MiMeDB: Showing metabocard for Ergoflavin (MMDBc0007313)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:32:42 UTC

Update Date

2022-08-31 06:26:58 UTC

Metabolite ID

MMDBc0007313

Metabolite Identification

Common Name

Ergoflavin

Description

7,10,14-trihydroxy-13-methyl-6-{7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3(8),4,6-trien-6-yl}-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3(8),4,6-triene-9,15-dione belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. 7,10,14-trihydroxy-13-methyl-6-{7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3(8),4,6-trien-6-yl}-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3(8),4,6-triene-9,15-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004191523062D          

 44 51  0  0  0  0            999 V2000
    9.3409    2.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5819    2.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5439    1.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8758    1.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0808    1.5504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7575    2.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9334    2.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1493    3.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    3.3305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7381    2.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9677    3.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3269    2.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4565    1.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2269    1.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3565    0.6618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8677    1.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6381    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7677    0.8863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2789    2.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0469    2.5221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8157    1.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9453    0.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    0.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932   -0.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228   -0.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7909    0.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6085    0.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9304    1.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879    1.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083    1.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    1.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0045    0.9680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3278    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2157   -0.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933    0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2253    0.5018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6341    1.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5045    2.1376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4045    1.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0453    1.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9157    2.3621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9613    3.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1817    3.9767    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  4 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  2  0  0  0  0
 32 36  1  0  0  0  0
 26 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 24 40  1  0  0  0  0
 40 41  2  0  0  0  0
 21 41  1  0  0  0  0
 41 42  1  0  0  0  0
  8 43  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END


  Mrv1533004191523062D          

 44 51  0  0  0  0            999 V2000
    9.3409    2.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5819    2.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5439    1.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8758    1.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0808    1.5504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7575    2.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9334    2.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1493    3.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    3.3305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7381    2.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9677    3.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3269    2.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4565    1.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2269    1.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3565    0.6618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8677    1.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6381    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7677    0.8863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2789    2.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0469    2.5221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8157    1.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9453    0.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    0.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932   -0.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228   -0.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7909    0.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6085    0.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9304    1.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879    1.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083    1.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    1.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0045    0.9680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3278    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2157   -0.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933    0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2253    0.5018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6341    1.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5045    2.1376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4045    1.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0453    1.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9157    2.3621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9613    3.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1817    3.9767    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  4 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  2  0  0  0  0
 32 36  1  0  0  0  0
 26 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 24 40  1  0  0  0  0
 40 41  2  0  0  0  0
 21 41  1  0  0  0  0
 41 42  1  0  0  0  0
  8 43  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0007313

> <DATABASE_NAME>
MIME

> <SMILES>
CC1CC2OC(=O)C3(OC4=CC=C(C(O)=C4C(=O)C23O)C2=CC=C3OC45C(O)C(C)CC(OC4=O)C5(O)C(=O)C3=C2O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C30H26O14/c1-9-7-15-27(39)23(35)17-13(43-29(27,21(9)33)25(37)41-15)5-3-11(19(17)31)12-4-6-14-18(20(12)32)24(36)28(40)16-8-10(2)22(34)30(28,44-14)26(38)42-16/h3-6,9-10,15-16,21-22,31-34,39-40H,7-8H2,1-2H3

> <INCHI_KEY>
RAVDMGKYJQVXDU-UHFFFAOYSA-N

> <FORMULA>
C30H26O14

> <MOLECULAR_WEIGHT>
610.524

> <EXACT_MASS>
610.132255517

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
58.56315695234885

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7,10,14-trihydroxy-13-methyl-6-{7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-6-yl}-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-triene-9,15-dione

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
1.5925136220000011

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.665799814112056

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.832090733862312

> <JCHEM_PKA_STRONGEST_BASIC>
-3.497571507210549

> <JCHEM_POLAR_SURFACE_AREA>
226.57999999999998

> <JCHEM_REFRACTIVITY>
140.2544

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.60e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,10,14-trihydroxy-13-methyl-6-{7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-6-yl}-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-triene-9,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      17.436   5.528   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.019   4.925   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.949   3.386   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.702   2.482   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      13.218   2.894   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      12.614   4.311   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.076   4.382   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      13.345   5.666   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.907   6.217   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.711   5.247   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.273   5.798   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.077   4.828   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.319   3.307   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.757   2.756   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.999   1.235   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.953   3.726   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.391   3.175   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.633   1.654   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      13.587   4.145   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      15.021   4.708   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.123   2.337   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.364   0.816   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.168  -0.153   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.730   0.398   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.534  -0.572   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.096  -0.021   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.343   0.882   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.869   1.087   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.603   2.528   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.831   3.024   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.255   3.435   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.740   3.162   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.008   1.807   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.612   0.390   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.403  -0.768   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.854   1.499   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.421   0.937   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       3.050   2.469   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.808   3.990   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       4.488   1.918   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.685   2.888   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       5.443   4.409   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      14.861   5.939   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      15.273   7.423   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   43                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   19   43                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    4    8   20                                             
CONECT   20   19                                                            
CONECT   21   13   22   41                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   40                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   34   36                                             
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   36                                                  
CONECT   33   32   34                                                       
CONECT   34   33   26   35                                                  
CONECT   35   34                                                            
CONECT   36   32   26   37   38                                             
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   24   41                                                  
CONECT   41   40   21   42                                                  
CONECT   42   41                                                            
CONECT   43    8    2   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0  102    0
END

Synonyms

Not Available

Molecular Formula

C₃₀H₂₆O₁₄

Average Mass

610.524

Monoisotopic Mass

610.132255517

IUPAC Name

7,10,14-trihydroxy-13-methyl-6-{7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-6-yl}-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-triene-9,15-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1CC2OC(=O)C3(OC4=CC=C(C(O)=C4C(=O)C23O)C2=CC=C3OC45C(O)C(C)CC(OC4=O)C5(O)C(=O)C3=C2O)C1O

InChI Identifier

InChI=1S/C30H26O14/c1-9-7-15-27(39)23(35)17-13(43-29(27,21(9)33)25(37)41-15)5-3-11(19(17)31)12-4-6-14-18(20(12)32)24(36)28(40)16-8-10(2)22(34)30(28,44-14)26(38)42-16/h3-6,9-10,15-16,21-22,31-34,39-40H,7-8H2,1-2H3

InChI Key

RAVDMGKYJQVXDU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Chromone
Caprolactone
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Monosaccharide
Benzenoid
Vinylogous acid
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Polyol
Oxacycle
Ether
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
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	1.6 g/L	ALOGPS
logP	1.07	ALOGPS
logP	1.59	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.83	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	226.58 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	140.25 m³·mol⁻¹	ChemAxon
Polarizability	58.56 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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 (TMS_4_3) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Not Available

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	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

12309765

PDB ID

Not Available

ChEBI ID

Not Available

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 ]

Showing metabocard for Ergoflavin (MMDBc0007313)

MOL for #<Metabolite:0x00007fecb66af090>

3D MOL for #<Metabolite:0x00007fecb66af090>

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3D-SDF for #<Metabolite:0x00007fecb66af090>

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3D PDB for #<Metabolite:0x00007fecb66af090>

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Structure for #<Metabolite:0x00007fecb66af090>

3D Structure for #<Metabolite:0x00007fecb66af090>