NCBI Taxonomy: 256637

Sophora tomentosa (ncbi_taxid: 256637)

found 97 associated metabolites at species taxonomy rank level.

Ancestor: Sophora

Child Taxonomies: Sophora tomentosa var. truncata, Sophora tomentosa subsp. bahamensis, Sophora tomentosa var. occidentalis

Isoliquiritigenin

(E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

C15H12O4 (256.0736)


Isoliquiritigenin is a member of the class of chalcones that is trans-chalcone hydroxylated at C-2, -4 and -4. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, a biological pigment, a NMDA receptor antagonist, a GABA modulator, a metabolite, an antineoplastic agent and a geroprotector. It is functionally related to a trans-chalcone. It is a conjugate acid of an isoliquiritigenin(1-). Isoliquiritigenin is a precursor to several flavonones in many plants. Isoliquiritigenin is a natural product found in Pterocarpus indicus, Dracaena draco, and other organisms with data available. See also: Glycyrrhiza Glabra (part of); Glycyrrhiza uralensis Root (part of); Pterocarpus marsupium wood (part of). Isolated from Medicago subspecies Isoliquiritigenin is found in many foods, some of which are cocoa bean, purple mangosteen, blackcurrant, and chives. A member of the class of chalcones that is trans-chalcone hydroxylated at C-2, -4 and -4. Isoliquiritigenin is found in pulses. Isoliquiritigenin is isolated from Medicago specie D004791 - Enzyme Inhibitors Isoliquiritigenin is an anti-tumor flavonoid from the root of Glycyrrhiza uralensis Fisch., which inhibits aldose reductase with an IC50 of 320 nM. Isoliquiritigenin is a potent inhibitor of influenza virus replication with an EC50 of 24.7 μM. Isoliquiritigenin is an anti-tumor flavonoid from the root of Glycyrrhiza uralensis Fisch., which inhibits aldose reductase with an IC50 of 320 nM. Isoliquiritigenin is a potent inhibitor of influenza virus replication with an EC50 of 24.7 μM.

   

Formononetin

7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one

C16H12O4 (268.0736)


Formononetin is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by a methoxy group at position 4. It has a role as a phytoestrogen and a plant metabolite. It is a member of 7-hydroxyisoflavones and a member of 4-methoxyisoflavones. It is functionally related to a daidzein. It is a conjugate acid of a formononetin(1-). Formononetin is under investigation in clinical trial NCT02174666 (Isoflavone Treatment for Postmenopausal Osteopenia.). Formononetin is a natural product found in Pterocarpus indicus, Ardisia paniculata, and other organisms with data available. See also: Astragalus propinquus root (part of); Trifolium pratense flower (part of). Formononetin are abundant in vegetables. It is a phyto-oestrogen that is a polyphenolic non-steroidal plant compound with oestrogen-like biological activity (PMID: 16108819). It can be the source of considerable estrogenic activity (http://www.herbalchem.net/Intermediate.htm). Widespread isoflavone found in soy beans (Glycine max), red clover (Trifolium pratense and chick peas (Cicer arietinum). Potential nutriceutical A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by a methoxy group at position 4. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8803; ORIGINAL_PRECURSOR_SCAN_NO 8802 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8826; ORIGINAL_PRECURSOR_SCAN_NO 8825 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4484; ORIGINAL_PRECURSOR_SCAN_NO 4480 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4474; ORIGINAL_PRECURSOR_SCAN_NO 4471 DATA_PROCESSING MERGING RMBmix ver. 0.2.7; CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4474; ORIGINAL_PRECURSOR_SCAN_NO 4470 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8863; ORIGINAL_PRECURSOR_SCAN_NO 8861 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4474; ORIGINAL_PRECURSOR_SCAN_NO 4470 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8847; ORIGINAL_PRECURSOR_SCAN_NO 8844 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8852; ORIGINAL_PRECURSOR_SCAN_NO 8851 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8822; ORIGINAL_PRECURSOR_SCAN_NO 8821 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4569; ORIGINAL_PRECURSOR_SCAN_NO 4566 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4507; ORIGINAL_PRECURSOR_SCAN_NO 4504 Acquisition and generation of the data is financially supported in part by CREST/JST. INTERNAL_ID 2291; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2291 IPB_RECORD: 481; CONFIDENCE confident structure Formononetin is a potent FGFR2 inhibitor with an IC50 of ~4.31 μM. Formononetin potently inhibits angiogenesis and tumor growth[1]. Formononetin is a potent FGFR2 inhibitor with an IC50 of ~4.31 μM. Formononetin potently inhibits angiogenesis and tumor growth[1].

   

8-Prenylnaringenin

4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-8-(3-METHYL-2-BUTEN-1-YL)-, (2S)-

C20H20O5 (340.1311)


Sophoraflavanone B is a trihydroxyflavanone that is (S)-naringenin having a prenyl group at position 8. It has a role as a platelet aggregation inhibitor and a plant metabolite. It is a trihydroxyflavanone, a member of 4-hydroxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin. It is a conjugate acid of a sophoraflavanone B(1-). 8-Prenylnaringenin is a natural product found in Macaranga conifera, Macaranga denticulata, and other organisms with data available. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens A trihydroxyflavanone that is (S)-naringenin having a prenyl group at position 8. INTERNAL_ID 2299; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2299

   

Anagyrine

7,14-Methano-4H,6H-dipyrido(1,2-a:1,2-e)(1,5)diazocin-4-one, 7,7a,8,9,10,11,13,14-octahydro-, (7R-(7alpha,7aalpha,14alpha))-

C15H20N2O (244.1576)


Anagyrine is an alkaloid. Anagyrine is a natural product found in Daphniphyllum oldhamii, Ormosia fordiana, and other organisms with data available. Thermospine is a natural product found in Platycelyphium voense, Thermopsis mongolica, and other organisms with data available. Thermopsine is a quinolizidine alkaloid isolated from the fruits and pods and stem bark of Sophora velutina subsp. Thermopsine has antibacterial activity[1].

   

Glabranin

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-8-(3-methyl-2-butenyl)-2-phenyl-, (2S)-

C20H20O4 (324.1362)


Glabranin is a dihydroxyflavanone that is pinocembrin substituted by a prenyl group at position 8. It has a role as a plant metabolite. It is a dihydroxyflavanone and a (2S)-flavan-4-one. It is functionally related to a pinocembrin. Glabranin is a natural product found in Sophora tomentosa, Annona squamosa, and other organisms with data available. A dihydroxyflavanone that is pinocembrin substituted by a prenyl group at position 8. Saponin from licorice (Glycyrrhiza glabra). Glabranin B is found in tea and herbs and spices. Origin: Plant, Pyrans Glabranin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=41983-91-9 (retrieved 2024-07-09) (CAS RN: 41983-91-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Isorhamnetin

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-

C16H12O7 (316.0583)


Isorhamnetin is the methylated metabolite of quercetin. Quercetin is an important dietary flavonoid with in vitro antioxidant activity. However, it is found in human plasma as conjugates with glucuronic acid, sulfate or methyl groups, with no significant amounts of free quercetin present. Isorhamnetin prevents endothelial cell injuries from oxidized LDL via inhibition of lectin-like ox-LDL receptor-1 upregulation, interference of ox-LDL-mediated intracellular signaling pathway (p38MAPK activation, NF-kappaB nuclear translocation, eNOS expression) and the antioxidant activity of isorhamnetin. Isorhamnetin prevents endothelial dysfunction, superoxide production, and overexpression of p47phox induced by angiotensin II. Isorhamnetin appears to be a potent drug against esophageal cancer due to its in vitro potential to not only inhibit proliferation but also induce apoptosis of Eca-109 cells. (PMID: 15493462, 17368593, 17374653, 16963021). Isorhamnetin is a monomethoxyflavone that is quercetin in which the hydroxy group at position 3 is replaced by a methoxy group. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, an anticoagulant and a metabolite. It is a 7-hydroxyflavonol, a tetrahydroxyflavone and a monomethoxyflavone. It is functionally related to a quercetin. It is a conjugate acid of an isorhamnetin(1-). Isorhamnetin is a natural product found in Lotus ucrainicus, Strychnos pseudoquina, and other organisms with data available. Isorhamnetin is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Peumus boldus leaf (part of). Widespread flavonol found especially in bee pollen, chives, corn poppy leaves, garden cress, fennel, hartwort, red onions, pears, dillweed, parsley and tarragon. Isorhamnetin is found in many foods, some of which are italian sweet red pepper, carrot, yellow wax bean, and lemon balm. A monomethoxyflavone that is quercetin in which the hydroxy group at position 3 is replaced by a methoxy group. Acquisition and generation of the data is financially supported in part by CREST/JST. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K.

   

Cytisine

Cytisine

C11H14N2O (190.1106)


N - Nervous system > N07 - Other nervous system drugs > N07B - Drugs used in addictive disorders > N07BA - Drugs used in nicotine dependence C78272 - Agent Affecting Nervous System > C47796 - Cholinergic Agonist > C73579 - Nicotinic Agonist relative retention time with respect to 9-anthracene Carboxylic Acid is 0.054 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.052 Cytisinicline (Cytisine) is an alkaloid. Cytisinicline (Cytisine) is a partial agonist of α4β2 nAChRs[1], and partial to full agonist at β4 containing receptors and α7 receptors[2]. Has been used medically to help with smoking cessation[3]. Cytisinicline (Cytisine) is an alkaloid. Cytisinicline (Cytisine) is a partial agonist of α4β2 nAChRs[1], and partial to full agonist at β4 containing receptors and α7 receptors[2]. Has been used medically to help with smoking cessation[3]. Cytisinicline (Cytisine) is an alkaloid. Cytisinicline (Cytisine) is a partial agonist of α4β2 nAChRs[1], and partial to full agonist at β4 containing receptors and α7 receptors[2]. Has been used medically to help with smoking cessation[3].

   

(-)-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].

   

Oxymatrine

1H,5H,10H-Dipyrido(2,1-f:3,2,1-ij)(1,6)naphthyridin-10-one, dodecahydro-, 4-oxide, (4R,7aS,13aR,13bR,13cS)-

C15H24N2O2 (264.1838)


Ammothamnine is an alkaloid and a tertiary amine oxide. Oxymatrine is a natural product found in Sophora pachycarpa, Sophora chrysophylla, and other organisms with data available. D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D000890 - Anti-Infective Agents > D000998 - Antiviral Agents Origin: Plant; SubCategory_DNP: Alkaloids derived from lysine, Quinolizidine alkaloids, Sophora alkaloid Oxymatrine is under investigation in clinical trial NCT02202473 (Oxymatrine Plus Lamivudine Combination Therapy Versus Lamivudine Monotherapy for Chronic Hepatitis B Infected Subjects). Matrine oxide is a natural product found in Daphniphyllum oldhamii, Sophora viciifolia, and other organisms with data available. Oxymatrine, an alkaloid from Sophora flavescens Alt. with anti-inflammatory, antifibrosis, and antitumor effects, inhibits the iNOS expression and TGF-β/Smad pathway. Oxymatrine inhibits bocavirus minute virus of canines (MVC) replication, reduces viral gene expression and decreases apoptosis induced by viral infection. Oxymatrine, an alkaloid from Sophora flavescens Alt. with anti-inflammatory, antifibrosis, and antitumor effects, inhibits the iNOS expression and TGF-β/Smad pathway. Oxymatrine inhibits bocavirus minute virus of canines (MVC) replication, reduces viral gene expression and decreases apoptosis induced by viral infection. Oxysophoridine (Sophoridine N-oxide) is a bioactive alkaloid extracted from the Sophora alopecuroides Linn. Oxysophoridine (Sophoridine N-oxide) shows anti inflammatory, anti oxidative stress and anti apoptosis effects[1][2]. Oxysophoridine (Sophoridine N-oxide) is a bioactive alkaloid extracted from the Sophora alopecuroides Linn. Oxysophoridine (Sophoridine N-oxide) shows anti inflammatory, anti oxidative stress and anti apoptosis effects[1][2].

   

Matrine

1H,5H,10H-DIPYRIDO(2,1-F:3,2,1-IJ)(1,6)NAPHTHYRIDIN-10-ONE, DODECAHYDRO-, (7AR-(7A.ALPHA.,13A.ALPHA.,13B.BETA.,13C.BETA.))-

C15H24N2O (248.1889)


Matrine is an alkaloid. Matrine is a natural product found in Daphniphyllum oldhamii, Sophora viciifolia, and other organisms with data available. Matrine is an alkaloid found in plants from the Sophora genus. It has a variety of pharmacological effects, including anti-cancer effects, and action as a kappa opioid receptor and μ-receptor agonist. Tetracyclic bis-quinolizidine alkaloids found in the family LEGUMINOSAE, mainly in the genus SOPHORA. See also: Matrine; salicylic acid (component of). Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.230 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.224 Sophoridine is a natural product found in Sophora viciifolia, Leontice leontopetalum, and other organisms with data available. Tetracyclic bis-quinolizidine alkaloids found in the family LEGUMINOSAE, mainly in the genus SOPHORA. INTERNAL_ID 2268; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2268 Matrine (Matridin-15-one) is an alkaloid found in plants from the Sophora genus that can act as a kappa opioid receptor and u-receptor agonist. Matrine has a variety of pharmacological effects, including anti-cancer, anti-oxidative stress, anti-inflammation and anti-apoptosis effects. Matrine is potential in the research of disease like human non-small cell lung cancer, hepatoma, papillary thyroid cancer and acute kidney injury (AKI)[1][2][3][4][5]. Matrine (Matridin-15-one) is an alkaloid found in plants from the Sophora genus that can act as a kappa opioid receptor and u-receptor agonist. Matrine has a variety of pharmacological effects, including anti-cancer, anti-oxidative stress, anti-inflammation and anti-apoptosis effects. Matrine is potential in the research of disease like human non-small cell lung cancer, hepatoma, papillary thyroid cancer and acute kidney injury (AKI)[1][2][3][4][5]. Matrine (Matridin-15-one) is an alkaloid found in plants from the Sophora genus that can act as a kappa opioid receptor and u-receptor agonist. Matrine has a variety of pharmacological effects, including anti-cancer, anti-oxidative stress, anti-inflammation and anti-apoptosis effects. Matrine is potential in the research of disease like human non-small cell lung cancer, hepatoma, papillary thyroid cancer and acute kidney injury (AKI)[1][2][3][4][5]. Sophoridine is a quinolizidine alkaloid isolated from Leguminous plant Sophora flavescens. Sophoridine induces apoptosis. Sophoridine has the potential to be a novel, potent and selective antitumor agent candidate for pancreatic cancer with well-tolerated toxicity[1]. Sophoridine is a quinolizidine alkaloid isolated from Leguminous plant Sophora flavescens. Sophoridine induces apoptosis. Sophoridine has the potential to be a novel, potent and selective antitumor agent candidate for pancreatic cancer with well-tolerated toxicity[1].

   

Wighteone

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-3-(4-HYDROXYPHENYL)-6-(3-METHYL-2-BUTEN-1-YL)-

C20H18O5 (338.1154)


A natural product found in Ficus mucuso. Wighteone is a member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4 and a prenyl group at position 6. It has been isolated from Ficus mucuso. It has a role as a plant metabolite and an antifungal agent. It is functionally related to an isoflavone. Wighteone is a natural product found in Genista ephedroides, Erythrina suberosa, and other organisms with data available. A member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4 and a prenyl group at position 6. It has been isolated from Ficus mucuso. Wighteone is a compound isolated from the aerial parts of Genista ephedroides[1]. Wighteone is a compound isolated from the aerial parts of Genista ephedroides[1].

   

Irisolidone

5,7-Dihydroxy-6,4-dimethoxyisoflavone

C17H14O6 (314.079)


Irisolidone is a major isoflavone found in Pueraria lobata flowers. Irisolidone exhibits potent hepatoprotective activity. Irisolidone shows the high efficacy for volume-regulated anion channels (VRAC) blockade (IC50=9.8 μM)[1][2][3]. Irisolidone is a major isoflavone found in Pueraria lobata flowers. Irisolidone exhibits potent hepatoprotective activity. Irisolidone shows the high efficacy for volume-regulated anion channels (VRAC) blockade (IC50=9.8 μM)[1][2][3].

   

Sophoraisoflavanone A

Sophoraisoflavanone A

C21H22O6 (370.1416)


A hydroxyisoflavanone that is isoflavanone substituted by hydroxy groups at positions 5, 7 and 4, a methoxy substituent at position 2 and a prenyl group at position 3.

   

Caulophylline

(-)-N-methylcytisine

C12H16N2O (204.1263)


N-Methylcytisine (Caulophylline), a tricyclic quinolizidine alkaloid, exerts hypoglycaemic, analgesic and anti-inflammatory activities. N-methylcytisine is a selective ligand of nicotinic receptors of acetylcholine in the central nervous system and has a high affinity (Kd = 50 nM) to nicotinic acetylcholine receptors (nAChR) from squid optical ganglia[1][2]. N-Methylcytisine (Caulophylline), a tricyclic quinolizidine alkaloid, exerts hypoglycaemic, analgesic and anti-inflammatory activities. N-methylcytisine is a selective ligand of nicotinic receptors of acetylcholine in the central nervous system and has a high affinity (Kd = 50 nM) to nicotinic acetylcholine receptors (nAChR) from squid optical ganglia[1][2]. N-Methylcytisine (Caulophylline), a tricyclic quinolizidine alkaloid, exerts hypoglycaemic, analgesic and anti-inflammatory activities. N-methylcytisine is a selective ligand of nicotinic receptors of acetylcholine in the central nervous system and has a high affinity (Kd = 50 nM) to nicotinic acetylcholine receptors (nAChR) from squid optical ganglia[1][2].

   

Lamprolobine

(-)-Epilamprolobine

C15H24N2O2 (264.1838)


   

6-Geranylnaringenin

4H-1-Benzopyran-4-one, 6-[(2E)-3,7-dimethyl-2,6-octadienyl]-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)- (9CI)

C25H28O5 (408.1937)


6-geranylnaringenin is a member of the class of compounds known as 6-prenylated flavanones. 6-prenylated flavanones are flavanones that features a C5-isoprenoid substituent at the 6-position. 6-geranylnaringenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-geranylnaringenin can be found in beer, which makes 6-geranylnaringenin a potential biomarker for the consumption of this food product. Bonannione A is a natural product found in Diplacus clevelandii, Schizolaena hystrix, and other organisms with data available.

   

3'-(gamma,gamma-Dimethylallyl)genistein

5,7-Dihydroxy-3-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]-4H-1-benzopyran-4-one, 9CI

C20H18O5 (338.1154)


Isowighteone is a member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4 and a prenyl group at position 3. It has been isolated from Ficus mucuso. It has a role as a plant metabolite. It is functionally related to an isoflavone. Isowighteone is a natural product found in Sophora tomentosa, Erythrina addisoniae, and other organisms with data available. A member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4 and a prenyl group at position 3. It has been isolated from Ficus mucuso. 3-(gamma,gamma-Dimethylallyl)genistein is found in pigeon pea. 3-(gamma,gamma-Dimethylallyl)genistein is isolated from Cajanus cajan (pigeon pea). Isolated from Cajanus cajan (pigeon pea). 3-(gamma,gamma-Dimethylallyl)genistein is found in pigeon pea and pulses.

   

(-)-Maackiain

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 found in chickpea. (-)-Maackiain is widespread in the Leguminosae subfamily. (-)-Maackiain is a constituent of Trifolium pratense (red clover). (-)-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].

   

(-)-Cytisine

7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

C11H14N2O (190.1106)


   

8-Prenylkaempferol

3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one

C20H18O6 (354.1103)


   

8-Prenylnaringenin

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

C20H20O5 (340.1311)


(s)-4,5,7-trihydroxy-8-prenylflavanone is a member of the class of compounds known as 8-prenylated flavanones. 8-prenylated flavanones are flavanones that features a C5-isoprenoid substituent at the 8-position. Thus, (s)-4,5,7-trihydroxy-8-prenylflavanone is considered to be a flavonoid lipid molecule (s)-4,5,7-trihydroxy-8-prenylflavanone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (s)-4,5,7-trihydroxy-8-prenylflavanone can be found in beer, which makes (s)-4,5,7-trihydroxy-8-prenylflavanone a potential biomarker for the consumption of this food product.

   

Cytisinicline

(1R,5S)-1,2,3,4,5,6-HEXAHYDRO-8H-1,5-METHANOPYRIDO(1,2-A)(1,5)DIAZOCIN-8-ONE (CYTISINE)

C11H14N2O (190.1106)


Cytisine is an organic heterotricyclic compound that is the toxic principle in Laburnum seeds and is found in many members of the Fabaceae (legume, pea or bean) family. An acetylcholine agonist, it is widely used throughout Eastern Europe as an aid to giving up smoking. It has a role as a nicotinic acetylcholine receptor agonist, a phytotoxin and a plant metabolite. It is an alkaloid, an organic heterotricyclic compound, a secondary amino compound, a lactam and a bridged compound. Cytisine is an alkaloid naturally derived from the Fabaceae family of plants including the genera Laburnum and Cytisus. Recent studies have shown it to be a more effective and significantly more affordable smoking cessation treatment than nicotine replacement therapy. Also known as baptitoxine or sophorine, cytisine has been used as a smoking cessation treatment since 1964, and is relatively unknown in regions outside of central and Eastern Europe. Cytisine is a partial nicotinic acetylcholine agonist with a half-life of 4.8 hours. Recent Phase III clinical trials using Tabex (a brand of Cytisine marketed by Sopharma AD) have shown similar efficacy to varenicline, but at a fraction of the cost. Cytisine is a natural product found in Viscum cruciatum, Thermopsis chinensis, and other organisms with data available. See also: Cytisus scoparius flowering top (part of); Thermopsis lanceolata whole (part of). An organic heterotricyclic compound that is the toxic principle in Laburnum seeds and is found in many members of the Fabaceae (legume, pea or bean) family. An acetylcholine agonist, it is widely used throughout Eastern Europe as an aid to giving up smoking. N - Nervous system > N07 - Other nervous system drugs > N07B - Drugs used in addictive disorders > N07BA - Drugs used in nicotine dependence C78272 - Agent Affecting Nervous System > C47796 - Cholinergic Agonist > C73579 - Nicotinic Agonist Cytisinicline (Cytisine) is an alkaloid. Cytisinicline (Cytisine) is a partial agonist of α4β2 nAChRs[1], and partial to full agonist at β4 containing receptors and α7 receptors[2]. Has been used medically to help with smoking cessation[3]. Cytisinicline (Cytisine) is an alkaloid. Cytisinicline (Cytisine) is a partial agonist of α4β2 nAChRs[1], and partial to full agonist at β4 containing receptors and α7 receptors[2]. Has been used medically to help with smoking cessation[3]. Cytisinicline (Cytisine) is an alkaloid. Cytisinicline (Cytisine) is a partial agonist of α4β2 nAChRs[1], and partial to full agonist at β4 containing receptors and α7 receptors[2]. Has been used medically to help with smoking cessation[3].

   

Irisolidone

5,7-Dihydroxy-6-methoxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one

C17H14O6 (314.079)


Irisolidone is a member of 4-methoxyisoflavones. Irisolidone is a natural product found in Dalbergia sissoo, Wisteria brachybotrys, and other organisms with data available. Irisolidone is a major isoflavone found in Pueraria lobata flowers. Irisolidone exhibits potent hepatoprotective activity. Irisolidone shows the high efficacy for volume-regulated anion channels (VRAC) blockade (IC50=9.8 μM)[1][2][3]. Irisolidone is a major isoflavone found in Pueraria lobata flowers. Irisolidone exhibits potent hepatoprotective activity. Irisolidone shows the high efficacy for volume-regulated anion channels (VRAC) blockade (IC50=9.8 μM)[1][2][3].

   

sophoronol

3,5,7-Trihydroxy-2-methoxy-6",6"-dimethylpyrano [ 2",3":4,3 ] isoflavanone

C21H20O7 (384.1209)


   

sophoracarpan B

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

C17H14O6 (314.079)


   

Sophoracarpan A

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

C17H16O5 (300.0998)


   

Tomentosanol D

5,7,4-Trihydroxy-8- (2-hydroxy-3-methylbutyl-3-enyl) flavanone

C20H20O6 (356.126)


   

Sophoraflavanone D

Sophoraflavanone D

C25H28O7 (440.1835)


   

isosophoranone

2,3-Dihydro-5,7-dihydroxy-3- [ 4-hydroxy-3- (3-methyl-2-butenyl) -2-methoxyphenyl ] -6- (3-methyl-2-butenyl) -4H-1-benzopyran-4-one

C26H30O6 (438.2042)


   

Sophoraflavanone E

(2S) -2,3-Dihydro-2alpha- (2,4,6-trihydroxyphenyl) -5,7-dihydroxy-8- [ (2E) -3,7-dimethyl-2,6-octadienyl ] -4H-1-benzopyran-4-one

C25H28O7 (440.1835)


   

2,4-Dihydroxy-5,6-methylenedioxy-2-phenylbenzofuran

2-(2,4-dihydroxyphenyl)-5,6-methylenedioxybenzofuran

C15H10O5 (270.0528)


   

Sophoraflavanone A

8-Geranylnaringenin

C25H28O5 (408.1937)


A trihydroxyflavanone that is (S)-naringenin substituted by a geranyl group at position 8. Isolated from Macaranga bicolor, it exhibits antibacterial and antineoplastic activities.

   

Tomentosanol E

5,7,2,4,6-Pentahydroxy-8-prenyl-6-geranylflavanone

C30H36O7 (508.2461)


   

Iristectorigenin A

5,7,3-Trihydroxy-6,4-dimethoxyisoflavone

C17H14O7 (330.0739)


   

Iristectorigenin B

4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxy-3-methoxyphenyl)-6-methoxy-

C17H14O7 (330.0739)


Iristectorigenin A is a natural product found in Iris japonica, Sophora tomentosa, and other organisms with data available. Iristectorigenin A is a natural isoflavone isolated from B. chinensis rhizomes. Iristectorigenin A shows antioxidant activity[1][2]. Iristectorigenin A is a natural isoflavone isolated from B. chinensis rhizomes. Iristectorigenin A shows antioxidant activity[1][2].

   

Biochanin B

4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-methoxyphenyl)- (9CI)

C16H12O4 (268.0736)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens Formononetin is a potent FGFR2 inhibitor with an IC50 of ~4.31 μM. Formononetin potently inhibits angiogenesis and tumor growth[1]. Formononetin is a potent FGFR2 inhibitor with an IC50 of ~4.31 μM. Formononetin potently inhibits angiogenesis and tumor growth[1].

   

Isowighteone

5,7,4-Trihydroxy-3-prenylisoflavone

C20H18O5 (338.1154)


   

Isorhamnetin

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)- (9CI)

C16H12O7 (316.0583)


Glucoside present in the leaves of Peumus boldus (boldo). Isorhamnetin 3-dirhamnoside is found in fruits. Annotation level-1 Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K.

   
   

8-Prenylkaempferol

8-Prenylkaempferol

C20H18O6 (354.1103)


   

Formononetin

Formononetin (Biochanin B)

C16H12O4 (268.0736)


Annotation level-1 D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens relative retention time with respect to 9-anthracene Carboxylic Acid is 1.059 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.061 Formononetin is a potent FGFR2 inhibitor with an IC50 of ~4.31 μM. Formononetin potently inhibits angiogenesis and tumor growth[1]. Formononetin is a potent FGFR2 inhibitor with an IC50 of ~4.31 μM. Formononetin potently inhibits angiogenesis and tumor growth[1].

   

Cytisin

Cytisine

C11H14N2O (190.1106)


N - Nervous system > N07 - Other nervous system drugs > N07B - Drugs used in addictive disorders > N07BA - Drugs used in nicotine dependence C78272 - Agent Affecting Nervous System > C47796 - Cholinergic Agonist > C73579 - Nicotinic Agonist CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2241 Cytisinicline (Cytisine) is an alkaloid. Cytisinicline (Cytisine) is a partial agonist of α4β2 nAChRs[1], and partial to full agonist at β4 containing receptors and α7 receptors[2]. Has been used medically to help with smoking cessation[3]. Cytisinicline (Cytisine) is an alkaloid. Cytisinicline (Cytisine) is a partial agonist of α4β2 nAChRs[1], and partial to full agonist at β4 containing receptors and α7 receptors[2]. Has been used medically to help with smoking cessation[3]. Cytisinicline (Cytisine) is an alkaloid. Cytisinicline (Cytisine) is a partial agonist of α4β2 nAChRs[1], and partial to full agonist at β4 containing receptors and α7 receptors[2]. Has been used medically to help with smoking cessation[3].

   

Maackiain

(-)-Maackiain

C16H12O5 (284.0685)


Widespread in the Leguminosae subfamily. Constituent of Trifolium pratense (red clover). (-)-Maackiain is found in many foods, some of which are nectarine, chickpea, alaska blueberry, and adzuki bean. (-)-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].

   

Sophoraflavanone B

Sophoraflavanone B

C20H20O5 (340.1311)


   
   

7-Hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

7-Hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

C20H20O4 (324.1362)


   

(2s)-2-(2,4-dihydroxyphenyl)-8-[(2z)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

(2s)-2-(2,4-dihydroxyphenyl)-8-[(2z)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

3-(2,4-dihydroxyphenyl)-8-[(2z)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

3-(2,4-dihydroxyphenyl)-8-[(2z)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

1-(octahydro-1h-quinolizin-1-ylmethyl)piperidine-2,6-dione

1-(octahydro-1h-quinolizin-1-ylmethyl)piperidine-2,6-dione

C15H24N2O2 (264.1838)


   

(2s)-6-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(2,4,6-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

(2s)-6-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(2,4,6-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C25H28O7 (440.1835)


   

(2s)-2-(2,4-dihydroxyphenyl)-8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

(2s)-2-(2,4-dihydroxyphenyl)-8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

(9r)-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

(9r)-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

C11H14N2O (190.1106)


   

4-{4,6,10-trioxatricyclo[7.3.0.0³,⁷]dodeca-1,3(7),8,11-tetraen-11-yl}benzene-1,3-diol

4-{4,6,10-trioxatricyclo[7.3.0.0³,⁷]dodeca-1,3(7),8,11-tetraen-11-yl}benzene-1,3-diol

C15H10O5 (270.0528)


   

(3s)-5,7-dihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(3s)-5,7-dihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C26H30O6 (438.2042)


   

(1r,9r)-11-methyl-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

(1r,9r)-11-methyl-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

C12H16N2O (204.1263)


   

(3s)-3-(2,4-dihydroxyphenyl)-8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

(3s)-3-(2,4-dihydroxyphenyl)-8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

3-(2,4-dihydroxyphenyl)-8-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

3-(2,4-dihydroxyphenyl)-8-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one

8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one

C25H26O6 (422.1729)


   

(2s)-8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(2,4,6-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

(2s)-8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(2,4,6-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C25H28O7 (440.1835)


   

anagyrine

FYU1U980Q9; 5-24-03-00410 (Beilstein Handbook Reference); (1R,9R,10R)-7,15-DIAZATETRACYCLO[7.7.1.0(2),?.0(1)?,(1)?]HEPTADECA-2,4-DIEN-6-ONE; BRN 0086776; ANAGYRINE; (-)-Anagyrine; UNII-FYU1U980Q9; 7,7a,8,9,10,11,13,14-Octahydro-7,14-memethano-4H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocin-4-one; 3,4,5,6-Tetradehydrospartein-2-one; (7alpha)-11,12,13,14-tetradehydrospartein-15-one; (-)-anagyrine; CHEMBL509692; Rhombinine; Anagyrine; AC1LE9O5; NSC76019; ZINC900282; Monolupine; 486-89-5

C15H20N2O (244.1576)


{"Ingredient_id": "HBIN015975","Ingredient_name": "anagyrine","Alias": "FYU1U980Q9; 5-24-03-00410 (Beilstein Handbook Reference); (1R,9R,10R)-7,15-DIAZATETRACYCLO[7.7.1.0(2),?.0(1)?,(1)?]HEPTADECA-2,4-DIEN-6-ONE; BRN 0086776; ANAGYRINE; (-)-Anagyrine; UNII-FYU1U980Q9; 7,7a,8,9,10,11,13,14-Octahydro-7,14-memethano-4H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocin-4-one; 3,4,5,6-Tetradehydrospartein-2-one; (7alpha)-11,12,13,14-tetradehydrospartein-15-one; (-)-anagyrine; CHEMBL509692; Rhombinine; Anagyrine; AC1LE9O5; NSC76019; ZINC900282; Monolupine; 486-89-5","Ingredient_formula": "C15H20N2O","Ingredient_Smile": "C1CCN2CC3CC(C2C1)CN4C3=CC=CC4=O","Ingredient_weight": "244.33 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "SMIT01268;SMIT05719","TCMID_id": "1134","TCMSP_id": "MOL003687;MOL006571","TCM_ID_id": "6815;17611","PubChem_id": "71056954","DrugBank_id": "NA"}

   

8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxychromen-4-one

8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxychromen-4-one

C19H22O4 (314.1518)


   

6-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

6-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C25H28O5 (408.1937)


   

(3s)-5,7-dihydroxy-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(3s)-5,7-dihydroxy-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C26H30O6 (438.2042)


   

(-)-anagyrine

(-)-anagyrine

C15H20N2O (244.1576)


   

8-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2-(2,4,6-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

8-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2-(2,4,6-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C25H28O7 (440.1835)


   

(3r)-3,5,7-trihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-2h-1-benzopyran-4-one

(3r)-3,5,7-trihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-2h-1-benzopyran-4-one

C21H22O7 (386.1365)


   

5-hydroxy-9-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-14-yl formate

5-hydroxy-9-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-14-yl formate

C17H14O6 (314.079)


   

8-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

8-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C25H28O5 (408.1937)


   

(1s,9r)-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

(1s,9r)-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

C11H14N2O (190.1106)


   

8-(3,7-dimethylocta-2,6-dien-1-yl)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one

8-(3,7-dimethylocta-2,6-dien-1-yl)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one

C25H26O6 (422.1729)


   

3,5,7-trihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-2h-1-benzopyran-4-one

3,5,7-trihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-2h-1-benzopyran-4-one

C21H22O7 (386.1365)


   

(1s,12s,20s)-20-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaen-16-ol

(1s,12s,20s)-20-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaen-16-ol

C17H14O6 (314.079)


   

5,7-dihydroxy-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C26H30O6 (438.2042)


   

(2s)-5,7-dihydroxy-8-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-8-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C20H20O6 (356.126)


   

(1r,9as)-1-[(2,6-dioxopiperidin-1-yl)methyl]-octahydro-1h-quinolizin-5-ium-5-olate

(1r,9as)-1-[(2,6-dioxopiperidin-1-yl)methyl]-octahydro-1h-quinolizin-5-ium-5-olate

C15H24N2O3 (280.1787)


   

6-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2-(2,4,6-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

6-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2-(2,4,6-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C30H36O7 (508.2461)


   

11-acetyl-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

11-acetyl-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

C13H16N2O2 (232.1212)


   

(3s)-5,7-dihydroxy-3-{4-hydroxy-2-methoxy-3-[(1e)-3-methylbut-1-en-1-yl]phenyl}-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(3s)-5,7-dihydroxy-3-{4-hydroxy-2-methoxy-3-[(1e)-3-methylbut-1-en-1-yl]phenyl}-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C26H30O6 (438.2042)


   

3,5,7-trihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2h-1-benzopyran-4-one

3,5,7-trihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2h-1-benzopyran-4-one

C26H30O7 (454.1991)


   

(3s)-5,7-dihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-2,3-dihydro-1-benzopyran-4-one

(3s)-5,7-dihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-2,3-dihydro-1-benzopyran-4-one

C21H22O6 (370.1416)


   

6-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2-(2,4,6-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

6-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2-(2,4,6-trihydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C25H28O7 (440.1835)


   

(1r,9s,10s)-9,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-5-ol

(1r,9s,10s)-9,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-5-ol

C17H16O5 (300.0998)


   

(1r,5r,9as)-1-[(2,6-dioxopiperidin-1-yl)methyl]-octahydro-1h-quinolizin-5-ium-5-olate

(1r,5r,9as)-1-[(2,6-dioxopiperidin-1-yl)methyl]-octahydro-1h-quinolizin-5-ium-5-olate

C15H24N2O3 (280.1787)


   

8-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxychromen-4-one

8-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxychromen-4-one

C19H22O4 (314.1518)


   

(1r,9r,10s)-5-hydroxy-9-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-14-yl formate

(1r,9r,10s)-5-hydroxy-9-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-14-yl formate

C17H14O6 (314.079)


   

(2s)-5,7-dihydroxy-8-[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-8-[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C20H20O6 (356.126)


   

(1s,9r)-11-acetyl-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

(1s,9r)-11-acetyl-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

C13H16N2O2 (232.1212)


   

5-methoxy-2-{4,6,10-trioxatricyclo[7.3.0.0³,⁷]dodeca-1,3(7),8,11-tetraen-11-yl}phenol

5-methoxy-2-{4,6,10-trioxatricyclo[7.3.0.0³,⁷]dodeca-1,3(7),8,11-tetraen-11-yl}phenol

C16H12O5 (284.0685)


   

(3r)-3,5,7-trihydroxy-3-(5-methoxy-2,2-dimethylchromen-6-yl)-2h-1-benzopyran-4-one

(3r)-3,5,7-trihydroxy-3-(5-methoxy-2,2-dimethylchromen-6-yl)-2h-1-benzopyran-4-one

C21H20O7 (384.1209)


   

(1r,9r,10s)-9,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-5-ol

(1r,9r,10s)-9,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-5-ol

C17H16O5 (300.0998)


   

(3r)-3,5,7-trihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2h-1-benzopyran-4-one

(3r)-3,5,7-trihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2h-1-benzopyran-4-one

C26H30O7 (454.1991)


   

1-[(1r,9as)-octahydro-1h-quinolizin-1-ylmethyl]piperidine-2,6-dione

1-[(1r,9as)-octahydro-1h-quinolizin-1-ylmethyl]piperidine-2,6-dione

C15H24N2O2 (264.1838)


   

5,7-dihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-1-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-3-[4-hydroxy-2-methoxy-3-(3-methylbut-1-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C26H30O6 (438.2042)


   

(1s,9r)-11-methyl-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

(1s,9r)-11-methyl-7,11-diazatricyclo[7.3.1.0²,⁷]trideca-2,4-dien-6-one

C12H16N2O (204.1263)


   

5,7-dihydroxy-8-(2-hydroxy-3-methylbut-3-en-1-yl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-8-(2-hydroxy-3-methylbut-3-en-1-yl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C20H20O6 (356.126)


   

(1s,9s,10s,12s)-12-hydroxy-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-2,4-dien-6-one

(1s,9s,10s,12s)-12-hydroxy-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadeca-2,4-dien-6-one

C15H20N2O2 (260.1525)


   

2-(2,4-dihydroxyphenyl)-8-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

2-(2,4-dihydroxyphenyl)-8-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)