EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

geosmin
[4S-(4a,4aa,8ab)]-octahydro-4,8a-dimethyl-4a(2H)-naphthalenol

Sponsors

Name:(4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
CAS Number: 19700-21-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:243-239-8
FDA UNII:MYW912WXJ4
Nikkaji Web:J3.785K
Beilstein Number:2410491
CoE Number:10216
XlogP3-AA:3.30 (est)
Molecular Weight:182.30654000
Formula:C12 H22 O
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
FLAVIS Number:02.237 (Old)
 
Physical Properties:
Appearance:yellow clear liquid (est)
Assay: 92.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 270.00 to 271.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.001000 mm/Hg @ 25.00 °C. (est)
Flash Point: 219.00 °F. TCC ( 103.89 °C. )
logP (o/w): 3.497 (est)
Soluble in:
 alcohol
 water, 156.7 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: earthy
Odor Strength:high ,
recommend smelling in a 0.10 % solution or less
fresh musty earthy humus
Odor Description:at 1.00 % in dipropylene glycol. fresh musty earthy soil
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
4a(2H)-Naphthalenol,octahydro-4,8a-dimethyl-, (4S,4aS,8aR)-
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
Safety Information:
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
 
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
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for geosmin usage levels up to:
  0.0500 % in the fragrance concentrate.
 
 
Safety References:
EPI System: View
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
Env. Mutagen Info. Center:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :29746
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
Chemidplus:0019700211
 
References:
Leffingwell:Chirality or Article
 (4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):29746
Pubchem (sid):135339892
Flavornet:19700-21-1
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
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C16286
HMDB (The Human Metabolome Database):HMDB36461
FooDB:FDB015352
YMDB (Yeast Metabolome Database):YMDB01699
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
No odor group found for these
dehydrolinalool
FL/FR
alliaceous
alliaceous
dipropyl disulfide
FL/FR
amber
amber oxepin
FR
alpha-
ambrinol
FL/FR
animal
iso
butyl quinoline
FR
indoletal
FR
anise
sweet
fennel seed oil
FL/FR
balsamic
(E)-
benzyl tiglate
FL/FR
dextro-
borneol
FL/FR
iso
bornyl formate
FL/FR
bornyl formate
FL/FR
T-
cadinol
FL/FR
cinnamyl formate
FL/FR
dextro-
fenchone
FL/FR
fir needle oil siberia
FL/FR
citrus
(E+Z)-4,8-
dimethyl-3,7-nonadien-2-yl acetate
FL/FR
grapefruit oil terpeneless
FL/FR
marine nitrile
FR
cocoa
2-iso
butyl-3,5-(and 3,6)-dimethyl pyrazine
FL/FR
coconut
delta-
heptalactone
FL/FR
earthy
bean pyrazine
FL/FR
dibenzyl ether
FL/FR
2-
ethyl fenchol
FL/FR
2-
ethyl-3-methoxypyrazine
FL/FR
(-)-alpha-
fenchol
FL/FR
heptanal cyclic acetal with glycerol
FL/FR
heptanal glyceryl acetal
FL/FR
(Z)-
linalool oxide (furanoid)
FL/FR
methyl 3-hexenoate
FL/FR
methyl undecylenate
FL/FR
muscogene
FR
1-
nonen-3-ol
FL/FR
nutty pyrazine
FL/FR
3-
octanol
FL/FR
2-
octanone
FL/FR
(Z)-4-
octen-1-ol
FL/FR
3-
octen-2-one
FL/FR
1-
octen-3-ol
FL/FR
1-
octen-3-one
FL/FR
2-
octyl acetate
FL/FR
patchouli cyclohexanol
FR
ethereal
ethyl 4-pentenoate
FL/FR
fatty
3-
decen-2-one
FL/FR
(E)-2-
decenal
FL/FR
methyl 10-undecenoate
FL/FR
methyl 2-hexenoate
FL/FR
(E)-2-
octenal
FL/FR
floral
dihydro-alpha-ionone
FL/FR
dihydrorose oxide
FR
dimethyl benzyl carbinyl butyrate
FL/FR
earthy indane
FR
floral methanol
FR
geranium oil africa
FL/FR
geranium oil egypt
FL/FR
geranium oil morocco
FL/FR
lilac pentanol
FL/FR
linalool oxide
FL/FR
2-
methyl-4-phenyl butanal
FL/FR
octyl acetate
FL/FR
2-
pentyl cyclopentanone
FR
phenethyl butyl ether
FR
phenyl acetaldehyde 2,3-butylene glycol acetal
FL/FR
2-
phenyl propionaldehyde dimethyl acetal
FL/FR
2-
phenyl propionaldehyde ethylene glycol acetal
FR
2-
phenyl propyl acetate
FL/FR
rose pyran
FR
fruity
amyl formate
FL/FR
butyl propionate
FL/FR
2-
methyl butyl isovalerate
FL/FR
2-
nonanone
FL/FR
octyl butyrate
FL/FR
2-
pentyl furan
FL/FR
styralyl butyrate
FL/FR
tropical indene
FR
tropical thiazole
FL/FR
tropical trithiane
FL/FR
fungal
1-
decen-3-ol
FL/FR
hydroxymethyl hexyl ethyl ketone
FL/FR
green
iso
amyl formate
FL/FR
iso
butyl heptanoate
FL/FR
iso
butyl methyl ketone
FL/FR
2-sec-
butyl thiazole
FL/FR
cortex pyridine
FL/FR
cumin acetaldehyde
FL/FR
iso
cyclocitral (IFF)
FL/FR
earthy acetal
FL/FR
galbanum oil
FL/FR
geranium absolute
FL/FR
heptanal (aldehyde C-7)
FL/FR
(Z)-4-
hexen-1-ol
FL/FR
(E)-3-
hexen-1-ol
FL/FR
(Z)-3-
hexen-1-yl isovalerate
FL/FR
(Z)-3-
hexen-1-yl tiglate
FL/FR
3-
hexenyl 2-methyl butyrate
FL/FR
english
ivy leaf absolute
FR
(Z)-
leaf acetal
FL/FR
methyl cyclocitrone (IFF)
FR
phenyl acetaldehyde dimethyl acetal
FL/FR
1-
phenyl-2-pentanol
FL/FR
2-
propenyl-para-cymene
FR
4-iso
propyl quinoline
FL/FR
iso
propyl quinoline
FR
seaweed absolute (fucus vesiculosus et serratus)
FL/FR
3,5,5-
trimethyl hexanol
FL/FR
violet leaf absolute
FL/FR
herbal
1-
allyl-2,2,7,7-tetramethyl cycloheptanol
FR
celery undecene
FR
dimethyl cyclormol (IFF)
FR
geranium concrete
FL/FR
cis-
herbal cyclohexane
FR
herbal dioxane
FR
herbal ketone
FR
6-
hydroxydihydrotheaspirane (mixture of isomers)
FL/FR
linalyl formate
FL/FR
2-
methyl-3-buten-2-ol
FL/FR
(E)-6-
methyl-3-hepten-2-one
FL/FR
nonisyl formate
FR
1-
octen-3-yl acetate
FL/FR
perillaldehyde
FL/FR
tagete oil south africa
FL/FR
viridiflorol
FL/FR
minty
(-)-iso
pulegol
FL/FR
moldy
strawberry furanone methyl ether
FL/FR
mossy
oakmoss absolute
FL/FR
veramoss (IFF)
FR
mushroom
(R)-1-
octen-3-ol
FL/FR
1-
octen-3-yl butyrate
FL/FR
musty
menthofuran
FL/FR
naphthyl
ortho-
methyl anisole
FL/FR
nutty
2-
acetyl-3-ethyl pyrazine
FL/FR
filbert pyrazine
FL/FR
2-
methyl thio-3,5 or 6-methyl pyrazine
FL/FR
2-
methyl-3-ethoxypyrazine
FL/FR
2,3,5-
trimethyl pyrazine
FL/FR
spicy
4-
carvomenthenol
FL/FR
beta-
caryophyllene alcohol
FL/FR
alpha-
caryophyllene alcohol
FL/FR
caryophyllene alcohol
FL/FR
cuminaldehyde
FL/FR
ginger oleoresin
FL/FR
2-
octanol
FL/FR
vegetable
methional
FL/FR
waxy
1-
dodecanol
FL/FR
nonanoic acid
FL/FR
(Z)-3-
nonen-1-ol
FL/FR
octyl isobutyrate
FL/FR
2-
tridecanone
FL/FR
woody
beta-
caryophyllene alcohol acetate
FL/FR
cyperus root oil (cyperus scariosus)
FR
dihydro-beta-ionone
FL/FR
herbal norbornane
FR
iso
longifolene ketone
FR
orris hexanone
FR
patchouli oil
FL/FR
pinacol
FR
beta-
terpineol
FL/FR
verdoxan
FR
vetiver oil haiti
FL/FR
For Flavor
No flavor group found for these
bean pyrazine
FL/FR
benzyl disulfide
FL
dextro-
borneol
FL/FR
bornyl formate
FL/FR
iso
butyl heptanoate
FL/FR
4-
butyl thiazole
FL
2-sec-
butyl thiazole
FL/FR
2-iso
butyl-3,5-(and 3,6)-dimethyl pyrazine
FL/FR
T-
cadinol
FL/FR
caryophyllene alcohol
FL/FR
alpha-
caryophyllene alcohol
FL/FR
beta-
caryophyllene alcohol
FL/FR
beta-
caryophyllene alcohol acetate
FL/FR
dehydrolinalool
FL/FR
dimethyl dihydrocyclopentapyrazine
FL
(E+Z)-4,8-
dimethyl-3,7-nonadien-2-yl acetate
FL/FR
earthy acetal
FL/FR
ethyl 4-pentenoate
FL/FR
2-
ethyl-3-methoxypyrazine
FL/FR
2-
ethyl-4,5-dimethyl oxazole
FL
fig leaf absolute
FL
green pea pyrazine
FL
heptanal cyclic acetal with glycerol
FL/FR
heptanal glyceryl acetal
FL/FR
(E,E)-2,4-
hexadien-1-ol
FL
hydroxymethyl hexyl ethyl ketone
FL/FR
(Z)-
linalool oxide (furanoid)
FL/FR
linalyl formate
FL/FR
2-
methoxy-3-propyl pyrazine
FL
methyl 2-hexenoate
FL/FR
tris(
methyl thio) methane
FL
2-
methyl-3-buten-2-ol
FL/FR
2-
methyl-3-ethoxypyrazine
FL/FR
(E)-6-
methyl-3-hepten-2-one
FL/FR
2-
methyl-4-phenyl butanal
FL/FR
1,5-
octadien-3-ol
FL
1,5-
octadien-3-one
FL
(Z)-4-
octen-1-ol
FL/FR
2-
octyl acetate
FL/FR
(E)-2-
penten-1-ol
FL
phenyl acetaldehyde 2,3-butylene glycol acetal
FL/FR
2-
phenyl propyl acetate
FL/FR
4-iso
propyl quinoline
FL/FR
2-
propyl thiazole
FL
seaweed absolute (fucus vesiculosus et serratus)
FL/FR
beta-
terpineol
FL/FR
viridiflorol
FL/FR
alliaceous
alliaceous
dipropyl disulfide
FL/FR
tropical thiazole
FL/FR
amber
alpha-
ambrinol
FL/FR
anise
sweet
fennel seed oil
FL/FR
astringent
2,3-
dimethyl quinoxaline
FL
balsamic
(E)-
benzyl tiglate
FL/FR
fir needle oil siberia
FL/FR
berry
dihydro-alpha-ionone
FL/FR
camphoreous
(-)-alpha-
fenchol
FL/FR
6-
hydroxydihydrotheaspirane (mixture of isomers)
FL/FR
ortho-
methyl anisole
FL/FR
cheesy
2-
nonanone
FL/FR
citrus
grapefruit oil terpeneless
FL/FR
coffee
methyl furfuryl mercaptopropionate
FL
cooling
4-
carvomenthenol
FL/FR
dextro-
fenchone
FL/FR
creamy
3-
octen-2-one
FL/FR
octyl isobutyrate
FL/FR
dairy
2-
octanone
FL/FR
earthy
1-
decen-3-ol
FL/FR
2-
ethyl fenchol
FL/FR
1-
nonen-3-ol
FL/FR
1,8-
octane dithiol
FL
1-
octen-3-one
FL/FR
fatty
nonanoic acid
FL/FR
(E)-2-
octenal
FL/FR
(E)-2-
octenoic acid
FL
2-
tridecanone
FL/FR
floral
dimethyl benzyl carbinyl butyrate
FL/FR
geranium oil africa
FL/FR
geranium oil egypt
FL/FR
geranium oil morocco
FL/FR
fruity
amyl formate
FL/FR
butyl propionate
FL/FR
dibenzyl ether
FL/FR
lilac pentanol
FL/FR
methyl 3-hexenoate
FL/FR
2-
methyl butyl isovalerate
FL/FR
2-
phenyl propionaldehyde dimethyl acetal
FL/FR
1-
phenyl-2-pentanol
FL/FR
styralyl butyrate
FL/FR
tagete oil south africa
FL/FR
tropical trithiane
FL/FR
green
iso
amyl formate
FL/FR
iso
butyl methyl ketone
FL/FR
cortex pyridine
FL/FR
cumin acetaldehyde
FL/FR
iso
cyclocitral (IFF)
FL/FR
3-
decen-2-one
FL/FR
galbanum oil
FL/FR
geranium absolute
FL/FR
heptanal (aldehyde C-7)
FL/FR
(E)-3-
hexen-1-ol
FL/FR
(Z)-4-
hexen-1-ol
FL/FR
(Z)-3-
hexen-1-yl isovalerate
FL/FR
(Z)-3-
hexen-1-yl tiglate
FL/FR
3-
hexenyl 2-methyl butyrate
FL/FR
(Z)-
leaf acetal
FL/FR
linalool oxide
FL/FR
oakmoss absolute
FL/FR
1-
octen-3-yl acetate
FL/FR
2-
pentyl furan
FL/FR
phenyl acetaldehyde dimethyl acetal
FL/FR
propylene glycol acetone ketal
FL
3,5,5-
trimethyl hexanol
FL/FR
violet leaf absolute
FL/FR
herbal
geranium concrete
FL/FR
lactonic
delta-
heptalactone
FL/FR
milky
dextro,laevo-3-(
methyl thio) butanone
FL
minty
(-)-iso
pulegol
FL/FR
moldy
strawberry furanone methyl ether
FL/FR
mushroom
(R)-1-
octen-3-ol
FL/FR
1-
octen-3-ol
FL/FR
1-
octen-3-yl butyrate
FL/FR
musty
menthofuran
FL/FR
3-
octanol
FL/FR
propionaldehyde
FL
2,3,5-
trimethyl pyrazine
FL/FR
nutty
2-
acetyl-1-methyl pyrrole
FL
2-
acetyl-3-ethyl pyrazine
FL/FR
filbert pyrazine
FL/FR
2-
methyl thio-3,5 or 6-methyl pyrazine
FL/FR
nutty pyrazine
FL/FR
phenolic
propyl 2-furoate
FL
soapy
1-
dodecanol
FL/FR
solvent
2-
ethyl furan
FL
spicy
cinnamyl formate
FL/FR
cuminaldehyde
FL/FR
ginger oleoresin
FL/FR
2-
octanol
FL/FR
perillaldehyde
FL/FR
turmeric oleoresin
FL
sulfurous
diphenyl disulfide
FL
1-(
methyl thio)-2-butanone
FL
potato butanone
FL
tomato
methional
FL/FR
vegetable
tyramine
FL
waxy
(E)-2-
decenal
FL/FR
methyl 10-undecenoate
FL/FR
methyl undecylenate
FL/FR
(Z)-3-
nonen-1-ol
FL/FR
octyl 2-furoate
FL
octyl acetate
FL/FR
octyl butyrate
FL/FR
winey
5-
ethyl-2-methyl pyridine
FL
woody
iso
bornyl formate
FL/FR
dihydro-beta-ionone
FL/FR
patchouli oil
FL/FR
vetiver oil haiti
FL/FR
 
Potential Uses:
FRearth
FRfern
FRherbal
FRmoss
 ocean sea
 ocean sea shore
FRpatchouli
FRseaweed absolute replacer
FRthyme oil white replacer
 
Occurrence (nature, food, other):note
 algae blue-green algae
Search PMC Picture
 beet red beet
Search PMC Picture
 corn husk oil
Search Trop Picture
 corn seed oil
Search Trop Picture
 corn silk
Search Trop Picture
 fungi
Search PMC Picture
 streptomyces spp.
Search PMC Picture
 
Synonyms:
(4S,4aS,8aR)-4,8a-dimethyl decalin-4a-ol
(4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
1,10-trans-dimethyl-trans-(9)-decalol
(4S,4aS,8aR)-4,8a-dimethyloctahydro-4a(2H)-naphthalenol
(4S,4aS,8aR)-4,8a-dimethyloctahydronaphthalen-4a(2H)-ol
4a(2H)-naphthalenol, octahydro-4,8a-dimethyl-, (4S,4aS,8aR)-
[4S-(4a,4aa,8ab)]-octahydro-4,8a-dimethyl-4a(2H)-naphthalenol
(4S-(4alpha,4aalpha,8abeta))-octahydro-4,8a-dimethyl-4a(2H)-naphthol
 octahydro-4,8alpha-dimethyl-4alpha(2H)-naphthalenol
 octahydro-4alpha,8abeta-dimethyl-4aalpha(2H)-naphthol
 

Articles:

Info:Geosmin
PubMed:Pharmacokinetics of valerenic acid after single and multiple doses of valerian in older women.
PubMed:Root colonization by symbiotic arbuscular mycorrhizal fungi increases sesquiterpenic acid concentrations in Valeriana officinalis L.
PubMed:Transport of a GABAA receptor modulator and its derivatives from Valeriana officinalis L. s. l. across an in vitro cell culture model of the blood-brain barrier.
PubMed:Preserved pharmacological activity of hepatocytes-treated extracts of valerian and St. John's wort.
PubMed:In vitro activity of commercial valerian root extracts against human cytochrome P450 3A4.
PubMed:Stability control of valerian ground material and extracts: a new HPLC-method for the routine quantification of valerenic acids and lignans.
PubMed:Analysis of sesquiterpenes in Valeriana officinalis by capillary electrophoresis.
PubMed:Cytotoxic potential of valerian constituents and valerian tinctures.
 
Notes:
earthy smelling cpd from sediment in lake biwa. Implicated in off-flavour of shellfish, freshwater fish, drinking water and some vegetables Geosmin, which literally translates to "earth smell", is an organic compound with a distinct earthy flavour and aroma, and is responsible for the earthy taste of beets and a contributor to the strong scent that occurs in the air when rain falls after a dry spell of weather (petrichor) or when soil is disturbed. The human nose is extremely sensitive to geosmin and is able to detect it at concentrations as low as 5 parts per trillion.
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