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Showing NP-Card for 1-Menthol acetate (NP0046826)

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Record Information
Version2.0
Created at2022-03-17 20:30:09 UTC
Updated at2022-03-17 20:30:09 UTC
NP-MRD IDNP0046826
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-Menthol acetate
Description1-Menthol acetate, also known as 1-acetoxy-p-menthane, 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. 1-Menthol acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046826 (1-Menthol acetate)


  Mrv0541 02241212472D          

 14 14  0  0  0  0            999 V2000
   -2.4455    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600    1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311    1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455    2.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2664    1.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8539    2.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0289    2.0861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2664    2.8005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  1 13  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
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3D MOL for NP0046826 (1-Menthol acetate)

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3D SDF for NP0046826 (1-Menthol acetate)

  Mrv0541 02241212472D          

 14 14  0  0  0  0            999 V2000
   -2.4455    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600    1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311    1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455    2.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4455   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1600   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2664    1.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8539    2.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0289    2.0861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2664    2.8005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  1 13  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0046826

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
PXLKJWMSFPYVNB-UHFFFAOYSA-N

> <FORMULA>
C12H22O2

> <MOLECULAR_WEIGHT>
198.3019

> <EXACT_MASS>
198.161979948

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.715455787245318

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
3.0210023993333324

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.010743162233935

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
56.7634

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-isopropyl-1-methylcyclohexyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0046826 (1-Menthol acetate)
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PDB for NP0046826 (1-Menthol acetate)
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      -4.565   2.805   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.899   2.035   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.899   0.495   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.565  -0.275   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.231   0.495   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.231   2.035   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.565   4.345   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.565  -1.815   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.231  -2.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.899  -2.585   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.964   2.560   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.194   3.894   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.654   3.894   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -7.964   5.228   0.000  0.00  0.00           O+0
CONECT    1    2    6    7   13                                             
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    1                                                            
CONECT    8    4    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11   12                                                            
CONECT   12   11   13   14                                                  
CONECT   13    1   12                                                       
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

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3D PDB for NP0046826 (1-Menthol acetate)
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SMILES for NP0046826 (1-Menthol acetate)
CC(C)C1CCC(C)(CC1)OC(C)=O
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INCHI for NP0046826 (1-Menthol acetate)
InChI=1S/C12H22O2/c1-9(2)11-5-7-12(4,8-6-11)14-10(3)13/h9,11H,5-8H2,1-4H3
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Synonyms
ValueSource
1-Menthol acetic acidGenerator
1-Acetoxy-p-menthaneMeSH
Dihydro-beta-terpinyl acetateMeSH
Cyclohexanol, 1-methyl-4-(1-methylethyl)-, acetateMeSH
Chemical FormulaC12H22O2
Average Mass198.3019 Da
Monoisotopic Mass198.16198 Da
IUPAC Name1-methyl-4-(propan-2-yl)cyclohexyl acetate
Traditional Name4-isopropyl-1-methylcyclohexyl acetate
CAS Registry NumberNot Available
SMILES
CC(C)C1CCC(C)(CC1)OC(C)=O
InChI Identifier
InChI=1S/C12H22O2/c1-9(2)11-5-7-12(4,8-6-11)14-10(3)13/h9,11H,5-8H2,1-4H3
InChI KeyPXLKJWMSFPYVNB-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Mentha spicataFooDB
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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentMenthane 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 FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.83ALOGPS
logP3.02ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity56.76 m³·mol⁻¹ChemAxon
Polarizability23.72 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB006113  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound117304  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available