Classification Term: 168656

Pterocarpans [PK1207] (ontology term: d181fc6496a54752d40743d7b7e18f0d)

Pterocarpans [PK1207]

found 171 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Flavonoids [PK12]

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

Medicarpin

9-Methoxy-6a,11a-dimethyl-6a,11a-dihydro-6H-\ 1-benzofuro[3,2-c]chromen-3-ol from Dalbergia Oliveri

C16H14O4 (270.0892)


A member of the class of pterocarpans that is 3-hydroxyptercarpan with a methoxy substituent at position 9. (+)-medicarpin is the (+)-enantiomer of medicarpin. It is an enantiomer of a (-)-medicarpin. (+)-Medicarpin is a natural product found in Dalbergia sissoo, Machaerium acutifolium, and other organisms with data available. The (+)-enantiomer of medicarpin. (-)-medicarpin is the (-)-enantiomer of medicarpin. It has a role as a plant metabolite. It is an enantiomer of a (+)-medicarpin. Medicarpin is a natural product found in Cicer chorassanicum, Melilotus dentatus, and other organisms with data available. See also: Glycyrrhiza uralensis Root (part of); Medicago sativa whole (part of). The (-)-enantiomer of medicarpin. Medicarpin is a flavonoid isolated from Medicago sativa. Medicarpin induces apoptosis and overcome multidrug resistance in leukemia P388 cells by modulating P-gp-mediated efflux of agents[1]. Medicarpin is a flavonoid isolated from Medicago sativa. Medicarpin induces apoptosis and overcome multidrug resistance in leukemia P388 cells by modulating P-gp-mediated efflux of agents[1].

   

(-)-Maackiain

(1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

C16H12O5 (284.0685)


(-)-maackiain is the (-)-enantiomer of maackiain. It is an enantiomer of a (+)-maackiain. Maackiain is a natural product found in Tephrosia virginiana, Leptolobium bijugum, and other organisms with data available. (-)-Maackiain. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=2035-15-6 (retrieved 2024-07-09) (CAS RN: 2035-15-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1].

   

(-)-maackiain-3-O-glucoside

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-yloxy]oxane-3,4,5-triol

C22H22O10 (446.1213)


(-)-maackiain-3-o-glucoside, also known as trifolrhizin, is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids (-)-maackiain-3-o-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). (-)-maackiain-3-o-glucoside can be found in a number of food items such as pepper (c. pubescens), loquat, nopal, and kiwi, which makes (-)-maackiain-3-o-glucoside a potential biomarker for the consumption of these food products. Trifolirhizin is a pterocarpan flavonoid isolated from the roots of Sophora flavescens. Trifolirhizin possesses potent tyrosinase inhibitory activity with an IC50 of 506 μM[1]. Trifolirhizin exhibits potential anti-inflammatory and anticancer activities[2]. Trifolirhizin is a pterocarpan flavonoid isolated from the roots of Sophora flavescens. Trifolirhizin possesses potent tyrosinase inhibitory activity with an IC50 of 506 μM[1]. Trifolirhizin exhibits potential anti-inflammatory and anticancer activities[2].

   

(-)-Acanthocarpan

(-)-Acanthocarpan

C17H12O7 (328.0583)


   

Anhydroglycinol

8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaene-5,14-diol

C15H10O4 (254.0579)


Anhydroglycinol, also known as 3,9-dihydroxypterocarpen, is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Thus, anhydroglycinol is considered to be a flavonoid lipid molecule. Anhydroglycinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Anhydroglycinol can be found in common beet, which makes anhydroglycinol a potential biomarker for the consumption of this food product.

   

Cristacarpin

14-methoxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaene-5,10-diol

C21H22O5 (354.1467)


Cristacarpin is found in pulses. Cristacarpin is isolated from Psophocarpus tetragonolobus (winged bean).

   

Glyceollin II

17,17-dimethyl-3,12,16-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-1(13),4(9),5,7,14,18,20-heptaene-6,10-diol

C20H18O5 (338.1154)


Phytoalexin from Glycine max (soybean). Glyceollin II is found in soy bean, fats and oils, and pulses. Glyceollin II is found in fats and oils. Phytoalexin from Glycine max (soybean).

   

Hildecarpin

3,6a-Dihydroxy-2-methoxy-8,9-methylenedioxypterocarpan

C17H14O7 (330.0739)


   

(-)-Nissolin

(-)-Nissolin

C16H14O5 (286.0841)


   

Phaseollin

17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),5(10),6,8,14(19),15,20-heptaen-7-ol

C20H18O4 (322.1205)


Isolated from Phaseolus vulgaris (kidney bean) and Vigna unguiculata. Phaseollin is found in many foods, some of which are yellow wax bean, soy bean, pulses, and cowpea. Phaseollin is found in common bean. Phaseollin is isolated from Phaseolus vulgaris (kidney bean) and Vigna unguiculata.

   

Pisatin

16-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2(10),3,8,13,15,17-hexaen-1-ol

C17H14O6 (314.079)


Stress metabolite from Pisum sativum (pea) and Trifolium pratense (red clover). Pisatin is found in many foods, some of which are pulses, tea, common pea, and herbs and spices. Pisatin is found in common pea. Pisatin is a stress metabolite from Pisum sativum (pea) and Trifolium pratense (red clover). D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents

   

(-)-Sparticarpin

(-)-Sparticarpin

C17H16O5 (300.0998)


   

Homopisatin

5,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaen-10-ol

C17H16O5 (300.0998)


Isolated from leaves or cotyledons of Lens culinaris (lentil) and Trifolium pratense (red clover). Homopisatin is found in many foods, some of which are lentils, herbs and spices, tea, and pulses. Homopisatin is found in herbs and spices. Homopisatin is isolated from leaves or cotyledons of Lens culinaris (lentil) and Trifolium pratense (red clover).

   

Glyceollidin II

4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaene-5,10,14-triol

C20H20O5 (340.1311)


Phytoalexin from Glycine max (soybean). Glyceollidin II is found in soy bean, fats and oils, and pulses. Glyceollidin II is found in fats and oils. Phytoalexin from Glycine max (soybean).

   

Glyceollin III

6-(prop-1-en-2-yl)-7,11,20-trioxapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]icosa-2(10),3,8,14(19),15,17-hexaene-13,17-diol

C20H18O5 (338.1154)


Phytoalexin from Glycine max (soybean). Glyceollin III is found in soy bean, fats and oils, and pulses. Glyceollin III is found in fats and oils. Phytoalexin from Glycine max (soybean).

   

Medicocarpin

2-(hydroxymethyl)-6-({14-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaen-5-yl}oxy)oxane-3,4,5-triol

C22H24O9 (432.142)


Isolated from roots of Medicago sativa (alfalfa) and Trifolium repens (white clover). Medicocarpin is found in many foods, some of which are alfalfa, herbs and spices, pulses, and tea. Medicocarpin is found in alfalfa. Medicocarpin is isolated from roots of Medicago sativa (alfalfa) and Trifolium repens (white clover). Medicarpin 3-O-glucoside. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=52766-70-8 (retrieved 2024-08-20) (CAS RN: 52766-70-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Methylnissolin

14,15-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaen-5-ol

C17H16O5 (300.0998)


Methylnissolin is a member of pterocarpans. Methylnissolin is a natural product found in Lathyrus nissolia and Dalbergia odorifera with data available. Methylnissolin is found in alfalfa. Methylnissolin is isolated from Medicago sativa (alfalfa). Isolated from Medicago sativa (alfalfa). Methylnissolin is found in alfalfa and pulses. Methylnissolin (Astrapterocarpan), isolated from Astragalus membranaceus, inhibits platelet-derived growth factor (PDGF)-BB-induced cell proliferation with an IC50 of 10 μM. Methylnissolin inhibits PDGF-BB-induced phosphorylation of extracellular signal-regulated kinase 1/2 (ERIC1/2) mitogen-activated protein (MAP) kinase. Methylnissolin inhibits PDGF-BB-induced vascular smooth muscle cell proliferation by inhibition of the ERK1/2 MAP kinase cascade[1]. Methylnissolin (Astrapterocarpan), isolated from Astragalus membranaceus, inhibits platelet-derived growth factor (PDGF)-BB-induced cell proliferation with an IC50 of 10 μM. Methylnissolin inhibits PDGF-BB-induced phosphorylation of extracellular signal-regulated kinase 1/2 (ERIC1/2) mitogen-activated protein (MAP) kinase. Methylnissolin inhibits PDGF-BB-induced vascular smooth muscle cell proliferation by inhibition of the ERK1/2 MAP kinase cascade[1]. Methylnissolin (Astrapterocarpan), isolated from Astragalus membranaceus, inhibits platelet-derived growth factor (PDGF)-BB-induced cell proliferation with an IC50 of 10 μM. Methylnissolin inhibits PDGF-BB-induced phosphorylation of extracellular signal-regulated kinase 1/2 (ERIC1/2) mitogen-activated protein (MAP) kinase. Methylnissolin inhibits PDGF-BB-induced vascular smooth muscle cell proliferation by inhibition of the ERK1/2 MAP kinase cascade[1].

   

glyceollidin I

4-Dimethylallyl-(6aS,11aS)-3,6a,9-trihydroxypterocarpan

C20H20O5 (340.1311)


   

Erythrabyssin II

4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaene-5,14-diol

C25H28O4 (392.1987)


Erythrabyssin II is a member of pterocarpans. Erythrabyssin II is a natural product found in Erythrina abyssinica, Erythrina suberosa, and other organisms with data available. Erythrabyssin II is found in pulses. Erythrabyssin II is isolated from Phaseolus lunatus (butter bean). Isolated from Phaseolus lunatus (butter bean). Erythrabyssin II is found in pulses.

   

Trifolirhizin

2-(hydroxymethyl)-6-{5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2(10),3,8,13,15,17-hexaen-16-yloxy}oxane-3,4,5-triol

C22H22O10 (446.1213)


Maackiain O-beta-D-galactopyranoside is found in herbs and spices. Maackiain O-beta-D-galactopyranoside is isolated from Trifolium pratense (red clover). Trifolirhizin is a pterocarpan flavonoid isolated from the roots of Sophora flavescens. Trifolirhizin possesses potent tyrosinase inhibitory activity with an IC50 of 506 μM[1]. Trifolirhizin exhibits potential anti-inflammatory and anticancer activities[2]. Trifolirhizin is a pterocarpan flavonoid isolated from the roots of Sophora flavescens. Trifolirhizin possesses potent tyrosinase inhibitory activity with an IC50 of 506 μM[1]. Trifolirhizin exhibits potential anti-inflammatory and anticancer activities[2].

   

(-)-medicarpin-3-O-glucoside

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(1R,10R)-14-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaen-5-yl]oxy}oxane-3,4,5-triol

C22H24O9 (432.142)


(-)-medicarpin-3-o-glucoside is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids (-)-medicarpin-3-o-glucoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (-)-medicarpin-3-o-glucoside can be found in a number of food items such as pine nut, cupua√ßu, olive, and almond, which makes (-)-medicarpin-3-o-glucoside a potential biomarker for the consumption of these food products. (-)-medicarpin-3-o-glucoside is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids (-)-medicarpin-3-o-glucoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (-)-medicarpin-3-o-glucoside can be found in a number of food items such as pine nut, cupuaçu, olive, and almond, which makes (-)-medicarpin-3-o-glucoside a potential biomarker for the consumption of these food products.

   

trifolrhizin

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-yl]oxy]oxane-3,4,5-triol

C22H22O10 (446.1213)


Trifolirhizin is a member of pterocarpans. Trifolirhizin is a natural product found in Sophora alopecuroides, Ononis arvensis, and other organisms with data available. Trifolirhizin is a pterocarpan flavonoid isolated from the roots of Sophora flavescens. Trifolirhizin possesses potent tyrosinase inhibitory activity with an IC50 of 506 μM[1]. Trifolirhizin exhibits potential anti-inflammatory and anticancer activities[2]. Trifolirhizin is a pterocarpan flavonoid isolated from the roots of Sophora flavescens. Trifolirhizin possesses potent tyrosinase inhibitory activity with an IC50 of 506 μM[1]. Trifolirhizin exhibits potential anti-inflammatory and anticancer activities[2].

   

Calocarpin

(6aR,11aR)-6a,11a-Dihydro-2-(3-methyl-2-buten-1-yl)-6H-benzofuro[3,2-c][1]benzopyran-3,9-diol

C20H20O4 (324.1362)


   

Baphinitone

3,9-dimethoxypterocarpan

C17H16O4 (284.1049)


   

4-Hydroxypterocarpin

4-Hydroxy-3-methoxy-8,9-methylenedioxypterocarpan

C17H14O6 (314.079)


   

Edunol

3-Hydroxy-8,9-methylenedioxy-2-prenylpterocarpan

C21H20O5 (352.1311)


   

6a,7-Dihydroxymaackiain

3,6a,7-Trihydroxy-8,9-methylenedioxypterocarpan

C16H12O7 (316.0583)


   

Neorautanin

Neorautanin

C22H22O6 (382.1416)


   

6a,7-Dihydroxymedicarpin

3,6a,7-Trihydroxy-9-methoxypterocarpan

C16H14O6 (302.079)


   

Hildecarpidin

(6aS,11aS) -4,5-Dihydroxy-6a-hydroxy-5- (3-hydroxyprop-1-en-2-yl) -8,9-methylenedioxy-furano [ 2,3:3,2 ] pterocarpan

C21H18O7 (382.1052)


   

Edulane

(7aR) -2,3,7aalpha,12aalpha-Tetrahydro-10,13-dimethoxy-3,3-dimethyl-1H,7H-benzofuro [ 3,2-c ] pyrano [ 3,2-g ] [ 1 ] benzopyran

C22H24O5 (368.1624)


   

Vesticarpan

3,10-Dihydroxy-9-methoxypterocarpan

C16H14O5 (286.0841)


   

Erycristin

(6aR,11aR) -3-Hydroxy-9-methoxy-2,10-diprenylpterocarpan

C26H30O4 (406.2144)


   

Lespedezin

10-Geranyl-3,9-dihydroxypterocarpan

C25H28O4 (392.1987)


   

erybraedin B

(6aR,11aR) -3-Hydroxy-4-prenyl-6",6"-dimethylpyrano [ 2",3":9,10 ] pterocarpan

C25H26O4 (390.1831)


   

Pterocarpin

3-Methoxy-8,9-methylenedioxypterocarpan

C17H14O5 (298.0841)


   

Edulaan

Edulenane

C22H22O5 (366.1467)


   

Erybraedin C

(6aR,11aR)-3,9-Dihydroxy-4,8-diprenylpterocarpan

C25H28O4 (392.1987)


   

Ficinin

[ 6aR,12aR, (-) ] -6aalpha,12aalpha-Dihydro-4-methoxy-6H- [ 1,3 ] dioxolo [ 5,6 ] benzofuro [ 3,2-c ] furo [ 3,2-g ] [ 1 ] benzopyran

C19H14O6 (338.079)


   

4-Methoxymaackiain

3-Hydroxy-4-methoxy-8,9-methylenedioxypterocarpan

C17H14O6 (314.079)


   

Edulenol

3-Hydroxy-1,9-dimethoxy-2-prenylpterocarpan

C22H24O5 (368.1624)


   

Edulin

[ 6aR,12aR, (-) ] -6a,12a-Dihydro-6H- [ 1,3 ] dioxolo [ 5,6 ] benzofuro [ 3,2-c ] furo [ 3,2-g ] [ 1 ] benzopyran

C18H12O5 (308.0685)


   

2-Prenyl-6a-hydroxyphaseollidin

3,6a,9-Trihydroxy-2,10-diprenylpterocarpan

C25H28O5 (408.1937)


   

2,8-Dihydroxy-3,4,9,10-tetramethoxypterocarpan

2,8-Dihydroxy-3,4,9,10-tetramethoxypterocarpan

C19H20O8 (376.1158)


   

9-O-Methylphilenopteran

3-Hydroxy-7,9,10-trimethoxypterocarpan

C18H18O6 (330.1103)


   

sophoracarpan B

(6R,6aS,11aR)-3-Hydroxy-6-methoxy-8,9-methylenedioxypterocarpan

C17H14O6 (314.079)


   

Philenopteran

3,9-Dihydroxy-7,10-dimethoxypterocarpan

C17H16O6 (316.0947)


   

Nitiducarpin

6a,12a-Dihydro-2-methyl-2- (4-methyl-3-pentenyl) -2H,6H- [ 1,3 ] dioxolo [ 5,6 ] benzofuro [ 3,2-c ] pyrano [ 2,3-h ] [ 1 ] benzopyran

C26H26O5 (418.178)


   

4-Hydroxymaackiain

3,4-Dihydroxy-8,9-methylenedioxypterocarpan

C16H12O6 (300.0634)


   

Nissicarpin

3,7-Dihydroxy-9-methoxypterocarpan

C16H14O5 (286.0841)


   

9-O-Methylneodunol

9-O-Methylneodunol

C18H14O4 (294.0892)


   

2-Hydroxyhomopterocarpin

2-Hydroxy-3,9-dimethoxypterocarpan

C17H14O6 (314.079)


   

Trifolirhizin 6-monoacetate

3-Hydroxy-8,9-methylenedioxypterocarpan 3-O-glucoside-6-monoacetate

C24H24O11 (488.1319)


   

Erybraedin D

(6aR,11aR)-3-Hydroxy-4-prenyl-6,6-dimethylpyrano[2,3:9,8]pterocarpan

C25H26O4 (390.1831)


   

2-Methoxypterocarpin

2,3-Dimethoxy-8,9-methylenedioxypterocarpan

C18H16O6 (328.0947)


   

6-Methoxypterocarpin

(6S,6aS,11aR)-3,6-Dimethoxy-8,9-methylenedioxypterocarpan

C18H16O6 (328.0947)


   

Sphenostylin C

(6aS,11aS) -3,6a,8-Trihydroxy-9-methoxy-10- (3-hydroxy-3-methylbutyl) pterocarpan

C21H24O7 (388.1522)


   

Isoneorautenol

(6aR,13aR) -6a,13a-Dihydro-10,10-dimethyl-6H,10H-furo [3,2-c:4,5-g] bis [1] benzopyran-3-ol

C20H18O4 (322.1205)


   

leiocarpin

(6aS) -6abeta,12abeta-Dihydro-2,2-dimethyl-2H,6H- [ 1,3 ] dioxolo [ 5,6 ] benzofuro [ 3,2-c ] pyrano [ 2,3-h ] [ 1 ] benzopyran

C21H18O5 (350.1154)


   

Lespein

3,9-Dihydroxy-6a,10-diprenylpterocarpan

C25H28O4 (392.1987)


   

Hemileiocarpin

(6aS,11aS) -6a,11a-Dihydro-9-methoxy-2,2-dimethyl-2H,6H-benzofuro [ 3,2-c ] pyrano [ 2,3-h ] [ 1 ] benzopyran

C21H20O4 (336.1362)


   

Sophoracarpan A

(6R,6aS,11aR) -3-Hydroxy-6,9-dimethoxypterocarpan

C17H16O5 (300.0998)


   

Neobanol

(6aR) -6H- [ 1,3 ] Dioxolo [ 5,6 ] benzofuro [ 3,2-c ] furo [ 3,2-g ] [ 1 ] benzopyran-6abeta (12abetaH) -ol

C18H12O6 (324.0634)


   

Sphenostylin B

(6aS,11aS) -3,6a,8-Trihydroxy-9-methoxy-10-prenylpterocarpan

C21H22O6 (370.1416)


   

2-hydroxymaackiain

2,3-Dihydroxy-8,9-methylenedioxypterocarpan

C16H12O6 (300.0634)


   

Sphenostylin D

(6aS,11aS)-3,6a-Dihydroxy-8,9-dimethoxy-10-(3-hydroxy-3-methylbutyl)pterocarpan

C22H26O7 (402.1678)


   

Clandestacarpin

Clandestacarpin

C20H16O5 (336.0998)


   

Edudiol

3,9-Dihydroxy-1-methoxy-2-prenylpterocarpan

C21H22O5 (354.1467)


A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 9, a methoxy group at position 1 and a prenyl group at position 2. It has been isolated from Glycyrrhiza uralensis.

   
   

Neorautenanol

Neorautenanol

C21H18O6 (366.1103)


   

Nissolicarpin

3,7-Dihydroxy-2,9-dimethoxypterocarpan

C17H16O6 (316.0947)


   

Methylnissolin 3-O-glucoside

(6aR,11aR)-3-Hydroxy-9,10-dimethoxypterocarpan 3-O-beta-D-glycoside

C23H26O10 (462.1526)


Methylnissolin-3-O-glucoside (Methylnissolin-3-O-β-D-glucoside) is a flavonoid from the roots of Astragalus membranaceus with anti-inflammatory effects[1]. Methylnissolin-3-O-glucoside (Methylnissolin-3-O-β-D-glucoside) is a flavonoid from the roots of Astragalus membranaceus with anti-inflammatory effects[1].

   

Tephrocarpin

3,6a-Dihydroxy-4-methoxy-8,9-methylenedioxypterocarpan

C17H14O7 (330.0739)


   

8-Hydroxy-3,4,9,10-tetramethoxypterocarpan

8-Hydroxy-3,4,9,10-tetramethoxypterocarpan

C19H20O7 (360.1209)


   

2-Hydroxy-4-methoxypterocarpin

2-Hydroxy-3,4-dimethoxy-8,9-methylenedioxypterocarpan

C18H16O7 (344.0896)


   

Neorautanol

Neorautanol

C21H20O6 (368.126)


   

Fruticarpin

7-Hydroxy-3,9-dimethoxypterocarpan

C17H16O5 (300.0998)


   

Neorautane

(7aR) -2,3,7a,13aalpha-Tetrahydro-3,3-dimethyl-1H,7H- [ 1,3 ] dioxolo [ 5,6 ] benzofuro [ 3,2-c ] pyrano [ 3,2-g ] [ 1 ] benzopyran

C21H20O5 (352.1311)


   
   

Gangetin

(7aR) -7aalpha,12aalpha-Dihydro-13-methoxy-3,3-dimethyl-11- (3-methyl-2-butenyl) -3H,7H-benzofuro [ 3,2-c ] pyrano [ 3,2-g ] [ 1 ] benzopyran-10-ol

C26H28O5 (420.1937)


   

Desmodin

(7aR,12aalpha) -7a,12a-Dihydro-9,13-dimethoxy-3,3-dimethyl-3H,7H-benzofuro [ 3,2-c ] pyrano [ 3,2-g ] [ 1 ] benzopyran-10-ol

C22H22O6 (382.1416)


   

Sphenostylin A

(6aS,11aS)-6a-Hydroxy-3,8,9-trimethoxy-10-prenylpterocarpan

C23H26O6 (398.1729)


   
   

Neoraucarpanol

3-Hydroxy-4-methoxy-8,9-methylenedioxy-2-prenylpterocarpan

C22H22O6 (382.1416)


   

6-Methoxyhomopterocarpin

(6S,6aS,11aR) -3,6,9-Trimethoxypterocarpan

C18H18O5 (314.1154)


   

Neoraucarpan

3,4-Dimethoxy-8,9-methylenedioxy-2-prenylpterocarpan

C23H24O6 (396.1573)


   

Neorautenol

[ 7aR, (-) ] -7a,12aalpha-Dihydro-3,3-dimethyl-3H,7H-benzofuro [ 3,2-c ] pyrano [ 3,2-g ] [ 1 ] benzopyran-10-ol

C20H18O4 (322.1205)


   

4-Methoxypterocarpin

3,4-Dimethoxy-8,9-methylenedioxypterocarpan

C18H16O6 (328.0947)


   

Neorautenane

rac-7aalpha*,13aalpha*-Dihydro-3,3-dimethyl-3H,7H- [ 1,3 ] dioxolo [ 5,6 ] benzofuro [ 3,2-c ] pyrano [ 3,2-g ] [ 1 ] benzopyran

C21H18O5 (350.1154)


   

Nitiducol

4-Geranyl-3-hydroxy-8,9-methylenedioxypterocarpan

C26H28O5 (420.1937)


   

Homoedudiol

3,9-Dihydroxy-8-prenylpterocarpan

C20H20O4 (324.1362)


   
   

2,8-Dihydroxy-3,9,10-trimethoxypterocarpan

2,8-Dihydroxy-3,9,10-trimethoxypterocarpan

C18H18O7 (346.1052)


   

Erybraedin E

(6aR, 11aR-cis) -6a,11a-Dihydro-10- (3-methyl-2-butenyl) -6H-benzofuro [3,2-c] furo [3,2-c] [1] benzopyran-9-ol

C22H20O4 (348.1362)


   

Ficifolinol

3,9-Dihydroxy-2,8-diprenylpterocarpan

C25H28O4 (392.1987)


   

gangetinin

[ 6bR, (-) ] -6bbeta,14bbeta-Dihydro-14-methoxy-3,3,11,11-tetramethyl-3H,7H,11H- [ 1 ] benzopyrano [ 6,5:4,5 ] furo [ 3,2-c ] pyrano [ 3,2-g ] [ 1 ] benzopyran

C26H26O5 (418.178)


   

Mucronucarpan

2,10-Dihydroxy-3,9-dimethoxypterocarpan

C17H16O6 (316.0947)


   

Folinin

(6bR,14bR) -6b,12,13,14b-Tetrahydro-3,3,11,11-tetramethyl-3H,7H,11H- [ 1 ] benzopyrano [ 6,5:4,5 ] furo [ 3,2-c ] pyrano [ 3,2-g ] [ 1 ] benzopyran

C25H26O4 (390.1831)


   

Sandwicarpin

3,6a,9-Trihydroxy-10-prenylpterocarpan

C20H20O5 (340.1311)


   

Bryacarpene 1

4,10-Dihydroxy-3,8,9-trimethoxypterocarpene

C18H16O7 (344.0896)


   

Erycristagallin

2,10-Bis(3-methyl-2-buten-1-yl)-6H-benzofuro[3,2-c][1]benzopyran-3,9-diol

C25H26O4 (390.1831)


   

3-Hydroxy-4-methoxy-8,9-methylenedioxypterocarpene

3-Hydroxy-4-methoxy-8,9-methylenedioxypterocarpene

C17H12O6 (312.0634)


   

Leiocalycin

2-Hydroxy-1,3-dimethoxy-8,9-methylenedioxypterocarpene

C18H14O7 (342.0739)


   

Anhydrotuberosin

3-Hydroxy-6",6"-dimethylpyrano [ 2",3":9,8 ] pterocarpene

C20H16O4 (320.1049)


   

3-O-Methylanhydrotuberosin

3-Methoxy-6",6"-dimethylpyrano [ 2",3":9,8 ] pterocarpene

C21H18O4 (334.1205)


   

Melilotocarpan A

[ 6aR,11aR, (-) ] -6a,11a-Dihydro-3,9-dimethoxy-6H-benzofuro [ 3,2-c ] [ 1 ] benzopyran-4-ol

C17H16O5 (300.0998)


   

Sandwicensin

(6aR,11aR) -9-Methoxy-10- (3-methylbut-2-enyl) -6a,11a-dihydro-6H- [1] benzofuro [3,2-c] chromen-3-ol

C21H22O4 (338.1518)


A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by a hydroxy group at position 3, a methoxy group at position 9 and a prenyl group at position 10. Isolated from Erythrina glauca and Erythrina stricta, it exhibits anti-HIV-1 activity.

   

Bryacarpene 2

10-Hydroxy-3,8,9-trimethoxypterocarpene

C18H16O6 (328.0947)


   

Bryacarpene 4

4-Hydroxy-3,9,10-trimethoxypterocarpene

C18H16O6 (328.0947)


   

Anhydrovariabilin

3,9-Dimethoxypterocarpene

C17H14O4 (282.0892)


   

Bryacarpene 5

3,9,10-Trimethoxypterocarpene

C18H16O5 (312.0998)


   

Bryacarpene 3

3,8,9,10-Tetramethoxypterocarpene

C19H18O6 (342.1103)


   

4-Deoxybryaquinone

4-Deoxy-3,7-dimethoxy-6H-benzofuro [ 3,2-c ] [ 1 ] benzopyran-9,10-dione

C17H12O6 (312.0634)


   

Bryaquinone

4-Hydroxy-3,7-dimethoxy-6H-benzofuro [ 3,2-c ] [ 1 ] benzopyran-9,10-dione

C17H12O7 (328.0583)


   

Neoduleen

6H- [ 1,3 ] Dioxolo [ 5,6 ] benzofuro [ 3,2-c ] furo [ 3,2-g ] [ 1 ] benzopyran

C18H10O5 (306.0528)


   
   

Anhydroglycinol

3,9-dihydroxypterocarp-6a-en

C15H10O4 (254.0579)


   

Anhydropisatin

3-Methoxy-6H- [ 1,3 ] dioxolo [ 5,6 ] benzofuro [ 3,2-c ] [ 1 ] benzopyran

C17H12O5 (296.0685)


   

Canescacarpin

Canescacarpin

C20H18O5 (338.1154)


   

cristacarpin

(6aS) -10- (3-Methyl-2-butenyl) -9-methoxy-6H-benzofuro [ 3,2-c ] [ 1 ] benzopyran-3,6aalpha (11aalphaH) -diol

C21H22O5 (354.1467)


Isolated from Psophocarpus tetragonolobus (winged bean). Cristacarpin is found in winged bean and pulses.

   

Demethylmedicarpin

3,9-Dihydroxypterocarpan

C15H12O4 (256.0736)


(6ar,11ar)-3,9-dihydroxypterocarpan is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Thus, (6ar,11ar)-3,9-dihydroxypterocarpan is considered to be a flavonoid lipid molecule (6ar,11ar)-3,9-dihydroxypterocarpan is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (6ar,11ar)-3,9-dihydroxypterocarpan can be found in a number of food items such as bayberry, sweet bay, agave, and red bell pepper, which makes (6ar,11ar)-3,9-dihydroxypterocarpan a potential biomarker for the consumption of these food products.

   

Desmocarpin

1,9-Dihydroxy-3-methoxypterocarpan

C16H14O5 (286.0841)


   

2,8-Dihydroxy-3,9-dimethoxypterocarpan

2,8-Dihydroxy-3,9-dimethoxypterocarpan

C17H16O6 (316.0947)


   

1-Methoxyphaseollidin

(6aR,11aR) -6a,11a-Dihydro-1-methoxy-10- (3-methyl-2-buten-1-yl) -6H-benzofuro [3,2-c] [1] benzopyran-3,9-diol

C21H22O5 (354.1467)


   

1-Methoxyficifolinol

3,9-Dihydroxy-1-methoxy-2,8-diprenylpterocarpan

C26H30O5 (422.2093)


A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 9, a methoxy group at position 1 and a prenyl groups at positions 2 and 8. It has been isolated from Glycyrrhiza uralensis.

   

Trifolian

1,3-Dihydroxy-2-methoxy-8,9-methylenedioxypterocarpan

C17H14O7 (330.0739)


   

6a-Hydroxymedicarpin

3,6a-Dihydroxy-9-methoxypterocarpan

C16H14O5 (286.0841)


Isolated from fungus-infected leaves of Melilotus alba (white melilot). 6alpha-Hydroxymedicarpin is found in pulses and fruits.

   

6a-Hydroxyinermin

3,6alpha-Dihydroxy-8,9-methylenedioxypterocarpan

C16H12O6 (300.0634)


   

4-Methoxymedicarpin

3-Hydroxy-4,9-dimethoxypterocarpan

C17H16O5 (300.0998)


   

Dolichin A

(6aR,11aR)-6a,11a-Dihydro-10-[(2R)-2-hydroxy-3-methyl-3-buten-1-yl]-6H-benzofuro[3,2-c][1]benzopyran-3,9-diol

C20H20O5 (340.1311)


   

Erybraedin A

4,10-Bis (3-methylbut-2-enyl) -6a,11a-dihydro-6H- [1] benzofuro [3,2-c] chromene-3,9-diol

C25H28O4 (392.1987)


A member of the class of pterocarpans that is 3,9-dihydroxypterocarpan substituted with prenyl groups at positions 4 and 10 (the 6aR,11aR stereoisomer). Isolated from Erythrina stricta and Erythrina zeyheri, it exhibits antibacterial, antimycobacterial, antiplasmodial and cytotoxic activities.

   

Folitenol

(6bR,12bR) -6bbeta,12bbeta-Dihydro-3,3-dimethyl-11- (3-methyl-2-butenyl) -3H,7H-furo [ 3,2-c:5,4-f ] bis [ 1 ] benzopyran-10-ol

C25H26O4 (390.1831)


   

Glyceocarpin

4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2(7),3,5,11,13,15-hexaene-5,10,14-triol

C20H20O5 (340.1311)


   

Glyceofuran

(6aS) -2- (1-Hydroxy-1-methylethyl) -6H-benzofuro [ 3,2-c ] furo [ 3,2-g ] [ 1 ] benzopyran-6aalpha,9 (11aalphaH) -diol

C20H18O6 (354.1103)


   

Glyceollin III

(2S) -1,2-Dihydro-2beta- (1-methylethenyl) -6H-benzofuro [ 3,2-c ] furo [ 3,2-g ] [ 1 ] benzopyran-6aalpha (11aalphaH) ,9-diol

C20H18O5 (338.1154)


A benzofuropyranochromene that is 1,2-dihydro-6H-[1]benzofuro[3,2-c]furo[3,2-g]chromene substituted at positions 6a and 9 by hydroxy groups and at position 2 by a prop-1-en-2-yl group.

   

4-Hydroxydemethylmedicarpin

4-Hydroxydemethylmedicarpin

C15H12O5 (272.0685)


   

6a-Hydroxyisomedicarpin

6a,9-Dihydroxy-3-methoxypterocarpan

C16H14O5 (286.0841)


   

4-Hydroxymedicarpin

3,4-Dihydroxy-9-methoxypterocarpan

C16H14O5 (286.0841)


   

Isomedicarpin

9-Hydroxy-3-methoxypterocarpan

C16H14O4 (270.0892)


   

Kushenin

3,9-Dihydroxy-8-methoxypterocarpan

C16H14O5 (286.0841)


   

Lathycarpin

6a-Hydroxy-2,3-dimethoxy-8,9-methylenedioxypterocarpan

C18H16O7 (344.0896)


   

Maackiain 3-O-galactoside

3-Hydroxy-8,9-methylenedioxypterocarpan 3-O-galactoside

C22H22O10 (446.1213)


   

Medicarpin glucoside

[ [ (6aR) -6aalpha,11aalpha-Dihydro-9-methoxy-6H-benzofuro [ 3,2-c ] [ 1 ] benzopyran ] -3-yl ] beta-D-glucopyranoside

C22H24O9 (432.142)


   

Melilotocarpan D

4,10-Dihydroxy-3,9-dimethoxypterocarpan

C17H16O6 (316.0947)


   

Melilotocarpan C

4-Hydroxy-3,9,10-trimethoxypterocarpan

C18H18O6 (330.1103)


   

2-Methoxyhomopterocarpin

2,3,9-trimethoxypterocarpan

C18H18O5 (314.1154)


   

2-Methoxymedicarpin

3-Hydroxy-2,9-dimethoxypterocarpan

C17H16O5 (300.0998)


   

9-O-Methylglyceofuran

9-O-Methylglyceofuran

C21H20O6 (368.126)


   
   

Odoricarpan

10-Hydroxy-3,4,9-trimethoxypterocarpan

C18H18O6 (330.1103)


   

orientanol B

orientanol B

C21H22O6 (370.1416)


   

K2GF25XD75

5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-1(12),2,4(8),9,13(18),14,16-heptaen-16-ol

C16H10O5 (282.0528)


Dehydromaackiain is a natural product found in Virgilia oroboides with data available.

   

pisatin

(1S,12S)-16-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-1-ol

C17H14O6 (314.079)


A member of the class of pterocarpans that is the 3-O-methyl ether of (+)-6a-hydroxymaackiain (the 6aR,12aR stereoisomer). A phytoalexin found in pods of garden peas (Pisum sativum) and other plants of the pea family, including Tephrosia candida. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents 6H-(1,3)Dioxolo(5,6)benzofuro(3,2-c)(1)benzopyran-6a(12aH)-ol, 3-methoxy-, (6aS-cis)- is a natural product found in Millettia pachyloba with data available.

   

Phaseolin_(pterocarpan)

(2R,11R)-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-1(13),5(10),6,8,14(19),15,20-heptaen-7-ol

C20H18O4 (322.1205)


Phaseolin is a natural product found in Erythrina abyssinica, Erythrina suberosa, and other organisms with data available.

   

Orientanol A

Orientanol A

C21H24O8 (404.1471)


   

Orientanol C

Orientanol C

C25H26O6 (422.1729)


   
   

Sophojaponicin

(+)-Maackiain 3-O-glucoside

C22H22O10 (446.1213)


   

(6aR,11aR)-3,8-Dihydroxy-9-methoxypterocarpan

(6aR,11aR)-3,8-Dihydroxy-9-methoxypterocarpan

C16H14O5 (286.0841)


   

(6aR,11aR)-8-Hydroxy-3,9-dimethoxypterocarpan

(6aR,11aR)-8-Hydroxy-3,9-dimethoxypterocarpan

C17H16O5 (300.0998)


   

4-Methoxyhomopterocarpin

4-Methoxyhomopterocarpin

C18H18O5 (314.1154)


   

Melilotocarpan B

Melilotocarpan B

C16H14O5 (286.0841)


   

Melilotocarpan E

4,9-Dihydroxy-3,10-dimethoxypterocarpan

C17H16O6 (316.0947)


   

4-Hydroxy-2,3,9-trimethoxypterocarpan

4-Hydroxy-2,3,9-trimethoxypterocarpan

C18H18O6 (330.1103)


   

Glyceollin IV

6a,9-Dihydroxy-3-methoxy-2-prenylpterocarpan

C21H22O5 (354.1467)


A member of the class of pterocarpans carrying two hydroxy substituents at positions 6a and 9 as well as prenyl and methoxy substituents at positions 2 and 3 respectively.

   

Homopisatin

5,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11,13,15-hexaen-10-ol

C17H16O5 (300.0998)


   

Medicarpin 3-O-glucoside-6-malonate

Medicarpin 3-O-glucoside-6-malonate

C25H26O12 (518.1424)


   

(-)-Phaseollidin

(-)-Phaseollidin

C20H20O4 (324.1362)


   

(-)-Glyceollin I

(-)-Glyceollin I

C20H18O5 (338.1154)


   

(-)-Glycinol

3,6a,9-Trihydroxypterocarpan

C15H12O5 (272.0685)


   

Glyceollin II

(-)-Glyceollin II

C20H18O5 (338.1154)


A benzofuropyranochromene that is 3H,7H-[1]benzofuro[3,2-c]pyrano[3,2-g]chromene substituted at positions 7a and 10 by hydroxy groups and at position 3 by a gem-dimethyl group.