MiMeDB: Showing metabocard for phenguignardate (MMDBc0056252)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:20:47 UTC

Update Date

2022-08-12 20:09:39 UTC

Metabolite ID

MMDBc0056252

Metabolite Identification

Common Name

phenguignardate

Description

phenguignardate belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Based on a literature review a small amount of articles have been published on phenguignardate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222202D          

 24 26  0  0  1  0            999 V2000
    5.0327    1.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6468    3.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5478    2.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6971    0.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3918    4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0947    2.7712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273    2.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8767    0.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5849    4.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2878    2.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5712    1.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259    3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    1.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328    3.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0863    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2613    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1218    3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738    3.2858    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7764    1.3488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    3.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767    4.6835    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.3413    2.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0064    2.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2357    0.5952    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  2  0  0  0  0
 16 15  1  0  0  0  0
 18 12  1  6  0  0  0
 18 17  1  1  0  0  0
 19 16  2  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 22 15  1  0  0  0  0
 22 18  1  0  0  0  0
 23 16  1  0  0  0  0
 23 18  1  0  0  0  0
 24 11  1  0  0  0  0
M  CHG  1  21  -1
M  END
> <DATABASE_ID>
MMDBc0056252

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C1\O[C@@](CC2=CC=CC=C2)(OC1=O)C([O-])=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O5/c19-16-15(11-13-7-3-1-4-8-13)22-18(23-16,17(20)21)12-14-9-5-2-6-10-14/h1-11H,12H2,(H,20,21)/p-1/b15-11-/t18-/m0/s1

> <INCHI_KEY>
OLOMGTHWMBYIQH-RXBGNRNISA-M

> <FORMULA>
C18H13O5

> <MOLECULAR_WEIGHT>
309.298

> <EXACT_MASS>
309.076847099

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.967605761193003

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,5Z)-2-benzyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

> <JCHEM_LOGP>
4.064938054333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.219192635235287

> <JCHEM_PKA_STRONGEST_BASIC>
-5.21529137608768

> <JCHEM_POLAR_SURFACE_AREA>
75.66

> <JCHEM_REFRACTIVITY>
93.97370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5Z)-2-benzyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       9.394   3.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.674   6.317   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.489   4.247   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.768   1.594   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.198   7.782   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.644   5.173   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.958   4.086   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.236   1.433   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.692   8.102   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.137   5.493   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.800   2.518   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.155   7.278   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.331   2.679   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.661   6.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.894   3.764   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.354   3.764   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.094   7.278   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.124   6.134   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.449   2.518   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.588   6.958   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.570   8.743   0.000  0.00  0.00           O-1
HETATM   22  O   UNK     0       4.370   5.228   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.879   5.228   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0       4.173   1.111   0.000  0.00  0.00           H+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   13                                                       
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10    6   14                                                       
CONECT   11   13   15   24                                                  
CONECT   12   14   18                                                       
CONECT   13    7    8   11                                                  
CONECT   14    9   10   12                                                  
CONECT   15   11   16   22                                                  
CONECT   16   15   19   23                                                  
CONECT   17   18   20   21                                                  
CONECT   18   12   17   22   23                                             
CONECT   19   16                                                            
CONECT   20   17                                                            
CONECT   21   17                                                            
CONECT   22   15   18                                                       
CONECT   23   16   18                                                       
CONECT   24   11                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

Synonyms

Value	Source
(+)-Phenguignardate	ChEBI
Phenguignardic acid(1-)	ChEBI
(+)-Phenguignardic acid	Generator
Phenguignardate(1-)	Generator
Phenguignardic acid	Generator

Molecular Formula

C₁₈H₁₃O₅

Average Mass

309.298

Monoisotopic Mass

309.076847099

IUPAC Name

(2S,5Z)-2-benzyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

Traditional Name

(2S,5Z)-2-benzyl-4-oxo-5-(phenylmethylidene)-1,3-dioxolane-2-carboxylate

CAS Registry Number

Not Available

SMILES

[H]\C(=C1\O[C@@](CC2=CC=CC=C2)(OC1=O)C([O-])=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H14O5/c19-16-15(11-13-7-3-1-4-8-13)22-18(23-16,17(20)21)12-14-9-5-2-6-10-14/h1-11H,12H2,(H,20,21)/p-1/b15-11-/t18-/m0/s1

InChI Key

OLOMGTHWMBYIQH-RXBGNRNISA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Ketal
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Meta-dioxolane
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic anion
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
logP	4.06	ChemAxon
pKa (Strongest Acidic)	3.22	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	75.66 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	93.97 m³·mol⁻¹	ChemAxon
Polarizability	29.97 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	Deposition Date	View
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

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

Exposure Sources

Source Type	Source Sub-type	Species	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

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

146170896

PDB ID

Not Available

ChEBI ID

149629

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for phenguignardate (MMDBc0056252)

MOL for #<Metabolite:0x00007fece8c4f568>

3D MOL for #<Metabolite:0x00007fece8c4f568>

3D SDF for #<Metabolite:0x00007fece8c4f568>

3D-SDF for #<Metabolite:0x00007fece8c4f568>

PDB for #<Metabolite:0x00007fece8c4f568>

3D PDB for #<Metabolite:0x00007fece8c4f568>

SMILES for #<Metabolite:0x00007fece8c4f568>

INCHI for #<Metabolite:0x00007fece8c4f568>

Structure for #<Metabolite:0x00007fece8c4f568>

3D Structure for #<Metabolite:0x00007fece8c4f568>