NP-MRD: Showing NP-Card for methyl chloroasterrate (NP0003970)

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Record Information

Version

1.0

Created at

2020-12-09 01:30:06 UTC

Updated at

2021-07-15 16:47:53 UTC

NP-MRD ID

NP0003970

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl chloroasterrate

Provided By

NPAtlas

Description

methyl chloroasterrate is found in Aspergillus sp. and Mallotus nudiflorus. It was first documented in 2002 (PMID: 11809055). Based on a literature review very few articles have been published on methyl 3-chloro-2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117513D          

 44 45  0  0  0  0            999 V2000
   -2.4354    3.4437   -2.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6745    2.3708   -1.8995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198    1.4465   -1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5548    1.5387   -2.0039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    0.3834   -0.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797    0.3376   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7729   -0.6533    0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0908   -0.6636    1.1953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8782   -1.6000    1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839   -1.5420    0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6946   -2.5147    1.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0626   -3.5443    1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496   -0.5778   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -0.5621   -0.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021    0.0639   -0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0933    0.7950    1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    1.4344    1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568    2.2367    2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230    1.3462    0.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8118    2.1709    1.7187 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5708    0.6041   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8426    0.5769   -0.6966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4687   -0.0246   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -0.7932   -1.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -0.9033   -2.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -1.4573   -2.5429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7338   -2.1999   -3.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    3.9297   -2.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279    4.2080   -2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4440    3.1247   -3.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0878    1.1056   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3861   -1.3948    1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136   -2.3648    1.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2199   -3.1832    2.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -4.2610    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9538   -4.1107    1.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660    0.9325    1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8704    2.9581    2.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998    1.4974    3.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743    2.7873    2.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    0.1782   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -2.0950   -4.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -3.2630   -3.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285   -1.7616   -4.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13  5  1  0  0  0  0
 23 15  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  6 31  1  0  0  0  0
  8 32  1  0  0  0  0
  9 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 16 37  1  0  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 18 40  1  0  0  0  0
 22 41  1  0  0  0  0
 27 42  1  0  0  0  0
 27 43  1  0  0  0  0
 27 44  1  0  0  0  0
M  END

     RDKit          3D

 44 45  0  0  0  0  0  0  0  0999 V2000
   -2.4354    3.4437   -2.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6745    2.3708   -1.8995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198    1.4465   -1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5548    1.5387   -2.0039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    0.3834   -0.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797    0.3376   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7729   -0.6533    0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0908   -0.6636    1.1953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8782   -1.6000    1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839   -1.5420    0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6946   -2.5147    1.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0626   -3.5443    1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496   -0.5778   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -0.5621   -0.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021    0.0639   -0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0933    0.7950    1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    1.4344    1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568    2.2367    2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230    1.3462    0.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8118    2.1709    1.7187 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5708    0.6041   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8426    0.5769   -0.6966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4687   -0.0246   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -0.7932   -1.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -0.9033   -2.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -1.4573   -2.5429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7338   -2.1999   -3.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    3.9297   -2.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279    4.2080   -2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4440    3.1247   -3.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0878    1.1056   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3861   -1.3948    1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136   -2.3648    1.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2199   -3.1832    2.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -4.2610    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9538   -4.1107    1.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660    0.9325    1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8704    2.9581    2.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998    1.4974    3.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743    2.7873    2.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    0.1782   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -2.0950   -4.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -3.2630   -3.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285   -1.7616   -4.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 13  5  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 12 35  1  0
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 16 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 22 41  1  0
 27 42  1  0
 27 43  1  0
 27 44  1  0
M  END


  Mrv1652306242117513D          

 44 45  0  0  0  0            999 V2000
   -2.4354    3.4437   -2.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6745    2.3708   -1.8995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198    1.4465   -1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5548    1.5387   -2.0039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    0.3834   -0.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797    0.3376   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7729   -0.6533    0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0908   -0.6636    1.1953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8782   -1.6000    1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839   -1.5420    0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6946   -2.5147    1.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0626   -3.5443    1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496   -0.5778   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -0.5621   -0.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021    0.0639   -0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0933    0.7950    1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    1.4344    1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568    2.2367    2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230    1.3462    0.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8118    2.1709    1.7187 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5708    0.6041   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8426    0.5769   -0.6966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4687   -0.0246   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -0.7932   -1.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -0.9033   -2.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -1.4573   -2.5429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7338   -2.1999   -3.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    3.9297   -2.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279    4.2080   -2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4440    3.1247   -3.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0878    1.1056   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3861   -1.3948    1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136   -2.3648    1.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2199   -3.1832    2.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -4.2610    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9538   -4.1107    1.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660    0.9325    1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8704    2.9581    2.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998    1.4974    3.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743    2.7873    2.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    0.1782   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -2.0950   -4.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -3.2630   -3.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285   -1.7616   -4.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
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 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13  5  1  0  0  0  0
 23 15  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  6 31  1  0  0  0  0
  8 32  1  0  0  0  0
  9 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 16 37  1  0  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 18 40  1  0  0  0  0
 22 41  1  0  0  0  0
 27 42  1  0  0  0  0
 27 43  1  0  0  0  0
 27 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003970

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC([H])([H])[H])=C(OC2=C([H])C(=C(Cl)C(O[H])=C2C(=O)OC([H])([H])[H])C([H])([H])[H])C(=C1[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H17ClO8/c1-8-5-11(13(18(23)26-4)15(21)14(8)19)27-16-10(17(22)25-3)6-9(20)7-12(16)24-2/h5-7,20-21H,1-4H3

> <INCHI_KEY>
XSBBWBWHNNKSSM-UHFFFAOYSA-N

> <FORMULA>
C18H17ClO8

> <MOLECULAR_WEIGHT>
396.78

> <EXACT_MASS>
396.0611952

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
38.52043429576416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-chloro-2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoate

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
4.483151083666666

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.421798153625785

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.013074087298968

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7777284411178225

> <JCHEM_POLAR_SURFACE_AREA>
111.52000000000002

> <JCHEM_REFRACTIVITY>
96.62039999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-chloro-2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 45  0  0  0  0  0  0  0  0999 V2000
   -2.4354    3.4437   -2.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6745    2.3708   -1.8995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198    1.4465   -1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5548    1.5387   -2.0039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    0.3834   -0.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797    0.3376   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7729   -0.6533    0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0908   -0.6636    1.1953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8782   -1.6000    1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839   -1.5420    0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6946   -2.5147    1.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0626   -3.5443    1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496   -0.5778   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -0.5621   -0.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021    0.0639   -0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0933    0.7950    1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    1.4344    1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568    2.2367    2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230    1.3462    0.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8118    2.1709    1.7187 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5708    0.6041   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8426    0.5769   -0.6966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4687   -0.0246   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -0.7932   -1.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -0.9033   -2.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -1.4573   -2.5429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7338   -2.1999   -3.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    3.9297   -2.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279    4.2080   -2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4440    3.1247   -3.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0878    1.1056   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3861   -1.3948    1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136   -2.3648    1.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2199   -3.1832    2.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -4.2610    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9538   -4.1107    1.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660    0.9325    1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8704    2.9581    2.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998    1.4974    3.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743    2.7873    2.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    0.1782   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -2.0950   -4.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -3.2630   -3.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285   -1.7616   -4.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 13  5  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 22 41  1  0
 27 42  1  0
 27 43  1  0
 27 44  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      -2.435   3.444  -2.783  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.675   2.371  -1.900  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.720   1.446  -1.536  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.555   1.539  -2.004  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.088   0.383  -0.616  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.380   0.338  -0.139  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.773  -0.653   0.736  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.091  -0.664   1.195  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.878  -1.600   1.137  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.584  -1.542   0.650  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.695  -2.515   1.072  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.063  -3.544   1.968  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.150  -0.578  -0.219  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.130  -0.562  -0.669  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.202   0.064  -0.122  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.093   0.795   1.021  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.203   1.434   1.574  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.057   2.237   2.838  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.423   1.346   0.989  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       4.812   2.171   1.719  0.00  0.00          Cl+0
HETATM   21  C   UNK     0       3.571   0.604  -0.185  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.843   0.577  -0.697  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.469  -0.025  -0.725  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.623  -0.793  -1.941  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.711  -0.903  -2.510  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.545  -1.457  -2.543  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.734  -2.200  -3.733  0.00  0.00           C+0
HETATM   28  H   UNK     0      -1.465   3.930  -2.551  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.228   4.208  -2.648  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.444   3.125  -3.830  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.088   1.106  -0.470  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.386  -1.395   1.843  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.214  -2.365   1.823  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.220  -3.183   2.991  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.217  -4.261   1.998  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.954  -4.111   1.593  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.166   0.933   1.571  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.870   2.958   2.934  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.000   1.497   3.667  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.074   2.787   2.780  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.262   0.178  -1.453  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.899  -2.095  -4.447  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.985  -3.263  -3.541  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.628  -1.762  -4.232  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   13                                                  
CONECT    6    5    7   31                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7   32                                                       
CONECT    9    7   10   33                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11   34   35   36                                             
CONECT   13   10   14    5                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   37                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   38   39   40                                             
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21   41                                                       
CONECT   23   21   24   15                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   42   43   44                                             
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    6                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
CONECT   34   12                                                            
CONECT   35   12                                                            
CONECT   36   12                                                            
CONECT   37   16                                                            
CONECT   38   18                                                            
CONECT   39   18                                                            
CONECT   40   18                                                            
CONECT   41   22                                                            
CONECT   42   27                                                            
CONECT   43   27                                                            
CONECT   44   27                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   90    0
END

RDKit          3D

44 45  0  0  0  0  0  0  0  0999 V2000
   -2.4354    3.4437   -2.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6745    2.3708   -1.8995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198    1.4465   -1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5548    1.5387   -2.0039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    0.3834   -0.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3797    0.3376   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7729   -0.6533    0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0908   -0.6636    1.1953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8782   -1.6000    1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839   -1.5420    0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6946   -2.5147    1.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0626   -3.5443    1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496   -0.5778   -0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -0.5621   -0.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021    0.0639   -0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0933    0.7950    1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    1.4344    1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568    2.2367    2.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230    1.3462    0.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8118    2.1709    1.7187 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5708    0.6041   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8426    0.5769   -0.6966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4687   -0.0246   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -0.7932   -1.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113   -0.9033   -2.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -1.4573   -2.5429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7338   -2.1999   -3.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4647    3.9297   -2.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279    4.2080   -2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4440    3.1247   -3.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0878    1.1056   -0.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3861   -1.3948    1.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136   -2.3648    1.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2199   -3.1832    2.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -4.2610    1.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9538   -4.1107    1.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660    0.9325    1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8704    2.9581    2.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998    1.4974    3.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743    2.7873    2.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    0.1782   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -2.0950   -4.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -3.2630   -3.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285   -1.7616   -4.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 13  5  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 22 41  1  0
 27 42  1  0
 27 43  1  0
 27 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 3-chloro-2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoic acid	Generator
Methyl chloroasterric acid	Generator

Chemical Formula

C₁₈H₁₇ClO₈

Average Mass

396.7800 Da

Monoisotopic Mass

396.06120 Da

IUPAC Name

methyl 3-chloro-2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoate

Traditional Name

methyl 3-chloro-2-hydroxy-6-[4-hydroxy-2-methoxy-6-(methoxycarbonyl)phenoxy]-4-methylbenzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC(O)=CC(OC)=C1OC1=C(C(=O)OC)C(O)=C(Cl)C(C)=C1

InChI Identifier

InChI=1S/C18H17ClO8/c1-8-5-11(13(18(23)26-4)15(21)14(8)19)27-16-10(17(22)25-3)6-9(20)7-12(16)24-2/h5-7,20-21H,1-4H3

InChI Key

XSBBWBWHNNKSSM-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
Aspergillus sp.	NPAtlas	11809055
Trewia nudiflora	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound 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
M-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Diaryl ether
M-methoxybenzoic acid or derivatives
Methoxyphenol
Salicylic acid or derivatives
Benzoate ester
3-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzoic acid or derivatives
2-halophenol
Methoxybenzene
Benzoyl
M-cresol
Anisole
Phenoxy compound
Phenol ether
2-chlorophenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Chlorobenzene
Halobenzene
Toluene
Phenol
Aryl halide
Aryl chloride
Vinylogous acid
Methyl ester
Carboxylic acid ester
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organohalogen compound
Organochloride
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	3.75	ALOGPS
logP	4.48	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.01	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	111.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	96.62 m³·mol⁻¹	ChemAxon
Polarizability	38.52 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

NPA009200

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8651298

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10475888

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hargreaves J, Park JO, Ghisalberti EL, Sivasithamparam K, Skelton BW, White AH: New chlorinated diphenyl ethers from an Aspergillus species. J Nat Prod. 2002 Jan;65(1):7-10. doi: 10.1021/np0102758. [PubMed:11809055 ]

Showing NP-Card for methyl chloroasterrate (NP0003970)

MOL for NP0003970 (methyl chloroasterrate)

3D MOL for NP0003970 (methyl chloroasterrate)

3D SDF for NP0003970 (methyl chloroasterrate)

3D-SDF for NP0003970 (methyl chloroasterrate)

PDB for NP0003970 (methyl chloroasterrate)

3D PDB for NP0003970 (methyl chloroasterrate)

SMILES for NP0003970 (methyl chloroasterrate)

INCHI for NP0003970 (methyl chloroasterrate)

Structure for NP0003970 (methyl chloroasterrate)

3D Structure for NP0003970 (methyl chloroasterrate)