydroxy-6-[3-hydroxy-2-(hydroxymethyl)-5-methylphenoxy]-4-methyl-1,3-dihydro-2-benzofuran-1-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119023D          

 40 42  0  0  0  0            999 V2000
    4.2691   -2.7303    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170   -1.4474    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -0.4313    0.8423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    0.7498    0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.8340    1.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3231    1.0238    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9842    2.4709    0.4881 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8420    2.7088    1.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590    0.1062   -0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4578    0.0431   -0.8489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8420    0.0474   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -1.1147   -0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -2.3101   -1.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9910   -1.1633   -0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -2.4034   -1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6422    0.0305   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9381    1.1580   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769    1.2205   -0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389    2.4029   -0.3953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9605    2.2209   -0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253    3.4787   -0.1419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1964    1.6917   -0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0347    0.3105   -0.0129 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3305   -1.1531   -0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669   -2.9207    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -3.6005   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827   -2.5346   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1467   -0.6483    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2195    1.6917    1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7974    3.1135    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6775    2.7950   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762    2.9944    2.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1442   -2.7351   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899   -2.3052   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5074   -2.7610   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3939   -3.2413   -0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154    3.2939   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7908   -0.3525   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9032    0.3639    1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -1.8972   -0.9851 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
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 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
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 24  2  0  0  0  0
 24  2  1  0  0  0  0
 18 11  1  0  0  0  0
 23 16  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  3 28  1  0  0  0  0
  5 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  8 32  1  0  0  0  0
 13 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 19 37  1  0  0  0  0
 23 38  1  0  0  0  0
 23 39  1  0  0  0  0
 24 40  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    4.2691   -2.7303    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170   -1.4474    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -0.4313    0.8423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    0.7498    0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.8340    1.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3231    1.0238    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9842    2.4709    0.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    2.7088    1.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590    0.1062   -0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4578    0.0431   -0.8489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8420    0.0474   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -1.1147   -0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -2.3101   -1.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9910   -1.1633   -0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -2.4034   -1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6422    0.0305   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9381    1.1580   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769    1.2205   -0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389    2.4029   -0.3953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9605    2.2209   -0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253    3.4787   -0.1419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1964    1.6917   -0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0347    0.3105   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3305   -1.1531   -0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669   -2.9207    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -3.6005   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827   -2.5346   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1467   -0.6483    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2195    1.6917    1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7974    3.1135    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6775    2.7950   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762    2.9944    2.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1442   -2.7351   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899   -2.3052   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5074   -2.7610   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3939   -3.2413   -0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154    3.2939   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7908   -0.3525   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9032    0.3639    1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -1.8972   -0.9851 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
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  9 24  2  0
 24  2  1  0
 18 11  1  0
 23 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 19 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
M  END


  Mrv1652306242119023D          

 40 42  0  0  0  0            999 V2000
    4.2691   -2.7303    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170   -1.4474    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -0.4313    0.8423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    0.7498    0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.8340    1.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3231    1.0238    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9842    2.4709    0.4881 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8420    2.7088    1.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590    0.1062   -0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4578    0.0431   -0.8489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8420    0.0474   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -1.1147   -0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -2.3101   -1.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9910   -1.1633   -0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -2.4034   -1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6422    0.0305   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9381    1.1580   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769    1.2205   -0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389    2.4029   -0.3953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9605    2.2209   -0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253    3.4787   -0.1419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1964    1.6917   -0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0347    0.3105   -0.0129 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3305   -1.1531   -0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669   -2.9207    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -3.6005   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827   -2.5346   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1467   -0.6483    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2195    1.6917    1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7974    3.1135    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6775    2.7950   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762    2.9944    2.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1442   -2.7351   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899   -2.3052   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5074   -2.7610   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3939   -3.2413   -0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154    3.2939   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7908   -0.3525   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9032    0.3639    1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -1.8972   -0.9851 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
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 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
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 24  2  0  0  0  0
 24  2  1  0  0  0  0
 18 11  1  0  0  0  0
 23 16  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  3 28  1  0  0  0  0
  5 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  8 32  1  0  0  0  0
 13 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 19 37  1  0  0  0  0
 23 38  1  0  0  0  0
 23 39  1  0  0  0  0
 24 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007731

