NP-MRD: Showing NP-Card for Protocetraric acid (NP0139266)

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Record Information

Version

2.0

Created at

2022-06-29 19:46:42 UTC

Updated at

2022-06-29 19:46:42 UTC

NP-MRD ID

NP0139266

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Protocetraric acid

Description

15-Formyl-6,14-dihydroxy-7-(hydroxymethyl)-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]Pentadeca-1(11),3(8),4,6,12,14-hexaene-5-carboxylic acid 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). Protocetraric acid is found in Cetraria ericetorum, Cladonia foliacea, Cladonia rei, Flavoparmelia haysomii, Flavoparmelia springtonensis, Lepraria eburnea and Ramalina siliquosa. 15-Formyl-6,14-dihydroxy-7-(hydroxymethyl)-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]Pentadeca-1(11),3(8),4,6,12,14-hexaene-5-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231519562D          

 27 29  0  0  0  0            999 V2000
    0.8390   -2.7278    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
    0.4178   -1.3623    0.0000 C   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
   -0.0034    0.0031    0.0000 O   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
    2.3617    0.7327    0.0000 O   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
    4.8742   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790    0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2954    0.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2673   -0.2400    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 O   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
    4.0318   -3.2889    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -2.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673   -3.0686    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  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 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  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 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
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  2 27  1  0  0  0  0
  9 27  2  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -3.6080   -2.7023   -1.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3894   -1.3401   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3917   -0.4101   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1628    0.8883    0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2388    1.7036    0.2520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9010    1.2789    0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5845    2.6162    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4239    3.5250    1.0846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8462    0.3703    0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212   -0.9184   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1601   -1.9869   -0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801   -3.1221   -0.2655 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672   -1.7494   -0.8704 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9764   -0.7170   -0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3366   -0.9849   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6107   -2.2418   -1.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -2.5250   -1.5151 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3371   -0.1389   -0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6645   -0.3399   -0.3499 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051    1.0621    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0940    1.9523    0.9197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260    3.0108    1.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258    1.6125    0.6295 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6819    1.3084    0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2775    2.5231    1.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6649    0.4398    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185    0.9322    0.6440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8035   -3.4875   -0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6610   -2.6379   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0746   -2.9871   -1.9396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4044   -0.7217   -0.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3203    2.6224    0.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    2.9027    1.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0912   -2.2313   -2.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1640   -3.0560   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0595   -2.9466   -2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2307   -0.9920   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9469    1.1802    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540    2.1722    2.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9503    3.3590    0.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9659    2.7767    2.3339 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
 20 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 10  2  1  0
 26 14  1  0
 27  9  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  5 32  1  0
  7 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 23 38  1  0
 25 39  1  0
 25 40  1  0
 25 41  1  0
M  END


  Mrv1533004231519562D          

 27 29  0  0  0  0            999 V2000
    0.8390   -2.7278    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
    0.4178   -1.3623    0.0000 C   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
   -0.0034    0.0031    0.0000 O   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
    2.3617    0.7327    0.0000 O   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
    4.8742   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790    0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2954    0.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2673   -0.2400    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 O   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
    4.0318   -3.2889    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -2.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673   -3.0686    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  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 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  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 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
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  2 27  1  0  0  0  0
  9 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0139266

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(O)=C(C=O)C2=C1C(=O)OC1=C(CO)C(O)=C(C(O)=O)C(C)=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O9/c1-6-3-10(21)8(4-19)15-11(6)18(25)27-16-9(5-20)13(22)12(17(23)24)7(2)14(16)26-15/h3-4,20-22H,5H2,1-2H3,(H,23,24)

> <INCHI_KEY>
VOXMONAUSQZPTP-UHFFFAOYSA-N

> <FORMULA>
C18H14O9

> <MOLECULAR_WEIGHT>
374.301

> <EXACT_MASS>
374.063782031

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
35.057847842774954

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15-formyl-6,14-dihydroxy-7-(hydroxymethyl)-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
3.2841702163333326

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.2622974757985075

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.551459891198919

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2135723990351295

> <JCHEM_POLAR_SURFACE_AREA>
150.59

> <JCHEM_REFRACTIVITY>
92.74399999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-formyl-6,14-dihydroxy-7-(hydroxymethyl)-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       1.566  -5.092   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.909  -3.590   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.780  -2.543   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.123  -1.042   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.006   0.006   0.000  0.00  0.00           O+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  O   UNK     0       4.408   1.368   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.723  -1.635   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.111  -0.967   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.498  -1.635   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.627  -0.588   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.284   0.914   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.099  -1.042   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.227   0.006   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.885   1.507   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      11.699  -0.448   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.441  -2.543   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.913  -2.997   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.312  -3.590   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.655  -5.092   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.526  -6.139   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.841  -3.137   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.881  -4.341   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.341  -4.341   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.672  -5.728   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.380  -3.137   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   27                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   27                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   23                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   11   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    2    9                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
15-Formyl-6,14-dihydroxy-7-(hydroxymethyl)-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(11),3(8),4,6,12,14-hexaene-5-carboxylate	Generator
15-Formyl-6,14-dihydroxy-7-(hydroxymethyl)-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-5-carboxylate	Generator

Chemical Formula

C₁₈H₁₄O₉

Average Mass

374.3010 Da

Monoisotopic Mass

374.06378 Da

IUPAC Name

15-formyl-6,14-dihydroxy-7-(hydroxymethyl)-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

Traditional Name

15-formyl-6,14-dihydroxy-7-(hydroxymethyl)-4,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaene-5-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C(C=O)C2=C1C(=O)OC1=C(CO)C(O)=C(C(O)=O)C(C)=C1O2

InChI Identifier

InChI=1S/C18H14O9/c1-6-3-10(21)8(4-19)15-11(6)18(25)27-16-9(5-20)13(22)12(17(23)24)7(2)14(16)26-15/h3-4,20-22H,5H2,1-2H3,(H,23,24)

InChI Key

VOXMONAUSQZPTP-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
Cetraria ericetorum	LOTUS Database	35616633
Cladonia foliacea	LOTUS Database	35616633
Cladonia rei	LOTUS Database	35616633
Flavoparmelia haysomii	LOTUS Database	35616633
Flavoparmelia springtonensis	LOTUS Database	35616633
Lepraria eburnea	LOTUS Database	35616633
Ramalina siliquosa	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
Hydroxybenzoic acid
Salicylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Dioxepine
Aryl-aldehyde
Phenol
Benzenoid
Vinylogous acid
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Ether
Aldehyde
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Aromatic alcohol
Primary alcohol
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	2.05	ALOGPS
logP	3.28	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	2.55	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	150.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.74 m³·mol⁻¹	ChemAxon
Polarizability	35.06 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

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

5489486

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Protocetraric acid (NP0139266)

MOL for NP0139266 (Protocetraric acid)

3D MOL for NP0139266 (Protocetraric acid)

3D SDF for NP0139266 (Protocetraric acid)

3D-SDF for NP0139266 (Protocetraric acid)

PDB for NP0139266 (Protocetraric acid)

3D PDB for NP0139266 (Protocetraric acid)

SMILES for NP0139266 (Protocetraric acid)

INCHI for NP0139266 (Protocetraric acid)

Structure for NP0139266 (Protocetraric acid)

3D Structure for NP0139266 (Protocetraric acid)