(R)-(+)-citronellal
(R)-3,7-dimethyl-6-octenal
 
Notes:
Constit. of citronella oil. Also in citrus, lavender, eucalyptus oils and others. Flavouring agent
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      Product(s):
      2385-77-5 6-Octenal,3,7-dimethyl-, (3R)- >95.0%(GC)
       
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CAS Number: 2385-77-5Picture of molecule3D/inchi
Other(deleted CASRN): 951036-03-6
ECHA EINECS - REACH Pre-Reg: 219-194-5
Nikkaji Web: J43.580E
Beilstein Number: 1720791
MDL: MFCD00067089
XlogP3-AA: 3.00 (est)
Molecular Weight: 154.25266000
Formula: C10 H18 O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance 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
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Appearance: colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.85100 @  25.00 °C.
Refractive Index: 1.44800 @  20.00 °C.
Boiling Point: 207.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.215000 mmHg @ 25.00 °C. (est)
Flash Point: 185.00 °F. TCC ( 85.00 °C. )
logP (o/w): 3.830
Soluble in:
 alcohol
 water, 38.94 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: herbal
 
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 
 fresh  herbal  citrus  
Odor Description:
at 100.00 %. 
fresh herbal citrus
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
6-Octenal,3,7-dimethyl-, (3R)- >95.0%(GC)
Santa Cruz Biotechnology
For experimental / research use only.
(R)-(+)-Citronellal
Sigma-Aldrich: Aldrich
For experimental / research use only.
(R)-(+)-Citronellal technical grade, 90%
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Safety Information:
Preferred SDS: View
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
 
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 2385-77-5
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 75427
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (3R)-3,7-dimethyloct-6-enal
Chemidplus: 0002385775
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References:
Leffingwell: Chirality or Article
 (3R)-3,7-dimethyloct-6-enal
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 2385-77-5
Pubchem (cid): 75427
Pubchem (sid): 135031062
Pherobase: View
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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
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C09848
HMDB (The Human Metabolome Database): HMDB35820
FooDB: FDB014582
Export Tariff Code: 2912.19.2000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
For Odor
citrus
citrus
(S)-(-)-citronellalFL/FR
2-ethyl-1-hexanolFL/FR
 jambu flower oil brazil 
 ocimene quintoxideFL/FR
 panax quinquefolius root tinctureFL/FR
beta-sinensalFL/FR
 tetrahydromyrcenyl acetateFR
floral
 cilantro herb oil egyptFL/FR
 dihydromyrceneFR
 geranyl tiglateFL/FR
 methyl nerate 
 undecanal dimethyl acetalFR
fruity
 ocimen-1-yl acetateFR
green
 agrumen aldehydeFR
 cilantro leaf oilFL/FR
3,6-ivy carbaldehydeFL/FR
herbal
6-acetoxydihydrotheaspiraneFL/FR
 acorus calamus rhizome oilFR
 citrus ocimenol acetateFR
 eucalyptus citriodora oilFR
 freesia heptanolFL/FR
 geranic oxideFL/FR
 jambu oleoresinFL/FR
 petitgrain heptaneFR
 saffron pyranoneFR
oswego tea specialtyFR
2,4,6-trimethyl-6-(3-methyl-2-buten-1-yl)-2-cyclohexen-1-one 
pine
 dipentene terpene hydrocarbon byproductsFR
spicy
 cubeb oil CO2 extract (piper cubeba)FL/FR
 ginger oleoresin africaFL/FR
 ginger root oil cochinFL/FR
terpenic
gamma-terpineneFL/FR
woody
 polylimoneneFL/FR
 
For Flavor
 
No flavor group found for these
6-acetoxydihydrotheaspiraneFL/FR
(S)-(-)-citronellalFL/FR
2-heptyl cyclopropane carboxylic acidFL
 jambu flower oil brazil 
 methyl nerate 
3-octyl butyrateFL
 polylimoneneFL/FR
beta-sinensalFL/FR
2,4,6-trimethyl-6-(3-methyl-2-buten-1-yl)-2-cyclohexen-1-one 
(E)-4-undecenalFL
 panax quinquefolius root tinctureFL/FR
camphoreous
 geranic oxideFL/FR
citrus
 cilantro leaf oilFL/FR
 freesia heptanolFL/FR
cooling
 jambu oleoresinFL/FR
earthy
 panax quinquefolius root extractFL
fatty
2-ethyl-1-hexanolFL/FR
floral
 geranyl tiglateFL/FR
green
3,6-ivy carbaldehydeFL/FR
 ocimene quintoxideFL/FR
herbal
 cilantro herb oil egyptFL/FR
spicy
 cubeb oil CO2 extract (piper cubeba)FL/FR
 ginger oleoresin africaFL/FR
 ginger root oil cochinFL/FR
terpenic
gamma-terpineneFL/FR
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 basil clove basil
Search Trop  Picture
 citronella oil
Search  PMC Picture
 eucalyptus oil
Search Trop  Picture
 lavender oil
Search Trop  Picture
 lemon balm shoot
Search Trop  Picture
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Synonyms:
(3R)-(+)-citronellal
(R)-3,7-dimethyl oct-6-enal
(3R)-3,7-dimethyl-6-octenal
(R)-3,7-dimethyl-6-octenal
(3R)-3,7-dimethyloct-6-enal
(R)-3,7-dimethyloct-6-enal
6-octenal, 3,7-dimethyl-, (3R)-
6-octenal, 3,7-dimethyl-, (R)-
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Articles:
PubMed: Repellent constituents of essential oil of Cymbopogon distans aerial parts against two stored-product insects.
PubMed: Inhibitory effects of terpenoids on multidrug resistance-associated protein 2- and breast cancer resistance protein-mediated transport.
PubMed: Enantioselective total synthesis of isishippuric acid B via intramolecular Michael reaction.
PubMed: First enantiospecific synthesis of (-)-parvifoline and (-)-curcuquinone.
PubMed: Inhibition of P-glycoprotein-mediated transport by terpenoids contained in herbal medicines and natural products.
PubMed: Effects of citronellal, a monoterpenoid in Zanthoxyli Fructus, on the intestinal absorption of digoxin in vitro and in vivo.
PubMed: Photochemical release of aldehydes from alpha-acetoxy nitroveratryl ethers.
PubMed: Inhibition of P-glycoprotein-mediated transport by extracts of and monoterpenoids contained in Zanthoxyli fructus.
PubMed: Characteristic odor components of Citrus sphaerocarpa Tanaka (Kabosu) cold-pressed peel oil.
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