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(OC2=C(O[H])C(=C3C(C(=O)OC3([H])[H])=C2O[H])C([H])([H])[H])=C([H])C(=C1[H])C([H])([H])[H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O7/c1-7-3-11(19)9(5-18)12(4-7)24-16-14(20)8(2)10-6-23-17(22)13(10)15(16)21/h3-4,18-21H,5-6H2,1-2H3

> <INCHI_KEY>
YMHISAVETPGYTK-UHFFFAOYSA-N

> <FORMULA>
C17H16O7

> <MOLECULAR_WEIGHT>
332.308

> <EXACT_MASS>
332.089602855

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.24354561736364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-6-[3-hydroxy-2-(hydroxymethyl)-5-methylphenoxy]-4-methyl-1,3-dihydro-2-benzofuran-1-one

> <ALOGPS_LOGP>
1.91

> <JCHEM_LOGP>
3.0270343106666666

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.594011068863342

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.243713293500241

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0598256434351088

> <JCHEM_POLAR_SURFACE_AREA>
116.45

> <JCHEM_REFRACTIVITY>
85.71969999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-6-[3-hydroxy-2-(hydroxymethyl)-5-methylphenoxy]-4-methyl-3H-2-benzofuran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    4.2691   -2.7303    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170   -1.4474    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -0.4313    0.8423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    0.7498    0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.8340    1.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3231    1.0238    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9842    2.4709    0.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    2.7088    1.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590    0.1062   -0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4578    0.0431   -0.8489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8420    0.0474   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -1.1147   -0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -2.3101   -1.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9910   -1.1633   -0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -2.4034   -1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6422    0.0305   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9381    1.1580   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769    1.2205   -0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389    2.4029   -0.3953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9605    2.2209   -0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253    3.4787   -0.1419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1964    1.6917   -0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0347    0.3105   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3305   -1.1531   -0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9827   -2.5346   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1467   -0.6483    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2195    1.6917    1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7974    3.1135    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6775    2.7950   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762    2.9944    2.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1442   -2.7351   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899   -2.3052   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5074   -2.7610   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3939   -3.2413   -0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154    3.2939   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7908   -0.3525   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9032    0.3639    1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -1.8972   -0.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  2  0
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 24  2  1  0
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 19 37  1  0
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 23 39  1  0
 24 40  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       4.269  -2.730   0.019  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.517  -1.447   0.121  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.225  -0.431   0.842  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.611   0.750   0.931  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.230   1.834   1.593  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.323   1.024   0.379  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.984   2.471   0.488  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.842   2.709   1.245  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.659   0.106  -0.256  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.458   0.043  -0.849  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.842   0.047  -0.782  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.558  -1.115  -0.903  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.980  -2.310  -1.167  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.991  -1.163  -0.767  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.696  -2.403  -1.021  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.642   0.031  -0.513  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.938   1.158  -0.420  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.577   1.220  -0.535  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.939   2.403  -0.395  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.961   2.221  -0.326  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.625   3.479  -0.142  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.196   1.692  -0.397  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.035   0.311  -0.013  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.330  -1.153  -0.364  0.00  0.00           C+0
HETATM   25  H   UNK     0       4.867  -2.921   0.939  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.624  -3.600  -0.239  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.983  -2.535  -0.841  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.147  -0.648   1.348  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.220   1.692   1.869  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.797   3.114   0.749  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.678   2.795  -0.601  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.276   2.994   2.155  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.144  -2.735  -1.352  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.790  -2.305  -0.934  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.507  -2.761  -2.084  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.394  -3.241  -0.365  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.315   3.294  -0.312  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.791  -0.353  -0.325  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.903   0.364   1.148  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.785  -1.897  -0.985  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3   24                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   29                                                       
CONECT    6    4    7    9                                                  
CONECT    7    6    8   30   31                                             
CONECT    8    7   32                                                       
CONECT    9    6   10   24                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   33                                                       
CONECT   14   12   15   16                                                  
CONECT   15   14   34   35   36                                             
CONECT   16   14   17   23                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19   11                                                  
CONECT   19   18   37                                                       
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   16   38   39                                             
CONECT   24    9    2   40                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    5                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33   13                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   15                                                            
CONECT   37   19                                                            
CONECT   38   23                                                            
CONECT   39   23                                                            
CONECT   40   24                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
    4.2691   -2.7303    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170   -1.4474    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -0.4313    0.8423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    0.7498    0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    1.8340    1.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3231    1.0238    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9842    2.4709    0.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    2.7088    1.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590    0.1062   -0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4578    0.0431   -0.8489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8420    0.0474   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -1.1147   -0.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801   -2.3101   -1.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9910   -1.1633   -0.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -2.4034   -1.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6422    0.0305   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9381    1.1580   -0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769    1.2205   -0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9389    2.4029   -0.3953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9605    2.2209   -0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253    3.4787   -0.1419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1964    1.6917   -0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0347    0.3105   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3305   -1.1531   -0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669   -2.9207    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -3.6005   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827   -2.5346   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1467   -0.6483    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2195    1.6917    1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7974    3.1135    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6775    2.7950   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762    2.9944    2.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1442   -2.7351   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899   -2.3052   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5074   -2.7610   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3939   -3.2413   -0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154    3.2939   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7908   -0.3525   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9032    0.3639    1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -1.8972   -0.9851 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
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  9 24  2  0
 24  2  1  0
 18 11  1  0
 23 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 19 37  1  0
 23 38  1  0
 23 39  1  0
 24 40  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Phomopside b	MeSH
Phomopsin	MeSH
Phomopsin a	MeSH

Chemical Formula

C₁₇H₁₆O₇

Average Mass

332.3080 Da

Monoisotopic Mass

332.08960 Da

IUPAC Name

5,7-dihydroxy-6-[3-hydroxy-2-(hydroxymethyl)-5-methylphenoxy]-4-methyl-1,3-dihydro-2-benzofuran-1-one

Traditional Name

5,7-dihydroxy-6-[3-hydroxy-2-(hydroxymethyl)-5-methylphenoxy]-4-methyl-3H-2-benzofuran-1-one

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C(CO)C(OC2=C(O)C3=C(COC3=O)C(C)=C2O)=C1

InChI Identifier

InChI=1S/C17H16O7/c1-7-3-11(19)9(5-18)12(4-7)24-16-14(20)8(2)10-6-23-17(22)13(10)15(16)21/h3-4,18-21H,5-6H2,1-2H3

InChI Key

YMHISAVETPGYTK-UHFFFAOYSA-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
Phomopsis	NPAtlas	18449854

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Dihydroxybenzoic acid
Diaryl ether
Phthalide
Isobenzofuranone
Isocoumaran
Benzyl alcohol
Phenoxy compound
Phenol ether
M-cresol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Toluene
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic alcohol
Primary alcohol
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	1.91	ALOGPS
logP	3.03	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.24	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.72 m³·mol⁻¹	ChemAxon
Polarizability	33.24 Å³	ChemAxon
Number of Rings	3	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

NPA013796

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27023722

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76764528

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tao Y, Mou C, Zeng X, Xu F, Cai J, She Z, Zhou S, Lin Y: 1H and 13C NMR assignments of two new diaryl ethers phomopsides A and B from the mangrove endophytic fungus (ZZF08). Magn Reson Chem. 2008 Aug;46(8):761-4. doi: 10.1002/mrc.2236. [PubMed:18449854 ]

Showing NP-Card for Phomopside A (NP0007731)

MOL for NP0007731 (Phomopside A)

3D MOL for NP0007731 (Phomopside A)

3D SDF for NP0007731 (Phomopside A)

3D-SDF for NP0007731 (Phomopside A)

PDB for NP0007731 (Phomopside A)

3D PDB for NP0007731 (Phomopside A)

SMILES for NP0007731 (Phomopside A)

INCHI for NP0007731 (Phomopside A)

Structure for NP0007731 (Phomopside A)

3D Structure for NP0007731 (Phomopside A)