Classification Term: 170449
Furocoumarins (ontology term: db20fec92db1f4c298e996e61749c41f)
found 117 associated metabolites at sub_class metabolite taxonomy ontology rank level.
Ancestor: Coumarins
Child Taxonomies: There is no child term of current ontology term.
Isobergapten
Isobergapten is a furanocoumarin. Isobergapten is a natural product found in Dorstenia psilurus, Saposhnikovia divaricata, and other organisms with data available. Isobergapten is a furocoumarin. Furocoumarins, are phototoxic and photocarcinogenic. They intercalate DNA and photochemically induce mutations. Furocoumarins are botanical phytoalexins found to varying extents in a variety of vegetables and fruits, notably citrus fruits. The levels of furocoumarins present in our diets, while normally well below that causing evident acute phototoxicity, do cause pharmacologically relevant drug interactions. Some are particularly active against cytochrome P450s. For example, in humans, bergamottin and dihydroxybergamottin are responsible for the grapefruit juice effect, in which these furanocoumarins affect the metabolism of certain drugs. Isobergapten is a member of the class of compounds known as angular furanocoumarins. Angular furanocoumarins are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Isobergapten is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Isobergapten can be found in parsnip, which makes isobergapten a potential biomarker for the consumption of this food product. Isobergapten is a non-carcinogenic (not listed by IARC) potentially toxic compound. Furocoumarin toxins can cause stomach ache and may also cause a painful skin reaction when contact with the parsnip plant is combined with UV rays from sunlight (L579) (T3DB). Isobergapten is an allelopathic inhibitor isolated from seeds of Hevacleum laciniatum[1]. Isobergapten is an allelopathic inhibitor isolated from seeds of Hevacleum laciniatum[1].
Benzofuran
Benzofuran, also known as coumaron or 1-oxaindene, belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Benzothiophene, an analog with a sulfur instead of the oxygen atom. Benzofuran is a drug. benzofuran has been detected, but not quantified, in several different foods, such as alcoholic beverages, coffee and coffee products, herbs and spices, root vegetables, and tea. This could make benzofuran a potential biomarker for the consumption of these foods. This colourless liquid is a component of coal tar. Benzofuran is the heterocyclic compound consisting of fused benzene and furan rings. Benzofuran is a potentially toxic compound. For example, psoralen is a benzofuran derivative that occurs in several plants. Isobenzofuran, the isomer with oxygen in the adjacent position. Benzofuran is a Maillard product. It is a heterocyclic compound consisting of fused benzene and furan rings. It is the parent of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. It is found in many foods, some of which are herbs and spices, tea, alcoholic beverages, and coffee and coffee products.
Lansiumarin C
Lansiumarin C is found in fruits. Lansiumarin C is a constituent of Clausena lansium (wampee) Constituent of Clausena lansium (wampee). Lansiumarin C is found in fruits. Lansiumarin C is a member of psoralens.
2-{9-hydroxy-2-oxo-2H,8H,9H-furo[2,3-h]chromen-8-yl}propan-2-yl acetate
2-(2-hydroxypropan-2-yl)-6-[2-(oxiran-2-yl)propan-2-yl]-2H,3H,7H-furo[3,2-g]chromen-7-one
3-hydroxy-2-(2-hydroxypropan-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one
Lansiumarin A
Lansiumarin A is found in fruits. Lansiumarin A is a constituent of Clausena lansium (wampee) Constituent of Clausena lansium (wampee). Lansiumarin A is found in fruits.
Castillene C
Nodakenin
Nodakenin is a furanocoumarin. Nodakenin is a natural product found in Hansenia forbesii, Rhodiola rosea, and other organisms with data available. Marmesin galactoside is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Marmesin galactoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Marmesin galactoside can be found in herbs and spices, which makes marmesin galactoside a potential biomarker for the consumption of this food product. Nodakenin is a major coumarin glucoside in the root of Angelica decusiva. Nodakenin inhibits acetylcholinesterase (AChE) activity with an IC50 of 84.7 μM[1][2]. Nodakenin is a major coumarin glucoside in the root of Angelica decusiva. Nodakenin inhibits acetylcholinesterase (AChE) activity with an IC50 of 84.7 μM[1][2].
Isobergapten
Isobergapten is an allelopathic inhibitor isolated from seeds of Hevacleum laciniatum[1]. Isobergapten is an allelopathic inhibitor isolated from seeds of Hevacleum laciniatum[1].
Fukanefuromarin C
A furanocoumarin that is 2,3-dihydrofuro[3,2-c]coumarin substituted by a hydroxy group at position 7, methyl groups at positions 2 and 3 (relatively cis configuration) and a 4,8-dimethyl-4(Z),7-nonadien-6-onyl moiety at position 2. Isolated from the roots of Ferula fukanensis, it inhibits production of nitric oxide (NO).
Isobergapten
Isobergapten is a furanocoumarin. Isobergapten is a natural product found in Dorstenia psilurus, Saposhnikovia divaricata, and other organisms with data available. Isobergapten is a furocoumarin. Furocoumarins, are phototoxic and photocarcinogenic. They intercalate DNA and photochemically induce mutations. Furocoumarins are botanical phytoalexins found to varying extents in a variety of vegetables and fruits, notably citrus fruits. The levels of furocoumarins present in our diets, while normally well below that causing evident acute phototoxicity, do cause pharmacologically relevant drug interactions. Some are particularly active against cytochrome P450s. For example, in humans, bergamottin and dihydroxybergamottin are responsible for the grapefruit juice effect, in which these furanocoumarins affect the metabolism of certain drugs. Isobergapten is an allelopathic inhibitor isolated from seeds of Hevacleum laciniatum[1]. Isobergapten is an allelopathic inhibitor isolated from seeds of Hevacleum laciniatum[1].
(-)-Columbianetin
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins
(2r)-2-[(2s,4e)-2-hydroxy-6-oxohept-4-en-2-yl]-2h,3h-furo[3,2-c]chromen-4-one
4-{[(2s)-2,4-dihydroxy-4-methylpentyl]oxy}furo[3,2-g]chromen-7-one
7-methoxy-2,3-dimethyl-3-[4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-2h-furo[3,2-c]chromen-4-one
(8s,9s)-8-[2-(acetyloxy)propan-2-yl]-2-oxo-8h,9h-furo[2,3-h]chromen-9-yl (2e)-2-methylbut-2-enoate
(1s,2r,14r,15s)-4-methoxy-16,16,25-trimethyl-8,12,17-trioxa-25-azaheptacyclo[13.12.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁷.0¹⁹,²⁴]heptacosa-3(11),4,6,9,18(27),19,21,23-octaene-13,26-dione
9-{[(2s)-2-{[(3r)-4-[(2r,5r)-4,4-dimethyl-5-[({7-oxofuro[3,2-g]chromen-9-yl}oxy)methyl]spiro[1,3-dioxolane-2,7'-furo[3,2-g]chromen]-9'-yloxy]-3-hydroxy-2-methylbutan-2-yl]oxy}-3-methylbut-3-en-1-yl]oxy}furo[3,2-g]chromen-7-one
(1r,2s,14s,15r)-8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione
(8s)-8-(prop-1-en-2-yl)-8h,9h-furo[2,3-h]chromen-2-one
6-butanoyl-5-hydroxy-4-phenylfuro[2,3-h]chromen-2-one
(2s)-4-hydroxy-2-(2-hydroxypropan-2-yl)-5-[(2s)-2-methylbutanoyl]-9-phenyl-2h,3h-furo[2,3-f]chromen-7-one
4-{[3-hydroxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]methoxy}furo[3,2-g]chromen-7-one
3-(acetyloxy)-2-methyl-4-{7-oxofuro[3,2-g]chromen-6-yl}butan-2-yl acetate
3-hydroxy-2-methyl-4-({7-oxofuro[3,2-g]chromen-4-yl}oxy)butan-2-yl acetate
[(2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-({2-[(2r)-9-hydroxy-7-oxo-2h,3h-furo[3,2-g]chromen-2-yl]propan-2-yl}oxy)oxan-2-yl]methyl (2e)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
(2s)-4-hydroxy-2-(2-hydroxypropan-2-yl)-9-[(1s)-1-hydroxypropyl]-5-[(2s)-2-methylbutanoyl]-2h,3h-furo[2,3-f]chromen-7-one
(8r,9r)-8-benzyl-5,8,9-trihydroxy-6-methyl-4-phenyl-9h-furo[2,3-h]chromen-2-one
4-[(6-hydroxy-3,7-dimethylocta-2,7-dien-1-yl)oxy]furo[3,2-g]chromen-7-one
9-[(7-hydroxy-3,7-dimethylocta-2,5-dien-1-yl)oxy]-4-methoxyfuro[3,2-g]chromen-7-one
(2r)-9-hydroxy-2-(2-hydroxypropan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one
9-{[(2z)-3-methyl-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-2-en-1-yl]oxy}furo[3,2-g]chromen-7-one
C22H24O10 (448.13694039999996)
(3s)-3-(2-hydroxypropan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one
4-[(2r)-2,3-dihydroxy-3-methylbutoxy]-9-methoxyfuro[3,2-g]chromen-7-one
(2s)-2-[(2r)-2-hydroxy-1-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl]-2h,3h-furo[3,2-g]chromen-7-one
C20H24O10 (424.13694039999996)
4-[(2r)-2-hydroxy-3-methyl-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butoxy]-9-methoxyfuro[3,2-g]chromen-7-one
(5r)-5-[(2r,3r)-2,3-dihydroxy-2-methyl-4-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butyl]-3-methyl-5h-furan-2-one
(2r,3s)-2,3,9-trimethyl-2-(4-methylpent-3-en-1-yl)-3h-furo[3,2-c]chromen-4-one
4-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}furo[3,2-h]chromen-8-one
9-[(2s)-2-hydroxy-3-methoxy-3-methylbutoxy]-4-methoxyfuro[3,2-g]chromen-7-one
4-[(2r)-3-chloro-2-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one
4,6-dimethoxy-5-[(2-methylbut-3-en-2-yl)oxy]furo[3,2-g]chromen-7-one
4-{[(2e,5r)-5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl]oxy}furo[3,2-g]chromen-7-one
2-[(8s)-2-oxo-8h,9h-furo[2,3-h]chromen-8-yl]propan-2-yl 2-methylpropanoate
8-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-8h,9h-furo[2,3-h]chromen-2-one
6-hydroxy-8,9,9-trimethyl-8h-furo[2,3-h]chromen-2-one
9-[(6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl)oxy]-4-methoxyfuro[3,2-g]chromen-7-one
9-{[(2e)-5-[(2r)-3,3-dimethyloxiran-2-yl]-3-methylpent-2-en-1-yl]oxy}furo[3,2-g]chromen-7-one
(2r,3r)-3-hydroxy-2-(2-hydroxypropan-2-yl)-2h,3h-furo[3,2-g]chromen-7-one
5-hydroxy-6-[(2r)-2-methylbutanoyl]-4-phenylfuro[2,3-h]chromen-2-one
4-{[(2e,6s)-6,7-dihydroxy-3,7-dimethyloct-2-en-1-yl]oxy}furo[3,2-g]chromen-7-one
5-heptyl-12-methoxy-15-pentyl-3,9,14-trioxatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-1(10),2(7),5,11,13(17)-pentaene-4,8-dione
9-hydroxy-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}furo[3,2-g]chromen-7-one
3-methyl-5-[2-methyl-4-({7-oxofuro[3,2-g]chromen-4-yl}oxy)but-2-en-1-yl]-5h-furan-2-one
9-[(3-methyl-2-oxobut-3-en-1-yl)oxy]-2h,3h-furo[3,2-g]chromen-7-one
6-[(2s)-2,3-dihydroxy-3-methylbutyl]-4-methoxyfuro[3,2-g]chromen-7-one
(2s)-2-(prop-1-en-2-yl)-2h,3h-[1,4]dioxino[2,3-g]chromen-7-one
2-hydroxy-2-[3-(7-methoxy-2-oxochromen-8-yl)oxiran-2-yl]propyl 3-methylbutanoate
8,12,17,21-tetraoxaheptacyclo[13.11.0.0²,¹⁴.0³,¹¹.0⁵,⁹.0¹⁸,²⁶.0²⁰,²⁴]hexacosa-3(11),4,6,9,18(26),19,22,24-octaene-13,16-dione
1-(3r)-2-hydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-6-en-3-yl 5-[(2r,3s,4s,5r,6r)-3,4,5-trihydroxy-6-isopropoxyoxan-2-yl]methyl 3-hydroxy-3-methylpentanedioate
(10s)-10-ethyl-3,11-dioxatricyclo[7.3.0.0²,⁶]dodeca-1,4,6,8-tetraen-12-one
9-{[(2e,6r)-6-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}furo[3,2-g]chromen-7-one
9-[(2r,5r)-9'-[(2r)-2,3-dihydroxy-3-methylbutoxy]-4,4-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromen]-5-ylmethoxy]furo[3,2-g]chromen-7-one
4-methoxy-6-(3-methylbut-2-en-1-yl)furo[3,2-g]chromen-7-one
9-(3-chloro-2-hydroxy-3-methylbutoxy)-4-hydroxyfuro[3,2-g]chromen-7-one
C16H15ClO6 (338.05571199999997)
9-[(2r,5r)-9'-[(2r)-2-hydroxy-3-methoxy-3-methylbutoxy]-4,4-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromen]-5-ylmethoxy]furo[3,2-g]chromen-7-one
4-hydroxy-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}furo[3,2-h]chromen-8-one
4-[(2s)-2-hydroxy-2-[(2r,5s)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]ethoxy]furo[3,2-g]chromen-7-one
5-[(2r)-2,3-dihydroxy-3-methylbutyl]-6-methoxyfuro[2,3-h]chromen-2-one
2,2-dimethyl-5-[(2e)-4-({7-oxofuro[3,2-g]chromen-4-yl}oxy)but-2-en-2-yl]furan-3-one
3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-4-yl}oxy)butan-2-yl (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylate
C23H26O11 (478.14750460000005)
4-{[(2e)-6-{[(6e)-3-hydroxy-2,6-dimethyl-8-({7-oxofuro[3,2-g]chromen-4-yl}oxy)oct-6-en-2-yl]oxy}-3,7-dimethylocta-2,7-dien-1-yl]oxy}furo[3,2-g]chromen-7-one
8,9-bis(2-hydroxypropan-2-yl)-8h,9h-furo[2,3-h]chromen-2-one
6-[(2r)-2,3-dihydroxy-3-methylbutoxy]-5-methoxyfuro[2,3-h]chromen-2-one
9-{[(2s)-3,3-dimethyloxiran-2-yl]methyl}furo[3,2-g]chromen-7-one
2-(2-hydroxypropan-2-yl)-4-methoxyfuro[3,2-g]chromen-7-one
4-{[(2s)-3,3-dimethyloxiran-2-yl]methyl}-9-methoxyfuro[3,2-g]chromen-7-one
7-methoxy-2,3-dimethyl-2-[4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-3h-furo[3,2-c]chromen-4-one
(2s)-2-(2-hydroxypropan-2-yl)-6-{2-[(2s)-oxiran-2-yl]propan-2-yl}-2h,3h-furo[3,2-g]chromen-7-one
(5r)-5-[(2r)-2-hydroxy-2-[(2s)-9-oxo-2h,3h-[1,4]dioxino[2,3-h]chromen-2-yl]propyl]-3-methylideneoxolan-2-one
6-[(2s)-2-hydroxy-3-methyl-3-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl]-4-methoxyfuro[3,2-g]chromen-7-one
C23H28O11 (480.16315380000003)
9-[(2s,4s)-9'-[(2r)-2,3-dihydroxy-3-methylbutoxy]-5,5-dimethylspiro[1,3-dioxolane-2,7'-furo[3,2-g]chromen]-4-ylmethoxy]furo[3,2-g]chromen-7-one
9-[(2r)-3-hydroxy-3-methyl-2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butoxy]furo[3,2-g]chromen-7-one
C22H26O11 (466.14750460000005)