NP-MRD: Showing NP-Card for methyl 3,4,5-tris(acetyloxy)benzoate (NP0181946)

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Record Information

Version

2.0

Created at

2022-09-03 20:33:04 UTC

Updated at

2022-09-03 20:33:04 UTC

NP-MRD ID

NP0181946

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3,4,5-tris(acetyloxy)benzoate

Description

SCHEMBL3778844 belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. methyl 3,4,5-tris(acetyloxy)benzoate is found in Vernicia fordii. SCHEMBL3778844 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
    5.0685   -2.8753   -0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7482   -2.3679   -0.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4853   -1.1073   -0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4502   -0.3696    0.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1235   -0.6337    0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433    0.6264    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490    1.0823    0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2100    2.3290    1.1708 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0376    3.4209    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3271    4.7781    0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2033    3.2429   -0.8821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4835    0.2352    0.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8003    0.6418    0.4960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5456    0.4593    1.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9453    0.8800    1.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9817   -0.1187    2.6009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493   -1.0318   -0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3290   -1.8436   -0.4646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8901   -1.8421   -1.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0324   -2.6874   -2.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3695   -1.0738   -2.5828 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0671   -1.4840   -0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8205   -2.2840   -0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2760   -2.7620   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285   -3.9632   -0.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6483    1.2674    0.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356    5.1346    0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126    5.4639    0.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3395    4.8207    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489    1.1185    0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9087    1.8519    2.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5510    0.2006    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139   -2.0815   -2.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5195   -3.0811   -1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6712   -3.4763   -2.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2702   -2.4701   -0.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  7 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  2  0
 22  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 20 33  1  0
 20 34  1  0
 20 35  1  0
 22 36  1  0
M  END


  Mrv1533004161521072D          

 22 22  0  0  0  0            999 V2000
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  7 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  2  0  0  0  0
  5 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0181946

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H14O8/c1-7(15)20-11-5-10(14(18)19-4)6-12(21-8(2)16)13(11)22-9(3)17/h5-6H,1-4H3

> <INCHI_KEY>
MUMZGNKYLGOJDC-UHFFFAOYSA-N

> <FORMULA>
C14H14O8

> <MOLECULAR_WEIGHT>
310.258

> <EXACT_MASS>
310.068867411

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.779643040524974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3,4,5-tris(acetyloxy)benzoate

> <ALOGPS_LOGP>
1.45

> <JCHEM_LOGP>
0.7985057030000002

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.472911384175261

> <JCHEM_POLAR_SURFACE_AREA>
105.20000000000002

> <JCHEM_REFRACTIVITY>
71.48050000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3,4,5-tris(acetyloxy)benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17    5                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₄O₈

Average Mass

310.2580 Da

Monoisotopic Mass

310.06887 Da

IUPAC Name

methyl 3,4,5-tris(acetyloxy)benzoate

Traditional Name

methyl 3,4,5-tris(acetyloxy)benzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC(OC(C)=O)=C(OC(C)=O)C(OC(C)=O)=C1

InChI Identifier

InChI=1S/C14H14O8/c1-7(15)20-11-5-10(14(18)19-4)6-12(21-8(2)16)13(11)22-9(3)17/h5-6H,1-4H3

InChI Key

MUMZGNKYLGOJDC-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Vernicia fordii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Gallic acid or derivatives
Benzoate ester
Phenol ester
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Monocyclic benzene moiety
Benzenoid
Methyl ester
Carboxylic acid ester
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
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	1.45	ALOGPS
logP	0.8	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	105.2 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	71.48 m³·mol⁻¹	ChemAxon
Polarizability	29.78 Å³	ChemAxon
Number of Rings	1	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

10924932

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3,4,5-tris(acetyloxy)benzoate (NP0181946)

MOL for NP0181946 (methyl 3,4,5-tris(acetyloxy)benzoate)

3D MOL for NP0181946 (methyl 3,4,5-tris(acetyloxy)benzoate)

3D SDF for NP0181946 (methyl 3,4,5-tris(acetyloxy)benzoate)

3D-SDF for NP0181946 (methyl 3,4,5-tris(acetyloxy)benzoate)

PDB for NP0181946 (methyl 3,4,5-tris(acetyloxy)benzoate)

3D PDB for NP0181946 (methyl 3,4,5-tris(acetyloxy)benzoate)

SMILES for NP0181946 (methyl 3,4,5-tris(acetyloxy)benzoate)

INCHI for NP0181946 (methyl 3,4,5-tris(acetyloxy)benzoate)

Structure for NP0181946 (methyl 3,4,5-tris(acetyloxy)benzoate)

3D Structure for NP0181946 (methyl 3,4,5-tris(acetyloxy)benzoate)