NP-MRD: Showing NP-Card for asterric acid (NP0036626)

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Record Information

Version

2.0

Created at

2021-06-20 19:44:58 UTC

Updated at

2021-06-30 00:08:22 UTC

NP-MRD ID

NP0036626

Secondary Accession Numbers

None

Natural Product Identification

Common Name

asterric acid

Provided By

JEOL Database JEOL Logo

Description

2-Hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoic acid belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. asterric acid is found in Aspergillus terreus, Oidiodendron truncatum and Mallotus nudiflorus. asterric acid was first documented in 2012 (Liao, W. -Y., et al.). Based on a literature review very few articles have been published on 2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121443D          

 41 42  0  0  0  0            999 V2000
   -0.8467   -4.5911    2.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8124   -3.1632    2.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4163   -2.6502    2.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470   -3.2823    2.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -1.1744    2.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4032   -0.5252    3.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076    0.8601    3.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    1.4507    3.9486 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    1.6129    2.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565    0.9744    2.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5830    1.8300    1.4925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    1.3981    1.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6442   -0.4228    1.8860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6296   -1.0230    1.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2786   -1.5909   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2467   -1.0702   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1080   -1.6869   -2.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425   -1.1499   -2.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -2.8469   -2.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039   -3.3560   -1.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -4.4998   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961   -2.7158   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348   -3.2850    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4704   -4.4576    0.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8532   -2.3928    0.9401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2128   -4.9739    3.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -4.9013    2.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -5.0007    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.0976    3.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    2.4157    3.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3857    2.6967    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5682    2.2928    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2205    0.8406    0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358    0.8146    2.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -0.1758   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -0.0601   -2.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.3828   -3.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1876   -1.5877   -2.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2836   -3.3625   -3.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846   -4.8649   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5719   -2.9150    1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  2  0  0  0  0
 14 13  1  0  0  0  0
 19 20  1  0  0  0  0
 13 10  2  0  0  0  0
 17 18  1  0  0  0  0
 10  9  1  0  0  0  0
 22 15  1  0  0  0  0
  9  7  2  0  0  0  0
 15 14  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5 13  1  0  0  0  0
 22 23  1  0  0  0  0
 10 11  1  0  0  0  0
 15 16  2  0  0  0  0
 11 12  1  0  0  0  0
 20 21  1  0  0  0  0
  7  8  1  0  0  0  0
 20 22  2  0  0  0  0
  5  3  1  0  0  0  0
 23 25  1  0  0  0  0
  3  2  1  0  0  0  0
 16 17  1  0  0  0  0
  3  4  2  0  0  0  0
 23 24  2  0  0  0  0
  2  1  1  0  0  0  0
 19 39  1  0  0  0  0
 16 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 21 40  1  0  0  0  0
 25 41  1  0  0  0  0
  9 31  1  0  0  0  0
  6 29  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
  8 30  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
   -0.8467   -4.5911    2.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8124   -3.1632    2.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4163   -2.6502    2.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470   -3.2823    2.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -1.1744    2.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4032   -0.5252    3.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076    0.8601    3.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    1.4507    3.9486 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    1.6129    2.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565    0.9744    2.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5830    1.8300    1.4925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    1.3981    1.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6442   -0.4228    1.8860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6296   -1.0230    1.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2786   -1.5909   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2467   -1.0702   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1080   -1.6869   -2.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425   -1.1499   -2.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -2.8469   -2.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039   -3.3560   -1.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -4.4998   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961   -2.7158   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348   -3.2850    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4704   -4.4576    0.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8532   -2.3928    0.9401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2128   -4.9739    3.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -4.9013    2.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -5.0007    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.0976    3.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    2.4157    3.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3857    2.6967    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5682    2.2928    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2205    0.8406    0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358    0.8146    2.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -0.1758   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -0.0601   -2.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.3828   -3.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1876   -1.5877   -2.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2836   -3.3625   -3.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846   -4.8649   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5719   -2.9150    1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  2  0
 14 13  1  0
 19 20  1  0
 13 10  2  0
 17 18  1  0
 10  9  1  0
 22 15  1  0
  9  7  2  0
 15 14  1  0
  7  6  1  0
  6  5  2  0
  5 13  1  0
 22 23  1  0
 10 11  1  0
 15 16  2  0
 11 12  1  0
 20 21  1  0
  7  8  1  0
 20 22  2  0
  5  3  1  0
 23 25  1  0
  3  2  1  0
 16 17  1  0
  3  4  2  0
 23 24  2  0
  2  1  1  0
 19 39  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 21 40  1  0
 25 41  1  0
  9 31  1  0
  6 29  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
  8 30  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652306202121443D          

 41 42  0  0  0  0            999 V2000
   -0.8467   -4.5911    2.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8124   -3.1632    2.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4163   -2.6502    2.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470   -3.2823    2.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -1.1744    2.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4032   -0.5252    3.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076    0.8601    3.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    1.4507    3.9486 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    1.6129    2.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565    0.9744    2.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5830    1.8300    1.4925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    1.3981    1.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6442   -0.4228    1.8860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6296   -1.0230    1.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2786   -1.5909   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2467   -1.0702   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1080   -1.6869   -2.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425   -1.1499   -2.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -2.8469   -2.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039   -3.3560   -1.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -4.4998   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961   -2.7158   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348   -3.2850    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4704   -4.4576    0.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8532   -2.3928    0.9401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2128   -4.9739    3.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -4.9013    2.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -5.0007    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.0976    3.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    2.4157    3.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3857    2.6967    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5682    2.2928    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2205    0.8406    0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358    0.8146    2.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -0.1758   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -0.0601   -2.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.3828   -3.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1876   -1.5877   -2.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2836   -3.3625   -3.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846   -4.8649   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5719   -2.9150    1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  2  0  0  0  0
 14 13  1  0  0  0  0
 19 20  1  0  0  0  0
 13 10  2  0  0  0  0
 17 18  1  0  0  0  0
 10  9  1  0  0  0  0
 22 15  1  0  0  0  0
  9  7  2  0  0  0  0
 15 14  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5 13  1  0  0  0  0
 22 23  1  0  0  0  0
 10 11  1  0  0  0  0
 15 16  2  0  0  0  0
 11 12  1  0  0  0  0
 20 21  1  0  0  0  0
  7  8  1  0  0  0  0
 20 22  2  0  0  0  0
  5  3  1  0  0  0  0
 23 25  1  0  0  0  0
  3  2  1  0  0  0  0
 16 17  1  0  0  0  0
  3  4  2  0  0  0  0
 23 24  2  0  0  0  0
  2  1  1  0  0  0  0
 19 39  1  0  0  0  0
 16 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 21 40  1  0  0  0  0
 25 41  1  0  0  0  0
  9 31  1  0  0  0  0
  6 29  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
  8 30  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036626

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(O[H])C([H])=C(C([H])=C1OC1=C(OC([H])([H])[H])C([H])=C(O[H])C([H])=C1C(=O)OC([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O8/c1-8-4-11(19)14(16(20)21)12(5-8)25-15-10(17(22)24-3)6-9(18)7-13(15)23-2/h4-7,18-19H,1-3H3,(H,20,21)

> <INCHI_KEY>
XOKVHFNTYHPEHN-UHFFFAOYSA-N

> <FORMULA>
C17H16O8

> <MOLECULAR_WEIGHT>
348.307

> <EXACT_MASS>
348.084517475

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
33.202055683877376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoic acid

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
3.5332123513333333

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.415019182846489

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5213882669706686

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7785719530662853

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000002

> <JCHEM_REFRACTIVITY>
87.0465

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
   -0.8467   -4.5911    2.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8124   -3.1632    2.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4163   -2.6502    2.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470   -3.2823    2.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -1.1744    2.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4032   -0.5252    3.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076    0.8601    3.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    1.4507    3.9486 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    1.6129    2.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565    0.9744    2.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5830    1.8300    1.4925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    1.3981    1.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6442   -0.4228    1.8860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6296   -1.0230    1.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2786   -1.5909   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2467   -1.0702   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1080   -1.6869   -2.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425   -1.1499   -2.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -2.8469   -2.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039   -3.3560   -1.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -4.4998   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961   -2.7158   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348   -3.2850    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4704   -4.4576    0.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8532   -2.3928    0.9401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2128   -4.9739    3.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -4.9013    2.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -5.0007    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.0976    3.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    2.4157    3.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3857    2.6967    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5682    2.2928    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2205    0.8406    0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358    0.8146    2.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -0.1758   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -0.0601   -2.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.3828   -3.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1876   -1.5877   -2.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2836   -3.3625   -3.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846   -4.8649   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5719   -2.9150    1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  2  0
 14 13  1  0
 19 20  1  0
 13 10  2  0
 17 18  1  0
 10  9  1  0
 22 15  1  0
  9  7  2  0
 15 14  1  0
  7  6  1  0
  6  5  2  0
  5 13  1  0
 22 23  1  0
 10 11  1  0
 15 16  2  0
 11 12  1  0
 20 21  1  0
  7  8  1  0
 20 22  2  0
  5  3  1  0
 23 25  1  0
  3  2  1  0
 16 17  1  0
  3  4  2  0
 23 24  2  0
  2  1  1  0
 19 39  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 21 40  1  0
 25 41  1  0
  9 31  1  0
  6 29  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
  8 30  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.847  -4.591   2.757  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.812  -3.163   2.730  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.416  -2.650   2.478  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.447  -3.282   2.315  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.366  -1.174   2.513  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.403  -0.525   3.193  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.408   0.860   3.279  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.437   1.451   3.949  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.389   1.613   2.707  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.657   0.974   2.030  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.583   1.830   1.492  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.939   1.398   1.583  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.644  -0.423   1.886  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.630  -1.023   1.139  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.279  -1.591  -0.070  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.247  -1.070  -0.869  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.108  -1.687  -2.076  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.242  -1.150  -2.899  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.564  -2.847  -2.471  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.604  -3.356  -1.695  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.195  -4.500  -2.169  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.996  -2.716  -0.509  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.135  -3.285   0.241  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.470  -4.458   0.173  0.00  0.00           O+0
HETATM   25  O   UNK     0      -3.853  -2.393   0.940  0.00  0.00           O+0
HETATM   26  H   UNK     0      -0.213  -4.974   3.562  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.877  -4.901   2.949  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.537  -5.001   1.790  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.204  -1.098   3.656  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.324   2.416   3.920  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.386   2.697   2.779  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.568   2.293   1.624  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.220   0.841   0.685  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.136   0.815   2.490  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.291  -0.176  -0.563  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.305  -0.060  -2.812  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.101  -1.383  -3.959  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.188  -1.588  -2.563  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.284  -3.362  -3.387  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.785  -4.865  -1.474  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.572  -2.915   1.352  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6   13    3                                                  
CONECT    6    7    5   29                                                  
CONECT    7    9    6    8                                                  
CONECT    8    7   30                                                       
CONECT    9   10    7   31                                                  
CONECT   10   13    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   32   33   34                                             
CONECT   13   14   10    5                                                  
CONECT   14   13   15                                                       
CONECT   15   22   14   16                                                  
CONECT   16   15   17   35                                                  
CONECT   17   19   18   16                                                  
CONECT   18   17   36   37   38                                             
CONECT   19   17   20   39                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   40                                                       
CONECT   22   15   23   20                                                  
CONECT   23   22   25   24                                                  
CONECT   24   23                                                            
CONECT   25   23   41                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    6                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   12                                                            
CONECT   35   16                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   21                                                            
CONECT   41   25                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   84    0
END

