NP-MRD: Showing NP-Card for Benzophenone (NP0001390)

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Record Information

Version

2.0

Created at

2012-09-11 17:47:27 UTC

Updated at

2021-08-19 23:59:06 UTC

NP-MRD ID

NP0001390

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Benzophenone

Description

Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a widely used building block in organic chemistry, being the parent diarylketone. Benzophenone is found in fruits. Benzophenone is present in grapes and it is also used as a flavouring agent. Benzophenone is a common photosensitizer in photochemistry. It crosses from the S1 state into the triplet state with nearly 100% yield. The resulting diradical will abstract a hydrogen atom from a suitable hydrogen donor to form a ketyl radical.

Structure

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


  Mrv1652306242117433D          

 24 25  0  0  0  0            999 V2000
    0.1132   -0.6334   -2.3683 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0767   -0.2130   -1.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3237    0.0499   -0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652    0.7861    0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7290    0.9588    1.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8631    0.3706    0.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229   -0.3888   -0.4572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992   -0.5502   -1.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2722   -0.0787   -0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7626    0.8670    0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0709    0.8123    0.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9308   -0.2082    0.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4509   -1.1800   -0.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859   -1.1290   -0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585    1.2691    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7879    1.5571    2.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8523    0.4742    1.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249   -0.8651   -0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3742   -1.1352   -1.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1697    1.7429    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3714    1.6247    1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9512   -0.2392    0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1241   -2.0112   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8010   -1.8808   -1.6198 H   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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8  3  1  0  0  0  0
 14  9  1  0  0  0  0
  4 15  1  0  0  0  0
  5 16  1  0  0  0  0
  6 17  1  0  0  0  0
  7 18  1  0  0  0  0
  8 19  1  0  0  0  0
 10 20  1  0  0  0  0
 11 21  1  0  0  0  0
 12 22  1  0  0  0  0
 13 23  1  0  0  0  0
 14 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001390

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

> <INCHI_KEY>
RWCCWEUUXYIKHB-UHFFFAOYSA-N

> <FORMULA>
C13H10O

> <MOLECULAR_WEIGHT>
182.2179

> <EXACT_MASS>
182.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
20.185444456999598

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
diphenylmethanone

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
3.4325988533333334

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.4550150838738

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
56.63350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzophenone

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       0.113  -0.633  -2.368  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.077  -0.213  -1.152  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.324   0.050  -0.483  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.465   0.786   0.626  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.729   0.959   1.225  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.863   0.371   0.685  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.723  -0.389  -0.457  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.499  -0.550  -1.031  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.272  -0.079  -0.638  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.763   0.867   0.197  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.071   0.812   0.711  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.931  -0.208   0.388  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.451  -1.180  -0.465  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.186  -1.129  -0.962  0.00  0.00           C+0
HETATM   15  H   UNK     0       0.659   1.269   1.139  0.00  0.00           H+0
HETATM   16  H   UNK     0       2.788   1.557   2.110  0.00  0.00           H+0
HETATM   17  H   UNK     0       4.852   0.474   1.115  0.00  0.00           H+0
HETATM   18  H   UNK     0       4.625  -0.865  -0.876  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.374  -1.135  -1.925  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.170   1.743   0.459  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.371   1.625   1.379  0.00  0.00           H+0
HETATM   22  H   UNK     0      -4.951  -0.239   0.799  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.124  -2.011  -0.729  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.801  -1.881  -1.620  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    3   19                                                  
CONECT    9    2   10   14                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12   21                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13    9   24                                                  
CONECT   15    4                                                            
CONECT   16    5                                                            
CONECT   17    6                                                            
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20   10                                                            
CONECT   21   11                                                            
CONECT   22   12                                                            
CONECT   23   13                                                            
CONECT   24   14                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Value	Source
alpha-Oxodiphenylmethane	ChEBI
alpha-Oxoditane	ChEBI
Benzoylbenzene	ChEBI
Diphenyl ketone	ChEBI
DIPHENYLMETHANONE	ChEBI
PH2CO	ChEBI
a-Oxodiphenylmethane	Generator
Α-oxodiphenylmethane	Generator
a-Oxoditane	Generator
Α-oxoditane	Generator
1DZP	HMDB
Adjutan 6016	HMDB
ADK stab 1413	HMDB
alpha -Oxodiphenylmethane	HMDB
alpha -Oxoditane	HMDB
Benzopheneone	HMDB
BENZOPHENONE (8ci)	HMDB
Benzophenone (diphenyl-ketone)	HMDB
Benzoyl-benzene	HMDB
BZQ	HMDB
Di(phenyl)methanone	HMDB
Diphenyl-methanon	HMDB
Diphenyl-methanone	HMDB
Diphenylketone	HMDB
Diphenylmethanone, 9ci	HMDB
FEMA 2134	HMDB
Kayacure BP	HMDB
Ketone, diphenyl	HMDB
METHANONE, diphenyl- (9ci)	HMDB
Phenyl ketone	HMDB

Chemical Formula

C₁₃H₁₀O

Average Mass

182.2179 Da

Monoisotopic Mass

182.07316 Da

IUPAC Name

diphenylmethanone

Traditional Name

benzophenone

CAS Registry Number

119-61-9

SMILES

[H]C1=C([H])C([H])=C(C([H])=C1[H])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

InChI Key

RWCCWEUUXYIKHB-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cannabis sativa	CannabisDB	Not Available
Daucus carota	LOTUS Database	35616633
Garcinia benthami	KNApSAcK Database	22123792
Sauromatum venosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
Diphenylmethane
Aryl ketone
Benzoyl
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzophenones (CHEBI:41308 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	26 °C	Not Available
Boiling Point	305.00 to 307.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.14 mg/mL at 25 °C	Not Available
LogP	3.18	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	3.03	ALOGPS
logP	3.43	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	56.63 m³·mol⁻¹	ChemAxon
Polarizability	20.19 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

External Links

HMDB ID

HMDB0032049

DrugBank ID

DB01878

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benzophenone

METLIN ID

Not Available

PubChem Compound

PDB ID

ChEBI ID

Good Scents ID

References

General References

Vigorita MG, Previtera T, Trovato A, Monforte MT, Barbera R, Bisignano G: N-trifluoroacetyl derivatives as pharmacological agents. IV--Antiinflammatory and related properties; antimicrobial activity of some polyaromatic trifluoroacetamides. Farmaco. 1989 Feb;44(2):173-84. [PubMed:2775414 ]
Abramsson-Zetterberg L, Svensson K: 4-Methylbenzophenone and benzophenone are inactive in the micronucleus assay. Toxicol Lett. 2011 Mar 25;201(3):235-9. doi: 10.1016/j.toxlet.2011.01.005. Epub 2011 Jan 14. [PubMed:21238557 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing NP-Card for Benzophenone (NP0001390)

MOL for NP0001390 (Benzophenone)

3D MOL for NP0001390 (Benzophenone)

3D SDF for NP0001390 (Benzophenone)

3D-SDF for NP0001390 (Benzophenone)

PDB for NP0001390 (Benzophenone)

3D PDB for NP0001390 (Benzophenone)

SMILES for NP0001390 (Benzophenone)

INCHI for NP0001390 (Benzophenone)

Structure for NP0001390 (Benzophenone)

3D Structure for NP0001390 (Benzophenone)