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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-10-08 15:55:54 UTC

Update Date

2022-03-07 03:17:48 UTC

HMDB ID

HMDB0061852

Secondary Accession Numbers

HMDB61852

Metabolite Identification

Common Name

Ylangene

Description

Ylangene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Ylangene is possibly neutral.

Structure

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

HMDB0061852
     RDKit          3D
Ylangene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.2093   -2.6018   -0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439   -1.1869    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6989   -0.4852    1.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191    0.6871    1.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872    1.1566    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373    0.0244    0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8201   -0.4722   -0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683    0.9807   -0.5674 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5732    1.2727   -0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1065    1.6394   -1.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204    0.8770   -1.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3917    0.5975    0.1795 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5772   -0.2537    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619    0.2797   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3951   -1.6984    0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7578   -2.6917   -1.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -3.0839   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499   -3.1389    0.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7274   -0.7607    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6458    0.3179    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7594    1.4835    1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4543    2.1123    1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2188   -0.6428    1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -1.0039   -1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    1.8384   -1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766    0.3818   -1.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0349    1.9940   -0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3940    1.7922   -2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979    2.6381   -0.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -0.0015   -1.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9936    1.5918   -1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    1.5915    0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6699   -0.2352    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3876   -0.5222   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7419    1.1278   -0.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5757    0.6127    0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3412   -1.8529   -0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288   -2.1211    0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2912   -2.2440    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  7  2  1  0
  8  5  1  0
 12  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  1
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv0541 10081412322D          

 19 21  0  0  1  0            999 V2000
    2.6840   -2.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3504   -1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5025   -2.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4681   -0.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5582   -0.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1584    0.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2157   -1.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1902   -0.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523   -1.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1410   -1.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225   -1.3494    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7180   -0.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333   -0.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894   -1.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3130   -0.6161    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4524   -0.7170    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8940    0.7911    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1347   -0.2860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626   -2.1508    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  5  2  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  1  0  0  0
 12  6  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15  4  1  6  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 11 16  1  6  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061852

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C12CC=C(C)C3([H])C1([H])[C@]([H])(CC[C@]23C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)14(15)13(11)12/h5,9,11-14H,6-8H2,1-4H3/t11-,12?,13?,14?,15-/m1/s1

> <INCHI_KEY>
VLXDPFLIRFYIME-XTLGRWLVSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.074907913539437

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,8R)-1,3-dimethyl-8-(propan-2-yl)tricyclo[4.4.0.0²,⁷]dec-3-ene

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
4.0881301626666655

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
65.7679

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,8R)-8-isopropyl-1,3-dimethyltricyclo[4.4.0.0²,⁷]dec-3-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0061852
     RDKit          3D
Ylangene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.2093   -2.6018   -0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439   -1.1869    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6989   -0.4852    1.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191    0.6871    1.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872    1.1566    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373    0.0244    0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8201   -0.4722   -0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683    0.9807   -0.5674 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5732    1.2727   -0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1065    1.6394   -1.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204    0.8770   -1.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3917    0.5975    0.1795 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5772   -0.2537    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619    0.2797   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3951   -1.6984    0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7578   -2.6917   -1.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -3.0839   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499   -3.1389    0.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7274   -0.7607    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6458    0.3179    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7594    1.4835    1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4543    2.1123    1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2188   -0.6428    1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -1.0039   -1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    1.8384   -1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766    0.3818   -1.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0349    1.9940   -0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3940    1.7922   -2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979    2.6381   -0.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -0.0015   -1.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9936    1.5918   -1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    1.5915    0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6699   -0.2352    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3876   -0.5222   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7419    1.1278   -0.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5757    0.6127    0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3412   -1.8529   -0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288   -2.1211    0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2912   -2.2440    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  7  2  1  0
  8  5  1  0
 12  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  1
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

HEADER    PROTEIN                                 08-OCT-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-14         0                                  
HETATM    1  C   UNK     0       5.010  -4.776   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.254  -2.416   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.938  -4.076   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.874  -0.654   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.042  -1.358   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.296   0.022   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.269  -2.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.222  -0.400   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.951  -3.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.263  -2.691   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.589  -2.519   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.340  -0.028   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.675  -1.345   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.287  -2.481   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.584  -1.150   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       4.578  -1.338   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       1.669   1.477   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.985  -0.534   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.423  -4.015   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   15                                                            
CONECT    5    6   10                                                       
CONECT    6    5   12                                                       
CONECT    7    8   11                                                       
CONECT    8    7   15                                                       
CONECT    9    1    2   11                                                  
CONECT   10    3    5   14                                                  
CONECT   11    7    9   13   16                                             
CONECT   12    6   13   15   17                                             
CONECT   13   11   12   14   18                                             
CONECT   14   10   13   15   19                                             
CONECT   15    4    8   12   14                                             
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0061852
HETATM    1  C1  UNL     1      -2.209  -2.602  -0.046  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.944  -1.187   0.278  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.699  -0.485   1.148  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.019   0.687   1.779  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.887   1.157   0.928  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.137   0.024   0.743  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.820  -0.472  -0.349  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.168   0.981  -0.567  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.573   1.273  -0.971  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.107   1.639  -1.405  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.220   0.877  -1.271  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.392   0.597   0.179  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.577  -0.254   0.517  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.862   0.280  -0.026  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.395  -1.698   0.141  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.758  -2.692  -1.022  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.215  -3.084  -0.226  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.750  -3.139   0.756  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.727  -0.761   1.367  1.00  0.00           H  
HETATM   20  H5  UNL     1      -1.646   0.318   2.769  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.759   1.483   1.862  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.454   2.112   1.209  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.219  -0.643   1.599  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.358  -1.004  -1.169  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.542   1.838  -1.945  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.177   0.382  -1.130  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.035   1.994  -0.249  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.394   1.792  -2.443  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.098   2.638  -0.926  1.00  0.00           H  
HETATM   30  H15 UNL     1       1.253  -0.001  -1.923  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.994   1.592  -1.675  1.00  0.00           H  
HETATM   32  H17 UNL     1       1.558   1.592   0.690  1.00  0.00           H  
HETATM   33  H18 UNL     1       2.670  -0.235   1.643  1.00  0.00           H  
HETATM   34  H19 UNL     1       4.388  -0.522  -0.615  1.00  0.00           H  
HETATM   35  H20 UNL     1       3.742   1.128  -0.723  1.00  0.00           H  
HETATM   36  H21 UNL     1       4.576   0.613   0.756  1.00  0.00           H  
HETATM   37  H22 UNL     1       2.341  -1.853  -0.939  1.00  0.00           H  
HETATM   38  H23 UNL     1       1.529  -2.121   0.697  1.00  0.00           H  
HETATM   39  H24 UNL     1       3.291  -2.244   0.560  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    7
CONECT    3    4   19
CONECT    4    5   20   21
CONECT    5    6    8   22
CONECT    6    7   12   23
CONECT    7    8   24
CONECT    8    9   10
CONECT    9   25   26   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   32
CONECT   13   14   15   33
CONECT   14   34   35   36
CONECT   15   37   38   39
END

HMDB0061852
     RDKit          3D
Ylangene
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.2093   -2.6018   -0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439   -1.1869    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6989   -0.4852    1.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0191    0.6871    1.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872    1.1566    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373    0.0244    0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8201   -0.4722   -0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683    0.9807   -0.5674 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5732    1.2727   -0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1065    1.6394   -1.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204    0.8770   -1.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3917    0.5975    0.1795 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5772   -0.2537    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619    0.2797   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3951   -1.6984    0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7578   -2.6917   -1.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -3.0839   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499   -3.1389    0.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7274   -0.7607    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6458    0.3179    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7594    1.4835    1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4543    2.1123    1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2188   -0.6428    1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -1.0039   -1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    1.8384   -1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1766    0.3818   -1.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0349    1.9940   -0.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3940    1.7922   -2.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979    2.6381   -0.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -0.0015   -1.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9936    1.5918   -1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    1.5915    0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6699   -0.2352    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3876   -0.5222   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7419    1.1278   -0.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5757    0.6127    0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3412   -1.8529   -0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288   -2.1211    0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2912   -2.2440    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  7  2  1  0
  8  5  1  0
 12  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  1
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.3511

Monoisotopic Molecular Weight

204.187800768

IUPAC Name

(1R,8R)-1,3-dimethyl-8-(propan-2-yl)tricyclo[4.4.0.0²,⁷]dec-3-ene

Traditional Name

(1R,8R)-8-isopropyl-1,3-dimethyltricyclo[4.4.0.0²,⁷]dec-3-ene

CAS Registry Number

Not Available

SMILES

[H]C12CC=C(C)C3([H])C1([H])[C@]([H])(CC[C@]23C)C(C)C

InChI Identifier

InChI=1S/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)14(15)13(11)12/h5,9,11-14H,6-8H2,1-4H3/t11-,12?,13?,14?,15-/m1/s1

InChI Key

VLXDPFLIRFYIME-XTLGRWLVSA-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

Copaane sesquiterpenoid
Sesquiterpenoid
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 24421258)

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
Water Solubility	0.0018 g/L	ALOGPS
logP	3.75	ALOGPS
logP	4.09	ChemAxon
logS	-5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	65.77 m³·mol⁻¹	ChemAxon
Polarizability	26.07 Å³	ChemAxon
Number of Rings	3	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]+	150.097	31661259
DarkChem	[M-H]-	149.619	31661259
DeepCCS	[M-2H]-	188.462	30932474
DeepCCS	[M+Na]+	163.356	30932474
AllCCS	[M+H]+	147.3	32859911
AllCCS	[M+H-H2O]+	143.5	32859911
AllCCS	[M+NH4]+	150.8	32859911
AllCCS	[M+Na]+	151.8	32859911
AllCCS	[M-H]-	158.3	32859911
AllCCS	[M+Na-2H]-	158.7	32859911
AllCCS	[M+HCOO]-	159.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ylangene	[H]C12CC=C(C)C3([H])C1([H])[C@]([H])(CC[C@]23C)C(C)C	1654.8	Standard polar	33892256
Ylangene	[H]C12CC=C(C)C3([H])C1([H])[C@]([H])(CC[C@]23C)C(C)C	1432.6	Standard non polar	33892256
Ylangene	[H]C12CC=C(C)C3([H])C1([H])[C@]([H])(CC[C@]23C)C(C)C	1433.2	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 - Ylangene GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-4900000000-a3529081bb30d315558d	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ylangene 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 - Ylangene 10V, Negative-QTOF	splash10-0udi-0090000000-63104082a983374bf1f2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 20V, Negative-QTOF	splash10-0udi-0090000000-ab31c116f1847bfe7d34	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 40V, Negative-QTOF	splash10-0f79-1920000000-468aa00ce89c65f1429e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 20V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 40V, Negative-QTOF	splash10-0udi-0090000000-38c7ce47d88d85e5b487	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 10V, Positive-QTOF	splash10-0a4i-0190000000-650f0fbf2d445278e2de	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 20V, Positive-QTOF	splash10-0a4i-5960000000-bad60089bbc389ec0c9c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 40V, Positive-QTOF	splash10-0ap0-9200000000-3e2f7730530d7b1bce88	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 10V, Positive-QTOF	splash10-0a4i-0290000000-7d254498a5da64fcddbd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 20V, Positive-QTOF	splash10-00di-5920000000-100ae5805ad5aa0f9661	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ylangene 40V, Positive-QTOF	splash10-00o3-9100000000-26f71b73fc69959ecca2	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124202084

PDB ID

Not Available

ChEBI ID

88648

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

Schreier P, Drawert F, Junker A: [Sesquiterpene hydrocarbons from grapes (author's transl)]. Z Lebensm Unters Forsch. 1976;160(3):271-4. [PubMed:983335 ]
Duh CY, El-Gamal AA, Song PY, Wang SK, Dai CF: Steroids and sesquiterpenoids from the soft corals Dendronephthya gigantea and Lemnalia cervicorni. J Nat Prod. 2004 Oct;67(10):1650-3. [PubMed:15497934 ]
Parker M, Pollnitz AP, Cozzolino D, Francis IL, Herderich MJ: Identification and quantification of a marker compound for 'pepper' aroma and flavor in shiraz grape berries by combination of chemometrics and gas chromatography-mass spectrometry. J Agric Food Chem. 2007 Jul 25;55(15):5948-55. Epub 2007 Jun 20. [PubMed:17580875 ]
Lodewyk MW, Gutta P, Tantillo DJ: Computational studies on biosynthetic carbocation rearrangements leading to sativene, cyclosativene, alpha-ylangene, and beta-ylangene. J Org Chem. 2008 Sep 5;73(17):6570-9. doi: 10.1021/jo800868r. Epub 2008 Aug 6. [PubMed:18681400 ]
Cheng SY, Lin EH, Huang JS, Wen ZH, Duh CY: Ylangene-type and nardosinane-type sesquiterpenoids from the soft corals Lemnalia flava and Paralemnalia thyrsoides. Chem Pharm Bull (Tokyo). 2010 Mar;58(3):381-5. [PubMed:20190445 ]
Hong YJ, Tantillo DJ: Theoretical calculations on carbocations involved in the biosynthesis of bergamotenes and related terpenes--the same and not the same. Chem Commun (Camb). 2012 Feb 1;48(10):1571-3. doi: 10.1039/c1cc14414f. Epub 2011 Oct 7. [PubMed:21983931 ]
Xio YJ, Su JH, Chen BW, Tseng YJ, Wu YC, Sheu JH: Oxygenated ylangene-derived sesquiterpenoids from the soft coral Lemnalia philippinensis. Mar Drugs. 2013 Sep 30;11(10):3735-41. doi: 10.3390/md11103735. [PubMed:24084789 ]
Flath RA, Cunningham RT, Mon TR, John JO: Male lures for mediterranean fruitfly (Ceratitis capitata wied.): Structural analogs of alpha-copaene. J Chem Ecol. 1994 Oct;20(10):2595-609. doi: 10.1007/BF02036194. [PubMed:24241834 ]
Flath RA, Cunningham RT, Mon TR, John JO: Additional male mediterranean fruitfly (Ceratitis capitata wied.) Attractants from Angelica seed oil (Angelica archangelica L.). J Chem Ecol. 1994 Aug;20(8):1969-84. doi: 10.1007/BF02066237. [PubMed:24242723 ]
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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Ylangene (HMDB0061852)

MOL for HMDB0061852 (Ylangene)

3D MOL for HMDB0061852 (Ylangene)

3D SDF for HMDB0061852 (Ylangene)

3D-SDF for HMDB0061852 (Ylangene)

PDB for HMDB0061852 (Ylangene)

3D PDB for HMDB0061852 (Ylangene)

SMILES for HMDB0061852 (Ylangene)

INCHI for HMDB0061852 (Ylangene)

Structure for HMDB0061852 (Ylangene)

3D Structure for HMDB0061852 (Ylangene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra