Classification Term: 2104

Pyranoisoflavonoids (ontology term: CHEMONTID:0003530)

Isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton." [DOI:10.1039/P19780000137]

found 24 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Isoflavonoids

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

Yamogenintetroside B

2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icos-18-en-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C52H86O22 (1062.561)


Methylprotodioscin is a steroid saponin. Methylprotodioscin is a natural product found in Dracaena draco, Smilax menispermoidea, and other organisms with data available. Methylprotodioscin is found in herbs and spices. Methylprotodioscin is isolated from seeds of Trigonella caerulea (sweet trefoil) and Asparagus officinalis (asparagus). Methyl protodioscin(NSC-698790) is a furostanol bisglycoside with antitumor properties; shows to reduce proliferation, cause cell cycle arrest. IC50 value: Target: in vitro: MPD showed growth inhibitory effects in A549 cells in a dose- and time-dependent manner. The significant G2/M cell cycle arrest and apoptotic effect were also seen in A549 cells treated with MPD. MPD-induced apoptosis was accompanied by a significant reduction of mitochondrial membrane potential, release of mitochondrial cytochrome c to cytosol, activation of caspase-3, downregulation of Bcl-2, p-Bad, and upregulation of Bax [1]. In THP-1 macrophages, MPD increases levels of ABCA1 mRNA and protein in dose- and time-dependent manners, and apoA-1-mediated cholesterol efflux. MPD also decreases the gene expressions of HMGCR, FAS and ACC for cholesterol and fatty acid synthesis [2]. Methyl protodioscin(NSC-698790) is a furostanol bisglycoside with antitumor properties; shows to reduce proliferation, cause cell cycle arrest. IC50 value: Target: in vitro: MPD showed growth inhibitory effects in A549 cells in a dose- and time-dependent manner. The significant G2/M cell cycle arrest and apoptotic effect were also seen in A549 cells treated with MPD. MPD-induced apoptosis was accompanied by a significant reduction of mitochondrial membrane potential, release of mitochondrial cytochrome c to cytosol, activation of caspase-3, downregulation of Bcl-2, p-Bad, and upregulation of Bax [1]. In THP-1 macrophages, MPD increases levels of ABCA1 mRNA and protein in dose- and time-dependent manners, and apoA-1-mediated cholesterol efflux. MPD also decreases the gene expressions of HMGCR, FAS and ACC for cholesterol and fatty acid synthesis [2].

   

(R)-Hispaglabridin A

4-{12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-5-yl}-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

C25H28O4 (392.1987)


(R)-Hispaglabridin A is found in herbs and spices. (R)-Hispaglabridin A is isolated from Glycyrrhiza glabra (licorice). Isolated from Glycyrrhiza glabra (licorice). (R)-Hispaglabridin A is found in tea and herbs and spices.

   

(R)-Glabridin

4-{8,8-dimethyl-2H,3H,4H,8H-pyrano[2,3-f]chromen-3-yl}benzene-1,3-diol

C20H20O4 (324.1362)


(R)-Glabridin is found in herbs and spices. (R)-Glabridin is isolated from Glycyrrhiza glabra (licorice). Isolated from Glycyrrhiza glabra (licorice). (R)-Glabridin is found in tea and herbs and spices. C26170 - Protective Agent > C275 - Antioxidant > C306 - Bioflavonoid Glabridin is a natural isoflavan from Glycyrrhiza uralensis, binds to and activates PPARγ, with an EC50 of 6115 nM. Glabridin exhibits antioxidant, anti-bacterial, anti-nephritic, anti-diabetic, anti-fungal, antitumor, anti-inflammatory, antiosteoporotic, cardiovascular protective, neuroprotective and radical scavenging activities[1][2]. Glabridin is a natural isoflavan from Glycyrrhiza uralensis, binds to and activates PPARγ, with an EC50 of 6115 nM. Glabridin exhibits antioxidant, anti-bacterial, anti-nephritic, anti-diabetic, anti-fungal, antitumor, anti-inflammatory, antiosteoporotic, cardiovascular protective, neuroprotective and radical scavenging activities[1][2]. Glabridin is a natural isoflavan from Glycyrrhiza uralensis, binds to and activates PPARγ, with an EC50 of 6115 nM. Glabridin exhibits antioxidant, anti-bacterial, anti-nephritic, anti-diabetic, anti-fungal, antitumor, anti-inflammatory, antiosteoporotic, cardiovascular protective, neuroprotective and radical scavenging activities[1][2].

   

Phaseollinisoflavan

6-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-2,2-dimethyl-2H-chromen-5-ol

C20H20O4 (324.1362)


Phytoalexin from Phaseolus vulgaris (kidney bean), other Phaseolus subspecies and Glycyrrhiza glabra (licorice). Phaseollinisoflavan is found in many foods, some of which are green bean, yellow wax bean, herbs and spices, and common bean. Phaseollinisoflavan is found in common bean. Phytoalexin from Phaseolus vulgaris (kidney bean), other Phaseolus species and Glycyrrhiza glabra (licorice

   

Glabrone

7-Hydroxy-3-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-4H-1-benzopyran-4-one, 9CI

C20H16O5 (336.0998)


Glabrone is an isoflavonoid. Glabrone is a natural product found in Euphorbia helioscopia, Glycyrrhiza glabra, and other organisms with data available. See also: Glycyrrhiza Glabra (part of). Glabrone is found in herbs and spices. Glabrone is a constituent of root of Glycyrrhiza glabra (licorice)

   

3'-Hydroxy-4'-methoxyglabridin

3-{12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-5-yl}-6-methoxybenzene-1,2-diol

C21H22O5 (354.1467)


3-Hydroxy-4-methoxyglabridin is an isoflavonoid. 3-Hydroxy-4-methoxyglabridin is a natural product found in Glycyrrhiza glabra with data available. 3-Hydroxy-4-methoxyglabridin is found in herbs and spices. 3-Hydroxy-4-methoxyglabridin is isolated from Glycyrrhiza glabra (licorice Isolated from Glycyrrhiza glabra (licorice). 3-Hydroxy-4-methoxyglabridin is found in tea and herbs and spices.

   

Glabrene

8-(7-hydroxy-2H-1-benzopyran-3-yl)-2,2-dimethyl-1-benzopyran-5-ol

C20H18O4 (322.1205)


Glabrene is an isoflavonoid. Glabrene is a natural product found in Glycyrrhiza glabra and Glycyrrhiza uralensis with data available. See also: Glycyrrhiza Glabra (part of). Glabrene is found in herbs and spices. Glabrene is a constituent of root of Glycyrrhiza glabra (licorice)

   

(R)-Hispaglabridin B

6-{12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-5-yl}-2,2-dimethyl-2H-chromen-5-ol

C25H26O4 (390.1831)


(R)-Hispaglabridin B is found in herbs and spices. (R)-Hispaglabridin B is isolated from Glycyrrhiza glabra (licorice). Isolated from Glycyrrhiza glabra (licorice). (R)-Hispaglabridin B is found in tea and herbs and spices.

   

Kanzonol O

7-hydroxy-3-(5-hydroxy-2,2-dimethyl-2H-chromen-8-yl)-5-methoxy-3,4-dihydro-2H-1-benzopyran-8-carbaldehyde

C22H22O6 (382.1416)


Kanzonol O is found in herbs and spices. Kanzonol O is a constituent of the roots of Glycyrrhiza uralensis (Chinese licorice). Constituent of the roots of Glycyrrhiza uralensis (Chinese licorice). Kanzonol O is found in herbs and spices.

   

Semilicoisoflavone B

5,7-Dihydroxy-3-(8-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-4H-1-benzopyran-4-one, 9ci

C20H16O6 (352.0947)


Semilicoisoflavone B is found in root vegetables. Semilicoisoflavone B is a constituent of licorice (Glycyrrhiza sp.) Constituent of licorice (Glycyrrhiza species). Semilicoisoflavone B is found in root vegetables.

   

Kanzonol J

8-{9-methoxy-13,13-dimethyl-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1(10),2,8-trien-6-yl}-2,2-dimethyl-2H-chromen-5-ol

C26H30O5 (422.2093)


Kanzonol J is found in herbs and spices. Kanzonol J is a constituent of Glycyrrhiza uralensis (Chinese licorice). Constituent of Glycyrrhiza uralensis (Chinese licorice). Kanzonol J is found in herbs and spices.

   

Glycyrrhizaisoflavone C

7-hydroxy-3-(7-hydroxy-5-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)-4H-chromen-4-one

C21H20O6 (368.126)


Glycyrrhizaisoflavone C is found in herbs and spices. Glycyrrhizaisoflavone C is a constituent of licorice (Glycyrrhiza sp.) Constituent of licorice (Glycyrrhiza species). Glycyrrhizaisoflavone C is found in tea and herbs and spices.

   

Kanzonol W

3-(2,4-Dihydroxyphenyl)-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b]dipyran-2-one, 9ci

C20H16O5 (336.0998)


Kanzonol W is found in herbs and spices. Kanzonol W is a constituent of Glycyrrhiza glabra (licorice) roots

   

2'-O-Methylglabridin

4-{12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-5-yl}-3-methoxyphenol

C21H22O4 (338.1518)


2-O-Methylglabridin is found in herbs and spices. 2-O-Methylglabridin is isolated from Glycyrrhiza glabra (licorice). Isolated from Glycyrrhiza glabra (licorice). 2-O-Methylglabridin is found in tea and herbs and spices.

   

Parvisoflavone A

3-(2,4-Dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b]dipyran-4-one, 9ci

C20H16O6 (352.0947)


Parvisoflavone A is found in pulses. Parvisoflavone A is isolated from Phaseolus aureus (mung bean). Isolated from Phaseolus aureus (mung bean). Parvisoflavone A is found in pulses.

   

Glycyrrhizaisoflavone B

7-hydroxy-3-(8-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-5-methoxy-4H-chromen-4-one

C21H18O6 (366.1103)


Glycyrrhizaisoflavone B is found in root vegetables. Glycyrrhizaisoflavone B is a constituent of Glycyrrhiza sp. Constituent of Glycyrrhiza species Glycyrrhizaisoflavone B is found in root vegetables.

   

2,3-Dihydro-5,5',7,7'-tetrahydroxy-2-(4-hydroxyphenyl)[3,8'-bi-4H-1-benzopyran]-4,4'-dione

8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl]-5,7-dihydroxy-4H-chromen-4-one

C24H16O9 (448.0794)


2,3-Dihydro-5,5,7,7-tetrahydroxy-2-(4-hydroxyphenyl)[3,8-bi-4H-1-benzopyran]-4,4-dione is found in fruits. 2,3-Dihydro-5,5,7,7-tetrahydroxy-2-(4-hydroxyphenyl)[3,8-bi-4H-1-benzopyran]-4,4-dione is isolated from leaves of Garcinia dulcis (mundu). Isolated from leaves of Garcinia dulcis (mundu). 2,3-Dihydro-5,5,7,7-tetrahydroxy-2-(4-hydroxyphenyl)[3,8-bi-4H-1-benzopyran]-4,4-dione is found in fruits.

   

Glycyrrhizaisoflavone A

3-(3,8-dihydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)-5,7-dihydroxy-4H-chromen-4-one

C20H18O7 (370.1052)


Glycyrrhizaisoflavone A is found in root vegetables. Glycyrrhizaisoflavone A is a constituent of Glycyrrhiza sp. Constituent of Glycyrrhiza species Glycyrrhizaisoflavone A is found in root vegetables.

   

4'-O-Methylglabridin

2-{12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-5-yl}-5-methoxyphenol

C21H22O4 (338.1518)


4-O-Methylglabridin is found in herbs and spices. 4-O-Methylglabridin is isolated from Glycyrrhiza glabra (licorice). Isolated from Glycyrrhiza glabra (licorice). 4-O-Methylglabridin is found in tea and herbs and spices.

   

(S)-8-Prenylphaseollinisoflavan

6-[7-hydroxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-2,2-dimethyl-2H-chromen-5-ol

C25H28O4 (392.1987)


(S)-8-Prenylphaseollinisoflavan is found in herbs and spices. (S)-8-Prenylphaseollinisoflavan is a constituent of Glycyrrhiza glabra (licorice). Constituent of Glycyrrhiza glabra (licorice). (S)-8-Prenylphaseollinisoflavan is found in tea and herbs and spices.

   

Kanzonol I

8-[5,7-dimethoxy-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-2,2-dimethyl-2H-chromen-5-ol

C27H32O5 (436.225)


Kanzonol I is found in herbs and spices. Kanzonol I is a constituent of Glycyrrhiza uralensis (Chinese licorice). Constituent of Glycyrrhiza uralensis (Chinese licorice). Kanzonol I is found in herbs and spices.

   

4'-O-Methylkanzonol W

3-(2-Hydroxy-4-methoxyphenyl)-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b]dipyran-2-one, 9ci

C21H18O5 (350.1154)


4-O-Methylkanzonol W is found in herbs and spices. 4-O-Methylkanzonol W is a constituent of Glycyrrhiza glabra (licorice)

   

Ginsenoyne M

(7Z)-14-[5-(3-heptyloxiran-2-yl)penta-1,3-diyn-1-yl]-1,5,5,8-tetramethyl-15-oxatricyclo[9.4.0.0⁴,⁷]pentadeca-7,13-diene

C32H46O2 (462.3498)


Ginsenoyne M is found in tea. Ginsenoyne M is a constituent of the roots of Panax ginseng (ginseng)

   

Lunatone

5-(2,4-dihydroxyphenyl)-8,13-dihydroxy-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1,4,7,9-tetraen-6-one

C20H18O7 (370.1052)


Constituent of Phaseolus lunatus (butter bean). Lunatone is found in pulses and lima bean.