(R)-massoia lactone
(R)-5-hydroxy-2-decenoic acid lactone
 
Notes:
Used as a food additive [EAFUS]
  • Firmenich
    • Firmenich Inc.
      We Create
      We create perfumes and flavors for the World's most desirable brands.
      Firmenich is the largest privately-owned company in the perfume and flavor business. Swiss and family owned, we have created many of the world’s favorite perfumes for over 100 years and produced a number of the most well known flavors we enjoy each day.
      US Email: Fred Keifer
      US Voice: +1 609 452 1000
      US Fax: +1 609 452 6077
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      Product(s):
      956990 Massoia Lactone Nat min. 96%, Kosher, Halal

      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
    • Fleurchem, Inc.
      Have A Flavorful Day
      A leading global manufacturer and supplier of ingredients for Flavors, Fragrances, AromaTherapy, Foods, Beverages, Personal Care Products, and other uses.
      Operating out of the 200,000 sq. ft., former Hercules/PFW facility in Middletown, NY; Fleurchem produces a full range of natural isolates, synthetic chemicals & specialities, essential oils and flavors. Additionally, the company performs toll manufacturing, as well as custom chemical synthesis for a wide range of clients.
      Email: Information
      US Voice: 845-341-2100
      US Fax: 845-341-2121
      Product(s):
      massoia lactone natural
       
  • Vigon International
    • Vigon International, Inc.
      Passion for Simplicity
      Manufacturer and supplier of high quality flavor and fragrance ingredients.
      The growth and success of Vigon is due in large part to a unique corporate concept that Vigon has developed and established within the industry: Creative Partnerships. This partnership concept has been and continues to be the foundation and guiding principle for all of Vigon's activities.
      US Email: Sales
      US Voice: 570-476-6300
      US Fax: 570-476-1110
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      Products List: View
      Product(s):
      500477 Massoia Lactone
       
Synonyms   Articles   Notes   Search
(6R)-6-pentyl-5,6-dihydropyran-2-one (Click)
CAS Number: 51154-96-2Picture of molecule
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:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Pubchem Patents: Search
PubMed: Search
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
Synonyms   Articles   Notes   Search   Top
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)
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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)
 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)
  
Synonyms   Articles   Notes   Search   Top
Cosmetic Information:
None found
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Suppliers:
Aurochemicals
MASSOIA LACTONE, Natural
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
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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
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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
Click here to view publication 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: --
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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
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References:
Leffingwell: chirality
 (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
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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
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
aldehydic
aldehydic
 acetyl nonyrylFL/FR
 dodecanal (aldehyde C-12 lauric)FL/FR
amber
 ambroxanFL/FR
 cistus ladaniferus resinoidFR
animal
 costus valerolactoneFR
anisic
para-anisaldehydeFL/FR
balsamic
 amyris wood oilFL/FR
siam benzoin resinoidFL/FR
 benzyl cinnamateFL/FR
 benzyl salicylateFL/FR
isobutyl cinnamateFL/FR
 cinnamyl alcoholFL/FR
 clover nitrileFR
 ethyl cinnamateFL/FR
 methyl cinnamateFL/FR
3-phenyl propyl alcoholFL/FR
buttery
 acetoinFL/FR
 acetyl butyrylFL/FR
 acetyl isobutyrylFL/FR
 acetyl propionylFL/FR
 butyl butyryl lactateFL/FR
caramellic
2-oxobutyric acidFL/FR
 cycloteneFL/FR
 ethyl maltolFL/FR
 levulinic acidFL/FR
 strawberry furanoneFL/FR
 strawberry furanone acetateFL/FR
cheesy
 butyric acidFL/FR
2-heptanoneFL/FR
chocolate
isoamyl phenyl acetateFL/FR
citrus
 bergamot oilFL/FR
coconut
 coconut decanone methylFR
 coconut naphthalenoneFL/FR
delta-decalactoneFL/FR
delta-2-dodecenolactoneFL/FR
gamma-heptalactoneFL/FR
delta-heptalactoneFL/FR
delta-nonalactoneFL/FR
gamma-nonalactone (aldehyde C-18 (so-called))FL/FR
gamma-octalactoneFL/FR
delta-octalactoneFL/FR
 propyl octanoateFL/FR
 tetrahydrojasmoneFR
delta-undecalactoneFL/FR
 wine lactoneFL/FR
creamy
 butyl lactateFL/FR
gamma-butyrolactoneFL/FR
 creamy lactoneFL/FR
3-heptyl dihydro-5-methyl-2(3H)-furanoneFL/FR
para-vanillic acidFL/FR
para-vanillyl alcoholFL/FR
earthy
1-nonen-3-olFL/FR
fatty
(Z)-dairy lactoneFL/FR
 decanolFL/FR
 ethyl undecylenateFL/FR
 lauric acidFL/FR
4-methyl octanoic acidFL/FR
fermented
 butyl laevo-lactateFL/FR
floral
alpha-amyl cinnamaldehydeFL/FR
isoamyl salicylateFL/FR
 benzyl acetateFL/FR
 bois de rose oil brazilFL/FR
 citronellolFL/FR
 coriander seed oilFL/FR
 cyclamen aldehydeFL/FR
 cyclohexyl ethyl alcoholFL/FR
 dihydrojasmoneFL/FR
 dihydrojasmone lactoneFL/FR
 dimethyl benzyl carbinolFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
 floral pyranolFR
 geraniolFL/FR
 heliotropinFL/FR
 heliotropyl acetoneFL/FR
(Z)-3-hexen-1-yl salicylateFL/FR
 hexenyl cyclopentanoneFR
alpha-hexyl cinnamaldehydeFL/FR
 hyacinth etherFR
 hydroxycitronellalFL/FR
 jasmin lactone (IFF)FL/FR
 leerallFR
laevo-linaloolFL/FR
 linaloolFL/FR
 linalool oxideFL/FR
para-methyl acetophenoneFL/FR
 methyl dihydrojasmonateFL/FR
 muguet carboxaldehydeFR
 nerolFL/FR
 nerolidolFL/FR
 ocean propanalFL/FR
2-pentyl cyclopentanoneFR
 phenethyl alcoholFL/FR
 phenethyl phenyl acetateFL/FR
 rhodinolFL/FR
fruity
 acetoin acetateFL/FR
 amyl heptanoateFL/FR
isoamyl octanoateFL/FR
 benzyl propionateFL/FR
gamma-decalactoneFL/FR
 farnesyl acetoneFL/FR
4-hydroxybenzyl alcoholFL/FR
 methyl (Z)-5-octenoateFL/FR
isopropyl octanoateFL/FR
 raspberry ketoneFL/FR
 raspberry ketone acetateFL/FR
 raspberry ketone methyl etherFL/FR
 strawberry glycidate 1 (aldehyde C-16 (so-called))FL/FR
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
green
isobutyl benzyl carbinolFL/FR
alpha-decalactoneFL/FR
(Z)-4-hepten-1-olFL/FR
(Z)-4-heptenalFL/FR
(Z)-4-heptenal diethyl acetalFL/FR
 ivy dioxolaneFR
herbal
 clary sage oil franceFL/FR
mushroom
3-octen-2-olFL/FR
naphthyl
beta-naphthyl ethyl etherFL/FR
powdery
para-anisyl alcoholFL/FR
soapy
 ethyl undecanoateFL/FR
 cassia bark oil chinaFL/FR
isoeugenyl acetateFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl heptadienoneFL/FR
sweet
 vanilla bean absolute (vanilla planifolia)FL/FR
 vanilla oleoresin baliFL/FR
terpenic
alpha-terpineolFL/FR
tonka
6-amyl-alpha-pyroneFL/FR
 coumarinFR
gamma-hexalactoneFL/FR
 mint lactoneFL/FR
 whiskey lactoneFL/FR
tropical
delta-dodecalactoneFL/FR
 glyceryl 5-hydroxydecanoateFL/FR
 glyceryl 5-hydroxydodecanoateFL/FR
vanilla
ortho-dimethyl hydroquinoneFL/FR
 ethyl vanillinFL/FR
 ethyl vanillin isobutyrateFL/FR
 ethyl vanillin propylene glycol acetalFL/FR
 vanillinFL/FR
 vanillyl acetateFL/FR
 vanillyl isobutyrateFL/FR
 vanillylidene acetoneFL/FR
vegetable
 methionalFL/FR
waxy
 allyl nonanoateFL/FR
1-dodecanolFL/FR
 ethyl palmitateFL/FR
 methyl laurateFL/FR
 myristyl alcoholFL/FR
2-nonanolFL/FR
 octyl isobutyrateFL/FR
delta-tetradecalactoneFL/FR
2-tridecanoneFL/FR
 undecanoic acidFL/FR
woody
 amber carbinolFR
 guaiacwood oilFL/FR
 methyl cedryl ketoneFL/FR
 patchouli ethanoneFR
 santallFR
 woody acetateFR
(Z)-woody amyleneFR
 
For Flavor
 
No flavor group found for these
 allyl methyl trisulfideFL
2-butyl thiopheneFL
 coconut naphthalenoneFL/FR
 cyclamen aldehydeFL/FR
 cyclohexyl ethyl alcoholFL/FR
alpha-decalactoneFL/FR
6-decenoic acidFL
 dimethyl benzofuranoneFL
 dimethyl benzyl carbinolFL/FR
ortho-dimethyl hydroquinoneFL/FR
delta-2-dodecenolactoneFL/FR
 farnesyl acetoneFL/FR
delta-heptalactoneFL/FR
 heptanal 2,3-butane diol acetalFL
 jasmin lactone (IFF)FL/FR
 lauric acidFL/FR
laevo-linaloolFL/FR
 massoia bark oilFL
 methyl cedryl ketoneFL/FR
 myristyl alcoholFL/FR
2-nonanolFL/FR
 propyl octanoateFL/FR
(R)-tonka furanoneFL
 wine lactoneFL/FR
acidic
 levulinic acidFL/FR
aldehydic
 acetyl nonyrylFL/FR
 decanolFL/FR
balsamic
siam benzoin resinoidFL/FR
 benzyl salicylateFL/FR
isobutyl benzyl carbinolFL/FR
isobutyl cinnamateFL/FR
 ethyl cinnamateFL/FR
 vanillylidene acetoneFL/FR
berry
 heliotropyl acetoneFL/FR
 raspberry ketone acetateFL/FR
 raspberry ketone methyl etherFL/FR
buttery
 butyl laevo-lactateFL/FR
 diacetylFL
cabbage
 methyl 2-thiofuroateFL
caramellic
 caramel furanoneFL
 cycloteneFL/FR
 ethyl maltolFL/FR
 strawberry furanoneFL/FR
cheesy
2-heptanoneFL/FR
citrus
 bergamot oilFL/FR
 linaloolFL/FR
 nerolFL/FR
alpha-terpineolFL/FR
coconut
delta-decalactoneFL/FR
6-methyl coumarinFL
delta-octalactoneFL/FR
creamy
 acetoinFL/FR
 acetyl butyrylFL/FR
 acetyl isobutyrylFL/FR
6-amyl-alpha-pyroneFL/FR
para-anisaldehydeFL/FR
 butyl butyryl lactateFL/FR
2-oxobutyric acidFL/FR
 creamy lactoneFL/FR
5,5-dibutyl dihydrofuran-2(3H)-oneFL
delta-dodecalactoneFL/FR
 glyceryl 5-hydroxydecanoateFL/FR
 glyceryl 5-hydroxydodecanoateFL/FR
gamma-hexalactoneFL/FR
para-methyl acetophenoneFL/FR
 mint lactoneFL/FR
delta-nonalactoneFL/FR
gamma-nonalactone (aldehyde C-18 (so-called))FL/FR
 octyl isobutyrateFL/FR
 triacetinFL
delta-undecalactoneFL/FR
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
para-vanillic acidFL/FR
para-vanillyl alcoholFL/FR
dairy
 butyl lactateFL/FR
 methyl (Z)-5-octenoateFL/FR
dextro,laevo-3-(methyl thio) butanoneFL
earthy
1-nonen-3-olFL/FR
fatty
(Z)-dairy lactoneFL/FR
 ethyl undecylenateFL/FR
4-methyl octanoic acidFL/FR
2,4-octadien-1-olFL
delta-tetradecalactoneFL/FR
2-tridecanoneFL/FR
floral
isoamyl phenyl acetateFL/FR
 bois de rose oil brazilFL/FR
 citronellolFL/FR
 dihydrojasmoneFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
 geraniolFL/FR
 methyl dihydrojasmonateFL/FR
 ocean propanalFL/FR
 phenethyl alcoholFL/FR
 rhodinolFL/FR
fruity
 acetoin acetateFL/FR
 acetyl isovalerylFL
 amyl heptanoateFL/FR
isoamyl octanoateFL/FR
para-anisyl alcoholFL/FR
 benzyl acetateFL/FR
 benzyl propionateFL/FR
gamma-decalactoneFL/FR
 heliotropinFL/FR
3-heptyl dihydro-5-methyl-2(3H)-furanoneFL/FR
4-hydroxybenzyl alcoholFL/FR
isopropyl octanoateFL/FR
 raspberry ketoneFL/FR
 strawberry glycidate 1 (aldehyde C-16 (so-called))FL/FR
green
isoamyl salicylateFL/FR
 cinnamyl alcoholFL/FR
(Z)-4-hepten-1-olFL/FR
(Z)-4-heptenalFL/FR
(Z)-4-heptenal diethyl acetalFL/FR
(Z)-3-hexen-1-yl salicylateFL/FR
 linalool oxideFL/FR
 methyl heptadienoneFL/FR
 nerolidolFL/FR
herbal
 clary sage oil franceFL/FR
 coriander seed oilFL/FR
honey
 phenethyl phenyl acetateFL/FR
lactonic
gamma-heptalactoneFL/FR
gamma-octalactoneFL/FR
milky
gamma-butyrolactoneFL/FR
mushroom
3-octen-2-olFL/FR
powdery
beta-naphthyl ethyl etherFL/FR
soapy
 dodecanal (aldehyde C-12 lauric)FL/FR
1-dodecanolFL/FR
sour
 butyric acidFL/FR
spicy
 benzyl cinnamateFL/FR
 benzylidene acetoneFL
 cassia bark oil chinaFL/FR
isoeugenyl acetateFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl cinnamateFL/FR
3-phenyl propyl alcoholFL/FR
 strawberry furanone acetateFL/FR
 vanilla bean absolute (vanilla planifolia)FL/FR
 vanilla oleoresin baliFL/FR
toasted
 acetyl propionylFL/FR
tomato
 methionalFL/FR
tropical
alpha-amyl cinnamaldehydeFL/FR
vanilla
 ethyl vanillinFL/FR
 ethyl vanillin isobutyrateFL/FR
 ethyl vanillin propylene glycol acetalFL/FR
 vanillinFL/FR
 vanillyl acetateFL/FR
 vanillyl isobutyrateFL/FR
waxy
 allyl nonanoateFL/FR
 dihydrojasmone lactoneFL/FR
 ethyl palmitateFL/FR
 ethyl undecanoateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 hydroxycitronellalFL/FR
 methyl laurateFL/FR
 octyl 2-furoateFL
 undecanoic acidFL/FR
woody
 ambroxanFL/FR
 amyris wood oilFL/FR
 guaiacwood oilFL/FR
 whiskey lactoneFL/FR
 
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Potential Uses:
 coconutFL
 creamFL
 nutFL
 vanillaFL
 waxy 
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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  Picture
 osmanthus
Search Trop  Picture
 tobacco burley tobacco
Search  Picture
 tuberose
Search Trop  Picture
 wine
Search  Picture
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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)-
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