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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 21:10:05 UTC

Update Date

2022-03-07 02:54:47 UTC

HMDB ID

HMDB0036101

Secondary Accession Numbers

HMDB36101

Metabolite Identification

Common Name

(R)-3,7-Dimethyl-1,6-octadien-3-ol

Description

(R)-3,7-Dimethyl-1,6-octadien-3-ol, also known as (3S)-linalool, 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 significant number of articles have been published on (R)-3,7-Dimethyl-1,6-octadien-3-ol.

Structure

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

HMDB0036101
     RDKit          3D
(R)-3,7-Dimethyl-1,6-octadien-3-ol
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.1352   -0.0216   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -0.7224   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7931   -0.2407    0.2883 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4934    1.1510   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -0.0876    1.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6710   -1.1833    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5945   -0.8866    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2745    0.3717    0.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4693    0.4290   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481    1.7173   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502   -0.8248   -0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1309    0.8456    0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0495   -0.3314   -0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0057   -1.5997   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    1.0248   -0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3346    1.8855    0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    1.4833   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353   -0.8664    2.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702   -2.2078    0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5132   -1.3047   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413   -1.7465    0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190   -0.9016    1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8714    1.3239    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8608    1.9790    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7765    1.6011   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    2.5261   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211   -1.5077   -1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -0.6126   -1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391   -1.2928    0.3713 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  1
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  4 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END

HMDB0036101
     RDKit          3D
(R)-3,7-Dimethyl-1,6-octadien-3-ol
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.1352   -0.0216   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -0.7224   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7931   -0.2407    0.2883 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4934    1.1510   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -0.0876    1.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6710   -1.1833    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5945   -0.8866    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2745    0.3717    0.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4693    0.4290   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481    1.7173   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502   -0.8248   -0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1309    0.8456    0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0495   -0.3314   -0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0057   -1.5997   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    1.0248   -0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3346    1.8855    0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    1.4833   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353   -0.8664    2.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702   -2.2078    0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5132   -1.3047   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413   -1.7465    0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190   -0.9016    1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8714    1.3239    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8608    1.9790    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7765    1.6011   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    2.5261   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211   -1.5077   -1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -0.6126   -1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391   -1.2928    0.3713 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  1
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  4 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END

COMPND    HMDB0036101
HETATM    1  C1  UNL     1      -4.135  -0.022  -0.274  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.033  -0.722  -0.446  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.793  -0.241   0.288  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.493   1.151  -0.287  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.087  -0.088   1.625  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.671  -1.183   0.066  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.594  -0.887   0.752  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.275   0.372   0.465  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.469   0.429  -0.151  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.148   1.717  -0.435  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.150  -0.825  -0.569  1.00  0.00           C  
HETATM   12  H1  UNL     1      -4.131   0.846   0.362  1.00  0.00           H  
HETATM   13  H2  UNL     1      -5.049  -0.331  -0.782  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.006  -1.600  -1.079  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.630   1.025  -0.962  1.00  0.00           H  
HETATM   16  H5  UNL     1      -1.335   1.885   0.521  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.402   1.483  -0.862  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.835  -0.866   2.170  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.070  -2.208   0.374  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.513  -1.305  -1.058  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.341  -1.747   0.646  1.00  0.00           H  
HETATM   22  H11 UNL     1       0.419  -0.902   1.879  1.00  0.00           H  
HETATM   23  H12 UNL     1       0.871   1.324   0.759  1.00  0.00           H  
HETATM   24  H13 UNL     1       3.861   1.979   0.399  1.00  0.00           H  
HETATM   25  H14 UNL     1       3.777   1.601  -1.362  1.00  0.00           H  
HETATM   26  H15 UNL     1       2.389   2.526  -0.564  1.00  0.00           H  
HETATM   27  H16 UNL     1       2.421  -1.508  -1.067  1.00  0.00           H  
HETATM   28  H17 UNL     1       3.930  -0.613  -1.307  1.00  0.00           H  
HETATM   29  H18 UNL     1       3.539  -1.293   0.371  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3   14
CONECT    3    4    5    6
CONECT    4   15   16   17
CONECT    5   18
CONECT    6    7   19   20
CONECT    7    8   21   22
CONECT    8    9    9   23
CONECT    9   10   11
CONECT   10   24   25   26
CONECT   11   27   28   29
END

HMDB0036101
     RDKit          3D
(R)-3,7-Dimethyl-1,6-octadien-3-ol
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.1352   -0.0216   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0329   -0.7224   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7931   -0.2407    0.2883 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4934    1.1510   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -0.0876    1.6246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6710   -1.1833    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5945   -0.8866    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2745    0.3717    0.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4693    0.4290   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481    1.7173   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502   -0.8248   -0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1309    0.8456    0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0495   -0.3314   -0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0057   -1.5997   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    1.0248   -0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3346    1.8855    0.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    1.4833   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353   -0.8664    2.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702   -2.2078    0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5132   -1.3047   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413   -1.7465    0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190   -0.9016    1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8714    1.3239    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8608    1.9790    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7765    1.6011   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    2.5261   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211   -1.5077   -1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -0.6126   -1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391   -1.2928    0.3713 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  1
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  4 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Linalool	ChEBI
(3S)-3,7-Dimethyl-1,6-octadien-3-ol	ChEBI
(3S)-Linalool	ChEBI
(S)-(+)-Linalool	ChEBI
(S)-3,7-Dimethyl-1,6-octadien-3-ol	ChEBI
(S)-Linalol	ChEBI
(-)-3,7-Dimethyl-1,6-octadien-3-ol	HMDB
(-)-Linalool	HMDB
(-)-R-Linalool	HMDB
(3R)-3,7-Dimethyl-1,6-octadien-3-ol	HMDB
(3R)-3,7-Dimethylocta-1,6-dien-3-ol	HMDB
(3R)-Linalool	HMDB
(R)-(-)-3,7-Dimethyl-1,6-octadien-3-ol	HMDB
(R)-(-)-Linalool	HMDB
(R)-Linalol	HMDB
(R)-Linalool	HMDB
L-Linalool	HMDB
Licareol	HMDB

Chemical Formula

C₁₀H₁₈O

Average Molecular Weight

154.2493

Monoisotopic Molecular Weight

154.135765198

IUPAC Name

(3S)-3,7-dimethylocta-1,6-dien-3-ol

Traditional Name

(+)-linalool

CAS Registry Number

126-91-0

SMILES

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

InChI Identifier

InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m1/s1

InChI Key

CDOSHBSSFJOMGT-SNVBAGLBSA-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
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

linalool (CHEBI:98 )
Acyclic monoterpenoids (C11389 )
Linear monoterpenes (C11389 )

Ontology

Physiological effect

Organoleptic effect

Taste

Sweet

Feces (PMID: 23454028)

Cellular substructure

Extracellular (HMDB: HMDB0036102)
Membrane (HMDB: HMDB0036102)

Source

Exogenous

Exogenous (HMDB: HMDB0036102)

Nutmeg (FooDB: FOOD00118)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Endogenous (HMDB: HMDB0036102)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Monoterpenoid Biosynthesis (PathBank: SMP0014204)

Role

Biological role

Anti convulsant (HMDB: HMDB0036102)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	187.00 to 199.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	683.7 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.795 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.48 g/L	ALOGPS
logP	2.68	ALOGPS
logP	2.65	ChemAxon
logS	-2.5	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	4	ChemAxon
Refractivity	50.21 m³·mol⁻¹	ChemAxon
Polarizability	18.97 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	138.729	31661259
DarkChem	[M-H]-	133.756	31661259
DeepCCS	[M+H]+	135.075	30932474
DeepCCS	[M-H]-	132.225	30932474
DeepCCS	[M-2H]-	168.845	30932474
DeepCCS	[M+Na]+	144.336	30932474
AllCCS	[M+H]+	137.0	32859911
AllCCS	[M+H-H2O]+	132.9	32859911
AllCCS	[M+NH4]+	140.8	32859911
AllCCS	[M+Na]+	141.9	32859911
AllCCS	[M-H]-	136.3	32859911
AllCCS	[M+Na-2H]-	138.3	32859911
AllCCS	[M+HCOO]-	140.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-3,7-Dimethyl-1,6-octadien-3-ol	CC(C)=CCC[C@](C)(O)C=C	1537.2	Standard polar	33892256
(R)-3,7-Dimethyl-1,6-octadien-3-ol	CC(C)=CCC[C@](C)(O)C=C	1078.2	Standard non polar	33892256
(R)-3,7-Dimethyl-1,6-octadien-3-ol	CC(C)=CCC[C@](C)(O)C=C	1098.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-3,7-Dimethyl-1,6-octadien-3-ol,1TMS,isomer #1	C=C[C@](C)(CCC=C(C)C)O[Si](C)(C)C	1221.7	Semi standard non polar	33892256
(R)-3,7-Dimethyl-1,6-octadien-3-ol,1TMS,isomer #1	C=C[C@](C)(CCC=C(C)C)O[Si](C)(C)C	1221.7	Semi standard non polar	33892256
(R)-3,7-Dimethyl-1,6-octadien-3-ol,1TBDMS,isomer #1	C=C[C@](C)(CCC=C(C)C)O[Si](C)(C)C(C)(C)C	1445.1	Semi standard non polar	33892256
(R)-3,7-Dimethyl-1,6-octadien-3-ol,1TBDMS,isomer #1	C=C[C@](C)(CCC=C(C)C)O[Si](C)(C)C(C)(C)C	1445.1	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 - (R)-3,7-Dimethyl-1,6-octadien-3-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xr-9100000000-ddd4389422ee0f3334df	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol GC-MS (1 TMS) - 70eV, Positive	splash10-0006-9810000000-fc748fa570a2ba218685	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol Linear Ion Trap , negative-QTOF	splash10-052r-1900000000-8ca412f7f764aeb65060	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol Linear Ion Trap , positive-QTOF	splash10-000i-4900000000-656054d8175600557e75	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol Linear Ion Trap , positive-QTOF	splash10-053r-0900000000-7fca9e4a66d81b435569	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 10V, Positive-QTOF	splash10-052r-1900000000-b8dd7418c39ef6db8f40	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 20V, Positive-QTOF	splash10-05nr-9600000000-9d3208f5b352b9b9781c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 40V, Positive-QTOF	splash10-0gb9-9100000000-4bc6e60fbc702ce661a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 10V, Negative-QTOF	splash10-0udi-0900000000-0405dd8fcdc66cf24c7a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 20V, Negative-QTOF	splash10-0udi-1900000000-db461e62c034d983da23	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 40V, Negative-QTOF	splash10-0lei-9500000000-a32dadbfc03fff9b63f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 10V, Negative-QTOF	splash10-0udi-0900000000-221d2be472b40f055cb9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 20V, Negative-QTOF	splash10-0udi-2900000000-d123b20dd29666c80809	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 40V, Negative-QTOF	splash10-106r-9200000000-92641be024615f4e8078	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 10V, Positive-QTOF	splash10-001i-9100000000-b50c7739963b598d98b6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 20V, Positive-QTOF	splash10-001l-9000000000-9aee9265aa23930829f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-3,7-Dimethyl-1,6-octadien-3-ol 40V, Positive-QTOF	splash10-069r-9000000000-478f8a25d9f85574e0ac	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	23454028	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	23454028	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Nonalcoholic fatty liver disease (NAFLD)	23454028	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Nonalcoholic fatty liver disease	23454028	details

Associated Disorders and Diseases

Disease References

Nonalcoholic fatty liver disease
Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

67179

PDB ID

Not Available

ChEBI ID

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1377001

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Chanotiya CS, Yadav A: Enantiomeric composition of (3R)-(-)- and (3S)-(+)-linalool in various essential oils of Indian origin by enantioselective capillary gas chromatography-flame ionization and mass spectrometry detection methods. Nat Prod Commun. 2009 Apr;4(4):563-6. [PubMed:19476006 ]
Bormann S, Etschmann MM, Mirata MA, Schrader J: Integrated bioprocess for the stereospecific production of linalool oxides from linalool with Corynespora cassiicola DSM 62475. J Ind Microbiol Biotechnol. 2012 Dec;39(12):1761-9. doi: 10.1007/s10295-012-1181-2. Epub 2012 Aug 18. [PubMed:22903341 ]
Luddeke F, Harder J: Enantiospecific (S)-(+)-linalool formation from beta-myrcene by linalool dehydratase-isomerase. Z Naturforsch C. 2011 Jul-Aug;66(7-8):409-12. [PubMed:21950166 ]
Silk PJ, Lemay MA, LeClair G, Sweeney J, MaGee D: Behavioral and electrophysiological responses of Tetropium fuscum (Coleoptera: Cerambycidae) to pheromone and spruce volatiles. Environ Entomol. 2010 Dec;39(6):1997-2005. doi: 10.1603/EN10156. [PubMed:22182567 ]
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 (R)-3,7-Dimethyl-1,6-octadien-3-ol (HMDB0036101)

MOL for HMDB0036101 ((R)-3,7-Dimethyl-1,6-octadien-3-ol)

3D MOL for HMDB0036101 ((R)-3,7-Dimethyl-1,6-octadien-3-ol)

3D SDF for HMDB0036101 ((R)-3,7-Dimethyl-1,6-octadien-3-ol)

3D-SDF for HMDB0036101 ((R)-3,7-Dimethyl-1,6-octadien-3-ol)

PDB for HMDB0036101 ((R)-3,7-Dimethyl-1,6-octadien-3-ol)

3D PDB for HMDB0036101 ((R)-3,7-Dimethyl-1,6-octadien-3-ol)

SMILES for HMDB0036101 ((R)-3,7-Dimethyl-1,6-octadien-3-ol)

INCHI for HMDB0036101 ((R)-3,7-Dimethyl-1,6-octadien-3-ol)

Structure for HMDB0036101 ((R)-3,7-Dimethyl-1,6-octadien-3-ol)

3D Structure for HMDB0036101 ((R)-3,7-Dimethyl-1,6-octadien-3-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra