MiMeDB: Showing metabocard for Pheofungin D (MMDBc0011166)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 03:06:21 UTC

Update Date

2022-08-31 06:32:41 UTC

Metabolite ID

MMDBc0011166

Metabolite Identification

Common Name

Pheofungin D

Description

Pheofungin D belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Based on a literature review very few articles have been published on Pheofungin D.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152105062D          

 33 37  0  0  0  0            999 V2000
    5.7666   -0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860    1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864    0.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0366    0.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444    2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362    2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966    0.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4164    1.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7666    1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758    3.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565    1.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    3.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    4.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    4.1348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    4.4466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062    1.3284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3067    2.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1463    4.1348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    5.3821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864    2.5757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    4.4466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058    2.5757    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  2  1  0  0  0  0
 10  4  2  0  0  0  0
 10  7  1  0  0  0  0
 11  3  1  0  0  0  0
 11  8  2  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  2  0  0  0  0
 15  8  1  0  0  0  0
 16  7  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 20 15  2  0  0  0  0
 21 13  2  0  0  0  0
 21 14  1  0  0  0  0
 22 17  2  0  0  0  0
 22 20  1  0  0  0  0
 23 17  1  0  0  0  0
 23 19  2  0  0  0  0
 24 19  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 12  1  0  0  0  0
 27 13  1  0  0  0  0
 28 14  1  0  0  0  0
 29 20  1  0  0  0  0
 30 24  2  0  0  0  0
 31 15  1  0  0  0  0
 31 21  1  0  0  0  0
 32 22  1  0  0  0  0
 32 24  1  0  0  0  0
 33 16  1  0  0  0  0
 33 23  1  0  0  0  0
M  END


  Mrv1652305152105062D          

 33 37  0  0  0  0            999 V2000
    5.7666   -0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860    1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864    0.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0366    0.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444    2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362    2.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966    0.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4164    1.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7666    1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    2.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758    3.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565    1.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    3.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    3.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    4.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    4.1348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    4.4466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062    1.3284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3067    2.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1463    4.1348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    5.3821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864    2.5757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    4.4466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058    2.5757    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  2  1  0  0  0  0
 10  4  2  0  0  0  0
 10  7  1  0  0  0  0
 11  3  1  0  0  0  0
 11  8  2  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  2  0  0  0  0
 15  8  1  0  0  0  0
 16  7  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 20 15  2  0  0  0  0
 21 13  2  0  0  0  0
 21 14  1  0  0  0  0
 22 17  2  0  0  0  0
 22 20  1  0  0  0  0
 23 17  1  0  0  0  0
 23 19  2  0  0  0  0
 24 19  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 12  1  0  0  0  0
 27 13  1  0  0  0  0
 28 14  1  0  0  0  0
 29 20  1  0  0  0  0
 30 24  2  0  0  0  0
 31 15  1  0  0  0  0
 31 21  1  0  0  0  0
 32 22  1  0  0  0  0
 32 24  1  0  0  0  0
 33 16  1  0  0  0  0
 33 23  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0011166

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=CC(O)=C(OC2=C(O)C3=C(C(C)=C2)C2=C(NC4=C(O)C=C(C)C=C4S2)C(=O)O3)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H19NO7S/c1-9-5-13(27)21(14(28)6-9)31-15-8-11(3)17-22(20(15)29)32-24(30)19-23(17)33-16-7-10(2)4-12(26)18(16)25-19/h4-8,25-29H,1-3H3

> <INCHI_KEY>
RWTROTQAWAGBPN-UHFFFAOYSA-N

> <FORMULA>
C24H19NO7S

> <MOLECULAR_WEIGHT>
465.48

> <EXACT_MASS>
465.08822313

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
47.85404344437507

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,6-dihydroxy-4-methylphenoxy)-4,8-dihydroxy-1,10-dimethyl-6,7-dihydro-5-oxa-12-thia-7-azatetraphen-6-one

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
4.99874153

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.682191237304343

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.56068938654533

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8103240052861866

> <JCHEM_POLAR_SURFACE_AREA>
128.48000000000002

> <JCHEM_REFRACTIVITY>
127.33199999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,6-dihydroxy-4-methylphenoxy)-4,8-dihydroxy-1,10-dimethyl-7H-5-oxa-12-thia-7-azatetraphen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      10.764  -1.013   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.350   3.062   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.707   3.062   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.846   5.681   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.748   0.733   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.268   1.607   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.830   3.935   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.228   3.935   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.260   0.442   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.342   4.226   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.715   4.226   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.838   6.845   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.244   2.189   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.764   3.062   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.236   5.099   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.179   5.099   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.211   5.681   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.326   6.554   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.195   7.427   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.732   6.554   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.252   3.353   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.219   6.845   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.699   5.972   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.203   8.591   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       0.683   7.718   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0      -2.342   8.300   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.732   2.480   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      11.772   4.226   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.740   7.718   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.699  10.047   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.748   4.808   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.715   8.300   0.000  0.00  0.00           O+0
HETATM   33  S   UNK     0       1.691   4.808   0.000  0.00  0.00           S+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   10   12                                                       
CONECT    5    9   13                                                       
CONECT    6    9   14                                                       
CONECT    7   10   16                                                       
CONECT    8   11   15                                                       
CONECT    9    1    5    6                                                  
CONECT   10    2    4    7                                                  
CONECT   11    3    8   17                                                  
CONECT   12    4   18   26                                                  
CONECT   13    5   21   27                                                  
CONECT   14    6   21   28                                                  
CONECT   15    8   20   31                                                  
CONECT   16    7   18   33                                                  
CONECT   17   11   22   23                                                  
CONECT   18   12   16   25                                                  
CONECT   19   23   24   25                                                  
CONECT   20   15   22   29                                                  
CONECT   21   13   14   31                                                  
CONECT   22   17   20   32                                                  
CONECT   23   17   19   33                                                  
CONECT   24   19   30   32                                                  
CONECT   25   18   19                                                       
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   20                                                            
CONECT   30   24                                                            
CONECT   31   15   21                                                       
CONECT   32   22   24                                                       
CONECT   33   16   23                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

Synonyms

Not Available

Molecular Formula

C₂₄H₁₉NO₇S

Average Mass

465.48

Monoisotopic Mass

465.08822313

IUPAC Name

3-(2,6-dihydroxy-4-methylphenoxy)-4,8-dihydroxy-1,10-dimethyl-6,7-dihydro-5-oxa-12-thia-7-azatetraphen-6-one

Traditional Name

3-(2,6-dihydroxy-4-methylphenoxy)-4,8-dihydroxy-1,10-dimethyl-7H-5-oxa-12-thia-7-azatetraphen-6-one

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C(OC2=C(O)C3=C(C(C)=C2)C2=C(NC4=C(O)C=C(C)C=C4S2)C(=O)O3)C(O)=C1

InChI Identifier

InChI=1S/C24H19NO7S/c1-9-5-13(27)21(14(28)6-9)31-15-8-11(3)17-22(20(15)29)32-24(30)19-23(17)33-16-7-10(2)4-12(26)18(16)25-19/h4-8,25-29H,1-3H3

InChI Key

RWTROTQAWAGBPN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Diaryl ether
Diarylthioether
Benzopyran
Benzothiazine
1-benzopyran
Phenoxy compound
Aryl thioether
Resorcinol
Phenol ether
M-cresol
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Toluene
Para-thiazine
Primary aromatic amine
Benzenoid
Vinylogous thioester
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Lactone
Oxacycle
Azacycle
Ether
Organoheterocyclic compound
Thioether
Secondary amine
Amine
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
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	0.022 g/L	ALOGPS
logP	4.17	ALOGPS
logP	5	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.56	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	128.48 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	127.33 m³·mol⁻¹	ChemAxon
Polarizability	47.85 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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

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	1	Human feces	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

Not Available

Chemspider ID

78434871

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56641736

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 Pheofungin D (MMDBc0011166)

MOL for #<Metabolite:0x00007f9250795740>

3D MOL for #<Metabolite:0x00007f9250795740>

3D SDF for #<Metabolite:0x00007f9250795740>

3D-SDF for #<Metabolite:0x00007f9250795740>

PDB for #<Metabolite:0x00007f9250795740>

3D PDB for #<Metabolite:0x00007f9250795740>

SMILES for #<Metabolite:0x00007f9250795740>

INCHI for #<Metabolite:0x00007f9250795740>

Structure for #<Metabolite:0x00007f9250795740>

3D Structure for #<Metabolite:0x00007f9250795740>