Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:26 UTC

Update Date

2022-03-07 02:53:10 UTC

HMDB ID

HMDB0031911

Secondary Accession Numbers

HMDB31911

Metabolite Identification

Common Name

Porric acid B

Description

Porric acid B, also known as porrate b, belongs to the class of organic compounds known as dibenzofurans. Dibenzofurans are compounds containing a dibenzofuran moiety, which consists of two benzene rings fused to a central furan ring. Based on a literature review a significant number of articles have been published on Porric acid B.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0031911
     RDKit          3D
Porric acid B
 33 35  0  0  0  0  0  0  0  0999 V2000
    5.0735   -0.1559    0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9119    0.0048    1.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6888   -0.0317    0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6006   -0.2195   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -0.2594   -1.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103   -0.4613   -2.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2491   -0.1023   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3377    0.0883    1.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8882    0.2073    1.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7723    0.1105    0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1555    0.1769    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8566    0.3846    1.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0923    0.4389    1.9240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1341    0.5171    3.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8408    0.0394   -0.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1683   -0.1557   -1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9111   -0.2909   -2.9075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -0.2233   -1.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975   -0.0863   -0.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556    0.1251    1.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238    0.3162    3.1013 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0090   -1.0532    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9208   -0.3174    1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563    0.7757    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -0.3454   -1.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8268   -1.4157   -2.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3690   -0.5586   -2.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9071    0.4172   -3.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4168   -0.1609    3.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9396    0.0914   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9198   -0.2440   -2.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3036   -0.3784   -2.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7788    0.4288    3.6448 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  8 20  2  0
 20 21  1  0
 20  3  1  0
 19  7  1  0
 19 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END


  Mrv0541 05061306132D          

 21 23  0  0  0  0            999 V2000
   -0.5881    0.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9669    3.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501    1.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0860    1.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1479    2.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8431    1.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930    1.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340    1.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959    2.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9050    2.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2910    1.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530    2.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7889    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5460    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8508    3.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4450    0.8183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079    3.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988    4.2268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6578    3.7852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120    2.3875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1215    3.1425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  3  1  0  0  0  0
 11  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 16  7  1  0  0  0  0
 17 12  1  0  0  0  0
 18 15  2  0  0  0  0
 19 15  1  0  0  0  0
 20  2  1  0  0  0  0
 20 10  1  0  0  0  0
 21 13  1  0  0  0  0
 21 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031911

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C2=C(C3=C(O2)C(=CC(O)=C3)C(O)=O)C(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O6/c1-6-3-10(20-2)12(17)14-11(6)8-4-7(16)5-9(15(18)19)13(8)21-14/h3-5,16-17H,1-2H3,(H,18,19)

> <INCHI_KEY>
YRDAFVVZXCAVIU-UHFFFAOYSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.2522

> <EXACT_MASS>
288.063388116

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.73392475408338

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,10-dihydroxy-11-methoxy-13-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-6-carboxylic acid

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
2.5574494853333327

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.215095251262989

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.18016194579888

> <JCHEM_PKA_STRONGEST_BASIC>
-3.888438318849595

> <JCHEM_POLAR_SURFACE_AREA>
100.13000000000001

> <JCHEM_REFRACTIVITY>
73.9492

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,10-dihydroxy-11-methoxy-13-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031911
     RDKit          3D
Porric acid B
 33 35  0  0  0  0  0  0  0  0999 V2000
    5.0735   -0.1559    0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9119    0.0048    1.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6888   -0.0317    0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6006   -0.2195   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -0.2594   -1.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103   -0.4613   -2.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2491   -0.1023   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3377    0.0883    1.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8882    0.2073    1.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7723    0.1105    0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1555    0.1769    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8566    0.3846    1.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0923    0.4389    1.9240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1341    0.5171    3.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8408    0.0394   -0.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1683   -0.1557   -1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9111   -0.2909   -2.9075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -0.2233   -1.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975   -0.0863   -0.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556    0.1251    1.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238    0.3162    3.1013 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0090   -1.0532    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9208   -0.3174    1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563    0.7757    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -0.3454   -1.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8268   -1.4157   -2.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3690   -0.5586   -2.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9071    0.4172   -3.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4168   -0.1609    3.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9396    0.0914   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9198   -0.2440   -2.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3036   -0.3784   -2.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7788    0.4288    3.6448 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  8 20  2  0
 20 21  1  0
 20  3  1  0
 19  7  1  0
 19 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.098   0.887   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.538   5.921   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080   2.672   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.027   2.352   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.009   4.137   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.574   2.352   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.534   2.672   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.997   3.496   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.979   5.281   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.556   4.137   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.543   3.496   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.526   5.281   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.473   4.961   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.019   4.961   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.455   6.746   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.564   1.527   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -3.001   6.746   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.424   7.890   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.961   7.066   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.062   4.457   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.227   5.866   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   20                                                            
CONECT    3    6   10                                                       
CONECT    4    7    8                                                       
CONECT    5    7    9                                                       
CONECT    6    1    3   11                                                  
CONECT    7    4    5   16                                                  
CONECT    8    4   11   13                                                  
CONECT    9    5   13   15                                                  
CONECT   10    3   12   20                                                  
CONECT   11    6    8   14                                                  
CONECT   12   10   14   17                                                  
CONECT   13    8    9   21                                                  
CONECT   14   11   12   21                                                  
CONECT   15    9   18   19                                                  
CONECT   16    7                                                            
CONECT   17   12                                                            
CONECT   18   15                                                            
CONECT   19   15                                                            
CONECT   20    2   10                                                       
CONECT   21   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0031911
HETATM    1  C1  UNL     1       5.074  -0.156   0.796  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.912   0.005   1.584  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.689  -0.032   0.951  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.601  -0.219  -0.411  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.373  -0.259  -1.070  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.310  -0.461  -2.526  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.249  -0.102  -0.296  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.338   0.088   1.088  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.888   0.207   1.560  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.772   0.111   0.601  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.156   0.177   0.651  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.857   0.385   1.915  1.00  0.00           C  
HETATM   13  O3  UNL     1      -5.092   0.439   1.924  1.00  0.00           O  
HETATM   14  O4  UNL     1      -3.134   0.517   3.079  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.841   0.039  -0.536  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.168  -0.156  -1.719  1.00  0.00           C  
HETATM   17  O5  UNL     1      -3.911  -0.291  -2.907  1.00  0.00           O  
HETATM   18  C13 UNL     1      -1.781  -0.223  -1.776  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.097  -0.086  -0.593  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.556   0.125   1.721  1.00  0.00           C  
HETATM   21  O6  UNL     1       1.624   0.316   3.101  1.00  0.00           O  
HETATM   22  H1  UNL     1       5.009  -1.053   0.142  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.921  -0.317   1.521  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.256   0.776   0.188  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.486  -0.345  -1.037  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.827  -1.416  -2.829  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.369  -0.559  -2.914  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.907   0.417  -3.056  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.417  -0.161   3.319  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.940   0.091  -0.502  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.920  -0.244  -2.882  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.304  -0.378  -2.734  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.779   0.429   3.645  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   25
CONECT    5    6    7    7
CONECT    6   26   27   28
CONECT    7    8   19
CONECT    8    9   20   20
CONECT    9   10
CONECT   10   11   11   19
CONECT   11   12   15
CONECT   12   13   13   14
CONECT   14   29
CONECT   15   16   16   30
CONECT   16   17   18
CONECT   17   31
CONECT   18   19   19   32
CONECT   20   21
CONECT   21   33
END

HMDB0031911
     RDKit          3D
Porric acid B
 33 35  0  0  0  0  0  0  0  0999 V2000
    5.0735   -0.1559    0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9119    0.0048    1.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6888   -0.0317    0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6006   -0.2195   -0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -0.2594   -1.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103   -0.4613   -2.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2491   -0.1023   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3377    0.0883    1.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8882    0.2073    1.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7723    0.1105    0.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1555    0.1769    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8566    0.3846    1.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0923    0.4389    1.9240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1341    0.5171    3.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8408    0.0394   -0.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1683   -0.1557   -1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9111   -0.2909   -2.9075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -0.2233   -1.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975   -0.0863   -0.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556    0.1251    1.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238    0.3162    3.1013 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0090   -1.0532    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9208   -0.3174    1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563    0.7757    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -0.3454   -1.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8268   -1.4157   -2.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3690   -0.5586   -2.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9071    0.4172   -3.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4168   -0.1609    3.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9396    0.0914   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9198   -0.2440   -2.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3036   -0.3784   -2.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7788    0.4288    3.6448 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  8 20  2  0
 20 21  1  0
 20  3  1  0
 19  7  1  0
 19 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  6 27  1  0
  6 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Porrate b	Generator
3-(15,19-Dotriacontadienyl)-5-methyl-2(5H)-furanone	HMDB
2,6-Dihydroxy-7-methoxy-9-methyl-4-dibenzofurancarboxylic acid	HMDB
4,10-Dihydroxy-11-methoxy-13-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-6-carboxylate	HMDB

