Classification Term: 928

Tetrahydrofurans (ontology term: CHEMONTID:0002648)

Heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen." []

found 49 associated metabolites at class metabolite taxonomy ontology rank level.

Ancestor: Organoheterocyclic compounds

Child Taxonomies: There is no child term of current ontology term.

(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde

(+/-)-2-(5-Methyl-5-vinyltetrahydrofuran-2-yl)propionaldehyde

C10H16O2 (168.1150236)


Fliederaldehyde is found in tea. Fliederaldehyde is isolated from bergamot oil. Isolated from bergamot oil. Fliederaldehyde is found in tea.

   

alpha-Bisabolol oxide B

2-[5-methyl-5-(4-methylcyclohex-3-en-1-yl)oxolan-2-yl]propan-2-ol

C15H26O2 (238.1932696)


Constituent of Matricaria chamomilla (German chamomile). alpha-Bisabolol oxide B is found in many foods, some of which are german camomile, herbs and spices, fats and oils, and tea. alpha-Bisabolol oxide B is found in fats and oils. alpha-Bisabolol oxide B is a constituent of Matricaria chamomilla (German chamomile).

   

Linalyl oxide

2-Furanmethanol, 5-ethenyltetrahydro-.alpha.,.alpha.,5-trimethyl-, (2R,5S)-rel-

C10H18O2 (170.1306728)


Linalyl oxide is found in citrus. Linalyl oxide is isolated from Citrus paradisi (grapefruit), Thea sinensis (tea) and many other sources. Linalyl oxide is a flavouring ingredient.This is the furanoid form of linalool oxide; there are 4 possible stereo-isomers Linalyl oxide is a member of oxolanes. Linalyl oxide is a natural product found in Pulicaria arabica, Carica papaya, and Camellia sinensis with data available. Isolated from Citrus paradisi (grapefruit), Thea sinensis (tea) and many other sources. Flavouring ingredient Linalool oxide is a secondary metabolite in elongating wheat plants with antinociceptive and anticonvulsant effects. Linalool oxide shows anxiolytic activity[1][2][3]. Linalool oxide is a secondary metabolite in elongating wheat plants with antinociceptive and anticonvulsant effects. Linalool oxide shows anxiolytic activity[1][2][3].

   

Tetrahydrofuran

Cyclotetramethylene oxide

C4H8O (72.0575118)


Tetrahydrofuran (THF) is a cyclic ether. It is a colorless, water-miscible organic liquid with low viscosity and a smell similar to diethyl ether. At low concentrations it has a faint, fruity aroma. It is one of the most polar ethers. THF is naturally present in coffee aroma, floured chickpeas, and cooked chicken. It is used in the manufacture of polymers as well as agricultural, pharmaceutical, and commodity chemicals. Because of its widespread use (industrially) and its presence in many foods, THF is a contaminant of exposure and can appear in human biofluids. THF oxidizes readily, which can lead to instability and result in cytotoxicity. In chemical synthesis applications, THF is often used for hydroborations used to synthesize primary alcohols. THF is frequently used as a solvent for Grignard reagents because of the oxygen atoms ability to coordinate to the magnesium ion component of the Grignard reagent (an organometallic chemical reaction involving alkyl- or aryl-magnesium halides). THF is often used in polymer science. For example, it can be used to dissolve rubber prior to determining its molecular mass using gel permeation chromatography. THF tends to form peroxides on storage in air. (PMID: 16999122, 12742700, 14619948). THF can be degraded by certain strains of Rhodococcus bacteria (PMID: 19230656). Tetrahydrofuran (THF) is a contaminant of exposure and appears in human biofluids. The Food and Drug Administration (FDA) has announced recommendations to revise the permitted daily exposures for THF, and so has the International Conference on Harmonisation. THF oxidizes readily, which can lead to instability and result in cytotoxicity. It is a colourless low-viscosity liquid with a smell similar to diethyl ether and is one of the most polar ethers. Tetrahydrofuran is essentially considered in occupational toxicology, and acute poisoning cases are extremely rare. THF is often used for hydroborations used to synthesize primary alcohols. THF is often used as a solvent for Grignard reagents because of the oxygen atoms ability to coordinate to the magnesium ion component of the Grignard reagent (an organometallic chemical reaction involving alkyl- or aryl-magnesium halides). THF is often used in polymer science. For example, it can be used to dissolve rubber prior to determining its molecular mass using gel permeation chromatography. THF tends to form peroxides on storage in air. (wikipedia, PMID: 16999122, 12742700, 14619948) [HMDB]

   

Theaspirane

2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene, 9ci

C13H22O (194.1670562)


Constituent of raspberry, yellow passion fruit, tea, wine grape, white wine, quince, cherimoya and black chokeberry. Flavouring ingredient [DFC]. Theaspirane is found in many foods, some of which are fruits, red raspberry, alcoholic beverages, and tea. Theaspirane is found in alcoholic beverages. Theaspirane is a constituent of raspberry, yellow passion fruit, tea, wine grape, white wine, quince, cherimoya and black chokeberry. Theaspirane is a flavouring ingredient. D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids

   

Tetrahydrofurfuryl propionate

2-Furanmethanol, tetrahydro-, 2-propanoate

C8H14O3 (158.0942894)


Tetrahydrofurfuryl propionate is a flavouring ingredien Flavouring ingredient

   

Ocimen quintoxide

(+/-)-2,2-dimethyl-5-(1-methyl-1-propenyl)tetrahydrofuran

C10H18O (154.1357578)


Ocimen quintoxide is found in citrus. Ocimen quintoxide is a flavouring ingredient. Ocimen quintoxide is present in lime oil (Citrus aurantifolia). Ocimen quintoxide is a flavouring ingredient. It is found in lime oil (Citrus aurantifolia).

   

Davanone

2-(5-ethenyltetrahydro-5-Methyl-2-furanyl)-6-methyl-5-hepten-3-one, 9ci

C15H24O2 (236.1776204)


Main component of davana oil from Artemisia pallens. Davana oil used in food flavouring. Main component of davana oil from Artemisia pallens. Davana oil used in food flavouring

   

Botryodiplodin

1-(tetrahydro-5-Hydroxy-4-methyl-3-furanyl)ethanone, 9ci

C7H12O3 (144.0786402)


Botryodiplodin is a mycotoxin produced by Botryodiplodia theobromae, Penicillium carneoluteus and Penicillium roquefortii. It is isolated from P. roquefortii infected corn silage. Mycotoxin production by Botryodiplodia theobromae, Penicillium carneoluteus and Penicillium roquefortii. Isolated from P. roquefortii infected corn silage

   

Bisabolene oxide

4,8-dimethyl-2-(2-methylprop-1-en-1-yl)-1-oxaspiro[4.5]dec-7-ene

C15H24O (220.18270539999997)


Bisabolene oxide is found in fats and oils. Bisabolene oxide is a constituent of Gossypium hirsutum (cotton). Constituent of Gossypium hirsutum (cotton). Bisabolene oxide is found in fats and oils.

   

Lilac alcohol

5-ethenyltetrahydro-b,5-Dimethyl-2-furanethanol, 9ci

C10H18O2 (170.1306728)


Lilac alcohol is found in herbs and spices. Lilac alcohol is a constituent of dried woodruff and coriander oil aroma. May also be present in honeys from certain flowers Constituent of dried woodruff and coriander oil aroma. May also be present in honeys from certain flowers. Lilac alcohol is found in herbs and spices.

   

Tetrahydro-2-furanmethanol

Tetrahydrofurfuryl alcohol, (S)-isomer

C5H10O2 (102.068076)


xi-Tetrahydro-2-furanmethanol is found in fermented soya hydrolysate (shoyu). It is used as a food additive .

   

Obtusilactone A

(3Z)-4-hydroxy-5-methylidene-3-tetradecylideneoxolan-2-one

C19H32O3 (308.23513219999995)


Isoobtusilactone A is found in herbs and spices. Isoobtusilactone A is isolated from Persea borbonia (red bay) and other Persea species. Isolated from Persea borbonia (red bay) and other Persea subspecies Isoobtusilactone A is found in herbs and spices.

   

6,8-Epoxy-p-menth-2-ene

4,7,7-Trimethyl-6-Oxabicyclo[3.2.1]oct-2-ene

C10H16O (152.12010859999998)


6,8-Epoxy-p-menth-2-ene is found in herbs and spices. 6,8-Epoxy-p-menth-2-ene is isolated from Laurus nobilis (bay laurel). Isolated from Laurus nobilis (bay laurel). 6,8-Epoxy-p-menth-2-ene is found in tea, sweet bay, and herbs and spices.

   

Guaioxide

2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁵]dodecane

C15H26O (222.1983546)


Guaioxide is found in herbs and spices. Guaioxide is a constituent of guaiac wood oil (Bulnesia sarmienti). Constituent of guaiac wood oil (Bulnesia sarmienti). Guaioxide is found in herbs and spices.

   

Hop ether

1,1-dimethyl-4-methylidene-tetrahydro-3H-cyclopenta[c]furan

C10H16O (152.12010859999998)


Volatile constituent of Japanese hops. Hop ether is found in alcoholic beverages and fats and oils. Hop ether is found in alcoholic beverages. Hop ether is a volatile constituent of Japanese hops.

   

(E)-3-(Tetrahydro-5,5-dimethyl-2-furanyl)-2-buten-1-ol

(E)-3-(Tetrahydro-5,5-dimethyl-2-furanyl)-2-buten-1-ol

C10H18O2 (170.1306728)


(E)-3-(Tetrahydro-5,5-dimethyl-2-furanyl)-2-buten-1-ol is found in herbs and spices. (E)-3-(Tetrahydro-5,5-dimethyl-2-furanyl)-2-buten-1-ol is a constituent of peppermint oil Constituent of peppermint oil. (E)-3-(Tetrahydro-5,5-dimethyl-2-furanyl)-2-buten-1-ol is found in herbs and spices.

   

Tetrahydrofurfuryl acetate

Furfuryl alcohol, tetrahydro-, acetate (8ci)

C7H12O3 (144.0786402)


Tetrahydrofurfuryl acetate is a flavouring ingredien Flavouring ingredient

   

Isolinderanolide

3-hexadecylidenedihydro-4-hydroxy-5-methylene-2(3h)-furanone

C21H36O3 (336.26643060000004)


Constituent of Lindera benzoin (spicebush) berries. Isolinderanolide is found in tea, herbs and spices, and fruits. Linderanolide is found in fruits. Linderanolide is a constituent of Lindera benzoin (spicebush) berries.

   

xi-Pinol

4,7,7-trimethyl-6-oxabicyclo[3.2.1]oct-3-ene

C10H16O (152.12010859999998)


xi-Pinol is found in citrus. xi-Pinol is isolated from lime oil (Citrus aurantifolia). Isolated from lime oil (Citrus aurantifolia). xi-Pinol is found in citrus.

   

Apotrichothecene

{1,2,10-trimethyl-7-oxatricyclo[6.4.0.0²,⁶]dodec-9-en-6-yl}methanol

C15H24O2 (236.1776204)


Apotrichothecene is a mycotoxin of Fusarium culmorum. Mycotoxin of Fusarium culmorum

   

2,5-Diethyltetrahydrofuran

(-)-trans-2,5-Diethyltetrahydrofuran

C8H16O (128.1201086)


(-)-trans-2,5-Diethyltetrahydrofuran is found in herbs and spices. (-)-trans-2,5-Diethyltetrahydrofuran is a constituent of the essential oil of Mentha species Constituent of the essential oil of Mentha subspecies (-)-trans-2,5-Diethyltetrahydrofuran is found in herbs and spices.

   

Apotrichodiol

6-(hydroxymethyl)-1,2,10-trimethyl-7-oxatricyclo[6.4.0.0^{2,6}]dodec-9-en-4-ol

C15H24O3 (252.1725354)


Apotrichodiol is a mycotoxin of Fusarium culmorum, Fusarium sambucinum and Fusarium crookwellense. Mycotoxin production by Fusarium sambucinum

   

Marmelo oxide A

4-methyl-2-[(1Z)-3-methylbuta-1,3-dien-1-yl]oxolane

C10H16O (152.12010859999998)


Marmelo oxide B is found in fruits. Marmelo oxide B is a flavour component of quince frui Flavour component of quince fruit. Marmelo oxide A is found in fruits.

   

3-Ketoapotrichothecene

3a-(hydroxymethyl)-6,8a,8b-trimethyl-3,4a,7,8-tetrahydro-1H-cyclopenta[b][1]benzofuran-2-one

C15H22O3 (250.1568862)


3-Ketoapotrichothecene is a mycotoxin from Fusarium sambucinum. Mycotoxin from Fusarium sambucinum

   

Lucidenic acid H

4-[5,9-dihydroxy-6-(hydroxymethyl)-2,6,11,15-tetramethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]pentanoic acid

C27H40O7 (476.277389)


Isolated from Citrus paradisi (grapefruit), Thea sinensis (tea) and many other sources. Flavouring ingredient Lucidenic acid H is found in mushrooms. Lucidenic acid H is a constituent of Ganoderma lucidum (reishi)

   

Vitispirane

2,10,10-Trimethyl-6-methylidene-1-oxaspiro[4.5]dec-7-ene

C13H20O (192.151407)


Constituent of the juice of wine grape (Vitis vinifera). Vitispirane is found in alcoholic beverages, fruits, and common grape. Vitispirane is found in alcoholic beverages. Vitispirane is a constituent of the juice of wine grape (Vitis vinifera). D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids

   

2,5-Dimethyl-3-mercaptotetrahydrofuran

(Z+E)-2,5-dimethyl-3-tetrahydrofuran thiol

C6H12OS (132.0608822)


2,5-Dimethyl-3-mercaptotetrahydrofuran is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")

   

5-Pentyl-3h-furan-2-one

(5E)-3,4-Dimethyl-5-pentylidene-oxolan-2-one

C11H18O2 (182.1306728)


5-Pentyl-3h-furan-2-one is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")

   

Tetrahydro-2-methyl-3-furanthiol

1,4-anhydro-2,5-Dideoxy-3-thio-pentitol

C5H10OS (118.04523300000001)


Tetrahydro-2-methyl-3-furanthiol is a flavour enhancer for meat-like food Flavour enhancer for meat-like foods

   

Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran

2-ethenyltetrahydro-2-Methyl-5-(1-methylethenyl)furan, 9ci

C10H16O (152.12010859999998)


Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran is found in alcoholic beverages. Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran is a flavouring ingredient. Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran is present in coriander oil, clary sage oil, wine, brandy, coffee and muscat grape juice. Also isolated from passionfruit and sour cherry extracts as artifact from terpene alcohol precursors. Dehydroxylinalool 3,6-oxide is a flavouring ingredient. Present in coriander oil, clary sage oil, wine, brandy, coffee and muscat grape juice. Also isolated from passionfruit and sour cherry extracts as artifact from terpene alcohol precursors.

   

4-Acetoxy-2-hexyltetrahydrofuran

3-Furanol, 5-hexyltetrahydro-, acetate

C12H22O3 (214.1568862)


4-Acetoxy-2-hexyltetrahydrofuran is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]"). It is used as a food additive

   

Riesling acetal

2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene-2,8-diol

C13H22O3 (226.1568862)


Riesling acetal is found in alcoholic beverages. Riesling acetal is a constituent of Riesling wine. Constituent of Riesling wine. Riesling acetal is found in alcoholic beverages.

   

2,6,10,10-Tetramethyl-1-oxaspiro[4.5]decan-6-ol

6-Hydroxy-2,6,10,10-tetramethyl-1-oxaspiro(4.5)decane

C13H24O2 (212.1776204)


2,6,10,10-Tetramethyl-1-oxaspiro[4.5]decan-6-ol is found in tea. 2,6,10,10-Tetramethyl-1-oxaspiro[4.5]decan-6-ol is a flavouring ingredient with camphoraceous, woody, green odour. 2,6,10,10-Tetramethyl-1-oxaspiro[4.5]decan-6-ol is a constituent of black tea. Flavouring ingredient with camphoraceous, woody, green odour. Constituent of black tea [DFC]. 2,6,10,10-Tetramethyl-1-oxaspiro[4.5]decan-6-ol is found in tea.

   

Isolinderenolide

(3Z)-3-[(11Z)-hexadec-11-en-1-ylidene]-4-hydroxy-5-methylideneoxolan-2-one

C21H34O3 (334.25078140000005)


Constituent of Lindera benzoin (spicebush) berries. Isolinderenolide is found in tea, herbs and spices, and fruits. Isolinderenolide is found in fruits. Isolinderenolide is a constituent of Lindera benzoin (spicebush) berries.

   

Tetrahydro-2-methyl-3-furanol

3-Hydroxy-2-methyltetrahydrofuran

C5H10O2 (102.068076)


Tetrahydro-2-methyl-3-furanol is found in nuts. Tetrahydro-2-methyl-3-furanol is a constituent of roasted peanut volatiles and cooked meat aroma model systems. Constituent of roasted peanut volatiles and cooked meat aroma model systems. Tetrahydro-2-methyl-3-furanol is found in nuts.

   

5-Acetoxydihydrotheaespirane

2,6,10,10-Tetramethyl-1-oxaspiro[4.5]decan-6-yl acetic acid

C15H26O3 (254.1881846)


5-Acetoxydihydrotheaespirane is a flavouring ingredient. Flavouring ingredient

   

(±)-cis-Linalyl oxide

5-ethenyltetrahydro-a,a,5-Trimethyl-(2R,5S)-rel-2-furanmethanol

C10H18O2 (170.1306728)


This is the cis form of furanoid linalool oxide, also called Linalool oxide B or Linalool oxide I; there are 2 possible stereo-isomers. cis-Linalool 3,6-oxide is found in many foods, some of which are tea, sweet basil, common oregano, and coriander. (±)-cis-Linalyl oxide is found in black elderberry. This is the cis form of furanoid linalool oxide, also called Linalool oxide B or Linalool oxide I; there are 2 possible stereo-isomers.

   

(±)-trans-Linalyl oxide

5-ethenyltetrahydro-a,a,5-Trimethyl-(2R,5R)-rel-2-furanmethanol

C10H18O2 (170.1306728)


This is the trans form of furanoid linalool oxide, also called Linalool oxide A or Linalool oxide II; there are 2 possible stereo-isomers. trans-Linalool 3,6-oxide is found in many foods, some of which are sweet basil, black elderberry, papaya, and ginger. (±)-trans-Linalyl oxide is found in black elderberry. This is the trans form of furanoid linalool oxide, also called Linalool oxide A or Linalool oxide II; there are 2 possible stereo-isomers.

   

1,4-Epoxycyclohexane

7-oxabicyclo[2.2.1]heptane

C6H10O (98.07316100000001)


   
   

Endosulfan-ether

1,3,3A,4,7,7A-Hexahydro-4,5,6,7,8,8-hexachloro-4,7-methanoiso-benzofuran

C9H6Cl6O (339.85498060000003)


   

1,2,3,4,6,7,8,9,10,10,11,11-Dodecachloro-1,4,4a,5a,6,9,9a,9b-octahydro-1,4:6,9-dimethanodibenzofuran

1,4,5,6,7,11,12,13,14,14,15,15-dodecachloro-9-oxapentacyclo[9.2.1.1^{4,7}.0^{2,10}.0^{3,8}]pentadeca-5,12-diene

C14H4Cl12O (607.6524494)


   

2-[(Tetrahydrofurfuryl)oxy]ethanol

Tetrahydrofurfuryl alcohol polyethylene glycol ether

C7H14O3 (146.0942894)


D013501 - Surface-Active Agents > D011092 - Polyethylene Glycols D001697 - Biomedical and Dental Materials

   

Perfluoro-2-butyltetrahydrofuran

2,2,3,3,4,4,5-heptafluoro-5-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)oxolane

C8F16O (415.96936619999997)


   

Sorbitan

2-(1,2-dihydroxyethyl)oxolane-3,4-diol

C6H12O5 (164.06847019999998)


   

(+)-Bottrospicatol

[(1S,5S,7R)-3,7-dimethyl-6-oxabicyclo[3.2.1]oct-2-en-7-yl]methanol

C10H16O2 (168.1150236)


[(1S,5S,7R)-3,7-dimethyl-6-oxabicyclo[3.2.1]oct-2-en-7-yl]methanol is a member of the class of compounds known as tetrahydrofurans. Tetrahydrofurans are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. [(1S,5S,7R)-3,7-dimethyl-6-oxabicyclo[3.2.1]oct-2-en-7-yl]methanol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa).

   

Cedranoxide

(1S,4R,7S,11R,13R)-4,11-dimethyl-5-oxatetracyclo[5.4.2.0¹,⁸.0⁴,¹³]tridecane

C14H22O (206.1670562)


Cedranoxide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Cedranoxide can be found in pot marjoram, which makes cedranoxide a potential biomarker for the consumption of this food product.

   

2,2-dimethyl-5-(1-methyl-1-propenyl)-tetrahydrofuran

2,2-dimethyl-5-(1-methyl-1-propenyl)-tetrahydrofuran

C10H18O (154.1357578)