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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:08:52 UTC

Update Date

2022-03-07 02:54:24 UTC

HMDB ID

HMDB0035199

Secondary Accession Numbers

HMDB35199

Metabolite Identification

Common Name

Sesquisabinene hydrate

Description

Sesquisabinene hydrate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on Sesquisabinene hydrate.

Structure

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

HMDB0035199
     RDKit          3D
Sesquisabinene hydrate
 42 43  0  0  0  0  0  0  0  0999 V2000
    5.4078   -0.2808    0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876    0.0181    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4597    1.4126    0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267   -0.9507    0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6484   -0.6813    0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9320   -1.4286   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5396   -1.3934   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -2.2278   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2361   -0.0856   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1217    0.8024    0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096    0.7139    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    0.7805    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    2.2062    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6039    0.1294    0.7258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6547   -0.0093   -0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6221    0.6410   -1.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7475   -1.1661    0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0036    0.6171    0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5520   -0.5007   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7539    1.5687   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9703    1.7179    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    2.1260    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -1.9744    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4577   -0.9896    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5346    0.4080    0.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -1.1729   -1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -2.5231   -0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197   -2.0012    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308   -3.1961   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769   -1.7528   -2.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0569   -2.4860   -1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4362    0.4409    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8996    1.8452    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6777    1.5686    2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589   -0.2631    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7025    2.3678   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6343    2.5041    0.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9003    2.9152    0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641   -0.7859    0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2101   -0.8349   -1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3914    0.1753   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5462    1.7453   -1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 15  9  1  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

  Mrv0541 05061308172D          

 16 17  0  0  0  0            999 V2000
   -2.0102    3.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048    4.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073    2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9070   -0.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0337    2.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542    2.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019    2.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    1.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1897    3.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224    2.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    1.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570   -0.1937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 12  3  1  0  0  0  0
 12  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  4  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035199

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC=C(C)C)C12CC1C(C)(O)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-11(2)6-5-7-12(3)15-9-8-14(4,16)13(15)10-15/h6,12-13,16H,5,7-10H2,1-4H3

> <INCHI_KEY>
IRDFGGRWKUKANK-UHFFFAOYSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.80632204977079

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-5-(6-methylhept-5-en-2-yl)bicyclo[3.1.0]hexan-2-ol

> <ALOGPS_LOGP>
4.22

> <JCHEM_LOGP>
3.5517479776666674

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.131148001331002

> <JCHEM_PKA_STRONGEST_BASIC>
-0.991835864217819

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.35700000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-5-(6-methylhept-5-en-2-yl)bicyclo[3.1.0]hexan-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035199
     RDKit          3D
Sesquisabinene hydrate
 42 43  0  0  0  0  0  0  0  0999 V2000
    5.4078   -0.2808    0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876    0.0181    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4597    1.4126    0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267   -0.9507    0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6484   -0.6813    0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9320   -1.4286   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5396   -1.3934   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -2.2278   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2361   -0.0856   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1217    0.8024    0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096    0.7139    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    0.7805    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    2.2062    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6039    0.1294    0.7258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6547   -0.0093   -0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6221    0.6410   -1.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7475   -1.1661    0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0036    0.6171    0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5520   -0.5007   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7539    1.5687   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9703    1.7179    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    2.1260    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -1.9744    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4577   -0.9896    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5346    0.4080    0.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -1.1729   -1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -2.5231   -0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197   -2.0012    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308   -3.1961   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769   -1.7528   -2.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0569   -2.4860   -1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4362    0.4409    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8996    1.8452    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6777    1.5686    2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589   -0.2631    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7025    2.3678   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6343    2.5041    0.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9003    2.9152    0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641   -0.7859    0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2101   -0.8349   -1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3914    0.1753   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5462    1.7453   -1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 15  9  1  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -3.752   7.128   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.316   8.213   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.000   5.077   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.560  -0.998   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.063   5.399   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.595   5.560   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564   3.992   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.091   1.654   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.186   2.900   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.388   1.654   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.221   6.967   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.095   3.831   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.721   0.884   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.186   0.408   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.721   2.424   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.520  -0.362   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   14                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   12                                                       
CONECT    8    9   14                                                       
CONECT    9    8   15                                                       
CONECT   10   13   15                                                       
CONECT   11    1    2    6                                                  
CONECT   12    3    7   15                                                  
CONECT   13   10   14   15                                                  
CONECT   14    4    8   13   16                                             
CONECT   15    9   10   12   13                                             
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0035199
HETATM    1  C1  UNL     1       5.408  -0.281   0.067  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.988   0.018   0.281  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.460   1.413   0.230  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.127  -0.951   0.526  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.648  -0.681   0.753  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.932  -1.429  -0.303  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.540  -1.393  -0.340  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.001  -2.228  -1.526  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.236  -0.086  -0.246  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.122   0.802   0.949  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.510   0.714   1.580  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.409   0.781   0.382  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.639   2.206   0.004  1.00  0.00           C  
HETATM   14  O1  UNL     1      -4.604   0.129   0.726  1.00  0.00           O  
HETATM   15  C14 UNL     1      -2.655  -0.009  -0.657  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.622   0.641  -1.494  1.00  0.00           C  
HETATM   17  H1  UNL     1       5.747  -1.166   0.680  1.00  0.00           H  
HETATM   18  H2  UNL     1       6.004   0.617   0.311  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.552  -0.501  -1.015  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.754   1.569  -0.588  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.970   1.718   1.172  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.321   2.126   0.104  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.470  -1.974   0.571  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.458  -0.990   1.773  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.535   0.408   0.560  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.348  -1.173  -1.307  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.222  -2.523  -0.188  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.920  -2.001   0.557  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.431  -3.196  -1.444  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.677  -1.753  -2.461  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.057  -2.486  -1.476  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.436   0.441   1.745  1.00  0.00           H  
HETATM   33  H17 UNL     1      -0.900   1.845   0.661  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.678   1.569   2.261  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.559  -0.263   2.110  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.702   2.368  -1.098  1.00  0.00           H  
HETATM   37  H21 UNL     1      -4.634   2.504   0.435  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.900   2.915   0.426  1.00  0.00           H  
HETATM   39  H23 UNL     1      -4.564  -0.786   0.360  1.00  0.00           H  
HETATM   40  H24 UNL     1      -3.210  -0.835  -1.093  1.00  0.00           H  
HETATM   41  H25 UNL     1      -1.391   0.175  -2.477  1.00  0.00           H  
HETATM   42  H26 UNL     1      -1.546   1.745  -1.510  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    4
CONECT    3   20   21   22
CONECT    4    5   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8    9   28
CONECT    8   29   30   31
CONECT    9   10   15   16
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   14   15
CONECT   13   36   37   38
CONECT   14   39
CONECT   15   16   40
CONECT   16   41   42
END

HMDB0035199
     RDKit          3D
Sesquisabinene hydrate
 42 43  0  0  0  0  0  0  0  0999 V2000
    5.4078   -0.2808    0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876    0.0181    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4597    1.4126    0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267   -0.9507    0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6484   -0.6813    0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9320   -1.4286   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5396   -1.3934   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -2.2278   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2361   -0.0856   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1217    0.8024    0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5096    0.7139    1.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    0.7805    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    2.2062    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6039    0.1294    0.7258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6547   -0.0093   -0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6221    0.6410   -1.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7475   -1.1661    0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0036    0.6171    0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5520   -0.5007   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7539    1.5687   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9703    1.7179    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    2.1260    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4695   -1.9744    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4577   -0.9896    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5346    0.4080    0.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -1.1729   -1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -2.5231   -0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197   -2.0012    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4308   -3.1961   -1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769   -1.7528   -2.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0569   -2.4860   -1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4362    0.4409    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8996    1.8452    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6777    1.5686    2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589   -0.2631    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7025    2.3678   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6343    2.5041    0.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9003    2.9152    0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641   -0.7859    0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2101   -0.8349   -1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3914    0.1753   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5462    1.7453   -1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 15  9  1  0
 16  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Sesquisabinene hydric acid	Generator

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

2-methyl-5-(6-methylhept-5-en-2-yl)bicyclo[3.1.0]hexan-2-ol

Traditional Name

2-methyl-5-(6-methylhept-5-en-2-yl)bicyclo[3.1.0]hexan-2-ol

CAS Registry Number

Not Available

SMILES

CC(CCC=C(C)C)C12CC1C(C)(O)CC2

InChI Identifier

InChI=1S/C15H26O/c1-11(2)6-5-7-12(3)15-9-8-14(4,16)13(15)10-15/h6,12-13,16H,5,7-10H2,1-4H3

InChI Key

IRDFGGRWKUKANK-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

Sesquisabinane sesquiterpenoid
Sesquiterpenoid
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035199)

Source

Endogenous

Endogenous (HMDB: HMDB0035199)

Plant

Plant (HMDB: HMDB0035199)

Animal

Animal (HMDB: HMDB0035199)

Exogenous

Food

Food (HMDB: HMDB0035199)

Herb and spice

Spice

Ginger (FooDB: FOOD00206)

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0035199)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035199)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035199)

Lipid metabolism pathway (HMDB: HMDB0035199)

Cellular process

Cell signaling (HMDB: HMDB0035199)

Biochemical process

Lipid transport (HMDB: HMDB0035199)

Role

Biological role

Energy source (HMDB: HMDB0035199)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035199)

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
Water Solubility	0.04 g/L	ALOGPS
logP	4.22	ALOGPS
logP	3.55	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	19.13	ChemAxon
pKa (Strongest Basic)	-0.99	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	4	ChemAxon
Refractivity	69.36 m³·mol⁻¹	ChemAxon
Polarizability	27.81 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	156.681	31661259
DarkChem	[M-H]-	150.891	31661259
DeepCCS	[M-2H]-	190.975	30932474
DeepCCS	[M+Na]+	166.226	30932474
AllCCS	[M+H]+	155.1	32859911
AllCCS	[M+H-H2O]+	151.5	32859911
AllCCS	[M+NH4]+	158.4	32859911
AllCCS	[M+Na]+	159.4	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	164.1	32859911
AllCCS	[M+HCOO]-	164.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sesquisabinene hydrate	CC(CCC=C(C)C)C12CC1C(C)(O)CC2	2094.4	Standard polar	33892256
Sesquisabinene hydrate	CC(CCC=C(C)C)C12CC1C(C)(O)CC2	1566.8	Standard non polar	33892256
Sesquisabinene hydrate	CC(CCC=C(C)C)C12CC1C(C)(O)CC2	1540.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sesquisabinene hydrate,1TMS,isomer #1	CC(C)=CCCC(C)C12CCC(C)(O[Si](C)(C)C)C1C2	1688.7	Semi standard non polar	33892256
Sesquisabinene hydrate,1TBDMS,isomer #1	CC(C)=CCCC(C)C12CCC(C)(O[Si](C)(C)C(C)(C)C)C1C2	1940.4	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 - Sesquisabinene hydrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-7930000000-a56aaa99a8560c5cf0e3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sesquisabinene hydrate GC-MS (1 TMS) - 70eV, Positive	splash10-004i-8890000000-e4c6ca38595b141b048f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sesquisabinene hydrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sesquisabinene hydrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Sesquisabinene hydrate 10V, Positive-QTOF	splash10-0ab9-0290000000-d70fa81b4bd32ab85d86	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 20V, Positive-QTOF	splash10-0avi-3950000000-b0111bf78c2c8e1453c8	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 40V, Positive-QTOF	splash10-0gbj-9800000000-1d93a39ac361f67f706d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 10V, Negative-QTOF	splash10-00di-0090000000-2cc98fe151614f915af3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 20V, Negative-QTOF	splash10-00di-0090000000-4a3b1f902e35c6380d9d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 40V, Negative-QTOF	splash10-0a4i-2930000000-da581b2b16217fc59730	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 10V, Positive-QTOF	splash10-03ka-8930000000-87ede7047ba382960c44	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 20V, Positive-QTOF	splash10-0a4i-9000000000-eccab9598bcb8cef8826	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 40V, Positive-QTOF	splash10-0a4l-9000000000-2d81a237112abc6bac49	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 20V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sesquisabinene hydrate 40V, Negative-QTOF	splash10-00dl-5290000000-c1bbd831002d7da0363d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB013845

KNApSAcK ID

C00053857

Chemspider ID

16737077

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20055539

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Sesquisabinene hydrate (HMDB0035199)

MOL for HMDB0035199 (Sesquisabinene hydrate)

3D MOL for HMDB0035199 (Sesquisabinene hydrate)

3D SDF for HMDB0035199 (Sesquisabinene hydrate)

3D-SDF for HMDB0035199 (Sesquisabinene hydrate)

PDB for HMDB0035199 (Sesquisabinene hydrate)

3D PDB for HMDB0035199 (Sesquisabinene hydrate)

SMILES for HMDB0035199 (Sesquisabinene hydrate)

INCHI for HMDB0035199 (Sesquisabinene hydrate)

Structure for HMDB0035199 (Sesquisabinene hydrate)

3D Structure for HMDB0035199 (Sesquisabinene hydrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra