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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:03:53 UTC

Update Date

2023-02-21 17:24:36 UTC

HMDB ID

HMDB0035120

Secondary Accession Numbers

HMDB35120

Metabolite Identification

Common Name

Dehydrolinalool

Description

Dehydrolinalool belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). Dehydrolinalool has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make dehydrolinalool a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Dehydrolinalool.

Structure

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

COMPND    HMDB0035120
HETATM    1  C1  UNL     1      -2.403   1.826   0.523  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.530   0.835   0.532  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.614  -0.254  -0.470  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.522  -1.357   0.031  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.131   0.193  -1.686  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.220  -0.805  -0.782  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.439  -1.346   0.390  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.561  -0.868   0.844  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.380   0.211   0.375  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.508   0.422   1.115  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.234   1.136  -0.737  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.181   1.828  -0.229  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.401   2.645   1.217  1.00  0.00           H  
HETATM   14  H3  UNL     1      -0.755   0.838   1.285  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.491  -1.451   1.130  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.541  -1.169  -0.339  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.141  -2.313  -0.430  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.749  -0.337  -2.412  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.329  -0.093  -1.329  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.457  -1.734  -1.432  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.016  -2.215   0.951  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.959  -1.387   1.761  1.00  0.00           H  
HETATM   23  H12 UNL     1       4.201   1.201   0.863  1.00  0.00           H  
HETATM   24  H13 UNL     1       3.721  -0.192   1.966  1.00  0.00           H  
HETATM   25  H14 UNL     1       2.376   0.704  -1.744  1.00  0.00           H  
HETATM   26  H15 UNL     1       1.342   1.792  -0.708  1.00  0.00           H  
HETATM   27  H16 UNL     1       3.101   1.892  -0.683  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    8   21
CONECT    8    9   22
CONECT    9   10   10   11
CONECT   10   23   24
CONECT   11   25   26   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e)-3,7-Dimethylocta-1,5,7-trien-3-ol	HMDB
3,7-Dimethyl-1,5,7-octatrien-3-ol	HMDB
3,7-Dimethylocta-1,5,7-trien-3-ol	HMDB

Chemical Formula

C₁₀H₁₆O

Average Molecular Weight

152.2334

Monoisotopic Molecular Weight

152.120115134

IUPAC Name

(5Z)-3,7-dimethylocta-1,5,7-trien-3-ol

Traditional Name

(5Z)-3,7-dimethylocta-1,5,7-trien-3-ol

CAS Registry Number

29957-43-5

SMILES

CC(=C)\C=C/CC(C)(O)C=C

InChI Identifier

InChI=1S/C10H16O/c1-5-10(4,11)8-6-7-9(2)3/h5-7,11H,1-2,8H2,3-4H3/b7-6-

InChI Key

ZJIQIJIQBTVTDY-SREVYHEPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Tertiary alcohol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Mouldy

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035120)

Source

Endogenous

Endogenous (HMDB: HMDB0035120)

Plant

Plant (HMDB: HMDB0035120)

Exogenous

Food

Food (HMDB: HMDB0035120)

Fruit

Berry

Common grape (FooDB: FOOD00204)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0035120)

Role

Biological role

Energy source (HMDB: HMDB0035120)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035120)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	62.00 °C. @ 4.50 mm Hg	The Good Scents Company Information System
Water Solubility	406.5 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.408 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.31 g/L	ALOGPS
logP	2.81	ALOGPS
logP	2.34	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	18.37	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	50.25 m³·mol⁻¹	ChemAxon
Polarizability	17.83 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]+	137.345	31661259
DarkChem	[M-H]-	134.458	31661259
DeepCCS	[M+H]+	137.374	30932474
DeepCCS	[M-H]-	134.449	30932474
DeepCCS	[M-2H]-	171.056	30932474
DeepCCS	[M+Na]+	146.594	30932474
AllCCS	[M+H]+	136.3	32859911
AllCCS	[M+H-H2O]+	132.1	32859911
AllCCS	[M+NH4]+	140.1	32859911
AllCCS	[M+Na]+	141.2	32859911
AllCCS	[M-H]-	134.7	32859911
AllCCS	[M+Na-2H]-	136.6	32859911
AllCCS	[M+HCOO]-	138.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dehydrolinalool	CC(=C)\C=C/CC(C)(O)C=C	1570.9	Standard polar	33892256
Dehydrolinalool	CC(=C)\C=C/CC(C)(O)C=C	1077.1	Standard non polar	33892256
Dehydrolinalool	CC(=C)\C=C/CC(C)(O)C=C	1105.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dehydrolinalool,1TMS,isomer #1	C=CC(C)(C/C=C\C(=C)C)O[Si](C)(C)C	1242.6	Semi standard non polar	33892256
Dehydrolinalool,1TBDMS,isomer #1	C=CC(C)(C/C=C\C(=C)C)O[Si](C)(C)C(C)(C)C	1489.9	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 - Dehydrolinalool GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9100000000-b83067955a49339fb47f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrolinalool GC-MS (1 TMS) - 70eV, Positive	splash10-0006-8910000000-36220ceeb3332c1378c3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrolinalool GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydrolinalool 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 - Dehydrolinalool 10V, Positive-QTOF	splash10-0f79-1900000000-9d73cda5875fdad15d74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 20V, Positive-QTOF	splash10-0uyr-9600000000-109442969306cd3e60c1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 40V, Positive-QTOF	splash10-0gb9-9100000000-8a5faff0129911612197	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 10V, Negative-QTOF	splash10-0udi-0900000000-1577a891d80964932a35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 20V, Negative-QTOF	splash10-0ue9-1900000000-a97e5624356b7c95c511	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 40V, Negative-QTOF	splash10-0gb9-9500000000-e427e88be73b0c6a6037	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 10V, Positive-QTOF	splash10-001i-9200000000-0dfb27c5e7384c106981	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 20V, Positive-QTOF	splash10-057r-9100000000-6e648df4e8a3bbad2029	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 40V, Positive-QTOF	splash10-00or-9000000000-42382c43c81c762ca875	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 10V, Negative-QTOF	splash10-0udi-0900000000-d9b5f055183768b7675d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 20V, Negative-QTOF	splash10-0ue9-2900000000-1e51f1d72fb7b778a7b0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrolinalool 40V, Negative-QTOF	splash10-0gb9-9100000000-4a354f59a31a9b853db4	2021-09-25	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

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

FDB014943

KNApSAcK ID

C00052670

Chemspider ID

35013848

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85470793

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1424981

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Dehydrolinalool (HMDB0035120)

MOL for HMDB0035120 (Dehydrolinalool)

3D MOL for HMDB0035120 (Dehydrolinalool)

3D SDF for HMDB0035120 (Dehydrolinalool)

3D-SDF for HMDB0035120 (Dehydrolinalool)

PDB for HMDB0035120 (Dehydrolinalool)

3D PDB for HMDB0035120 (Dehydrolinalool)

SMILES for HMDB0035120 (Dehydrolinalool)

INCHI for HMDB0035120 (Dehydrolinalool)

Structure for HMDB0035120 (Dehydrolinalool)

3D Structure for HMDB0035120 (Dehydrolinalool)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra