Hmdb loader

Showing metabocard for beta-Geraniol (HMDB0035155)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 20:06:08 UTC
Update Date2023-02-21 17:24:38 UTC
HMDB IDHMDB0035155
Secondary Accession Numbers
  • HMDB35155
Metabolite Identification
Common Namebeta-Geraniol
Descriptionbeta-Geraniol, also known as (E)-nerol, the isomer of nerol (or geranyl alcohol, is a monoterpenoid alcohol. It belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. beta-Geraniol is an isoprenoid lipid molecule that is very hydrophobic, practically insoluble in water, and relatively neutral. beta-Geraniol has a sweet, citrus, and floral taste. beta-Geraniol is found in highest concentrations in common grapes, black walnuts, and common thymes and in lower concentrations in cardamoms, common oregano, and gingers. beta-Geraniol has also been detected in lemon verbena, oval-leaf huckleberries, common pea, sweet cherries, and nopals. This could make beta-geraniol a potential biomarker for the consumption of these foods. It is found in as an alcohol and as its ester in many essential oils including geranium oil. It is the primary part of rose oil, palmarosa oil, and citronella oil (Java type) and occurs in small quantities in geranium, lemon, and many other essential oils. Geraniol is a monoterpenoid and an alcohol found in cannabis plants (PMID:6991645 ). Because it has a rose-like odor, it is commonly used in perfumes. It is used to create flavors such as peach, raspberry, grapefruit, red apple, plum, lime, orange, lemon, watermelon, pineapple, and blueberry. Geraniol is produced by the scent glands of honeybees to mark nectar-bearing flowers and locate the entrances to their hives (http//doi:10.1051/apido:19900403).
Structure
Data?1677000278
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0035155 (beta-Geraniol)


  Mrv1652309272007292D          

 11 10  0  0  0  0            999 V2000
10001.371210000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.656010000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.940610000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.226310000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.511710000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.797410000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.511710001.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.086410000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.799510000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.514710000.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.371210001.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  2  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0035155 (beta-Geraniol)

HMDB0035155
     RDKit          3D
beta-Geraniol
 29 28  0  0  0  0  0  0  0  0999 V2000
    3.4273   -0.7263    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5513    0.3839   -0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1484    1.7293   -0.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501    0.1493   -0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6901   -1.2092   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4148   -1.2360    0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576   -0.5481    0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6971   -0.5783    1.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0328    0.1053   -0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3740    0.7727   -0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2229    2.1444   -1.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646   -1.0785    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4049   -1.5283   -0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4947   -0.4068    0.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688    2.5259   -0.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9374    1.8450    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5517    1.8017   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6041    0.9463   -0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4631   -1.6972   -1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5198   -1.8538    0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237   -0.8137    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6922   -2.3062    0.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5783   -1.0868    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955    0.4454    1.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760   -1.2345    2.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3347    0.1291   -1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253    0.2637   -1.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9061    0.6740    0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3453    2.3877   -0.7092 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  2  0
  9 10  1  0
 10 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
M  END
Download

3D SDF for HMDB0035155 (beta-Geraniol)


  Mrv1652309272007292D          

 11 10  0  0  0  0            999 V2000
10001.371210000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.656010000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.940610000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.226310000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.511710000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.797410000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.511710001.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.086410000.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.799510000.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.514710000.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.371210001.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  2  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035155

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CO

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+

> <INCHI_KEY>
GLZPCOQZEFWAFX-JXMROGBWSA-N

> <FORMULA>
C10H18O

> <MOLECULAR_WEIGHT>
154.253

> <EXACT_MASS>
154.1357652

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.665728417645045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3,7-dimethylocta-2,6-dien-1-ol

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
2.5023832959999996

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.330024218725743

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2170474067293595

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
51.1821

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
geraniol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0035155 (beta-Geraniol)

