MiMeDB: Showing metabocard for Asperpyrone B (MMDBc0001107)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 18:43:33 UTC

Update Date

2025-10-07 16:04:25 UTC

Metabolite ID

MMDBc0001107

Metabolite Identification

Common Name

Asperpyrone B

Description

Asperpyrone B is a dimeric naphtho-γ-pyrone, a class of compounds characterized by their unique polycyclic structures and diverse biological activities. Chemically, Asperpyrone B features a complex arrangement of fused aromatic rings, which contributes to its potential bioactivity. It was first isolated from the endophytic fungus Alternaria alternata HE11, obtained from Colocasia esculanta leaves, alongside other metabolites such as Ergosterol and β-Sitosterol (PMID:37414961 ). Additionally, Asperpyrone B was also identified in the marine-derived fungus Aspergillus foetidus KMM 4694, where it was found among various other naphtho-γ-pyrones (PMID:31242774 ). In terms of biological pathways, dimeric naphtho-γ-pyrones like Asperpyrone B are known to be involved in various metabolic processes, potentially influencing fungal growth and secondary metabolite production, although specific pathways for Asperpyrone B have yet to be fully elucidated. The structural characteristics of Asperpyrone B suggest it may interact with biological targets, contributing to its role in the ecology of the fungi from which it is derived.

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251515252D          

 42 47  0  0  0  0            999 V2000
    3.6533   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6033   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6033   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6033    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  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
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  9 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 28 35  2  0  0  0  0
 35 36  1  0  0  0  0
 24 36  1  0  0  0  0
 36 37  2  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 18 40  1  0  0  0  0
  8 40  1  0  0  0  0
 40 41  2  0  0  0  0
  3 41  1  0  0  0  0
 11 42  1  0  0  0  0
M  END


  Mrv1533004251515252D          

 42 47  0  0  0  0            999 V2000
    3.6533   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6033   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6033   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6033    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  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
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  9 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 28 35  2  0  0  0  0
 35 36  1  0  0  0  0
 24 36  1  0  0  0  0
 36 37  2  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 18 40  1  0  0  0  0
  8 40  1  0  0  0  0
 40 41  2  0  0  0  0
  3 41  1  0  0  0  0
 11 42  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0001107

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=CC(OC)=C2C3=C(C(=O)C=C(C)O3)C(O)=C(C2=C1)C1=C(OC)C=C2C=C(O)C3=C(OC(C)=CC3=O)C2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C32H26O10/c1-13-7-18(33)26-20(35)9-15-10-21(38-4)28(30(40-6)23(15)31(26)41-13)25-17-11-16(37-3)12-22(39-5)24(17)32-27(29(25)36)19(34)8-14(2)42-32/h7-12,35-36H,1-6H3

> <INCHI_KEY>
ADLOVFYPOQTFMO-UHFFFAOYSA-N

> <FORMULA>
C32H26O10

> <MOLECULAR_WEIGHT>
570.55

> <EXACT_MASS>
570.152597037

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
58.635104625043624

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-6-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-benzo[h]chromen-9-yl}-8,10-dimethoxy-2-methyl-4H-benzo[h]chromen-4-one

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
5.4582238919999995

> <ALOGPS_LOGS>
-5.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.2947064273016125

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.487393021805888

> <JCHEM_PKA_STRONGEST_BASIC>
-4.265391425287626

> <JCHEM_POLAR_SURFACE_AREA>
129.98000000000002

> <JCHEM_REFRACTIVITY>
156.00759999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.64e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-6-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxobenzo[h]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       6.819  -0.206   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.589  -1.540   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.129  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.899  -2.874   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.439  -2.874   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.209  -4.207   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      13.749  -4.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.209  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.749  -1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.519  -2.874   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      16.059  -2.874   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.829  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.059  -0.206   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.829   1.127   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.519  -0.206   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.749   1.127   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      14.519   2.461   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.209   1.127   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.439   2.461   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.899   2.461   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.129   1.127   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.589   1.127   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.129   3.795   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.899   5.128   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.129   6.462   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.899   7.796   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.129   9.129   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      11.439   7.796   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.209   9.129   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      11.439  10.463   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      13.749   9.129   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.519   7.796   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.059   7.796   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      13.749   6.462   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      12.209   6.462   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.439   5.128   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.209   3.795   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.749   3.795   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      14.519   5.128   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.439  -0.206   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.899  -0.206   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      16.829  -4.207   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   41                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   40                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   42                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    9   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   40                                                  
CONECT   19   18   20   37                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24                                                       
CONECT   24   23   25   36                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   35                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   28   36                                                  
CONECT   36   35   24   37                                                  
CONECT   37   36   19   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   18    8   41                                                  
CONECT   41   40    3                                                       
CONECT   42   11                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

Synonyms

Not Available

Molecular Formula

C₃₂H₂₆O₁₀

Average Mass

570.55

Monoisotopic Mass

570.152597037

IUPAC Name

5-hydroxy-6-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-benzo[h]chromen-9-yl}-8,10-dimethoxy-2-methyl-4H-benzo[h]chromen-4-one

Traditional Name

5-hydroxy-6-{5-hydroxy-8,10-dimethoxy-2-methyl-4-oxobenzo[h]chromen-9-yl}-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C2C3=C(C(=O)C=C(C)O3)C(O)=C(C2=C1)C1=C(OC)C=C2C=C(O)C3=C(OC(C)=CC3=O)C2=C1OC

InChI Identifier

InChI=1S/C32H26O10/c1-13-7-18(33)26-20(35)9-15-10-21(38-4)28(30(40-6)23(15)31(26)41-13)25-17-11-16(37-3)12-22(39-5)24(17)32-27(29(25)36)19(34)8-14(2)42-32/h7-12,35-36H,1-6H3

InChI Key

ADLOVFYPOQTFMO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Substituents

Naphthopyranone
Chromone
2-naphthol
Benzopyran
1-benzopyran
Naphthalene
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	0.0036 g/L	ALOGPS
logP	4.28	ALOGPS
logP	5.46	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	6.49	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	129.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	156.01 m³·mol⁻¹	ChemAxon
Polarizability	58.64 Å³	ChemAxon
Number of Rings	6	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_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-23	131.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	34.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	731.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	1087.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	731.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	253.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2956.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	121.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	452.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	488.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	202.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	197.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	240.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	15.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	243.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	253.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	527.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2373.9
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1181.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Asperpyrone B_TMS_1	COC1=CC(OC)=C2C(=C1)C(C1=C(OC)C=C3C=C(O)C4=C(OC(C)=CC4=O)C3=C1OC)=C(O[Si](C)(C)C)C1=C2OC(C)=CC1=O	standard non polar	2025-10-23	113.259
Gas Chromatography	Asperpyrone B_TMS_2	COC1=CC(OC)=C2C(=C1)C(C1=C(OC)C=C3C=C(O[Si](C)(C)C)C4=C(OC(C)=CC4=O)C3=C1OC)=C(O)C1=C2OC(C)=CC1=O	standard non polar	2025-10-23	594.504
Gas Chromatography	Asperpyrone B_TMS_3	COC1=CC(OC)=C2C(=C1)C(C1=C(OC)C=C3C=C(O[Si](C)(C)C)C4=C(OC(C)=CC4=O)C3=C1OC)=C(O[Si](C)(C)C)C1=C2OC(C)=CC1=O	standard non polar	2025-10-23	1081.28
Gas Chromatography	Asperpyrone B_TMS_1	COC1=CC(OC)=C2C(=C1)C(C1=C(OC)C=C3C=C(O)C4=C(OC(C)=CC4=O)C3=C1OC)=C(O[Si](C)(C)C)C1=C2OC(C)=CC1=O	standard polar	2025-10-23	3350.05
Gas Chromatography	Asperpyrone B_TMS_2	COC1=CC(OC)=C2C(=C1)C(C1=C(OC)C=C3C=C(O[Si](C)(C)C)C4=C(OC(C)=CC4=O)C3=C1OC)=C(O)C1=C2OC(C)=CC1=O	standard polar	2025-10-23	3362.9
Gas Chromatography	Asperpyrone B_TMS_3	COC1=CC(OC)=C2C(=C1)C(C1=C(OC)C=C3C=C(O[Si](C)(C)C)C4=C(OC(C)=CC4=O)C3=C1OC)=C(O[Si](C)(C)C)C1=C2OC(C)=CC1=O	standard polar	2025-10-23	1526.06

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	2	Human sputum; Human feces; Human	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	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

C00044551

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

11114482

PDB ID

Not Available

ChEBI ID

133761

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Asperpyrone B (MMDBc0001107)

MOL for #<Metabolite:0x00005643239623e8>

3D MOL for #<Metabolite:0x00005643239623e8>

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3D-SDF for #<Metabolite:0x00005643239623e8>

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3D PDB for #<Metabolite:0x00005643239623e8>

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INCHI for #<Metabolite:0x00005643239623e8>

Structure for #<Metabolite:0x00005643239623e8>

3D Structure for #<Metabolite:0x00005643239623e8>