MiMeDB: Showing metabocard for Nerol (MMDBc0033693)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:59:15 UTC

Update Date

2024-09-27 23:25:46 UTC

Metabolite ID

MMDBc0033693

Metabolite Identification

Common Name

Nerol

Description

Geraniol, also known as beta-Geraniol, (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. In plants, 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. It is found 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. 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. An alternate application has been found in the use of insect repellents or deterrants. Though it may repel mosquitoes, flies, lice, cockroaches, ants, and ticks, it is also produced by the scent glands of honey bees to help them mark nectar-bearing flowers and locate the entrances to their hives (http//doi:10.1051/apido:19900403). Extensive testing by Dr. Jerry Butler at the University of Florida has shown geraniol to be one of nature's most effective insect repellents (PMID:20836800 ).

Structure

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

HMDB0005812
     RDKit          3D
Geraniol
 29 28  0  0  0  0  0  0  0  0999 V2000
    3.8661   -1.4581    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559   -0.5100    0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0433    0.9377    0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5260   -0.9443    0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3765   -0.0281    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230   -0.1828   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7802    0.7139   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5564    2.2254   -0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053    0.2786   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3701   -1.1495   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2610   -1.3349   -1.2006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4581   -1.0816   -0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5327   -2.4761   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5832   -1.4623    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6326    1.4211    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1537    1.1268    0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196    1.4972   -0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -2.0076    0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1216   -0.2367    1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7443    1.0092    0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8632   -1.2263   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    0.1425   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931    2.5411    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4039    2.7021   -0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6393    2.4480   -0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8107    1.0513    0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795   -1.8695   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0373   -1.4010    0.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0333   -0.7262   -1.0828 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

HMDB0005812
     RDKit          3D
Geraniol
 29 28  0  0  0  0  0  0  0  0999 V2000
    3.8661   -1.4581    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559   -0.5100    0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0433    0.9377    0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5260   -0.9443    0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3765   -0.0281    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230   -0.1828   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7802    0.7139   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5564    2.2254   -0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053    0.2786   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3701   -1.1495   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2610   -1.3349   -1.2006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4581   -1.0816   -0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5327   -2.4761   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5832   -1.4623    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6326    1.4211    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1537    1.1268    0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196    1.4972   -0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -2.0076    0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1216   -0.2367    1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7443    1.0092    0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8632   -1.2263   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    0.1425   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931    2.5411    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4039    2.7021   -0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6393    2.4480   -0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8107    1.0513    0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795   -1.8695   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0373   -1.4010    0.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0333   -0.7262   -1.0828 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

COMPND    HMDB0005812
HETATM    1  C1  UNL     1       3.866  -1.458   0.211  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.756  -0.510   0.420  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.043   0.938   0.487  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.526  -0.944   0.546  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.376  -0.028   0.757  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.623  -0.183  -0.379  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.780   0.714  -0.201  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.556   2.225  -0.154  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.005   0.279  -0.081  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.370  -1.149  -0.108  1.00  0.00           C  
HETATM   11  O1  UNL     1      -4.261  -1.335  -1.201  1.00  0.00           O  
HETATM   12  H1  UNL     1       4.458  -1.082  -0.662  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.533  -2.476  -0.041  1.00  0.00           H  
HETATM   14  H3  UNL     1       4.583  -1.462   1.073  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.633   1.421   1.404  1.00  0.00           H  
HETATM   16  H5  UNL     1       4.154   1.127   0.542  1.00  0.00           H  
HETATM   17  H6  UNL     1       2.620   1.497  -0.386  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.337  -2.008   0.493  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.122  -0.237   1.727  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.744   1.009   0.734  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.863  -1.226  -0.590  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.051   0.143  -1.320  1.00  0.00           H  
HETATM   23  H12 UNL     1      -1.493   2.541   0.897  1.00  0.00           H  
HETATM   24  H13 UNL     1      -2.404   2.702  -0.686  1.00  0.00           H  
HETATM   25  H14 UNL     1      -0.639   2.448  -0.699  1.00  0.00           H  
HETATM   26  H15 UNL     1      -3.811   1.051   0.049  1.00  0.00           H  
HETATM   27  H16 UNL     1      -2.579  -1.869  -0.220  1.00  0.00           H  
HETATM   28  H17 UNL     1      -4.037  -1.401   0.786  1.00  0.00           H  
HETATM   29  H18 UNL     1      -5.033  -0.726  -1.083  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

HMDB0005812
     RDKit          3D
Geraniol
 29 28  0  0  0  0  0  0  0  0999 V2000
    3.8661   -1.4581    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559   -0.5100    0.4202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0433    0.9377    0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5260   -0.9443    0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3765   -0.0281    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230   -0.1828   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7802    0.7139   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5564    2.2254   -0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053    0.2786   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3701   -1.1495   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2610   -1.3349   -1.2006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4581   -1.0816   -0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5327   -2.4761   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5832   -1.4623    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6326    1.4211    1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1537    1.1268    0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196    1.4972   -0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -2.0076    0.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1216   -0.2367    1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7443    1.0092    0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8632   -1.2263   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    0.1425   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931    2.5411    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4039    2.7021   -0.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6393    2.4480   -0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8107    1.0513    0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795   -1.8695   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0373   -1.4010    0.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0333   -0.7262   -1.0828 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

Synonyms

Value	Source
(2Z)-3,7-Dimethyl-2,6-octadien-1-ol	ChEBI
(Z)-3,7-Dimethyl-2,6-octadien-1-ol	ChEBI
(Z)-3,7-Dimethylocta-2,6-dien-1-ol	ChEBI
(Z)-Geraniol	ChEBI
2-cis-3,7-Dimethyl-2,6-octadien-1-ol	ChEBI
cis-3,7-Dimethyl-2,6-octadien-1-ol	ChEBI
cis-Geraniol	ChEBI
Neryl alcohol	ChEBI
Geraniol, (e)-isomer	MeSH
Geraniol, (Z)-isomer	MeSH
Geraniol, 1-(14)C-labeled, (e)-isomer	MeSH
Geraniol, 2-(14)C-labeled, (e)-isomer	MeSH
Geraniol, titanium (4+) salt	MeSH
(2E)3,7-Dimethyl-2,6-octadien-1-ol	HMDB
(2Z)3,7-Dimethyl-2,6-octadien-1-ol	HMDB
(cis)3,7-Dimethyl-2,6-octadien-1-ol	HMDB
(e)3,7-Dimethyl-2,6-octadien-1-ol	HMDB
(e)3,7-Dimethyl-octadien-1-ol	HMDB
(Z)3,7-Dimethyl-2,6-octadien-1-ol	HMDB
2,6-Dimethyl-trans-2,6-octadien-8-ol	HMDB
2-trans-3,7-Dimethyl-2,6-octadien-1-ol	HMDB
2-trans-3,7-Dimethyl-2,6-octadiene-1-ol	HMDB
2E-Geraniol	HMDB
3,7-Dimethyl-2,6-octadien-1-ol	HMDB
3,7-Dimethyl-octane-1-ol tetrahydro derivative	HMDB
3,7-Dimethyl-trans-2, 6-octadien-1-ol	HMDB
3,7-Dimethylocta-2,6-dien-1-ol	HMDB
beta-Geraniol	HMDB
Geraniol (natural)	HMDB
Geraniol alcohol	HMDB
Geranyl alcohol	HMDB
Guaniol	HMDB
Lemonol	HMDB
Nerol	HMDB
Nerol (natural)	HMDB
Nerolidyl diphosphate	HMDB
trans-3,7-Dimethyl-2,6-octadien-1-ol	HMDB
trans-Geraniol	HMDB
Vernol	HMDB
Geraniol	MeSH
(Z)-3,7-Dimethyl-2,6-octadienol	PhytoBank
(Z)-3,7-Dimethyloct-2,6-diene-1-ol	PhytoBank
(Z)-Nerol	PhytoBank
3,7-Dimethyl-cis-2,6-octadien-1-ol	PhytoBank
cis-1-Hydroxy-3,7-dimethyl-2,6-octadiene	PhytoBank
beta-Nerol	PhytoBank
β-Nerol	PhytoBank

Molecular Formula

C₁₀H₁₈O

Average Mass

154.253

Monoisotopic Mass

154.1357652

IUPAC Name

(2Z)-3,7-dimethylocta-2,6-dien-1-ol

Traditional Name

nerol

CAS Registry Number

106-25-2

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-YFHOEESVSA-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

3,7-dimethylocta-2,6-dien-1-ol (CHEBI:29452 )
Acyclic monoterpenoids (C09871 )
Linear monoterpenes (C09871 )
Acyclic monoterpenoids (LMPR0102010010 )

Functional Ontology

Not Available

Physical Properties

State

Liquid

Predicted Properties

Property	Value	Source
Water Solubility	1.37 g/L	ALOGPS
logP	2.89	ALOGPS
logP	2.5	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	16.33	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	51.18 m³·mol⁻¹	ChemAxon
Polarizability	19.29 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014l-9000000000-8132ea67e057a3dd9c80	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014l-9100000000-a5bdece739d0cb5bf629	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-015c-9200000000-eea073073c86ea4d9a38	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-0625da1bcd5a7d1938a6	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014l-9000000000-41e0055b618413366b81	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014l-9000000000-8132ea67e057a3dd9c80	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014l-9100000000-a5bdece739d0cb5bf629	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-015c-9200000000-eea073073c86ea4d9a38	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-0625da1bcd5a7d1938a6	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014l-9000000000-41e0055b618413366b81	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-Q (Non-derivatized)	splash10-014l-9000000000-2ab93357dd27a7c07eb7	2020-07-08	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-014u-9300000000-c85bc4c928fbf7d824e8	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-030c-9520000000-69b7fbbb25764f7b612e	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-001r-9600000000-69c0de28e07b8b530c9a	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-001i-9100000000-0ee3622152359826448f	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-003r-9000000000-d5bb693fadd752735f31	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-014l-9000000000-8132ea67e057a3dd9c80	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-014l-9100000000-a5bdece739d0cb5bf629	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-015c-9200000000-eea073073c86ea4d9a38	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (SHIMADZU QP-1000) , Positive	splash10-0006-9000000000-0625da1bcd5a7d1938a6	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-014l-9000000000-7b5a5cfbbe0b42fdd23e	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, negative	splash10-0a4i-0900000000-73a127efb4137eb42580	2020-07-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-1900000000-3d437630e5bec67a7e07	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-8900000000-0e505c85cec6344cab5c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9100000000-c7400df359a9559bd594	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-113756054eed13d33ee4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fk9-0900000000-dea43b41c5b791cef9d2	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aou-9800000000-c028a2bd655026094251	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00lr-9100000000-6e205fbbb6213cf2eb8c	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9000000000-a55b9b951ba285782da9	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9000000000-29f4b3188008e31f7b9f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-d3a143bdeacdf3ef0e94	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-f29389e574ed8f84a683	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9100000000-1a426588f258e723527c	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2012-12-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		2016-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2021-10-10	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2021-10-10	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2021-10-10	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces
Saliva

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Food			FooDB	31437929
Plant	Leaf essential oil	Citrus limon	FooDB	31437929
Plant	Fruit	Rubus	FooDB	31437929
Plant	Leaves	Camellia sinensis	FooDB	31437929
Plant	Shoot	Melissa officinalis	FooDB	31437929
Plant	Leaves	Laurus nobilis	FooDB	31437929
Plant	Flower essential oil	Sambucus nigra	FooDB	31437929
Plant	Fruit	Citrus sinensis	FooDB	31437929
Plant	Fruit	Vaccinium corymbosum	FooDB	31437929
Plant	Shoot	Rosmarinus officinalis	FooDB	31437929
Plant	Essential oil	Ocimum basilicum	FooDB	31437929
Plant	Plant	Artemisia vulgaris	FooDB	31437929
Plant	Leaf essential oil	Artemisia dracunculus	FooDB	31437929
Plant	Fruit	Citrus reticulata	FooDB	31437929
Plant	Fruit	Elettaria cardamomum	FooDB	31437929
Plant	Shoot	Artemisia dracunculus	FooDB	31437929
Plant	Plant	Ocimum basilicum	FooDB	31437929
Plant	Fruit	Citrus aurantiifolia	FooDB	31437929
Plant		Vitis	FooDB	31437929
Plant	Fruit juice	Vaccinium myrtillus	FooDB	31437929
Plant	Leaves	Cinnamomum verum	FooDB	31437929
Plant	Flower	Tilia	FooDB	31437929
Plant	Essential oil	Myristica fragrans	FooDB	31437929
Plant	Juice	Rubus	FooDB	31437929
Plant	Leaves	Vitis vinifera	FooDB	31437929
Plant	Fruit	Citrus sinensis	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Fruit	Vaccinium myrtillus	FooDB	31437929
Plant	Plant	Satureja hortensis	FooDB	31437929
Plant	Fruit	Tamarindus indica	FooDB	31437929
Plant	Plant	Origanum vulgare	FooDB	31437929
Plant	Fruit	Citrus reticulata	FooDB	31437929
Plant	Plant	Cymbopogon citratus	FooDB	31437929
Plant	Rhizome	Zingiber officinale	FooDB	31437929
Plant	Plant	Satureja montana	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Flower	Mangifera indica	FooDB	31437929
Plant	Flower	Hyssopus officinalis	FooDB	31437929
Plant	Essential oil	Coriandrum sativum	FooDB	31437929
Plant	Fruit	Vaccinium corymbosum	FooDB	31437929
Plant	Fruit	Citrus maxima	FooDB	31437929
Plant	Leaves	Hyssopus officinalis	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	20809147
Human Saliva	Detected but not Quantified	Adult (>18 years old)	Not Specified	Normal	HMDB	24421258
Human Feces	Detected but not Quantified	Children (1-13 years old)	Both	Normal	HMDB	24130822
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	24922509

External Links

HMDB ID

HMDB0005812

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Nerol

METLIN ID

Not Available

PubChem Compound

643820

PDB ID

Not Available

ChEBI ID

29452

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

McGarvey DJ, Croteau R: Terpenoid metabolism. Plant Cell. 1995 Jul;7(7):1015-26. doi: 10.1105/tpc.7.7.1015. [PubMed:7640522 ]
Muller GC, Junnila A, Butler J, Kravchenko VD, Revay EE, Weiss RW, Schlein Y: Efficacy of the botanical repellents geraniol, linalool, and citronella against mosquitoes. J Vector Ecol. 2009 Jun;34(1):2-8. doi: 10.1111/j.1948-7134.2009.00002.x. [PubMed:20836800 ]

Showing metabocard for Nerol (MMDBc0033693)

MOL for #<Metabolite:0x00007f47046a12b8>

3D MOL for #<Metabolite:0x00007f47046a12b8>

3D SDF for #<Metabolite:0x00007f47046a12b8>

3D-SDF for #<Metabolite:0x00007f47046a12b8>

PDB for #<Metabolite:0x00007f47046a12b8>

3D PDB for #<Metabolite:0x00007f47046a12b8>

SMILES for #<Metabolite:0x00007f47046a12b8>

INCHI for #<Metabolite:0x00007f47046a12b8>

Structure for #<Metabolite:0x00007f47046a12b8>

3D Structure for #<Metabolite:0x00007f47046a12b8>