NP-MRD: Showing NP-Card for (4-isopropylcyclohexyl)methyl acetate (NP0148708)

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Record Information

Version

2.0

Created at

2022-09-02 04:29:44 UTC

Updated at

2022-09-02 04:29:44 UTC

NP-MRD ID

NP0148708

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4-isopropylcyclohexyl)methyl acetate

Description

SCHEMBL6559290 belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. (4-isopropylcyclohexyl)methyl acetate is found in Dysphania multifida. SCHEMBL6559290 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
    5.4745    1.1043    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1410    0.8373   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4639    1.7901   -0.6595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6346   -0.4139   -0.3447 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017   -0.9355   -0.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1711   -0.7210   -0.2424 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1868   -1.4342   -1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2204   -1.3883   -0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6926    0.0083   -0.3991 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9707   -0.0421    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    1.3580    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421   -0.8637   -0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6965    0.8066    0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7376    0.6817   -0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3010    1.0280   -0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6622    0.4026    1.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4530    2.1629    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402   -2.0764   -0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3765   -0.7391   -1.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1135   -1.2337    0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142   -2.4709   -1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2657   -0.8659   -2.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350   -1.9890    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -1.7503   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131    0.5213   -1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7288   -0.4560    1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8121    1.9832    1.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4519    1.2576    1.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7857    1.8380   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8146   -1.3282   -1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646   -1.7016    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9929   -0.2743   -0.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118    0.5988    1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9593    1.8834    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8785    1.2632   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344    1.1589    0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10 12  1  0
 10  9  1  0
  9 13  1  0
 13 14  1  0
 14  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 10 26  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
  9 25  1  6
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
  6 20  1  1
  5 18  1  0
  5 19  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
M  END


  Mrv1533004161507292D          

 14 14  0  0  0  0            999 V2000
    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
    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
    0.7145   -0.4125    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   -1.6500    0.0000 O   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   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0148708

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1CCC(COC(C)=O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O2/c1-9(2)12-6-4-11(5-7-12)8-14-10(3)13/h9,11-12H,4-8H2,1-3H3

> <INCHI_KEY>
QYUMSTUEOGDSKI-UHFFFAOYSA-N

> <FORMULA>
C12H22O2

> <MOLECULAR_WEIGHT>
198.306

> <EXACT_MASS>
198.161979948

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
24.275098400196796

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[4-(propan-2-yl)cyclohexyl]methyl acetate

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
3.055438467666666

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.994419125090126

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
56.856

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.54e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4-isopropylcyclohexyl)methyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   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   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    7   14                                                       
CONECT   14   13    4                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
[4-(Propan-2-yl)cyclohexyl]methyl acetic acid	Generator

Chemical Formula

C₁₂H₂₂O₂

Average Mass

198.3060 Da

Monoisotopic Mass

198.16198 Da

IUPAC Name

[4-(propan-2-yl)cyclohexyl]methyl acetate

Traditional Name

(4-isopropylcyclohexyl)methyl acetate

CAS Registry Number

Not Available

SMILES

CC(C)C1CCC(COC(C)=O)CC1

InChI Identifier

InChI=1S/C12H22O2/c1-9(2)12-6-4-11(5-7-12)8-14-10(3)13/h9,11-12H,4-8H2,1-3H3

InChI Key

QYUMSTUEOGDSKI-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
Chenopodium multifidum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic 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	4.01	ALOGPS
logP	3.06	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-7	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	56.86 m³·mol⁻¹	ChemAxon
Polarizability	24.28 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

20155070

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4-isopropylcyclohexyl)methyl acetate (NP0148708)

MOL for NP0148708 ((4-isopropylcyclohexyl)methyl acetate)

3D MOL for NP0148708 ((4-isopropylcyclohexyl)methyl acetate)

3D SDF for NP0148708 ((4-isopropylcyclohexyl)methyl acetate)

3D-SDF for NP0148708 ((4-isopropylcyclohexyl)methyl acetate)

PDB for NP0148708 ((4-isopropylcyclohexyl)methyl acetate)

3D PDB for NP0148708 ((4-isopropylcyclohexyl)methyl acetate)

SMILES for NP0148708 ((4-isopropylcyclohexyl)methyl acetate)

INCHI for NP0148708 ((4-isopropylcyclohexyl)methyl acetate)

Structure for NP0148708 ((4-isopropylcyclohexyl)methyl acetate)

3D Structure for NP0148708 ((4-isopropylcyclohexyl)methyl acetate)