NP-MRD: Showing NP-Card for 7-Isobutyryloxythymohydroquinone dimethyl ether (NP0057698)

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Record Information

Version

2.0

Created at

2022-04-28 03:06:46 UTC

Updated at

2022-04-28 03:06:47 UTC

NP-MRD ID

NP0057698

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Isobutyryloxythymohydroquinone dimethyl ether

Description

[2,5-Dimethoxy-4-(propan-2-yl)phenyl]methyl 2-methylpropanoate belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. 7-Isobutyryloxythymohydroquinone dimethyl ether is found in Inula salicina . [2,5-Dimethoxy-4-(propan-2-yl)phenyl]methyl 2-methylpropanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
   -1.7427   -2.0338   -3.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6949   -1.3804   -2.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9258   -0.8949   -1.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597   -1.0289   -0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3932   -0.5486    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7065   -0.7017    1.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6643   -1.5489    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3590    0.6257    1.3193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3818    0.0862    1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640    0.5526    2.3318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6069    1.2047    3.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1300    0.2396    0.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0677   -0.2552   -0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984   -0.1141   -1.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2746    0.5589   -0.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5880    0.8547   -0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560    0.5112   -1.9965 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4961    1.5607    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8809    1.7160   -0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4892    0.9376    1.4319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6864   -1.4221   -3.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4240   -2.0435   -4.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9557   -3.0239   -3.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277   -1.5402   -1.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5355   -1.2178    1.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2379   -2.4292   -0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2965   -0.9123   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4096   -1.9562    0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8630    1.4190    0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4001    0.5892    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2108    0.8710    2.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2705    0.5076    3.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890    2.0457    2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068    1.5546    4.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468    0.7430    1.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7945   -1.0783   -1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568    0.5838   -2.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0977    2.6063    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5846    1.6212    0.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1476    0.9014   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0748    2.7232   -0.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472    0.6153    1.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1565    0.0602    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8443    1.6477    2.2035 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 13  3  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 18 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
M  END


  Mrv1533004261504432D          

 20 20  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 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   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    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
   -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 O   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
    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
    1.4289   -0.8250    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
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0057698

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C(C)C)=C(OC)C=C1COC(=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H24O4/c1-10(2)13-8-14(18-5)12(7-15(13)19-6)9-20-16(17)11(3)4/h7-8,10-11H,9H2,1-6H3

> <INCHI_KEY>
QQLPESHMQQCTRA-UHFFFAOYSA-N

> <FORMULA>
C16H24O4

> <MOLECULAR_WEIGHT>
280.364

> <EXACT_MASS>
280.167459253

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.708828990233574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[2,5-dimethoxy-4-(propan-2-yl)phenyl]methyl 2-methylpropanoate

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
3.8202102036666665

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.519876555314672

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
78.34400000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4-isopropyl-2,5-dimethoxyphenyl)methyl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-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  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -1.540   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       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Value	Source
[2,5-Dimethoxy-4-(propan-2-yl)phenyl]methyl 2-methylpropanoic acid	Generator

Chemical Formula

C₁₆H₂₄O₄

Average Mass

280.3640 Da

Monoisotopic Mass

280.16746 Da

IUPAC Name

[2,5-dimethoxy-4-(propan-2-yl)phenyl]methyl 2-methylpropanoate

Traditional Name

(4-isopropyl-2,5-dimethoxyphenyl)methyl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

COC1=CC(C(C)C)=C(OC)C=C1COC(=O)C(C)C

InChI Identifier

InChI=1S/C16H24O4/c1-10(2)13-8-14(18-5)12(7-15(13)19-6)9-20-16(17)11(3)4/h7-8,10-11H,9H2,1-6H3

InChI Key

QQLPESHMQQCTRA-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
Inula salicina	Plant	KNApSAcK

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
Benzyloxycarbonyl
Monocyclic monoterpenoid
Dimethoxybenzene
P-dimethoxybenzene
Phenylpropane
Cumene
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
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	4.25	ALOGPS
logP	3.82	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	78.34 m³·mol⁻¹	ChemAxon
Polarizability	31.71 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

92003391

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7-Isobutyryloxythymohydroquinone dimethyl ether (NP0057698)

MOL for NP0057698 (7-Isobutyryloxythymohydroquinone dimethyl ether)

3D MOL for NP0057698 (7-Isobutyryloxythymohydroquinone dimethyl ether)

3D SDF for NP0057698 (7-Isobutyryloxythymohydroquinone dimethyl ether)

3D-SDF for NP0057698 (7-Isobutyryloxythymohydroquinone dimethyl ether)

PDB for NP0057698 (7-Isobutyryloxythymohydroquinone dimethyl ether)

3D PDB for NP0057698 (7-Isobutyryloxythymohydroquinone dimethyl ether)

SMILES for NP0057698 (7-Isobutyryloxythymohydroquinone dimethyl ether)

INCHI for NP0057698 (7-Isobutyryloxythymohydroquinone dimethyl ether)

Structure for NP0057698 (7-Isobutyryloxythymohydroquinone dimethyl ether)

3D Structure for NP0057698 (7-Isobutyryloxythymohydroquinone dimethyl ether)