RDKit          3D

41 42  0  0  0  0  0  0  0  0999 V2000
   -0.8467   -4.5911    2.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8124   -3.1632    2.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4163   -2.6502    2.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470   -3.2823    2.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -1.1744    2.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4032   -0.5252    3.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076    0.8601    3.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    1.4507    3.9486 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    1.6129    2.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565    0.9744    2.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5830    1.8300    1.4925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392    1.3981    1.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6442   -0.4228    1.8860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6296   -1.0230    1.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2786   -1.5909   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2467   -1.0702   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1080   -1.6869   -2.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425   -1.1499   -2.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -2.8469   -2.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039   -3.3560   -1.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -4.4998   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961   -2.7158   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348   -3.2850    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4704   -4.4576    0.1729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8532   -2.3928    0.9401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2128   -4.9739    3.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -4.9013    2.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -5.0007    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.0976    3.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    2.4157    3.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3857    2.6967    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5682    2.2928    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2205    0.8406    0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1358    0.8146    2.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -0.1758   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -0.0601   -2.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.3828   -3.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1876   -1.5877   -2.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2836   -3.3625   -3.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846   -4.8649   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5719   -2.9150    1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  2  0
 14 13  1  0
 19 20  1  0
 13 10  2  0
 17 18  1  0
 10  9  1  0
 22 15  1  0
  9  7  2  0
 15 14  1  0
  7  6  1  0
  6  5  2  0
  5 13  1  0
 22 23  1  0
 10 11  1  0
 15 16  2  0
 11 12  1  0
 20 21  1  0
  7  8  1  0
 20 22  2  0
  5  3  1  0
 23 25  1  0
  3  2  1  0
 16 17  1  0
  3  4  2  0
 23 24  2  0
  2  1  1  0
 19 39  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 21 40  1  0
 25 41  1  0
  9 31  1  0
  6 29  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
  8 30  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END

View in JSmol

Synonyms

Value	Source
2-Hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoate	Generator

Chemical Formula

C₁₇H₁₆O₈

Average Mass

348.3070 Da

Monoisotopic Mass

348.08452 Da

IUPAC Name

2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoic acid

Traditional Name

2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C(O[H])C([H])=C(C([H])=C1OC1=C(OC([H])([H])[H])C([H])=C(O[H])C([H])=C1C(=O)OC([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C17H16O8/c1-8-4-11(19)14(16(20)21)12(5-8)25-15-10(17(22)24-3)6-9(18)7-13(15)23-2/h4-7,18-19H,1-3H3,(H,20,21)

InChI Key

XOKVHFNTYHPEHN-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus terreus	JEOL database	Liao, W. -Y., et al, J. Nat. Prod. 75, 630 (2012)
Oidiodendron truncatum	LOTUS Database	35616633
Trewia nudiflora	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Aspergillus sp.	KNApSAcK Database	22123792
Pestalotiopsis sp. RE-1214	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
M-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Hydroxybenzoic acid
Methoxyphenol
Benzoate ester
Salicylic acid or derivatives
Salicylic acid
Benzoic acid
Benzoic acid or derivatives
Benzoyl
Phenol ether
Phenoxy compound
M-cresol
Methoxybenzene
Anisole
Toluene
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Dicarboxylic acid or derivatives
Vinylogous acid
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.87	ALOGPS
logP	3.53	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.52	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.05 m³·mol⁻¹	ChemAxon
Polarizability	33.2 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016150

Chemspider ID

2338324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liao, W. -Y., et al. (2012). Liao, W. -Y., et al, J. Nat. Prod. 75, 630 (2012). J. Nat. Prod..

Showing NP-Card for asterric acid (NP0036626)

MOL for NP0036626 (asterric acid)

3D MOL for NP0036626 (asterric acid)

3D SDF for NP0036626 (asterric acid)

3D-SDF for NP0036626 (asterric acid)

PDB for NP0036626 (asterric acid)

3D PDB for NP0036626 (asterric acid)

SMILES for NP0036626 (asterric acid)

INCHI for NP0036626 (asterric acid)

Structure for NP0036626 (asterric acid)

3D Structure for NP0036626 (asterric acid)