Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 20:54:06 UTC

Update Date

2021-09-23 20:54:06 UTC

HMDB ID

HMDB0302816

Secondary Accession Numbers

None

Metabolite Identification

Common Name

alpha-Elemol

Description

Alpha-elemol, also known as alpha-elemol or elemol, (1r-(1alpha,3beta,4beta))-isomer, is a member of the class of compounds known as elemane sesquiterpenoids. Elemane sesquiterpenoids are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Alpha-elemol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Alpha-elemol is a sweet, green, and woody tasting compound and can be found in a number of food items such as hyssop, pepper (spice), wild celery, and coriander, which makes alpha-elemol a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0302816
     RDKit          3D
alpha-Elemol
 42 42  0  0  0  0  0  0  0  0999 V2000
   -2.2742   -2.3043    1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -1.1104    1.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4896   -0.4308   -0.0129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8278   -0.3713   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126   -1.3464   -0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7234   -1.6001   -0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590   -0.3422    0.4725 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7437   -0.2679    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731   -1.4560    1.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2361    0.9731    1.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2911   -0.2346   -0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.7968   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174    0.8721    0.1624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4579    2.0425   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051    2.7334   -1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173    2.5329   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4550   -2.8520    2.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -2.8008    0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868   -0.6451    2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8146    0.2773   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0184   -1.4142   -1.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6697   -0.1846   -0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5186   -0.9947   -1.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1164   -2.3513   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6048   -2.4202    0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -1.9023   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761   -0.2894    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5312   -2.2997    1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -1.1662    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2533   -1.7635    0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024    0.8500    1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1517    1.8262    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6868    1.1521    2.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4547   -1.1910   -1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767    0.5813   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445    1.7577   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7607    1.0657    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1826    2.5086   -1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2592    3.6234   -1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2418    2.0221    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4457    2.5027   -0.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7487    3.6210    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  1
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 13  3  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  1
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  1
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv0541 02241221052D          

 16 16  0  0  1  0            999 V2000
    1.5395   -1.2375    0.0000 O   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
    0.7145   -0.4125    0.0000 C   0  0  1  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  1  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
   -0.7145    2.0625    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
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    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   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
  9 12  1  1  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
  3 14  1  0  0  0  0
  2 15  1  0  0  0  0
  2 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302816

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-7-15(6)9-8-12(14(4,5)16)10-13(15)11(2)3/h7,12-13,16H,1-2,8-10H2,3-6H3/t12-,13+,15-/m1/s1

> <INCHI_KEY>
GFJIQNADMLPFOW-VNHYZAJKSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.407981792743943

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1R,3S,4S)-4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]propan-2-ol

> <ALOGPS_LOGP>
3.78

> <JCHEM_LOGP>
3.6914658343333326

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.317389158856518

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9103739819161588

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
70.20779999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1R,3S,4S)-4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]propan-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0302816
     RDKit          3D
alpha-Elemol
 42 42  0  0  0  0  0  0  0  0999 V2000
   -2.2742   -2.3043    1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -1.1104    1.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4896   -0.4308   -0.0129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8278   -0.3713   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126   -1.3464   -0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7234   -1.6001   -0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590   -0.3422    0.4725 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7437   -0.2679    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731   -1.4560    1.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2361    0.9731    1.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2911   -0.2346   -0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.7968   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174    0.8721    0.1624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4579    2.0425   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051    2.7334   -1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173    2.5329   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4550   -2.8520    2.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -2.8008    0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868   -0.6451    2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8146    0.2773   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0184   -1.4142   -1.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6697   -0.1846   -0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5186   -0.9947   -1.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1164   -2.3513   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6048   -2.4202    0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -1.9023   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761   -0.2894    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5312   -2.2997    1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -1.1662    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2533   -1.7635    0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024    0.8500    1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1517    1.8262    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6868    1.1521    2.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4547   -1.1910   -1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767    0.5813   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445    1.7577   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7607    1.0657    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1826    2.5086   -1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2592    3.6234   -1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2418    2.0221    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4457    2.5027   -0.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7487    3.6210    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  1
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 13  3  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  1
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  1
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END

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  O   UNK     0       2.874  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   1.540   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  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.870   4.937   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.206  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15   16                                             
CONECT    3    2    4   14                                                  
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   13                                             
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9                                                            
CONECT   13    9   14                                                       
CONECT   14   13    3                                                       
CONECT   15    2                                                            
CONECT   16    2                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0302816
HETATM    1  C1  UNL     1      -2.274  -2.304   1.326  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.698  -1.110   1.291  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.490  -0.431  -0.013  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.828  -0.371  -0.699  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.613  -1.346  -0.840  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.723  -1.600  -0.173  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.259  -0.342   0.472  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.744  -0.268   0.485  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.273  -1.456   1.261  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.236   0.973   1.198  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.291  -0.235  -0.799  1.00  0.00           O  
HETATM   12  C11 UNL     1       0.610   0.797  -0.310  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.817   0.872   0.162  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.458   2.042  -0.405  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.805   2.733  -1.319  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.817   2.533  -0.028  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.455  -2.852   2.240  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.600  -2.801   0.410  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.387  -0.645   2.216  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.815   0.277  -1.578  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.018  -1.414  -1.093  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.670  -0.185  -0.001  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.519  -0.995  -1.884  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.116  -2.351  -0.916  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.605  -2.420   0.538  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.424  -1.902  -0.961  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.876  -0.289   1.502  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.531  -2.300   1.219  1.00  0.00           H  
HETATM   29  H13 UNL     1       3.411  -1.166   2.325  1.00  0.00           H  
HETATM   30  H14 UNL     1       4.253  -1.764   0.837  1.00  0.00           H  
HETATM   31  H15 UNL     1       4.302   0.850   1.486  1.00  0.00           H  
HETATM   32  H16 UNL     1       3.152   1.826   0.493  1.00  0.00           H  
HETATM   33  H17 UNL     1       2.687   1.152   2.151  1.00  0.00           H  
HETATM   34  H18 UNL     1       3.455  -1.191  -1.076  1.00  0.00           H  
HETATM   35  H19 UNL     1       0.677   0.581  -1.397  1.00  0.00           H  
HETATM   36  H20 UNL     1       1.144   1.758  -0.105  1.00  0.00           H  
HETATM   37  H21 UNL     1      -0.761   1.066   1.284  1.00  0.00           H  
HETATM   38  H22 UNL     1       0.183   2.509  -1.697  1.00  0.00           H  
HETATM   39  H23 UNL     1      -1.259   3.623  -1.769  1.00  0.00           H  
HETATM   40  H24 UNL     1      -3.242   2.022   0.838  1.00  0.00           H  
HETATM   41  H25 UNL     1      -3.446   2.503  -0.940  1.00  0.00           H  
HETATM   42  H26 UNL     1      -2.749   3.621   0.251  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   19
CONECT    3    4    5   13
CONECT    4   20   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8   12   27
CONECT    8    9   10   11
CONECT    9   28   29   30
CONECT   10   31   32   33
CONECT   11   34
CONECT   12   13   35   36
CONECT   13   14   37
CONECT   14   15   15   16
CONECT   15   38   39
CONECT   16   40   41   42
END

HMDB0302816
     RDKit          3D
alpha-Elemol
 42 42  0  0  0  0  0  0  0  0999 V2000
   -2.2742   -2.3043    1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -1.1104    1.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4896   -0.4308   -0.0129 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8278   -0.3713   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126   -1.3464   -0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7234   -1.6001   -0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2590   -0.3422    0.4725 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7437   -0.2679    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731   -1.4560    1.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2361    0.9731    1.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2911   -0.2346   -0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.7968   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174    0.8721    0.1624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4579    2.0425   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051    2.7334   -1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173    2.5329   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4550   -2.8520    2.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -2.8008    0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868   -0.6451    2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8146    0.2773   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0184   -1.4142   -1.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6697   -0.1846   -0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5186   -0.9947   -1.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1164   -2.3513   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6048   -2.4202    0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -1.9023   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761   -0.2894    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5312   -2.2997    1.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -1.1662    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2533   -1.7635    0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024    0.8500    1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1517    1.8262    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6868    1.1521    2.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4547   -1.1910   -1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767    0.5813   -1.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445    1.7577   -0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7607    1.0657    1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1826    2.5086   -1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2592    3.6234   -1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2418    2.0221    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4457    2.5027   -0.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7487    3.6210    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  1
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 13  3  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  1
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  1
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1R,3S,4S)-4-Ethenyl-alpha,alpha,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	ChEBI
(1S,2S,4R)-(-)-alpha,alpha-Dimethyl-1-vinyl-O-menth-8-ene-4-methanol	ChEBI
1R,1alpha,3alpha,4beta-4-Ethenyl-alpha,alpha,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	ChEBI
(1R,3S,4S)-4-Ethenyl-a,a,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	Generator
(1R,3S,4S)-4-Ethenyl-α,α,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	Generator
(1S,2S,4R)-(-)-a,a-Dimethyl-1-vinyl-O-menth-8-ene-4-methanol	Generator
(1S,2S,4R)-(-)-Α,α-dimethyl-1-vinyl-O-menth-8-ene-4-methanol	Generator
1R,1a,3a,4b-4-Ethenyl-a,a,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	Generator
1R,1Α,3α,4β-4-ethenyl-α,α,4-trimethyl-3-(1-methylethenyl)cyclohexanemethanol	Generator
Elemol, (1R-(1alpha,3beta,4beta))-isomer	MeSH
a-Elemol	Generator
Α-elemol	Generator

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

2-[(1R,3S,4S)-4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]propan-2-ol

Traditional Name

2-[(1R,3S,4S)-4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]propan-2-ol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H26O/c1-7-15(6)9-8-12(14(4,5)16)10-13(15)11(2)3/h7,12-13,16H,1-2,8-10H2,3-6H3/t12-,13+,15-/m1/s1

InChI Key

GFJIQNADMLPFOW-VNHYZAJKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Elemane sesquiterpenoids

Alternative Parents

Substituents

Elemane sesquiterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Source

Exogenous

Exogenous (HMDB: HMDB0302816)

Ginkgo nuts (FooDB: FOOD00367)

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)

Not Available

EC 3.1.1.7 (acetylcholinesterase) inhibitor (HMDB: HMDB0302816)

Anti ulcer (HMDB: HMDB0302816)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.78	ALOGPS
logP	3.69	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	19.32	ChemAxon
pKa (Strongest Basic)	-0.91	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	3	ChemAxon
Refractivity	70.21 m³·mol⁻¹	ChemAxon
Polarizability	27.41 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	152.863	32859911
AllCCS	[M+H-H2O]+	149.166	32859911
AllCCS	[M+Na]+	157.29	32859911
AllCCS	[M+NH4]+	156.3	32859911
AllCCS	[M-H]-	160.207	32859911
AllCCS	[M+Na-2H]-	161.11	32859911
AllCCS	[M+HCOO]-	162.207	32859911
DeepCCS	[M+H]+	157.801	30932474
DeepCCS	[M-H]-	155.405	30932474
DeepCCS	[M-2H]-	189.274	30932474
DeepCCS	[M+Na]+	164.245	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	17.1576 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.13 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2517.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	545.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	203.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	241.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	232.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	730.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	909.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	85.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1340.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	478.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1420.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	486.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	405.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	444.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	577.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 10V, Positive-QTOF	splash10-0ab9-0490000000-d684695863ad956804a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 20V, Positive-QTOF	splash10-0609-3930000000-80b75401721ff7ce72e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 40V, Positive-QTOF	splash10-0gb9-9400000000-f2523946bd0ccd8a5b6d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 10V, Negative-QTOF	splash10-00di-0090000000-799453d5f63782fece83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 20V, Negative-QTOF	splash10-0229-0490000000-b94b97f3a3b6cc2d5c17	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 40V, Negative-QTOF	splash10-0c0a-1930000000-16780287253665634ec3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 10V, Positive-QTOF	splash10-00b9-0920000000-0810002830d565bf460a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 20V, Positive-QTOF	splash10-0fj0-3900000000-8284c37ffa4dd9fbc1bc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 40V, Positive-QTOF	splash10-00kf-9300000000-e6ab14ffea62013f1db2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 20V, Negative-QTOF	splash10-00di-1090000000-9a8a9099fae1bf334d66	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Elemol 40V, Negative-QTOF	splash10-00di-0950000000-2175629a8f2982034290	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006367

KNApSAcK ID

C00012005

Chemspider ID

83184

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92138

PDB ID

Not Available

ChEBI ID

141221

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1021701

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for alpha-Elemol (HMDB0302816)

MOL for HMDB0302816 (alpha-Elemol)

3D MOL for HMDB0302816 (alpha-Elemol)

3D SDF for HMDB0302816 (alpha-Elemol)

3D-SDF for HMDB0302816 (alpha-Elemol)

PDB for HMDB0302816 (alpha-Elemol)

3D PDB for HMDB0302816 (alpha-Elemol)

SMILES for HMDB0302816 (alpha-Elemol)

INCHI for HMDB0302816 (alpha-Elemol)

Structure for HMDB0302816 (alpha-Elemol)

3D Structure for HMDB0302816 (alpha-Elemol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra