MiMeDB: Showing metabocard for BE-23372M (MMDBc0004299)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 22:20:37 UTC

Update Date

2022-08-31 06:22:13 UTC

Metabolite ID

MMDBc0004299

Metabolite Identification

Common Name

BE-23372M

Description

BE-23372M belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. BE-23372M is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on BE-23372M.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152100202D          

 24 26  0  0  0  0            999 V2000
    0.1067    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2754   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -0.2280    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
   -1.9897    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356    4.7652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300   -1.6491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    5.5902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7011   -0.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743    2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.5277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  9  1  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  2  1  0  0  0  0
 10  7  2  0  0  0  0
 11  5  2  0  0  0  0
 11  8  1  0  0  0  0
 12  3  1  0  0  0  0
 13  4  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  2  0  0  0  0
 15  7  1  0  0  0  0
 15 13  2  0  0  0  0
 16  8  2  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 17  2  0  0  0  0
 23 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0004299

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C1\C=C(OC1=O)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O6/c18-12-3-1-9(6-14(12)20)5-11-8-16(23-17(11)22)10-2-4-13(19)15(21)7-10/h1-8,18-21H/b11-5+

> <INCHI_KEY>
TZBZGNPXKXHFKI-VZUCSPMQSA-N

> <FORMULA>
C17H12O6

> <MOLECULAR_WEIGHT>
312.277

> <EXACT_MASS>
312.063388106

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
31.022754725443423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-5-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]-2,3-dihydrofuran-2-one

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
2.675053553333333

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.373289628751474

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.740736490306324

> <JCHEM_PKA_STRONGEST_BASIC>
-6.288028141645129

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
84.15430000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-5-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]furan-2-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       0.199   5.815   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.419  -0.748   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.533   6.585   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.514  -1.993   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.468   5.815   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.134   8.125   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.739   0.820   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.222   3.370   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.134   6.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.793   0.659   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.533   8.125   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.017  -1.832   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.199   8.895   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.644  -0.426   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.698   1.905   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.714   3.370   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.867   8.895   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.923  -3.078   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.199  10.435   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.175  -0.265   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.179   3.846   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.238   1.905   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0      -3.802   6.585   0.000  0.00  0.00           H+0
CONECT    1    3    9                                                       
CONECT    2    4   10                                                       
CONECT    3    1   12                                                       
CONECT    4    2   13                                                       
CONECT    5    9   11   24                                                  
CONECT    6    9   14                                                       
CONECT    7   10   15                                                       
CONECT    8   11   16                                                       
CONECT    9    1    5    6                                                  
CONECT   10    2    7   16                                                  
CONECT   11    5    8   17                                                  
CONECT   12    3   14   18                                                  
CONECT   13    4   15   19                                                  
CONECT   14    6   12   20                                                  
CONECT   15    7   13   21                                                  
CONECT   16    8   10   23                                                  
CONECT   17   11   22   23                                                  
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22   17                                                            
CONECT   23   16   17                                                       
CONECT   24    5                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

Synonyms

Value	Source
3-(3,4-Dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-2(3H)-furanone	MeSH

Molecular Formula

C₁₇H₁₂O₆

Average Mass

312.277

Monoisotopic Mass

312.063388106

IUPAC Name

(3E)-5-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]-2,3-dihydrofuran-2-one

Traditional Name

(3E)-5-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]furan-2-one

CAS Registry Number

Not Available

SMILES

[H]\C(=C1\C=C(OC1=O)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C17H12O6/c18-12-3-1-9(6-14(12)20)5-11-8-16(23-17(11)22)10-2-4-13(19)15(21)7-10/h1-8,18-21H/b11-5+

InChI Key

TZBZGNPXKXHFKI-VZUCSPMQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
2-furanone
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enol ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

butenolide (CHEBI:65473 )
polyphenol (CHEBI:65473 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.031 g/L	ALOGPS
logP	3.03	ALOGPS
logP	2.68	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.74	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	84.15 m³·mol⁻¹	ChemAxon
Polarizability	31.02 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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_3_1) - 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)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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	Basidiomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

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

C00016939

Chemspider ID

4470635

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5311105

PDB ID

Not Available

ChEBI ID

65473

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 BE-23372M (MMDBc0004299)

MOL for #<Metabolite:0x00007fdac8e30ad0>

3D MOL for #<Metabolite:0x00007fdac8e30ad0>

3D SDF for #<Metabolite:0x00007fdac8e30ad0>

3D-SDF for #<Metabolite:0x00007fdac8e30ad0>

PDB for #<Metabolite:0x00007fdac8e30ad0>

3D PDB for #<Metabolite:0x00007fdac8e30ad0>

SMILES for #<Metabolite:0x00007fdac8e30ad0>

INCHI for #<Metabolite:0x00007fdac8e30ad0>

Structure for #<Metabolite:0x00007fdac8e30ad0>

3D Structure for #<Metabolite:0x00007fdac8e30ad0>