NP-MRD: Showing NP-Card for Dictyomedin A (NP0025410)

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Record Information

Version

2.0

Created at

2021-06-19 17:32:44 UTC

Updated at

2021-06-29 23:50:21 UTC

NP-MRD ID

NP0025410

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dictyomedin A

Provided By

JEOL Database JEOL Logo

Description

Dictyomedin A is found in Dictyostelium and Dictyostelium medium. Dictyomedin A was first documented in 2001 (Takaya. Y., et al.). Based on a literature review very few articles have been published on 11-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-12-methoxy-8-oxatricyclo[7.4.0.0²,⁷]Trideca-1(13),2,4,6,9,11-hexaene-4-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119323D          

 44 47  0  0  0  0            999 V2000
    4.8456   -3.4924   -1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199   -4.6915   -1.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7553   -4.5752   -1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -3.3846   -1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -3.3885   -1.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1511   -2.1347   -1.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1785   -1.8488   -2.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -0.6505   -2.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.3563   -3.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427    0.6660   -3.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -1.3568   -4.1990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    0.3197   -1.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156    0.0710   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0841   -1.1315   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172   -1.1818    0.4935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274   -0.0246    1.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    0.3086    2.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4506    1.5509    2.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060    1.9198    3.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604    2.4192    2.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3458    3.5992    3.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    4.5091    2.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106    2.0440    1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    0.7906    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0369   -4.6286   -1.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -5.8229   -1.6644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666   -5.7835   -1.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521   -6.9668   -1.6216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9038   -3.7560   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5364   -3.0293   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -2.7934   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5331   -2.4287   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3998   -2.5809   -3.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9103   -1.0317   -4.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1959    1.2490   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4776   -0.3550    2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8724    2.8021    4.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511    4.8449    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    4.0696    2.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203    5.3874    3.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    2.6794    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1227   -4.6766   -1.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1702   -6.7748   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6922   -6.7137   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  2  0  0  0  0
  6 14  2  0  0  0  0
 20 21  1  0  0  0  0
 14 15  1  0  0  0  0
 21 22  1  0  0  0  0
 15 16  1  0  0  0  0
 18 19  1  0  0  0  0
 24 13  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  2  0  0  0  0
  9 10  2  0  0  0  0
 13 12  2  0  0  0  0
  9 11  1  0  0  0  0
 24 16  1  0  0  0  0
  6  5  1  0  0  0  0
 12  8  1  0  0  0  0
  5 25  1  0  0  0  0
 16 17  2  0  0  0  0
 25 26  2  0  0  0  0
 13 14  1  0  0  0  0
 26 27  1  0  0  0  0
 17 18  1  0  0  0  0
 27  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 18 20  2  0  0  0  0
 27 28  1  0  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
 20 23  1  0  0  0  0
  2  1  1  0  0  0  0
  7 33  1  0  0  0  0
 12 35  1  0  0  0  0
 17 36  1  0  0  0  0
 23 41  1  0  0  0  0
 22 38  1  0  0  0  0
 22 39  1  0  0  0  0
 22 40  1  0  0  0  0
 19 37  1  0  0  0  0
 11 34  1  0  0  0  0
 25 42  1  0  0  0  0
 26 43  1  0  0  0  0
  4 32  1  0  0  0  0
 28 44  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    4.8456   -3.4924   -1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199   -4.6915   -1.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7553   -4.5752   -1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -3.3846   -1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -3.3885   -1.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1511   -2.1347   -1.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1785   -1.8488   -2.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -0.6505   -2.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.3563   -3.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427    0.6660   -3.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -1.3568   -4.1990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    0.3197   -1.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156    0.0710   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0841   -1.1315   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172   -1.1818    0.4935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274   -0.0246    1.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    0.3086    2.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4506    1.5509    2.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060    1.9198    3.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604    2.4192    2.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3458    3.5992    3.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    4.5091    2.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106    2.0440    1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    0.7906    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0369   -4.6286   -1.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -5.8229   -1.6644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666   -5.7835   -1.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521   -6.9668   -1.6216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9038   -3.7560   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5364   -3.0293   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -2.7934   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5331   -2.4287   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3998   -2.5809   -3.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9103   -1.0317   -4.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1959    1.2490   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4776   -0.3550    2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8724    2.8021    4.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511    4.8449    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    4.0696    2.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203    5.3874    3.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    2.6794    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1227   -4.6766   -1.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1702   -6.7748   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6922   -6.7137   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  2  0
  6 14  2  0
 20 21  1  0
 14 15  1  0
 21 22  1  0
 15 16  1  0
 18 19  1  0
 24 13  1  0
  8  9  1  0
  8  7  2  0
  9 10  2  0
 13 12  2  0
  9 11  1  0
 24 16  1  0
  6  5  1  0
 12  8  1  0
  5 25  1  0
 16 17  2  0
 25 26  2  0
 13 14  1  0
 26 27  1  0
 17 18  1  0
 27  3  2  0
  3  4  1  0
  4  5  2  0
 18 20  2  0
 27 28  1  0
  7  6  1  0
  3  2  1  0
 20 23  1  0
  2  1  1  0
  7 33  1  0
 12 35  1  0
 17 36  1  0
 23 41  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 19 37  1  0
 11 34  1  0
 25 42  1  0
 26 43  1  0
  4 32  1  0
 28 44  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END


  Mrv1652306192119323D          

 44 47  0  0  0  0            999 V2000
    4.8456   -3.4924   -1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199   -4.6915   -1.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7553   -4.5752   -1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -3.3846   -1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -3.3885   -1.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1511   -2.1347   -1.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1785   -1.8488   -2.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -0.6505   -2.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.3563   -3.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427    0.6660   -3.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -1.3568   -4.1990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    0.3197   -1.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156    0.0710   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0841   -1.1315   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172   -1.1818    0.4935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274   -0.0246    1.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    0.3086    2.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4506    1.5509    2.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060    1.9198    3.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604    2.4192    2.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3458    3.5992    3.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    4.5091    2.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106    2.0440    1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    0.7906    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0369   -4.6286   -1.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -5.8229   -1.6644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666   -5.7835   -1.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521   -6.9668   -1.6216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9038   -3.7560   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5364   -3.0293   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -2.7934   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5331   -2.4287   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3998   -2.5809   -3.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9103   -1.0317   -4.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1959    1.2490   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4776   -0.3550    2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8724    2.8021    4.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511    4.8449    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    4.0696    2.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203    5.3874    3.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    2.6794    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1227   -4.6766   -1.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1702   -6.7748   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6922   -6.7137   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  2  0  0  0  0
  6 14  2  0  0  0  0
 20 21  1  0  0  0  0
 14 15  1  0  0  0  0
 21 22  1  0  0  0  0
 15 16  1  0  0  0  0
 18 19  1  0  0  0  0
 24 13  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  2  0  0  0  0
  9 10  2  0  0  0  0
 13 12  2  0  0  0  0
  9 11  1  0  0  0  0
 24 16  1  0  0  0  0
  6  5  1  0  0  0  0
 12  8  1  0  0  0  0
  5 25  1  0  0  0  0
 16 17  2  0  0  0  0
 25 26  2  0  0  0  0
 13 14  1  0  0  0  0
 26 27  1  0  0  0  0
 17 18  1  0  0  0  0
 27  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 18 20  2  0  0  0  0
 27 28  1  0  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
 20 23  1  0  0  0  0
  2  1  1  0  0  0  0
  7 33  1  0  0  0  0
 12 35  1  0  0  0  0
 17 36  1  0  0  0  0
 23 41  1  0  0  0  0
 22 38  1  0  0  0  0
 22 39  1  0  0  0  0
 22 40  1  0  0  0  0
 19 37  1  0  0  0  0
 11 34  1  0  0  0  0
 25 42  1  0  0  0  0
 26 43  1  0  0  0  0
  4 32  1  0  0  0  0
 28 44  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025410

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C(=C2OC3=C([H])C(O[H])=C(OC([H])([H])[H])C([H])=C3C2=C1[H])C1=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H16O7/c1-26-18-7-10(3-4-15(18)22)12-5-11(21(24)25)6-14-13-8-19(27-2)16(23)9-17(13)28-20(12)14/h3-9,22-23H,1-2H3,(H,24,25)

> <INCHI_KEY>
DJFAUDCMYUMUNB-UHFFFAOYSA-N

> <FORMULA>
C21H16O7

> <MOLECULAR_WEIGHT>
380.352

> <EXACT_MASS>
380.089602855

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
39.60531612016082

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-12-methoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene-4-carboxylic acid

> <ALOGPS_LOGP>
3.81

> <JCHEM_LOGP>
3.5335821923333333

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.618835776753855

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.64722441073332

> <JCHEM_PKA_STRONGEST_BASIC>
-2.934053987303633

> <JCHEM_POLAR_SURFACE_AREA>
109.36000000000001

> <JCHEM_REFRACTIVITY>
100.5074

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.76e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-12-methoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    4.8456   -3.4924   -1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199   -4.6915   -1.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7553   -4.5752   -1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -3.3846   -1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -3.3885   -1.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1511   -2.1347   -1.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1785   -1.8488   -2.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -0.6505   -2.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.3563   -3.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427    0.6660   -3.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -1.3568   -4.1990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    0.3197   -1.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156    0.0710   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0841   -1.1315   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172   -1.1818    0.4935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274   -0.0246    1.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    0.3086    2.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4506    1.5509    2.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060    1.9198    3.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604    2.4192    2.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3458    3.5992    3.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    4.5091    2.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106    2.0440    1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    0.7906    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0369   -4.6286   -1.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -5.8229   -1.6644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666   -5.7835   -1.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521   -6.9668   -1.6216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9038   -3.7560   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5364   -3.0293   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -2.7934   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5331   -2.4287   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3998   -2.5809   -3.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9103   -1.0317   -4.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1959    1.2490   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4776   -0.3550    2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8724    2.8021    4.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511    4.8449    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    4.0696    2.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203    5.3874    3.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    2.6794    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1227   -4.6766   -1.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1702   -6.7748   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6922   -6.7137   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  2  0
  6 14  2  0
 20 21  1  0
 14 15  1  0
 21 22  1  0
 15 16  1  0
 18 19  1  0
 24 13  1  0
  8  9  1  0
  8  7  2  0
  9 10  2  0
 13 12  2  0
  9 11  1  0
 24 16  1  0
  6  5  1  0
 12  8  1  0
  5 25  1  0
 16 17  2  0
 25 26  2  0
 13 14  1  0
 26 27  1  0
 17 18  1  0
 27  3  2  0
  3  4  1  0
  4  5  2  0
 18 20  2  0
 27 28  1  0
  7  6  1  0
  3  2  1  0
 20 23  1  0
  2  1  1  0
  7 33  1  0
 12 35  1  0
 17 36  1  0
 23 41  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 19 37  1  0
 11 34  1  0
 25 42  1  0
 26 43  1  0
  4 32  1  0
 28 44  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       4.846  -3.492  -1.117  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.120  -4.691  -1.366  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.755  -4.575  -1.444  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.025  -3.385  -1.409  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.617  -3.389  -1.493  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.151  -2.135  -1.461  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.179  -1.849  -2.386  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.907  -0.651  -2.348  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.984  -0.356  -3.325  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.643   0.666  -3.367  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.185  -1.357  -4.199  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.632   0.320  -1.371  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.616   0.071  -0.431  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.084  -1.131  -0.504  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.017  -1.182   0.494  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.927  -0.025   1.200  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.714   0.309   2.297  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.451   1.551   2.869  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.206   1.920   3.953  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.460   2.419   2.385  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.346   3.599   3.078  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.653   4.509   2.631  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.311   2.044   1.277  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.067   0.791   0.673  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.037  -4.629  -1.620  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.684  -5.823  -1.664  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.067  -5.784  -1.577  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.752  -6.967  -1.622  0.00  0.00           O+0
HETATM   29  H   UNK     0       5.904  -3.756  -1.027  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.536  -3.029  -0.174  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.747  -2.793  -1.954  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.533  -2.429  -1.322  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.400  -2.581  -3.163  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.910  -1.032  -4.773  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.196   1.249  -1.340  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.478  -0.355   2.680  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.872   2.802   4.208  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.451   4.845   1.608  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.653   4.070   2.714  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.620   5.387   3.282  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.086   2.679   0.866  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.123  -4.677  -1.675  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.170  -6.775  -1.761  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.692  -6.714  -1.539  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    3    1                                                       
CONECT    3   27    4    2                                                  
CONECT    4    3    5   32                                                  
CONECT    5    6   25    4                                                  
CONECT    6   14    5    7                                                  
CONECT    7    8    6   33                                                  
CONECT    8    9    7   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   34                                                       
CONECT   12   13    8   35                                                  
CONECT   13   24   12   14                                                  
CONECT   14    6   15   13                                                  
CONECT   15   14   16                                                       
CONECT   16   15   24   17                                                  
CONECT   17   16   18   36                                                  
CONECT   18   19   17   20                                                  
CONECT   19   18   37                                                       
CONECT   20   21   18   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   38   39   40                                             
CONECT   23   24   20   41                                                  
CONECT   24   23   13   16                                                  
CONECT   25    5   26   42                                                  
CONECT   26   25   27   43                                                  
CONECT   27   26    3   28                                                  
CONECT   28   27   44                                                       
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    4                                                            
CONECT   33    7                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   17                                                            
CONECT   37   19                                                            
CONECT   38   22                                                            
CONECT   39   22                                                            
CONECT   40   22                                                            
CONECT   41   23                                                            
CONECT   42   25                                                            
CONECT   43   26                                                            
CONECT   44   28                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

RDKit          3D

44 47  0  0  0  0  0  0  0  0999 V2000
    4.8456   -3.4924   -1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199   -4.6915   -1.3657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7553   -4.5752   -1.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -3.3846   -1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169   -3.3885   -1.4928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1511   -2.1347   -1.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1785   -1.8488   -2.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -0.6505   -2.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.3563   -3.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427    0.6660   -3.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1853   -1.3568   -4.1990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6324    0.3197   -1.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6156    0.0710   -0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0841   -1.1315   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172   -1.1818    0.4935 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274   -0.0246    1.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    0.3086    2.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4506    1.5509    2.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060    1.9198    3.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604    2.4192    2.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3458    3.5992    3.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    4.5091    2.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106    2.0440    1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    0.7906    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0369   -4.6286   -1.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835   -5.8229   -1.6644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666   -5.7835   -1.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521   -6.9668   -1.6216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9038   -3.7560   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5364   -3.0293   -0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -2.7934   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5331   -2.4287   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3998   -2.5809   -3.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9103   -1.0317   -4.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1959    1.2490   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4776   -0.3550    2.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8724    2.8021    4.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511    4.8449    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    4.0696    2.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203    5.3874    3.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    2.6794    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1227   -4.6766   -1.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1702   -6.7748   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6922   -6.7137   -1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  2  0
  6 14  2  0
 20 21  1  0
 14 15  1  0
 21 22  1  0
 15 16  1  0
 18 19  1  0
 24 13  1  0
  8  9  1  0
  8  7  2  0
  9 10  2  0
 13 12  2  0
  9 11  1  0
 24 16  1  0
  6  5  1  0
 12  8  1  0
  5 25  1  0
 16 17  2  0
 25 26  2  0
 13 14  1  0
 26 27  1  0
 17 18  1  0
 27  3  2  0
  3  4  1  0
  4  5  2  0
 18 20  2  0
 27 28  1  0
  7  6  1  0
  3  2  1  0
 20 23  1  0
  2  1  1  0
  7 33  1  0
 12 35  1  0
 17 36  1  0
 23 41  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 19 37  1  0
 11 34  1  0
 25 42  1  0
 26 43  1  0
  4 32  1  0
 28 44  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END

View in JSmol

Synonyms

Value	Source
11-Hydroxy-6-(4-hydroxy-3-methoxyphenyl)-12-methoxy-8-oxatricyclo[7.4.0.0,]trideca-1(13),2,4,6,9,11-hexaene-4-carboxylate	Generator

Chemical Formula

C₂₁H₁₆O₇

Average Mass

380.3520 Da

Monoisotopic Mass

380.08960 Da

IUPAC Name

11-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-12-methoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene-4-carboxylic acid

Traditional Name

11-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-12-methoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C([H])C(=C2OC3=C([H])C(O[H])=C(OC([H])([H])[H])C([H])=C3C2=C1[H])C1=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C21H16O7/c1-26-18-7-10(3-4-15(18)22)12-5-11(21(24)25)6-14-13-8-19(27-2)16(23)9-17(13)28-20(12)14/h3-9,22-23H,1-2H3,(H,24,25)

InChI Key

DJFAUDCMYUMUNB-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, NULL, 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
Dictyostelium	JEOL database	Takaya. Y., et al, Tetrahedron Letts. 42, 61 (2001)
Dictyostelium medium	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenylbenzofurans. These are organic aromatic compounds that contain a phenyl group attached to a benzofuran moiety. Benzofuran is a bicyclic compound containing a benzene fused to a furan.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Phenylbenzofurans

Direct Parent

Phenylbenzofurans

Alternative Parents

Substituents

Phenylbenzofuran
Dibenzofuran
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	3.81	ALOGPS
logP	3.53	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.65	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.36 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	100.51 m³·mol⁻¹	ChemAxon
Polarizability	39.61 Å³	ChemAxon
Number of Rings	4	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

Not Available

Chemspider ID

78434896

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24770237

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Takaya. Y., et al. (2001). Takaya. Y., et al, Tetrahedron Letts. 42, 61 (2001). Tetrahedron Lett.

Showing NP-Card for Dictyomedin A (NP0025410)

MOL for NP0025410 (Dictyomedin A)

3D MOL for NP0025410 (Dictyomedin A)

3D SDF for NP0025410 (Dictyomedin A)

3D-SDF for NP0025410 (Dictyomedin A)

PDB for NP0025410 (Dictyomedin A)

3D PDB for NP0025410 (Dictyomedin A)

SMILES for NP0025410 (Dictyomedin A)

INCHI for NP0025410 (Dictyomedin A)

Structure for NP0025410 (Dictyomedin A)

3D Structure for NP0025410 (Dictyomedin A)