Showing Compound Farnesal (FDB014515)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:19 UTC

Update date

2020-09-17 15:40:08 UTC

Primary ID

FDB014515

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Farnesal

Description

2-trans,6-trans-Farnesal, also known as (2E,6E)-farnesal, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, 2-trans,6-trans-farnesal is considered to be an isoprenoid lipid molecule. 2-trans,6-trans-Farnesal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

CAS Number

502-67-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(2-trans,6-trans)-3,7,11-Trimethyldodeca-2,6,10-trienal	ChEBI
(2E,6E)-3,7,11-Trimethyl-2,6,10-dodecatrienal	ChEBI
(2E,6E)-Farnesal	ChEBI
(e,e)-3,7,11-Trimethyl-2,6,10-dodecatrienal	ChEBI
e,e-Farnesal	ChEBI
Farnesal	ChEBI
trans,trans-2,6-Farnesal	ChEBI
trans,trans-Farnesal	ChEBI
trans-Farnesal	ChEBI
2-trans,6-trans-Farnesal	ChEBI
(2-trans,6-trans)-3,7,11-trimethyldodeca-2,6,10-trienal	biospider
(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienal	biospider
(E,E)-3,7,11-Trimethyl-2,6,10-dodecatrienal	biospider
2-TRANS6-TRANS-FARNESAL	biospider
2-transS6-trans-farnesal	biospider
2,6-trans-trans-Farnesal	biospider
2,6,10-Dodecatrienal, 3,7,11-trimethyl-	biospider
2,6,10-Dodecatrienal, 3,7,11-trimethyl-, (2E,6E)-	biospider
2,6,10-Dodecatrienal, 3,7,11-trimethyl-, (E,E)-	biospider
2,6,10-Farnesatrien-1-al	db_source
3,7,11-Trimethyl-2,6,10-dodecatrienal	db_source
3,7,11-trimethyl-2,6,10-dodecatrienal (farnesal)	biospider
3,7,11-trimethyldodeca-2,6,10-trienal	biospider
E,E-Farnesal	biospider
Farnesal (e,e)	biospider
Farnesal, trans,trans-	biospider
Farnesyl aldehyde	biospider
Trans-farnesal	biospider
Trans, trans-farnesal	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.033 g/L	ALOGPS
logP	5.56	ALOGPS
logP	4.32	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	73.93 m³·mol⁻¹	ChemAxon
Polarizability	28.24 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C15H24O

IUPAC name

(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienal

InChI Identifier

InChI=1S/C15H24O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11-12H,5-6,8,10H2,1-4H3/b14-9+,15-11+

InChI Key

YHRUHBBTQZKMEX-YFVJMOTDSA-N

Isomeric SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\C=O

Average Molecular Weight

220.356

Monoisotopic Molecular Weight

220.182715393

Classification

Description

belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Medium-chain aldehyde
Enal
Alpha,beta-unsaturated aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

farnesal (CHEBI:15894 )
Acyclic farnesane sesquiterpenoids (C03461 )
Farnesenes (C03461 )
Acyclic farnesane sesquiterpenoids (LMPR0103010012 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Subcellular:

Cell and elements:

Extracellular

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Biological role:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 81.76%; H 10.98%; O 7.26%	DFC
Melting Point	Not Available
Boiling Point	Bp14 172-174°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-8910000000-6fceeb69758d37e309bb	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-00di-0390000000-657f36e374ebb8808c27	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-00di-2890000000-0a4f6e8585575dafa170	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, positive	splash10-0229-4950000000-acdd7ffcb4da68105158	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 8V, positive	splash10-082a-5930000000-088e02c561f9f53fe069	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-06dj-6910000000-91730b247cc035789721	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 11V, positive	splash10-066r-9800000000-8cf27cc5267f4a6dccf7	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 14V, positive	splash10-066r-9400000000-5e04261f084a43d23514	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 17V, positive	splash10-066r-9300000000-f67fbf94ceed5805fbe1	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 21V, positive	splash10-066u-9200000000-293d7522c83886695e8a	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 25V, positive	splash10-0ar3-9200000000-8de0a5fa9189611331e0	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 30V, positive	splash10-05r3-9200000000-7e87afdfd792674d8743	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-0w2a-1940000000-2be454cf4cc48f729962	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-0aor-0900000000-fb6da0f873a8f2e26141	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-05fu-4900000000-8ed2edbc1c823be73a31	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-0006-9100000000-044eb012cbedaa252902	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-0a4i-2900000000-99939a6cb8c8c0fb61c2	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-004i-9000000000-316664545979ac5fe84e	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-0002-1900000000-752a111bf98f3c3e77bd	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-014i-0900000000-8d5a34c76bb03428a691	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1790000000-d6fa26be28ef2eaf429d	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0600-6920000000-98f532df8055b5d69615	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9200000000-1d5460348e4d5315c078	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-ae58f757cade812b6100	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0290000000-f1633db79a7dcddca9c0	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ffx-5920000000-d8b1e1fb795bd6d4f461	JSpectraViewer

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

C03461

Pubchem Compound ID

5280598

Pubchem Substance ID

Not Available

ChEBI ID

15894

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

JXF41-J:JRN35-I

EAFUS ID

1332

Dr. Duke ID

FARNESAL

BIGG ID

Not Available

KNApSAcK ID

C00035091

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1044051

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
juvabional			DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
floral	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
minty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).