NP-MRD: Showing NP-Card for Phomopsidone A (NP0012810)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-05 22:22:38 UTC

Updated at

2021-07-15 17:12:47 UTC

NP-MRD ID

NP0012810

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phomopsidone A

Provided By

NPAtlas

Description

Phomopsidone A is found in Phomopsis sp. A123. Phomopsidone A was first documented in 2014 (PMID: 24821321). Based on a literature review very few articles have been published on Phomopsidone A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117113D          

 37 41  0  0  0  0            999 V2000
   -3.7470    2.4265   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622    0.9960   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2894   -0.0219    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9596   -1.3724    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6538   -1.7568   -0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -0.7564   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534    0.5638   -0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1492    1.7168   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962    2.6974   -0.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998    1.7613    0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768    0.6683   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3666    1.1300    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219    2.5793    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    0.1974    0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327   -1.1514    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.6061   -0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5676   -2.9827   -0.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7992   -0.6822   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185   -1.3511   -0.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868   -1.9006    0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -3.1598    0.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779   -0.9549    0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8462    0.3511    0.2998 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0204   -3.1823    0.0509 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3343   -2.7010    0.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    3.0570    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9361    2.8698   -1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    2.4000    0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3482    0.2540    0.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938    3.1077    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269    2.7569    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620    3.0481   -0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -3.2790   -0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2810    0.9316   -0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1459    0.7894    1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188   -3.6852    0.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876   -3.7586   -0.8720 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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
  7  2  1  0  0  0  0
 18 11  1  0  0  0  0
 25  4  1  0  0  0  0
 19  6  1  0  0  0  0
 23 14  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  3 29  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 17 33  1  0  0  0  0
 23 34  1  0  0  0  0
 23 35  1  0  0  0  0
 24 36  1  0  0  0  0
 24 37  1  0  0  0  0
M  END

     RDKit          3D

 37 41  0  0  0  0  0  0  0  0999 V2000
   -3.7470    2.4265   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622    0.9960   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2894   -0.0219    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9596   -1.3724    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6538   -1.7568   -0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -0.7564   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534    0.5638   -0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1492    1.7168   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962    2.6974   -0.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998    1.7613    0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768    0.6683   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3666    1.1300    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219    2.5793    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    0.1974    0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327   -1.1514    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.6061   -0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5676   -2.9827   -0.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7992   -0.6822   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185   -1.3511   -0.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868   -1.9006    0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -3.1598    0.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779   -0.9549    0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8462    0.3511    0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -3.1823    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3343   -2.7010    0.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    3.0570    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9361    2.8698   -1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    2.4000    0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3482    0.2540    0.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938    3.1077    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269    2.7569    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620    3.0481   -0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -3.2790   -0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2810    0.9316   -0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1459    0.7894    1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188   -3.6852    0.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876   -3.7586   -0.8720 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 15 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  5 24  1  0
 24 25  1  0
  7  2  1  0
 18 11  1  0
 25  4  1  0
 19  6  1  0
 23 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 17 33  1  0
 23 34  1  0
 23 35  1  0
 24 36  1  0
 24 37  1  0
M  END


  Mrv1652306242117113D          

 37 41  0  0  0  0            999 V2000
   -3.7470    2.4265   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622    0.9960   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2894   -0.0219    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9596   -1.3724    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6538   -1.7568   -0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -0.7564   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534    0.5638   -0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1492    1.7168   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962    2.6974   -0.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998    1.7613    0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768    0.6683   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3666    1.1300    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219    2.5793    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    0.1974    0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327   -1.1514    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.6061   -0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5676   -2.9827   -0.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7992   -0.6822   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185   -1.3511   -0.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868   -1.9006    0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -3.1598    0.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779   -0.9549    0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8462    0.3511    0.2998 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0204   -3.1823    0.0509 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3343   -2.7010    0.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    3.0570    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9361    2.8698   -1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    2.4000    0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3482    0.2540    0.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938    3.1077    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269    2.7569    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620    3.0481   -0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -3.2790   -0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2810    0.9316   -0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1459    0.7894    1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188   -3.6852    0.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876   -3.7586   -0.8720 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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
  7  2  1  0  0  0  0
 18 11  1  0  0  0  0
 25  4  1  0  0  0  0
 19  6  1  0  0  0  0
 23 14  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  3 29  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 17 33  1  0  0  0  0
 23 34  1  0  0  0  0
 23 35  1  0  0  0  0
 24 36  1  0  0  0  0
 24 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0012810

