NP-MRD: Showing NP-Card for Corynesidone B (NP0008306)

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Record Information

Version

2.0

Created at

2020-12-09 05:55:50 UTC

Updated at

2021-07-15 17:00:03 UTC

NP-MRD ID

NP0008306

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Corynesidone B

Provided By

NPAtlas

Description

Corynesidone B is found in Corynespora. Corynesidone B was first documented in 2009 (PMID: 19230943). Based on a literature review very few articles have been published on 6,13,14-trihydroxy-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]Pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106093D          

 36 38  0  0  0  0            999 V2000
    2.3444   -2.1043    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976   -0.6385    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0847    0.0051    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0765    1.3716    0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209    2.0755    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763    1.4313   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5787    2.2047   -0.2727 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4723    0.0664    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486   -0.6487    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7820   -1.9262    0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805   -0.0665   -0.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0104    2.2719    0.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3664    1.9125    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    2.7880    0.7098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    0.6075    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -0.6022    0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0457   -1.7620    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733   -1.6892   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1306   -2.8440   -0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9946   -0.4808   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3520   -0.4050   -0.5892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    0.7479   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187    2.0405   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -0.8744    0.6437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -2.6092   -0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9201   -2.4490    1.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -2.5198    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321    3.1539   -0.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156    1.9899   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4972   -0.3022   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5251   -2.7084    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -3.7312   -0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8477   -1.2719   -0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.7181   -1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4341    2.4833    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021    1.7651   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 16 24  1  0  0  0  0
  8  2  1  0  0  0  0
 22 15  1  0  0  0  0
 24  3  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  5 28  1  0  0  0  0
  7 29  1  0  0  0  0
 11 30  1  0  0  0  0
 17 31  1  0  0  0  0
 19 32  1  0  0  0  0
 21 33  1  0  0  0  0
 23 34  1  0  0  0  0
 23 35  1  0  0  0  0
 23 36  1  0  0  0  0
M  END

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    2.3444   -2.1043    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976   -0.6385    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0847    0.0051    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0765    1.3716    0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209    2.0755    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763    1.4313   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5787    2.2047   -0.2727 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4723    0.0664    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486   -0.6487    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7820   -1.9262    0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805   -0.0665   -0.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0104    2.2719    0.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3664    1.9125    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    2.7880    0.7098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    0.6075    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -0.6022    0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0457   -1.7620    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733   -1.6892   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1306   -2.8440   -0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9946   -0.4808   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3520   -0.4050   -0.5892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    0.7479   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187    2.0405   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -0.8744    0.6437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -2.6092   -0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9201   -2.4490    1.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -2.5198    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321    3.1539   -0.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156    1.9899   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4972   -0.3022   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5251   -2.7084    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -3.7312   -0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8477   -1.2719   -0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.7181   -1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4341    2.4833    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021    1.7651   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 16 24  1  0
  8  2  1  0
 22 15  1  0
 24  3  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  7 29  1  0
 11 30  1  0
 17 31  1  0
 19 32  1  0
 21 33  1  0
 23 34  1  0
 23 35  1  0
 23 36  1  0
M  END


  Mrv1652306242106093D          

 36 38  0  0  0  0            999 V2000
    2.3444   -2.1043    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976   -0.6385    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0847    0.0051    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0765    1.3716    0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209    2.0755    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763    1.4313   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5787    2.2047   -0.2727 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4723    0.0664    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486   -0.6487    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7820   -1.9262    0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805   -0.0665   -0.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0104    2.2719    0.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3664    1.9125    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    2.7880    0.7098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    0.6075    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -0.6022    0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0457   -1.7620    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733   -1.6892   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1306   -2.8440   -0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9946   -0.4808   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3520   -0.4050   -0.5892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    0.7479   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187    2.0405   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -0.8744    0.6437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -2.6092   -0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9201   -2.4490    1.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -2.5198    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321    3.1539   -0.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156    1.9899   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4972   -0.3022   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5251   -2.7084    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -3.7312   -0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8477   -1.2719   -0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.7181   -1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4341    2.4833    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021    1.7651   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 16 24  1  0  0  0  0
  8  2  1  0  0  0  0
 22 15  1  0  0  0  0
 24  3  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  5 28  1  0  0  0  0
  7 29  1  0  0  0  0
 11 30  1  0  0  0  0
 17 31  1  0  0  0  0
 19 32  1  0  0  0  0
 21 33  1  0  0  0  0
 23 34  1  0  0  0  0
 23 35  1  0  0  0  0
 23 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008306

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(O[H])C([H])=C2OC(=O)C3=C(OC2=C1C([H])([H])[H])C([H])=C(O[H])C(O[H])=C3C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O8/c1-5-12-9(4-8(18)13(5)19)23-14-6(2)11(15(20)21)7(17)3-10(14)24-16(12)22/h3-4,17-19H,1-2H3,(H,20,21)

> <INCHI_KEY>
KKFIHMPCTYNQNZ-UHFFFAOYSA-N

> <FORMULA>
C16H12O8

> <MOLECULAR_WEIGHT>
332.264

> <EXACT_MASS>
332.053217346

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
31.81897753971645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,13,14-trihydroxy-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
3.3854523173333333

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.343025940480073

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.608911789513043

> <JCHEM_PKA_STRONGEST_BASIC>
-3.770745975709198

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
81.325

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,13,14-trihydroxy-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    2.3444   -2.1043    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976   -0.6385    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0847    0.0051    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0765    1.3716    0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209    2.0755    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763    1.4313   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5787    2.2047   -0.2727 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4723    0.0664    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486   -0.6487    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7820   -1.9262    0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805   -0.0665   -0.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0104    2.2719    0.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3664    1.9125    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    2.7880    0.7098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    0.6075    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -0.6022    0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0457   -1.7620    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733   -1.6892   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1306   -2.8440   -0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9946   -0.4808   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3520   -0.4050   -0.5892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    0.7479   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187    2.0405   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -0.8744    0.6437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -2.6092   -0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9201   -2.4490    1.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -2.5198    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321    3.1539   -0.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156    1.9899   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4972   -0.3022   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5251   -2.7084    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -3.7312   -0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8477   -1.2719   -0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.7181   -1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4341    2.4833    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021    1.7651   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 16 24  1  0
  8  2  1  0
 22 15  1  0
 24  3  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  7 29  1  0
 11 30  1  0
 17 31  1  0
 19 32  1  0
 21 33  1  0
 23 34  1  0
 23 35  1  0
 23 36  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       2.344  -2.104   0.520  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.298  -0.639   0.346  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.085   0.005   0.410  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.077   1.372   0.243  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.221   2.075   0.021  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.476   1.431  -0.048  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.579   2.205  -0.273  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.472   0.066   0.121  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.749  -0.649   0.058  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.782  -1.926   0.211  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.981  -0.067  -0.159  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.010   2.272   0.260  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.366   1.913   0.395  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.189   2.788   0.710  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.990   0.608   0.216  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.330  -0.602   0.338  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.046  -1.762   0.143  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.373  -1.689  -0.163  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.131  -2.844  -0.367  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.995  -0.481  -0.277  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.352  -0.405  -0.589  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.326   0.748  -0.091  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.019   2.041  -0.224  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.018  -0.874   0.644  0.00  0.00           O+0
HETATM   25  H   UNK     0       2.708  -2.609  -0.384  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.920  -2.449   1.383  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.303  -2.520   0.662  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.232   3.154  -0.113  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.516   1.990  -0.357  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.497  -0.302  -1.002  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.525  -2.708   0.240  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.676  -3.731  -0.284  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.848  -1.272  -0.726  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.644   2.718  -1.014  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.434   2.483   0.679  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.002   1.765  -0.744  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6   28                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   29                                                       
CONECT    8    6    9    2                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   30                                                       
CONECT   12    4   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   22                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18   31                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   32                                                       
CONECT   20   18   21   22                                                  
CONECT   21   20   33                                                       
CONECT   22   20   23   15                                                  
CONECT   23   22   34   35   36                                             
CONECT   24   16    3                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    5                                                            
CONECT   29    7                                                            
CONECT   30   11                                                            
CONECT   31   17                                                            
CONECT   32   19                                                            
CONECT   33   21                                                            
CONECT   34   23                                                            
CONECT   35   23                                                            
CONECT   36   23                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

RDKit          3D

36 38  0  0  0  0  0  0  0  0999 V2000
    2.3444   -2.1043    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976   -0.6385    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0847    0.0051    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0765    1.3716    0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209    2.0755    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4763    1.4313   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5787    2.2047   -0.2727 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4723    0.0664    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486   -0.6487    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7820   -1.9262    0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805   -0.0665   -0.1587 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0104    2.2719    0.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3664    1.9125    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    2.7880    0.7098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    0.6075    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -0.6022    0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0457   -1.7620    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733   -1.6892   -0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1306   -2.8440   -0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9946   -0.4808   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3520   -0.4050   -0.5892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    0.7479   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187    2.0405   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -0.8744    0.6437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -2.6092   -0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9201   -2.4490    1.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -2.5198    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321    3.1539   -0.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156    1.9899   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4972   -0.3022   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5251   -2.7084    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -3.7312   -0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8477   -1.2719   -0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6442    2.7181   -1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4341    2.4833    0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021    1.7651   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 16 24  1  0
  8  2  1  0
 22 15  1  0
 24  3  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  7 29  1  0
 11 30  1  0
 17 31  1  0
 19 32  1  0
 21 33  1  0
 23 34  1  0
 23 35  1  0
 23 36  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
6,13,14-Trihydroxy-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate	Generator
6,13,14-Trihydroxy-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate	Generator

Chemical Formula

C₁₆H₁₂O₈

Average Mass

332.2640 Da

Monoisotopic Mass

332.05322 Da

IUPAC Name

6,13,14-trihydroxy-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

Traditional Name

6,13,14-trihydroxy-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1=C2OC3=CC(O)=C(O)C(C)=C3C(=O)OC2=CC(O)=C1C(O)=O

InChI Identifier

InChI=1S/C16H12O8/c1-5-12-9(4-8(18)13(5)19)23-14-6(2)11(15(20)21)7(17)3-10(14)24-16(12)22/h3-4,17-19H,1-2H3,(H,20,21)

InChI Key

KKFIHMPCTYNQNZ-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
Corynespora	NPAtlas	19230943

Species Where Detected

Species Name	Source	Reference
Corynespora cassiicola	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depsidone
Diaryl ether
Dihydroxybenzoic acid
Salicylic acid or derivatives
Hydroxybenzoic acid
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Dioxepine
Phenol
Benzenoid
Vinylogous acid
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Ether
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	2.71	ALOGPS
logP	3.39	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.61	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	81.32 m³·mol⁻¹	ChemAxon
Polarizability	31.82 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA014242

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00048363

Chemspider ID

78434980

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42611456

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chomcheon P, Wiyakrutta S, Sriubolmas N, Ngamrojanavanich N, Kengtong S, Mahidol C, Ruchirawat S, Kittakoop P: Aromatase inhibitory, radical scavenging, and antioxidant activities of depsidones and diaryl ethers from the endophytic fungus Corynespora cassiicola L36. Phytochemistry. 2009 Feb;70(3):407-13. doi: 10.1016/j.phytochem.2009.01.007. Epub 2009 Feb 21. [PubMed:19230943 ]

Showing NP-Card for Corynesidone B (NP0008306)

MOL for NP0008306 (Corynesidone B)

3D MOL for NP0008306 (Corynesidone B)

3D SDF for NP0008306 (Corynesidone B)

3D-SDF for NP0008306 (Corynesidone B)

PDB for NP0008306 (Corynesidone B)

3D PDB for NP0008306 (Corynesidone B)

SMILES for NP0008306 (Corynesidone B)

INCHI for NP0008306 (Corynesidone B)

Structure for NP0008306 (Corynesidone B)

3D Structure for NP0008306 (Corynesidone B)