MiMeDB: Showing metabocard for Aurantricholide B (MMDBc0019803)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:49:38 UTC

Update Date

2024-04-30 19:35:32 UTC

Metabolite ID

MMDBc0019803

Metabolite Identification

Common Name

Aurantricholide B

Description

Aurantricholide B is found in mushrooms. Aurantricholide B is a pigment isolated from the mushroom Suillus grevillei (larch bolete).

Structure

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

HMDB0035230
     RDKit          3D
Aurantricholide B
 33 36  0  0  0  0  0  0  0  0999 V2000
    2.1720   -3.6484    0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1581   -2.8774    0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1006   -3.2087    0.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8654   -2.1437    0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270   -1.9102    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321   -0.6159    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0900   -0.4277    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5902    0.8585    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9656    1.0795    0.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7004    1.9300    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2649    3.1933   -0.0409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3286    1.7032   -0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197    0.4211    0.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5066    0.2268    0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023   -0.9760    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -1.5038    0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4813   -0.6925    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2958   -0.7753   -1.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330   -0.0078   -1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7950    0.8501   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9484    1.6104   -0.2791 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783    0.9215    0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8268    0.1610    1.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9187   -2.7230    0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7996   -1.2381    0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5829    0.2848    0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632    4.0018   -0.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7178    2.5738   -0.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -1.4257   -1.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990   -0.0374   -2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8195    2.5331   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939    1.6164    1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114    0.2460    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16  2  1  0
 23 17  1  0
 15  4  1  0
 13  6  1  0
  5 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 18 29  1  0
 19 30  1  0
 21 31  1  0
 22 32  1  0
 23 33  1  0
M  END


  Mrv0541 05061308192D          

 23 26  0  0  0  0            999 V2000
    0.1536    3.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    3.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014    4.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604    3.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    4.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633    5.3289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  8  1  2  0  0  0  0
  8  2  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  3  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  7  2  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  2  0  0  0  0
 14  6  2  0  0  0  0
 15  8  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 15  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 17  2  0  0  0  0
 22 13  1  0  0  0  0
 22 16  1  0  0  0  0
 23 14  1  0  0  0  0
 23 17  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0019803

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC=C(C=C1)C1=C2OC3=C(C=C2OC1=O)C=C(O)C(O)=C3

> <INCHI_IDENTIFIER>
InChI=1S/C17H10O6/c18-10-3-1-8(2-4-10)15-16-14(23-17(15)21)6-9-5-11(19)12(20)7-13(9)22-16/h1-7,18-20H

> <INCHI_KEY>
QIZCPKIKTOBRLA-UHFFFAOYSA-N

> <FORMULA>
C17H10O6

> <MOLECULAR_WEIGHT>
310.2577

> <EXACT_MASS>
310.047738052

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.544873228563123

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dihydroxy-3-(4-hydroxyphenyl)-2H-furo[3,2-b]chromen-2-one

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.587445331333333

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.810676060218153

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.936994032433281

> <JCHEM_PKA_STRONGEST_BASIC>
-5.4100814194979225

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
82.2676

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dihydroxy-3-(4-hydroxyphenyl)furo[3,2-b]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035230
     RDKit          3D
Aurantricholide B
 33 36  0  0  0  0  0  0  0  0999 V2000
    2.1720   -3.6484    0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1581   -2.8774    0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1006   -3.2087    0.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8654   -2.1437    0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270   -1.9102    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321   -0.6159    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0900   -0.4277    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5902    0.8585    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9656    1.0795    0.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7004    1.9300    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2649    3.1933   -0.0409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3286    1.7032   -0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197    0.4211    0.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5066    0.2268    0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023   -0.9760    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -1.5038    0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4813   -0.6925    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2958   -0.7753   -1.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330   -0.0078   -1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7950    0.8501   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9484    1.6104   -0.2791 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783    0.9215    0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8268    0.1610    1.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9187   -2.7230    0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7996   -1.2381    0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5829    0.2848    0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632    4.0018   -0.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7178    2.5738   -0.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -1.4257   -1.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990   -0.0374   -2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8195    2.5331   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939    1.6164    1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114    0.2460    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16  2  1  0
 23 17  1  0
 15  4  1  0
 13  6  1  0
  5 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 18 29  1  0
 19 30  1  0
 21 31  1  0
 22 32  1  0
 23 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       0.287   6.698   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.250   5.873   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.189   8.162   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.726   7.338   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.744   5.553   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.695   8.483   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.171   9.947   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       7.865   1.303   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.865   4.383   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.713   2.843   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.530   4.383   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
CONECT    1    3    8                                                       
CONECT    2    4    8                                                       
CONECT    3    1   10                                                       
CONECT    4    2   10                                                       
CONECT    5    9   11                                                       
CONECT    6    9   14                                                       
CONECT    7   12   13                                                       
CONECT    8    1    2   15                                                  
CONECT    9    5    6   13                                                  
CONECT   10    3    4   18                                                  
CONECT   11    5   12   19                                                  
CONECT   12    7   11   20                                                  
CONECT   13    7    9   22                                                  
CONECT   14    6   16   23                                                  
CONECT   15    8   16   17                                                  
CONECT   16   14   15   22                                                  
CONECT   17   15   21   23                                                  
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   17                                                            
CONECT   22   13   16                                                       
CONECT   23   14   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0035230
HETATM    1  O1  UNL     1       2.172  -3.648   0.133  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.158  -2.877   0.118  1.00  0.00           C  
HETATM    3  O2  UNL     1      -0.101  -3.209   0.162  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.865  -2.144   0.127  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.227  -1.910   0.149  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.732  -0.616   0.100  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.090  -0.428   0.129  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.590   0.859   0.082  1.00  0.00           C  
HETATM    9  O3  UNL     1      -5.966   1.080   0.112  1.00  0.00           O  
HETATM   10  C7  UNL     1      -3.700   1.930   0.005  1.00  0.00           C  
HETATM   11  O4  UNL     1      -4.265   3.193  -0.041  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.329   1.703  -0.023  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.820   0.421   0.026  1.00  0.00           C  
HETATM   14  O5  UNL     1      -0.507   0.227   0.003  1.00  0.00           O  
HETATM   15  C10 UNL     1       0.002  -0.976   0.049  1.00  0.00           C  
HETATM   16  C11 UNL     1       1.295  -1.504   0.046  1.00  0.00           C  
HETATM   17  C12 UNL     1       2.481  -0.692   0.011  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.296  -0.775  -1.122  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.433  -0.008  -1.199  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.795   0.850  -0.174  1.00  0.00           C  
HETATM   21  O6  UNL     1       5.948   1.610  -0.279  1.00  0.00           O  
HETATM   22  C16 UNL     1       3.978   0.921   0.942  1.00  0.00           C  
HETATM   23  C17 UNL     1       2.827   0.161   1.048  1.00  0.00           C  
HETATM   24  H1  UNL     1      -2.919  -2.723   0.210  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.800  -1.238   0.190  1.00  0.00           H  
HETATM   26  H3  UNL     1      -6.583   0.285   0.174  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.663   4.002  -0.093  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.718   2.574  -0.089  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.064  -1.426  -1.936  1.00  0.00           H  
HETATM   30  H7  UNL     1       5.099  -0.037  -2.052  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.819   2.533  -0.719  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.294   1.616   1.733  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.211   0.246   1.930  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   16
CONECT    3    4
CONECT    4    5    5   15
CONECT    5    6   24
CONECT    6    7    7   13
CONECT    7    8   25
CONECT    8    9   10   10
CONECT    9   26
CONECT   10   11   12
CONECT   11   27
CONECT   12   13   13   28
CONECT   13   14
CONECT   14   15
CONECT   15   16   16
CONECT   16   17
CONECT   17   18   18   23
CONECT   18   19   29
CONECT   19   20   20   30
CONECT   20   21   22
CONECT   21   31
CONECT   22   23   23   32
CONECT   23   33
END

HMDB0035230
     RDKit          3D
Aurantricholide B
 33 36  0  0  0  0  0  0  0  0999 V2000
    2.1720   -3.6484    0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1581   -2.8774    0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1006   -3.2087    0.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8654   -2.1437    0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2270   -1.9102    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321   -0.6159    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0900   -0.4277    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5902    0.8585    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9656    1.0795    0.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7004    1.9300    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2649    3.1933   -0.0409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3286    1.7032   -0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197    0.4211    0.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5066    0.2268    0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023   -0.9760    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -1.5038    0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4813   -0.6925    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2958   -0.7753   -1.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330   -0.0078   -1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7950    0.8501   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9484    1.6104   -0.2791 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783    0.9215    0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8268    0.1610    1.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9187   -2.7230    0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7996   -1.2381    0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5829    0.2848    0.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632    4.0018   -0.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7178    2.5738   -0.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -1.4257   -1.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990   -0.0374   -2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8195    2.5331   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939    1.6164    1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114    0.2460    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 16  2  1  0
 23 17  1  0
 15  4  1  0
 13  6  1  0
  5 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 18 29  1  0
 19 30  1  0
 21 31  1  0
 22 32  1  0
 23 33  1  0
M  END

Synonyms

Value	Source
6,7-Dihydroxy-3-(4-hydroxyphenyl)-2H-furo[3,2-b][1]benzopyran-2-one, 9ci	HMDB

Molecular Formula

C₁₇H₁₀O₆

Average Mass

310.2577

Monoisotopic Mass

310.047738052

IUPAC Name

6,7-dihydroxy-3-(4-hydroxyphenyl)-2H-furo[3,2-b]chromen-2-one

Traditional Name

6,7-dihydroxy-3-(4-hydroxyphenyl)furo[3,2-b]chromen-2-one

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C1=C2OC3=C(C=C2OC1=O)C=C(O)C(O)=C3

InChI Identifier

InChI=1S/C17H10O6/c18-10-3-1-8(2-4-10)15-16-14(23-17(15)21)6-9-5-11(19)12(20)7-13(9)22-16/h1-7,18-20H

InChI Key

QIZCPKIKTOBRLA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanocoumarins. These are polycyclic aromatic compounds containing a furan ring fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Furanocoumarins

Alternative Parents

Substituents

Furanocoumarin
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Furan
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.043 g/L	ALOGPS
logP	3.05	ALOGPS
logP	2.59	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.94	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	82.27 m³·mol⁻¹	ChemAxon
Polarizability	30.54 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0691000000-0d3d828fa22904a5734a	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0ir0-3100920000-02cd9c14d2f9e94de2fb	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0019000000-20b6281c64ca40d02583	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1059000000-eb373dbfe219eaa9c73d	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0043-2590000000-76022461dcac78d7e895	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0209000000-7626372742e3e4529fc1	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0039000000-8ecb34f484202bd831a6	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ce9-2790000000-bb5df01a380d4be9f835	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0009000000-28600f1becbfb2f043c7	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0009000000-28600f1becbfb2f043c7	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-0590000000-9816245439cf553ba601	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0009000000-f9b5f854b100ac09f3d3	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0009000000-f9b5f854b100ac09f3d3	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4r-1392000000-c4c4058f2870f5c8c78a	2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Basidiomycota	4	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Plant		Agaricus bisporus	FooDB	31437929
Plant		Pleurotus ostreatus	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0035230

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013886

KNApSAcK ID

C00054767

Chemspider ID

9453310

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11278310

PDB ID

Not Available

ChEBI ID

174228

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Aurantricholide B (MMDBc0019803)

MOL for #<Metabolite:0x00007fecf8b5d280>

3D MOL for #<Metabolite:0x00007fecf8b5d280>

3D SDF for #<Metabolite:0x00007fecf8b5d280>

3D-SDF for #<Metabolite:0x00007fecf8b5d280>

PDB for #<Metabolite:0x00007fecf8b5d280>

3D PDB for #<Metabolite:0x00007fecf8b5d280>

SMILES for #<Metabolite:0x00007fecf8b5d280>

INCHI for #<Metabolite:0x00007fecf8b5d280>

Structure for #<Metabolite:0x00007fecf8b5d280>

3D Structure for #<Metabolite:0x00007fecf8b5d280>