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Showing NP-Card for [(2s)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate (NP0224520)

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Record Information
Version2.0
Created at2022-09-06 02:54:02 UTC
Updated at2022-09-06 02:54:03 UTC
NP-MRD IDNP0224520
Secondary Accession NumbersNone
Natural Product Identification
Common Name[(2s)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate
Description[(2S)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Based on a literature review very few articles have been published on [(2S)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0224520 ([(2s)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate)


  Mrv1652309062204542D          

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  7  8  1  0  0  0  0
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  9 10  2  0  0  0  0
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M  END
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3D MOL for NP0224520 ([(2s)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate)

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3D SDF for NP0224520 ([(2s)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate)

  Mrv1652309062204542D          

 26 28  0  0  1  0            999 V2000
    1.3659   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7339   -0.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772   -1.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452   -2.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5301   -1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1621   -2.2483    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7940   -1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693   -2.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2013   -1.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0580   -0.6574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9765   -1.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1198   -2.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8950   -2.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5270   -2.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3838   -1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6085   -1.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4486   -0.6233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9599    0.7194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3671    0.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0413   -0.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
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  6  5  1  1  0  0  0
  6  7  1  6  0  0  0
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 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
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  6 17  1  0  0  0  0
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  2 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224520

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=O)OC1=CC(C)=CC=C1[C@@]1(COC(=O)C2=CC=CC=C2)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O5/c1-14(2)19(22)26-18-11-15(3)9-10-17(18)21(13-25-21)12-24-20(23)16-7-5-4-6-8-16/h4-11,14H,12-13H2,1-3H3/t21-/m1/s1

> <INCHI_KEY>
FJLQUQYSVZGXDR-OAQYLSRUSA-N

> <FORMULA>
C21H22O5

> <MOLECULAR_WEIGHT>
354.402

> <EXACT_MASS>
354.146723808

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.29181348718235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2S)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate

> <JCHEM_LOGP>
4.830435718333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.253323481202332

> <JCHEM_POLAR_SURFACE_AREA>
65.13

> <JCHEM_REFRACTIVITY>
96.7052

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(2S)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0224520 ([(2s)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate)
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PDB for NP0224520 ([(2s)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate)
HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       2.550  -0.237   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.370  -1.227   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.637  -2.744   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.458  -3.734   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.989  -3.207   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.169  -4.197   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.349  -3.207   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.796  -3.734   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.976  -2.744   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.708  -1.227   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -7.423  -3.270   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.690  -4.787   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.137  -5.314   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -10.317  -4.324   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -10.050  -2.807   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.603  -2.281   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.399  -5.530   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.939  -5.530   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.257  -1.690   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.704  -1.164   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.971   0.353   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.792   1.343   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.419   0.880   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.686   2.396   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.598  -0.110   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.077  -0.700   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7   17   18                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    6   18                                                       
CONECT   18   17    6                                                       
CONECT   19    5   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   19    2                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

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3D PDB for NP0224520 ([(2s)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate)
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SMILES for NP0224520 ([(2s)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate)
CC(C)C(=O)OC1=CC(C)=CC=C1[C@@]1(COC(=O)C2=CC=CC=C2)CO1
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INCHI for NP0224520 ([(2s)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate)
InChI=1S/C21H22O5/c1-14(2)19(22)26-18-11-15(3)9-10-17(18)21(13-25-21)12-24-20(23)16-7-5-4-6-8-16/h4-11,14H,12-13H2,1-3H3/t21-/m1/s1
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View in JSmol
Synonyms
ValueSource
[(2S)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoic acidGenerator
Chemical FormulaC21H22O5
Average Mass354.4020 Da
Monoisotopic Mass354.14672 Da
IUPAC Name[(2S)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate
Traditional Name[(2S)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl benzoate
CAS Registry NumberNot Available
SMILES
CC(C)C(=O)OC1=CC(C)=CC=C1[C@@]1(COC(=O)C2=CC=CC=C2)CO1
InChI Identifier
InChI=1S/C21H22O5/c1-14(2)19(22)26-18-11-15(3)9-10-17(18)21(13-25-21)12-24-20(23)16-7-5-4-6-8-16/h4-11,14H,12-13H2,1-3H3/t21-/m1/s1
InChI KeyFJLQUQYSVZGXDR-OAQYLSRUSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassBenzoic acids and derivatives  
Direct ParentBenzoic acid esters  
Alternative Parents
Substituents
  • Benzoate ester
    • 

  • Phenol ester
    • 

  • Phenoxy compound
    • 

  • Benzoyl
    • 

  • Toluene
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid derivative
    • 

  • Dialkyl ether
    • 

  • Oxacycle
    • 

  • Oxirane
    • 

  • Ether
    • 

  • Organoheterocyclic compound
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.83ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area65.13 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity96.71 m³·mol⁻¹ChemAxon
Polarizability37.29 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound162868366  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]