Showing Compound Neryl acetate (FDB014946)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:33 UTC

Update date

2025-11-19 00:51:08 UTC

Primary ID

FDB014946

Secondary Accession Numbers

FDB013794

Chemical Information

FooDB Name

Neryl acetate

Description

Geranyl acetate, also known as neryl ethanoate or fema 2509, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Geranyl acetate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Geranyl acetate is a potentially toxic compound.

CAS Number

105-87-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(2Z)-3,7-Dimethyl-2,6-octadienyl acetate	ChEBI
cis-3,7-Dimethyl-2,6-octadien-1-ol acetate	ChEBI
cis-Geranyl acetate	ChEBI
Neryl ethanoate	ChEBI
(2Z)-3,7-Dimethyl-2,6-octadienyl acetic acid	Generator
cis-3,7-Dimethyl-2,6-octadien-1-ol acetic acid	Generator
cis-Geranyl acetic acid	Generator
Neryl ethanoic acid	Generator
Geranyl acetic acid	Generator
(2E)-3,7-Dimethyl-2,6-octadienyl acetate	HMDB
(2E)-3,7-Dimethylocta-2,6-dien-1-yl acetate	HMDB
(e)-3,7-Dimethyl-2,6-octadien-1-yl acetate	HMDB
(Z)-3,7-Dimethyl-2,6-octadienyl acetate	HMDB
1,6-Octadiene, 7-methyl-3-methylene-, acetylated	HMDB
1-Octanol, 3,7-dimethyl-, 1-acetate, tetradehydro deriv.	HMDB
1-Octanol, 3,7-dimethyl-, acetate, tetradehydro deriv.	HMDB
2,6-Dimethyl-2,6-octadiene-8-yl acetate	HMDB
2,6-Octadien-1-ol, 3,7-dimethyl-, acetate	HMDB
3,7-Dimethyl-1-acetate(2E)-2,6-octadien-1-ol	HMDB
3,7-Dimethyl-1-acetate(2Z)-2,6-octadien-1-ol	HMDB
3,7-Dimethyl-2,6-octadien-1-ol acetate	HMDB
3,7-Dimethyl-acetate(2E)-2,6-octadien-1-ol	HMDB
3,7-Dimethyl-acetate(2Z)-2,6-octadien-1-ol	HMDB
3,7-Dimethyl-acetate(e)-2,6-octadien-1-ol	HMDB
3,7-Dimethyl-acetatetrans-2,6-octadien-1-ol	HMDB
3,7-Dimethyloctyl acetate, tetradehydro derivative	HMDB
Acetic acid, geraniol ester	HMDB
Acetic acid, geranyl ester	HMDB
cis-3,7-Dimethyl-2,6-octadien-1-yl acetate	HMDB
cis-3,7-Dimethyl-2,6-octadien-1-yl ethanoate	HMDB
FEMA 2509	HMDB
Geranyl acetate a	HMDB
Geranyl ethanoate	HMDB
Meraneine	HMDB
Nerol acetate (6ci)	HMDB
trans-2,6-Dimethyl-2,6-octadien-8-yl ethanoate	HMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl acetate	HMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl ethanoate	HMDB
trans-3,7-Dimethyl-2,6-octadienyl acetate	HMDB
trans-Geraniol acetate	HMDB
trans-Geranyl acetate	HMDB
Nerol acetate	HMDB
Geraniol acetate, (Z)-isomer	HMDB
Geraniol acetate	HMDB
Geraniol acetate, (e)-isomer	HMDB
3,7-Dimethyl-2Z,6-octadienyl acetic acid	Generator
Geranyl acetate	MeSH
Neryl acetate	MeSH
Neryl acetic acid	Generator
3,7-Dimethyl-1-acetate(2e)-2,6-octadien-1-ol	HMDB
3,7-Dimethyl-acetate(2e)-2,6-octadien-1-ol	HMDB
3,7-Dimethylocta-2,6-dienyl acetate	biospider
Cis-geranyl acetate	biospider
FEMA 2773	db_source
Linalyl, neryl, geranyl acetates, mixture	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	4.11	ALOGPS
logP	2.94	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	60.33 m³·mol⁻¹	ChemAxon
Polarizability	23.66 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	No	ChemAxon

Chemical Formula

C12H20O2

IUPAC name

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

InChI Identifier

InChI=1S/C12H20O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,8H,5,7,9H2,1-4H3/b11-8-

InChI Key

HIGQPQRQIQDZMP-FLIBITNWSA-N

Isomeric SMILES

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

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

Classification

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Monoterpenoid
Acyclic monoterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Wax monoesters (LMFA07010194 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Biological location:

Biofluid and excreta:

Urine

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 73.43%; H 10.27%; O 16.30%	DFC
Melting Point	< 25 oC
Boiling Point	Bp25 134°	DFC
Experimental Water Solubility	Not Available
Experimental logP	3.98	GRIFFIN,S ET AL. (1999)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d254 0.91	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Geranyl acetate, non-derivatized, GC-MS Spectrum	splash10-014l-9100000000-93c6abc7985ec7f0a488	Spectrum
GC-MS	Geranyl acetate, non-derivatized, GC-MS Spectrum	splash10-00ko-9500000000-cdf126f2c6e288b8761f	Spectrum
GC-MS	Geranyl acetate, non-derivatized, GC-MS Spectrum	splash10-014l-9100000000-867992beb9e7c804a69d	Spectrum
GC-MS	Geranyl acetate, non-derivatized, GC-MS Spectrum	splash10-014l-9100000000-93c6abc7985ec7f0a488	Spectrum
GC-MS	Geranyl acetate, non-derivatized, GC-MS Spectrum	splash10-00ko-9500000000-cdf126f2c6e288b8761f	Spectrum
GC-MS	Geranyl acetate, non-derivatized, GC-MS Spectrum	splash10-014l-9100000000-867992beb9e7c804a69d	Spectrum
GC-MS	Geranyl acetate, non-derivatized, GC-MS Spectrum	splash10-014l-9100000000-b15d9b4b6de3799488d0	Spectrum
Predicted GC-MS	Geranyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00kf-9400000000-f7513133120d5e44712a	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000b-1900000000-e07e2965d977a6e2825d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-5900000000-e5f05dabacd073dce84c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gbc-9100000000-4932e3e742f871bd9300	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-4900000000-7a2e3b89cdc43f9c6174	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9300000000-3c0cda66ebfc365b1b71	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9300000000-02983c019224fd67a6c7	2016-08-03	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB35157

CRC / DFC (Dictionary of Food Compounds) ID

JVC33-F:JXL42-O

EAFUS ID

2653

Dr. Duke ID

NERYL-ACETATE|NEROL-ACETATE

BIGG ID

Not Available

KNApSAcK ID

C00035138

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

GoodScent ID

SuperScent ID

Wikipedia ID

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
Anti-flu	22587	An agent that prevents or treats influenza virus infections, reducing symptoms and complications. Its biological role involves blocking viral replication, and its therapeutic applications include prophylaxis and treatment of flu outbreaks. Key medical uses include reducing the risk of flu-related hospitalizations and mortality, especially in high-risk populations such as the elderly and young children.	DUKE
Anti-viral	22587	An agent that inhibits the replication of viruses, playing a crucial role in preventing and treating viral infections. Therapeutically, anti-virals are used to manage diseases such as HIV, herpes, and influenza, reducing symptoms and slowing disease progression. Key medical uses include treating viral hepatitis, respiratory syncytial virus, and COVID-19.	DUKE
Name	48318	flavor	DUKE
Perfumery	48318	The art of creating fragrances, playing a biological role in emotional and sensory stimulation. Therapeutically, perfumery has applications in aromatherapy, reducing stress and anxiety. Key medical uses include mood enhancement, pain management, and promoting relaxation, with certain scents exhibiting anti-anxiety and anti-depressant properties.	DUKE
Pesticide	25944	An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
fruit	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
blossom	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
lime	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
grapefruit	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
floral	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rose	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
soapy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
citrus	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
dewy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pear	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.