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2OC3=C(C(=C([H])C4=C3C([H])([H])O4)C([H])([H])[H])C(=O)OC2=C(C2=C1C(=O)OC2([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O7/c1-6-3-10-9(5-22-10)15-11(6)18(21)25-14-7(2)8-4-23-17(20)12(8)13(19)16(14)24-15/h3,19H,4-5H2,1-2H3

> <INCHI_KEY>
HIBCVFMAAXAQGB-UHFFFAOYSA-N

> <FORMULA>
C18H12O7

> <MOLECULAR_WEIGHT>
340.287

> <EXACT_MASS>
340.058302726

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
33.53233255141612

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
20-hydroxy-9,14-dimethyl-2,6,12,17-tetraoxapentacyclo[11.7.0.0^{3,10}.0^{4,7}.0^{15,19}]icosa-1(20),3(10),4(7),8,13,15(19)-hexaene-11,18-dione

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
3.4832603536666658

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.210090503241982

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.643221688798633

> <JCHEM_PKA_STRONGEST_BASIC>
-3.810366337891731

> <JCHEM_POLAR_SURFACE_AREA>
91.29000000000002

> <JCHEM_REFRACTIVITY>
85.70469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-hydroxy-9,14-dimethyl-2,6,12,17-tetraoxapentacyclo[11.7.0.0^{3,10}.0^{4,7}.0^{15,19}]icosa-1(20),3(10),4(7),8,13,15(19)-hexaene-11,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 41  0  0  0  0  0  0  0  0999 V2000
   -3.7470    2.4265   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622    0.9960   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2894   -0.0219    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9596   -1.3724    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6538   -1.7568   -0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -0.7564   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534    0.5638   -0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1492    1.7168   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962    2.6974   -0.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998    1.7613    0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768    0.6683   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3666    1.1300    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219    2.5793    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    0.1974    0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327   -1.1514    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.6061   -0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5676   -2.9827   -0.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7992   -0.6822   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185   -1.3511   -0.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868   -1.9006    0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -3.1598    0.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779   -0.9549    0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8462    0.3511    0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -3.1823    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3343   -2.7010    0.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    3.0570    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9361    2.8698   -1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    2.4000    0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3482    0.2540    0.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938    3.1077    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269    2.7569    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620    3.0481   -0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -3.2790   -0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2810    0.9316   -0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1459    0.7894    1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188   -3.6852    0.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876   -3.7586   -0.8720 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 15 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  5 24  1  0
 24 25  1  0
  7  2  1  0
 18 11  1  0
 25  4  1  0
 19  6  1  0
 23 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 17 33  1  0
 23 34  1  0
 23 35  1  0
 24 36  1  0
 24 37  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      -3.747   2.426  -0.161  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.362   0.996  -0.129  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.289  -0.022   0.010  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.960  -1.372   0.047  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.654  -1.757  -0.056  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.692  -0.756  -0.197  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.053   0.564  -0.230  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.149   1.717  -0.377  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.696   2.697  -0.887  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.200   1.761   0.002  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.077   0.668  -0.004  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.367   1.130   0.143  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.622   2.579   0.274  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.394   0.197   0.162  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.133  -1.151   0.038  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.822  -1.606  -0.110  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.568  -2.983  -0.235  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.799  -0.682  -0.130  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.419  -1.351  -0.286  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.387  -1.901   0.091  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.487  -3.160   0.005  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.378  -0.955   0.248  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.846   0.351   0.300  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.020  -3.182   0.051  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.334  -2.701   0.150  0.00  0.00           O+0
HETATM   26  H   UNK     0      -3.314   3.057   0.637  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.936   2.870  -1.129  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.819   2.400   0.239  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.348   0.254   0.095  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.794   3.108   0.752  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.527   2.757   0.909  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.862   3.048  -0.714  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.611  -3.279  -0.341  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.281   0.932  -0.564  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.146   0.789   1.272  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.719  -3.685   0.996  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.788  -3.759  -0.872  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3    7                                                  
CONECT    3    2    4   29                                                  
CONECT    4    3    5   25                                                  
CONECT    5    4    6   24                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    8    2                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   30   31   32                                             
CONECT   14   12   15   23                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   33                                                       
CONECT   18   16   19   11                                                  
CONECT   19   18    6                                                       
CONECT   20   15   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   14   34   35                                             
CONECT   24    5   25   36   37                                             
CONECT   25   24    4                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    3                                                            
CONECT   30   13                                                            
CONECT   31   13                                                            
CONECT   32   13                                                            
CONECT   33   17                                                            
CONECT   34   23                                                            
CONECT   35   23                                                            
CONECT   36   24                                                            
CONECT   37   24                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

RDKit          3D

37 41  0  0  0  0  0  0  0  0999 V2000
   -3.7470    2.4265   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622    0.9960   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2894   -0.0219    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9596   -1.3724    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6538   -1.7568   -0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -0.7564   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534    0.5638   -0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1492    1.7168   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962    2.6974   -0.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998    1.7613    0.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768    0.6683   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3666    1.1300    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219    2.5793    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945    0.1974    0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327   -1.1514    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.6061   -0.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5676   -2.9827   -0.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7992   -0.6822   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185   -1.3511   -0.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868   -1.9006    0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -3.1598    0.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779   -0.9549    0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8462    0.3511    0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -3.1823    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3343   -2.7010    0.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    3.0570    0.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9361    2.8698   -1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    2.4000    0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3482    0.2540    0.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938    3.1077    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269    2.7569    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620    3.0481   -0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -3.2790   -0.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2810    0.9316   -0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1459    0.7894    1.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188   -3.6852    0.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876   -3.7586   -0.8720 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 15 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  5 24  1  0
 24 25  1  0
  7  2  1  0
 18 11  1  0
 25  4  1  0
 19  6  1  0
 23 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 17 33  1  0
 23 34  1  0
 23 35  1  0
 24 36  1  0
 24 37  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₈H₁₂O₇

Average Mass

340.2870 Da

Monoisotopic Mass

340.05830 Da

IUPAC Name

20-hydroxy-9,14-dimethyl-2,6,12,17-tetraoxapentacyclo[11.7.0.0^{3,10}.0^{4,7}.0^{15,19}]icosa-1(20),3(10),4(7),8,13,15(19)-hexaene-11,18-dione

Traditional Name

20-hydroxy-9,14-dimethyl-2,6,12,17-tetraoxapentacyclo[11.7.0.0^{3,10}.0^{4,7}.0^{15,19}]icosa-1(20),3(10),4(7),8,13,15(19)-hexaene-11,18-dione

CAS Registry Number

Not Available

SMILES

CC1=CC2=C(CO2)C2=C1C(=O)OC1=C(C)C3=C(C(=O)OC3)C(O)=C1O2

InChI Identifier

InChI=1S/C18H12O7/c1-6-3-10-9(5-22-10)15-11(6)18(21)25-14-7(2)8-4-23-17(20)12(8)13(19)16(14)24-15/h3,19H,4-5H2,1-2H3

InChI Key

HIBCVFMAAXAQGB-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phomopsis sp. A123	NPAtlas	24821321

Chemical Taxonomy

Classification

Not classified

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	2.3	ALOGPS
logP	3.48	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.64	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	85.7 m³·mol⁻¹	ChemAxon
Polarizability	33.53 Å³	ChemAxon
Number of Rings	5	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

NPA011595

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

32674641

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586323

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang W, Xu L, Yang L, Huang Y, Li S, Shen Y: Phomopsidone A, a novel depsidone metabolite from the mangrove endophytic fungus Phomopsis sp. A123. Fitoterapia. 2014 Jul;96:146-51. doi: 10.1016/j.fitote.2014.05.001. Epub 2014 May 10. [PubMed:24821321 ]

Showing NP-Card for Phomopsidone A (NP0012810)

MOL for NP0012810 (Phomopsidone A)

3D MOL for NP0012810 (Phomopsidone A)

3D SDF for NP0012810 (Phomopsidone A)

3D-SDF for NP0012810 (Phomopsidone A)

PDB for NP0012810 (Phomopsidone A)

3D PDB for NP0012810 (Phomopsidone A)

SMILES for NP0012810 (Phomopsidone A)

INCHI for NP0012810 (Phomopsidone A)

Structure for NP0012810 (Phomopsidone A)

3D Structure for NP0012810 (Phomopsidone A)