HMDB0035155
     RDKit          3D
beta-Geraniol
 29 28  0  0  0  0  0  0  0  0999 V2000
    3.4273   -0.7263    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5513    0.3839   -0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1484    1.7293   -0.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501    0.1493   -0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6901   -1.2092   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4148   -1.2360    0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576   -0.5481    0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6971   -0.5783    1.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0328    0.1053   -0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3740    0.7727   -0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2229    2.1444   -1.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646   -1.0785    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4049   -1.5283   -0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4947   -0.4068    0.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688    2.5259   -0.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9374    1.8450    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5517    1.8017   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6041    0.9463   -0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4631   -1.6972   -1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5198   -1.8538    0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237   -0.8137    1.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6922   -2.3062    0.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5783   -1.0868    0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955    0.4454    1.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3760   -1.2345    2.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3347    0.1291   -1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253    0.2637   -1.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9061    0.6740    0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3453    2.3877   -0.7092 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  2  0
  9 10  1  0
 10 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
M  END
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PDB for HMDB0035155 (beta-Geraniol)

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    8669.2268667.514   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8667.8918666.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.5568667.514   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8665.2228666.747   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.8898667.514   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8662.5558666.747   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.8898669.055   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8670.5618666.747   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8671.8928667.514   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8673.2278666.747   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8669.2268669.055   0.000  0.00  0.00           C+0
CONECT    1    2    8   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    1    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    1                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0035155 (beta-Geraniol)

COMPND    HMDB0035155
HETATM    1  C1  UNL     1       3.427  -0.726   0.128  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.551   0.384  -0.330  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.148   1.729  -0.501  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.250   0.149  -0.576  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.690  -1.209  -0.393  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.415  -1.236   0.575  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.658  -0.548   0.293  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.697  -0.578   1.403  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.033   0.105  -0.783  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.374   0.773  -0.908  1.00  0.00           C  
HETATM   11  O1  UNL     1      -3.223   2.144  -1.125  1.00  0.00           O  
HETATM   12  H1  UNL     1       3.065  -1.078   1.106  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.405  -1.528  -0.662  1.00  0.00           H  
HETATM   14  H3  UNL     1       4.495  -0.407   0.164  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.369   2.526  -0.396  1.00  0.00           H  
HETATM   16  H5  UNL     1       3.937   1.845   0.286  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.552   1.802  -1.524  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.604   0.946  -0.901  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.463  -1.697  -1.369  1.00  0.00           H  
HETATM   20  H9  UNL     1       1.520  -1.854   0.030  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.024  -0.814   1.557  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.692  -2.306   0.846  1.00  0.00           H  
HETATM   23  H12 UNL     1      -3.578  -1.087   0.965  1.00  0.00           H  
HETATM   24  H13 UNL     1      -2.896   0.445   1.777  1.00  0.00           H  
HETATM   25  H14 UNL     1      -2.376  -1.234   2.242  1.00  0.00           H  
HETATM   26  H15 UNL     1      -1.335   0.129  -1.622  1.00  0.00           H  
HETATM   27  H16 UNL     1      -3.925   0.264  -1.708  1.00  0.00           H  
HETATM   28  H17 UNL     1      -3.906   0.674   0.053  1.00  0.00           H  
HETATM   29  H18 UNL     1      -2.345   2.388  -0.709  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4    4
CONECT    3   15   16   17
CONECT    4    5   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8    9    9
CONECT    8   23   24   25
CONECT    9   10   26
CONECT   10   11   27   28
CONECT   11   29
END
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SMILES for HMDB0035155 (beta-Geraniol)

CC(C)=CCC\C(C)=C\CO
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INCHI for HMDB0035155 (beta-Geraniol)

InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(2E)-3,7-Dimethyl-2,6-octadien-1-olChEBI
(2E)-GeraniolChEBI
(e)-3,7-Dimethyl-2,6-octadien-1-olChEBI
(e)-GeraniolChEBI
(e)-NerolChEBI
2-trans-3,7-Dimethyl-2,6-octadien-1-olChEBI
3,7-Dimethyl-trans-2,6-octadien-1-olChEBI
Geranyl alcoholChEBI
LemonolChEBI
t-GeraniolChEBI
trans-3,7-Dimethyl-2,6-octadien-1-olChEBI
trans-GeraniolChEBI
b-GeraniolGenerator
Β-geraniolGenerator
(2E)-3,7-Dimethylocta-2,6-dien-1-olHMDB
2-trans-3,7-Dimethyl-2,6-octadiene-1-olHMDB
2E-GeraniolHMDB
3,7-Dimethyl-(2E)-2,6-octadien-1-olHMDB
3,7-Dimethyl-(e)-2,6-octadien-1-olHMDB
FEMA 2507HMDB
GeraniolHMDB
trans-2,6-Dimethyl-2,6-octadien-8-olHMDB
trans-3,7-Dimethy- octa-2,6-dien-1-olHMDB
Geraniol, (Z)-isomerMeSH
Geraniol, 1-(14)C-labeled, (e)-isomerMeSH
NerolMeSH
Geraniol, 2-(14)C-labeled, (e)-isomerMeSH
Geraniol, titanium (4+) saltMeSH
Geraniol, (e)-isomerMeSH
(E)-3,7-Dimethyl-2,6-octadienolPhytoBank
trans-1-Hydroxy-3,7-dimethyl-2,6-octadienePhytoBank
beta-GeraniolPhytoBank
Chemical FormulaC10H18O
Average Molecular Weight154.253
Monoisotopic Molecular Weight154.1357652
IUPAC Name(2E)-3,7-dimethylocta-2,6-dien-1-ol
Traditional Namegeraniol
CAS Registry Number106-24-1
SMILES
CC(C)=CCC\C(C)=C\CO
InChI Identifier
InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+
InChI KeyGLZPCOQZEFWAFX-JXMROGBWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAcyclic monoterpenoids
Alternative Parents
Substituents
  • Acyclic monoterpenoid
  • Fatty alcohol
  • Fatty acyl
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Industrial applicationBiological role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point< -15 °CNot Available
Boiling Point229.00 to 230.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.1 mg/mL at 25 °CNot Available
LogP3.56Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.37 g/LALOGPS
logP2.89ALOGPS
logP2.5ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)16.33ChemAxon
pKa (Strongest Basic)-2.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity51.18 m³·mol⁻¹ChemAxon
Polarizability19.67 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+139.66831661259
DarkChem[M-H]-132.78631661259
DeepCCS[M+H]+138.05530932474
DeepCCS[M-H]-134.48630932474
DeepCCS[M-2H]-171.69630932474
DeepCCS[M+Na]+147.09730932474
AllCCS[M+H]+136.732859911
AllCCS[M+H-H2O]+132.732859911
AllCCS[M+NH4]+140.532859911
AllCCS[M+Na]+141.632859911
AllCCS[M-H]-137.732859911
AllCCS[M+Na-2H]-139.732859911
AllCCS[M+HCOO]-142.032859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.5.97 minutes32390414
Predicted by Siyang on May 30, 202212.6157 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.37 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid25.2 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2132.9 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid343.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid147.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid197.6 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid78.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid414.8 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid488.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)64.9 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1060.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid424.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid919.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid350.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid328.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate310.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA376.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water10.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
beta-GeraniolCC(C)=CCC\C(C)=C\CO1835.5Standard polar33892256
beta-GeraniolCC(C)=CCC\C(C)=C\CO1226.4Standard non polar33892256
beta-GeraniolCC(C)=CCC\C(C)=C\CO1249.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
beta-Geraniol,1TMS,isomer #1CC(C)=CCC/C(C)=C/CO[Si](C)(C)C1341.9Semi standard non polar33892256
beta-Geraniol,1TBDMS,isomer #1CC(C)=CCC/C(C)=C/CO[Si](C)(C)C(C)(C)C1559.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - beta-Geraniol GC-MS (1 TMS)splash10-002f-9800000000-16b748da465c428492a42014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - beta-Geraniol EI-B (Non-derivatized)splash10-014l-9000000000-25934c23f4bc9ba871422017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - beta-Geraniol EI-B (Non-derivatized)splash10-014i-9000000000-a4d79e7813b94cf0d54b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - beta-Geraniol EI-B (Non-derivatized)splash10-014i-9100000000-3a5359aae818f9966cbd2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - beta-Geraniol EI-B (Non-derivatized)splash10-00kf-9200000000-4a8a23071f388f4464512017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - beta-Geraniol EI-B (Non-derivatized)splash10-014i-9100000000-f24e92e3c3efdc35a6062017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - beta-Geraniol EI-B (Non-derivatized)splash10-014i-9100000000-d8e4f64753ef594f6d402017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - beta-Geraniol EI-B (Non-derivatized)splash10-014l-9000000000-2bce8c0905dd12aa5dac2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - beta-Geraniol GC-MS (Non-derivatized)splash10-002f-9800000000-16b748da465c428492a42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - beta-Geraniol GC-EI-TOF (Non-derivatized)splash10-0006-4900000000-7e43c8601ed65028cae52017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-Geraniol GC-MS (Non-derivatized) - 70eV, Positivesplash10-014u-9300000000-c85bc4c928fbf7d824e82016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-Geraniol GC-MS (1 TMS) - 70eV, Positivesplash10-030c-9520000000-69b7fbbb25764f7b612e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-Geraniol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-Geraniol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-014l-9100000000-f59382e51acd0b5402042014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol n/a 10V, negative-QTOFsplash10-0a4i-1900000000-710389d2548f45d605022020-07-21HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 4V, positive-QTOFsplash10-001r-9500000000-d864036a8f8b4cdb20ae2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 5V, positive-QTOFsplash10-001r-9400000000-e3661fd0b608943d6b6c2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 7V, positive-QTOFsplash10-001i-9200000000-d748b4cd92b7c69ffee32020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 10V, positive-QTOFsplash10-001i-9100000000-b6abc8d3af3aa99879b42020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 15V, positive-QTOFsplash10-001i-9000000000-710e0ba546f9b86b8e402020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 17V, positive-QTOFsplash10-001i-9000000000-4cc179896d05162706592020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 20V, positive-QTOFsplash10-001i-9000000000-7f3a48636d9da2cda8212020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 23V, positive-QTOFsplash10-001i-9000000000-4b196d3d8e84ecd0e9f32020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 25V, positive-QTOFsplash10-003r-9000000000-718f1d4e975f4b2446d12020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 27V, positive-QTOFsplash10-003u-9000000000-2e43acc8a377504a43292020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 30V, positive-QTOFsplash10-005c-9000000000-fe7ffaf2c7e121c33b7c2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 33V, positive-QTOFsplash10-005c-9000000000-467c307d1f0822b86ea02020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 35V, positive-QTOFsplash10-005c-9000000000-5939202301ea6107df2c2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 40V, positive-QTOFsplash10-002f-9000000000-0e13687577d30f6265cc2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol QTOF 45V, positive-QTOFsplash10-0f96-9000000000-e478c8b2587c1134117d2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol Orbitrap 1V, positive-QTOFsplash10-000i-1900000000-5f3fc91bdf843e40a2662020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol Orbitrap 1V, positive-QTOFsplash10-000i-1900000000-ab16b7d86a06d659d4f32020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-Geraniol Orbitrap 2V, positive-QTOFsplash10-000i-3900000000-4dd10bbea41237cba5352020-07-22HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Geraniol 10V, Positive-QTOFsplash10-0a4r-1900000000-3d437630e5bec67a7e072016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Geraniol 20V, Positive-QTOFsplash10-052r-8900000000-0e505c85cec6344cab5c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Geraniol 40V, Positive-QTOFsplash10-0gb9-9100000000-c7400df359a9559bd5942016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Geraniol 10V, Negative-QTOFsplash10-0udi-0900000000-113756054eed13d33ee42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Geraniol 20V, Negative-QTOFsplash10-0fk9-0900000000-dea43b41c5b791cef9d22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Geraniol 40V, Negative-QTOFsplash10-0aou-9800000000-c028a2bd6550260942512016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013792
KNApSAcK IDC00000845
Chemspider ID13849989
KEGG Compound IDC01500
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkGeraniol
METLIN IDNot Available
PubChem Compound637566
PDB IDNot Available
ChEBI ID17447
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1006992
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
  6. McGarvey DJ, Croteau R: Terpenoid metabolism. Plant Cell. 1995 Jul;7(7):1015-26. doi: 10.1105/tpc.7.7.1015. [PubMed:7640522 ]
  7. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  8. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.