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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:40:20 UTC

Update Date

2022-03-07 02:54:35 UTC

HMDB ID

HMDB0035663

Secondary Accession Numbers

HMDB35663

Metabolite Identification

Common Name

(S)-Nerolidol

Description

(S)-Nerolidol, also known as (S)-cis-nerolidol or peruviol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on (S)-Nerolidol.

Structure

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

HMDB0035663
     RDKit          3D
(S)-Nerolidol
 42 41  0  0  0  0  0  0  0  0999 V2000
   -6.1629   -0.1062   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -0.4060    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7527   -0.6007   -0.2941 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0238   -1.7680    0.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0209   -0.8042   -1.6336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8659    0.6192   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605    0.4302   -0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569    1.6138   -0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4357    1.6107   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195    2.8973   -0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790    0.3807    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3803    0.2679   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -0.9660   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3474   -0.9368    0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0646    0.3456    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0538   -2.1928    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0464    0.0240    0.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2288    0.0134   -1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9701   -0.5233    1.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852   -2.3840   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2332   -1.4101    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852   -2.4266    0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7972   -1.7368   -1.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6354    0.8039    0.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4387    1.4941   -0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -0.5367   -0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638    0.3289   -2.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1970    2.5756   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6214    2.8518    1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5106    3.7617   -0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0352    2.9810   -0.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889   -0.5621    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    0.5039    1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0157    0.2046   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675    1.1801   -0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6134   -1.9173   -0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9921    1.0286   -0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7051    0.8453    1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1473    0.1534    0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2713   -2.2128    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9503   -2.3808    0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3645   -3.0447    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  6
  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  2  3
 14 15  1  0
 14 16  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
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv1652309272007292D          

 16 15  0  0  0  0            999 V2000
   -3.9618    1.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6763    0.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9618    1.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2473    0.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5329    1.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184    0.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1039    1.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1039    1.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3895    0.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3895   -0.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -0.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538   -0.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4683   -0.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0394   -0.1441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4521    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6264    0.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  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
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  6  0  0  0
 11 14  1  0  0  0  0
 14 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035663

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C/CC[C@](C)(O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11-/t15-/m1/s1

> <INCHI_KEY>
FQTLCLSUCSAZDY-QKXCFHHRSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.79242043868361

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

> <ALOGPS_LOGP>
4.55

> <JCHEM_LOGP>
4.307206727666666

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.459388332120984

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2856635435302817

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
74.0092

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035663
     RDKit          3D
(S)-Nerolidol
 42 41  0  0  0  0  0  0  0  0999 V2000
   -6.1629   -0.1062   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -0.4060    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7527   -0.6007   -0.2941 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0238   -1.7680    0.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0209   -0.8042   -1.6336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8659    0.6192   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605    0.4302   -0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569    1.6138   -0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4357    1.6107   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195    2.8973   -0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790    0.3807    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3803    0.2679   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -0.9660   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3474   -0.9368    0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0646    0.3456    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0538   -2.1928    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0464    0.0240    0.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2288    0.0134   -1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9701   -0.5233    1.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852   -2.3840   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2332   -1.4101    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852   -2.4266    0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7972   -1.7368   -1.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6354    0.8039    0.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4387    1.4941   -0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -0.5367   -0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638    0.3289   -2.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1970    2.5756   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6214    2.8518    1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5106    3.7617   -0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0352    2.9810   -0.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889   -0.5621    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    0.5039    1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0157    0.2046   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675    1.1801   -0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6134   -1.9173   -0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9921    1.0286   -0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7051    0.8453    1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1473    0.1534    0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2713   -2.2128    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9503   -2.3808    0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3645   -3.0447    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  6
  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  2  3
 14 15  1  0
 14 16  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
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -7.395   2.041   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.729   1.271   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.395   3.581   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.062   1.271   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.728   2.041   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.394   1.271   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.061   2.041   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.061   3.581   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.727   1.271   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.727  -0.269   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.606  -1.039   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.274  -1.039   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.607  -0.269   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.940  -0.269   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.711   1.064   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.169   1.064   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   14                                                       
CONECT   12   13   14                                                       
CONECT   13   12                                                            
CONECT   14   15   16   11   12                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0035663
HETATM    1  C1  UNL     1      -6.163  -0.106  -0.073  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.023  -0.406   0.490  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.753  -0.601  -0.294  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.024  -1.768   0.338  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.021  -0.804  -1.634  1.00  0.00           O  
HETATM    6  C5  UNL     1      -2.866   0.619  -0.118  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.561   0.430  -0.918  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.757   1.614  -0.716  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.436   1.611  -0.187  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.219   2.897  -0.007  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.079   0.381   0.255  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.380   0.268  -0.571  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.113  -0.966  -0.188  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.347  -0.937   0.310  1.00  0.00           C  
HETATM   15  C14 UNL     1       5.065   0.346   0.512  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.054  -2.193   0.685  1.00  0.00           C  
HETATM   17  H1  UNL     1      -7.046   0.024   0.524  1.00  0.00           H  
HETATM   18  H2  UNL     1      -6.229   0.013  -1.140  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.970  -0.523   1.561  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.485  -2.384  -0.414  1.00  0.00           H  
HETATM   21  H5  UNL     1      -2.233  -1.410   1.059  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.685  -2.427   0.908  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.797  -1.737  -1.900  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.635   0.804   0.949  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.439   1.494  -0.482  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.191  -0.537  -0.633  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.864   0.329  -2.010  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.197   2.576  -1.036  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.621   2.852   1.026  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.511   3.762  -0.026  1.00  0.00           H  
HETATM   31  H15 UNL     1       2.035   2.981  -0.723  1.00  0.00           H  
HETATM   32  H16 UNL     1       0.589  -0.562   0.092  1.00  0.00           H  
HETATM   33  H17 UNL     1       1.463   0.504   1.307  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.016   0.205  -1.634  1.00  0.00           H  
HETATM   35  H19 UNL     1       2.967   1.180  -0.501  1.00  0.00           H  
HETATM   36  H20 UNL     1       2.613  -1.917  -0.325  1.00  0.00           H  
HETATM   37  H21 UNL     1       4.992   1.029  -0.357  1.00  0.00           H  
HETATM   38  H22 UNL     1       4.705   0.845   1.453  1.00  0.00           H  
HETATM   39  H23 UNL     1       6.147   0.153   0.649  1.00  0.00           H  
HETATM   40  H24 UNL     1       5.271  -2.213   1.790  1.00  0.00           H  
HETATM   41  H25 UNL     1       5.950  -2.381   0.084  1.00  0.00           H  
HETATM   42  H26 UNL     1       4.364  -3.045   0.514  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   19
CONECT    3    4    5    6
CONECT    4   20   21   22
CONECT    5   23
CONECT    6    7   24   25
CONECT    7    8   26   27
CONECT    8    9    9   28
CONECT    9   10   11
CONECT   10   29   30   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   14   36
CONECT   14   15   16
CONECT   15   37   38   39
CONECT   16   40   41   42
END

HMDB0035663
     RDKit          3D
(S)-Nerolidol
 42 41  0  0  0  0  0  0  0  0999 V2000
   -6.1629   -0.1062   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -0.4060    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7527   -0.6007   -0.2941 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0238   -1.7680    0.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0209   -0.8042   -1.6336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8659    0.6192   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5605    0.4302   -0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569    1.6138   -0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4357    1.6107   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195    2.8973   -0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790    0.3807    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3803    0.2679   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -0.9660   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3474   -0.9368    0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0646    0.3456    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0538   -2.1928    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0464    0.0240    0.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2288    0.0134   -1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9701   -0.5233    1.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852   -2.3840   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2332   -1.4101    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852   -2.4266    0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7972   -1.7368   -1.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6354    0.8039    0.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4387    1.4941   -0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -0.5367   -0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8638    0.3289   -2.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1970    2.5756   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6214    2.8518    1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5106    3.7617   -0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0352    2.9810   -0.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889   -0.5621    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    0.5039    1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0157    0.2046   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675    1.1801   -0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6134   -1.9173   -0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9921    1.0286   -0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7051    0.8453    1.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1473    0.1534    0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2713   -2.2128    1.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9503   -2.3808    0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3645   -3.0447    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  6
  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  2  3
 14 15  1  0
 14 16  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
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 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
(3S,6Z)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol	ChEBI
(S)-cis-Nerolidol	ChEBI
(+)-cis-Nerolidol	HMDB
(+)-Nerolidol	HMDB
(6Z)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol	HMDB
(Z)-(S)-(+)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol	HMDB
(Z)-Nerolidol	HMDB
3,7,11-Trimethyl-(3S,6Z)-(+)-1,6,10-dodecatrien-3-ol	HMDB
3,7,11-Trimethyl-(Z)-(S)-(+)-1,6,10-dodecatrien-3-ol	HMDB
D-Nerolidol	HMDB
3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol	HMDB
Nerolidol, (Z)-isomer	HMDB
Nerolidol, (S-(Z))-isomer	HMDB
Nerolidol	HMDB
Nerolidol, (e)-isomer	HMDB
Nerolidol, (S-(e))-isomer	HMDB
Peruviol	HMDB
[S-(Z)]-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol	PhytoBank
folic alcohol	PhytoBank
cis-(+)-Nerolidol	PhytoBank
(3S,6Z)-Nerolidol	PhytoBank
(±)-Nerolidol	PhytoBank
Nerodilol	PhytoBank

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

(3S,6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

Traditional Name

(3S,6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

CAS Registry Number

142-50-7

SMILES

C=C[C@@](C)(O)CC\C=C(\C)CCC=C(C)C

InChI Identifier

InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11-/t15-/m1/s1

InChI Key

FQTLCLSUCSAZDY-QKXCFHHRSA-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

Farsesane sesquiterpenoid
Sesquiterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0035663)
Membrane (HMDB: HMDB0035663)

Source

Exogenous

Exogenous (HMDB: HMDB0035663)

Food

Herb and spice

Spice

Ginger (FooDB: FOOD00206)
Pepper (Spice) (FooDB: FOOD00139)

Herb

Hyssop (FooDB: FOOD00089)

Endogenous

Endogenous (HMDB: HMDB0035663)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	19.00 to 21.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	290.00 to 293.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1.53 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.682 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.021 g/L	ALOGPS
logP	4.55	ALOGPS
logP	4.31	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	18.46	ChemAxon
pKa (Strongest Basic)	-1.3	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	7	ChemAxon
Refractivity	74.01 m³·mol⁻¹	ChemAxon
Polarizability	27.79 Å³	ChemAxon
Number of Rings	0	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]+	155.636	31661259
DarkChem	[M-H]-	155.739	31661259
DeepCCS	[M+H]+	158.763	30932474
DeepCCS	[M-H]-	156.367	30932474
DeepCCS	[M-2H]-	189.464	30932474
DeepCCS	[M+Na]+	164.689	30932474
AllCCS	[M+H]+	159.4	32859911
AllCCS	[M+H-H2O]+	155.9	32859911
AllCCS	[M+NH4]+	162.7	32859911
AllCCS	[M+Na]+	163.7	32859911
AllCCS	[M-H]-	158.3	32859911
AllCCS	[M+Na-2H]-	159.4	32859911
AllCCS	[M+HCOO]-	160.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.14 minutes	32390414
Predicted by Siyang on May 30, 2022	13.0532 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.63 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2549.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	260.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	169.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	78.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	516.1 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	526.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1207.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	420.9 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	759.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	414.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	299.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	290.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	428.7 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

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-Nerolidol	C=C[C@@](C)(O)CC\C=C(\C)CCC=C(C)C	2043.1	Standard polar	33892256
(S)-Nerolidol	C=C[C@@](C)(O)CC\C=C(\C)CCC=C(C)C	1547.7	Standard non polar	33892256
(S)-Nerolidol	C=C[C@@](C)(O)CC\C=C(\C)CCC=C(C)C	1583.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-Nerolidol,1TMS,isomer #1	C=C[C@](C)(CC/C=C(/C)CCC=C(C)C)O[Si](C)(C)C	1670.2	Semi standard non polar	33892256
(S)-Nerolidol,1TBDMS,isomer #1	C=C[C@](C)(CC/C=C(/C)CCC=C(C)C)O[Si](C)(C)C(C)(C)C	1910.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - (S)-Nerolidol EI-B (Non-derivatized)	splash10-00kf-9100000000-45f6e3893a44769001ce	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (S)-Nerolidol EI-B (Non-derivatized)	splash10-00kf-9100000000-45f6e3893a44769001ce	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (S)-Nerolidol GC-EI-Q (Non-derivatized)	splash10-00kf-9300000000-5d006438834962306455	2020-07-08	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Nerolidol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0g4u-9710000000-533a8143456d99d52949	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Nerolidol GC-MS (1 TMS) - 70eV, Positive	splash10-009f-9450000000-0e9301ccd24a06b7cb6b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Nerolidol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Nerolidol 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 - (S)-Nerolidol 10V, Positive-QTOF	splash10-0ab9-0490000000-161e693347ad291e0fbd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 20V, Positive-QTOF	splash10-0avr-8930000000-9d44e8ed0962b3b4a6e5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 40V, Positive-QTOF	splash10-0gc0-9200000000-e773e83c3d163f0457dd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 10V, Negative-QTOF	splash10-00di-0090000000-ccfe5910ac69a0881b78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 20V, Negative-QTOF	splash10-0fk9-0290000000-472fb15ead3e188bca2a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 40V, Negative-QTOF	splash10-0q29-8920000000-480ab5d82bb26f770cf2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 10V, Positive-QTOF	splash10-05gi-9730000000-8f73e6a0f1de3af1ba7d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 20V, Positive-QTOF	splash10-001l-9300000000-2b7789b2b428dddd2498	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 40V, Positive-QTOF	splash10-00l6-9100000000-2f699f362b83b3293a70	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 20V, Negative-QTOF	splash10-0fk9-0290000000-9251c836633c797793b3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Nerolidol 40V, Negative-QTOF	splash10-0v4i-3930000000-8dc35c7845f0ac5d0fe9	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB006275

KNApSAcK ID

C00034757

Chemspider ID

4512192

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5356544

PDB ID

Not Available

ChEBI ID

176337

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1384621

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 (S)-Nerolidol (HMDB0035663)

MOL for HMDB0035663 ((S)-Nerolidol)

3D MOL for HMDB0035663 ((S)-Nerolidol)

3D SDF for HMDB0035663 ((S)-Nerolidol)

3D-SDF for HMDB0035663 ((S)-Nerolidol)

PDB for HMDB0035663 ((S)-Nerolidol)

3D PDB for HMDB0035663 ((S)-Nerolidol)

SMILES for HMDB0035663 ((S)-Nerolidol)

INCHI for HMDB0035663 ((S)-Nerolidol)

Structure for HMDB0035663 ((S)-Nerolidol)

3D Structure for HMDB0035663 ((S)-Nerolidol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra