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(+)-(7R,7'R,8S,8'S)-4'-hydroxy-3,3',4,5,5'-pentamethoxy-7,7'-epoxylignan-9,9'-diol 
(+)-(7S,8R,8'R)-5,5'-dimethoxylariciresinol 
(+)-3'-hydroxylarreatricin 
(+)-5'-methoxylariciresinol 
(+)-calanolide A 
(+)-corvol ether A 
(+)-corvol ether B 
(+)-lariciresinol +   
(+)-larreatricin 
(+)-tephrorin A 
(+)-tephrorin B 
(+)-tephrosone 
(-)-(4S,5S,10R,20R)-12,18-dihydroxy-7-oxo-abieta-8,11,13-trien-20-aldehyde 18,20-ethyl acetal 
(-)-(4S,5S,10R,20R)-12,18-dihydroxyabieta-8,11,13-trien-20-aldehyde 18,20-ethyl acetal 
(-)-(4S,5S,10R,20R)-12,18-dihydroxyabieta-8,11,13-trien-20-aldehyde18,20-methyl acetal 
(-)-(4S,5S,10R,20S)-12,18-dihydroxyabieta-8,11,13-trien-20-aldehyde 18,20-methyl acetal 
(-)-(4S,5S,7S,10R,20S)-7,12,18-trihydroxyabieta-8,11,13-trien-20-aldehyde 7,18,20-acetal 
(-)-calanolide B 
(-)-homalomenol D 
(-)-lariciresinol  
(-)-larreatricin 
(13R)-epi-8,13-epoxylabd-14-ene 
(13R)-manoyl oxide 
(1S,3R)-dihydroxy-(20S)-[(5'R)-(2"-hydroxy-2"-propyl)-(2'S)-tetrahydrofuryl]-22,23,24,25,26,27-hexanor-1alpha-hydroxyvitamin D3 
(1S,3R)-dihydroxy-(20S)-[(5'S)-(2"-hydroxy-2"-propyl)-(2'R)-tetrahydrofuryl]-22,23,24,25,26,27-hexanor-1alpha-hydroxyvitamin D3 
(1S,3R)-dihydroxy-(20S)-[(5'S)-(2"-hydroxy-2"-propyl)-(2'S)-tetrahydrofuryl]-22,23,24,25,26,27-hexanor-1alpha-hydroxyvitamin D3 
(2,2,3-trimethylcyclopent-3-en-1-yl)acetonitrile 
(2E,6Z)-nona-2,6-dien-1-ol 
(2R,5S)-linalyl oxide 
(3beta,16alpha)-13,28-epoxyoleanane-3,16,30-triol +  
(3beta,16alpha)-13,28-epoxyoleanane-3,16-diol +  
(3E)-pent-3-en-2-one 
(4S,5S,10R,20R)-12,18-dihydroxyabieta-8,11,13-trien-20-aldehyde 18,20-hemiacetal 
(4S,5S,10R,20S)-12,18-dihydroxyabieta-8,11,13-trien-20-aldehyde 18,20-hemiacetal 
(7R)-7-hydroxylariciresinol 
(7R)-7-hydroxytaxiresinol 
(E)-2-penten-1-ol 
(E)-dec-3-en-2-ol 
(E)-non-2-en-1-ol +  
(E,E)-2,4-hexadienal  
(E,E)-bastadin 19 
(E,Z)-bastadin 19 
(trichloromethyl)benzene  
(Z)-2-penten-1-ol 
(Z)-non-6-en-1-ol 
(±)-cis-Linalyl oxide 
1,2,3,4-tetrachlorobutane 
1,2-dichloropropane +   
1,3,5,7-tetrazocane 
1,3,5-thiadiazinane 
1,3,5-trioxane 
1,4,7,10-tetraazacyclododecane +  
1,4,7,10-tetrathiacyclododecane 
1,4,7-triazonane 
1,4,7-trithionane 
1,4,8,11-tetraazacyclotetradecane +  
1,4-dioxane  
1,5-anhydro-D-fructose 
1,5-oxathiocane +  
1-[1-(1-adamantyl)butyl]-3-(2-oxolanylmethyl)thiourea 
1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile +   
1-chlorobutan-2-ol 
1-heptanol  
1-hydroxycrisamicin A 
1-isomangostin 
12-crown-4 
12-Epoxyobtusallene IV 
14-hydroxyplatensic acid +  
14-hydroxyplatensic acid methyl ester 
15-acetoxyorbiculin G 
15-crown-5 
15-O-acetylbruceolide 
15-O-deacetylnimbolidin B 
15-O-propionylbruceolide 
16,23-epoxy-5beta-cholestane triglycoside 
18-crown-6 
18-hydroxycarbocyclic thromboxane A2 
19-hydroxycarbocyclic thromboxane A2 
1S,6R-di(2-)methylbutanoyloxy-4S-hydroxy-8S-benzoyloxy-9R-(3-)furancarbonyloxy-13-acetyloxy-beta-dihydroagarofuran 
2,3,3-trimethylpentane 
2,3,4-trihydroxytetrahydrofuran +  
2,3,5-trimethylhexane 
2,3-dimethylbutane 
2,4-dimethyl-1-heptene 
2,4-dimethylheptane 
2,4-dimethylhexane 
2,6,10,10-Tetramethyl-1-oxaspiro[4.5]decan-6-ol 
2-(3,5-dioxo-4-phenyl-2-oxolanylidene)-2-phenylacetic acid methyl ester 
2-(dichloromethyl)tetrahydrofuran 
2-[5-(2-hydroxypropyl)oxolan-2-yl]propanoic acid 
2-\{2-chloro-4-(methylsulfonyl)-3-[(tetrahydrofuran-2-ylmethoxy)methyl]benzoyl\}cyclohexane-1,3-dione +  
2-chloro-6-nitrotoluene 
2-ethoxyphenol 
2-ethyl-5-methylpyrazine 
2-ethylfuran 
2-methyl-1-pentene 
2-methyl-3-sulfanylbutan-1-ol 
2-methylanisole 
2-methylthiophene 
2-nitropropane  
2-undecenal +  
25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside 
2beta-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate 
2beta-methoxy-2-deethoxyphantomolin 
3,15-di-O-acetylbruceolide 
3,15-di-O-propionylbruceolide 
3,3-dimethyloctane 
3-(phenethylamino)-butan-2-one 
3-(phenethylamino)-butan-2-one(1+) 
3-[5-[2-[4-(2-carboxyethenyl)-3-oxo-5-propyl-2-furanyl]propan-2-yl]-4-oxo-2-propyl-3-furanyl]-2-propenoic acid 
3-hexen-2-one 
3-hydroxy-2,4,4-trimethylpentyl 2-methylpropanoate 
3-hydroxy-3-methylhexanoic acid +  
3-Ketoapotrichothecene 
3-methyl-3-sulfanylbutan-1-ol 
3-methyl-3-sulfanylhexan-1-ol 
3-methylhexane 
3alpha,6alpha-epoxy-4beta,5beta,27-trihydroxy-1-oxowitha-24-enolide 
4-methylpent-3-enoic acid 
5-chloro-2-methyl-2,3,3a,12b-tetrahydrodibenzo[2,3:6,7]oxepino[4,5-c]pyrrole +  
5-hydroxy-7-prop-2-en-(E)-ylidene-7,7a-dihydro- 2H-cyclopenta[b]pyran-6-one 
5-hydroxy-7-prop-2-en-(Z)-ylidene-7,7a-dihydro- 2H-cyclopenta[b]pyran-6-one 
6-(tetrahydrofuran-2-ylmethoxy)-9H-purin-2-amine 
6-methylheptan-1-ol +  
6-O-methyl-2-deprenylrheediaxanthone B 
6alpha-malonyloxymanoyl oxide 
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,10H-pyrano[4,3-b]chromene-9-carboxylic acid 
7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene-9-carboxylic acid 
7-methoxydeoxymorellin 
9-(tetrahydrofuryl)adenine  
9-crown-3 
A41030A 
A47934 
acetone +   
acetone d6 
acetonitrile +   
acrylonitrile +   
ajaconine 
alborixin  
alkyltetrahydrofuran +  
allobetulinol 
AMCR277A 
AMCR277B 
anagalligenin A +  
ardisianoside A 
ardisianoside B 
ardisianoside C 
ardisianoside D 
ardisianoside E 
ardisimamiloside E 
arsolane 
arugosin C 
aryltetrahydrofuran +  
aspergillide A 
aspergillide B 
aspergillide C 
astragaloside I 
astragaloside II 
aurafuron A 
aureothin 
azepane 
azetidine +   
aziridine +  
azocane +   
bastadin 4 
bastadin 5 
bastadin 6 
bauhinoxepin A 
BE-54238A 
BE-54238B 
benzene +   
bikaverin 
Bisabolol oxide B 
bromobenzene +   
bromuconazole  
bruceanol D 
bruceanol E 
bruceanol F 
bruceolide +  
butan-2-one +   
butyl formate 
butyl hexanoate 
cabraleadiol 
cabraleadiol monoacetate 
cabraleone 
cadabicine sulfate 
caesalpinin C 
caesalpinin D 
caesalpinin F 
callophycoic acid A 
callophycoic acid B 
callophycoic acid C 
callophycoic acid D 
callophycoic acid E 
callophycoic acid F 
candelalide A 
candelalide B 
candelalide C 
capilliposide B 
carbocyclic thromboxane A2 +   
caseamemebrol A 
caseamemebrol B 
caseanigrescen A 
caseanigrescen B 
caseanigrescen C 
caseanigrescen D 
caseargrewiin A 
caseargrewiin B 
caseargrewiin C 
caseargrewiin D 
cassiarin A 
chaetoglobosin L 
Chalcogran 
chloroethanes +   
chloroethenes +   
chlorofluorocarbon +  
chloromethanes +   
chloroorienticin B 
chloropeptin I 
chloropeptin II 
cineole +   
citrinalin B 
CJ-01 
clethroidoside C 
clethroidoside D 
clethroidoside E 
clethroidoside F 
cochinchinone C 
cochinchinoxanthone 
complestatin A 
complestatin B 
cornusalterin L 
cratoxyarborenone D 
crown ether +  
CT2108B 
cyathusal A 
cyathusal B 
cyathusal C 
cycloastragenol +   
cyclohexane +   
cycloinumakiol 
cyclopentane +  
cyclosporin A metabolite M18 +  
cyclosporin A metabolite M1cAL 
cyclosporin A metabolite M26 
decane-1,2-diol 
decursinol 
Dehydrongaione 
deoxyflindissone 
desmethyldoxepin +  
devancoaminyl vancomycin 
dichloromethane  
diethyl ether 
dihydroagarofuran +  
dihydrophaseic acid 
dimethyl sulfoxide +   
dinochrome A 
dinotefuran +   
dioxane +   
dithianes +   
dithiolane +   
ehretianone 
elaeodendroside B 
elaeodendroside F 
elaeodendroside G 
elaeodendroside T 
elongatol A 
elongatol E 
epi-cochlioquinone A 
epi-dihydrophaseic acid 
epoxide +   
Esulatin H, (rel)- 
ethanol +   
ethyl 2-methylbutyrate 
ethyl acetate  
eucalyptal A 
eucalyptal B 
eucalyptal C 
Euphorbia diterpenoid 1 
Euphorbia diterpenoid 2 
Euphorbia diterpenoid 3 
Euphorbiaproliferin C 
Euphorbiaproliferin G 
eurycomanone  
eurysterol A sulfonic acid 
eurysterol B sulfonic acid 
faropenem +  
faropenem(1-) +  
filiforminol 
flavagline +  
flavalin A 
flavalin B 
flavalin C 
flavalin D 
fleephilone 
forskoditerpenoside C 
forskoditerpenoside D 
forskoditerpenoside E 
FR177391 
futokadsurin A 
futokadsurin B 
futokadsurin C 
gamma-octalactone 
garciniaxanthone F 
garciniaxanthone G 
gaudichaudiic acid F 
gaudichaudiic acid G 
gaudichaudiic acid H 
gaudichaudiic acid I 
gigantetronenin 
gigantrionenin 
gutolactone 
heptane +   
hesseltin A 
hex-3-en-1-ol +   
hexane +   
hexanol +   
hispidospermidin 
homoplatensimide A +  
homoplatensimide A methyl ester 
imidazolidine +  
integrastatin A 
integrastatin B 
ionomycin  
Ipomoeamarone 
isoamylol +   
Isobenzan 
isobrucein A 
isobutyronitrile  
isocomplestatin 
Isolinderanolide 
isooctane +  
isooctanediol dibutyrate 
isoprene +   
isotanshinone IIB 
Jatrophone 
lancifodilactone G 
lasalocid  
linalool 3,6-oxide primeveroside 
Linalyl oxide 
liphagal 
loline alkaloid +  
lorlatinib 
luzonial A 
luzonial B 
lysikokianoside 1 
manassantin A 
manassantin B 
meso-3,3'-didemethoxynectandrin B 
methanol +   
methyl acetate 
methyl formate 
morellic acid +  
morellin +  
morpholine +  
mutalomycin 
N,N-dimethylformamide +   
N-methylpyrrolidin-2-one 
nepalensinol F 
nitromethane 
norcaesalpinin D 
norcaesalpinin E 
nucleoside +   
obochalcolactone 
Obtusallene X, (rel)- 
ochrocarpinone A 
ochrocarpinone B 
ochrocarpinone C 
ocotillone 
oct-5-enal +  
octanol +   
orbiculin A 
orbiculin D 
orbiculin E 
orbiculin F 
orbiculin G +  
orbiculin H 
orbiculin I 
oriciacridone C 
oriciacridone F 
oxane +  
oxathiiocane +  
oxazolidine +  
oxepane +  
oxetane +   
oxirane +   
Oxolan-3-one 
oxolane +   
A cyclic ether that is butane in which one hydrogen from each methyl group is substituted by an oxygen.
pentane +   
pentanol +   
pentathiepane +  
perfluorohexane 
phantomolin 
phospholane 
physalin D 
phytuberin 
piperazine  
piperidine +   
platensic acid +  
platensic acid methyl ester 
platensimide A 
platensimycin +  
platensimycin A1 +  
platensimycin A1 methyl ester 
platensimycin A2 methyl ester 
platensimycin A3 methyl ester 
platensimycin A4 methyl ester 
platensimycin A5 methyl ester 
platensimycin B1 
platensimycin B2 
platensimycin B3 
platensimycin B4 +  
platensimycin B4 methyl ester 
platensimycin methyl ester 
polycyclic ether +   
posaconazole  
prop-2-yn-1-ol +   
propionitrile 
propynol +   
protuboxepin A 
protuboxepin B 
pseudomonate C 
pyranochromane +   
pyranojacareubin 
pyrazolidine 
pyrrolidine +   
quassimarin 
rac-1,2-dichloropropane +   
rel-(-)-(7S,7'R,8S,8'R)-4,4'-dihydroxy-3,3',5'-trimethoxy-7,7'-epoxylignan 
Riesling acetal 
robustine 
rotundifolioside A 
rotundifolioside H 
rotundifolioside I 
rotundifolioside J 
rubriflordilactone B 
samaderine B 
samaderine C 
samaderine E 
samaderine X 
samaderine Y 
samaderine Z 
sapinmusaponin Q 
sapinmusaponin R 
schweinfurthin E 
schweinfurthin F 
schweinfurthin G 
simalikalactone D 
sodorifen 
spectinabilin 
spongia-13(16),14-dien-19-oic acid 
styrene +   
sulfolane 
taiwanschirin D 
taxiresinol 
tert-butyl ethyl ether  
tetrahydrofurancarboxylic acid +  
tetrahydrofuranol +   
tetrahydrofuranone +   
tetrahydrofurfuryl alcohol +  
tetrahydrofuryl ester +   
tetrahydrofuryl ether +  
tetrahydrofurylmethyl ester +  
tetrahydrothiophene +   
tetroxocane +  
thiazolidine +   
thiirane 
thiomarinol A 
thiomarinol F 
thiomarinol G 
thiomorpholine 
thiophene +  
toluene +   
trans-furan linalool oxide 
triazinane +  
trichodimerol 
trithiane +  
vancomycin aglycone +   
vedelianin +  
Vitex norditerpenoid 1 
Vitex norditerpenoid 2 
vladinol D 
xenovulene A 
xylene +   

Synonyms
Related Synonyms: 1,4-epoxybutane ;   Formula=C4H8O ;   InChI=1S/C4H8O/c1-2-4-5-3-1/h1-4H2 ;   InChIKey=WYURNTSHIVDZCO-UHFFFAOYSA-N ;   SMILES=C1CCOC1 ;   THF ;   butane alpha,delta-oxide ;   butylene oxide ;   furanidine ;   tetrahydrofuran ;   tetramethylene oxide
Xrefs: Beilstein:102391 ;   CAS:109-99-9 ;   Gmelin:1767 ;   HMDB:HMDB0000246
Xref Mesh: MESH:C018674
Xrefs: PMID:12571688 ;   PMID:1811956 ;   PMID:1911404 ;   PMID:19716170 ;   PMID:21316415 ;   PMID:21842397 ;   PMID:2675957 ;   Reaxys:102391 ;   UM-BBD_compID:c0019 ;   Wikipedia:THF

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