NP-MRD: Showing NP-Card for methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate (NP0233216)

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Record Information

Version

2.0

Created at

2022-09-06 14:44:15 UTC

Updated at

2022-09-06 14:44:15 UTC

NP-MRD ID

NP0233216

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate

Description

Methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]Pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate 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). methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate is found in Pseudocyphellaria faveolata. Methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]Pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241517182D          

 28 30  0  0  0  0            999 V2000
   -1.3965    0.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917   -0.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0034    0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802    0.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -0.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5071    1.0506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790    0.0031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461   -1.6055    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6366   -2.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503   -2.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5083   -3.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -2.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -2.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -1.6055    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    5.7420    2.4048   -0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4648    1.8434   -0.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2069    0.5005   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082   -0.2624   -0.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8890   -0.0909    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7070    0.6100    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7163    2.0903    0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4662   -0.0272    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4151   -1.4002    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5886   -2.1521    0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4653   -3.6305    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7828   -1.4952    0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9443   -2.2414    0.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6966   -2.2462    0.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9539   -1.8471    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6334   -2.5707    1.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5910   -0.5747    0.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9559   -0.7498    0.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6032   -2.0551    0.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6913    0.4041    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4353    0.2096    0.0560 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0747    1.5949   -0.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8258    2.7069   -0.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6856    1.7348   -0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0827    3.0195   -0.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8341    4.0048   -0.6897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381    0.6341    0.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    0.9099    0.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5165    1.8344    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0322    2.3780   -1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7493    3.4454    0.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5789    2.5023    0.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7709    2.3926    0.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7088    2.5347   -0.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -4.0558   -0.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7646   -3.9497    1.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -3.9546   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9287   -3.2467    0.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6517   -1.8999    0.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3033   -2.8881    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8680   -2.2727    1.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8163    2.6412   -0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0440    3.2147   -0.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 14  1  0
 14 15  1  0
 15 16  2  0
 15 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
 22 24  1  0
 24 25  1  0
 25 26  2  0
 24 27  2  0
 27 28  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12  5  1  0
 28  8  1  0
 27 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  7 32  1  0
  7 33  1  0
  7 34  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 23 42  1  0
 25 43  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 13 38  1  0
M  END


  Mrv1533004241517182D          

 28 30  0  0  0  0            999 V2000
   -1.3965    0.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7917   -0.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0034    0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802    0.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -0.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5071    1.0506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790    0.0031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461   -1.6055    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6366   -2.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503   -2.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5083   -3.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -2.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -2.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -1.6055    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0233216

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C(C)C2=C(OC(=O)C3=C(C)C(Cl)=C(O)C(C=O)=C3O2)C(C)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H15ClO8/c1-6-11-17(9(5-21)14(23)12(6)20)27-15-7(2)10(18(24)26-4)13(22)8(3)16(15)28-19(11)25/h5,22-23H,1-4H3

> <INCHI_KEY>
JFEGOSMNEXLZRW-UHFFFAOYSA-N

> <FORMULA>
C19H15ClO8

> <MOLECULAR_WEIGHT>
406.77

> <EXACT_MASS>
406.0455451

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
38.980878050385414

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate

> <ALOGPS_LOGP>
4.08

> <JCHEM_LOGP>
5.514880105333333

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.982865206259088

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.824087454532106

> <JCHEM_PKA_STRONGEST_BASIC>
-3.807928422368724

> <JCHEM_POLAR_SURFACE_AREA>
119.36000000000001

> <JCHEM_REFRACTIVITY>
100.54319999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -2.607   0.599   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.478  -0.448   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.006   0.006   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.336   1.507   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.123  -1.042   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.594  -0.588   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.937   0.914   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.723  -1.635   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.111  -0.967   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.498  -1.635   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.627  -0.588   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.284   0.914   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.413   1.961   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.099  -1.042   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.227   0.006   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.441  -2.543   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0      10.913  -2.997   0.000  0.00  0.00          Cl+0
HETATM   18  C   UNK     0       8.312  -3.590   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.655  -5.092   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.841  -3.137   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.881  -4.341   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.549  -5.728   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.341  -4.341   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.380  -3.137   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.909  -3.590   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.566  -5.092   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.780  -2.543   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.692  -2.997   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   27                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   24                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   20                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   10   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23    8   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    5   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
Methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylic acid	Generator
Methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylic acid	Generator

Chemical Formula

C₁₉H₁₅ClO₈

Average Mass

406.7700 Da

Monoisotopic Mass

406.04555 Da

IUPAC Name

methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate

Traditional Name

methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C)C2=C(OC(=O)C3=C(C)C(Cl)=C(O)C(C=O)=C3O2)C(C)=C1O

InChI Identifier

InChI=1S/C19H15ClO8/c1-6-11-17(9(5-21)14(23)12(6)20)27-15-7(2)10(18(24)26-4)13(22)8(3)16(15)28-19(11)25/h5,22-23H,1-4H3

InChI Key

JFEGOSMNEXLZRW-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, 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
Pseudocyphellaria faveolata	LOTUS Database	35616633

Chemical Taxonomy

Description

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
Salicylic acid or derivatives
2-halophenol
1,4-dioxepine
Aryl-aldehyde
Phenol
Dioxepine
Aryl chloride
Aryl halide
Benzenoid
Vinylogous acid
Methyl ester
Carboxylic acid ester
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organochloride
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aldehyde
Organohalogen 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	4.08	ALOGPS
logP	5.51	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	5.82	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.54 m³·mol⁻¹	ChemAxon
Polarizability	38.98 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71439318

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate (NP0233216)

MOL for NP0233216 (methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate)

3D MOL for NP0233216 (methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate)

3D SDF for NP0233216 (methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate)

3D-SDF for NP0233216 (methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate)

PDB for NP0233216 (methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate)

3D PDB for NP0233216 (methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate)

SMILES for NP0233216 (methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate)

INCHI for NP0233216 (methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate)

Structure for NP0233216 (methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate)

3D Structure for NP0233216 (methyl 13-chloro-15-formyl-6,14-dihydroxy-4,7,12-trimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carboxylate)