NP-MRD: Showing NP-Card for (15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid (NP0243329)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 03:51:04 UTC

Updated at

2022-09-07 03:51:04 UTC

NP-MRD ID

NP0243329

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid

Description

Isomarticin belongs to the class of organic compounds known as isochromanequinones. These are polycyclic compounds containing an isochromanequinone, which is structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton. (15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid is found in Fusarium solani. Based on a literature review very few articles have been published on Isomarticin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072205512D          

 27 30  0  0  1  0            999 V2000
    6.1441    2.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1090    1.5352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3777    1.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3426    0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6112   -0.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5762   -0.8768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149    0.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1836    0.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1485   -0.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4873    0.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5224    1.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2537    1.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2888    2.4809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9500    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6814    1.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7164    2.4202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    1.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1400    1.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8570    2.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7630    0.9976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -0.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0554   -0.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4974    0.5353    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2776    0.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4199   -0.5604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9101    0.7818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5324    1.3595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  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
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 18 27  1  0  0  0  0
M  END

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
    6.2846    1.0569    0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8771   -0.2426    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5313   -0.5710    0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098   -1.7915    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057   -2.1772    0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -3.3462    1.3435 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7731   -1.2514    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4395   -1.5983    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028   -2.8084    0.8996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5004   -0.6409    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1650    0.5987   -0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766    0.9462   -0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5719    2.2023   -0.8315 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1137    0.0287    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5322    0.3745    0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    1.5335   -0.3625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2152    1.5338   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5415    0.8554   -0.9938 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1358    1.3485   -2.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3919    1.3311   -0.0160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6219    0.5264    1.0358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9964   -0.0297    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7221    0.2902   -0.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4870   -0.9057    1.9274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6775   -0.6065    1.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287   -1.0507    0.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5033   -0.5114   -1.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4034    1.1039    0.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0417    1.2800   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8074    1.8368    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9783   -2.4898    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3332   -3.6316    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8694    2.8516   -1.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964    2.0657   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2534    2.3477   -0.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9605    2.4244   -2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5854    0.7966   -3.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1863    1.0571   -2.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6180    1.1568    1.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5531   -1.9066    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2092   -1.4882    1.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -0.3275    2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9793   -2.1717   -0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 15  3  1  0
 14  7  1  0
 26 10  1  0
 27 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  9 32  1  0
 17 34  1  0
 17 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 21 39  1  1
 25 41  1  0
 25 42  1  0
 26 43  1  6
 24 40  1  0
 13 33  1  0
M  END


  Mrv1652309072205512D          

 27 30  0  0  1  0            999 V2000
    6.1441    2.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1090    1.5352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3777    1.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3426    0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6112   -0.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5762   -0.8768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149    0.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1836    0.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1485   -0.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4873    0.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5224    1.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2537    1.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2888    2.4809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9500    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6814    1.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7164    2.4202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    1.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1400    1.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8570    2.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7630    0.9976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -0.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0554   -0.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4974    0.5353    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2776    0.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4199   -0.5604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9101    0.7818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5324    1.3595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  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
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 18 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0243329

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)C2=C(O)C3=C(CC4(C)O[C@H](CC3O4)C(O)=O)C(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O9/c1-18-5-6-11(8(26-18)4-10(27-18)17(23)24)16(22)12-7(19)3-9(25-2)15(21)13(12)14(6)20/h3,8,10,20,22H,4-5H2,1-2H3,(H,23,24)/t8?,10-,18?/m1/s1

> <INCHI_KEY>
HNMWDXUKPJZOQD-XPBDJYBLSA-N

> <FORMULA>
C18H16O9

> <MOLECULAR_WEIGHT>
376.317

> <EXACT_MASS>
376.079432095

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.73917875581696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(15R)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid

> <JCHEM_LOGP>
1.6334275413333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.122985202887577

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8449489704501683

> <JCHEM_PKA_STRONGEST_BASIC>
-4.049539740971794

> <JCHEM_POLAR_SURFACE_AREA>
139.59

> <JCHEM_REFRACTIVITY>
91.0501

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(15R)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      11.469   4.404   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.403   2.866   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.038   2.153   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.973   0.615   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.608  -0.098   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.542  -1.637   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.308   0.728   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.943   0.015   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.877  -1.523   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.643   0.841   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.708   2.380   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.074   3.092   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.139   4.631   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.373   2.266   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.739   2.979   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.804   4.518   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.667   3.514   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.128   3.580   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.600   5.026   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.291   1.862   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.509  -0.200   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.970  -0.135   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.928   0.999   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.518   0.471   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.784  -1.046   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.699   1.459   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.994   2.538   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   21                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    7   15                                                  
CONECT   15   14    3   16                                                  
CONECT   16   15                                                            
CONECT   17   11   18                                                       
CONECT   18   17   19   20   27                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   10   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   18                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₉

Average Mass

376.3170 Da

Monoisotopic Mass

376.07943 Da

IUPAC Name

(15R)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid

Traditional Name

(15R)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0^{2,11}.0^{4,9}]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)C2=C(O)C3=C(CC4(C)O[C@H](CC3O4)C(O)=O)C(O)=C2C1=O

InChI Identifier

InChI=1S/C18H16O9/c1-18-5-6-11(8(26-18)4-10(27-18)17(23)24)16(22)12-7(19)3-9(25-2)15(21)13(12)14(6)20/h3,8,10,20,22H,4-5H2,1-2H3,(H,23,24)/t8?,10-,18?/m1/s1

InChI Key

HNMWDXUKPJZOQD-XPBDJYBLSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Fusarium solani	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isochromanequinones. These are polycyclic compounds containing an isochromanequinone, which is structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isochromanequinones

Sub Class

Not Available

Direct Parent

Isochromanequinones

Alternative Parents

Substituents

Isochromanequinone
Naphthopyranone
Naphthopyran
Naphthoquinone
Benzopyran
Isochromane
Naphthalene
2-benzopyran
Quinone
Aryl ketone
Pyranone
Ketal
Benzenoid
Meta-dioxane
Pyran
Vinylogous acid
Vinylogous ester
Ketone
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aldehyde
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	1.63	ChemAxon
pKa (Strongest Acidic)	2.84	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.59 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.05 m³·mol⁻¹	ChemAxon
Polarizability	34.74 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

C00023710

Chemspider ID

2341396

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3084308

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid (NP0243329)

MOL for NP0243329 ((15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid)

3D MOL for NP0243329 ((15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid)

3D SDF for NP0243329 ((15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid)

3D-SDF for NP0243329 ((15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid)

PDB for NP0243329 ((15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid)

3D PDB for NP0243329 ((15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid)

SMILES for NP0243329 ((15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid)

INCHI for NP0243329 ((15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid)

Structure for NP0243329 ((15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid)

3D Structure for NP0243329 ((15r)-3,10-dihydroxy-7-methoxy-13-methyl-5,8-dioxo-14,17-dioxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,6,9-tetraene-15-carboxylic acid)