Record Information
Version1.0
Creation date2010-04-08 22:11:33 UTC
Update date2018-05-28 19:20:44 UTC
Primary IDFDB014946
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNeryl acetate
DescriptionFound in citrus, kumquat and pummelo peel oils, ginger, cardamon, clary sage, myrtle leaf and myrtle berries. Flavouring agent
CAS Number105-87-3
Structure
Thumb
Synonyms
SynonymSource
(2Z)-3,7-Dimethyl-2,6-octadienyl acetateChEBI
cis-3,7-Dimethyl-2,6-octadien-1-ol acetateChEBI
cis-Geranyl acetateChEBI
Neryl ethanoateChEBI
(2Z)-3,7-Dimethyl-2,6-octadienyl acetic acidGenerator
cis-3,7-Dimethyl-2,6-octadien-1-ol acetic acidGenerator
cis-Geranyl acetic acidGenerator
Neryl ethanoic acidGenerator
3,7-Dimethyl-2Z,6-octadienyl acetic acidGenerator
(2E)-3,7-Dimethyl-2,6-octadienyl acetateHMDB
(2E)-3,7-Dimethylocta-2,6-dien-1-yl acetateHMDB
(e)-3,7-Dimethyl-2,6-octadien-1-yl acetateHMDB
(Z)-3,7-Dimethyl-2,6-octadienyl acetateHMDB
1,6-Octadiene, 7-methyl-3-methylene-, acetylatedHMDB
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 acetateHMDB
2,6-Octadien-1-ol, 3,7-dimethyl-, acetateHMDB
3,7-Dimethyl-1-acetate(2E)-2,6-octadien-1-olHMDB
3,7-Dimethyl-1-acetate(2Z)-2,6-octadien-1-olHMDB
3,7-Dimethyl-2,6-octadien-1-ol acetateHMDB
3,7-Dimethyl-acetate(2E)-2,6-octadien-1-olHMDB
3,7-Dimethyl-acetate(2Z)-2,6-octadien-1-olHMDB
3,7-Dimethyl-acetate(e)-2,6-octadien-1-olHMDB
3,7-Dimethyl-acetatetrans-2,6-octadien-1-olHMDB
3,7-Dimethyloctyl acetate, tetradehydro derivativeHMDB
Acetic acid, geraniol esterHMDB
Acetic acid, geranyl esterHMDB
cis-3,7-Dimethyl-2,6-octadien-1-yl acetateHMDB
cis-3,7-Dimethyl-2,6-octadien-1-yl ethanoateHMDB
FEMA 2509HMDB
Geranyl acetate aHMDB
Geranyl ethanoateHMDB
MeraneineHMDB
Nerol acetate (6ci)HMDB
trans-2,6-Dimethyl-2,6-octadien-8-yl ethanoateHMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl acetateHMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl ethanoateHMDB
trans-3,7-Dimethyl-2,6-octadienyl acetateHMDB
trans-Geraniol acetateHMDB
trans-Geranyl acetateHMDB
Nerol acetateHMDB
Geraniol acetate, (Z)-isomerHMDB
Geraniol acetateHMDB
Geraniol acetate, (e)-isomerHMDB
Geranyl acetateMeSH
Neryl acetateMeSH
3,7-Dimethyl-1-acetate(2e)-2,6-octadien-1-olHMDB
3,7-Dimethyl-acetate(2e)-2,6-octadien-1-olHMDB
3,7-Dimethylocta-2,6-dienyl acetatebiospider
Cis-geranyl acetatebiospider
FEMA 2773db_source
Linalyl, neryl, geranyl acetates, mixturebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.19 g/LALOGPS
logP4.11ALOGPS
logP2.94ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity60.33 m³·mol⁻¹ChemAxon
Polarizability23.66 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H20O2
IUPAC name(2Z)-3,7-dimethylocta-2,6-dien-1-yl acetate
InChI IdentifierInChI=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 KeyHIGQPQRQIQDZMP-FLIBITNWSA-N
Isomeric SMILESCC(C)=CCC\C(C)=C/COC(C)=O
Average Molecular Weight196.286
Monoisotopic Molecular Weight196.146329884
Classification
Description belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohol esters
Direct ParentFatty 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 FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 73.43%; H 10.27%; O 16.30%DFC
Melting Point< 25 oC
Boiling PointBp25 134°DFC
Experimental Water SolubilityNot Available
Experimental logP3.98GRIFFIN,S ET AL. (1999)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd254 0.91DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9100000000-93c6abc7985ec7f0a488View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00ko-9500000000-cdf126f2c6e288b8761fView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9100000000-867992beb9e7c804a69dView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9100000000-93c6abc7985ec7f0a488View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00ko-9500000000-cdf126f2c6e288b8761fView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9100000000-867992beb9e7c804a69dView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-9400000000-f7513133120d5e44712aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000b-1900000000-e07e2965d977a6e2825dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-5900000000-e5f05dabacd073dce84cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9100000000-4932e3e742f871bd9300View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-4900000000-7a2e3b89cdc43f9c6174View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-3c0cda66ebfc365b1b71View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9300000000-02983c019224fd67a6c7View in MoNA
ChemSpider ID1266018
ChEMBL IDCHEMBL2268549
KEGG Compound IDC09861
Pubchem Compound ID1549025
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35157
CRC / DFC (Dictionary of Food Compounds) IDJVC33-F:JXL42-O
EAFUS ID2653
Dr. Duke IDNERYL-ACETATE|NEROL-ACETATE
BIGG IDNot Available
KNApSAcK IDC00035138
HET IDNot Available
Flavornet ID141-12-8
GoodScent IDrw1033551
SuperScent ID1549025
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti flu22587 A substance that destroys or inhibits replication of viruses.DUKE
anti viral22587 A substance that destroys or inhibits replication of viruses.DUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
fruit
  1. 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
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
lime
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
grapefruit
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rose
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
soapy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
citrus
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
dewy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pear
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).