MiMeDB: Showing metabocard for Aspulvinone H (MMDBc0006688)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:08:44 UTC

Update Date

2022-08-31 06:25:51 UTC

Metabolite ID

MMDBc0006688

Metabolite Identification

Common Name

Aspulvinone H

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006081518322D          
 
 32 34  0  0  0  0            999 V2000
   13.6125  -14.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125  -15.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3550  -15.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0563  -15.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0563  -14.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3550  -13.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9113  -15.5925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7575  -13.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5825  -13.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8713  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2113  -12.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -13.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7675  -12.8700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6550  -12.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6550  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3975  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3975  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6550  -10.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6550   -9.6525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0363  -14.6438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2393  -10.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5248  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8103  -10.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0959  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8103   -9.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3651  -16.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0769  -16.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7953  -16.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5116  -16.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7847  -15.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
  9 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
  3 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END

 
  Mrv1533006081518322D          
 
 32 34  0  0  0  0            999 V2000
   13.6125  -14.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125  -15.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3550  -15.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0563  -15.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0563  -14.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3550  -13.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9113  -15.5925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7575  -13.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5825  -13.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8713  -13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2113  -12.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -13.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7675  -12.8700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6550  -12.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6550  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3975  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3975  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6550  -10.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9538  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6550   -9.6525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0363  -14.6438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2393  -10.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5248  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8103  -10.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0959  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8103   -9.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3651  -16.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0769  -16.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7953  -16.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5116  -16.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7847  -15.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
  9 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
  3 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0006688

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)=CCC1=CC(\C=C2/OC(=O)C(=C2O)C2=CC=C(O)C(CC=C(C)C)=C2)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H28O5/c1-16(2)5-8-19-13-18(7-11-22(19)28)14-24-26(30)25(27(31)32-24)21-10-12-23(29)20(15-21)9-6-17(3)4/h5-7,10-15,28-30H,8-9H2,1-4H3/b24-14-

> <INCHI_KEY>
LFDYHAWYVIBCDT-OYKKKHCWSA-N

> <FORMULA>
C27H28O5

> <MOLECULAR_WEIGHT>
432.516

> <EXACT_MASS>
432.193674002

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
48.46911631655989

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5Z)-4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-5-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]methylidene}-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
5.25

> <JCHEM_LOGP>
6.207204629666668

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.856040251789436

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.909784045623516

> <JCHEM_PKA_STRONGEST_BASIC>
-6.020623500666507

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
130.5704

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aspulvinone H

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-15         0                                  
HETATM    1  C   UNK     0      25.410 -26.796   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.410 -28.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.796 -29.106   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.105 -28.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.105 -26.796   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.796 -26.026   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      24.101 -29.106   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      29.414 -26.026   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.954 -26.026   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.493 -24.640   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      30.261 -23.716   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      29.029 -24.563   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      27.566 -24.024   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      32.956 -24.178   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.956 -22.638   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.342 -21.868   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.342 -20.328   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.956 -19.558   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.647 -20.328   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      31.647 -21.868   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      32.956 -18.018   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      31.801 -27.335   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      30.313 -19.558   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      28.980 -20.328   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.646 -19.558   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.312 -20.328   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      27.646 -18.018   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      26.815 -30.646   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      28.144 -31.391   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      29.485 -30.595   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      30.822 -31.344   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      29.465 -29.029   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    1                                                       
CONECT    7    2                                                            
CONECT    8    5    9   12                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11    8   13                                                  
CONECT   13   12                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20   23                                                  
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22    9                                                            
CONECT   23   19   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    3   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

Synonyms

Not Available

Molecular Formula

C₂₇H₂₈O₅

Average Mass

432.516

Monoisotopic Mass

432.193674002

IUPAC Name

(5Z)-4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-5-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]methylidene}-2,5-dihydrofuran-2-one

Traditional Name

aspulvinone H

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC(\C=C2/OC(=O)C(=C2O)C2=CC=C(O)C(CC=C(C)C)=C2)=CC=C1O

InChI Identifier

InChI=1S/C27H28O5/c1-16(2)5-8-19-13-18(7-11-22(19)28)14-24-26(30)25(27(31)32-24)21-10-12-23(29)20(15-21)9-6-17(3)4/h5-7,10-15,28-30H,8-9H2,1-4H3/b24-14-

InChI Key

LFDYHAWYVIBCDT-OYKKKHCWSA-N

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenols. These are compounds containing a phenol moiety, which is a benzene bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenols

Direct Parent

Phenols

Alternative Parents

Substituents

Phenol
2-furanone
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enol ester
Dihydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Enol
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aspulvinone (CHEBI:17099 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0011 g/L	ALOGPS
logP	5.25	ALOGPS
logP	6.21	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	6.91	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	130.57 m³·mol⁻¹	ChemAxon
Polarizability	48.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

21864823

KEGG Compound ID

C02008

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54675755

PDB ID

Not Available

ChEBI ID

17099

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 Aspulvinone H (MMDBc0006688)

MOL for #<Metabolite:0x00007f923c301508>

3D MOL for #<Metabolite:0x00007f923c301508>

3D SDF for #<Metabolite:0x00007f923c301508>

3D-SDF for #<Metabolite:0x00007f923c301508>

PDB for #<Metabolite:0x00007f923c301508>

3D PDB for #<Metabolite:0x00007f923c301508>

SMILES for #<Metabolite:0x00007f923c301508>

INCHI for #<Metabolite:0x00007f923c301508>

Structure for #<Metabolite:0x00007f923c301508>

3D Structure for #<Metabolite:0x00007f923c301508>