MiMeDB: Showing metabocard for Aspernolide F (MMDBc0019862)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:52:12 UTC

Update Date

2022-08-31 06:46:02 UTC

Metabolite ID

MMDBc0019862

Metabolite Identification

Common Name

Aspernolide F

Description

Aspernolide F belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review very few articles have been published on Aspernolide F.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152111522D          

 33 35  0  0  1  0            999 V2000
   -2.3690   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725    6.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5106    7.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5888    3.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135    6.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8124    3.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4685    5.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458    2.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3874    1.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7304    3.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720    1.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574    4.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1714    4.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743    2.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7656    7.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193    3.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    5.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3435    2.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    5.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7702    2.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1282    2.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8545    6.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    0.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5153    3.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368    2.7317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    0.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  8  6  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  2  0  0  0  0
 16  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16  6  2  0  0  0  0
 17  7  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18  9  2  0  0  0  0
 18 10  1  0  0  0  0
 19  8  1  0  0  0  0
 19 14  1  0  0  0  0
 20 11  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 19  2  0  0  0  0
 22 18  1  0  0  0  0
 23 22  2  0  0  0  0
 24 23  1  0  0  0  0
 26 15  1  1  0  0  0
 26 22  1  0  0  0  0
 26 25  1  6  0  0  0
 27 20  1  0  0  0  0
 28 21  1  0  0  0  0
 29 24  2  0  0  0  0
 30 25  2  0  0  0  0
 31  4  1  0  0  0  0
 31 25  1  0  0  0  0
 32  5  1  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 33 26  1  0  0  0  0
M  END


  Mrv1652305152111522D          

 33 35  0  0  1  0            999 V2000
   -2.3690   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725    6.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5106    7.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5888    3.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135    6.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8124    3.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4685    5.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9458    2.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3874    1.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7304    3.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720    1.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574    4.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1714    4.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743    2.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7656    7.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193    3.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    5.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3435    2.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095    5.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7702    2.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1282    2.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8545    6.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    0.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5153    3.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368    2.7317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    0.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  8  6  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  2  0  0  0  0
 16  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16  6  2  0  0  0  0
 17  7  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18  9  2  0  0  0  0
 18 10  1  0  0  0  0
 19  8  1  0  0  0  0
 19 14  1  0  0  0  0
 20 11  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 19  2  0  0  0  0
 22 18  1  0  0  0  0
 23 22  2  0  0  0  0
 24 23  1  0  0  0  0
 26 15  1  1  0  0  0
 26 22  1  0  0  0  0
 26 25  1  6  0  0  0
 27 20  1  0  0  0  0
 28 21  1  0  0  0  0
 29 24  2  0  0  0  0
 30 25  2  0  0  0  0
 31  4  1  0  0  0  0
 31 25  1  0  0  0  0
 32  5  1  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 33 26  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0019862

> <DATABASE_NAME>
MIME

> <SMILES>
CCOC1=C(C2=CC=C(O)C=C2)[C@@](CC2=CC(CC=C(C)C)=C(O)C=C2)(OC1=O)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C26H28O7/c1-5-32-23-22(18-9-11-20(27)12-10-18)26(25(30)31-4,33-24(23)29)15-17-7-13-21(28)19(14-17)8-6-16(2)3/h6-7,9-14,27-28H,5,8,15H2,1-4H3/t26-/m1/s1

> <INCHI_KEY>
DQKWENVYPMUZIN-AREMUKBSSA-N

> <FORMULA>
C26H28O7

> <MOLECULAR_WEIGHT>
452.503

> <EXACT_MASS>
452.183503242

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
47.413141809823074

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2R)-4-ethoxy-2-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]methyl}-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-carboxylate

> <ALOGPS_LOGP>
4.55

> <JCHEM_LOGP>
5.049854090666667

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.483802475581946

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.83810475614565

> <JCHEM_PKA_STRONGEST_BASIC>
-5.025812996466565

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
125.22749999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R)-4-ethoxy-2-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]methyl}-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate

> <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      -4.422  -1.993   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.669  12.926   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.686  14.711   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.099   6.244   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.517  -0.748   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.132  12.102   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.516   7.204   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.608  10.638   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.499   5.352   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.323   2.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.963   5.828   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.788   3.291   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.041   8.669   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.053   8.029   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.499   5.419   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.162  13.247   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.023   6.884   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.179   3.846   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.577   9.493   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.108   4.797   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.071   9.813   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.714   3.370   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.238   1.905   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.698   1.905   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.438   5.419   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -9.573   5.273   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.595  11.278   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.793   0.659   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.962   6.884   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.069   5.099   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -4.143   0.659   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -1.222   3.370   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   16                                                            
CONECT    3   16                                                            
CONECT    4   31                                                            
CONECT    5    1   32                                                       
CONECT    6    8   16                                                       
CONECT    7   13   17                                                       
CONECT    8    6   19                                                       
CONECT    9   11   18                                                       
CONECT   10   12   18                                                       
CONECT   11    9   20                                                       
CONECT   12   10   20                                                       
CONECT   13    7   21                                                       
CONECT   14   17   19                                                       
CONECT   15   17   26                                                       
CONECT   16    2    3    6                                                  
CONECT   17    7   14   15                                                  
CONECT   18    9   10   22                                                  
CONECT   19    8   14   21                                                  
CONECT   20   11   12   27                                                  
CONECT   21   13   19   28                                                  
CONECT   22   18   23   26                                                  
CONECT   23   22   24   32                                                  
CONECT   24   23   29   33                                                  
CONECT   25   26   30   31                                                  
CONECT   26   15   22   25   33                                             
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   24                                                            
CONECT   30   25                                                            
CONECT   31    4   25                                                       
CONECT   32    5   23                                                       
CONECT   33   24   26                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

Synonyms

Not Available

Molecular Formula

C₂₆H₂₈O₇

Average Mass

452.503

Monoisotopic Mass

452.183503242

IUPAC Name

methyl (2R)-4-ethoxy-2-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]methyl}-3-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-carboxylate

Traditional Name

methyl (2R)-4-ethoxy-2-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]methyl}-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate

CAS Registry Number

Not Available

SMILES

CCOC1=C(C2=CC=C(O)C=C2)[C@@](CC2=CC(CC=C(C)C)=C(O)C=C2)(OC1=O)C(=O)OC

InChI Identifier

InChI=1S/C26H28O7/c1-5-32-23-22(18-9-11-20(27)12-10-18)26(25(30)31-4,33-24(23)29)15-17-7-13-21(28)19(14-17)8-6-16(2)3/h6-7,9-14,27-28H,5,8,15H2,1-4H3/t26-/m1/s1

InChI Key

DQKWENVYPMUZIN-AREMUKBSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Benzenoid
Dicarboxylic acid or derivatives
2-furanone
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Dihydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0035 g/L	ALOGPS
logP	4.55	ALOGPS
logP	5.05	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.84	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	125.23 m³·mol⁻¹	ChemAxon
Polarizability	47.41 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

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

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	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

78443458

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132556697

PDB ID

Not Available

ChEBI ID

Not Available

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 Aspernolide F (MMDBc0019862)

MOL for #<Metabolite:0x0000560be2237be0>

3D MOL for #<Metabolite:0x0000560be2237be0>

3D SDF for #<Metabolite:0x0000560be2237be0>

3D-SDF for #<Metabolite:0x0000560be2237be0>

PDB for #<Metabolite:0x0000560be2237be0>

3D PDB for #<Metabolite:0x0000560be2237be0>

SMILES for #<Metabolite:0x0000560be2237be0>

INCHI for #<Metabolite:0x0000560be2237be0>

Structure for #<Metabolite:0x0000560be2237be0>

3D Structure for #<Metabolite:0x0000560be2237be0>