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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:59:49 UTC

Update Date

2021-09-26 22:57:44 UTC

HMDB ID

HMDB0247843

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol

Description

(3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). (3r)-3-methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0247843
     RDKit          3D
(3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol
 40 40  0  0  0  0  0  0  0  0999 V2000
    3.4276    1.4640    1.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2400    0.6972    0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384   -0.2282   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9705    0.1292   -1.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2703   -1.5339    0.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948   -0.0770   -0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121   -0.4100    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -0.3160    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4874   -1.4209    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -2.7083    0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479   -1.4541    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5432   -0.1919   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8137    1.0482    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3185    0.9522   -0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1330    1.0281   -1.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096    2.1795    0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098    2.1315    2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5079   -0.3505   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9921   -0.2219   -1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012    1.2291   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -1.5362    1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740    0.9922   -0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4232   -0.7232   -1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9989   -1.4536    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0227    0.2317    1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -3.0113    0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6233   -3.5300    0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155   -2.6657    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2075   -2.2993   -0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -1.7570    1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5926   -0.1951   -1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893   -0.0974   -0.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547    1.3384    1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1759    1.8826   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897    1.2357   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553    1.8740   -2.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458    0.0868   -2.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027    2.9725   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975    2.6606    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2425    2.0480    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14  8  1  0
  1 17  1  0
  4 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

  Mrv1652309112103002D          

 16 16  0  0  0  0            999 V2000
   -0.7145   -0.4125    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
    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
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    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
   -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
   -1.0164    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  0  0  0  0
  2  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  3  0  0  0  0
 12 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247843

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(CCC(C)(O)C#C)C(C)(C)CCC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-6-15(5,16)11-9-13-12(2)8-7-10-14(13,3)4/h1,16H,7-11H2,2-5H3

> <INCHI_KEY>
VMTKSTKUXUTCLL-UHFFFAOYSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.356

> <EXACT_MASS>
220.182715393

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
26.989345826301026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-1-yn-3-ol

> <ALOGPS_LOGP>
3.96

> <JCHEM_LOGP>
3.4001645906666678

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.929590367674457

> <JCHEM_PKA_STRONGEST_BASIC>
-2.3921971731791913

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.32959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.62e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-1-yn-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0247843
     RDKit          3D
(3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol
 40 40  0  0  0  0  0  0  0  0999 V2000
    3.4276    1.4640    1.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2400    0.6972    0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384   -0.2282   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9705    0.1292   -1.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2703   -1.5339    0.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948   -0.0770   -0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121   -0.4100    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -0.3160    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4874   -1.4209    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -2.7083    0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479   -1.4541    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5432   -0.1919   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8137    1.0482    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3185    0.9522   -0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1330    1.0281   -1.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096    2.1795    0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098    2.1315    2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5079   -0.3505   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9921   -0.2219   -1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012    1.2291   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -1.5362    1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740    0.9922   -0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4232   -0.7232   -1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9989   -1.4536    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0227    0.2317    1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -3.0113    0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6233   -3.5300    0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155   -2.6657    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2075   -2.2993   -0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -1.7570    1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5926   -0.1951   -1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893   -0.0974   -0.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547    1.3384    1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1759    1.8826   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897    1.2357   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553    1.8740   -2.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458    0.0868   -2.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027    2.9725   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975    2.6606    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2425    2.0480    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14  8  1  0
  1 17  1  0
  4 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   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       0.611   3.670   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.057   3.670   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.897   5.954   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.437   3.286   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    8    9                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   16                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16   12                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0247843
HETATM    1  C1  UNL     1       3.428   1.464   1.882  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.240   0.697   0.959  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.038  -0.228  -0.149  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.971   0.129  -1.305  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.270  -1.534   0.293  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.595  -0.077  -0.648  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.712  -0.410   0.515  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.734  -0.316   0.213  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.487  -1.421   0.351  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.887  -2.708   0.796  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.948  -1.454   0.080  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.543  -0.192  -0.389  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.814   1.048   0.026  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.318   0.952  -0.224  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.133   1.028  -1.744  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.710   2.179   0.384  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.610   2.131   2.694  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.508  -0.351  -2.211  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.992  -0.222  -1.116  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.901   1.229  -1.420  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.598  -1.536   1.211  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.474   0.992  -0.881  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.423  -0.723  -1.529  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.999  -1.454   0.838  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.023   0.232   1.357  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.070  -3.011   0.081  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.623  -3.530   0.756  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.515  -2.666   1.835  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.208  -2.299  -0.617  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.430  -1.757   1.055  1.00  0.00           H  
HETATM   31  H15 UNL     1      -3.593  -0.195  -1.501  1.00  0.00           H  
HETATM   32  H16 UNL     1      -4.589  -0.097  -0.031  1.00  0.00           H  
HETATM   33  H17 UNL     1      -2.955   1.338   1.070  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.176   1.883  -0.622  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.090   1.236  -2.266  1.00  0.00           H  
HETATM   36  H20 UNL     1      -0.455   1.874  -2.002  1.00  0.00           H  
HETATM   37  H21 UNL     1      -0.746   0.087  -2.160  1.00  0.00           H  
HETATM   38  H22 UNL     1      -0.603   2.973  -0.410  1.00  0.00           H  
HETATM   39  H23 UNL     1      -1.397   2.661   1.142  1.00  0.00           H  
HETATM   40  H24 UNL     1       0.243   2.048   0.884  1.00  0.00           H  
CONECT    1    2    2    2   17
CONECT    2    3
CONECT    3    4    5    6
CONECT    4   18   19   20
CONECT    5   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9    9   14
CONECT    9   10   11
CONECT   10   26   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   14   33   34
CONECT   14   15   16
CONECT   15   35   36   37
CONECT   16   38   39   40
END

HMDB0247843
     RDKit          3D
(3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol
 40 40  0  0  0  0  0  0  0  0999 V2000
    3.4276    1.4640    1.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2400    0.6972    0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384   -0.2282   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9705    0.1292   -1.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2703   -1.5339    0.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5948   -0.0770   -0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121   -0.4100    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -0.3160    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4874   -1.4209    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -2.7083    0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9479   -1.4541    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5432   -0.1919   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8137    1.0482    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3185    0.9522   -0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1330    1.0281   -1.7438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096    2.1795    0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098    2.1315    2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5079   -0.3505   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9921   -0.2219   -1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012    1.2291   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -1.5362    1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740    0.9922   -0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4232   -0.7232   -1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9989   -1.4536    0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0227    0.2317    1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -3.0113    0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6233   -3.5300    0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155   -2.6657    1.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2075   -2.2993   -0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -1.7570    1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5926   -0.1951   -1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893   -0.0974   -0.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547    1.3384    1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1759    1.8826   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897    1.2357   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553    1.8740   -2.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458    0.0868   -2.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027    2.9725   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975    2.6606    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2425    2.0480    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14  8  1  0
  1 17  1  0
  4 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O

Average Molecular Weight

220.356

Monoisotopic Molecular Weight

220.182715393

IUPAC Name

3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-1-yn-3-ol

Traditional Name

3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-1-yn-3-ol

CAS Registry Number

Not Available

SMILES

CC1=C(CCC(C)(O)C#C)C(C)(C)CCC1

InChI Identifier

InChI=1S/C15H24O/c1-6-15(5,16)11-9-13-12(2)8-7-10-14(13,3)4/h1,16H,7-11H2,2-5H3

InChI Key

VMTKSTKUXUTCLL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cyclofarsesane sesquiterpenoid
Megastigmane sesquiterpenoid
Sesquiterpenoid
Ynone
Tertiary alcohol
Acetylide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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	3.96	ALOGPS
logP	3.4	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	15.93	ChemAxon
pKa (Strongest Basic)	-2.4	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	69.33 m³·mol⁻¹	ChemAxon
Polarizability	26.99 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
DeepCCS	[M+H]+	156.96	30932474
DeepCCS	[M-H]-	154.602	30932474
DeepCCS	[M-2H]-	187.764	30932474
DeepCCS	[M+Na]+	163.054	30932474
AllCCS	[M+H]+	153.9	32859911
AllCCS	[M+H-H2O]+	150.2	32859911
AllCCS	[M+NH4]+	157.4	32859911
AllCCS	[M+Na]+	158.4	32859911
AllCCS	[M-H]-	159.8	32859911
AllCCS	[M+Na-2H]-	160.7	32859911
AllCCS	[M+HCOO]-	161.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol	CC1=C(CCC(C)(O)C#C)C(C)(C)CCC1	2034.7	Standard polar	33892256
(3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol	CC1=C(CCC(C)(O)C#C)C(C)(C)CCC1	1535.6	Standard non polar	33892256
(3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol	CC1=C(CCC(C)(O)C#C)C(C)(C)CCC1	1542.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-7950000000-a394269bb768fbfdc8d1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol 10V, Positive-QTOF	splash10-001i-2920000000-a402db03938b14f94cb5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol 20V, Positive-QTOF	splash10-0ac0-6900000000-6ce66b699d32be8e96e9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol 40V, Positive-QTOF	splash10-0ul0-9600000000-3530bfe0eccca2707a18	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol 10V, Negative-QTOF	splash10-014i-0090000000-4af4c4ee1c4acef7e18b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol 20V, Negative-QTOF	splash10-0uxr-1290000000-20ee88f6d9b78c244b64	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol 40V, Negative-QTOF	splash10-00l2-5910000000-8c53e853883ea7ccc6f1	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

194303

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

223682

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol (HMDB0247843)

MOL for HMDB0247843 ((3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol)

3D MOL for HMDB0247843 ((3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol)

3D SDF for HMDB0247843 ((3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol)

3D-SDF for HMDB0247843 ((3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol)

PDB for HMDB0247843 ((3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol)

3D PDB for HMDB0247843 ((3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol)

SMILES for HMDB0247843 ((3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol)

INCHI for HMDB0247843 ((3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol)

Structure for HMDB0247843 ((3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol)

3D Structure for HMDB0247843 ((3R)-3-Methyl-5-(2,6,6-trimethylcyclohexen-1-yl)pent-1-yn-3-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra