Chemical Formula: C15H16O6
Chemical Formula C15H16O6
Found 206 metabolite its formula value is C15H16O6
Picrotoxinin
Picrotoxinin belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Picrotoxinin is soluble (in water) and a very weakly acidic compound (based on its pKa). D018377 - Neurotransmitter Agents > D018682 - GABA Agents > D018756 - GABA Antagonists Picrotoxinin is a picrotoxane sesquiterpenoid that is 3a,4,5,6,7,7a-hexahydro-1H-indene-3,7-dicarboxylic acid which is substituted at positions 3a, 6, and 7a by methyl, isopropenyl, and hydroxy groups, respectively; in which the double bond at position 2-3 has been epoxidised; and in which the carboxy groups at positions 3 and 7 have undergone gamma-lactone formation by O-alkylation to positions 4 and 5, respectively. A component of picrotoxin. It has a role as a plant metabolite, a GABA antagonist and a serotonergic antagonist. It is an organic heteropentacyclic compound, an epoxide, a tertiary alcohol, a gamma-lactone and a picrotoxane sesquiterpenoid. Picrotoxinin is a natural product found in Picrodendron baccatum and Anamirta cocculus with data available. Picrotoxinin, a potent convulsant, is a chloride channel blocker. Picrotoxinin is a noncompetitive GABAA receptor antagonist, which negatively modulates the action of GABA on GABAA receptors. Picrotoxinin inhibits α1β2γ2L GABAA receptor with an IC50 of 1.15 μM[1]. Picrotoxinin, a potent convulsant, is a chloride channel blocker. Picrotoxinin is a noncompetitive GABAA receptor antagonist, which negatively modulates the action of GABA on GABAA receptors. Picrotoxinin inhibits α1β2γ2L GABAA receptor with an IC50 of 1.15 μM[1].
(S)-Angelicain
(S)-Angelicain is found in fats and oils. (S)-Angelicain is a constituent of Angelica archangelica (angelica) (S)-Angelicain is an organic heterotricyclic compound and an oxacycle. Angelicain (Norcimifugin) is a constituent of Cimicifuga foetida with anti-inflammatory activity[1]. Angelicain (Norcimifugin) is a constituent of Cimicifuga foetida with anti-inflammatory activity[1].
trans-Grandmarin
cis-Grandmarin is found in citrus. cis-Grandmarin is a constituent of Citrus natsudaidai. Constituent of Citrus hybrids. trans-Grandmarin is found in citrus.
(3R,4S,4aR)-3,4,7-trihydroxy-9-methoxy-1-methyl-2,3,4,4a-tetrahydro-6H-benzo[c]chromen-6-one|Neoaltenuene
(3S)-2,2-dimethyl-3,5-dihydroxy-8-hydroxymethyl-3,4-dihydro-2H,6H-benzo<1,2-b:5,4-b>dipyran-6-one|(3S)-2,2-dimethyl-3,5-dihydroxy-8-hydroxymethyl-3,4-dihydro-2H,6H-benzo[1,2-b:5,4-b]dipyran-6-one
3-(1-Hydroxy-1-methylethyl)-5-methoxy-2,3-dihydro-9H-pyrano[2,3-f]-1,4-benzodioxin-9-one
(+)-7-(3-methyl-4-carboxybutanoxy)umbelliferone methyl ester
5,7-dihydroxy-2-hydroxy-methyl-8-[(2E)-4-hydroxy-3-methylbut-2-enyl]-4H-1-benzopyran-4-one
5,8-dihydroxy-7-(2-hydroxypropyl)-2-methoxy-6-methylnaphthalene-1,4-dione
threo-(1Z)-(-)-5-(2,3-Dihydroxy-1-methoxy-3-phenylpropylidene)-4-methoxy-2(5H)-furanone
(Z)-6-acetyl-3-(1,2-dihydroxypropylidene)-5-hydroxy-8-methylchroman-2-one
1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-propan-1,2,3-triol
5-(3-carboxy-3-methyl-2E-allyloxy)-3-methoxy-4-methylphthalide
(2S,3aR,9aS)-3a,8,9a-trihydroxy-2,3,3-trimethyl-2,3,3a,9a-tetrahydronaphtho[2,3-b]furan-4,9-dione|chiritalone A
3,4-dihydroxy-6-methoxy-7-(3,3-dimethylallyloxy)-coumarin
(E)-4-[(1,3-dihydro-7-hydroxy-4,6-dimethyl-1-oxo-5-isobenzofuranyl)oxy]-2-methyl-2-butenoic acid|(E)-5-(3-carboxy-2-butenyloxy)-7-hydroxy-4,6-dimethylphthalide
(+)-fatouain C|(+)-threo-6-(1,2-dihydroxy-3-methylbut-3-enyl)-8-hydroxy-7-methoxy-[2H]-chromen-2-one
8-(1,2-dihydroxy-1-methylethyl)-6-methoxy-8,9-dihydrofuro[2,3-h]chromen-2-one|hedyotiscone C
2-(trans-1,4-dihydroxycyclohexyl)-5,7-dihydroxychromone
3,7,10a-trimethoxy-1,4,4a,10a-tetrahydrodibenzo-p-dioxin-1-one
(2beta,4alpha,5beta,6alpha,8alpha)-4,5-Epoxy-6-hydroxy-1(10),11(13)-germacradiene-12,8:14,2-diolide
2-(trans-1,4-Dihydroxy-cyclohexyl)-5,7-dihydroxy-chromone
2-(1,4-Dihydroxycyclohexyl)-5,7-dihydroxychromen-4-one is a natural product found in Macrothelypteris torresiana with data available.
Picrotoxinin
D018377 - Neurotransmitter Agents > D018682 - GABA Agents > D018756 - GABA Antagonists relative retention time with respect to 9-anthracene Carboxylic Acid is 0.577 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.570 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.573 Picrotoxinin, a potent convulsant, is a chloride channel blocker. Picrotoxinin is a noncompetitive GABAA receptor antagonist, which negatively modulates the action of GABA on GABAA receptors. Picrotoxinin inhibits α1β2γ2L GABAA receptor with an IC50 of 1.15 μM[1]. Picrotoxinin, a potent convulsant, is a chloride channel blocker. Picrotoxinin is a noncompetitive GABAA receptor antagonist, which negatively modulates the action of GABA on GABAA receptors. Picrotoxinin inhibits α1β2γ2L GABAA receptor with an IC50 of 1.15 μM[1].
4-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3-hydroxy-2-methyl-2H-furan-5-one
5-hydroxy-7-(hydroxymethyl)-2-methyl-2-(5-oxooxolan-2-yl)-3H-chromen-4-one
C15H16O6_(2S,3S,4aS)-2,3,7-Trihydroxy-9-methoxy-4a-methyl-2,3,4,4a-tetrahydro-6H-benzo[c]chromen-6-one
C15H16O6_6H-Dibenzo[b,d]pyran-6-one, 2,3,4,4a-tetrahydro-2,3,7-trihydroxy-9-methoxy-4a-methyl
methyl (1S,4S,8R,11S,14S)-11-ethyl-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]tetradeca-2,5-diene-5-carboxylate
5-hydroxy-7-(hydroxymethyl)-2-methyl-2-(5-oxooxolan-2-yl)-3H-chromen-4-one
4-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3-hydroxy-2-methyl-2H-furan-5-one
4-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-3-hydroxy-2-methyl-2H-furan-5-one_major
methyl (1S,4S,8R,11S,14S)-11-ethyl-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹?.0?,¹?]tetradeca-2,5-diene-5-carboxylate
Angelicain
Angelicain (Norcimifugin) is a constituent of Cimicifuga foetida with anti-inflammatory activity[1]. Angelicain (Norcimifugin) is a constituent of Cimicifuga foetida with anti-inflammatory activity[1].
trans-Grandmarin
methyl 4-hydroxy-5,6,8-trimethoxynaphthalene-2-carboxylate
6H-Dibenzo[b,d]pyran-6-one, 2,3,4,4a-tetrahydro-2,3,7-trihydroxy-9-methoxy-4a-methyl-, (2R,3R,4aR)-rel-
azanigerone F
An azaphilone that is 6H-2-benzopyran-6,8(7H)-dione carrying a 2-hydroxypropyl sunstyituent at position 3 as well as methyl and acetoxy substituents at position 7.
1-(3,5-Dihydroxyphenyl)-3-(2,4,6-trihydroxyphenyl)-2-propanol
2-[2-(6-Hydroxy-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-2,3-dihydropyran-6-one
2-[2-(1,3-Benzodioxol-5-yl)ethyl]-5-hydroxy-4-methoxy-2,3-dihydropyran-6-one
2-[2-(1,3-Benzodioxol-5-yl)-1-hydroxyethyl]-4-methoxy-2,3-dihydropyran-6-one
2-[2-(1,3-Benzodioxol-5-yl)-2-hydroxyethyl]-4-methoxy-2,3-dihydropyran-6-one
b-Dihydroplumericin
Picrotoxinin
Picrotoxinin is a picrotoxane sesquiterpenoid that is 3a,4,5,6,7,7a-hexahydro-1H-indene-3,7-dicarboxylic acid which is substituted at positions 3a, 6, and 7a by methyl, isopropenyl, and hydroxy groups, respectively; in which the double bond at position 2-3 has been epoxidised; and in which the carboxy groups at positions 3 and 7 have undergone gamma-lactone formation by O-alkylation to positions 4 and 5, respectively. A component of picrotoxin. It has a role as a plant metabolite, a GABA antagonist and a serotonergic antagonist. It is an organic heteropentacyclic compound, an epoxide, a tertiary alcohol, a gamma-lactone and a picrotoxane sesquiterpenoid. Picrotoxinin is a natural product found in Picrodendron baccatum and Anamirta cocculus with data available. A picrotoxane sesquiterpenoid that is 3a,4,5,6,7,7a-hexahydro-1H-indene-3,7-dicarboxylic acid which is substituted at positions 3a, 6, and 7a by methyl, isopropenyl, and hydroxy groups, respectively; in which the double bond at position 2-3 has been epoxidised; and in which the carboxy groups at positions 3 and 7 have undergone gamma-lactone formation by O-alkylation to positions 4 and 5, respectively. A component of picrotoxin. D018377 - Neurotransmitter Agents > D018682 - GABA Agents > D018756 - GABA Antagonists Picrotoxinin, a potent convulsant, is a chloride channel blocker. Picrotoxinin is a noncompetitive GABAA receptor antagonist, which negatively modulates the action of GABA on GABAA receptors. Picrotoxinin inhibits α1β2γ2L GABAA receptor with an IC50 of 1.15 μM[1]. Picrotoxinin, a potent convulsant, is a chloride channel blocker. Picrotoxinin is a noncompetitive GABAA receptor antagonist, which negatively modulates the action of GABA on GABAA receptors. Picrotoxinin inhibits α1β2γ2L GABAA receptor with an IC50 of 1.15 μM[1].
3-(5-hydroxy-7-methoxy-2-methyl-4-oxochromen-6-yl)-2-methylpropanoic acid
(2r,3s,4as)-2,3,7-trihydroxy-9-methoxy-4a-methyl-2h,3h,4h-benzo[c]chromen-6-one
4-hydroxy-3-[(4-hydroxy-5,6-dimethyl-2-oxopyran-3-yl)methyl]-5,6-dimethylpyran-2-one
methyl (2e)-7-[(e)-benzoyloxy]-6-hydroxy-4-oxohept-2-enoate
(1r,2r,6s,7z,9s,11s)-9,11-dihydroxy-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.0²,⁶]pentadeca-7,12(15)-diene-4,13-dione
4-hydroxy-6-methoxy-15-methyl-9,14,16-trioxatetracyclo[8.6.0.0³,⁸.0¹¹,¹⁵]hexadeca-3,5,7-trien-13-one
(1r,9r,12s)-3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-8-one
5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-en-1-yl)-2-(hydroxymethyl)chromen-4-one
1,8,9a-trihydroxy-3,4a-dimethyl-2,3-dihydro-1h-xanthene-4,9-dione
5,7-dihydroxy-8-(4-hydroxy-3-methylbut-2-en-1-yl)-2-(hydroxymethyl)chromen-4-one
3-ethyl-5-hydroxy-2,6,7-trimethoxynaphthalene-1,4-dione
methyl (1s,4as,7s,7ar)-4'-ethyl-1-hydroxy-5'-oxo-4a,7a-dihydro-1h-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
(2e,4e)-5-[(3r,6r,7r)-6,7-dihydroxy-7-methyl-8-oxo-4,6-dihydro-3h-2-benzopyran-3-yl]penta-2,4-dienoic acid
(1r,2r)-2-hydroxy-2-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-1-phenylethyl acetate
8-acetyl goniofufurone
{"Ingredient_id": "HBIN013611","Ingredient_name": "8-acetyl goniofufurone","Alias": "NA","Ingredient_formula": "C15H16O6","Ingredient_Smile": "CC(=O)OC(C1C(C2C(O1)CC(=O)O2)O)C3=CC=CC=C3","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "404","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
8-o-acetylgoniotriol
{"Ingredient_id": "HBIN013841","Ingredient_name": "8-o-acetylgoniotriol","Alias": "NA","Ingredient_formula": "C15H16O6","Ingredient_Smile": "CC(=O)OC(C1=CC=CC=C1)C(C2C(C=CC(=O)O2)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "405","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
allamdin
{"Ingredient_id": "HBIN015191","Ingredient_name": "allamdin","Alias": "NA","Ingredient_formula": "C15H16O6","Ingredient_Smile": "CCC1=CC2(C=CC3C2C(OC=C3C(=O)OC)O)OC1=O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "915","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
6-(1,2-dihydroxy-3-methylbut-3-en-1-yl)-8-hydroxy-7-methoxychromen-2-one
5,7-dihydroxy-6-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-2-(hydroxymethyl)chromen-4-one
(1s,3s,4ar,9ar)-1,8,9a-trihydroxy-3,4a-dimethyl-2,3-dihydro-1h-xanthene-4,9-dione
8-hydroxy-3-[(2s)-2-hydroxy-4-oxopentyl]-6-methoxyisochromen-1-one
6-[(1r,2r)-1,2-dihydroxy-3-methylbut-3-en-1-yl]-8-hydroxy-7-methoxychromen-2-one
(8r)-8-[(2s)-1,2-dihydroxypropan-2-yl]-6-methoxy-8h,9h-furo[2,3-h]chromen-2-one
9,10-dihydroxy-5-methoxy-8,8-dimethyl-9h,10h-pyrano[2,3-h]chromen-2-one
8-hydroxy-7-{[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]oxy}-6-methoxychromen-2-one
12-hydroxy-8-methyl-3-methylidene-5,9,15-trioxatetracyclo[11.2.1.0²,⁶.0⁸,¹⁰]hexadec-13(16)-ene-4,14-dione
(5z)-5-[(2r,3r)-2,3-dihydroxy-1-methoxy-3-phenylpropylidene]-4-methoxyfuran-2-one
(2r)-5-hydroxy-7-(hydroxymethyl)-2-methyl-2-[(2s)-5-oxooxolan-2-yl]-3h-1-benzopyran-4-one
(1r,3r,5s,8s,9r,12s,13r)-1-hydroxy-13-methyl-14-(prop-1-en-2-yl)-4,7,10-trioxapentacyclo[6.4.1.1⁹,¹².0³,⁵.0⁵,¹³]tetradecane-6,11-dione
5,7-dihydroxy-8-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-2-(hydroxymethyl)chromen-4-one
8-hydroxy-7-{[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]oxy}-6-methoxychromen-2-one
(1r,10r,11r,15r)-4-hydroxy-6-methoxy-15-methyl-9,14,16-trioxatetracyclo[8.6.0.0³,⁸.0¹¹,¹⁵]hexadeca-3,5,7-trien-13-one
3-(1,4-dihydroxycyclohexyl)-5,7-dihydroxychromen-4-one
(6s,7s)-6,7-dihydroxy-5-methoxy-8,8-dimethyl-6h,7h-pyrano[3,2-g]chromen-2-one
methyl (2e,6s)-7-[(e)-benzoyloxy]-6-hydroxy-4-oxohept-2-enoate
8-hydroxy-7-[(4-hydroxy-3-methylbut-2-en-1-yl)oxy]-6-methoxychromen-2-one
(1s,6s,7s,13s,14s)-7-hydroxy-6,11-dimethyl-5,9,15,17-tetraoxapentacyclo[11.2.2.0¹,¹⁴.0⁴,⁶.0⁸,¹²]heptadeca-8(12),10-dien-16-one
2-(2-hydroxypropan-2-yl)-5-methoxy-2h,3h-[1,4]dioxino[2,3-f]chromen-8-one
(2r)-2-[(2s)-1,2-dihydroxypropan-2-yl]-4-hydroxy-7-methyl-2h,3h-furo[3,2-g]chromen-5-one
5-hydroxy-2,7-dimethoxy-6-(1-methoxyethyl)naphthalene-1,4-dione
1-hydroxy-13-methyl-14-(prop-1-en-2-yl)-4,7,10-trioxapentacyclo[6.4.1.1⁹,¹².0³,⁵.0⁵,¹³]tetradecane-6,11-dione
(2s,3r,4as)-2,3,7-trihydroxy-9-methoxy-4a-methyl-2h,3h,4h-benzo[c]chromen-6-one
(2s,3s,4as)-2,3,7-trihydroxy-9-methoxy-4a-methyl-2h,3h,4h-benzo[c]chromen-6-one
2-hydroxy-2-(3-hydroxy-6-oxo-2,3-dihydropyran-2-yl)-1-phenylethyl acetate
6,8-dihydroxy-3-(4-hydroxy-2-oxopentyl)-7-methylisochromen-1-one
(4as,10ar)-3,7,10a-trimethoxy-4,4a-dihydrooxanthren-1-one
(2s,3s,4ar)-2,3,7-trihydroxy-9-methoxy-4a-methyl-2h,3h,4h-benzo[c]chromen-6-one
(2e)-4-[(7-methoxy-6-methyl-3-oxo-1h-2-benzofuran-5-yl)oxy]-2-methylbut-2-enoic acid
9,10-dihydroxy-6-methoxy-8,8-dimethyl-9h,10h-pyrano[2,3-h]chromen-2-one
5-(2,3-dihydroxy-1-methoxy-3-phenylpropylidene)-4-methoxyfuran-2-one
(1s,9s,12s)-3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-8-one
3,4-dihydroxy-6-methoxy-7-[(3-methylbut-2-en-1-yl)oxy]chromen-2-one
7,8-dihydroxy-5-(4-hydroxy-3-methylbut-2-en-1-yl)-6-methoxychromen-2-one
5,7-dihydroxy-2-(hydroxymethyl)-8,8-dimethyl-6h,7h-pyrano[3,2-g]chromen-4-one
9,11-dihydroxy-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.0²,⁶]pentadeca-7,12(15)-diene-4,13-dione
(1r,2r,6s,8r,10r,12s)-12-hydroxy-8-methyl-3-methylidene-5,9,15-trioxatetracyclo[11.2.1.0²,⁶.0⁸,¹⁰]hexadec-13(16)-ene-4,14-dione
5,8-dihydroxy-3-(2-hydroxypropyl)-6-methoxy-2-methylnaphthalene-1,4-dione
(9s,10s)-9,10-dihydroxy-5-methoxy-8,8-dimethyl-9h,10h-pyrano[2,3-h]chromen-2-one
1,4,8,9a-tetrahydroxy-3,4a-dimethyl-1,4-dihydroxanthen-9-one
(1s,4s,4as,9ar)-1,4,8,9a-tetrahydroxy-3,4a-dimethyl-1,4-dihydroxanthen-9-one
5,7-dihydroxy-6-(4-hydroxy-3-methylbut-2-en-1-yl)-2-(hydroxymethyl)chromen-4-one
6,8-dihydroxy-3-[(4s)-4-hydroxy-2-oxopentyl]-7-methylisochromen-1-one
(2r)-2-(2-hydroxypropan-2-yl)-5-methoxy-2h,3h-[1,4]dioxino[2,3-h]chromen-9-one
(1s,9s,12r,14s)-3,6-dihydroxy-4-methoxy-12-methyl-11,15-dioxatetracyclo[10.2.1.0²,⁷.0⁹,¹⁴]pentadeca-2,4,6-trien-8-one
(2s,3s)-5,8-dihydroxy-6-methoxy-2-methyl-3-(2-oxopropyl)-2,3-dihydronaphthalene-1,4-dione
6,7-dihydroxy-5-methoxy-8,8-dimethyl-6h,7h-pyrano[3,2-g]chromen-2-one
5,7-dihydroxy-2-[(1s,4s)-1,4-dihydroxycyclohexyl]chromen-4-one
3-(2-hydroxypropyl)-7-methyl-6,8-dioxoisochromen-7-yl acetate
methyl 2-hydroxy-2-methyl-4-[(2-oxochromen-7-yl)oxy]butanoate
7,8-dihydroxy-5-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-6-methoxychromen-2-one
(7s)-5,7-dihydroxy-2-(hydroxymethyl)-8,8-dimethyl-6h,7h-pyrano[3,2-g]chromen-4-one
4-[(7-methoxy-6-methyl-3-oxo-1h-2-benzofuran-5-yl)oxy]-2-methylbut-2-enoic acid
(1r,2s,6r,7e,9s,11s)-9,11-dihydroxy-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.0²,⁶]pentadeca-7,12(15)-diene-4,13-dione
(3r)-3-(2-hydroxypropan-2-yl)-5-methoxy-2h,3h-[1,4]dioxino[2,3-g]chromen-7-one
methyl (2r)-2-hydroxy-2-methyl-4-[(2-oxochromen-7-yl)oxy]butanoate
(3r,4s,4ar)-3,4,7-trihydroxy-9-methoxy-1-methyl-2h,3h,4h,4ah-benzo[c]chromen-6-one
5-hydroxy-7-(hydroxymethyl)-2-methyl-2-(5-oxooxolan-2-yl)-3h-1-benzopyran-4-one
(1r,2r,3r)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)propane-1,2,3-triol
(9r,10s)-9,10-dihydroxy-6-methoxy-8,8-dimethyl-9h,10h-pyrano[2,3-h]chromen-2-one
5,8-dihydroxy-6-methoxy-2-methyl-3-(2-oxopropyl)-2,3-dihydronaphthalene-1,4-dione
(6s,7r)-6,7-dihydroxy-5-methoxy-8,8-dimethyl-6h,7h-pyrano[3,2-g]chromen-2-one
(9r,10s)-9,10-dihydroxy-5-methoxy-8,8-dimethyl-9h,10h-pyrano[2,3-h]chromen-2-one
2,3,7-trihydroxy-9-methoxy-4a-methyl-2h,3h,4h-benzo[c]chromen-6-one
[(2z)-4-[(2z)-5-butyl-5-methylfuran-2-ylidene]-3,5-dioxooxolan-2-ylidene]acetic acid
2-(1,4-dihydroxycyclohexyl)-5,7-dihydroxychromen-4-one
(2s)-4-hydroxy-7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2h,3h-furo[3,2-g]chromen-5-one
2-(1,2-dihydroxypropan-2-yl)-4-hydroxy-7-methyl-2h,3h-furo[3,2-g]chromen-5-one
[2-(2-hydroxy-3,5-dimethylbenzoyl)-5-oxooxolan-3-yl]acetic acid
(5r)-3-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-4-hydroxy-5-methyl-5h-furan-2-one
16-hydroxy-4,13-dimethyl-2,7,15-trioxatetracyclo[10.2.1.1⁶,⁹.0¹,⁵]hexadeca-4,13-diene-3,8-dione
(2r)-2-(2-hydroxypropan-2-yl)-5-methoxy-2h,3h-[1,4]dioxino[2,3-f]chromen-8-one
6-[(1r,2s)-1,2-dihydroxy-3-methylbut-3-en-1-yl]-8-hydroxy-7-methoxychromen-2-one
(2r,4r,5s,7s,9s,12r,13r,14s)-7,12-dimethyl-3,6,10,15-tetraoxapentacyclo[12.2.1.0²,⁴.0⁵,⁷.0⁹,¹³]heptadec-1(17)-ene-11,16-dione
(2r)-3-(5-hydroxy-7-methoxy-2-methyl-4-oxochromen-6-yl)-2-methylpropanoic acid
[(2z)-4-[(2z,5r)-5-butyl-5-methylfuran-2-ylidene]-3,5-dioxooxolan-2-ylidene]acetic acid
3,6-dihydroxy-4-methoxy-12-methyl-11,15-dioxatetracyclo[10.2.1.0²,⁷.0⁹,¹⁴]pentadeca-2,4,6-trien-8-one
(2s)-2-(2-hydroxypropan-2-yl)-5-methoxy-2h,3h-[1,4]dioxino[2,3-h]chromen-9-one
8-acetyl-9,13-dihydroxy-4,13-dimethyl-6,11-dioxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-1,3-dien-5-one
2-(2-hydroxypropan-2-yl)-5-methoxy-2h,3h-[1,4]dioxino[2,3-g]chromen-7-one
5-(6,7-dihydroxy-7-methyl-8-oxo-4,6-dihydro-3h-2-benzopyran-3-yl)penta-2,4-dienoic acid
3-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-4-hydroxy-5-methyl-5h-furan-2-one
3,4,7-trihydroxy-9-methoxy-1-methyl-2h,3h,4h,4ah-benzo[c]chromen-6-one
8-hydroxy-3-(2-hydroxy-4-oxopentyl)-6-methoxyisochromen-1-one
3-(2-hydroxypropan-2-yl)-5-methoxy-2h,3h-[1,4]dioxino[2,3-g]chromen-7-one
5,7-dihydroxy-6-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]-2-(hydroxymethyl)chromen-4-one
2-(2-hydroxypropan-2-yl)-5-methoxy-2h,3h-[1,4]dioxino[2,3-h]chromen-9-one
8-(1,2-dihydroxypropan-2-yl)-6-methoxy-8h,9h-furo[2,3-h]chromen-2-one
methyl (1r,4as,7r,7as)-4'-ethyl-1-hydroxy-5'-oxo-4a,7a-dihydro-1h-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-8-one
[4-(5-butyl-5-methylfuran-2-ylidene)-3,5-dioxooxolan-2-ylidene]acetic acid
(2s)-3-(5-hydroxy-7-methoxy-2-methyl-4-oxochromen-6-yl)-2-methylpropanoic acid
(2r)-2-(2-hydroxypropan-2-yl)-5-methoxy-2h,3h-[1,4]dioxino[2,3-g]chromen-7-one
1-Hydroxy-13-methyl-14-prop-1-en-2-yl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
See also: Picrotoxinin (annotation moved to).