Np mrd loader

Showing NP-Card for (-)-Menthone (NP0000571)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2012-09-11 20:06:32 UTC
Updated at2024-09-17 15:42:18 UTC
NP-MRD IDNP0000571
Natural Product DOIhttps://doi.org/10.57994/2833
Secondary Accession NumbersNone
Natural Product Identification
Common Name(-)-Menthone
Description(-)-Menthone, also known as (1R,4S)-menthone or L-menthone, 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. (-)-Menthone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, (-)-menthone is considered to be an isoprenoid lipid molecule.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000571 ((-)-Menthone)


  Mrv1652309042000382D          

 11 11  0  0  0  0            999 V2000
   -1.8973    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118   -0.4126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8973   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4683    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8973    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4683    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461    0.4125    0.0000 C   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
  6  7  1  6  0  0  0
  3  9  1  1  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  1  8  2  0  0  0  0
M  END
Download

3D MOL for NP0000571 ((-)-Menthone)

HMDB0035162
     RDKit          3D
(-)-Menthone
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.7838    1.4693    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172    0.2608   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5547   -1.0175    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6197    0.4253   -0.5608 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0379    0.5983    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    0.8090    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0497   -0.5325    0.2932 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5262   -0.3086   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3826   -1.2442   -0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0872   -0.6640   -1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4368   -1.1512   -2.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7628    1.6827   -0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410    2.3535   -0.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9428    1.3564    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4428    0.2208   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587   -1.2786   -0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8451   -1.8101   -0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6476   -0.9244    1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4166    1.3834   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4829    1.4106    1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1588   -0.3642    1.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083    1.4544   -0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9441    1.2997    1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759   -1.1370    1.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9996    0.3231    0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4976    0.2250   -1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0281   -1.2803   -0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2477   -2.3176   -0.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0380   -1.2422   -1.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  1
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
M  END
Download

3D SDF for NP0000571 ((-)-Menthone)


  Mrv1652309042000382D          

 11 11  0  0  0  0            999 V2000
   -1.8973    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118   -0.4126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8973   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4683    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8973    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4683    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461    0.4125    0.0000 C   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
  6  7  1  6  0  0  0
  3  9  1  1  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  1  8  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0000571

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1CC[C@@H](C)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1

> <INCHI_KEY>
NFLGAXVYCFJBMK-BDAKNGLRSA-N

> <FORMULA>
C10H18O

> <MOLECULAR_WEIGHT>
154.253

> <EXACT_MASS>
154.1357652

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.024394221277838

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-one

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
3.0497874006666668

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.420780675838815

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
46.5201

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-menthone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0000571 ((-)-Menthone)

HMDB0035162
     RDKit          3D
(-)-Menthone
 29 29  0  0  0  0  0  0  0  0999 V2000
    2.7838    1.4693    0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172    0.2608   -0.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5547   -1.0175    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6197    0.4253   -0.5608 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0379    0.5983    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    0.8090    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0497   -0.5325    0.2932 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5262   -0.3086   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3826   -1.2442   -0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0872   -0.6640   -1.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4368   -1.1512   -2.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7628    1.6827   -0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410    2.3535   -0.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9428    1.3564    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4428    0.2208   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587   -1.2786   -0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8451   -1.8101   -0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6476   -0.9244    1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4166    1.3834   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4829    1.4106    1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1588   -0.3642    1.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083    1.4544   -0.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9441    1.2997    1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759   -1.1370    1.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9996    0.3231    0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4976    0.2250   -1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0281   -1.2803   -0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2477   -2.3176   -0.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0380   -1.2422   -1.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  6
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  1
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
M  END
Download

PDB for NP0000571 ((-)-Menthone)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -3.542   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.875   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.875  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.542  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.208  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.208   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.874   1.540   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.542   3.080   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -6.209  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.874   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.459   0.770   0.000  0.00  0.00           C+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6   10   11                                                  
CONECT    8    1                                                            
CONECT    9    3                                                            
CONECT   10    7                                                            
CONECT   11    7                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
Download

3D PDB for NP0000571 ((-)-Menthone)

COMPND    HMDB0035162
HETATM    1  C1  UNL     1       2.784   1.469   0.061  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.117   0.261  -0.551  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.555  -1.017   0.100  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.620   0.425  -0.561  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.038   0.598   0.820  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.464   0.809   0.585  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.050  -0.533   0.293  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.526  -0.309  -0.060  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.383  -1.244  -0.822  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.087  -0.664  -1.233  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.437  -1.151  -2.237  1.00  0.00           O  
HETATM   12  H1  UNL     1       3.763   1.683  -0.417  1.00  0.00           H  
HETATM   13  H2  UNL     1       2.141   2.353  -0.170  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.943   1.356   1.150  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.443   0.221  -1.611  1.00  0.00           H  
HETATM   16  H5  UNL     1       3.559  -1.279  -0.347  1.00  0.00           H  
HETATM   17  H6  UNL     1       1.845  -1.810  -0.210  1.00  0.00           H  
HETATM   18  H7  UNL     1       2.648  -0.924   1.204  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.417   1.383  -1.117  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.483   1.411   1.396  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.159  -0.364   1.396  1.00  0.00           H  
HETATM   22  H11 UNL     1      -1.608   1.454  -0.311  1.00  0.00           H  
HETATM   23  H12 UNL     1      -1.944   1.300   1.425  1.00  0.00           H  
HETATM   24  H13 UNL     1      -2.076  -1.137   1.243  1.00  0.00           H  
HETATM   25  H14 UNL     1      -4.000   0.323   0.704  1.00  0.00           H  
HETATM   26  H15 UNL     1      -3.498   0.225  -1.053  1.00  0.00           H  
HETATM   27  H16 UNL     1      -4.028  -1.280  -0.213  1.00  0.00           H  
HETATM   28  H17 UNL     1      -1.248  -2.318  -0.527  1.00  0.00           H  
HETATM   29  H18 UNL     1      -2.038  -1.242  -1.731  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4   15
CONECT    3   16   17   18
CONECT    4    5   10   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8    9   24
CONECT    8   25   26   27
CONECT    9   10   28   29
CONECT   10   11   11
END
Download

SMILES for NP0000571 ((-)-Menthone)

CC(C)[C@@H]1CC[C@@H](C)CC1=O
Download

INCHI for NP0000571 ((-)-Menthone)

InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1
Download
View in JSmolView NMR Assignments
Synonyms
ValueSource
(1R,4S)-MenthoneChEBI
(1R,4S)-p-Menthan-3-oneChEBI
(2S,5R)-2-Isopropyl-5-methylcyclohexanoneChEBI
(2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexanoneChEBI
(2S-trans)-5-Methyl-2-(1-methylethyl)cyclohexanoneChEBI
L-MenthoneChEBI
p-Menthan-3-oneChEBI
(2S,5R)-MenthoneHMDB
(-)-(1R,4S)-MenthoneHMDB
(-)-(2S,5R)-MenthoneHMDB
(-)-5-Methyl-2-(1-methylethyl)cyclohexanoneHMDB
(1R,4S)-(-)-p-Menthan-3-oneHMDB
(2S, 5R)-trans-2-Isopropyl-5-methylcyclohexanoneHMDB
(2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexanoneHMDB
5-Methyl-2-(1-methylethyl)-(2S,5R)-cyclohexanoneHMDB
5-Methyl-2-(1-methylethyl)-(2S-trans)-cyclohexanoneHMDB
MenthoneHMDB
(1R,4S)-p-Menth-3-oneHMDB
(2S,5R)-(-)-MenthoneHMDB
(2S,5R)-2-Isopropyl-5-methylcyclohexan-1-oneHMDB
trans-(-)-p-Menthan-3-oneHMDB
(-)-MenthoneHMDB
Chemical FormulaC10H18O
Average Mass154.2530 Da
Monoisotopic Mass154.13577 Da
IUPAC Name(2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-one
Traditional Name(-)-menthone
CAS Registry Number14073-97-3
SMILES
CC(C)[C@@H]1CC[C@@H](C)CC1=O
InChI Identifier
InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1
InChI KeyNFLGAXVYCFJBMK-BDAKNGLRSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-06-17View Spectrum
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-06-17View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-06-17View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, CDCl3, experimental)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-06-17View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-06-17View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600, CDCl3, simulated)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-06-17View Spectrum
Species
Species of Origin
Species NameSourceReference
Cannabis sativaCannabisDB
      Not Available
Clinopodium serpyllifoliumLOTUS Database
Hedeoma pulegioidesPlant
Laurencia dendroidea-
MenthaFooDB
Mentha aquaticaFooDB
Mentha arvensisFooDB
Mentha gattefosseKNApSAcK Database
Mentha piperitaLOTUS Database
Mentha piperita L.KNApSAcK Database
Mentha pulegiumLOTUS Database
Mentha spicataFooDB
Mentha spp.KNApSAcK Database
Mentha x piperitaFooDB
Mentha x piperita L.KNApSAcK Database
Minthostachys mollisLOTUS Database
Pelargonium tomentosumPlant
Pinus palustrisKNApSAcK Database
Schizonepeta tenuifoliaLOTUS Database
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
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-6 °CNot Available
Boiling Point207.00 to 210.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.5 mg/mL at 25 °CNot Available
LogP3.05Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.26 g/LALOGPS
logP2.65ALOGPS
logP3.05ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.52 m³·mol⁻¹ChemAxon
Polarizability19.02 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035162
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB009778
KNApSAcK IDC00000811
Chemspider ID24636
KEGG Compound IDC00843
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound26447
PDB IDNot Available
ChEBI ID15410
Good Scents IDrw1008131
References
General References
  1. Rong MK, Bobylev EO, Holtrop F, Nieger M, Ehlers AW, Slootweg JC, Lammertsma K: Atypical And Asymmetric 1,3-P,N-Ligands: The Synthesis, Coordination and Catalytic Performance of Cycloiminophosphanes. Chemistry. 2021 Aug 17. doi: 10.1002/chem.202101921. [PubMed:34403555 ]
  2. Sumida R, Tanaka Y, Niki K, Sei Y, Toyota S, Yoshizawa M: Cyclic monoterpenes trapped in a polyaromatic capsule: unusual selectivity, isomerization, and volatility suppression. Chem Sci. 2021 May 18;12(29):9946-9951. doi: 10.1039/d1sc01987b. eCollection 2021 Jul 28. [PubMed:34377391 ]
  3. Ueda T, Murata M, Yokawa K: Single Wavelengths of LED Light Supplement Promote the Biosynthesis of Major Cyclic Monoterpenes in Japanese Mint. Plants (Basel). 2021 Jul 12;10(7). pii: plants10071420. doi: 10.3390/plants10071420. [PubMed:34371623 ]
  4. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  5. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.