Chemical Formula

C₁₅H₁₂O₆

Average Molecular Weight

288.2522

Monoisotopic Molecular Weight

288.063388116

IUPAC Name

4,10-dihydroxy-11-methoxy-13-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-6-carboxylic acid

Traditional Name

4,10-dihydroxy-11-methoxy-13-methyl-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-6-carboxylic acid

CAS Registry Number

207285-02-7

SMILES

COC1=C(O)C2=C(C3=C(O2)C(=CC(O)=C3)C(O)=O)C(C)=C1

InChI Identifier

InChI=1S/C15H12O6/c1-6-3-10(20-2)12(17)14-11(6)8-4-7(16)5-9(15(18)19)13(8)21-14/h3-5,16-17H,1-2H3,(H,18,19)

InChI Key

YRDAFVVZXCAVIU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzofurans. Dibenzofurans are compounds containing a dibenzofuran moiety, which consists of two benzene rings fused to a central furan ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Dibenzofurans

Direct Parent

Dibenzofurans

Alternative Parents

Substituents

Dibenzofuran
Hydroxybenzoic acid
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Carboxylic acid derivative
Carboxylic acid
Ether
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031911)
Cell membrane (HMDB: HMDB0031911)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031911)

Source

Endogenous

Endogenous (HMDB: HMDB0031911)

Plant

Plant (HMDB: HMDB0031911)

Exogenous

Food

Food (HMDB: HMDB0031911)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Exogenous (HMDB: HMDB0031911)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	217 - 219 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.31 g/L	ALOGPS
logP	2.51	ALOGPS
logP	2.56	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.18	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.95 m³·mol⁻¹	ChemAxon
Polarizability	28.73 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	166.777	31661259
DarkChem	[M-H]-	169.205	31661259
DeepCCS	[M+H]+	176.951	30932474
DeepCCS	[M-H]-	174.475	30932474
DeepCCS	[M-2H]-	208.885	30932474
DeepCCS	[M+Na]+	185.036	30932474
AllCCS	[M+H]+	163.6	32859911
AllCCS	[M+H-H2O]+	160.0	32859911
AllCCS	[M+NH4]+	167.0	32859911
AllCCS	[M+Na]+	167.9	32859911
AllCCS	[M-H]-	165.9	32859911
AllCCS	[M+Na-2H]-	165.2	32859911
AllCCS	[M+HCOO]-	164.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.26 minutes	32390414
Predicted by Siyang on May 30, 2022	12.2817 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.73 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1832.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	303.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	163.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	581.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	526.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1009.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	419.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1406.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	331.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	408.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	369.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	223.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	97.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Porric acid B	COC1=C(O)C2=C(C3=C(O2)C(=CC(O)=C3)C(O)=O)C(C)=C1	4319.2	Standard polar	33892256
Porric acid B	COC1=C(O)C2=C(C3=C(O2)C(=CC(O)=C3)C(O)=O)C(C)=C1	2577.6	Standard non polar	33892256
Porric acid B	COC1=C(O)C2=C(C3=C(O2)C(=CC(O)=C3)C(O)=O)C(C)=C1	2937.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Porric acid B,1TMS,isomer #1	COC1=CC(C)=C2C(=C1O[Si](C)(C)C)OC1=C(C(=O)O)C=C(O)C=C12	2823.7	Semi standard non polar	33892256
Porric acid B,1TMS,isomer #2	COC1=CC(C)=C2C(=C1O)OC1=C(C(=O)O)C=C(O[Si](C)(C)C)C=C12	2931.5	Semi standard non polar	33892256
Porric acid B,1TMS,isomer #3	COC1=CC(C)=C2C(=C1O)OC1=C(C(=O)O[Si](C)(C)C)C=C(O)C=C12	2921.1	Semi standard non polar	33892256
Porric acid B,2TMS,isomer #1	COC1=CC(C)=C2C(=C1O[Si](C)(C)C)OC1=C(C(=O)O[Si](C)(C)C)C=C(O)C=C12	2778.2	Semi standard non polar	33892256
Porric acid B,2TMS,isomer #2	COC1=CC(C)=C2C(=C1O[Si](C)(C)C)OC1=C(C(=O)O)C=C(O[Si](C)(C)C)C=C12	2836.2	Semi standard non polar	33892256
Porric acid B,2TMS,isomer #3	COC1=CC(C)=C2C(=C1O)OC1=C(C(=O)O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C12	2983.5	Semi standard non polar	33892256
Porric acid B,3TMS,isomer #1	COC1=CC(C)=C2C(=C1O[Si](C)(C)C)OC1=C(C(=O)O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C12	2897.1	Semi standard non polar	33892256
Porric acid B,1TBDMS,isomer #1	COC1=CC(C)=C2C(=C1O[Si](C)(C)C(C)(C)C)OC1=C(C(=O)O)C=C(O)C=C12	3107.1	Semi standard non polar	33892256
Porric acid B,1TBDMS,isomer #2	COC1=CC(C)=C2C(=C1O)OC1=C(C(=O)O)C=C(O[Si](C)(C)C(C)(C)C)C=C12	3197.1	Semi standard non polar	33892256
Porric acid B,1TBDMS,isomer #3	COC1=CC(C)=C2C(=C1O)OC1=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C(O)C=C12	3181.7	Semi standard non polar	33892256
Porric acid B,2TBDMS,isomer #1	COC1=CC(C)=C2C(=C1O[Si](C)(C)C(C)(C)C)OC1=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C(O)C=C12	3289.0	Semi standard non polar	33892256
Porric acid B,2TBDMS,isomer #2	COC1=CC(C)=C2C(=C1O[Si](C)(C)C(C)(C)C)OC1=C(C(=O)O)C=C(O[Si](C)(C)C(C)(C)C)C=C12	3376.4	Semi standard non polar	33892256
Porric acid B,2TBDMS,isomer #3	COC1=CC(C)=C2C(=C1O)OC1=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C12	3418.6	Semi standard non polar	33892256
Porric acid B,3TBDMS,isomer #1	COC1=CC(C)=C2C(=C1O[Si](C)(C)C(C)(C)C)OC1=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C12	3534.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Porric acid B GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-0190000000-70242ef807b2aa58930b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Porric acid B GC-MS (3 TMS) - 70eV, Positive	splash10-001c-1201900000-7e0b6d5b1491a3570cb4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Porric acid B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Porric acid B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 10V, Positive-QTOF	splash10-000i-0090000000-838852ec44bfe85d02b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 20V, Positive-QTOF	splash10-0076-0090000000-d70ed097eaf6016a9af6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 40V, Positive-QTOF	splash10-006x-1190000000-6ae3aa7542f2a4503db4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 10V, Negative-QTOF	splash10-000l-0090000000-344597db8aecae27ba43	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 20V, Negative-QTOF	splash10-002f-0090000000-76718f4ccdf074aabf7c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 40V, Negative-QTOF	splash10-004i-0290000000-b7668b23dc045c5501a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 10V, Positive-QTOF	splash10-0079-0090000000-6081a931933f97746b48	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 20V, Positive-QTOF	splash10-00dr-0090000000-4a9fbcb449552fa6785c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 40V, Positive-QTOF	splash10-02vl-0290000000-d6c09985b1d3449cae67	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 10V, Negative-QTOF	splash10-000i-0090000000-74127368fd472a94be09	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 20V, Negative-QTOF	splash10-03g3-0090000000-b9b949e8f1d38cd652d4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porric acid B 40V, Negative-QTOF	splash10-01t9-0090000000-d5f9798732476e330d08	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008598

KNApSAcK ID

Not Available

Chemspider ID

420253

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

478957

PDB ID

Not Available

ChEBI ID

174744

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Porric acid B (HMDB0031911)

MOL for HMDB0031911 (Porric acid B)

3D MOL for HMDB0031911 (Porric acid B)

3D SDF for HMDB0031911 (Porric acid B)

3D-SDF for HMDB0031911 (Porric acid B)

PDB for HMDB0031911 (Porric acid B)

3D PDB for HMDB0031911 (Porric acid B)

SMILES for HMDB0031911 (Porric acid B)

INCHI for HMDB0031911 (Porric acid B)

Structure for HMDB0031911 (Porric acid B)

3D Structure for HMDB0031911 (Porric acid B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra