MiMeDB: Showing metabocard for benzil (MMDBc0032928)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:27:43 UTC

Update Date

2024-10-09 15:42:46 UTC

Metabolite ID

MMDBc0032928

Metabolite Identification

Common Name

benzil

Description

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241222062D          

 16 17  0  0  0  0            999 V2000
   -0.3510    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3635   -0.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3510    1.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3635   -1.0277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -0.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -1.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7799    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7799   -1.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4944   -0.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4944   -1.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0779    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0779    1.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7924   -0.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7924    1.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069    1.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  5  1  1  0  0  0  0
  4  2  2  0  0  0  0
 11  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032928

> <DATABASE_NAME>
MIME

> <SMILES>
O=C(C(=O)C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H10O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10H

> <INCHI_KEY>
WURBFLDFSFBTLW-UHFFFAOYSA-N

> <FORMULA>
C14H10O2

> <MOLECULAR_WEIGHT>
210.228

> <EXACT_MASS>
210.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
22.38074607757406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
diphenylethane-1,2-dione

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
3.244726528666667

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-8.553820023452328

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
62.072800000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzil

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.655   0.392   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.679  -0.378   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.655   1.932   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.679  -1.918   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.989  -0.378   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.989  -1.918   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.322   0.392   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.322  -2.688   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.656  -0.378   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.656  -1.918   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.012   0.392   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.012   1.932   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.346  -0.378   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.346   2.702   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.680   0.392   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.680   1.932   0.000  0.00  0.00           C+0
CONECT    1    2    3    5                                                  
CONECT    2    1    4   11                                                  
CONECT    3    1                                                            
CONECT    4    2                                                            
CONECT    5    1    6    7                                                  
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
CONECT   11    2   12   13                                                  
CONECT   12   11   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   16                                                       
CONECT   16   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0248990
HETATM    1  O1  UNL     1       0.092  -0.993  -1.423  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.483  -0.313  -0.408  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.467   0.320   0.446  1.00  0.00           C  
HETATM    4  O2  UNL     1      -0.095   1.002   1.464  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.924   0.250   0.244  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.506  -0.433  -0.790  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.904  -0.482  -0.959  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.697   0.176  -0.058  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.112   0.869   0.990  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.752   0.923   1.163  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.927  -0.234  -0.192  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.737  -0.910  -1.119  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.102  -0.869  -0.964  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.714  -0.191   0.065  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.908   0.462   0.957  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.506   0.446   0.837  1.00  0.00           C  
HETATM   17  H1  UNL     1      -1.954  -0.967  -1.529  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.336  -1.024  -1.777  1.00  0.00           H  
HETATM   19  H3  UNL     1      -5.774   0.140  -0.186  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.734   1.401   1.720  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.321   1.467   1.985  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.286  -1.453  -1.939  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.755  -1.395  -1.682  1.00  0.00           H  
HETATM   24  H8  UNL     1       5.808  -0.183   0.152  1.00  0.00           H  
HETATM   25  H9  UNL     1       4.330   1.013   1.788  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.927   0.978   1.570  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4    5
CONECT    5    6    6   10
CONECT    6    7   17
CONECT    7    8    8   18
CONECT    8    9   19
CONECT    9   10   10   20
CONECT   10   21
CONECT   11   12   12   16
CONECT   12   13   22
CONECT   13   14   14   23
CONECT   14   15   24
CONECT   15   16   16   25
CONECT   16   26
END

Synonyms

Value	Source
Bibenzoyl	ChEBI
Diphenylethanedione	ChEBI
Diphenylglyoxal	ChEBI
1,2-Diphenylethane-1,2-dione	Kegg
Diphenyl-alpha-beta-ketone	MeSH
Diphenylethane-1,2-dione	MeSH

Molecular Formula

C₁₄H₁₀O₂

Average Mass

210.228

Monoisotopic Mass

210.068079564

IUPAC Name

diphenylethane-1,2-dione

Traditional Name

benzil

CAS Registry Number

134-81-6

SMILES

O=C(C(=O)C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H10O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10H

InChI Key

WURBFLDFSFBTLW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Aryl ketone
Benzoyl
Benzenoid
Monocyclic benzene moiety
Alpha-diketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ketone (CHEBI:51507 )
alpha-diketone (CHEBI:51507 )
a small molecule (CPD-13931 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.034 g/L	ALOGPS
logP	2.96	ALOGPS
logP	3.24	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-8.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	62.07 m³·mol⁻¹	ChemAxon
Polarizability	22.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0900000000-f7ce6301421d3df5beb7	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0190000000-bffd62dacd93083a9a20	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bt9-0950000000-dcbbbbd0401431287205	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-3900000000-2eb1f37fb40cf4966e2f	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-ff923ab42ee3951098fe	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0190000000-439530eec2245cd948fa	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pb9-1900000000-086ca8597f4e6bf07887	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0090000000-14a0ab532416bab774e5	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0900000000-9ace76c08b1ad8506b69	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-5900000000-cdf41ea6802159be9ed3	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-5a057e6d2cbfd354e8b0	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-3970000000-2890cfc63a1853074084	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6r-9440000000-1a63d3b2b8e263fd282d	2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	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	2	Human feces; Human saliva	Unknown
Bacteria	Firmicutes	2	Human ; Human feces

Exposure Sources

Source Type	Activity	Data Source	Reference
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

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

C20226

BioCyc ID

CPD-13931

BiGG ID

Not Available

Wikipedia Link

Benzil

METLIN ID

Not Available

PubChem Compound

8651

PDB ID

Not Available

ChEBI ID

51507

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for benzil (MMDBc0032928)

MOL for #<Metabolite:0x00007fdb4cc71aa8>

3D MOL for #<Metabolite:0x00007fdb4cc71aa8>

3D SDF for #<Metabolite:0x00007fdb4cc71aa8>

3D-SDF for #<Metabolite:0x00007fdb4cc71aa8>

PDB for #<Metabolite:0x00007fdb4cc71aa8>

3D PDB for #<Metabolite:0x00007fdb4cc71aa8>

SMILES for #<Metabolite:0x00007fdb4cc71aa8>

INCHI for #<Metabolite:0x00007fdb4cc71aa8>

Structure for #<Metabolite:0x00007fdb4cc71aa8>

3D Structure for #<Metabolite:0x00007fdb4cc71aa8>