NCBI Taxonomy: 194251

Artocarpus altilis (ncbi_taxid: 194251)

found 500 associated metabolites at species taxonomy rank level.

Ancestor: Artocarpus

Child Taxonomies: none taxonomy data.

Apigenin

5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

C15H10O5 (270.052821)


Apigenin is a trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4, 5 and 7. It induces autophagy in leukaemia cells. It has a role as a metabolite and an antineoplastic agent. It is a conjugate acid of an apigenin-7-olate. Apigenin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Apigenin is a plant-derived flavonoid that has significant promise as a skin cancer chemopreventive agent. Apigenin inhibits the expression of involucrin (hINV), a marker of keratinocyte differentiation, is increased by differentiating agents via a protein kinase Cdelta (PKCdelta), Ras, MEKK1, MEK3 cascade that increases AP1 factor level and AP1 factor binding to DNA elements in the hINV promoter. Apigenin suppresses the 12-O-tetradeconylphorbol-13-acetate-dependent increase in AP1 factor expression and binding to the hINV promoter and the increase in hINV promoter activity. Apigenin also inhibits the increase in promoter activity observed following overexpression of PKCdelta, constitutively active Ras, or MEKK1. The suppression of PKCdelta activity is associated with reduced phosphorylation of PKCdelta-Y311. Activation of hINV promoter activity by the green tea polyphenol, (-)-epigellocathecin-3-gallate, is also inhibited by apigenin, suggesting that the two chemopreventive agents can produce opposing actions in keratinocytes. (A7924). Apigenin, a flavone abundantly found in fruits and vegetables, exhibits antiproliferative, anti-inflammatory, and antimetastatic activities through poorly defined mechanisms. This flavonoid provides selective activity to promote caspase-dependent-apoptosis of leukemia cells and uncover an essential role of PKCdelta during the induction of apoptosis by apigenin. (A7925). Apigenin markedly induces the expression of death receptor 5 (DR5) and synergistically acts with exogenous soluble recombinant human tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) to induce apoptosis in malignant tumor cells. On the other hand, apigenin-mediated induction of DR5 expression is not observed in normal human peripheral blood mononuclear cells. Moreover, apigenin does not sensitize normal human peripheral blood mononuclear cells to TRAIL-induced apoptosis. (A7926). 5,7,4-trihydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). Apigenin is a plant-derived flavonoid that has significant promise as a skin cancer chemopreventive agent. Apigenin inhibits the expression of involucrin (hINV), a marker of keratinocyte differentiation, is increased by differentiating agents via a protein kinase Cdelta (PKCdelta), Ras, MEKK1, and MEK3 cascade that increases AP1 factor level and AP1 factor binding to DNA elements in the hINV promoter. Apigenin suppresses the 12-O-tetradeconylphorbol-13-acetate-dependent increase in AP1 factor expression and binding to the hINV promoter. Apigenin also inhibits the increase in promoter activity observed following overexpression of PKCdelta, constitutively active Ras, or MEKK1. The suppression of PKCdelta activity is associated with reduced phosphorylation of PKCdelta-Y311. Activation of hINV promoter activity by the green tea polyphenol, (-)-epigellocathecin-3-gallate, is also inhibited by apigenin, suggesting that the two chemopreventive agents can produce opposing actions in keratinocytes (PMID: 16982614). Apigenin, a flavone abundantly found in fruits and vegetables, exhibits antiproliferative, anti-inflammatory, and antimetastatic activities through poorly defined mechanisms. This flavonoid provides selective activity to promote caspase-dependent-apoptosis of leukemia cells and uncover an essential role of PKCdelta during the induction of apoptosis by apigenin (PMID: 16844095). Apigenin markedly induces the expression of death receptor 5 (DR5) and synergistically acts with exogenous soluble recombinant human tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) to induce apoptosis in malignant tumor cells. On the other hand, apigenin-mediated induction of DR5 expression is not observed in normal human peripheral blood mononuclear cells. Moreover, apigenin does not sensitize normal human peripheral blood mononuclear cells to TRAIL-induced apoptosis (PMID: 16648565). Flavone found in a wide variety of foodstuffs; buckwheat, cabbage, celeriac, celery, lettuce, oregano, parsley, peppermint, perilla, pummelo juice, thyme, sweet potatoes, green tea and wild carrot [DFC] A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4, 5 and 7. It induces autophagy in leukaemia cells. CONFIDENCE standard compound; INTERNAL_ID 771; 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 771; 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 CONFIDENCE standard compound; INTERNAL_ID 771; 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 771; 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 771; 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 771; 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 771; 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 771; 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 771; 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 771; 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 771; 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 771; 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 Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CB002_Apigenin_pos_10eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_40eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_20eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_30eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_50eV_CB000005.txt [Raw Data] CB002_Apigenin_neg_40eV_000005.txt [Raw Data] CB002_Apigenin_neg_20eV_000005.txt [Raw Data] CB002_Apigenin_neg_10eV_000005.txt [Raw Data] CB002_Apigenin_neg_50eV_000005.txt CONFIDENCE standard compound; INTERNAL_ID 151 [Raw Data] CB002_Apigenin_neg_30eV_000005.txt CONFIDENCE standard compound; ML_ID 26 Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.

   

Corylifolinin

2-PROPEN-1-ONE, 1-(2,4-DIHYDROXY-3-(3-METHYL-2-BUTEN-1-YL)PHENYL)-3-(4-HYDROXYPHENYL)-, (2E)-

C20H20O4 (324.13615200000004)


Isobavachalcone is a member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2 and 4 and a prenyl group at position 3. It has a role as an antibacterial agent, a platelet aggregation inhibitor and a metabolite. It is a polyphenol and a member of chalcones. It is functionally related to a trans-chalcone. Isobavachalcone is a natural product found in Broussonetia papyrifera, Anthyllis hermanniae, and other organisms with data available. See also: Angelica keiskei top (part of). A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2 and 4 and a prenyl group at position 3. Isobavachalcone (Corylifolinin) is derived from Psoralea corylifolia Linn. and is a potent inhibitor of Akt signaling pathway, which induces apoptosis in human cancer cells (Inhibits OVCAR-8 cell growth with an IC50 value of 7.92 μM). Isobavachalcone also induces Reactive Oxyen Species (ROS) generation in OVCAR-8 cells and has exhibit cancer anti-promotive and anti-proliferative activity[1]. Isobavachalcone (Corylifolinin) is derived from Psoralea corylifolia Linn. and is a potent inhibitor of Akt signaling pathway, which induces apoptosis in human cancer cells (Inhibits OVCAR-8 cell growth with an IC50 value of 7.92 μM). Isobavachalcone also induces Reactive Oxyen Species (ROS) generation in OVCAR-8 cells and has exhibit cancer anti-promotive and anti-proliferative activity[1]. Isobavachalcone (Corylifolinin) is derived from Psoralea corylifolia Linn. and is a potent inhibitor of Akt signaling pathway, which induces apoptosis in human cancer cells (Inhibits OVCAR-8 cell growth with an IC50 value of 7.92 μM). Isobavachalcone also induces Reactive Oxyen Species (ROS) generation in OVCAR-8 cells and has exhibit cancer anti-promotive and anti-proliferative activity[1].

   

8-Prenylnaringenin

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

C20H20O5 (340.13106700000003)


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

   

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].

   

Lupeyl acetate

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

C32H52O2 (468.3967092)


Lupeol acetate is an organic molecular entity. It has a role as a metabolite. Lupeol acetate is a natural product found in Euphorbia dracunculoides, Euphorbia larica, and other organisms with data available. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

Cyclomorusin

11,19-dihydroxy-7,7-dimethyl-15-(2-methylprop-1-enyl)-2,8,16-trioxapentacyclo[12.8.0.0^{3,12.0^{4,9.0^{17,22]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one

C25H22O6 (418.1416312)


Cyclomorusin A is an extended flavonoid that is cyclomulberrin in which the hydroxy group at position 10 has undergone oxidative cyclisation to position 3 of the 3-methylbut-2-en-1-yl substituent, with migration of the double bond into conjugation with the aromatic ring. It is a moderate inhibitor of acetylcholinesterase (IC50 = 16.2 - 36.6 muM), and a strong inhibitor of platelet-activating factor (PAF; 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine) induced platelet aggregation. It has a role as a plant metabolite, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a platelet aggregation inhibitor and an EC 1.14.18.1 (tyrosinase) inhibitor. It is an extended flavonoid, an organic heteropentacyclic compound, a cyclic ketone and a polyphenol. It is functionally related to a cyclomulberrin. Cyclomorusin is a natural product found in Artocarpus altilis, Morus lhou, and other organisms with data available. An extended flavonoid that is cyclomulberrin in which the hydroxy group at position 10 has undergone oxidative cyclisation to position 3 of the 3-methylbut-2-en-1-yl substituent, with migration of the double bond into conjugation with the aromatic ring. It is a moderate inhibitor of acetylcholinesterase (IC50 = 16.2 - 36.6 muM), and a strong inhibitor of platelet-activating factor (PAF; 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine) induced platelet aggregation. Isolated from the root bark of Morus alba (white mulberry)and is also from Artocarpus altilis (breadfruit). Cyclomorusin is found in breadfruit and fruits. Cyclomorusin is found in breadfruit. Cyclomorusin is isolated from the root bark of Morus alba (white mulberry). Also from Artocarpus altilis (breadfruit

   
   

Morusin

4H,8H-BENZO(1,2-B:3,4-B)DIPYRAN-4-ONE, 2-(2,4-DIHYDROXYPHENYL)-5-HYDROXY-8,8-DIMETHYL-3-(3-METHYL-2-BUTEN-1-YL)-

C25H24O6 (420.1572804)


Morusin is an extended flavonoid that is flavone substituted by hydroxy groups at positions 5, 2 and 4, a prenyl group at position 3 and a 2,2-dimethyl pyran group across positions 7 and 8. It has a role as a plant metabolite and an antineoplastic agent. It is a trihydroxyflavone and an extended flavonoid. Morusin is a natural product found in Morus alba var. multicaulis, Broussonetia papyrifera, and other organisms with data available. An extended flavonoid that is flavone substituted by hydroxy groups at positions 5, 2 and 4, a prenyl group at position 3 and a 2,2-dimethyl pyran group across positions 7 and 8. Morusin is found in fruits. Morusin is a constituent of the root bark of Morus alba (mulberry) and other Morus species Constituent of the root bark of Morus alba (mulberry) and other Morus subspecies Morusin is found in fruits. Morusin is a prenylated flavonoid isolated from Morus alba Linn. with various biological activities, such as antitumor, antioxidant, and anti-bacteria property. Morusin could inhibit NF-κB and STAT3 activity. Morusin is a prenylated flavonoid isolated from Morus alba Linn. with various biological activities, such as antitumor, antioxidant, and anti-bacteria property. Morusin could inhibit NF-κB and STAT3 activity.

   

chlorophorin

2,4,3,5-tetrahydroxy-4(3,7-di-methyl-2,6-octadienyl)-stilbene

C24H28O4 (380.19874880000003)


   

2',3,4',5-Tetrahydroxy-4-prenylstilbene

5-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

C19H20O4 (312.13615200000004)


2,3,4,5-Tetrahydroxy-4-prenylstilbene is found in fruits. 2,3,4,5-Tetrahydroxy-4-prenylstilbene is a constituent of Artocarpus incisus (breadfruit) and Morus alba (white mulberry) Constituent of Artocarpus incisus (breadfruit) and Morus alba (white mulberry). 2,3,4,5-Tetrahydroxy-4-prenylstilbene is found in fruits.

   

(E)-Arachidin II

5-[(Z)-2-(4-hydroxyphenyl)ethenyl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

C19H20O3 (296.14123700000005)


(Z)-Arachidin II is found in nuts. (Z)-Arachidin II is a constituent of peanuts (Arachis hypogaea). Constituent of peanuts (Arachis hypogaea). (E)-Arachidin II is found in peanut and nuts.

   

9-HOTrE

(9S)-(10E,12Z,15Z)-9-Hydroxyoctadecatri-10,12,15-enoic acid

C18H30O3 (294.21948299999997)


A hydroxyoctadecatrienoic acid that consists of 10E,12Z,15Z-octadecatrienoic acid bearing an additional 9-hydroxy substituent. CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0205.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0205.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0205.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000137.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000137.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000137.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000137.mzML; PROCESSING averaging of repeated ion fragments at 40.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000137.mzML; PROCESSING averaging of repeated ion fragments at 30.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000137.mzML; PROCESSING averaging of repeated ion fragments at 20.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ]

   

Norartocarpanone

2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

C15H12O6 (288.06338519999997)


Norartocarpanone is a member of flavanones. Steppogenin is a natural product found in Euphorbia nicaeensis, Maclura tricuspidata, and other organisms with data available. Norartocarpanone is found in fruits. Norartocarpanone is isolated from Artocarpus incisus (breadfruit). Isolated from Artocarpus incisus (breadfruit). Norartocarpanone is found in fruits.

   

Cyclocommunol

6H,7H-[1]Benzopyrano[4,3-b][1]benzopyran-7-one, 3,8,10-trihydroxy-6-(2-methyl-1-propenyl)-

C20H16O6 (352.0946836)


Cyclocommunol is an extended flavonoid. Cyclocommunol is a natural product found in Artocarpus altilis with data available. Cyclocommunol is found in breadfruit. Cyclocommunol is isolated from the root bark of Artocarpus communi (breadfruit). Isolated from the root bark of Artocarpus communi (breadfruit). Cyclocommunol is found in breadfruit and fruits.

   

Artocarpin

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

C26H28O6 (436.1885788)


Isolated from Artocarpus heterophyllus (jackfruit). Artocarpin is found in breadfruit, jackfruit, and fruits. Artocarpin is found in breadfruit. Artocarpin is isolated from Artocarpus heterophyllus (jackfruit D007155 - Immunologic Factors > D000373 - Agglutinins > D037121 - Plant Lectins D007155 - Immunologic Factors > D000373 - Agglutinins > D037102 - Lectins

   

Artobiloxanthone

11,18,19,21-tetrahydroxy-7,7-dimethyl-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one

C25H22O7 (434.1365462)


Artobiloxanthone is found in breadfruit. Artobiloxanthone is a constituent of Artocarpus communis (breadfruit).

   

Artonol A

11-hydroxy-2,2-dimethyl-8-(prop-1-en-2-yl)-2,6,7,8,9,10-hexahydro-1,5-dioxatetraphene-6,10-dione

C21H20O5 (352.13106700000003)


Artonol A is found in fruits. Artonol A is a constituent of the bark of Artocarpus communis (breadfruit)

   

Morachalcone A

2-Propen-1-one, 1-[2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(2,4-dihydroxyphenyl)-, (E)-; (2E)-1-[2,4-Dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(2,4-dihydroxyphenyl)-2-propen-1-one

C20H20O5 (340.13106700000003)


Morachalcone A is found in breadfruit. Morachalcone A is a constituent of Morus alba (white mulberry). Constituent of Morus alba (white mulberry). Morachalcone A is found in breadfruit and fruits.

   

3'-Geranyl-2',3,4,4'-tetrahydroxychalcone

(2E)-3-(3,4-dihydroxyphenyl)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}prop-2-en-1-one

C25H28O5 (408.1936638)


3-Geranyl-2,3,4,4-tetrahydroxychalcone is found in fruits. 3-Geranyl-2,3,4,4-tetrahydroxychalcone is a constituent of Artocarpus incisus (breadfruit). D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D065088 - Steroid Synthesis Inhibitors D004791 - Enzyme Inhibitors > D065088 - Steroid Synthesis Inhibitors > D058891 - 5-alpha Reductase Inhibitors Constituent of Artocarpus incisus (breadfruit). 3-Geranyl-2,3,4,4-tetrahydroxychalcone is found in fruits.

   

Artocarbene

4-[(Z)-2-(5-hydroxy-2,2-dimethyl-2H-chromen-7-yl)ethenyl]benzene-1,3-diol

C19H18O4 (310.1205028)


Artocarbene is found in fruits. Artocarbene is a constituent of Artocarpus incisus (breadfruit)

   

Cycloaltilisin

(+)-2,8,10-Trihydroxy-3-methoxy-11-(3-methyl-2-butenyl)-6-(2-methyl-1-propenyl)-6H,7H-[1]benzopyrano[4,3-b][1]benzopyran-7-one

C26H26O7 (450.1678446)


Cycloaltilisin is found in breadfruit. Cycloaltilisin is a constituent of Artocarpus altilis (breadfruit). Constituent of Artocarpus altilis (breadfruit). Cycloaltilisin is found in breadfruit and fruits.

   

Artonol E

6,7-Dihydro-5,9,14-trihydroxy-11-methoxy-3,3-dimethyl-6-(1-methylethenyl)-3H,8H-[1]benzopyrano[7,6-c]xanthen-8-one

C26H24O7 (448.1521954)


Artonol E is found in breadfruit. Artonol E is a constituent of the bark of Artocarpus communis (breadfruit) Constituent of the bark of Artocarpus communis (breadfruit). Artonol E is found in breadfruit and fruits.

   

Cycloartomunin

11,20-dihydroxy-19-methoxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17,19,21-octaen-13-one

C26H24O7 (448.1521954)


Cycloartomunin is found in breadfruit. Cycloartomunin is isolated from the root bark of Artocarpus communis (breadfruit). Isolated from the root bark of Artocarpus communis (breadfruit). Cycloartomunin is found in breadfruit and fruits.

   
   

Heterophyllin

5-hydroxy-8,8-dimethyl-3,10-bis(3-methylbut-2-en-1-yl)-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[3,2-g]chromen-4-one

C30H32O7 (504.2147922)


Heterophyllin is found in fruits. Heterophyllin is a constituent of Artocarpus heterophyllus (jackfruit) Constituent of Artocarpus heterophyllus (jackfruit). Heterophyllin is found in jackfruit and fruits.

   

Isoartocarpesin

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

C20H18O6 (354.1103328)


Isoartocarpesin is found in fruits. Isoartocarpesin is a constituent of Artocarpus incisus (breadfruit). Constituent of Artocarpus incisus (breadfruit). Isoartocarpesin is found in fruits.

   

Artocarpesin

2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9ci

C20H18O6 (354.1103328)


Artocarpesin is found in fruits. Artocarpesin is a constituent of the heartwood of Artocarpus heterophyllus (jackfruit)

   

Cudraflavone A

7,15-dihydroxy-19,19-dimethyl-11-(2-methylprop-1-en-1-yl)-2,10,20-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(14),3(12),4(9),5,7,15,17,21-octaen-13-one

C25H22O6 (418.1416312)


Cudraflavone A is found in fruits. Cudraflavone A is isolated from Artocarpus altilis (breadfruit

   

Cyclocommunin

(E)-(+)-3,8,10-Trihydroxy-9-(3-methyl-1-butenyl)-6-(2-methyl-1-propenyl)-6H,7H-[1]benzopyrano[4,3-b][1]benzopyran-7-one

C25H24O6 (420.1572804)


Cyclocommunin is found in fruits. Cyclocommunin is isolated from the rootbark of Artocarpus communis and stems of Artocarpus altilis (breadfruit). Isolated from the rootbark of Artocarpus communis and stems of Artocarpus altilis (breadfruit). Cyclocommunin is found in fruits.

   

Artonin K

8,17,19-trihydroxy-6-methoxy-14,14-dimethyl-3,15-dioxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-1(20),2(11),4(9),5,7,16,18-heptaen-10-one

C21H18O7 (382.1052478)


Artonin K is found in fruits. Artonin K is a constituent of the root bark of Artocarpus heterophyllus (jackfruit). Constituent of the root bark of Artocarpus heterophyllus (jackfruit). Artonin K is found in jackfruit and fruits.

   

Cycloartomunoxanthone

12,23-dihydroxy-21-methoxy-8,8,18,18-tetramethyl-3,9,19-trioxahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁴]tetracosa-1(24),2(15),4(13),5(10),6,11,20,22-octaen-14-one

C26H24O7 (448.1521954)


Cycloartomunoxanthone is found in breadfruit. Cycloartomunoxanthone is a constituent of the roots of Artocarpus communis (breadfruit) Constituent of the roots of Artocarpus communis (breadfruit). Cycloartomunoxanthone is found in breadfruit and fruits.

   

Artonol C

3,10,17-trihydroxy-7,7,21,21-tetramethyl-12-(prop-1-en-2-yl)-8,20,26-trioxahexacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁹,²⁴]hexacosa-1(14),2(11),3,5,9,16(25),17,19(24),22-nonaen-15-one

C30H28O7 (500.1834938)


Artonol C is found in breadfruit. Artonol C is a constituent of the bark of Artocarpus communis (breadfruit) Constituent of the bark of Artocarpus communis (breadfruit). Artonol C is found in breadfruit and fruits.

   
   

KB 2

5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-h]chromen-4-one

C25H26O8 (454.1627596)


Constituent of Artocarpus communis (breadfruit). KB 2 is found in breadfruit and fruits. KB 2 is found in breadfruit. KB 2 is a constituent of Artocarpus communis (breadfruit).

   

Cyclomulberrin

3,8,10-Trihydroxy-11-(3-methyl-2-butenyl)-6-(2-methyl-1-propenyl)-6H,7H-[1]benzopyrano[4,3-b][1]benzopyran-7-one, 9ci

C25H24O6 (420.1572804)


Cyclomulberrin is found in fruits. Cyclomulberrin is isolated from the bark of Morus species Also isolated from Artocarpus altilis (breadfruit

   

2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone

1-(2,4-dihydroxyphenyl)-3-{2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,4-dihydroxyphenyl}propan-1-one

C25H30O5 (410.209313)


2-Geranyl-2,3,4,4-tetrahydroxydihydrochalcone is found in fruits. 2-Geranyl-2,3,4,4-tetrahydroxydihydrochalcone is a constituent of Artocarpus communis (breadfruit) Constituent of Artocarpus communis (breadfruit). 2-Geranyl-2,3,4,4-tetrahydroxydihydrochalcone is found in fruits.

   

Dihydroisocycloartomunin

3,8,10-Trihydroxy-2-methoxy-11-(3-methyl-2-butenyl)-6-(2-methyl-1-propenyl)-6H,7H-[1]benzopyrano[4,3-b][1]benzopyran-7-one

C26H26O7 (450.1678446)


Dihydroisocycloartomunin is found in breadfruit. Dihydroisocycloartomunin is isolated from the root bark of Artocarpus communis (breadfruit). Isolated from the root bark of Artocarpus communis (breadfruit). Dihydroisocycloartomunin is found in breadfruit and fruits.

   

Artomunoxanthentrione

11-hydroxy-19-methoxy-7,7-dimethyl-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(22),3(12),4(9),5,10,14,16,19-octaene-13,18,21-trione

C26H20O7 (444.120897)


Artomunoxanthentrione is found in breadfruit. Artomunoxanthentrione is a constituent of Artocarpus communis (breadfruit). Constituent of Artocarpus communis (breadfruit). Artomunoxanthentrione is found in breadfruit and fruits.

   

Dihydrocycloartomunin

2,3,8-Trihydroxy-10-methoxy-11-(3-methyl-2-butenyl)-6-(2-methyl-1-propenyl)-6H,7H-[1]benzopyrano[4,3-b][1]benzopyran-7-one, 9ci

C26H26O7 (450.1678446)


Dihydrocycloartomunin is found in breadfruit. Dihydrocycloartomunin is isolated from the root bark of Artocarpus communis (breadfruit). Isolated from the root bark of Artocarpus communis (breadfruit). Dihydrocycloartomunin is found in breadfruit and fruits.

   

Artonin F

12,21,23-trihydroxy-8,8,18,18-tetramethyl-11-(3-methylbut-2-en-1-yl)-3,9,19-trioxahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁴]tetracosa-1(24),2(15),4(13),5(10),6,11,20,22-octaen-14-one

C30H30O7 (502.199143)


Artonin F is found in breadfruit. Artonin F is a constituent of Artocarpus communis (breadfruit). Constituent of Artocarpus communis (breadfruit). Artonin F is found in breadfruit and fruits.

   

Artonin E

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

C25H24O7 (436.1521954)


Artonin E is found in breadfruit. Artonin E is a constituent of Artocarpus communis (breadfruit). Constituent of Artocarpus communis (breadfruit). Artonin E is found in breadfruit and fruits.

   

Artonol B

10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-1(13),3,5(9),10,14(19),15,20-heptaene-2,8-dione

C24H20O7 (420.120897)


Artonol B is found in breadfruit. Artonol B is a constituent of the bark of Artocarpus communis (breadfruit)

   

Artonol D

17-hydroxy-7,7,21,21-tetramethyl-12-(prop-1-en-2-yl)-8,20,26-trioxahexacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁹,²⁴]hexacosa-1(14),2(11),4(9),5,16(25),17,19(24),22-octaene-3,10,15-trione

C30H26O7 (498.1678446)


Artonol D is found in breadfruit. Artonol D is a constituent of the bark of Artocarpus communis (breadfruit) Constituent of the bark of Artocarpus communis (breadfruit). Artonol D is found in breadfruit and fruits.

   

8-Prenylnaringenin

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

C20H20O5 (340.13106700000003)


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

   

9(S)-HOTrE

9-hydroxyoctadeca-10,12,15-trienoic acid

C18H30O3 (294.21948299999997)


   

CC(C)=CCCC(C)=CCc1c(O)ccc(C(=O)C=Cc2ccc(O)cc2)c1O

1-[3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4-dihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

C25H28O4 (392.19874880000003)


   

Lupeol acetate

1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl acetate

C32H52O2 (468.3967092)


   

0DQ85982ZY

4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-

C20H18O5 (338.1154178)


Licoflavone C is a natural product found in Genista ephedroides, Artocarpus altilis, and other organisms with data available. See also: Glycyrrhiza inflata root (part of).

   
   

Artocommunol CA

(+) -6-Hydroxy-11-methoxy-3,3-dimethyl-8- (2-methyl-1-propenyl) -3H,7H,8H-bis [ 1 ] benzopyrano [ 4,3-b:6,5-e ] pyran-7-one

C26H24O6 (432.1572804)


   

Isocyclomulberrin

(+) -3,8,10-Trihydroxy-9- (3-methyl-2-butenyl) -6- (2-methyl-1-propenyl) -6H,7H- [ 1 ] benzopyrano [ 4,3-b ] [ 1 ] benzopyran-7-one

C25H24O6 (420.1572804)


   

Artocommunol CC

(9S)-8,9-Dihydro-6,12-dihydroxy-9-(1-hydroxy-1-methylethyl)-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3:7,8][1]benzopyrano[3,2-d][1]benzoxepin-7-one

C30H32O7 (504.2147922)


   

cycloartobiloxanthone

5a,6-Dihydro-1,3,8-trihydroxy-5,5,11,11-tetramethyl-5H,7H,11H-benzofuro [ 3,4-bc ] pyrano [ 3,2-h ] xanthen-7-one

C25H22O7 (434.1365462)


   
   

Artomunoxanthone

8,9-Dihydro-6,10,13-trihydroxy-11-methoxy-3,3-dimethyl-9- (1-methylethenyl) -3H,7H-benzo [ c ] pyrano [ 3,2-h ] xanthen-7-one

C26H24O7 (448.1521954)


   

Cycloaltilisin 7

5,4-Dihydroxy-6"-methyl,6"- (4-methylpent-3-enyl) -pyrano [ 2",3":7,8 ] flavanone

C25H26O5 (406.17801460000004)


   

Lupeol acetate

Acetic acid (1R,3aR,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester

C32H52O2 (468.3967092)


Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

artobiloxanthone

8,9-Dihydro-6,10,11,13-tetrahydroxy-3,3-dimethyl-9- (1-methylethenyl) -3H,7H-benzo [ c ] pyrano [ 3,2-h ] xanthen-7-one

C25H22O7 (434.1365462)


   

Xanthoangelol

Xanthoangelol

C25H28O4 (392.19874880000003)


Xanthoangelol, extracted from Angelica keiskei, suppresses obesity-induced inflammatory responses. Xanthoangelol possesses antibacterial activity[1][2]. Xanthoangelol inhibits monoamine oxidases[3]. Xanthoangelol induces apoptosis in neuroblastoma and leukemia cells[4].

   

Licoflavone C

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

C20H18O5 (338.1154178)


   

Cudraflavone C

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

C25H26O6 (422.17292960000003)


A tetrahydroxyflavone that is flavone substituted by hydroxy groups at positions 5, 7, 2 and 4 and prenyl groups at positions 3 and 6. Isolated from Morus nigra, it exhibits antibacterial and cytotoxic activities.

   

Artocommunol CD

2- (2,4-Dihydroxyphenyl) -3- [ (2E) -3,7-dimethyl-2,6-octadienyl ] -5,7-dihydroxy-8- (3-methyl-2-butenyl) -4H-1-benzopyran-4-one

C30H34O6 (490.2355264)


   

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].

   

Gemichalcone B

3- (4-Coumaroyloxy-3-methylbutyl-2 (Z) -enyl) -4,2,4-trihydroxychalcone

C29H26O7 (486.1678446)


   

Gemichalcone C

3- (4-Feruloyloxy-3-methylbutyl-2 (Z) -enyl) -2,4,2,4-tetrahydroxychalcone

C30H28O9 (532.1733238)


   

Sophoraflavanone A

8-Geranylnaringenin

C25H28O5 (408.1936638)


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

   

Cudraflavone B

8-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2H,6H-pyrano[3,2-g]chromen-6-one

C25H24O6 (420.1572804)


Cudraflavone B is an extended flavonoid that consists of a pyranochromane skeleton that is 2H,6H-pyrano[3,2-g]chromen-6-one substituted by geminal methyl groups at position 2, a 2,4-dihydroxyphenyl group at position 8, a hydroxy group at position 5 and a prenyl group at position 7. Isolated from Morus alba and Morus species it exhibits anti-inflammatory activity. It has a role as an anti-inflammatory agent and a plant metabolite. It is an extended flavonoid, a pyranochromane and a trihydroxyflavone. cudraflavone B is a natural product found in Artocarpus altilis, Maclura tricuspidata, and other organisms with data available. An extended flavonoid that consists of a pyranochromane skeleton that is 2H,6H-pyrano[3,2-g]chromen-6-one substituted by geminal methyl groups at position 2, a 2,4-dihydroxyphenyl group at position 8, a hydroxy group at position 5 and a prenyl group at position 7. Isolated from Morus alba and Morus species it exhibits anti-inflammatory activity.

   

Apigenin

5,7,4-Trihydroxyflavone

C15H10O5 (270.052821)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.061 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.062 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.058 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.059 Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.

   

Artomunoxanthentrione

6-Hydroxy-11-methoxy-3,3-dimethyl-9- (1-methylethenyl) -3H,7H-benzo [ c ] pyrano [ 3,2-h ] xanthene-7,10,13-trione

C26H20O7 (444.120897)


   

Artonin E

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

C25H24O7 (436.1521954)


   

Artonol D

6-Hydroxy-3,3,12,12-tetramethyl-9- (1-methylethenyl) -3H,7H,8H- [ 1 ] benzopyrano [ 7,6-c ] pyrano [ 3,2-h ] xanthene-7,10,15 (9H,12H) -trione

C30H26O7 (498.1678446)


   

Artonol C

9,12-Dihydro-6,10,15-trihydroxy-3,3,12,12-tetramethyl-9- (1-methylethenyl) -3H,7H,8H- [ 1 ] benzopyrano [ 7,6-c ] pyrano [ 3,2-h ] xanthen-7-one

C30H28O7 (500.1834938)


   

Cycloartomunin

6,12-Dihydroxy-11-methoxy-3,3-dimethyl-8- (2-methyl-1-propenyl) -3H,7H,8H-bis [ 1 ] benzopyrano [ 4,3-b:6,5-e ] pyran-7-one

C26H24O7 (448.1521954)


   

Cycloartomunoxanthone

5a,6-Dihydro-1,8-dihydroxy-3-methoxy-5,5,11,11-tetramethyl-5H,7H,11H-benzofuro [ 3,4-bc ] pyrano [ 3,2-h ] xanthen-7-one

C26H24O7 (448.1521954)


   

Cyclocommunol

3,8,10-Trihydroxy-6- (2-methyl-1-propenyl) -6H,7H- [ 1 ] benzopyrano [ 4,3-b ] [ 1 ] benzopyran-7-one

C20H16O6 (352.0946836)


   

Cyclomorusin

6,11-Dihydroxy-3,3-dimethyl-8- (2-methyl-1-propenyl) -3H,7H,8H-bis [ 1 ] benzopyrano [ 4,3-b:6,5-e ] pyran-7-one

C25H22O6 (418.1416312)


   

Cyclomulberrin

3,8,10-Trihydroxy-11- (3-methyl-2-butenyl) -6- (2-methyl-1-propenyl) -6H,7H- [ 1 ] benzopyrano [ 4,3-b ] [ 1 ] benzopyran-7-one

C25H24O6 (420.1572804)


A extended flavonoid that is 6H,7H-chromeno[4,3-b]chromen-7-one which is substituted by a 2-methylprop-1-en-1-yl group at position 6, a 3-methylbut-2-en-1-yl group at position 11, and hydroxy groups at positions 3, 8, and 10. It is found in the bark of Morus species and has been reported to protect human neuronal cells derived from the human neuroblastoma SH-SY5Y cell line.

   

artonin F

5a,6-Dihydro-1,3,8-trihydroxy-5,5,11,11-tetramethyl-9- (3-methyl-2-butenyl) -5H,7H,11H-benzofuro [ 3,4-bc ] pyrano [ 3,2-h ] xanthen-7-one

C30H30O7 (502.199143)


   

Dihydrocycloartomunin

2,3,8-Trihydroxy-10-methoxy-6- (2-methyl-1-propenyl) -11- (3-methyl-2-butenyl) -6H,7H- [ 1 ] benzopyrano [ 4,3-b ] [ 1 ] benzopyran-7-one

C26H26O7 (450.1678446)


   

Dihydroisocycloartomunin

3,8,10-Trihydroxy-2-methoxy-11- (3-methyl-2-butenyl) -6- (2-methyl-1-propenyl) -6H,7H- [ 1 ] benzopyrano [ 4,3-b ] [ 1 ] benzopyran-7-one

C26H26O7 (450.1678446)


   

Dihydromorin

(2R,3R)-2-(2,4-Dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one; (+)-Dihydromorin

C15H12O7 (304.05830019999996)


Dihydromorin is a natural product found in Broussonetia papyrifera, Artocarpus altilis, and other organisms with data available.

   

Heterophyllin

2- (2,4,5-Trihydroxyphenyl) -3,10-bis (3-methyl-2-butenyl) -5-hydroxy-8,8-dimethyl-4H,8H-benzo [ 1,2-b:5,4-b ] dipyran-4-one

C30H32O7 (504.2147922)


   

Isocyclomorusin

(+) -3,8-Dihydroxy-11,11-dimethyl-6- (2-methyl-1-propenyl) -6H,7H,11H-bis [ 1 ] benzopyrano [ 4,3-b:6,7-e ] pyran-7-one

C25H22O6 (418.1416312)


   

Morachalcone A

(E) -1- [ 2,4-Dihydroxy-3- (3-methyl-2-butenyl) phenyl ] -3- (2,4-dihydroxyphenyl) -2-propene-1-one

C20H20O5 (340.13106700000003)


   

Morusin

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

C25H24O6 (420.1572804)


Morusin is a prenylated flavonoid isolated from Morus alba Linn. with various biological activities, such as antitumor, antioxidant, and anti-bacteria property. Morusin could inhibit NF-κB and STAT3 activity. Morusin is a prenylated flavonoid isolated from Morus alba Linn. with various biological activities, such as antitumor, antioxidant, and anti-bacteria property. Morusin could inhibit NF-κB and STAT3 activity.

   

Steppogenin

5,7,2,4-tetrahydroxyflavanone

C15H12O6 (288.06338519999997)


   
   
   
   

Xanthoangelol

InChI=1/C25H28O4/c1-17(2)5-4-6-18(3)7-13-21-24(28)16-14-22(25(21)29)23(27)15-10-19-8-11-20(26)12-9-19/h5,7-12,14-16,26,28-29H,4,6,13H2,1-3H3/b15-10+,18-7

C25H28O4 (392.19874880000003)


Xanthoangelol is a natural product found in Artocarpus altilis, Artocarpus nobilis, and other organisms with data available. See also: Angelica keiskei top (part of); Angelica keiskei root (part of). D004791 - Enzyme Inhibitors > D054328 - Proton Pump Inhibitors Xanthoangelol, extracted from Angelica keiskei, suppresses obesity-induced inflammatory responses. Xanthoangelol possesses antibacterial activity[1][2]. Xanthoangelol inhibits monoamine oxidases[3]. Xanthoangelol induces apoptosis in neuroblastoma and leukemia cells[4].

   

Isobavachalcone

(E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

C20H20O4 (324.136152)


Isobavachalcone (Corylifolinin) is derived from Psoralea corylifolia Linn. and is a potent inhibitor of Akt signaling pathway, which induces apoptosis in human cancer cells (Inhibits OVCAR-8 cell growth with an IC50 value of 7.92 μM). Isobavachalcone also induces Reactive Oxyen Species (ROS) generation in OVCAR-8 cells and has exhibit cancer anti-promotive and anti-proliferative activity[1]. Isobavachalcone (Corylifolinin) is derived from Psoralea corylifolia Linn. and is a potent inhibitor of Akt signaling pathway, which induces apoptosis in human cancer cells (Inhibits OVCAR-8 cell growth with an IC50 value of 7.92 μM). Isobavachalcone also induces Reactive Oxyen Species (ROS) generation in OVCAR-8 cells and has exhibit cancer anti-promotive and anti-proliferative activity[1]. Isobavachalcone (Corylifolinin) is derived from Psoralea corylifolia Linn. and is a potent inhibitor of Akt signaling pathway, which induces apoptosis in human cancer cells (Inhibits OVCAR-8 cell growth with an IC50 value of 7.92 μM). Isobavachalcone also induces Reactive Oxyen Species (ROS) generation in OVCAR-8 cells and has exhibit cancer anti-promotive and anti-proliferative activity[1].

   

Artocarpesin

2,4,5,7-Tetrahydroxy-6-(3-methyl-2-butenyl)flavone

C20H18O6 (354.1103328)


   

Artocarpin

2-(2,4-Dihydroxyphenyl)-5-hydroxy-7-methoxy-6-(3-methyl-1-butenyl)-3-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one

C26H28O6 (436.1885788)


A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 5, 2, and 4, a methoxy group at position 7, a prenyl group at position 3 and a (1E)-3-methylbut-1-enyl group at position 6. Isolated from Artocarpus heterophyllus and Artocarpus integrifolia, it exhibits antineoplastic activity. D007155 - Immunologic Factors > D000373 - Agglutinins > D037121 - Plant Lectins D007155 - Immunologic Factors > D000373 - Agglutinins > D037102 - Lectins

   

5,2,4,5-Tetrahydroxy-3-(3-hydroxy-3-methylbutyl)-6,6-dimethylpyrano[2,3:7,8]flavone

5,2,4,5-Tetrahydroxy-3-(3-hydroxy-3-methylbutyl)-6,6-dimethylpyrano[2,3:7,8]flavone

C25H26O8 (454.1627596)


   
   
   
   

artonol A

11-hydroxy-2,2-dimethyl-8-(prop-1-en-2-yl)-2,6,7,8,9,10-hexahydro-1,5-dioxatetraphene-6,10-dione

C21H20O5 (352.13106700000003)


   

artonol B

10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.0^{3,11}.0^{5,9}.0^{14,19}]henicosa-1(21),3,5(9),10,13,15,19-heptaene-2,8-dione

C24H20O7 (420.120897)


   

Artocarbene

4-[(Z)-2-(5-hydroxy-2,2-dimethyl-2H-chromen-7-yl)ethenyl]benzene-1,3-diol

C19H18O4 (310.1205028)


   

Isoartocarpesin

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

C20H18O6 (354.1103328)


   

Arachidin II

5-[(Z)-2-(4-hydroxyphenyl)ethenyl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

C19H20O3 (296.14123700000005)


   
   

nymphaeol B

nymphaeol B

C25H28O6 (424.1885788)


A tetrahydroxyflavanone that is (2S)-flavanone substituted by hydroxy group at positions 5, 7, 3 and 4 and a geranyl group at position 2. Isolated from Macaranga tanarius and propolis collected in Okinawa, it exhibits radical scavenging activity.

   

Versulin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)- (9CI)

C15H10O5 (270.052821)


Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.

   

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].

   

89886-42-0

(9S,10E,12Z,15Z)-9-hydroxyoctadeca-10,12,15-trienoic acid

C18H30O3 (294.21948299999997)


   

Lupeol acetate

1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-yl acetate

C32H52O2 (468.3967092)


Lupeyl acetate, also known as lupeyl acetic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Lupeyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Lupeyl acetate can be found in burdock, date, and fig, which makes lupeyl acetate a potential biomarker for the consumption of these food products. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

2-Geranyl-2,3,4,4-tetrahydroxydihydrochalcone

2-Geranyl-2,3,4,4-tetrahydroxydihydrochalcone

C25H30O5 (410.209313)


   
   
   
   

3-(3,4-dihydroxyphenyl)-1-[3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4-dihydroxyphenyl]propan-1-one

3-(3,4-dihydroxyphenyl)-1-[3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4-dihydroxyphenyl]propan-1-one

C25H30O5 (410.209313)


   

10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-1(21),3,5(9),10,13,15,19-heptaene-2,8-dione

10-acetyl-21-hydroxy-6,6,17,17-tetramethyl-7,12,18-trioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-1(21),3,5(9),10,13,15,19-heptaene-2,8-dione

C24H20O7 (420.120897)


   

15-(5-hydroxy-6-methylhept-6-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

15-(5-hydroxy-6-methylhept-6-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

C30H50O2 (442.38106)


   

(12r)-3,10,17-trihydroxy-7,7,21,21-tetramethyl-12-(prop-1-en-2-yl)-8,20,26-trioxahexacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁹,²⁴]hexacosa-1(14),2,4(9),5,10,16,18,22,24-nonaen-15-one

(12r)-3,10,17-trihydroxy-7,7,21,21-tetramethyl-12-(prop-1-en-2-yl)-8,20,26-trioxahexacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁹,²⁴]hexacosa-1(14),2,4(9),5,10,16,18,22,24-nonaen-15-one

C30H28O7 (500.1834938)


   

(8r)-11-hydroxy-2,2-dimethyl-8-(prop-1-en-2-yl)-8,9-dihydro-7h-1,5-dioxatetraphene-6,10-dione

(8r)-11-hydroxy-2,2-dimethyl-8-(prop-1-en-2-yl)-8,9-dihydro-7h-1,5-dioxatetraphene-6,10-dione

C21H20O5 (352.13106700000003)


   

2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-1-benzopyran-4-one

2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-1-benzopyran-4-one

C15H12O7 (304.05830019999996)


   

11,18,19,21-tetrahydroxy-7,7-dimethyl-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

11,18,19,21-tetrahydroxy-7,7-dimethyl-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

C25H22O7 (434.1365462)


   

11,20-dihydroxy-16-(2-hydroxypropan-2-yl)-7-methyl-7-(4-methylpent-3-en-1-yl)-2,8,17-trioxapentacyclo[12.9.0.0³,¹².0⁴,⁹.0¹⁸,²³]tricosa-1(14),3,5,9,11,18,20,22-octaen-13-one

11,20-dihydroxy-16-(2-hydroxypropan-2-yl)-7-methyl-7-(4-methylpent-3-en-1-yl)-2,8,17-trioxapentacyclo[12.9.0.0³,¹².0⁴,⁹.0¹⁸,²³]tricosa-1(14),3,5,9,11,18,20,22-octaen-13-one

C30H32O7 (504.2147922)


   

(2e)-1-[(2s)-5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

(2e)-1-[(2s)-5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

C25H26O4 (390.18309960000005)


   

(13r)-8,17,19-trihydroxy-6-methoxy-14,14-dimethyl-3,15-dioxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-1(19),2(11),4,6,8,16(20),17-heptaen-10-one

(13r)-8,17,19-trihydroxy-6-methoxy-14,14-dimethyl-3,15-dioxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-1(19),2(11),4,6,8,16(20),17-heptaen-10-one

C21H18O7 (382.1052478)


   

5-[2-(2,4-dihydroxyphenyl)ethenyl]-2-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,3-diol

5-[2-(2,4-dihydroxyphenyl)ethenyl]-2-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,3-diol

C24H28O4 (380.19874880000003)


   

(10e)-9-hydroxyoctadeca-10,12,15-trienoic acid

(10e)-9-hydroxyoctadeca-10,12,15-trienoic acid

C18H30O3 (294.21948299999997)


   

8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-3,6-bis(3-methylbut-2-en-1-yl)-2-(2,4,5-trihydroxyphenyl)chromen-4-one

8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-3,6-bis(3-methylbut-2-en-1-yl)-2-(2,4,5-trihydroxyphenyl)chromen-4-one

C35H42O7 (574.2930382)


   

(17r)-12,21,23-trihydroxy-8,8,18,18-tetramethyl-11-(3-methylbut-2-en-1-yl)-3,9,19-trioxahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁴]tetracosa-1(23),2(15),4,6,10,12,20(24),21-octaen-14-one

(17r)-12,21,23-trihydroxy-8,8,18,18-tetramethyl-11-(3-methylbut-2-en-1-yl)-3,9,19-trioxahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁴]tetracosa-1(23),2(15),4,6,10,12,20(24),21-octaen-14-one

C30H30O7 (502.199143)


   

(7r,16r)-11,18,19,21-tetrahydroxy-7-methyl-7-(4-methylpent-3-en-1-yl)-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

(7r,16r)-11,18,19,21-tetrahydroxy-7-methyl-7-(4-methylpent-3-en-1-yl)-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

C30H30O7 (502.199143)


   

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

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

C26H26O6 (434.17292960000003)


   

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

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

C25H24O7 (436.1521954)


   

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

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

C26H28O6 (436.1885788)


   

(15s)-11,19-dihydroxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

(15s)-11,19-dihydroxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

C25H22O6 (418.1416312)


   

1,3,6,9-tetrahydroxy-8-methoxy-4-(3-methylbut-2-en-1-yl)-10-(prop-1-en-2-yl)-10,11-dihydro-5-oxatetraphen-12-one

1,3,6,9-tetrahydroxy-8-methoxy-4-(3-methylbut-2-en-1-yl)-10-(prop-1-en-2-yl)-10,11-dihydro-5-oxatetraphen-12-one

C26H26O7 (450.1678446)


   

1-[7-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

1-[7-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

C25H26O4 (390.18309960000005)


   

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

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

C30H34O7 (506.2304414)


   

1,8-dihydroxy-3-methoxy-2-(3-methylbut-1-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

1,8-dihydroxy-3-methoxy-2-(3-methylbut-1-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

C26H26O6 (434.17292960000003)


   

5,7-dihydroxy-2-(2-hydroxy-4,6-dimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-2-(2-hydroxy-4,6-dimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C17H16O7 (332.0895986)


   

1-[5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

1-[5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

C25H26O4 (390.18309960000005)


   

(11s)-7,15-dihydroxy-19,19-dimethyl-11-(2-methylprop-1-en-1-yl)-2,10,20-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one

(11s)-7,15-dihydroxy-19,19-dimethyl-11-(2-methylprop-1-en-1-yl)-2,10,20-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4,6,8,14,16(21),17-octaen-13-one

C25H22O6 (418.1416312)


   

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

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

C25H24O7 (436.1521954)


   

(8s)-11-hydroxy-2,2-dimethyl-8-(prop-1-en-2-yl)-8,9-dihydro-7h-1,5-dioxatetraphene-6,10-dione

(8s)-11-hydroxy-2,2-dimethyl-8-(prop-1-en-2-yl)-8,9-dihydro-7h-1,5-dioxatetraphene-6,10-dione

C21H20O5 (352.13106700000003)


   

1,8-dihydroxy-3-methoxy-2-[(1e)-3-methylbut-1-en-1-yl]-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

1,8-dihydroxy-3-methoxy-2-[(1e)-3-methylbut-1-en-1-yl]-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

C26H26O6 (434.17292960000003)


   

(1s,2s,5r,7s,9r,10s,12s)-5-bromo-2,4,4,10-tetramethyl-3,8,14-trioxatetracyclo[7.3.1.1⁷,¹⁰.0²,⁷]tetradecan-12-ol

(1s,2s,5r,7s,9r,10s,12s)-5-bromo-2,4,4,10-tetramethyl-3,8,14-trioxatetracyclo[7.3.1.1⁷,¹⁰.0²,⁷]tetradecan-12-ol

C15H23BrO4 (346.0779618)


   

(13r)-5,10,14-trihydroxy-8-methoxy-2,2-dimethyl-13-(prop-1-en-2-yl)-12,13-dihydro-1,6-dioxapentaphen-11-one

(13r)-5,10,14-trihydroxy-8-methoxy-2,2-dimethyl-13-(prop-1-en-2-yl)-12,13-dihydro-1,6-dioxapentaphen-11-one

C26H24O7 (448.1521954)


   

4-[(1z)-2-(5-hydroxy-2,2-dimethylchromen-7-yl)ethenyl]benzene-1,3-diol

4-[(1z)-2-(5-hydroxy-2,2-dimethylchromen-7-yl)ethenyl]benzene-1,3-diol

C19H18O4 (310.1205028)


   

2-(2,4-dihydroxyphenyl)-3-(3,7-dimethylocta-2,6-dien-1-yl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)pyrano[2,3-h]chromen-4-one

2-(2,4-dihydroxyphenyl)-3-(3,7-dimethylocta-2,6-dien-1-yl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)pyrano[2,3-h]chromen-4-one

C35H40O6 (556.2824740000001)


   

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

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

C25H28O5 (408.1936638)


   

15-(6-hydroxy-6-methylhept-4-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

15-(6-hydroxy-6-methylhept-4-en-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

C30H50O2 (442.38106)


   

4-[2-(5-hydroxy-2,2-dimethylchromen-7-yl)ethenyl]benzene-1,3-diol

4-[2-(5-hydroxy-2,2-dimethylchromen-7-yl)ethenyl]benzene-1,3-diol

C19H18O4 (310.1205028)


   

(15s)-11-hydroxy-19-methoxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

(15s)-11-hydroxy-19-methoxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

C26H24O6 (432.1572804)


   

(11r)-1,8-dihydroxy-3-methoxy-2-[(1e)-3-methylbut-1-en-1-yl]-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

(11r)-1,8-dihydroxy-3-methoxy-2-[(1e)-3-methylbut-1-en-1-yl]-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

C26H26O6 (434.17292960000003)


   

7-ethyl-11,20-dihydroxy-16-(2-hydroxypropan-2-yl)-7-methyl-2,8,17-trioxapentacyclo[12.9.0.0³,¹².0⁴,⁹.0¹⁸,²³]tricosa-1(14),3,5,9,11,18,20,22-octaen-13-one

7-ethyl-11,20-dihydroxy-16-(2-hydroxypropan-2-yl)-7-methyl-2,8,17-trioxapentacyclo[12.9.0.0³,¹².0⁴,⁹.0¹⁸,²³]tricosa-1(14),3,5,9,11,18,20,22-octaen-13-one

C26H26O7 (450.1678446)


   

(11s)-1,3,8-trihydroxy-2-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

(11s)-1,3,8-trihydroxy-2-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

C25H24O6 (420.1572804)


   

(2e)-1-{3-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}-3-(4-hydroxy-3-methylphenyl)prop-2-en-1-one

(2e)-1-{3-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}-3-(4-hydroxy-3-methylphenyl)prop-2-en-1-one

C26H30O4 (406.214398)


   

(17r)-12,23-dihydroxy-21-methoxy-8,8,18,18-tetramethyl-3,9,19-trioxahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁴]tetracosa-1(23),2(15),4,6,10,12,20(24),21-octaen-14-one

(17r)-12,23-dihydroxy-21-methoxy-8,8,18,18-tetramethyl-3,9,19-trioxahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁴]tetracosa-1(23),2(15),4,6,10,12,20(24),21-octaen-14-one

C26H24O7 (448.1521954)


   

(12s)-17-hydroxy-7,7,21,21-tetramethyl-12-(prop-1-en-2-yl)-8,20,26-trioxahexacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁹,²⁴]hexacosa-1(14),2(11),4(9),5,16,18,22,24-octaene-3,10,15-trione

(12s)-17-hydroxy-7,7,21,21-tetramethyl-12-(prop-1-en-2-yl)-8,20,26-trioxahexacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁶,²⁵.0¹⁹,²⁴]hexacosa-1(14),2(11),4(9),5,16,18,22,24-octaene-3,10,15-trione

C30H26O7 (498.1678446)


   

(17s)-12,21,23-trihydroxy-8,8,18,18-tetramethyl-3,9,19-trioxahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁴]tetracosa-1(23),2(15),4,6,10,12,20(24),21-octaen-14-one

(17s)-12,21,23-trihydroxy-8,8,18,18-tetramethyl-3,9,19-trioxahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁴]tetracosa-1(23),2(15),4,6,10,12,20(24),21-octaen-14-one

C25H22O7 (434.1365462)


   

11-hydroxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

11-hydroxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

C25H22O5 (402.1467162)


   

11,18,19,21-tetrahydroxy-7-methyl-7-(4-methylpent-3-en-1-yl)-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

11,18,19,21-tetrahydroxy-7-methyl-7-(4-methylpent-3-en-1-yl)-16-(prop-1-en-2-yl)-2,8-dioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17,19,21-octaen-13-one

C30H30O7 (502.199143)


   

(10r)-1,3,6,9-tetrahydroxy-8-methoxy-4-(3-methylbut-2-en-1-yl)-10-(prop-1-en-2-yl)-10,11-dihydro-5-oxatetraphen-12-one

(10r)-1,3,6,9-tetrahydroxy-8-methoxy-4-(3-methylbut-2-en-1-yl)-10-(prop-1-en-2-yl)-10,11-dihydro-5-oxatetraphen-12-one

C26H26O7 (450.1678446)


   

(11r)-1,3,8-trihydroxy-7-methoxy-4-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

(11r)-1,3,8-trihydroxy-7-methoxy-4-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

C26H26O7 (450.1678446)


   

1-(2,4-dihydroxyphenyl)-3-[(2r)-2-[(1e)-2-[(2r)-3,3-dimethyloxiran-2-yl]ethenyl]-8-hydroxy-2-methylchromen-5-yl]propan-1-one

1-(2,4-dihydroxyphenyl)-3-[(2r)-2-[(1e)-2-[(2r)-3,3-dimethyloxiran-2-yl]ethenyl]-8-hydroxy-2-methylchromen-5-yl]propan-1-one

C25H26O6 (422.17292960000003)


   

1-(2,4-dihydroxyphenyl)-3-{4-hydroxy-6,6,9-trimethyl-6ah,7h,8h,10ah-benzo[c]isochromen-1-yl}propan-1-one

1-(2,4-dihydroxyphenyl)-3-{4-hydroxy-6,6,9-trimethyl-6ah,7h,8h,10ah-benzo[c]isochromen-1-yl}propan-1-one

C25H28O5 (408.1936638)


   
   

(2s)-5,7-dihydroxy-2-(2-hydroxy-4,6-dimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-(2-hydroxy-4,6-dimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C17H16O7 (332.0895986)


   

3-{3,4-dihydroxy-2-[(2e,6r)-6-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]phenyl}-1-(2,4-dihydroxyphenyl)propan-1-one

3-{3,4-dihydroxy-2-[(2e,6r)-6-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]phenyl}-1-(2,4-dihydroxyphenyl)propan-1-one

C25H30O6 (426.204228)


   

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

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

C26H26O6 (434.17292960000003)


   

(11r)-1,3,8-trihydroxy-4-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

(11r)-1,3,8-trihydroxy-4-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

C25H24O6 (420.1572804)


   

(11r)-1,3,7,8-tetrahydroxy-4-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

(11r)-1,3,7,8-tetrahydroxy-4-(3-methylbut-2-en-1-yl)-11-(2-methylprop-1-en-1-yl)-11h-5,10-dioxatetraphen-12-one

C25H24O7 (436.1521954)


   

2-(2,4-dihydroxyphenyl)-3-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

2-(2,4-dihydroxyphenyl)-3-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

C30H34O6 (490.2355264)