NP-MRD: Showing NP-Card for Thymyl isobutyrate (NP0086057)

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Record Information

Version

2.0

Created at

2022-04-29 06:26:20 UTC

Updated at

2022-04-29 06:26:21 UTC

NP-MRD ID

NP0086057

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Thymyl isobutyrate

Description

5-Methyl-2-(propan-2-yl)phenyl 2-methylpropanoate belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Thymyl isobutyrate is found in Ageratina pichinchensis var. bustamenta, Arnica lanceolata, Arnica montana, Eupatorium fortunei, Marshallia obovata, Mikania goyazensis, Phagnalon sordidum, Picradeniopsis multiflora, Pulicaria arabica and Sphaeranthus bullatus. 5-Methyl-2-(propan-2-yl)phenyl 2-methylpropanoate 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
   -1.2715    3.8387   -1.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579    2.5280   -1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5160    2.1490   -0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5428    0.9172    0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730    0.0479    0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915   -1.2246    0.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9623   -1.3682    1.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902   -2.4314   -0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298    0.4528   -0.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7376   -0.4341   -0.6160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6515   -0.3229    0.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4455    0.5688    1.2918 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8191   -1.2025    0.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7451   -1.0905   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221   -0.7859    1.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2786    1.6738   -1.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7473    3.7273   -2.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6477    4.5636   -1.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2902    4.1965   -2.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3523    2.8332   -0.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4879    0.6839    0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8640   -1.2356    1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7722   -1.3319    0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1774   -0.5783    2.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -2.3627    1.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8881   -3.2741    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2291   -2.7321   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6238   -2.3018   -1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975   -2.2610    0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119   -1.9940   -0.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1847   -0.9679   -1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4239   -0.2200   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6467   -1.2346    1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1633   -1.0629    2.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7707    0.3109    1.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435    1.9256   -1.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 15  1  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  9  1  0
  9 16  2  0
 16  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 13 29  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
M  END


  Mrv1533004241503402D          

 16 16  0  0  0  0            999 V2000
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   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
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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 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
    0.0000    0.0000    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
   -0.7145    1.2375    0.0000 C   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
   -1.4289    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  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
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086057

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=O)OC1=CC(C)=CC=C1C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O2/c1-9(2)12-7-6-11(5)8-13(12)16-14(15)10(3)4/h6-10H,1-5H3

> <INCHI_KEY>
HTPVUEJWIFHSCK-UHFFFAOYSA-N

> <FORMULA>
C14H20O2

> <MOLECULAR_WEIGHT>
220.312

> <EXACT_MASS>
220.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.866179032774603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methyl-2-(propan-2-yl)phenyl 2-methylpropanoate

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
4.582459455666667

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.214019652831768

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
65.6238

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-isopropyl-5-methylphenyl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    7   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
5-Methyl-2-(propan-2-yl)phenyl 2-methylpropanoic acid	Generator
Thymol isobutyric acid	Generator

Chemical Formula

C₁₄H₂₀O₂

Average Mass

220.3120 Da

Monoisotopic Mass

220.14633 Da

IUPAC Name

5-methyl-2-(propan-2-yl)phenyl 2-methylpropanoate

Traditional Name

2-isopropyl-5-methylphenyl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)OC1=CC(C)=CC=C1C(C)C

InChI Identifier

InChI=1S/C14H20O2/c1-9(2)12-7-6-11(5)8-13(12)16-14(15)10(3)4/h6-10H,1-5H3

InChI Key

HTPVUEJWIFHSCK-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, 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
Ageratina pichinchensis var. bustamenta	Plant	KNApSAcK
Arnica lanceolata	LOTUS Database	35616633
Arnica montana	LOTUS Database	35616633
Eupatorium fortunei	LOTUS Database	35616633
Marshallia obovata	LOTUS Database	35616633
Mikania goyazensis	LOTUS Database	35616633
Phagnalon sordidum	Plant	KNApSAcK
Picradeniopsis multiflora	LOTUS Database	35616633
Pulicaria arabica	LOTUS Database	35616633
Sphaeranthus bullatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

P-cymene
Aromatic monoterpenoid
Monocyclic monoterpenoid
Phenol ester
Cumene
Phenylpropane
Phenoxy compound
Toluene
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen 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	4.31	ALOGPS
logP	4.58	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	65.62 m³·mol⁻¹	ChemAxon
Polarizability	25.87 Å³	ChemAxon
Number of Rings	1	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

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

228738

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Thymyl isobutyrate (NP0086057)

MOL for NP0086057 (Thymyl isobutyrate)

3D MOL for NP0086057 (Thymyl isobutyrate)

3D SDF for NP0086057 (Thymyl isobutyrate)

3D-SDF for NP0086057 (Thymyl isobutyrate)

PDB for NP0086057 (Thymyl isobutyrate)

3D PDB for NP0086057 (Thymyl isobutyrate)

SMILES for NP0086057 (Thymyl isobutyrate)

INCHI for NP0086057 (Thymyl isobutyrate)

Structure for NP0086057 (Thymyl isobutyrate)

3D Structure for NP0086057 (Thymyl isobutyrate)