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(Z)-3-hexen-1-yl anthranilate

Chemical Structure

General Material Information

Preferred name (Z)-3-hexen-1-yl anthranilate
Trivial Name cis-3-Hexenyl anthranilate
Short Description cis-3-hexenyl anthranilate
Formula C13 H17 N O2
CAS Number 65405-76-7
FEMA Number 3925
Flavis Number 9.561
ECHA Number 265-744-2
FDA UNII PQO7MXY1IA
Nikkaji Number J59.826G
Beilstein Number 2807994
COE Number 10676
NMR Predictor External link
JECFA Food Flavoring 1538 cis-3-hexenyl anthranilate
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 65405-76-7 ; (Z)-3-HEXENYL ANTHRANILATE
Synonyms
  • anthranilic acid cis-3-hexenyl ester
  • (3Z)- hex-3-en-1-yl 2-aminobenzoate
  • (Z)- hex-3-enyl 2-aminobenzoate
  • (Z)- hex-3-enyl anthranilate
  • cis- hex-3-enyl anthranilate
  • [(Z)- hex-3-enyl] 2-aminobenzoate
  • hex-3(cis)-enyl anthranilate
  • (3Z)-3-hexen-1-ol 2-aminobenzoate
  • (Z)-3-hexen-1-ol 2-aminobenzoate
  • 3-hexen-1-ol, 2-aminobenzoate, (3Z)-
  • 3-hexen-1-ol, 2-aminobenzoate, (Z)-
  • (Z)-3-hexen-1-yl 2-aminobenzoate
  • (Z)-3-hexen-1-yl anthranilate
  • cis-3-hexen-1-yl anthranilate
  • 3-hexen-ol, 2-aminobenzoate, (Z)-
  • (Z)-3-hexenyl 2-aminobenzoate
  • (Z)-3-hexenyl anthranilate
  • C3 hexenyl anthranilate
  • cis-3-hexenyl anthranilate
  • [(Z)-hex-3-enyl] 2-aminobenzoate
  • 3-Hexen-1-ol, 1-(2-aminobenzoate), (3Z)-
  • 3-Hexen-1-ol, 2-aminobenzoate, (Z)-
  • 3-Hexen-1-ol, 2-aminobenzoate, (3Z)-
  • cis-3-Hexenyl anthranilate

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

[(Z)-hex-3-enyl] 2-aminobenzoate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:65405-76-7
Pubchem (cid):5372353
Pubchem (sid):135007420
Publications by Info
anthranilate derivatives

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
HMDB (The Human Metabolome Database):HMDB37694
FooDB:FDB016822
Export Tariff Code:2922.49.3800
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 219.28388977051
Specific gravity @ 25 °C
Pounds per Gallon 8.712 to 8.77
Refractive Index 1.545 to 1.554 @ 20 °C
Acid Value 2 max KOH/g
Vapor Pressure 8.9E-5 mmHg @ 25 °C
Vapor Density 1
Flash Point TCC Value 104.44 °C TCC
logP (o/w) 4.37
Solubility
alcohol Yes
water, 4.933 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Fruity
sweet, green, fruity, grape, jasmin, orangeflower, ripe, grape skin, lilac, floral, naphthyl
Odor strength medium
Substantivity 24 hour(s) at 100.00 %
Luebke, William tgsc, (2009) At 100.00 %. sweet green fruity concord grape jasmin orangeflower
Mosciano, Gerard P&F 25, No. 5, 72, (2000) At 1.00 %. Deep sweet ripe fruity, concord grape skin with a jasmine and lilac floral note and a naphthyl-like nuance
Flavor Type: Floral
floral, lilac, jasmin, fruity, berry, grape, leafy, woody, jammy
Mosciano, Gerard P&F 25, No. 5, 72, (2000) At 10.00 - 100.00 ppm. Floral lilac and jasmin with a fruity berry and anthranilate grape nuance. It leaves an interesting woody and jammy mouth feel
Can be used in grape, cherry, pineapple, plum, green leafy vegetables. Floral

Potential Uses

Applications
Odor purposes Apple, Apricot, Berry, Cherry, Grape, Grape concord grape, Green, Neroli, Peach, Petitgrain, Pineapple, Plum, Strawberry
Other purposes Jam, Ripe
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 20, Pg. 711, 1982.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 20, Pg. 711, 1982.

Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for (Z)-3-hexen-1-yl anthranilate usage levels up to:
10.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.012 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 53.00 (μg/capita/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 19
Click here to view publication 19
average usual ppmaverage maximum ppm
baked goods: 16.0000030.00000
beverages(nonalcoholic): --
beverages(alcoholic): 4.000008.00000
breakfast cereal: --
cheese: --
chewing gum: 0.100000.10000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 7.0000015.00000
fruit ices: --
gelatins / puddings: 4.000008.00000
granulated sugar: --
gravies: --
hard candy: 0.200000.20000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 84, (FGE.84)[1] - Consideration of Anthranilate derivatives evaluated by JECFA (65th meeting) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 96 (FGE.96): Consideration of 88 flavouring substances considered by EFSA for which EU production volumes / anticipated production volumes have been submitted on request by DG SANCO. Addendum to FGE. 51, 52, 53, 54, 56, 58, 61, 62, 63, 64, 68, 69, 70, 71, 73, 76, 77, 79, 80, 83, 84, 85 and 87.
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):65405-76-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5372353
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
[(Z)-hex-3-enyl] 2-aminobenzoate
Chemidplus:0065405767