geosmin
 
Right Click Picture For More Options. (Safari 1.2 (v125) Compatible).
 
IUPAC name :(4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
InChI :InChI=1/C12H22O/c1-10-6-5-8-11(2)7-3-4-9-12(10,11)13/h10,13H,3-9H2,1-2H3/t10-,11+,12-/m0/s1
InChIKey :JLPUXFOGCDVKGO-TUAOUCFPBW
SMILES :C[C@H]1CCC[C@@]2([C@@]1(CCCC2)O)C
(EINECS) number :243-239-8
cas number :19700-21-1
coe number :10216
fl. number :02.237
molar refractivity :54.97 ± 0.3 cm3
parachor :460.7 ± 4.0 cm3
index of refraction :1.506 ± 0.02
surface tension :38.5 ± 3.0 dyne/cm
density :0.985 ± 0.06 g/cm3
polarizability :21.79 ± 0.5 10-24cm3
xlogp : 3.30
molecular weight : 182.3024800
formula :C12 H22 O
 
 
export tariff code :unspecified
fda reg :unspecified
 

organoleptics :
odor type :earthy
odor strength :high ,
recommend smelling in a 1.00 % solution or less
odor description :
at 1.00 % in dipropylene glycol.  
fresh musty earthy soil

properties :
appearence :yellow clear liquid
assay : 92.00 to 100.00 %   
Food Chemicals Codex Listed :No
boiling point : 270.00 to 271.00 °C. @ 760.00 mm Hg
logp : 3.57

safety :
most important hazard(s) : Xi - Irritant
Oral Toxicity(LD50) : Not determined
Dermal Toxicity(LD50) : Not determined
flash point ( Deg. F. ) : 219.00  °F.  TCC  ( 103.89 °C. )
recommendation for geosmin usage levels up to :
  0.0500 % in the fragrance concentrate.

safety references :
EPI System :view
 
 
 (4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
(EINECS) number :243-239-8
chemidplus :019700211
EPA Substance Registry Services :19700-21-1
NLM Chemical Carcinogenesis Research Information System :19700-21-1
NLM Developmental and Reproductive Toxicity :19700-21-1
NLM Env. Mutagen Info. Center :19700-21-1
NLM GENetic TOXicology :19700-21-1

references :
 (4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
fl. number :02.237
pubchem :172013
NIST Chemistry WebBook :3033818384

other :
synonyms :
(4S,4aS,8aR)-4,8a-dimethyl decalin-4a-ol
 geosmin
(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

soluble in :
 alcohol
 water, 157 mg/L @ 25C

insoluble in :
 water

(odor and/or flavor) blends with :
2-acetyl-1-methyl pyrrole
2-acetyl-3-ethyl pyrazine
1-allyl-2,2,7,7-tetramethyl cycloheptanol
 amber oxepin
alpha-ambrinol
 amyl formate
isoamyl formate
 bean pyrazine
 benzyl disulfide
(E)-benzyl tiglate
 berry furanone
dextro-borneol
 bornyl formate
isobornyl formate
isobutyl heptanoate
isobutyl methyl ketone
 butyl propionate
isobutyl quinoline
2-sec-butyl thiazole
4-butyl thiazole
T-cadinol
4-carvomenthenol
 caryophyllene alcohol
alpha-caryophyllene alcohol
beta-caryophyllene alcohol
beta-caryophyllene alcohol acetate
 celery undecene
 cinnamyl formate
 cortex pyridine
 cumin acetaldehyde
 cuminaldehyde
isocyclocitral
 cyperus root oil
(E)-2-decen-1-al
3-decen-2-one
1-decen-3-ol
 dehydrolinalool
 dibenzyl ether
 dihydro-alpha-ionone
 dihydro-beta-ionone
 dihydrorose oxide
 dimethyl benzyl carbinyl butyrate
 dimethyl dihydrocyclopentapyrazine
2-(1,1-dimethyl ethyl)-4-methyl cyclohexanol
2,3-dimethyl quinoxaline
(E+Z)-4,8-dimethyl-3,7-nonadien-2-yl acetate
 diphenyl disulfide
 dipropyl disulfide
 dodecanol
 earthy acetal
 earthy indane
 ethyl 4-pentenoate
2-ethyl fenchol
2-ethyl furan
5-ethyl-2-methyl pyridine
2-ethyl-3-methoxypyrazine
2-ethyl-4,5-dimethyl oxazole
alpha-fenchol
dextro-fenchone
 fennel seed oil
 fern absolute
 fig leaf absolute
 filbert pyrazine
 fir needle oil
 floral methanol
 galbanum oil
 geranium absolute
 geranium concrete
 geranium oil africa
 geranium oil egypt
 geranium oil moroccan
 germacrene B
 grapefruit oil terpeneless
 green pea pyrazine
delta-heptalactone
 heptanal
 heptanal cyclic acetal with glycerol
 heptanal glyceryl acetal
 herbal cyclohexane
 herbal dioxane
 herbal ketone
 herbal norbornane
(E,E)-2,4-hexadien-1-ol
(E)-3-hexen-1-ol
(E)-4-hexen-1-ol
(Z)-4-hexen-1-ol
3-hexen-1-yl 2-methyl butyrate
(Z)-3-hexen-1-yl isovalerate
(Z)-3-hexen-1-yl tiglate
6-hydroxydihydrotheaspirane (mixture of isomers)
 hydroxymethyl hexyl ethyl ketone
 indoletal
 ivy leaf absolute
 leaf acetal
 lilac pentanol
 linalool oxide
(Z)-linalool oxide (furanoid)
 linalyl formate
isolongifolene ketone
 marine nitrile
 menthofuran
 methional
2-methoxy-3-propyl pyrazine
 methyl 10-undecenal
 methyl 2-hexenoate
 methyl 3-hexenoate
2-methyl anisole
2-methyl butyl isovalerate
 methyl cyclocitrone
 methyl furfuryl mercaptopropionate
 methyl hexyl ketone
2-methyl thio-3,5 or 6-methyl pyrazine
dextro,laevo-3-(methyl thio) butanone
tris(methyl thio) methane
1-(methyl thio)-2-butanone
 methyl undecylenate
2-methyl-3-buten-2-ol
(E)-6-methyl-3-hepten-2-one
2-methyl-3,(5 or 6)-ethoxypyrazine
2-methyl-4-phenyl butanal
 muscogene
 nonanoic acid
2-nonanone
(Z)-3-nonen-1-ol
1-nonen-3-ol
 nonisyl formate
 nutty pyrazine
 oakmoss absolute
(E)-1,5-octadien-3-ol
(Z)-1,5-octadien-3-ol
1,5-octadien-3-ol
1,5-octadien-3-one
1,8-octane dithiol
2-octanol
3-octanol
(E)-2-octen-1-al
(Z)-4-octen-1-ol
3-octen-1-yl acetate
3-octen-2-one
(3R)-1-octen-3-ol
1-octen-3-ol
1-octen-3-one
1-octen-3-yl butyrate
(E)-2-octenoic acid
 octyl 2-furoate
 octyl acetate
isooctyl acetate
 octyl butyrate
 octyl isobutyrate
 orris hexanone
 patchouli indene
 patchouli oil
(E)-2-penten-1-ol
2-pentyl cyclopentanone
2-pentyl furan
 perillaldehyde
 phenethyl butyl ether
 phenyl acetaldehyde 2,3-butylene glycol acetal
 phenyl acetaldehyde dimethyl acetal
2-phenyl propionaldehyde dimethyl acetal
2-phenyl propionaldehyde ethylene glycol acetal
2-phenyl propyl acetate
1-phenyl-2-pentanol
 pinacol
 potato butanone
2-propenyl-para-cymene
 propionaldehyde
 propyl 2-furoate
4-isopropyl quinoline
isopropyl quinoline
2-propyl thiazole
 propylene glycol acetone ketal
isopulegol
 rose pyran
 seaweed absolute
 spathulenol
 styralyl butyrate
 tagete oil
beta-terpineol
alpha-thujene
 timber dioxolane
2-tridecanone
3,5,5-trimethyl hexanol
2,3,5-trimethyl pyrazine
 tropical indene
 tropical thiazole
 tropical trithiane
 turmeric oleoresin
 tyramine
 verymoss
 vetiver oil
 violet leaf absolute
 viridiflorol

(odor and/or flavor) used in :
 earth humus
 fern fougere
 herbal
 moss
 ocean sea
 ocean sea shore
 patchouli
 seaweed
 terralia

natural occurrence in :
fungi
streptomyces sp.



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