NP-MRD: Showing NP-Card for 2,4,6-Trimethoxybenzophenone (NP0047743)

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Record Information

Version

2.0

Created at

2022-03-17 20:45:13 UTC

Updated at

2022-03-17 20:45:13 UTC

NP-MRD ID

NP0047743

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,4,6-Trimethoxybenzophenone

Description

2,4,6-Trimethoxybenzophenone, also known as methylhydrocotoin, belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. 2,4,6-Trimethoxybenzophenone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2,4,6-Trimethoxybenzophenone has been detected, but not quantified in, garden tomato. This could make 2,4,6-trimethoxybenzophenone a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241217262D          

 20 21  0  0  0  0            999 V2000
    0.7142    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1430   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8580   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8580    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4293    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4293   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580   -0.6187    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
  2 16  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  2  0  0  0  0
  4  5  2  0  0  0  0
  4 11  1  0  0  0  0
  5  7  1  0  0  0  0
  6  7  1  0  0  0  0
  6 20  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 19  1  0  0  0  0
 11 18  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  2  0  0  0  0
 13 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
M  END
> <DATABASE_ID>
NP0047743

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC)=C(C(=O)C2=CC=CC=C2)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O4/c1-18-12-9-13(19-2)15(14(10-12)20-3)16(17)11-7-5-4-6-8-11/h4-10H,1-3H3

> <INCHI_KEY>
KFZFLPQFBYUOHV-UHFFFAOYSA-N

> <FORMULA>
C16H16O4

> <MOLECULAR_WEIGHT>
272.2958

> <EXACT_MASS>
272.104859

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.45422822452437

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
phenyl(2,4,6-trimethoxyphenyl)methanone

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.9595850563333332

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.407561342860693

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
76.0231

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phenyl(2,4,6-trimethoxyphenyl)methanone

> <JCHEM_VEBER_RULE>
0

$$$$

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  O   UNK     0       1.333   2.695   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.333   1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.001   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.001  -1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.333  -1.925   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.000  -1.925   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.665  -1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.665   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.333   1.155   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.333   2.695   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.333  -1.925   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.003  -1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.003   1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.668   0.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.668  -1.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.333  -3.465   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.665   3.465   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335  -1.155   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    7                                                       
CONECT    6    7   20                                                       
CONECT    7    5    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    3    8   10                                                  
CONECT   10    9   19                                                       
CONECT   11    4   18                                                       
CONECT   12   13   17                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16    2   15   17                                                  
CONECT   17   12   16                                                       
CONECT   18   11                                                            
CONECT   19   10                                                            
CONECT   20    6                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
Methylhydrocotoin	HMDB
Phenyl(2,4,6-trimethoxyphenyl)-methanone	HMDB
Phenyl(2,4,6-trimethoxyphenyl)methanone	HMDB

Chemical Formula

C₁₆H₁₆O₄

Average Mass

272.2958 Da

Monoisotopic Mass

272.10486 Da

IUPAC Name

phenyl(2,4,6-trimethoxyphenyl)methanone

Traditional Name

phenyl(2,4,6-trimethoxyphenyl)methanone

CAS Registry Number

3770-80-7

SMILES

COC1=CC(OC)=C(C(=O)C2=CC=CC=C2)C(OC)=C1

InChI Identifier

InChI=1S/C16H16O4/c1-18-12-9-13(19-2)15(14(10-12)20-3)16(17)11-7-5-4-6-8-11/h4-10H,1-3H3

InChI Key

KFZFLPQFBYUOHV-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Solanum lycopersicum	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...

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
Phenoxy compound
Anisole
Methoxybenzene
Aryl ketone
Phenol ether
Benzoyl
Alkyl aryl ether
Ketone
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.05	ALOGPS
logP	2.96	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	76.02 m³·mol⁻¹	ChemAxon
Polarizability	28.45 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0033800

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011963

KNApSAcK ID

Not Available

Chemspider ID

69800

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

77387

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2,4,6-Trimethoxybenzophenone (NP0047743)

MOL for NP0047743 (2,4,6-Trimethoxybenzophenone)

3D MOL for NP0047743 (2,4,6-Trimethoxybenzophenone)

3D SDF for NP0047743 (2,4,6-Trimethoxybenzophenone)

3D-SDF for NP0047743 (2,4,6-Trimethoxybenzophenone)

PDB for NP0047743 (2,4,6-Trimethoxybenzophenone)

3D PDB for NP0047743 (2,4,6-Trimethoxybenzophenone)

SMILES for NP0047743 (2,4,6-Trimethoxybenzophenone)

INCHI for NP0047743 (2,4,6-Trimethoxybenzophenone)

Structure for NP0047743 (2,4,6-Trimethoxybenzophenone)

3D Structure for NP0047743 (2,4,6-Trimethoxybenzophenone)