NCBI Taxonomy: 132436

Deguelia (ncbi_taxid: 132436)

found 416 associated metabolites at genus taxonomy rank level.

Ancestor: Millettieae

Child Taxonomies: Deguelia picta, Deguelia costata, Deguelia nitidula, Deguelia scandens, Deguelia dasycalyx, Deguelia negrensis, Deguelia amazonica, Deguelia spruceana, Deguelia densiflora, Deguelia hatschbachii, unclassified Deguelia

Vanillic acid

4-hydroxy-3-methoxybenzoic acid

C8H8O4 (168.0422568)


Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavouring and scent agent that produces a pleasant, creamy odour. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea, and vanilla-flavoured confectionary. Vanillic acid selectively and specifically inhibits 5nucleotidase activity (PMID: 16899266). Vanillic acid is a microbial metabolite found in Amycolatopsis, Delftia, and Pseudomonas (PMID: 11152072, 10543794, 11728709, 9579070). Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavoring and scent agent that produces a pleasant, creamy odor. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea and vanilla-flavored confectionary. Vanillic acid selectively and specifically inhibits 5nucleotidase activity. (PMID: 16899266). Vanillic acid is a monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. It has a role as a plant metabolite. It is a monohydroxybenzoic acid and a methoxybenzoic acid. It is a conjugate acid of a vanillate. Vanillic acid is a natural product found in Ficus septica, Haplophyllum cappadocicum, and other organisms with data available. Vanillic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. Vanillic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=121-34-6 (retrieved 2024-06-29) (CAS RN: 121-34-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

   

Lupenone

(1S,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,3a,4,5,5a,5b,6,7,7a,8,11a,11b,12,13,13a,13b-octadecahydro-9H-cyclopenta[a]chrysen-9-one

C30H48O (424.3704958)


Lupenone is a triterpenoid. It has a role as a metabolite. It derives from a hydride of a lupane. Lupenone is a natural product found in Liatris acidota, Euphorbia larica, and other organisms with data available. A natural product found in Cupania cinerea. Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2]. Lupenone is an orally active lupine-type triterpenoid that can be isolated from Musa basjoo. Lupenone Lupenone plays a role through the PI3K/Akt/mTOR and NF-κB signaling pathways. Lupenone has anti-inflammatory, antiviral, antidiabetic and anticancer activities[1][2][3]. Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].

   

Rotenone

[1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, [2R-(2alpha,6aalpha,12aalpha)]-

C23H22O6 (394.1416312)


Rotenone appears as colorless to brownish crystals or a white to brownish-white crystalline powder. Has neither odor nor taste. (NTP, 1992) Rotenone is a member of the class of rotenones that consists of 1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one substituted at position 2 by a prop-1-en-2-yl group and at positions 8 and 9 by methoxy groups (the 2R,6aS,12aS-isomer). A non-systemic insecticide, it is the principal insecticidal constituent of derris (the dried rhizome and root of Derris elliptica). It has a role as a phytogenic insecticide, a mitochondrial NADH:ubiquinone reductase inhibitor, a metabolite, an antineoplastic agent, a toxin and a piscicide. It is an organic heteropentacyclic compound and a member of rotenones. Rotenone is an isoflavone compound that naturally occurs in the jicama vine plant as well as many Fabaceae plants. It has broad spectrum insecticide and pesticide activity and is also toxic to fish. Rotenone is a natural product found in Pachyrhizus erosus, Millettia ferruginea, and other organisms with data available. Rotenone is a naturally occurring organic heteropentacyclic compound and member of rotenones that is found in the roots of several plant species. It is a mitochondrial NADH:ubiquinone reductase inhibitor, toxin, and metabolite, and is used as an antineoplastic agent and insecticide. It is characterized as a colorless to brownish or a white to brownish-white crystalline solid that is odorless. Exposure occurs by inhalation, ingestion, or contact. Rotenone is found in jicama. Rotenone is widely distributed in the Leguminosae (Papilionoideae) e.g. Pachyrrhizus erosus (yam bean).Rotenone is an odorless chemical that is used as a broad-spectrum insecticide, piscicide, and pesticide. It occurs naturally in the roots and stems of several plants such as the jicama vine plant. In mammals, including humans, it is linked to the development of Parkinsons disease. (Wikipedia) Rotenone has been shown to exhibit apoptotic, neuroprotectant and neuroprotective functions (A7776, A7777, A7777).Rotenone belongs to the family of Rotenoids. These are phenolic compounds containing aA cis-fused tetrahydrochromeno[3,4-b]chromenenucleus. Many rotenoids contain an additional ring, e.g rotenone[1]. (Reference: [1] IUPAC. Compendium of Chemical Terminology, 2nd ed. (the Gold Book). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. doi:10.1351/goldbook. (PAC, 1995, 67, 1307 (Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)) on page 1364)). A botanical insecticide that is an inhibitor of mitochondrial electron transport. Rotenone is found in jicama. Rotenone is widely distributed in the Leguminosae (Papilionoideae) e.g. Pachyrrhizus erosus (yam bean).Rotenone is an odorless chemical that is used as a broad-spectrum insecticide, piscicide, and pesticide. It occurs naturally in the roots and stems of several plants such as the jicama vine plant. In mammals, including humans, it is linked to the development of Parkinsons disease. A member of the class of rotenones that consists of 1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one substituted at position 2 by a prop-1-en-2-yl group and at positions 8 and 9 by methoxy groups (the 2R,6aS,12aS-isomer). A non-systemic insecticide, it is the principal insecticidal constituent of derris (the dried rhizome and root of Derris elliptica). Widely distrib. in the Leguminosae (Papilionoideae) e.g. Pachyrrhizus erosus (yam bean) D004791 - Enzyme Inhibitors > D014475 - Uncoupling Agents D010575 - Pesticides > D007306 - Insecticides D016573 - Agrochemicals Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production.

   

Genistein

Genistein, Pharmaceutical Secondary Standard; Certified Reference Material

C15H10O5 (270.052821)


Genistein is a 7-hydroxyisoflavone with additional hydroxy groups at positions 5 and 4. It is a phytoestrogenic isoflavone with antioxidant properties. It has a role as an antineoplastic agent, a tyrosine kinase inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, a phytoestrogen, a plant metabolite, a geroprotector and a human urinary metabolite. It is a conjugate acid of a genistein(1-). An isoflavonoid derived from soy products. It inhibits protein-tyrosine kinase and topoisomerase-II (DNA topoisomerases, type II) activity and is used as an antineoplastic and antitumor agent. Experimentally, it has been shown to induce G2 phase arrest in human and murine cell lines. Additionally, genistein has antihelmintic activity. It has been determined to be the active ingredient in Felmingia vestita, which is a plant traditionally used against worms. It has shown to be effective in the treatment of common liver fluke, pork trematode and poultry cestode. Further, genistein is a phytoestrogen which has selective estrogen receptor modulator properties. It has been investigated in clinical trials as an alternative to classical hormone therapy to help prevent cardiovascular disease in postmenopausal women. Natural sources of genistein include tofu, fava beans, soybeans, kudzu, and lupin. Genistein is a natural product found in Pterocarpus indicus, Ficus septica, and other organisms with data available. Genistein is a soy-derived isoflavone and phytoestrogen with antineoplastic activity. Genistein binds to and inhibits protein-tyrosine kinase, thereby disrupting signal transduction and inducing cell differentiation. This agent also inhibits topoisomerase-II, leading to DNA fragmentation and apoptosis, and induces G2/M cell cycle arrest. Genistein exhibits antioxidant, antiangiogenic, and immunosuppressive activities. (NCI04) Genistein is one of several known isoflavones. Isoflavones compounds, such as genistein and daidzein, are found in a number of plants, but soybeans and soy products like tofu and textured vegetable protein are the primary food source. Genistein is a natural bioactive compound derived from legumes and has drawn because of its potentially beneficial effects on some human degenerative diseases. It has a weak estrogenic effect and is a well-known non-specific tyrosine kinase inhibitor at pharmacological doses. Epidemiological studies show that genistein intake is inversely associated with the risk of cardiovascular diseases. Data suggests a protective role of genistein in cardiovascular events. However, the mechanisms of the genistein action on vascular protective effects are unclear. Past extensive studies exploring its hypolipidemic effect resulted in contradictory data. Genistein also is a relatively poor antioxidant. However, genistein protects against pro-inflammatory factor-induced vascular endothelial barrier dysfunction and inhibits leukocyte-endothelium interaction, thereby modulating vascular inflammation, a major event in the pathogenesis of atherosclerosis. Genistein exerts a non-genomic action by targeting on important signaling molecules in vascular endothelial cells (ECs). Genistein rapidly activates endothelial nitric oxide synthase and production of nitric oxide in ECs. This genistein effect is novel since it is independent of its known effects, but mediated by the cyclic adenosine monophosphate/protein kinase A (cAMP/PKA) cascade. Genistein directly stimulates the plasma membrane-associated adenylate cyclases, leading to activation of the cAMP signaling pathway. In addition, genistein activates peroxisome proliferator-activated receptors, ligand-activated nuclear receptors important to normal vascular function. Furthermore, genistein reduces reactive oxygen species (ROS) by attenuating the expression of ROS-producing enzymes. These findings reveal the roles for genistein in the regulation of vascular function and provide a basis for further investigating its therapeutic potential f... Genistein is one of several known isoflavones. Isoflavones compounds, such as genistein and daidzein, are found in a number of plants, but soybeans and soy products like tofu and textured vegetable protein are the primary food source. Genistein is a natural bioactive compound derived from legumes and has drawn because of its potentially beneficial effects on some human degenerative diseases. It has a weak estrogenic effect and is a well-known non-specific tyrosine kinase inhibitor at pharmacological doses. Epidemiological studies show that genistein intake is inversely associated with the risk of cardiovascular diseases. Data suggests a protective role of genistein in cardiovascular events. However, the mechanisms of the genistein action on vascular protective effects are unclear. Past extensive studies exploring its hypolipidemic effect resulted in contradictory data. Genistein also is a relatively poor antioxidant. However, genistein protects against pro-inflammatory factor-induced vascular endothelial barrier dysfunction and inhibits leukocyte-endothelium interaction, thereby modulating vascular inflammation, a major event in the pathogenesis of atherosclerosis. Genistein exerts a non-genomic action by targeting on important signaling molecules in vascular endothelial cells (ECs). Genistein rapidly activates endothelial nitric oxide synthase and production of nitric oxide in ECs. This genistein effect is novel since it is independent of its known effects, but mediated by the cyclic adenosine monophosphate/protein kinase A (cAMP/PKA) cascade. Genistein directly stimulates the plasma membrane-associated adenylate cyclases, leading to activation of the cAMP signaling pathway. In addition, genistein activates peroxisome proliferator-activated receptors, ligand-activated nuclear receptors important to normal vascular function. Furthermore, genistein reduces reactive oxygen species (ROS) by attenuating the expression of ROS-producing enzymes. These findings reveal the roles for genistein in the regulation of vascular function and provide a basis for further investigating its therapeutic potential for inflammatory-related vascular disease. (PMID:17979711). Genistein is a biomarker for the consumption of soy beans and other soy products. Genistein is a phenolic compound belonging to the isoflavonoid group. Isoflavonoids are found mainly in soybean. Genistein and daidzein (an other isoflavonoid) represent the major phytochemicals found in this plant. Health benefits (e.g. reduced risk for certain cancers and diseases of old age) associated to soya products consumption have been observed in East Asian populations and several epidemiological studies. This association has been linked to the action of isoflavonoids. With a chemical structure similar to the hormone 17-b-estradiol, soy isoflavones are able to interact with the estrogen receptor. They also possess numerous biological activities. (PMID: 15540649). Genistein is a biomarker for the consumption of soy beans and other soy products. A 7-hydroxyisoflavone with additional hydroxy groups at positions 5 and 4. It is a phytoestrogenic isoflavone with antioxidant properties. C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C1821 - Selective Estrogen Receptor Modulator D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens C274 - Antineoplastic Agent > C129818 - Antineoplastic Hormonal/Endocrine Agent > C481 - Antiestrogen C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen D004791 - Enzyme Inhibitors > D047428 - Protein Kinase Inhibitors D020011 - Protective Agents > D016588 - Anticarcinogenic Agents C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist D000970 - Antineoplastic Agents C1892 - Chemopreventive Agent CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5085; ORIGINAL_PRECURSOR_SCAN_NO 5082 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8554; ORIGINAL_PRECURSOR_SCAN_NO 8550 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5097; ORIGINAL_PRECURSOR_SCAN_NO 5094 ORIGINAL_ACQUISITION_NO 5097; CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_PRECURSOR_SCAN_NO 5094 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5104; ORIGINAL_PRECURSOR_SCAN_NO 5099 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8558; ORIGINAL_PRECURSOR_SCAN_NO 8556 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5082; ORIGINAL_PRECURSOR_SCAN_NO 5079 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8540; ORIGINAL_PRECURSOR_SCAN_NO 8539 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8556; ORIGINAL_PRECURSOR_SCAN_NO 8554 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8561; ORIGINAL_PRECURSOR_SCAN_NO 8559 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5096; ORIGINAL_PRECURSOR_SCAN_NO 5093 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8572; ORIGINAL_PRECURSOR_SCAN_NO 8570 CONFIDENCE standard compound; INTERNAL_ID 765; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5090; ORIGINAL_PRECURSOR_SCAN_NO 5089 CONFIDENCE Reference Standard (Level 1); NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk) CONFIDENCE standard compound; EAWAG_UCHEM_ID 3265 IPB_RECORD: 441; CONFIDENCE confident structure CONFIDENCE standard compound; INTERNAL_ID 4238 CONFIDENCE standard compound; INTERNAL_ID 8827 CONFIDENCE standard compound; INTERNAL_ID 2419 CONFIDENCE standard compound; INTERNAL_ID 4162 CONFIDENCE standard compound; INTERNAL_ID 176 Genistein, a soy isoflavone, is a multiple tyrosine kinases (e.g., EGFR) inhibitor which acts as a chemotherapeutic agent against different types of cancer, mainly by altering apoptosis, the cell cycle, and angiogenesis and inhibiting metastasis. Genistein, a soy isoflavone, is a multiple tyrosine kinases (e.g., EGFR) inhibitor which acts as a chemotherapeutic agent against different types of cancer, mainly by altering apoptosis, the cell cycle, and angiogenesis and inhibiting metastasis.

   

beta-Sitosterol

(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.386145)


beta-Sitosterol, a main dietary phytosterol found in plants, may have the potential for prevention and therapy for human cancer. Phytosterols are plant sterols found in foods such as oils, nuts, and vegetables. Phytosterols, in the same way as cholesterol, contain a double bond and are susceptible to oxidation, and are characterized by anti-carcinogenic and anti-atherogenic properties (PMID:13129445, 11432711). beta-Sitosterol is a phytopharmacological extract containing a mixture of phytosterols, with smaller amounts of other sterols, bonded with glucosides. These phytosterols are commonly derived from the South African star grass, Hypoxis rooperi, or from species of Pinus and Picea. The purported active constituent is termed beta-sitosterol. Additionally, the quantity of beta-sitosterol-beta-D-glucoside is often reported. Although the exact mechanism of action of beta-sitosterols is unknown, it may be related to cholesterol metabolism or anti-inflammatory effects (via interference with prostaglandin metabolism). Compared with placebo, beta-sitosterol improved urinary symptom scores and flow measures (PMID:10368239). A plant food-based diet modifies the serum beta-sitosterol concentration in hyperandrogenic postmenopausal women. This finding indicates that beta-sitosterol can be used as a biomarker of exposure in observational studies or as a compliance indicator in dietary intervention studies of cancer prevention (PMID:14652381). beta-Sitosterol induces apoptosis and activates key caspases in MDA-MB-231 human breast cancer cells (PMID:12579296). Sitosterol is a member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. It has a role as a sterol methyltransferase inhibitor, an anticholesteremic drug, an antioxidant, a plant metabolite and a mouse metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. Beta-Sitosterol is a natural product found in Elodea canadensis, Ophiopogon intermedius, and other organisms with data available. beta-Sitosterol is one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol. Sitosterols are white, waxy powders with a characteristic odor. They are hydrophobic and soluble in alcohols. beta-Sitosterol is found in many foods, some of which are ginseng, globe artichoke, sesbania flower, and common oregano. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Lupeol

(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

C30H50O (426.386145)


Lupeol is a pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. It has a role as an anti-inflammatory drug and a plant metabolite. It is a secondary alcohol and a pentacyclic triterpenoid. It derives from a hydride of a lupane. Lupeol has been investigated for the treatment of Acne. Lupeol is a natural product found in Ficus auriculata, Ficus septica, and other organisms with data available. See also: Calendula Officinalis Flower (part of). A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. D000893 - Anti-Inflammatory Agents Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1]. Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1].

   

Chrysoeriol

3 inverted exclamation mark -Methoxy-4 inverted exclamation mark ,5,7-trihydroxyflavone

C16H12O6 (300.06338519999997)


Chrysoeriol, also known as 3-O-methylluteolin, belongs to the class of organic compounds known as 3-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, chrysoeriol is considered to be a flavonoid lipid molecule. Chrysoeriol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Chrysoeriol is a bitter-tasting compound. Outside of the human body, chrysoeriol has been detected, but not quantified in, several different foods, such as wild celeries, ryes, hard wheat, alfalfa, and triticales. This could make chrysoeriol a potential biomarker for the consumption of these foods. 4,5,7-trihydroxy-3-methoxyflavone is the 3-O-methyl derivative of luteolin. It has a role as an antineoplastic agent, an antioxidant and a metabolite. It is a trihydroxyflavone and a monomethoxyflavone. It is functionally related to a luteolin. It is a conjugate acid of a 4,5-dihydroxy-3-methoxyflavon-7-olate(1-). Chrysoeriol is a natural product found in Haplophyllum ramosissimum, Myoporum tenuifolium, and other organisms with data available. See also: Acai (part of); Acai fruit pulp (part of). Widespread flavone. Chrysoeriol is found in many foods, some of which are peanut, german camomile, tarragon, and alfalfa. The 3-O-methyl derivative of luteolin. Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1]. Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1].

   

Syringic acid

InChI=1/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12

C9H10O5 (198.052821)


Syringic acid, also known as syringate or cedar acid, belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety. Outside of the human body, Syringic acid is found, on average, in the highest concentration within a few different foods, such as common walnuts, swiss chards, and olives and in a lower concentration in apples, tarragons, and peanuts. Syringic acid has also been detected, but not quantified in several different foods, such as sweet marjorams, silver lindens, bulgurs, annual wild rices, and barley. This could make syringic acid a potential biomarker for the consumption of these foods. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Research suggests that phenolics from wine may play a positive role against oxidation of low-density lipoprotein (LDL), which is a key step in the development of atherosclerosis. Syringic acid is a phenol present in some distilled alcohol beverages. It is also a product of microbial (gut) metabolism of anthocyanins and other polyphenols that have been consumed (in fruits and alcoholic beverages - PMID:18767860). Syringic acid is also a microbial metabolite that can be found in Bifidobacterium (PMID:24958563). Syringic acid is a dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. It has a role as a plant metabolite. It is a member of benzoic acids, a dimethoxybenzene and a member of phenols. It is functionally related to a gallic acid. It is a conjugate acid of a syringate. Syringic acid is a natural product found in Visnea mocanera, Pittosporum illicioides, and other organisms with data available. Syringic acid is a metabolite found in or produced by Saccharomyces cerevisiae. Present in various plants free and combined, e.g. principal phenolic constituent of soyabean meal (Glycine max) A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents KEIO_ID S018 Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation.

   

(-)-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 (284.0684702)


(-)-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].

   

Osajin

4H,8H-Benzo(1,2-b:3,4-b)dipyran-4-one, 5-hydroxy-3-(p-hydroxyphenyl)-8,8-dimethyl-6-(3-methyl-2-butenyl)- (8CI)

C25H24O5 (404.1623654)


Osajin is a member of isoflavanones. Osajin is a natural product found in Deguelia hatschbachii, Euchresta japonica, and other organisms with data available. Origin: Plant, Pyrans Osajin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=482-53-1 (retrieved 2024-08-14) (CAS RN: 482-53-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Pterostilbene

Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-

C16H16O3 (256.10993859999996)


C26170 - Protective Agent > C275 - Antioxidant Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4]. Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4].

   

Ononin

3-(4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C22H22O9 (430.1263762)


Widely distributed in the Leguminosae subfamily Papilionoideae, e.g. in Medicago sativa (alfalfa) and Trifolium subspecies Formononetin 7-glucoside is found in chickpea, soy bean, and pulses. Ononin is found in chickpea. Ononin is widely distributed in the Leguminosae subfamily Papilionoideae, e.g. in Medicago sativa (alfalfa) and Trifolium species. Acquisition and generation of the data is financially supported in part by CREST/JST. IPB_RECORD: 381; CONFIDENCE confident structure Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil. Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil.

   

Tephrosin

(1R,14R)-14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one

C23H22O7 (410.1365462)


Tephrosin is a member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities. It has a role as a pesticide, an antineoplastic agent and a metabolite. It is an organic heteropentacyclic compound, an aromatic ether, a cyclic ketone and a member of rotenones. Tephrosin is a natural product found in Millettia ferruginea, Tephrosia vogelii, and other organisms with data available. A member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities.

   

Sativan

3-(2,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

C17H18O4 (286.1205028)


Sativan, also known as sativin or (-)-sativan, is a member of the class of compounds known as 4-o-methylated isoflavonoids. 4-o-methylated isoflavonoids are isoflavonoids with methoxy groups attached to the C4 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Sativan is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Sativan can be found in pulses, which makes sativan a potential biomarker for the consumption of this food product. Sativan is found in pulses. Phytoalexin of Medicago species, Trifolium species and Trigonella specie

   

Lupiwighteone

5,7-Dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one; 8-Prenylgenistein

C20H18O5 (338.1154178)


Lupiwighteone is a member of isoflavones. Lupiwighteone is a natural product found in Anthyllis hermanniae, Erythrina sigmoidea, and other organisms with data available. Isolated from Glycyrrhiza uralensis (Chinese licorice) and Vigna angularis (azuki bean). Lupiwighteone is found in herbs and spices, pulses, and adzuki bean. Lupiwighteone is found in adzuki bean. Lupiwighteone is isolated from Glycyrrhiza uralensis (Chinese licorice) and Vigna angularis (azuki bean).

   

(-)-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 (284.0684702)


(-)-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].

   

Santal

3-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4H-chromen-4-one

C16H12O6 (300.06338519999997)


Santal is found in green vegetables. Santal is a constituent of Pterocarpus soyauxii. Constituent of Pterocarpus soyauxii. Santal is found in green vegetables.

   

Deguelin

17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

C23H22O6 (394.1416312)


   

Retusin

2-(3,4-Dimethoxyphenyl)-5-hydroxy-3,7-dimethoxy-4H-1-benzopyran-4-one

C19H18O7 (358.10524780000003)


Retusin(ariocarpus), also known as 5-hydroxy-3,7,3,4-tetramethoxyflavone or 3,7,3,4-tetra-O-methylquercetin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, retusin(ariocarpus) is considered to be a flavonoid lipid molecule. Retusin(ariocarpus) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Retusin(ariocarpus) can be found in common oregano and mandarin orange (clementine, tangerine), which makes retusin(ariocarpus) a potential biomarker for the consumption of these food products. Retusin (Quercetin-3,3',4',7-tetramethylether), a natural compound isolated from the leaves of Talinum triangulare, possesses antiviral and anti-inflammatory activities[1]. Retusin (Quercetin-3,3',4',7-tetramethylether), a natural compound isolated from the leaves of Talinum triangulare, possesses antiviral and anti-inflammatory activities[1].

   

Anhydropisatin

16-methoxy-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-heptaene

C17H12O5 (296.0684702)


Anhydropisatin 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, anhydropisatin is considered to be a flavonoid lipid molecule. Anhydropisatin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Anhydropisatin can be found in common pea, which makes anhydropisatin a potential biomarker for the consumption of this food product.

   

Pterostilbene

4-[(Z)-2-(3,5-dimethoxyphenyl)ethenyl]phenol

C16H16O3 (256.10993859999996)


Pterostilbene is a member of the class of compounds known as stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Pterostilbene is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pterostilbene can be found in common grape and grape wine, which makes pterostilbene a potential biomarker for the consumption of these food products. Pterostilbene is a stilbenoid chemically related to resveratrol. In plants, it serves a defensive phytoalexin role . Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4]. Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4].

   

Chandalone

5-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8,8-dimethyl-4H,8H-pyrano[3,2-g]chromen-4-one

C25H24O5 (404.1623654)


   

Lupalbigenin

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

C25H26O5 (406.17801460000004)


   

Isolupalbigenin

5,7-dihydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

C25H26O5 (406.17801460000004)


   

Deguelin

(1S,14S)-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one

C23H22O6 (394.1416312)


Deguelin is a rotenone that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted by methoxy groups at positions 9 and 10, and by two methyl groups at position 3 (the 7aS,13aS-stereoisomer). It exists in abundant quantities in the bark, roots, and leaves of the Leguminosae family of plants and reported to exert anti-tumour effects in various cancers. It has a role as an apoptosis inducer, an antineoplastic agent, a plant metabolite, an angiogenesis inhibitor, an antiviral agent, a mitochondrial NADH:ubiquinone reductase inhibitor, an anti-inflammatory agent and an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor. It is a member of rotenones, an aromatic ether, an organic heteropentacyclic compound and a diether. Deguelin is a natural product found in Tephrosia vogelii, Derris montana, and other organisms with data available. A rotenone that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted by methoxy groups at positions 9 and 10, and by two methyl groups at position 3 (the 7aS,13aS-stereoisomer). It exists in abundant quantities in the bark, roots, and leaves of the Leguminosae family of plants and reported to exert anti-tumour effects in various cancers. Deguelin, a naturally occurring rotenoid, acts as a chemopreventive agent by blocking multiple pathways like PI3K-Akt, IKK-NF-κB, and MAPK-mTOR-survivin-mediated apoptosis. Deguelin binding to Hsp90 leads to a decreased expression of numerous oncogenic proteins, including MEK1/2, Akt, HIF1α, COX-2, and NF-κB. Deguelin, a naturally occurring rotenoid, acts as a chemopreventive agent by blocking multiple pathways like PI3K-Akt, IKK-NF-κB, and MAPK-mTOR-survivin-mediated apoptosis. Deguelin binding to Hsp90 leads to a decreased expression of numerous oncogenic proteins, including MEK1/2, Akt, HIF1α, COX-2, and NF-κB. Deguelin, a naturally occurring rotenoid, acts as a chemopreventive agent by blocking multiple pathways like PI3K-Akt, IKK-NF-κB, and MAPK-mTOR-survivin-mediated apoptosis. Deguelin binding to Hsp90 leads to a decreased expression of numerous oncogenic proteins, including MEK1/2, Akt, HIF1α, COX-2, and NF-κB.

   

Ononin

3-(4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C22H22O9 (430.1263762)


Ononin is a 4-methoxyisoflavone that is formononetin attached to a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a plant metabolite. It is a monosaccharide derivative, a member of 4-methoxyisoflavones and a 7-hydroxyisoflavones 7-O-beta-D-glucoside. It is functionally related to a formononetin. Ononin is a natural product found in Cicer chorassanicum, Thermopsis lanceolata, and other organisms with data available. See also: Astragalus propinquus root (part of). A 4-methoxyisoflavone that is formononetin attached to a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil. Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil.

   

Pterostilbene

trans-1-(3,5-Dimethoxyphenyl)-2-(4-hydroxyphenyl)ethylene

C16H16O3 (256.10993859999996)


Pterostilbene is a stilbenol that consists of trans-stilbene bearing a hydroxy group at position 4 as well as two methoxy substituents at positions 3 and 5. It has a role as an antioxidant, an antineoplastic agent, a neurotransmitter, a plant metabolite, an apoptosis inducer, a neuroprotective agent, an anti-inflammatory agent, a radical scavenger and a hypoglycemic agent. It is a stilbenol, a member of methoxybenzenes and a diether. It derives from a hydride of a trans-stilbene. Pterostilbene is a natural product found in Vitis rupestris, Pterocarpus marsupium, and other organisms with data available. Pterostilbene is a naturally-derived stilbenoid structurally related to resveratrol, with potential antioxidant, anti-inflammatory, pro-apoptotic, antineoplastic and cytoprotective activities. Upon administration, pterostilbene exerts its anti-oxidant activity by scavenging reactive oxygen species (ROS), thereby preventing oxidative stress and ROS-induced cell damage. It may also activate the nuclear factor erythroid 2-related factor 2 (Nrf2)-mediated pathway and increase the expression of various antioxidant enzymes, such as superoxide dismutase (SOD). In addition, pterostilbene is able to inhibit inflammation by reducing the expression of various inflammatory mediators, such as interleukin (IL) 1beta, tumor necrosis factor alpha (TNF-a), inducible nitric oxide synthase (iNOS), cyclooxygenases (COX), and nuclear factor kappa B (NF-kB). It also inhibits or prevents the activation of many signaling pathways involved in carcinogenesis, and increases expression of various tumor suppressor genes while decreasing expression of certain tumor promoting genes. It also directly induces apoptosis in tumor cells. See also: Pterocarpus marsupium wood (part of). A stilbenol that consists of trans-stilbene bearing a hydroxy group at position 4 as well as two methoxy substituents at positions 3 and 5. C26170 - Protective Agent > C275 - Antioxidant Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4]. Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4].

   

lupinisoflavone G

6,7-Dihydro-3- (3-prenyl-4-hydroxyphenyl) -5-hydroxy-7- (1-methyl-1-hydroxyethyl) -4H-furo [ 3,2-g ] [ 1 ] benzopyran-4-one

C25H26O6 (422.17292960000003)


   

Lupinisol A

4,5,7-Trihydroxy-6- (2-hydroxy-3-methyl-3-butenyl) -3-prenylisoflavone

C25H26O6 (422.17292960000003)


   

lupinifolin

(S) -7,8-Dihydro-5-hydroxy-8- (4-hydroxyphenyl) -2,2-dimethyl-10- (3-methyl-2-butenyl) -2H,6H-benzo [ 1,2-b:5,4-b ] dipyran-6-one

C25H26O5 (406.17801460000004)


   

senegalensin

2- (1-Hydroxy-1-methylethyl) -4-hydroxy-6- (4-hydroxyphenyl) -9- (3-methyl-2-butenyl) -2,3-dihydro-5H-furo [ 3,2-g ] [ 1 ] benzopyran-5-one

C25H26O6 (422.17292960000003)


   

Robustic acid

4-Hydroxy-5-methoxy-3- (4-methoxyphenyl) -8,8-dimethyl-2H,8H-benzo [ 1,2-b:5,4-b ] dipyran-2-one

C22H20O6 (380.125982)


   

Methyl robustate

Robustic acid methyl ether

C23H22O6 (394.1416312)


   

Isolaxifolin

5-Hydroxy-8- (4-hydroxyphenyl) -2,2-dimethyl-10- (3-methyl-2-butenyl) -2H,6H-benzo [ 1,2-b:5,4-b ] dipyran-6-one

C25H24O5 (404.1623654)


   

sitosterol

17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.386145)


A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Dehydromaackiain

3-Hydroxy-8,9-methylenedioxypterocarp-6a-ene

C16H10O5 (282.052821)


