NP-MRD: Showing NP-Card for diisopropyl cresol (NP0248675)

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Record Information

Version

2.0

Created at

2022-09-07 11:01:04 UTC

Updated at

2022-09-07 11:01:04 UTC

NP-MRD ID

NP0248675

Secondary Accession Numbers

None

Natural Product Identification

Common Name

diisopropyl cresol

Description

2,4-Diisopropyl-3-methylphenol, also known as 2,4-diisopropyl-m-cresol, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety. 2,4-Diisopropyl-3-methylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2,4-Diisopropyl-3-methylphenol has been detected, but not quantified in, herbs and spices. diisopropyl cresol is found in Thymbra capitata. This could make 2,4-diisopropyl-3-methylphenol a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 34  0  0  0  0  0  0  0  0999 V2000
   -0.3165    1.5151   -0.9394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0871    0.2867   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2045   -0.0623    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3777    0.6019   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4519    0.7057    0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0305   -0.3760   -1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4386   -1.1127    0.9866 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879   -1.8172    1.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806   -1.4214    1.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -2.1308    1.8393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1646   -0.3816    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5496   -0.0309   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2197    0.9756    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8320   -0.0658   -1.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2916    1.6529   -1.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3585    1.7640   -1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0569    2.3640   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192    1.5559   -0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8271   -0.2468    0.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2595    1.3045    0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9371    1.3050    1.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4202   -0.6115   -2.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0246    0.0672   -1.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3430   -1.3019   -0.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4141   -1.4878    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5537   -2.6397    2.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7609   -2.8886    2.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1258   -1.0205    0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9437    0.6338    1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4082    1.5199    1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7451    1.7764    0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883    0.8075   -1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8989   -0.3031   -2.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -0.9375   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  6  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8  7  2  0
  7  3  1  0
  5 19  1  0
  5 20  1  0
  5 21  1  0
  4 18  1  0
  6 22  1  0
  6 23  1  0
  6 24  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 10 27  1  0
  8 26  1  0
  7 25  1  0
M  END


  Mrv0541 02241211472D          

 14 14  0  0  0  0            999 V2000
   -1.4273    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4273   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    1.8549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248675

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O/c1-8(2)11-6-7-12(14)13(9(3)4)10(11)5/h6-9,14H,1-5H3

> <INCHI_KEY>
NAOSNNNYJHAZGY-UHFFFAOYSA-N

> <FORMULA>
C13H20O

> <MOLECULAR_WEIGHT>
192.2973

> <EXACT_MASS>
192.151415262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.573203888569317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-2,4-bis(propan-2-yl)phenol

> <ALOGPS_LOGP>
4.18

> <JCHEM_LOGP>
4.673120185

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.864697585578408

> <JCHEM_PKA_STRONGEST_BASIC>
-5.196278289284231

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
61.46169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-diisopropyl-3-methylphenol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.664   1.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.664  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.332  -1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.003  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.003   1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.332   1.922   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.332   3.462   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.332   1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.332  -1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.332  -2.695   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667  -3.465   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.002  -3.465   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.332   3.465   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8    5   13   14                                                  
CONECT    9    4                                                            
CONECT   10    3   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8                                                            
CONECT   14    8                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
2,4-Diisopropyl-m-cresol	HMDB
3-Methyl-2,4-bis(1-methylethyl)phenol, 9ci	HMDB

Chemical Formula

C₁₃H₂₀O

Average Mass

192.2973 Da

Monoisotopic Mass

192.15142 Da

IUPAC Name

3-methyl-2,4-bis(propan-2-yl)phenol

Traditional Name

2,4-diisopropyl-3-methylphenol

CAS Registry Number

Not Available

SMILES

CC(C)C1=C(C)C(C(C)C)=C(O)C=C1

InChI Identifier

InChI=1S/C13H20O/c1-8(2)11-6-7-12(14)13(9(3)4)10(11)5/h6-9,14H,1-5H3

InChI Key

NAOSNNNYJHAZGY-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
Thymbra capitata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Cumenes

Direct Parent

Cumenes

Alternative Parents

Substituents

Phenylpropane
Cumene
M-cresol
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Organic oxygen compound
Hydrocarbon derivative
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	4.18	ALOGPS
logP	4.67	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	10.86	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	61.46 m³·mol⁻¹	ChemAxon
Polarizability	23.57 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

HMDB0029824

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001035

KNApSAcK ID

Not Available

Chemspider ID

148056

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

169279

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for diisopropyl cresol (NP0248675)

MOL for NP0248675 (diisopropyl cresol)

3D MOL for NP0248675 (diisopropyl cresol)

3D SDF for NP0248675 (diisopropyl cresol)

3D-SDF for NP0248675 (diisopropyl cresol)

PDB for NP0248675 (diisopropyl cresol)

3D PDB for NP0248675 (diisopropyl cresol)

SMILES for NP0248675 (diisopropyl cresol)

INCHI for NP0248675 (diisopropyl cresol)

Structure for NP0248675 (diisopropyl cresol)

3D Structure for NP0248675 (diisopropyl cresol)