Classification Term: 2060

Coumestans (ontology term: CHEMONTID:0000354)

Polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan." []

found 21 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Ancestor: Isoflavonoids

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

Glycyrol

5,14-dihydroxy-3-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11(16),12,14-heptaen-9-one

C21H18O6 (366.1103328)


Glycyrol is a member of the class of coumestans that is coumestan substituted by hydroxy groups at positions 1 and 9, a methoxy group at position 3 and a prenyl group at position 2 respectively. It has a role as a plant metabolite and an antineoplastic agent. It is a member of coumestans, a polyphenol, a delta-lactone and an aromatic ether. It is functionally related to a coumestan. Glycyrol is a natural product found in Glycyrrhiza, Glycyrrhiza glabra, and other organisms with data available. See also: Glycyrrhiza uralensis Root (part of). A member of the class of coumestans that is coumestan substituted by hydroxy groups at positions 1 and 9, a methoxy group at position 3 and a prenyl group at position 2 respectively. Glycyrol is found in root vegetables. Glycyrol is isolated from Glycyrrhiza sp. root (licorice Isolated from Glycyrrhiza species root (licorice). Glycyrol is found in root vegetables. Neoglycyrol is isolated from the root of Glycyrrhiza uralensis Fisch[1]. Neoglycyrol is a potential myocardial protection active compound screened from traditional patent medicine Tongmai Yangxin pill (TMYXP)[2]. Neoglycyrol is isolated from the root of Glycyrrhiza uralensis Fisch[1]. Neoglycyrol is a potential myocardial protection active compound screened from traditional patent medicine Tongmai Yangxin pill (TMYXP)[2].

   

Coumesterol

5,14-dihydroxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11(16),12,14-heptaen-9-one

C15H8O5 (268.0371718)


Cumoesterol (or coumestrol), a coumestan isoflavone, has estrogenic properties (phytoestrogens are compounds structurally and functionally similar to 17-estradiol) and is an isoflavonoid phytoalexin produced by soybeans, a low molecular weight antimicrobial compound that is synthesized de novo and accumulates in plants after exposure to microorganisms (i.e.: phytoalexin induction and accumulation in soybean cotyledon tissue is observed with four species of Aspergillus: A. sojae, A. oryzae, A. niger, and A. flavus) (PMID: 10888516). Coumestrol is a naturally occurring plant coumarin that displays high affinity for the hormone-binding site of the human estrogen receptor (hER), for which it serves as a potent non-steroidal agonist. Coumestrol emits intense blue fluorescence when bound to this protein, making it ideally suited for use as a cytological stain to detect ER in fixed and intact cells. Such observations illustrate the potential for using coumestrol to investigate real-time effects of a variety of physiological stimuli on the subcellular distribution of hER in living cells (PMID: 8315272). Coumestrol is a member of the class of coumestans that is coumestan with hydroxy substituents at positions 3 and 9. It has a role as an anti-inflammatory agent, an antioxidant and a plant metabolite. It is a member of coumestans, a delta-lactone and a polyphenol. It is functionally related to a coumestan. Coumestrol is a natural product found in Campylotropis hirtella, Melilotus messanensis, and other organisms with data available. A daidzein derivative occurring naturally in forage crops which has some estrogenic activity. See also: Medicago sativa whole (part of). Isolated from Medicago subspecies, Glycine max (soybean), Pisum sativum (pea), Spinacia oleracea (spinach), Brassica oleracea (cabbage), Dolichos biflorus (papadi), Melilotus alba (white melilot), Phaseolus subspecies (inc. lima beans, pinto beans) and Vigna unguiculata (all Leguminosae). Potential nutriceutical D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens A member of the class of coumestans that is coumestan with hydroxy substituents at positions 3 and 9. Coumestrol, a phytoestrogen present in soybean products, exhibits activities against cancers, neurological disorders, and autoimmune diseases. It suppresses proliferation of ES2 cells with an IC50 of 50 μM. Coumestrol, a phytoestrogen present in soybean products, exhibits activities against cancers, neurological disorders, and autoimmune diseases. It suppresses proliferation of ES2 cells with an IC50 of 50 μM.

   

Psoralidin

5,14-dihydroxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11(16),12,14-heptaen-9-one

C20H16O5 (336.0997686)


Psoralidin is a member of the class of coumestans that is coumestan substituted by hydroxy groups at positions 3 and 9 and a prenyl group at position 2 respectively. It has a role as a plant metabolite and an estrogen receptor agonist. It is a member of coumestans, a polyphenol and a delta-lactone. It is functionally related to a coumestan. Psoralidin is a natural product found in Dolichos trilobus, Phaseolus lunatus, and other organisms with data available. See also: Cullen corylifolium fruit (part of). A member of the class of coumestans that is coumestan substituted by hydroxy groups at positions 3 and 9 and a prenyl group at position 2 respectively. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D020847 - Estrogen Receptor Modulators Constituent of papadi (Dolichos biflorus) and the butter bean (Phaseolus lunatus). Psoralidin is found in pulses, lima bean, and fruits. Psoralidin is found in fruits. Psoralidin is a constituent of papadi (Dolichos biflorus) and the butter bean (Phaseolus lunatus). Psoralidin is a dual inhibitor of COX-2 and 5-LOX, regulates ionizing radiation (IR)-induced pulmonary inflammation.Anti-cancer, anti-bacterial, and anti-inflammatory properties[1]. Psoralidin significantly downregulates NOTCH1 signaling. Psoralidin also greatly induces ROS generation[2]. Psoralidin is a dual inhibitor of COX-2 and 5-LOX, regulates ionizing radiation (IR)-induced pulmonary inflammation.Anti-cancer, anti-bacterial, and anti-inflammatory properties[1]. Psoralidin significantly downregulates NOTCH1 signaling. Psoralidin also greatly induces ROS generation[2]. Psoralidin is a dual inhibitor of COX-2 and 5-LOX, regulates ionizing radiation (IR)-induced pulmonary inflammation.Anti-cancer, anti-bacterial, and anti-inflammatory properties[1]. Psoralidin significantly downregulates NOTCH1 signaling. Psoralidin also greatly induces ROS generation[2].

   

Sojagol

7-hydroxy-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),2(11),5(10),6,8,14(19),20-heptaen-3-one

C20H16O5 (336.0997686)


Sojagol is found in pulses. Sojagol is isolated from soya (leaves and hypocotyls) and from mung beans (Phaseolus aureus). Isol. from soya (leaves and hypocotyls) and from mung beans (Phaseolus aureus). Sojagol is found in soy bean and pulses.

   

Wedelolactone

3,13,14-trihydroxy-5-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11,13,15-heptaen-9-one

C16H10O7 (314.042651)


Wedelolactone suppresses LPS-induced caspase-11 expression by directly inhibits the IKK Complex. Wedelolactone also inhibits 5-lipoxygenase (5-Lox) with an IC50 of 2.5 μM. Wedelolactone induces caspase-dependent apoptosis in prostate cancer cells via downregulation of PKCε without inhibiting Akt. Wedelolactone can extract from Eclipta alba, and it can be used for the research of cancer[1][2][3]. Wedelolactone suppresses LPS-induced caspase-11 expression by directly inhibits the IKK Complex. Wedelolactone also inhibits 5-lipoxygenase (5-Lox) with an IC50 of 2.5 μM. Wedelolactone induces caspase-dependent apoptosis in prostate cancer cells via downregulation of PKCε without inhibiting Akt. Wedelolactone can extract from Eclipta alba, and it can be used for the research of cancer[1][2][3]. Wedelolactone suppresses LPS-induced caspase-11 expression by directly inhibits the IKK Complex. Wedelolactone also inhibits 5-lipoxygenase (5-Lox) with an IC50 of 2.5 μM. Wedelolactone induces caspase-dependent apoptosis in prostate cancer cells via downregulation of PKCε without inhibiting Akt. Wedelolactone can extract from Eclipta alba, and it can be used for the research of cancer[1][2][3].

   

Medicagol

16-hydroxy-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-20-one

C16H8O6 (296.0320868)


Medicagol is a member of coumestans. Medicagol is a natural product found in Cicer chorassanicum, Sophora moorcroftiana, and other organisms with data available. See also: Trifolium pratense flower (part of). Medicagol is found in alfalfa. Medicagol is found in alfalfa (Medicago sativa) having viral leaf spot infections. Also from Cicer arietinum (chick pea) and Trifolium pratense (red clover). Found in alfalfa (Medicago sativa) having viral leaf spot infectionsand is also from Cicer arietinum (chick pea) and Trifolium pratense (red clover).

   

Aureol

3,5,14-trihydroxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11(16),12,14-heptaen-9-one

C15H8O6 (284.0320868)


Isolated from Phaseolus aureus (mung bean) and other Phaseolus subspecies Aureol is found in many foods, some of which are scarlet bean, pulses, gram bean, and mung bean. Aureol is found in gram bean. Aureol is isolated from Phaseolus aureus (mung bean) and other Phaseolus species.

   

Coumestrin

14-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11(16),12,14-heptaen-9-one

C21H18O10 (430.0899928)


Constituent of Glycine max (soybean). Coumestrin is found in alfalfa, soy bean, and pulses. Coumestrin is found in alfalfa. Coumestrin is a constituent of Glycine max (soybean).

   

Repensol

5,12,14-trihydroxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-9-one

C15H8O6 (284.0320868)


Isolated from fungus-infected Trifolium repens (white clover) leaves. Repensol is found in tea, herbs and spices, and green vegetables. Repensol is found in green vegetables. Repensol is isolated from fungus-infected Trifolium repens (white clover) leaves.

   

Isosojagol

5,14-dihydroxy-15-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11(16),12,14-heptaen-9-one

C20H16O5 (336.0997686)


Constituent of Phaseolus coccineus (canary grass). Isosojagol is found in pulses and scarlet bean. Isosojagol is found in pulses. Isosojagol is a constituent of Phaseolus coccineus (canary grass)

   

Wairol

5-hydroxy-12,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-9-one

C17H12O6 (312.06338519999997)


Isolated from Medicago sativa (alfalfa) infected with leafspot (Ascochyta imperfecta). Wairol is found in alfalfa and pulses. Wairol is found in alfalfa. Wairol is isolated from Medicago sativa (alfalfa) infected with leafspot (Ascochyta imperfecta).

   

Erosnin

7,11,17,19,23-pentaoxahexacyclo[11.10.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁶,²⁰]tricosa-1(13),2,4(8),5,9,14,16(20),21-octaen-12-one

C18H8O6 (320.0320868)


Erosnin is found in jicama. Erosnin is a constituent of the yam bean (Pachyrrhizus erosus) Constituent of the yam bean (Pachyrrhizus erosus). Erosnin is found in jicama and pulses.

   

3-Hydroxy-8,9-dimethoxycoumestan

5-hydroxy-13,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-9-one

C17H12O6 (312.06338519999997)


3-Hydroxy-8,9-dimethoxycoumestan is found in alfalfa. 3-Hydroxy-8,9-dimethoxycoumestan is isolated from Medicago sativa (alfalfa) and Myroxylon balsamum (Tolu balsam Isolated from Medicago sativa (alfalfa) and Myroxylon balsamum (Tolu balsam). 3-Hydroxy-8,9-dimethoxycoumestan is found in alfalfa and pulses.

   

Isotrifoliol

5,14-dihydroxy-3-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11(16),12,14-heptaen-9-one

C16H10O6 (298.047736)


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

   

Trifoliol

5,12-dihydroxy-14-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-9-one

C16H10O6 (298.047736)


Isolated from Medicago sativa (alfalfa) infected with leafspot (Ascochyta imperfecta) and Trifolium repens (white clover). Trifoliol is found in many foods, some of which are tea, herbs and spices, green vegetables, and alfalfa. Trifoliol is found in alfalfa. Trifoliol is isolated from Medicago sativa (alfalfa) infected with leafspot (Ascochyta imperfecta) and Trifolium repens (white clover).

   

Phaseol

5,14-dihydroxy-6-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11(16),12,14-heptaen-9-one

C20H16O5 (336.0997686)


Isolated from Phaseolus aureus (mung bean). Phaseol is found in soy bean and pulses. Phaseol is found in pulses. Phaseol is isolated from Phaseolus aureus (mung bean).

   

7,11,12-Triacetoxycoumestan

5,14-Bis(acetyloxy)-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-13-yl acetic acid

C21H14O9 (410.06377940000004)


Animal growth stimulan

   

3-O-Methylglycyrol

14-hydroxy-3,5-dimethoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11(16),12,14-heptaen-9-one

C22H20O6 (380.125982)


3-O-Methylglycyrol is found in root vegetables. 3-O-Methylglycyrol is isolated from Glycyrrhiza species roots. Isolated from Glycyrrhiza subspecies roots. 3-O-Methylglycyrol is found in root vegetables.

   

3-O-Methylcoumestrol

14-hydroxy-5-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11(16),12,14-heptaen-9-one

C16H10O5 (282.052821)


3-O-Methylcoumestrol is found in pulses. 3-O-Methylcoumestrol is isolated from alfalfa (Medicago sativa

   

3,8-Dihydroxy-9-methoxycoumestan

5,14-dihydroxy-13-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2(7),3,5,11,13,15-heptaen-9-one

C16H10O6 (298.047736)


3,8-Dihydroxy-9-methoxycoumestan is found in pulses. 3,8-Dihydroxy-9-methoxycoumestan is isolated from alfalfa (Medicago sativa

   

Coumestan

8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11,13,15-heptaen-9-one

C15H8O3 (236.0473418)