   

Isochandalone

5,7-Dihydroxy-6-prenyl-6",6"-dimethylpyrano [ 2",3":4,3 ] isoflavone

C25H24O5 (404.1623654)


   

ulexone A

5,7-Dihydroxy-8-prenyl-6,6-dimethylpyrano[2,3:4,3]isoflavone

C25H24O5 (404.1623654)


   

6,8-diprenylgenistein

3- (4-Hydroxyphenyl) -5,7-dihydroxy-6,8-bis (3-methyl-2-butenyl) -4H-1-benzopyran-4-one

C25H26O5 (406.17801460000004)


   

Flemichapparin C

3-Methoxy-8,9-methylenedioxycoumestan

C17H10O6 (310.047736)


   

lupalbigenin

5,7-Dihydroxy-3- [4-hydroxy-3-(3-methyl-2-butenyl)phenyl] -6- (3-methyl-2-butenyl) -4H-1-benzopyran-4-one

C25H26O5 (406.17801460000004)


   

Isorobustin

3- (1,3-Benzodioxol-5-yl) -4-hydroxy-5-methoxy-8,8-dimethyl-2H,8H-benzo [ 1,2-b:3,4-b ] dipyran-2-one

C22H18O7 (394.1052478)


   

robustone

7- (1,3-Benzodioxol-5-yl) -5-hydroxy-2,2-dimethyl-2H,6H-benzo [ 1,2-b:5,4-b ] dipyran-6-one

C21H16O6 (364.0946836)


   

Anhydropisatin

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

C17H12O5 (296.0684702)


   

Chandalone

5-Hydroxy-7- [ 4-hydroxy-3- (3-methyl-2-butenyl) phenyl ] -2,2-dimethyl-2H,6H-benzo [ 1,2-b:5,4-b ] dipyran-6-one

C25H24O5 (404.1623654)


   

ononin

3-(4-methoxyphenyl)-7-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone

C22H22O9 (430.1263762)


Origin: Plant; Formula(Parent): C22H22O9; Bottle Name:Ononin; PRIME Parent Name:Formononetin-7-O-glucoside; PRIME in-house No.:S0305, Pyrans Annotation level-1 Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil. Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil.

   

Lupiwighteone

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

C20H18O5 (338.1154178)


   

Santal

3- (3,4-Dihydroxyphenyl) -5-hydroxy-7-methoxy-4H-1-benzopyran-4-one

C16H12O6 (300.06338519999997)


   

Rotenone

Pesticide4_Rotenone_C23H22O6_Furo[2,3:7,8][1]benzopyrano[2,3-c][1]benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aS,12aS)-

C23H22O6 (394.1416312)


Origin: Plant, Pyrans relative retention time with respect to 9-anthracene Carboxylic Acid is 1.283 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.281 Acquisition and generation of the data is financially supported by the Max-Planck-Society D004791 - Enzyme Inhibitors > D014475 - Uncoupling Agents D010575 - Pesticides > D007306 - Insecticides D016573 - Agrochemicals IPB_RECORD: 2241; CONFIDENCE confident structure Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Rotenone is a mitochondrial electron transport chain complex I inhibitor. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production.

   

Euchrenone b10

3- (4-Hydroxyphenyl)-5-hydroxy-6-(3-methyl-2-butenyl) -8- (2-hydroxypropan-2-yl) -8,9-dihydro-4H-furo[2,3-h]-1-benzopyran-4-one

C25H26O6 (422.17292960000003)


   

Scandenin

4-Hydroxy-3- (4-hydroxyphenyl) -5-methoxy-8,8-dimethyl-6- (3-methyl-2-butenyl) -2H,8H-benzo [ 1,2-b:3,4-b ] dipyran-2-one

C26H26O6 (434.17292960000003)


   
   

lupeol

Lup-20(29)-en-3.beta.-ol

C30H50O (426.386145)


D000893 - Anti-Inflammatory Agents Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1]. Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1].

   

scanderin 4-acetate

scanderin 4-acetate

C28H28O7 (476.1834938)


   

6-[(4-Hydroxyphenyl)acetyl]-7-methoxy-2,2-dimethyl-8-(3-methyl-2-butenyl)-2H-1-benzopyran-5-ol

6-[(4-Hydroxyphenyl)acetyl]-7-methoxy-2,2-dimethyl-8-(3-methyl-2-butenyl)-2H-1-benzopyran-5-ol

C25H28O5 (408.1936638)


   

Lupenone

(1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one

C30H48O (424.37049579999996)


Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2]. Lupenone is an orally active lupine-type triterpenoid that can be isolated from Musa basjoo. Lupenone Lupenone plays a role through the PI3K/Akt/mTOR and NF-κB signaling pathways. Lupenone has anti-inflammatory, antiviral, antidiabetic and anticancer activities[1][2][3]. Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].

   

4-O-Methylisorobustin

4-O-Methylisorobustin

C23H20O7 (408.120897)


   
   
   

Retusin

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

C19H18O7 (358.10524780000003)


Retusin (Quercetin-3,3',4',7-tetramethylether), a natural compound isolated from the leaves of Talinum triangulare, possesses antiviral and anti-inflammatory activities[1]. Retusin (Quercetin-3,3',4',7-tetramethylether), a natural compound isolated from the leaves of Talinum triangulare, possesses antiviral and anti-inflammatory activities[1].

   

Genistein

Sophoricol

C15H10O5 (270.052821)


C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C1821 - Selective Estrogen Receptor Modulator D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens C274 - Antineoplastic Agent > C129818 - Antineoplastic Hormonal/Endocrine Agent > C481 - Antiestrogen C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen D004791 - Enzyme Inhibitors > D047428 - Protein Kinase Inhibitors D020011 - Protective Agents > D016588 - Anticarcinogenic Agents C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist D000970 - Antineoplastic Agents C1892 - Chemopreventive Agent Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2181; CONFIDENCE confident structure Genistein, a soy isoflavone, is a multiple tyrosine kinases (e.g., EGFR) inhibitor which acts as a chemotherapeutic agent against different types of cancer, mainly by altering apoptosis, the cell cycle, and angiogenesis and inhibiting metastasis. Genistein, a soy isoflavone, is a multiple tyrosine kinases (e.g., EGFR) inhibitor which acts as a chemotherapeutic agent against different types of cancer, mainly by altering apoptosis, the cell cycle, and angiogenesis and inhibiting metastasis.

   

Chrysoeriol

Chrysoeriol (Luteolin 3-methyl ether)

C16H12O6 (300.06338519999997)


Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1]. Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1].

   

Vanillic Acid

Vanillic acid hexoside

C8H8O4 (168.0422568)


Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

   

Syringic acid

Syringic acid

C9H10O5 (198.052821)


Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation.

   

Maackiain

(-)-Maackiain

C16H12O5 (284.0684702)


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].

   

Vanillate

4-Hydroxy-3-methoxybenzoic acid

C8H8O4 (168.0422568)


Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

   

Harzol

(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methyl-heptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.386145)


C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

(-)-Sativan

(-)-Sativan

C17H18O4 (286.1205028)


A methoxyisoflavan that is (R)-isoflavan substituted by methoxy groups at positions 2 and 4 and a hydroxy group at position 7.

   

12a-Hydroxyrotenone

12a-Hydroxyrotenone

C23H22O7 (410.1365462)


   

Maackiain

Maackiain

C16H12O5 (284.0684702)


Maackiain (DL-Maackiain) is isolated from Maackia amurensis Rupr.et Maxim. Maackiain (DL-Maackiain) is a larvicidal agent against Aedes aegypti mosquito.xp Parasitol with a LD50 of ?21.95 μg/mL[1]. Maackiain (DL-Maackiain) induces fragmentations of DNA to oligonucleosomal-sized fragments that like a characteristic of apoptosis in the HL-60 cells[2]. Maackiain (DL-Maackiain) is isolated from Maackia amurensis Rupr.et Maxim. Maackiain (DL-Maackiain) is a larvicidal agent against Aedes aegypti mosquito.xp Parasitol with a LD50 of ?21.95 μg/mL[1]. Maackiain (DL-Maackiain) induces fragmentations of DNA to oligonucleosomal-sized fragments that like a characteristic of apoptosis in the HL-60 cells[2].

   

8-methoxy-3-(4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

8-methoxy-3-(4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C23H24O10 (460.13694039999996)


   

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

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

C21H22O5 (354.1467162)


   

3a,5a,5b,8,8,11a,13b-heptamethyl-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-9-ol

3a,5a,5b,8,8,11a,13b-heptamethyl-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-9-ol

C31H52O (440.4017942)


   

5,7-dihydroxy-8-(2-hydroxy-3-methylbut-3-en-1-yl)-3-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)chromen-4-one

5,7-dihydroxy-8-(2-hydroxy-3-methylbut-3-en-1-yl)-3-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)chromen-4-one

C25H26O6 (422.17292960000003)


   

2,2-dimethyl-6-[2-(3,4,5-trimethoxyphenyl)ethenyl]chromene

2,2-dimethyl-6-[2-(3,4,5-trimethoxyphenyl)ethenyl]chromene

C22H24O4 (352.1674504)


   

6-[2-(3,5-dimethoxyphenyl)ethenyl]-2,2-dimethylchromene

6-[2-(3,5-dimethoxyphenyl)ethenyl]-2,2-dimethylchromene

C21H22O3 (322.15688620000003)


   

7-hydroxy-3-{4-hydroxy-3-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]phenyl}-5-methyl-6-(3-methylbut-2-en-1-yl)chromen-4-one

7-hydroxy-3-{4-hydroxy-3-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]phenyl}-5-methyl-6-(3-methylbut-2-en-1-yl)chromen-4-one

C26H28O5 (420.1936638)


   

7-methoxy-3-(4-methoxyphenyl)-8-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

7-methoxy-3-(4-methoxyphenyl)-8-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

C29H34O14 (606.1948464)


   

16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

C23H20O6 (392.125982)


   

(2s)-5,7-dihydroxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-3h-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-3h-1-benzopyran-4-one

C21H22O4 (338.1518012)


   

7-hydroxy-8-(2-hydroxy-3-methylbut-3-en-1-yl)-3-(4-hydroxyphenyl)-5-methoxy-6-(3-methylbut-2-en-1-yl)chromen-4-one

7-hydroxy-8-(2-hydroxy-3-methylbut-3-en-1-yl)-3-(4-hydroxyphenyl)-5-methoxy-6-(3-methylbut-2-en-1-yl)chromen-4-one

C26H28O6 (436.1885788)


   

(2s)-4-hydroxy-6-(4-hydroxyphenyl)-2-(2-hydroxypropan-2-yl)-9-(3-methylbut-2-en-1-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-4-hydroxy-6-(4-hydroxyphenyl)-2-(2-hydroxypropan-2-yl)-9-(3-methylbut-2-en-1-yl)-2h,3h-furo[3,2-g]chromen-5-one

C25H26O6 (422.17292960000003)


   

(3s)-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-3-(2-oxopropyl)pyrano[2,3-f]chromene-2,4-dione

(3s)-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-3-(2-oxopropyl)pyrano[2,3-f]chromene-2,4-dione

C29H30O7 (490.199143)


   

7-hydroxy-3-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-en-1-yl)phenyl]-5-methyl-6-(3-methylbut-2-en-1-yl)chromen-4-one

7-hydroxy-3-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-en-1-yl)phenyl]-5-methyl-6-(3-methylbut-2-en-1-yl)chromen-4-one

C26H28O5 (420.1936638)


   

1-(6-hydroxy-2h-1,3-benzodioxol-5-yl)-2-(2-hydroxy-4-methoxyphenyl)ethane-1,2-dione

1-(6-hydroxy-2h-1,3-benzodioxol-5-yl)-2-(2-hydroxy-4-methoxyphenyl)ethane-1,2-dione

C16H12O7 (316.05830019999996)


   

8-hydroxy-3-(4-methoxyphenyl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-({[(2s,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

8-hydroxy-3-(4-methoxyphenyl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-({[(2s,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C28H32O14 (592.1791972)


   

(8s)-3-(4-hydroxyphenyl)-8-(2-hydroxypropan-2-yl)-5-methoxy-6-(3-methylbut-2-en-1-yl)-8h,9h-furo[2,3-h]chromen-4-one

(8s)-3-(4-hydroxyphenyl)-8-(2-hydroxypropan-2-yl)-5-methoxy-6-(3-methylbut-2-en-1-yl)-8h,9h-furo[2,3-h]chromen-4-one

C26H28O6 (436.1885788)


   

4-hydroxy-6-(2-hydroxy-3-methylbut-3-en-1-yl)-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-2-one

4-hydroxy-6-(2-hydroxy-3-methylbut-3-en-1-yl)-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-2-one

C26H26O7 (450.1678446)


   

(2s)-1-[5-hydroxy-7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-6-yl]-2-(4-hydroxyphenyl)pentane-1,4-dione

(2s)-1-[5-hydroxy-7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-6-yl]-2-(4-hydroxyphenyl)pentane-1,4-dione

C28H32O6 (464.2198772)


   

1-[7-hydroxy-5-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-6-yl]-2-(4-hydroxyphenyl)ethane-1,2-dione

1-[7-hydroxy-5-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-6-yl]-2-(4-hydroxyphenyl)ethane-1,2-dione

C25H26O6 (422.17292960000003)


   

6-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

6-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C29H34O14 (606.1948464)


   

4-[(1e)-2-[3,5-dimethoxy-4-(3-methylbut-2-en-1-yl)phenyl]ethenyl]phenol

4-[(1e)-2-[3,5-dimethoxy-4-(3-methylbut-2-en-1-yl)phenyl]ethenyl]phenol

C21H24O3 (324.1725354)


   

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

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

C25H26O6 (422.17292960000003)


   

4-[2-(3,5-dimethoxyphenyl)ethenyl]-2-(3-methylbut-2-en-1-yl)phenol

4-[2-(3,5-dimethoxyphenyl)ethenyl]-2-(3-methylbut-2-en-1-yl)phenol

C21H24O3 (324.1725354)


   

7-hydroxy-6-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

7-hydroxy-6-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

C26H28O6 (436.1885788)


   

4,5-dimethoxy-3-(4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)pyrano[2,3-h]chromen-2-one

4,5-dimethoxy-3-(4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)pyrano[2,3-h]chromen-2-one

C28H30O6 (462.204228)


   

8-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

8-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C29H34O14 (606.1948464)


   

1,3-dimethoxy-2-(3-methylbut-2-en-1-yl)-5-[(1e)-2-phenylethenyl]benzene

1,3-dimethoxy-2-(3-methylbut-2-en-1-yl)-5-[(1e)-2-phenylethenyl]benzene

C21H24O2 (308.17762039999997)


   

3-(4-methoxyphenyl)-7-{[(2s,3s,4s,5s,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

3-(4-methoxyphenyl)-7-{[(2s,3s,4s,5s,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C22H22O9 (430.1263762)


   

7-methoxy-3-(4-methoxyphenyl)-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

7-methoxy-3-(4-methoxyphenyl)-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C23H24O10 (460.13694039999996)


   

5-methoxy-3-(4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)pyrano[2,3-h]chromen-4-one

5-methoxy-3-(4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)pyrano[2,3-h]chromen-4-one

C27H28O5 (432.1936638)


   

7-methoxy-3-(4-methoxyphenyl)-8-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

7-methoxy-3-(4-methoxyphenyl)-8-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C29H34O14 (606.1948464)


   

6-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

6-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C29H34O14 (606.1948464)


   

14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

C23H22O7 (410.1365462)


   

6-methoxy-3-(4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

6-methoxy-3-(4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

C29H34O14 (606.1948464)


   

5-hydroxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5r,6s)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

5-hydroxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5r,6s)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C28H32O14 (592.1791972)


   

8-hydroxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

8-hydroxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C28H32O14 (592.1791972)


   

5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C29H34O15 (622.1897614000001)


   

4-hydroxy-6-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-2-one

4-hydroxy-6-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-2-one

C26H26O7 (450.1678446)


   

8-(2-hydroxypropan-2-yl)-5-methoxy-3-(4-methoxyphenyl)-6-(3-methylbut-2-en-1-yl)-8h,9h-furo[2,3-h]chromen-4-one

8-(2-hydroxypropan-2-yl)-5-methoxy-3-(4-methoxyphenyl)-6-(3-methylbut-2-en-1-yl)-8h,9h-furo[2,3-h]chromen-4-one

C27H30O6 (450.204228)


   

5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C29H34O15 (622.1897614000001)


   

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

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

C21H22O4 (338.1518012)


   

7-hydroxy-6-[(2s)-2-hydroxy-3-methylbutyl]-3-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

7-hydroxy-6-[(2s)-2-hydroxy-3-methylbutyl]-3-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

C26H30O6 (438.204228)


   

5-hydroxy-3-[(2s,3s)-3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-8,8-dimethylpyrano[3,2-g]chromen-4-one

5-hydroxy-3-[(2s,3s)-3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-8,8-dimethylpyrano[3,2-g]chromen-4-one

C25H24O7 (436.1521954)


   

(1s,6r,13s)-13-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

(1s,6r,13s)-13-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C23H22O7 (410.1365462)


   

1,3-dimethoxy-2-(3-methylbut-2-en-1-yl)-5-(2-phenylethenyl)benzene

1,3-dimethoxy-2-(3-methylbut-2-en-1-yl)-5-(2-phenylethenyl)benzene

C21H24O2 (308.17762039999997)


   

5-hydroxy-3-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

5-hydroxy-3-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

C27H30O14 (578.163548)


   

6-[(1e)-2-(3,5-dimethoxyphenyl)ethenyl]-2,2-dimethylchromene

6-[(1e)-2-(3,5-dimethoxyphenyl)ethenyl]-2,2-dimethylchromene

C21H22O3 (322.15688620000003)


   

8-hydroxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

8-hydroxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C28H32O14 (592.1791972)


   

5-hydroxy-3-(4-hydroxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

5-hydroxy-3-(4-hydroxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C27H30O14 (578.163548)


   

7-hydroxy-3-(4-methoxyphenyl)-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

7-hydroxy-3-(4-methoxyphenyl)-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C22H22O10 (446.1212912)


   

5-hydroxy-3-(4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)pyrano[2,3-h]chromen-4-one

5-hydroxy-3-(4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)pyrano[2,3-h]chromen-4-one

C26H26O5 (418.17801460000004)


   

7-hydroxy-6-[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

7-hydroxy-6-[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

C26H28O6 (436.1885788)


   

7-hydroxy-3-(4-methoxyphenyl)-8-{[(2s,3s,4s,5s,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

7-hydroxy-3-(4-methoxyphenyl)-8-{[(2s,3s,4s,5s,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C22H22O10 (446.1212912)


   

5-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8,8-dimethylpyrano[2,3-h]chromen-4-one

5-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8,8-dimethylpyrano[2,3-h]chromen-4-one

C25H24O5 (404.1623654)


   

3-(4-hydroxyphenyl)-8-(2-hydroxypropan-2-yl)-5-methoxy-6-(3-methylbut-2-en-1-yl)-8h,9h-furo[2,3-h]chromen-4-one

3-(4-hydroxyphenyl)-8-(2-hydroxypropan-2-yl)-5-methoxy-6-(3-methylbut-2-en-1-yl)-8h,9h-furo[2,3-h]chromen-4-one

C26H28O6 (436.1885788)


   

5,7-dihydroxy-3-(3-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)-6-(3-methylbut-2-en-1-yl)chromen-4-one

5,7-dihydroxy-3-(3-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)-6-(3-methylbut-2-en-1-yl)chromen-4-one

C25H26O6 (422.17292960000003)


   

5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-3h-1-benzopyran-4-one

5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-3h-1-benzopyran-4-one

C22H24O4 (352.1674504)


   
   

(2s)-5-hydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2h,3h-pyrano[3,2-g]chromen-4-one

(2s)-5-hydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2h,3h-pyrano[3,2-g]chromen-4-one

C25H26O5 (406.17801460000004)


   

7-methoxy-3-(4-methoxyphenyl)-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

7-methoxy-3-(4-methoxyphenyl)-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C29H34O14 (606.1948464)


   

3-(2h-1,3-benzodioxol-5-yl)-5-hydroxy-8,8-dimethylpyrano[2,3-f]chromen-4-one

3-(2h-1,3-benzodioxol-5-yl)-5-hydroxy-8,8-dimethylpyrano[2,3-f]chromen-4-one

C21H16O6 (364.0946836)


   

5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-({[(2s,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-({[(2s,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C29H34O15 (622.1897614000001)


   

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

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

C25H26O6 (422.17292960000003)


   

(2s)-4-hydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-2-(2-hydroxypropan-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-4-hydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-2-(2-hydroxypropan-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C25H26O6 (422.17292960000003)


   

8-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

8-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C23H24O10 (460.13694039999996)


   

4-[4-hydroxy-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-2-oxopyrano[2,3-f]chromen-3-yl]phenyl acetate

4-[4-hydroxy-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-2-oxopyrano[2,3-f]chromen-3-yl]phenyl acetate

C28H28O7 (476.1834938)


   

6-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-4-one

6-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-4-one

C26H26O6 (434.17292960000003)


   

5-hydroxy-3-(4-hydroxyphenyl)-10-(3-methoxy-3-methylbutyl)-8,8-dimethylpyrano[3,2-g]chromen-4-one

5-hydroxy-3-(4-hydroxyphenyl)-10-(3-methoxy-3-methylbutyl)-8,8-dimethylpyrano[3,2-g]chromen-4-one

C26H28O6 (436.1885788)


   

3-(4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

3-(4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

C28H32O13 (576.1842822)


   

3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4r,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4r,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C28H32O13 (576.1842822)


   

7-hydroxy-3-(4-hydroxyphenyl)-5-methoxy-6,8-bis(3-methylbut-2-en-1-yl)chromen-4-one

7-hydroxy-3-(4-hydroxyphenyl)-5-methoxy-6,8-bis(3-methylbut-2-en-1-yl)chromen-4-one

C26H28O5 (420.1936638)


   

3-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

3-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

C27H30O13 (562.168633)


   

7-methoxy-3-(4-methoxyphenyl)-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

7-methoxy-3-(4-methoxyphenyl)-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C23H24O10 (460.13694039999996)


   

5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C21H22O5 (354.1467162)


   

2-hydroxy-5-{5-hydroxy-8,8-dimethyl-4-oxopyrano[3,2-g]chromen-3-yl}benzaldehyde

2-hydroxy-5-{5-hydroxy-8,8-dimethyl-4-oxopyrano[3,2-g]chromen-3-yl}benzaldehyde

C21H16O6 (364.0946836)


   

(1s,3ar,5ar,5br,7ar,9s,11ar,11br,13as,13br)-3a,5a,5b,8,8,11a,13b-heptamethyl-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-9-ol

(1s,3ar,5ar,5br,7ar,9s,11ar,11br,13as,13br)-3a,5a,5b,8,8,11a,13b-heptamethyl-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-9-ol

C31H52O (440.4017942)


   

3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C28H32O13 (576.1842822)


   

7-[2-(2,4-dimethoxyphenyl)ethenyl]-2,2-dimethylchromene

7-[2-(2,4-dimethoxyphenyl)ethenyl]-2,2-dimethylchromene

C21H22O3 (322.15688620000003)


   

(2s)-5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-3h-1-benzopyran-4-one

(2s)-5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-3h-1-benzopyran-4-one

C22H24O4 (352.1674504)


   

4-{2-[3,5-dimethoxy-4-(3-methylbut-2-en-1-yl)phenyl]ethenyl}phenol

4-{2-[3,5-dimethoxy-4-(3-methylbut-2-en-1-yl)phenyl]ethenyl}phenol

C21H24O3 (324.1725354)


   

5,7-dihydroxy-8-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)chromen-4-one

5,7-dihydroxy-8-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)chromen-4-one

C25H26O6 (422.17292960000003)


   

7-hydroxy-6-(2-hydroxy-3-methylbut-3-en-1-yl)-3-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

7-hydroxy-6-(2-hydroxy-3-methylbut-3-en-1-yl)-3-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

C26H28O6 (436.1885788)


   

13-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

13-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C23H22O7 (410.1365462)


   

1,3-dimethoxy-5-[(1e)-2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethenyl]benzene

1,3-dimethoxy-5-[(1e)-2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethenyl]benzene

C21H24O3 (324.1725354)


   

1-[5-hydroxy-7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-6-yl]-2-(4-hydroxyphenyl)ethanone

1-[5-hydroxy-7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-6-yl]-2-(4-hydroxyphenyl)ethanone

C25H28O5 (408.1936638)


   

7-hydroxy-8-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-5-methoxy-6-(3-methylbut-2-en-1-yl)chromen-4-one

7-hydroxy-8-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-5-methoxy-6-(3-methylbut-2-en-1-yl)chromen-4-one

C26H28O6 (436.1885788)


   

5,7-dihydroxy-8-[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)chromen-4-one

5,7-dihydroxy-8-[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]-3-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)chromen-4-one

C25H26O6 (422.17292960000003)


   

2-hydroxy-5-methoxy-3-(4-methoxyphenyl)-8,8-dimethylpyrano[3,2-g]chromen-4-one

2-hydroxy-5-methoxy-3-(4-methoxyphenyl)-8,8-dimethylpyrano[3,2-g]chromen-4-one

C22H20O6 (380.125982)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)


   

5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

C29H34O15 (622.1897614000001)


   

5-hydroxy-3-(4-hydroxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

5-hydroxy-3-(4-hydroxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C27H30O14 (578.163548)


   

(8r)-3-(4-hydroxyphenyl)-8-(2-hydroxypropan-2-yl)-5-methoxy-6-(3-methylbut-2-en-1-yl)-8h,9h-furo[2,3-h]chromen-4-one

(8r)-3-(4-hydroxyphenyl)-8-(2-hydroxypropan-2-yl)-5-methoxy-6-(3-methylbut-2-en-1-yl)-8h,9h-furo[2,3-h]chromen-4-one

C26H28O6 (436.1885788)


   

7-hydroxy-3-(4-methoxyphenyl)-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

7-hydroxy-3-(4-methoxyphenyl)-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C22H22O10 (446.1212912)


   

7-methoxy-3-(4-methoxyphenyl)-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

7-methoxy-3-(4-methoxyphenyl)-8-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C29H34O14 (606.1948464)


   

7-[(1e)-2-(2,4-dimethoxyphenyl)ethenyl]-2,2-dimethylchromene

7-[(1e)-2-(2,4-dimethoxyphenyl)ethenyl]-2,2-dimethylchromene

C21H22O3 (322.15688620000003)


   

5-hydroxy-3-[3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-8,8-dimethylpyrano[3,2-g]chromen-4-one

5-hydroxy-3-[3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-8,8-dimethylpyrano[3,2-g]chromen-4-one

C25H24O7 (436.1521954)


   

5,7-dihydroxy-3-{4-hydroxy-3-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]phenyl}-6-(3-methylbut-2-en-1-yl)chromen-4-one

5,7-dihydroxy-3-{4-hydroxy-3-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]phenyl}-6-(3-methylbut-2-en-1-yl)chromen-4-one

C25H26O6 (422.17292960000003)


   

5,7-dihydroxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-3h-1-benzopyran-4-one

5,7-dihydroxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-3h-1-benzopyran-4-one

C21H22O4 (338.1518012)


   

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

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

C25H26O6 (422.17292960000003)


   

4-[(1e)-2-[5-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-7-yl]ethenyl]phenol

4-[(1e)-2-[5-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-7-yl]ethenyl]phenol

C25H28O3 (376.2038338)


   

(2r)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2r)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C21H22O5 (354.1467162)


   

3-(2,2-dimethylchromen-6-yl)-5-hydroxy-8,8-dimethylpyrano[3,2-g]chromen-4-one

3-(2,2-dimethylchromen-6-yl)-5-hydroxy-8,8-dimethylpyrano[3,2-g]chromen-4-one

C25H22O5 (402.1467162)


   

retusin (isoflavone)

retusin (isoflavone)

C16H12O5 (284.0684702)


   

16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C23H22O6 (394.1416312)


   

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

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

C26H28O5 (420.1936638)


   

8-methoxy-3-(4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

8-methoxy-3-(4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

C29H34O14 (606.1948464)


   

(8s)-8-(2-hydroxypropan-2-yl)-5-methoxy-3-(4-methoxyphenyl)-6-(3-methylbut-2-en-1-yl)-8h,9h-furo[2,3-h]chromen-4-one

(8s)-8-(2-hydroxypropan-2-yl)-5-methoxy-3-(4-methoxyphenyl)-6-(3-methylbut-2-en-1-yl)-8h,9h-furo[2,3-h]chromen-4-one

C27H30O6 (450.204228)


   

4-[(1e)-2-(3,5-dimethoxyphenyl)ethenyl]-2-(3-methylbut-2-en-1-yl)phenol

4-[(1e)-2-(3,5-dimethoxyphenyl)ethenyl]-2-(3-methylbut-2-en-1-yl)phenol

C21H24O3 (324.1725354)


   

4-hydroxy-5-methoxy-3-(4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)pyrano[2,3-h]chromen-2-one

4-hydroxy-5-methoxy-3-(4-methoxyphenyl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)pyrano[2,3-h]chromen-2-one

C27H28O6 (448.1885788)


   

5-hydroxy-3-[(2s,3r)-3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-8,8-dimethylpyrano[3,2-g]chromen-4-one

5-hydroxy-3-[(2s,3r)-3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-8,8-dimethylpyrano[3,2-g]chromen-4-one

C25H24O7 (436.1521954)


   

8-hydroxy-3-(4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

8-hydroxy-3-(4-methoxyphenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

C28H32O14 (592.1791972)


   

1-[5-hydroxy-7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-6-yl]-2-(4-hydroxyphenyl)ethane-1,2-dione

1-[5-hydroxy-7-methoxy-2,2-dimethyl-8-(3-methylbut-2-en-1-yl)chromen-6-yl]-2-(4-hydroxyphenyl)ethane-1,2-dione

C25H26O6 (422.17292960000003)


   
   

7-hydroxy-6-(2-hydroxy-3-methylbutyl)-3-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

7-hydroxy-6-(2-hydroxy-3-methylbutyl)-3-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

C26H30O6 (438.204228)


   

6-methoxy-3-(4-methoxyphenyl)-7-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

6-methoxy-3-(4-methoxyphenyl)-7-{[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C29H34O14 (606.1948464)


   

3-(4-hydroxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3r,4r,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

3-(4-hydroxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3r,4r,5r,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C27H30O13 (562.168633)


   

3-(4-hydroxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

3-(4-hydroxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-4-one

C27H30O13 (562.168633)


   

1,3-dimethoxy-5-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethenyl)benzene

1,3-dimethoxy-5-(2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethenyl)benzene

C21H24O3 (324.1725354)


   

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

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

C26H28O5 (420.1936638)


   

2,2-dimethyl-6-[(1e)-2-(3,4,5-trimethoxyphenyl)ethenyl]chromene

2,2-dimethyl-6-[(1e)-2-(3,4,5-trimethoxyphenyl)ethenyl]chromene

C22H24O4 (352.1674504)


   

6-(2-hydroxy-3-methylbut-3-en-1-yl)-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-4-one

6-(2-hydroxy-3-methylbut-3-en-1-yl)-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-4-one

C26H26O6 (434.17292960000003)