(R)-massoia lactone
(R)-5-hydroxy-2-decenoic acid lactone

Sponsors

Name: (6R)-6-pentyl-5,6-dihydropyran-2-one
CAS Number: 51154-96-2Picture of molecule3D/inchi
Other: 38733-05-0
FDA UNII: 847O2V0IOA
Nikkaji Web: J11.190B
Beilstein Number: 4177048
XlogP3-AA: 3.10 (est)
Molecular Weight: 168.23592000
Formula: C10 H16 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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NCBI: Search
JECFA Food Flavoring: 246 5-hydroxy-2-decenoic acid delta-lactone
FEMA Number: 3744 5-hydroxy-2-decenoic acid delta-lactone
FDA Mainterm: 5-HYDROXY-2-DECENOIC ACID DELTA-LACTONE
 
Physical Properties:
Appearance: pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity: 0.98200 to 0.99200 25.00 °C.
Pounds per Gallon - (est).: 8.171 to 8.254
Refractive Index: 1.46700 to 1.47700 @ 20.00 °C.
Boiling Point: 170.00 to 174.00 °C. @ 760.00 mm Hg
Boiling Point: 112.00 °C. @ 1.40 mm Hg
Vapor Pressure: 0.003000 mm/Hg @ 25.00 °C. (est)
Flash Point: > 200.00 °F. TCC ( > 93.33 °C. )
logP (o/w): 2.540 (est)
Soluble in:
 alcohol
 water, 614.3 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor Type: coconut
Odor Strength: medium ,
recommend smelling in a 1.00 % solution or less
 sweet coconut lactonic creamy milky waxy
Odor Description:
at 1.00 % in propylene glycol.
sweet coconut meat lactonic creamy milky waxy
 sweet coconut lactonic creamy milky waxy
Odor Description:
Sweet, coconut meat, lactonic, creamy, milky and waxy
Mosciano, Gerard P&F 19, No. 1, 27, (1994)
Flavor Type: coconut
 creamy coconut milky green fruity
Taste Description:
at 20.00 ppm.
Creamy, coconut, milky, green and slightly fruity
Mosciano, Gerard P&F 19, No. 1, 27, (1994)
Odor and/or flavor descriptions from others (if found).
Firmenich
MASSOIA LACTONE NAT min. 96%, Kosher, Halal
Taste Description: Very pleasant creamy, coconut, spicy and celery notes
MASSOIA LACTONE is a cost effective natural lactone which brings a very particular creamy, coconut and spicy profile to all kinds of dairy, fruit and nut flavors.
 
Cosmetic Information:
None found
 
Suppliers:
Aurochemicals
MASSOIA LACTONE, Natural
BOC Sciences
For experimental / research use only.
(R)-Massoialactone 95%
Citrus and Allied Essences
Massoia Lactone 95% (natural)
Market Report
Firmenich
MASSOIA LACTONE NAT
min. 96%, Kosher, Halal
Flavor: Very pleasant creamy, coconut, spicy and celery notes
MASSOIA LACTONE is a cost effective natural lactone which brings a very particular creamy, coconut and spicy profile to all kinds of dairy, fruit and nut flavors.
Fleurchem
massoia lactone natural
Parchem
(R)-massoia lactone
Reincke & Fichtner
(R)-Massoia Lactone natural
Vigon International
Massoia Lactone
 
Safety Information:
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
R 43 - May cause sensitisation by skin contact.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
 
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-mouse LD50 1890 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 40, 1964.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavoring agents
IFRA: View Standard
Recommendation for (R)-massoia lactone usage levels up to:
 PROHIBITED: Should not be used as a fragrance ingredient.
 
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: 14
 average usual ppmaverage maximum ppm
baked goods: -1.00000
beverages(nonalcoholic): -0.50000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -4.00000
condiments / relishes: --
confectionery froastings: -1.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: -0.20000
hard candy: -4.00000
imitation dairy: -2.00000
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: -0.20000
seasonings / flavors: --
snack foods: --
soft candy: -0.50000
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of lactones used as flavor ingredients.View pdf
EPI System: View
EPA Substance Registry Services (TSCA): 51154-96-2
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 642793
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 (6R)-6-pentyl-5,6-dihydropyran-2-one
Chemidplus: 0051154962
 
References:
Leffingwell: Chirality or Article
 (6R)-6-pentyl-5,6-dihydropyran-2-one
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 51154-96-2
Pubchem (cid): 642793
Pubchem (sid): 135000502
Pherobase: View
 
Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB34452
FooDB: FDB012861
Export Tariff Code: 2932.29.6000
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
 
Potential Blenders and core components note
For Odor
For Flavor
No flavor group found for these
allyl methyl trisulfide
FL
2-
butyl thiophene
FL
6-
decenoic acid
FL
dimethyl benzofuranone
FL
heptanal 2,3-butane diol acetal
FL
massoia bark oil
FL
4-
methyl pentyl 4-methyl valerate
FL
(R)-
tonka furanone
FL
buttery
buttery
diacetyl
FL
cabbage
methyl 2-thiofuroate
FL
caramellic
caramel furanone
FL
coconut
massoia bark oil CO2 extract
FL
6-
methyl coumarin
FL
creamy
5,5-
dibutyl dihydrofuran-2(3H)-one
FL
dihydrocoumarin
FL
massoia lactone
FL
triacetin
FL
fatty
2,4-
octadien-1-ol
FL
fruity
acetyl isovaleryl
FL
banana coconut cream flavor
FL
ethyl (E)-2-octenoate
FL
2-
furyl pentyl ketone
FL
kiwi distillates
FL
(Z)-3-
nonen-1-yl acetate
FL
(Z)-5-
octen-1-yl acetate
FL
green
2-
ethyl butyraldehyde
FL
(E)-3-
hexenoic acid
FL
methyl 2-undecynoate
FL
3-(5-
methyl-2-furyl) butanal
FL
4-
methyl-2-pentenal
FL
2,4-
octadienal
FL
(E,E)-2,4-
octadienal
FL
milky
dextro,laevo-3-(
methyl thio) butanone
FL
pungent
acetaldehyde
FL
spicy
benzylidene acetone
FL
tropical
guava distillates
FL
psidium guajava fruit
FL
waxy
octyl 2-furoate
FL
 
Potential Uses:
 coconutFL
 creamFL
 nutFL
 vanillaFL
 waxy 
 
Occurrence (nature, food, other): note
 cistus oil @ 0.1%
Data GC Search Trop Picture
 cryptocaria massoia
Search Trop Picture
 massoi bark oil
Search Trop Picture
 molasses
Search PMC Picture
 osmanthus
Search Trop Picture
 tobacco burley tobacco
Search Picture
 tuberose
Search Trop Picture
 wine
Search Picture
 
Synonyms:
(R)-cocolactone
(R)-5,6-dihydro-6-pentyl-2H-pyran-2-one
(R)-5-hydroxy-2-decenoic acid lactone
(R)-massoia lactone nat
(R)-massoia lactone natural
(R)-massoialactone
(R)-()-massoialactone
(R)-massoilactone
(6R)-6-pentyl-5,6-dihydro-2H-pyran-2-one
2H-pyran-2-one, 5,6-dihydro-6-pentyl-, (6R)-
2H-pyran-2-one, 5,6-dihydro-6-pentyl-, (R)-
 
 
Notes:
Used as a food additive [EAFUS]
 
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