NP-MRD: Showing NP-Card for 5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate (NP0225404)

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Record Information

Version

2.0

Created at

2022-09-06 04:07:07 UTC

Updated at

2022-09-06 04:07:07 UTC

NP-MRD ID

NP0225404

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate

Description

5-{[(2-Methylpropanoyl)oxy]methyl}-2-[(2R)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2E)-2-methylbut-2-enoate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. 5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate is found in Athrixia angustissima. Based on a literature review very few articles have been published on 5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2R)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2E)-2-methylbut-2-enoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062206072D          

 30 31  0  0  1  0            999 V2000
   -0.9744    3.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1620    3.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    3.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862    2.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808    3.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111    2.5777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5236    2.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057    3.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6182    3.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004    4.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3701    5.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5576    4.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754    4.1282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0273    5.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2148    5.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095    6.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1485    3.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663    2.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0539    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717    1.3137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4862    0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862    0.0762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007   -0.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007   -1.1613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9151    0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9151    0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296   -0.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2414    0.6817    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 10 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 21 30  1  0  0  0  0
M  END


  Mrv1652309062206072D          

 30 31  0  0  1  0            999 V2000
   -0.9744    3.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1620    3.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    3.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862    2.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808    3.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111    2.5777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5236    2.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057    3.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6182    3.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004    4.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3701    5.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5576    4.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754    4.1282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0273    5.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2148    5.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095    6.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1485    3.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663    2.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0539    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717    1.3137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4862    0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862    0.0762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007   -0.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007   -1.1613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9151    0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9151    0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296   -0.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2414    0.6817    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 10 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 21 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225404

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O7/c1-7-16(6)22(26)30-19-10-17(11-27-20(24)14(2)3)8-9-18(19)23(13-29-23)12-28-21(25)15(4)5/h7-10,14-15H,11-13H2,1-6H3/b16-7+/t23-/m0/s1

> <INCHI_KEY>
FQLYKJBUGWXEDH-YLLUOSTHSA-N

> <FORMULA>
C23H30O7

> <MOLECULAR_WEIGHT>
418.486

> <EXACT_MASS>
418.199153306

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.29307125876338

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2R)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2E)-2-methylbut-2-enoate

> <JCHEM_LOGP>
4.951949483333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.252645276107038

> <JCHEM_POLAR_SURFACE_AREA>
91.43

> <JCHEM_REFRACTIVITY>
110.8406

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2R)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

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      -1.819   6.636   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.302   6.904   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.688   5.724   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.161   4.277   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.204   5.991   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.731   7.439   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.194   4.812   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.711   5.079   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.237   6.526   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.754   6.794   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.281   8.241   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.291   9.421   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.774   9.153   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.247   7.706   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.784  10.333   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.268  10.065   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.311  11.780   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.744   5.614   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.217   4.167   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.701   3.899   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.174   2.452   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.508   1.682   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.508   0.142   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.841  -0.628   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.841  -2.168   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.175   0.142   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.175   1.682   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.509  -0.628   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.657   2.720   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.184   1.273   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   10   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    8   21                                                  
CONECT   21   20   22   29   30                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   21   30                                                       
CONECT   30   29   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2R)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2E)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₃H₃₀O₇

Average Mass

418.4860 Da

Monoisotopic Mass

418.19915 Da

IUPAC Name

5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2R)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2E)-2-methylbut-2-enoate

Traditional Name

5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2R)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2E)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C(=O)OC1=CC(COC(=O)C(C)C)=CC=C1[C@]1(COC(=O)C(C)C)CO1

InChI Identifier

InChI=1S/C23H30O7/c1-7-16(6)22(26)30-19-10-17(11-27-20(24)14(2)3)8-9-18(19)23(13-29-23)12-28-21(25)15(4)5/h7-10,14-15H,11-13H2,1-6H3/b16-7+/t23-/m0/s1

InChI Key

FQLYKJBUGWXEDH-YLLUOSTHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Athrixia angustissima	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Benzyloxycarbonyl
Phenol ester
Tricarboxylic acid or derivatives
Phenoxy compound
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.95	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	91.43 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	110.84 m³·mol⁻¹	ChemAxon
Polarizability	45.29 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

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

163187937

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate (NP0225404)

MOL for NP0225404 (5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate)

3D MOL for NP0225404 (5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate)

3D SDF for NP0225404 (5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate)

3D-SDF for NP0225404 (5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate)

PDB for NP0225404 (5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate)

3D PDB for NP0225404 (5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate)

SMILES for NP0225404 (5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate)

INCHI for NP0225404 (5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate)

Structure for NP0225404 (5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate)

3D Structure for NP0225404 (5-{[(2-methylpropanoyl)oxy]methyl}-2-[(2r)-2-{[(2-methylpropanoyl)oxy]methyl}oxiran-2-yl]phenyl (2e)-2-methylbut-2-enoate)