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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:05:05 UTC

Update Date

2023-02-21 17:26:42 UTC

HMDB ID

HMDB0038744

Secondary Accession Numbers

HMDB38744

Metabolite Identification

Common Name

9-Hydroxygeraniol

Description

9-Hydroxygeraniol belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Based on a literature review a small amount of articles have been published on 9-Hydroxygeraniol.

Structure

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

HMDB0038744
     RDKit          3D
9-Hydroxygeraniol
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.1973   -0.1086   -0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -0.0742   -0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265   -0.6426   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074   -0.6719    0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371    0.0228   -0.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676   -0.0028   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600    0.6360    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9104   -0.5868   -0.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589   -0.6679   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1386   -0.0403   -0.9887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9050    0.6193    1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794    1.9554    0.9469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0278   -0.1362   -0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2700    0.7661   -1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -1.0393   -1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585   -1.1313   -1.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1193   -1.7353    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518   -0.2218    1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6311   -0.5044   -1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1906    1.0543   -0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0204    1.1569    1.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2718    1.4424    1.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274   -0.0929    2.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7428   -1.0493   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5544   -1.7577   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538   -0.3353    0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9637    0.2566   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7780    0.2381    1.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888    0.6588    1.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738    1.9920    0.2584 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
  6  8  2  0
  8  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
M  END

HMDB0038744
     RDKit          3D
9-Hydroxygeraniol
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.1973   -0.1086   -0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -0.0742   -0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265   -0.6426   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074   -0.6719    0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371    0.0228   -0.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676   -0.0028   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600    0.6360    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9104   -0.5868   -0.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589   -0.6679   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1386   -0.0403   -0.9887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9050    0.6193    1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794    1.9554    0.9469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0278   -0.1362   -0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2700    0.7661   -1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -1.0393   -1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585   -1.1313   -1.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1193   -1.7353    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518   -0.2218    1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6311   -0.5044   -1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1906    1.0543   -0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0204    1.1569    1.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2718    1.4424    1.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274   -0.0929    2.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7428   -1.0493   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5544   -1.7577   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538   -0.3353    0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9637    0.2566   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7780    0.2381    1.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888    0.6588    1.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738    1.9920    0.2584 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
  6  8  2  0
  8  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770  -6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770  -4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540  -5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -5.335   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.310  -4.001   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3    4    5                                                       
CONECT    4    3    9                                                       
CONECT    5    3   10                                                       
CONECT    6    7    9                                                       
CONECT    7    6   11                                                       
CONECT    8   10   12                                                       
CONECT    9    1    4    6                                                  
CONECT   10    2    5    8                                                  
CONECT   11    7                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

COMPND    HMDB0038744
HETATM    1  C1  UNL     1      -4.197  -0.109  -0.853  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.888  -0.074  -0.072  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.826  -0.643  -0.568  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.507  -0.672   0.098  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.537   0.023  -0.779  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.868  -0.003  -0.115  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.060   0.636   1.211  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.910  -0.587  -0.675  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.259  -0.668  -0.108  1.00  0.00           C  
HETATM   10  O1  UNL     1       5.139  -0.040  -0.989  1.00  0.00           O  
HETATM   11  C10 UNL     1      -2.905   0.619   1.227  1.00  0.00           C  
HETATM   12  O2  UNL     1      -3.279   1.955   0.947  1.00  0.00           O  
HETATM   13  H1  UNL     1      -5.028  -0.136  -0.125  1.00  0.00           H  
HETATM   14  H2  UNL     1      -4.270   0.766  -1.508  1.00  0.00           H  
HETATM   15  H3  UNL     1      -4.258  -1.039  -1.450  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.958  -1.131  -1.566  1.00  0.00           H  
HETATM   17  H5  UNL     1      -0.119  -1.735   0.175  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.452  -0.222   1.074  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.631  -0.504  -1.759  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.191   1.054  -0.990  1.00  0.00           H  
HETATM   21  H9  UNL     1       3.020   1.157   1.316  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.272   1.442   1.291  1.00  0.00           H  
HETATM   23  H11 UNL     1       1.927  -0.093   2.032  1.00  0.00           H  
HETATM   24  H12 UNL     1       2.743  -1.049  -1.650  1.00  0.00           H  
HETATM   25  H13 UNL     1       4.554  -1.758  -0.120  1.00  0.00           H  
HETATM   26  H14 UNL     1       4.354  -0.335   0.919  1.00  0.00           H  
HETATM   27  H15 UNL     1       5.964   0.257  -0.512  1.00  0.00           H  
HETATM   28  H16 UNL     1      -3.778   0.238   1.839  1.00  0.00           H  
HETATM   29  H17 UNL     1      -1.989   0.659   1.784  1.00  0.00           H  
HETATM   30  H18 UNL     1      -3.974   1.992   0.258  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    3   11
CONECT    3    4   16
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7    8    8
CONECT    7   21   22   23
CONECT    8    9   24
CONECT    9   10   25   26
CONECT   10   27
CONECT   11   12   28   29
CONECT   12   30
END

HMDB0038744
     RDKit          3D
9-Hydroxygeraniol
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.1973   -0.1086   -0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -0.0742   -0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265   -0.6426   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5074   -0.6719    0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371    0.0228   -0.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676   -0.0028   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600    0.6360    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9104   -0.5868   -0.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589   -0.6679   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1386   -0.0403   -0.9887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9050    0.6193    1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794    1.9554    0.9469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0278   -0.1362   -0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2700    0.7661   -1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -1.0393   -1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9585   -1.1313   -1.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1193   -1.7353    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518   -0.2218    1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6311   -0.5044   -1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1906    1.0543   -0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0204    1.1569    1.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2718    1.4424    1.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274   -0.0929    2.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7428   -1.0493   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5544   -1.7577   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538   -0.3353    0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9637    0.2566   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7780    0.2381    1.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888    0.6588    1.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738    1.9920    0.2584 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
  6  8  2  0
  8  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₈O₂

Average Molecular Weight

170.2487

Monoisotopic Molecular Weight

170.13067982

IUPAC Name

(2Z,6E)-2,6-dimethylocta-2,6-diene-1,8-diol

Traditional Name

(2Z,6E)-2,6-dimethylocta-2,6-diene-1,8-diol

CAS Registry Number

32663-40-4

SMILES

C\C(CO)=C\CC\C(C)=C\CO

InChI Identifier

InChI=1S/C10H18O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-6,11-12H,3-4,7-8H2,1-2H3/b9-6+,10-5-

InChI Key

PREUOUJFXMCMSJ-KWNZIKDBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Fatty alcohol
Fatty acyl
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038744)

Source

Endogenous

Endogenous (HMDB: HMDB0038744)

Plant

Plant (HMDB: HMDB0038744)

Animal

Animal (HMDB: HMDB0038744)

Exogenous

Food

Food (HMDB: HMDB0038744)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0038744)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038744)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038744)

Lipid metabolism pathway (HMDB: HMDB0038744)

Cellular process

Cell signaling (HMDB: HMDB0038744)

Biochemical process

Lipid transport (HMDB: HMDB0038744)

Role

Biological role

Energy source (HMDB: HMDB0038744)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038744)

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	534.7 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.04 g/L	ALOGPS
logP	1.62	ALOGPS
logP	1.22	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	16.16	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	52.96 m³·mol⁻¹	ChemAxon
Polarizability	20.21 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	141.42	31661259
DarkChem	[M-H]-	138.252	31661259
DeepCCS	[M+H]+	147.236	30932474
DeepCCS	[M-H]-	143.409	30932474
DeepCCS	[M-2H]-	180.828	30932474
DeepCCS	[M+Na]+	156.461	30932474
AllCCS	[M+H]+	141.4	32859911
AllCCS	[M+H-H2O]+	137.5	32859911
AllCCS	[M+NH4]+	145.1	32859911
AllCCS	[M+Na]+	146.1	32859911
AllCCS	[M-H]-	142.3	32859911
AllCCS	[M+Na-2H]-	144.1	32859911
AllCCS	[M+HCOO]-	146.1	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.	4.06 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9941 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.71 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	41.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1605.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	254.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	121.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	63.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	307.4 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	336.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	117.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	791.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	325.8 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	734.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	246.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	274.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	417.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	226.9 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	48.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9-Hydroxygeraniol	C\C(CO)=C\CC\C(C)=C\CO	2520.5	Standard polar	33892256
9-Hydroxygeraniol	C\C(CO)=C\CC\C(C)=C\CO	1434.4	Standard non polar	33892256
9-Hydroxygeraniol	C\C(CO)=C\CC\C(C)=C\CO	1501.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9-Hydroxygeraniol,1TMS,isomer #1	C/C(=C/CC/C(C)=C/CO)CO[Si](C)(C)C	1513.8	Semi standard non polar	33892256
9-Hydroxygeraniol,1TMS,isomer #2	C/C(=C/CC/C(C)=C/CO[Si](C)(C)C)CO	1547.7	Semi standard non polar	33892256
9-Hydroxygeraniol,2TMS,isomer #1	C/C(=C/CC/C(C)=C/CO[Si](C)(C)C)CO[Si](C)(C)C	1637.5	Semi standard non polar	33892256
9-Hydroxygeraniol,1TBDMS,isomer #1	C/C(=C/CC/C(C)=C/CO)CO[Si](C)(C)C(C)(C)C	1743.4	Semi standard non polar	33892256
9-Hydroxygeraniol,1TBDMS,isomer #2	C/C(=C/CC/C(C)=C/CO[Si](C)(C)C(C)(C)C)CO	1763.2	Semi standard non polar	33892256
9-Hydroxygeraniol,2TBDMS,isomer #1	C/C(=C/CC/C(C)=C/CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C	2079.0	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 - 9-Hydroxygeraniol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-9500000000-035bef7056691423a4b4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Hydroxygeraniol GC-MS (2 TMS) - 70eV, Positive	splash10-05dv-9770000000-17ffc2bc8d6592df368e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Hydroxygeraniol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Hydroxygeraniol 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 - 9-Hydroxygeraniol 10V, Positive-QTOF	splash10-0uk9-1900000000-cab703d0c86b69d50dfd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 20V, Positive-QTOF	splash10-0uki-6900000000-6c1f7a6af5901d4656d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 40V, Positive-QTOF	splash10-0gi0-9200000000-50ac9f197f98b4316876	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 10V, Negative-QTOF	splash10-014i-0900000000-dc6794edf402325db2a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 20V, Negative-QTOF	splash10-0fy9-0900000000-d3e941eaed0012977c20	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 40V, Negative-QTOF	splash10-0abi-9800000000-5f823ced46daa61e4aac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 10V, Negative-QTOF	splash10-014i-0900000000-7944bb1cb3171565e188	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 20V, Negative-QTOF	splash10-05tr-0900000000-04c0d33dd43ebb93db17	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 40V, Negative-QTOF	splash10-014i-9200000000-6997db3a61ffa9ec87c2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 10V, Positive-QTOF	splash10-00ls-9300000000-f7c96b46296209cb97c2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 20V, Positive-QTOF	splash10-05o1-9000000000-06bd685d1ade7ed256d9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Hydroxygeraniol 40V, Positive-QTOF	splash10-0ap3-9000000000-48992c44001d05d26132	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB018155

KNApSAcK ID

Not Available

Chemspider ID

24785381

KEGG Compound ID

Not Available

BioCyc ID

CPD-15953

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13619433

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1741931

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 9-Hydroxygeraniol (HMDB0038744)

MOL for HMDB0038744 (9-Hydroxygeraniol)

3D MOL for HMDB0038744 (9-Hydroxygeraniol)

3D SDF for HMDB0038744 (9-Hydroxygeraniol)

3D-SDF for HMDB0038744 (9-Hydroxygeraniol)

PDB for HMDB0038744 (9-Hydroxygeraniol)

3D PDB for HMDB0038744 (9-Hydroxygeraniol)

SMILES for HMDB0038744 (9-Hydroxygeraniol)

INCHI for HMDB0038744 (9-Hydroxygeraniol)

Structure for HMDB0038744 (9-Hydroxygeraniol)

3D Structure for HMDB0038744 (9-Hydroxygeraniol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra