Safety and efficacy of oct‐1‐en‐3‐ol, pent‐1‐en‐3‐ol, oct‐1‐en‐3‐one, oct‐1‐en‐3‐yl acetate, isopulegol and 5‐methylhept‐2‐en‐4‐one, belonging to chemical group 5 and of isopulegone and α‐damascone belonging to chemical group 8 when used as flavourings for all animal species

sensory additives, feed flavourings, secondary alcohols, ketones and esters, chemical group 5, chemical group 8, safety
First published in the EFSA Journal
19 février 2020
Adopted
10 janvier 2020
Type
Scientific Opinion

Abstract

Following a request from the European Commission, the EFSA Panel on Additives and Products or Substances used in Animal Feed (FEEDAP) was asked to deliver a scientific opinion on the safety and efficacy of oct‐1‐en‐3‐ol [02.023], pent‐1‐en‐3‐ol [02.099], oct‐1‐en‐3‐one [07.081], oct‐1‐en‐3‐yl acetate [09.281], isopulegol [02.067] and 5‐methylhept‐2‐en‐4‐one [07.139], belonging to chemical group 5, and of isopulegone [07.067] and α‐damascone [07.134] belonging to chemical group 8, when used as feed flavourings for all animal species. They are currently authorised for use as flavours in food. The FEEDAP Panel was unable to assess the safety of isopulegone because the purity of the compound could not be established and the safety of α‐damascone [07.134] because of the inconclusive assessment of its genotoxicity. The FEEDAP Panel concluded that the use of isopulegol [02.067] is safe at the maximum proposed dose of 5 mg/kg complete feed for all animal species, except cats for which the use level of 1 mg/kg is considered safe. 5‐Methylhept‐2‐en‐4‐one [07.139] is safe at the proposed normal use levels of 1 mg/kg complete feed for all animal species. For oct‐1‐en‐3‐ol [02.023], pent‐1‐en‐3‐ol [02.099], oct‐1‐en‐3‐one [07.081] and oct‐1‐en‐3‐yl acetate [09.281], the calculated safe use level is 1 mg/kg complete feed for all animal species, except cats for which the calculated safe level is 0.6 mg/kg. No safety concern would arise for the consumer from the use of these compounds up to the highest safe levels in feed. In the absence of studies to assess the safety for the user, the FEEDAP Panel cannot conclude on the safety for the users when handling the additives. Use of the compounds in animal feed at the maximum safe level is considered safe for the environment. Since the compounds are used in food as flavourings and their function in feed is essentially the same, no demonstration of efficacy is necessary.

Substances
6,10-Dimethyl-5,9-undecadien-2-one
Cas: 689-67-8
Inchi: InChI=1S/C13H22O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h7,9H,5-6,8,10H2,1-4H3
Iupac: 6,10-Dimethyl-5,9-undecadien-2-one
Oct-1-en-3-yl acetate
Cas: 2442-10-6
Inchi: InChI=1S/C10H18O2/c1-4-6-7-8-10(5-2)12-9(3)11/h5,10H,2,4,6-8H2,1,3H3
Iupac: 1-Octen-3-ol acetate
Isopropyl tetradecanoate
Cas: 110-27-0
Inchi: InChI=1S/C17H34O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(18)19-16(2)3/h16H,4-15H2,1-3H3
Iupac: propan-2-yl tetradecanoate
Decan-2-one
Cas: 693-54-9
Inchi: InChI=1S/C10H20O/c1-3-4-5-6-7-8-9-10(2)11/h3-9H2,1-2H3
Iupac: 2-Decanone
5-Methylhept-2-en-4-one
Cas: 81925-81-7
Inchi: InChI=1S/C8H14O/c1-4-6-8(9)7(3)5-2/h4,6-7H,5H2,1-3H3/b6-4+
Iupac: 5-methylhept-2-en-4-one
Nonan-3-one
Cas: 925-78-0
Inchi: InChI=1S/C9H18O/c1-3-5-6-7-8-9(10)4-2/h3-8H2,1-2H3
Iupac: nonan-3-one
Tridecan-2-one
Cas: 593-08-8
Inchi: InChI=1S/C13H26O/c1-3-4-5-6-7-8-9-10-11-12-13(2)14/h3-12H2,1-2H3
Iupac: tridecan-2-one
6-Methylhepta-3,5-dien-2-one
Cas: 1604-28-0
Inchi: InChI=1S/C8H12O/c1-7(2)5-4-6-8(3)9/h4-6H,1-3H3/b6-4+
Iupac: 6-methylhepta-3,5-dien-2-one
Oct-1-en-3-one
Cas: 4312-99-6
Inchi: InChI=1S/C8H14O/c1-3-5-6-7-8(9)4-2/h4H,2-3,5-7H2,1H3
Iupac: 1-Octen-3-one
Octan-3-one
Cas: 106-68-3
Inchi: InChI=1S/C8H16O/c1-3-5-6-7-8(9)4-2/h3-7H2,1-2H3
Iupac: 3-Octanone
Pentan-2-one
Cas: 107-87-9
Inchi: InChI=1S/C5H10O/c1-3-4-5(2)6/h3-4H2,1-2H3
Iupac: 2-Pentanone
Butan-2-one
Cas: 78-93-3
Inchi: InChI=1S/C4H8O/c1-3-4(2)5/h3H2,1-2H3
Iupac: 2-Butanone
2-nonanone
Cas: 821-55-6
Inchi: InChI=1S/C9H18O/c1-3-4-5-6-7-8-9(2)10/h3-8H2,1-2H3
Iupac: nonan-2-one
Octan-2-one
Cas: 111-13-7
Inchi: InChI=1S/C8H16O/c1-3-4-5-6-7-8(2)9/h3-7H2,1-2H3
Iupac: octan-2-one
2-undecanone
Cas: 112-12-9
Inchi: InChI=1S/C11H22O/c1-3-4-5-6-7-8-9-10-11(2)12/h3-10H2,1-2H3
Iupac: undecan-2-one
6-Methylhept-5-en-2-one
Cas: 110-93-0
Inchi: InChI=1S/C8H14O/c1-7(2)5-4-6-8(3)9/h5H,4,6H2,1-3H3
Iupac: 6-methylhept-5-en-2-one
Heptan-2-one
Cas: 110-43-0
Inchi: InChI=1S/C7H14O/c1-3-4-5-6-7(2)8/h3-6H2,1-2H3
Iupac: 2-Heptanone
Pent-1-en-3-ol
Cas: 616-25-1
Inchi: InChI=1S/C5H10O/c1-3-5(6)4-2/h3,5-6H,1,4H2,2H3
Iupac: pent-1-en-3-ol
Octan-3-ol
Cas: 589-98-0
Inchi: InChI=1S/C8H18O/c1-3-5-6-7-8(9)4-2/h8-9H,3-7H2,1-2H3
Iupac: 3-Octanol
Pentan-2-ol
Cas: 6032-29-7
Inchi: InChI=1S/C5H12O/c1-3-4-5(2)6/h5-6H,3-4H2,1-2H3
Iupac: pentan-2-ol
Isopropyl alcohol
Cas: 67-63-0
Inchi: InChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3
Iupac: propan-2-ol
pulegol
Cas: 529-02-2
Inchi: InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8,10-11H,4-6H2,1-3H3
Iupac: 5-methyl-2-propan-2-ylidenecyclohexan-1-ol
Oct-1-en-3-ol
Cas: 3391-86-4
Inchi: InChI=1S/C8H16O/c1-3-5-6-7-8(9)4-2/h4,8-9H,2-3,5-7H2,1H3
Iupac: 1-Octen-3-ol
Octan-2-ol
Cas: 123-96-6
Inchi: InChI=1S/C8H18O/c1-3-4-5-6-7-8(2)9/h8-9H,3-7H2,1-2H3
Iupac: 2-Octanol
DL-Menthol
Cas: 89-78-1
Iupac: (1R,2S,5R)-rel-5-Methyl-2-(1-methylethyl)-cyclohexanol
Methyl 3-oxo-2-pentyl-1-cyclopentylacetate
Cas: 24851-98-7
Inchi: InChI=1S/C13H22O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h10-11H,3-9H2,1-2H3
Iupac: methyl (3-oxo-2-pentylcyclopentyl)acetate
Carvyl acetate
Cas: 97-42-7
Inchi: InChI=1S/C12H18O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h5,11-12H,1,6-7H2,2-4H3
Iupac: 5-isopropenyl-2-methylcyclohex-2-en-1-yl acetate
Cyclohexyl acetate
Cas: 622-45-7
Inchi: InChI=1S/C8H14O2/c1-7(9)10-8-5-3-2-4-6-8/h8H,2-6H2,1H3
Iupac: cyclohexyl acetate
bornyl acetate
Cas: 76-49-3
Inchi: InChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3
Iupac: (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) acetate
Menthyl acetate
Cas: 89-48-5
Inchi: InChI=1S/C12H22O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h8-9,11-12H,5-7H2,1-4H3
Iupac: [(1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl] acetate
tr-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)but-2-en-1-one
Cas: 23726-91-2
Inchi: InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+
Iupac: (2E)-1-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-en-1-one
(1R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one
Cas: 464-49-3
Inchi: InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1
Iupac: (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
trans-Menthone
Cas: 89-80-5
Inchi: InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m0/s1
Iupac: (2R,5S)-5-methyl-2-(propan-2-yl)cyclohexanone
d-Fenchone
Cas: 4695-62-9
Inchi: InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10+/m1/s1
Iupac: (1S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
L-Carvone
Cas: 6485-40-1
Inchi: InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1
Iupac: (5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
d-Carvone
Cas: 2244-16-8
Inchi: InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m0/s1
Iupac: (5S)-2-methyl-5-(1-methylethenyl)cyclohex-2-en-1-one
3-Methyl-2-pentylcyclopent-2-en-1-one
Cas: 1128-08-1
Inchi: InChI=1S/C11H18O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h3-8H2,1-2H3
Iupac: 3-methyl-2-pentylcyclopent-2-en-1-one
alpha-Damascone
Iupac: 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-1-one
3,5,5-Trimethylcyclohex-2-en-1-one
Cas: 78-59-1
Inchi: InChI=1S/C9H14O/c1-7-4-8(10)6-9(2,3)5-7/h4H,5-6H2,1-3H3
Iupac: 3,5,5-trimethylcyclohex-2-en-1-one
beta-Ionone
Cas: 14901-07-6
Inchi: InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+
Iupac: (E)-4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-one
alpha-Ionone
Cas: 127-41-3
Inchi: InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+
Iupac: (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
borneol
Cas: 124-76-5
Inchi: InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3
Iupac: 4,7,7-trimethylbicyclo[2.2.1]heptan-3-ol
DL-Isobornyl acetate
Cas: 125-12-2
Iupac: [(1S,4R,6S)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl] acetate
Dihydrocarvyl acetate
Cas: 20777-49-5
Inchi: InChI=1S/C12H20O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h9,11-12H,1,5-7H2,2-4H3/t9-,11-,12-/m0/s1
Iupac: p-Menth-8-en-2-yl acetate
3-Methyl-2-cyclopenten-1-one
Cas: 2758-18-1
Inchi: InChI=1S/C6H8O/c1-5-2-3-6(7)4-5/h4H,2-3H2,1H3
Iupac: 3-methylcyclopent-2-en-1-one
beta-Damascenone
Cas: 23696-85-7
Inchi: InChI=1S/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3/b7-5+
Iupac: 1-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-2-en-1-one
Nootkatone
Cas: 4674-50-4
Inchi: InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1
Iupac: (4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one
beta-Damascone
Cas: 23726-92-3
Inchi: InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5-
Iupac: (2Z)-1-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-en-1-one
d,l-Isomenthone
Cas: 491-07-6
Inchi: InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9-/m0/s1
Iupac: 5-methyl-2-propan-2-ylcyclohexan-1-one
Isopulegone
Cas: 29606-79-9
Inchi: InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-9H,1,4-6H2,2-3H3
Iupac: 5-methyl-2-prop-1-en-2-ylcyclohexan-1-one
4-(2,5,6,6-Tetramethyl-2-cyclohexenyl)-3-buten-2-one
Cas: 79-69-6
Inchi: InChI=1S/C14H22O/c1-10-6-7-11(2)14(4,5)13(10)9-8-12(3)15/h6,8-9,11,13H,7H2,1-5H3/b9-8+/t11-,13+/m1/s1
Iupac: (3E)-4-(2,5,6,6-tetramethylcyclohex-2-en-1-yl)but-3-en-2-one
Fenchyl alcohol
Cas: 1632-73-1
Inchi: InChI=1S/C10H18O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m1/s1
Iupac: 1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol
DL-Borneol
Cas: 507-70-0
Inchi: InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8-,10-/m0/s1
Iupac: (1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
Menthol
Cas: 1490-04-6
Iupac: 5-Methyl-2-(1-methylethyl)-cyclohexanol

Panel members at the time of adoption

Giovanna Azimonti, Vasileios Bampidis, Maria de Lourdes Bastos, Henrik Christensen, Birgit Dusemund, Maryline Kouba, Mojca Kos Durjava, Marta López‐Alonso, Secundino López Puente, Francesca Marcon, Baltasar Mayo, Alena Pechová, Mariana Petkova, Fernando Ramos, Yolanda Sanz, Roberto Edoardo Villa and Ruud Woutersen.
Panel on Additives and Products or Substances used in Animal Feed
Contact
feedap [at] efsa.europa.eu
doi
10.2903/j.efsa.2020.6002
EFSA Journal 2020;18(2):6002
On request from
European Commission