Chemical Formula: C16H12O5

Chemical Formula C16H12O5

Found 318 metabolite its formula value is C16H12O5

Biochanin A

5,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one

C16H12O5 (284.0684702)


Biochanin A is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at position 5 and a methoxy group at position 4. A phytoestrogen, it has putative benefits in dietary cancer prophylaxis. It has a role as a phytoestrogen, a plant metabolite, an EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor, a tyrosine kinase inhibitor and an antineoplastic agent. It is a member of 7-hydroxyisoflavones and a member of 4-methoxyisoflavones. It is a conjugate acid of a biochanin A(1-). Biochanin A is under investigation in clinical trial NCT02174666 (Isoflavone Treatment for Postmenopausal Osteopenia.). biochanin A is a natural product found in Dalbergia oliveri, Dalbergia sissoo, and other organisms with data available. The phytoestrogen biochanin A is an isoflavone derivative isolated from red clover Trifolium pratense with anticarcinogenic properties. Treating MCF-7 human breast carcinoma cells with biochanin A alone caused the accumulation of CYP1A1 mRNA and an increase in CYP1A1-specific 7-ethoxyresorufin O-deethylase (EROD) activity in a dose dependent manner. Biochanin A may be a natural ligand to bind on aryl hydrocarbon receptor acting as an antagonist/agonist of the pathway. (A7920). Biochanin A suppress nuclear factor-kappaB-driven interleukin-6 (IL6) expression. In addition to its physiologic immune function as an acute stress cytokine, sustained elevated expression levels of IL6 promote chronic inflammatory disorders, aging frailty, and tumorigenesis. (A7921). Biochanin A induces a decrease in invasive activity of U87MG cells in a dose-related manner. (A7922). Biochanin A activates peroxisome proliferator-activated receptors (PPAR) PPARalpha, PPARgamma, and adipocyte differentiation in vitro of 3T3-L1 preadipocytes, suggesting potential value of isoflavones, especially biochanin A and their parent botanicals, as antidiabetic agents and for use in regulating lipid metabolism. (A7923). See also: Trifolium pratense flower (part of). The phytoestrogen biochanin A is an isoflavone derivative isolated from red clover Trifolium pratense with anticarcinogenic properties. Treating MCF-7 human breast carcinoma cells with biochanin A alone caused the accumulation of CYP1A1 mRNA and an increase in CYP1A1-specific 7-ethoxyresorufin O-deethylase (EROD) activity in a dose dependent manner. Biochanin A may be a natural ligand to bind on aryl hydrocarbon receptor acting as an antagonist/agonist of the pathway. (PMID: 16903077). Biochanin A suppress nuclear factor-kappaB-driven interleukin-6 (IL6) expression. In addition to its physiologic immune function as an acute stress cytokine, sustained elevated expression levels of IL6 promote chronic inflammatory disorders, aging frailty, and tumorigenesis. (PMID: 16651441). Biochanin A induces a decrease in invasive activity of U87MG cells in a dose-related manner. (PMID: 16598420). Biochanin A activates peroxisome proliferator-activated receptors (PPAR) PPARalpha, PPARgamma, and adipocyte differentiation in vitro of 3T3-L1 preadipocytes, suggesting potential value of isoflavones, especially biochanin A and their parent botanicals, as antidiabetic agents and for use in regulating lipid metabolism. (PMID: 16549448). A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at position 5 and a methoxy group at position 4. A phytoestrogen, it has putative benefits in dietary cancer prophylaxis. Widespread isoflavone found in alfalfa (Medicago sativa), chick peas (Cicer arietinum) and white clover (Trifolium repens). Glycosides also widespread. Potential nutriceutical D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens D020011 - Protective Agents > D016588 - Anticarcinogenic Agents D000970 - Antineoplastic Agents CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9176; ORIGINAL_PRECURSOR_SCAN_NO 9175 CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4338; ORIGINAL_PRECURSOR_SCAN_NO 4335 CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9201; ORIGINAL_PRECURSOR_SCAN_NO 9199 CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9188; ORIGINAL_PRECURSOR_SCAN_NO 9183 CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4313; ORIGINAL_PRECURSOR_SCAN_NO 4310 CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9213; ORIGINAL_PRECURSOR_SCAN_NO 9210 CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4329; ORIGINAL_PRECURSOR_SCAN_NO 4326 CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9187; ORIGINAL_PRECURSOR_SCAN_NO 9186 CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4328; ORIGINAL_PRECURSOR_SCAN_NO 4326 CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4310; ORIGINAL_PRECURSOR_SCAN_NO 4307 CONFIDENCE standard compound; INTERNAL_ID 960; DATASET 20200303_ENTACT_RP_MIX502; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9197; ORIGINAL_PRECURSOR_SCAN_NO 9194 IPB_RECORD: 181; CONFIDENCE confident structure Biochanin A is a naturally occurring fatty acid amide hydrolase (FAAH) inhibitor, which inhibits FAAH with IC50s of 1.8, 1.4 and 2.4 μM for mouse, rat, and human FAAH, respectively. Biochanin A is a naturally occurring fatty acid amide hydrolase (FAAH) inhibitor, which inhibits FAAH with IC50s of 1.8, 1.4 and 2.4 μM for mouse, rat, and human FAAH, respectively. Biochanin A is a naturally occurring fatty acid amide hydrolase (FAAH) inhibitor, which inhibits FAAH with IC50s of 1.8, 1.4 and 2.4 μM for mouse, rat, and human FAAH, respectively.

   

Calycosin

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

C16H12O5 (284.0684702)


Calycosin is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at the 3 position and a methoxy group at the 4 position. It has a role as a metabolite and an antioxidant. It is a member of 7-hydroxyisoflavones and a member of 4-methoxyisoflavones. It is functionally related to an isoflavone. It is a conjugate acid of a calycosin(1-). Calycosin is a natural product found in Thermopsis lanceolata, Hedysarum polybotrys, and other organisms with data available. A polyphenol metabolite detected in biological fluids [PhenolExplorer] Calycosin is a natural compound with antioxidant and anti-inflammatory activity. Calycosin is a natural compound with antioxidant and anti-inflammatory activity.

   

Genkwanin

5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

C16H12O5 (284.0684702)


Genkwanin, also known as 5,4-dihydroxy-7-methoxyflavone or 7-methylapigenin, 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, genkwanin is considered to be a flavonoid lipid molecule. Genkwanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Genkwanin is a bitter tasting compound and can be found in a number of food items such as winter savory, sweet basil, rosemary, and common sage, which makes genkwanin a potential biomarker for the consumption of these food products. Genkwanin is an O-methylated flavone, a type of flavonoid. It can be found in the seeds of Alnus glutinosa, and the leaves of the ferns Notholaena bryopoda and Asplenium normale . Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

   

Acacetin

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-METHOXYPHENYL)-

C16H12O5 (284.0684702)


5,7-dihydroxy-4-methoxyflavone is a monomethoxyflavone that is the 4-methyl ether derivative of apigenin. It has a role as an anticonvulsant and a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-olate. Acacetin is a natural product found in Verbascum lychnitis, Odontites viscosus, and other organisms with data available. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2]. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2].

   

Parietin

1,8-Dihydroxy-3-methoxy-6-methylanthraquinone, Emodin-3-methyl ether

C16H12O5 (284.0684702)


Physcion is a dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources. It has a role as an apoptosis inducer, an antineoplastic agent, a hepatoprotective agent, an anti-inflammatory agent, an antibacterial agent, an antifungal agent and a metabolite. It is functionally related to a 2-methylanthraquinone. Physcion is a natural product found in Rumex dentatus, Ageratina altissima, and other organisms with data available. See also: Reynoutria multiflora root (part of); Frangula purshiana Bark (part of). A dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources. [Raw Data] CBA82_Physcion_pos_10eV.txt [Raw Data] CBA82_Physcion_pos_30eV.txt [Raw Data] CBA82_Physcion_pos_50eV.txt [Raw Data] CBA82_Physcion_pos_40eV.txt [Raw Data] CBA82_Physcion_pos_20eV.txt

   

Obtusifolin

2,8-DIHYDROXY-1-METHOXY-3-METHYL-9,10-DIHYDROANTHRACENE-9,10-DIONE

C16H12O5 (284.0684702)


Obtusifolin is a dihydroxyanthraquinone. Obtusifolin is a natural product found in Senna obtusifolia and Senna tora with data available. Obtusifolin, isolated from the seeds of Cassia obtusifolia, regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via inhibiting NF-kB pathway[1]. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein[2]. Obtusifolin, isolated from the seeds of Cassia obtusifolia, regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via inhibiting NF-kB pathway[1]. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein[2].

   

Glycitein

7-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


Glycitein is a methoxyisoflavone that is isoflavone substituted by a methoxy group at position 6 and hydroxy groups at positions 7 and 4. It has been isolated from the mycelia of the fungus Cordyceps sinensis. It has a role as a plant metabolite, a phytoestrogen and a fungal metabolite. It is a methoxyisoflavone and a 7-hydroxyisoflavone. It is functionally related to an isoflavone. Glycitein is a natural product found in Psidium guajava, Ammopiptanthus mongolicus, and other organisms with data available. Glycitein is a soy isoflavone. It is a minor component in most soy products. Its role of reducing low-density lipoprotein cholesterol is not clear. Glycitein is metabolized by human gut microorganisms and may follow metabolic pathways similar to other soy isoflavones (PMID: 12011578; 16248547). Glycitein is a biomarker for the consumption of soy beans and other soy products. Isoflavone present in soya foods (inc. tofu, miso); potential nutriceutical [DFC]. Glycitein is a biomarker for the consumption of soy beans and other soy products. Glycitein is found in many foods, some of which are miso, soy bean, soy milk, and soy sauce. A methoxyisoflavone that is isoflavone substituted by a methoxy group at position 6 and hydroxy groups at positions 7 and 4. It has been isolated from the mycelia of the fungus Cordyceps sinensis. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens Glycitein is a soy isoflavone used to study apoptosis and antioxidant. Glycitein is a soy isoflavone used to study apoptosis and antioxidant.

   

(-)-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].

   

Wogonin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-methoxy-2-phenyl-; Flavone, 5,7-dihydroxy-8-methoxy- (7CI,8CI); Wogonin (6CI); 5,7-Dihydroxy-8-methoxy-2-phenyl-4H-1-benzopyran-4-one; 5,7-Dihydroxy-8-methoxyflavone

C16H12O5 (284.0684702)


Wogonin is a dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-8. It has a role as a cyclooxygenase 2 inhibitor, an antineoplastic agent, an angiogenesis inhibitor and a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is a conjugate acid of a wogonin(1-). Wogonin is a natural product found in Scutellaria likiangensis, Scutellaria amoena, and other organisms with data available. A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-8. Annotation level-1 Wogonin is a naturally occurring mono-flavonoid, can inhibit the activity of CDK8 and Wnt, and exhibits anti-inflammatory and anti-tumor effects. Wogonin is a naturally occurring mono-flavonoid, can inhibit the activity of CDK8 and Wnt, and exhibits anti-inflammatory and anti-tumor effects.

   

Prunetin

5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one, 9CI

C16H12O5 (284.0684702)


Prunetin is a hydroxyisoflavone that is genistein in which the hydroxy group at position 7 is replaced by a methoxy group. It has a role as a metabolite, an EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor, an anti-inflammatory agent and an EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor. It is a hydroxyisoflavone and a member of 7-methoxyisoflavones. It is functionally related to a genistein. It is a conjugate acid of a prunetin-5-olate. Prunetin is a natural product found in Iris milesii, Prunus leveilleana, and other organisms with data available. Occurs in several Prunus subspecies and Glycyrrhiza glabra (licorice). Prunetin is found in tea, herbs and spices, and sour cherry. Prunetin is found in herbs and spices. Prunetin occurs in several Prunus species and Glycyrrhiza glabra (licorice). A hydroxyisoflavone that is genistein in which the hydroxy group at position 7 is replaced by a methoxy group. Prunetin, an O-methylated isoflavone, possesses anti-inflammatory activity. Prunetin is a potent human aldehyde dehydrogenases inhibitor[1][2]. Prunetin, an O-methylated isoflavone, possesses anti-inflammatory activity. Prunetin is a potent human aldehyde dehydrogenases inhibitor[1][2]. Prunetin, an O-methylated isoflavone, possesses anti-inflammatory activity. Prunetin is a potent human aldehyde dehydrogenases inhibitor[1][2].

   

Xenognosin B

7-Hydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

C16H12O5 (284.0684702)


Isolated from Trifolium repens (white clover). 2-Hydroxyformononetin is found in many foods, some of which are daikon radish, chervil, pummelo, and turmeric. Xenognosin B is found in green vegetables. Xenognosin B is isolated from Trifolium repens (white clover

   

Melanettin

6-hydroxy-4-(4-hydroxyphenyl)-7-methoxy-2H-chromen-2-one

C16H12O5 (284.0684702)


Melanettin is a constituent of the heartwood of Dalbergia melanoxylon [CCD]. Constituent of the heartwood of Dalbergia melanoxylon [CCD]

   

Lucidin omega-methyl ether

2-(Methoxymethyl)-1,3-dihydroxyanthraquinone

C16H12O5 (284.0684702)


   

Questin

1,6-dihydroxy-3-methyl-8-(methyloxy)anthracene-9,10-dione

C16H12O5 (284.0684702)


Questin is an antibacterial agent isolated from marine Aspergillus flavipes. Questin exhibits antibacterial activity against V. harveyi, V. anguillarum, V. cholerae, and V. parahemolyticus with MIC values of 31.25 μg/mL, 62.5 μg/mL, 62.5 μg/mL, and 125 μg/mL[1]. Questin is an antibacterial agent isolated from marine Aspergillus flavipes. Questin exhibits antibacterial activity against V. harveyi, V. anguillarum, V. cholerae, and V. parahemolyticus with MIC values of 31.25 μg/mL, 62.5 μg/mL, 62.5 μg/mL, and 125 μg/mL[1].

   
   
   

Texasin

6,7-Dihydroxy-3-(4-methoxyphenyl)-4-benzopyrone

C16H12O5 (284.0684702)


   

5,7-Dihydroxy-3-methoxyflavone

4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-methoxy-2-phenyl-

C16H12O5 (284.0684702)


3-methylgalangin is a monomethoxyflavone that is galangin in which the hydroxy group at position 3 has been replaced by a methoxy group. It has a role as a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to a galangin. Galangin 3-methyl ether is a natural product found in Gaga kaulfussii, Helichrysum aureum, and other organisms with data available. A monomethoxyflavone that is galangin in which the hydroxy group at position 3 has been replaced by a methoxy group. 5,7-Dihydroxy-3-methoxyflavone is found in herbs and spices. 5,7-Dihydroxy-3-methoxyflavone occurs in Galanga roo Occurs in Galanga root. 3-Methylgalangin is found in mexican oregano and herbs and spices. 3-O-Methylgalangin (Galangin 3-methyl ether) is a natural flavonoid compound from the rhizome of Alpinia officinarum (AO) with antibacterial activities, which also inhibits pancreatic lipase[1][2]. 3-O-Methylgalangin (Galangin 3-methyl ether) is a natural flavonoid compound from the rhizome of Alpinia officinarum (AO) with antibacterial activities, which also inhibits pancreatic lipase[1][2]. 3-O-Methylgalangin (Galangin 3-methyl ether) is a natural flavonoid compound from the rhizome of Alpinia officinarum (AO) with antibacterial activities, which also inhibits pancreatic lipase[1][2].

   

(+)-Maackiain

3-Hydroxy-8,9-(methylenedioxy)pterocarpan

C16H12O5 (284.0684702)


   

Genkwanin

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-

C16H12O5 (284.0684702)


Genkwanin is a monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated. It has a role as a metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a genkwanin(1-). Genkwanin is a natural product found in Odontites viscosus, Eupatorium capillifolium, and other organisms with data available. A monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

   

(-)-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].

   

Oroxylin A

Oroxylin A

C16H12O5 (284.0684702)


Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A inhibits the IL-6/STAT3 pathway and NF-κB signaling, inhibits cell proliferation and induces apoptosis. Oroxylin A inhibits colitis-related carcinogenesis[1][2][3][4][5]. Oroxylin A is an active flavonoid compound with strong anti-cancer effects.

   

Stevenin

6-hydroxy-4-(3-hydroxyphenyl)-7-methoxy-2H-chromen-2-one

C16H12O5 (284.0684702)


Stevenin is a polyphenol metabolite detected in biological fluids (PMID: 20428313). A polyphenol metabolite detected in biological fluids [PhenolExplorer]

   

6-hydroxy-2-(4-hydroxy-3-methoxybenzylidene)benzofuran-3(2h)-one

6-hydroxy-2-(4-hydroxy-3-methoxybenzylidene)benzofuran-3(2h)-one

C16H12O5 (284.0684702)


   
   

3-Methoxydaidzein

3-Methoxydaidzein

C16H12O5 (284.0684702)


   

Farnisin

7-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


Farnisin is a constituent of the seeds of Acacia farnesiana (sweet acacia)

   

Negletein

Negletein

C16H12O5 (284.0684702)


Negletein is a neuroprotectant enhances the action of nerve growth factor and induces neurite outgrowth in PC12 cells. Negletein shows promising anti-inflammatory activity via inhibition of TNF-α and IL-1β with IC50 values of 16.4 and 10.8 μM, respectively[1]. Negletein is a neuroprotectant enhances the action of nerve growth factor and induces neurite outgrowth in PC12 cells. Negletein shows promising anti-inflammatory activity via inhibition of TNF-α and IL-1β with IC50 values of 16.4 and 10.8 μM, respectively[1].

   

4,7-dihydroxy-6-methoxyflavone

4,7-dihydroxy-6-methoxyflavone

C16H12O5 (284.0684702)


   
   

1,5-Dihydroxy-2-methoxy-6-methylanthraquinone

1,5-dihydroxy-2-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

C16H12O5 (284.0684702)


1,5-Dihydroxy-2-methoxy-6-methylanthraquinone is found in fruits. 1,5-Dihydroxy-2-methoxy-6-methylanthraquinone is isolated from the stem bark of Aegle marmelos (baelfruit). Isolated from the stem bark of Aegle marmelos (baelfruit). 1,5-Dihydroxy-2-methoxy-6-methylanthraquinone is found in fruits.

   

7,8-Dihydroxy-4-methoxyisoflavone

7,8-Dihydroxy-4-methoxyisoflavone

C16H12O5 (284.0684702)


   

2-(6-Hydroxy-2-methoxy-3,4-methylenedioxyphenyl)benzofuran

2-(6-Hydroxy-2-methoxy-3,4-methylenedioxyphenyl)benzofuran

C16H12O5 (284.0684702)


2-(6-Hydroxy-2-methoxy-3,4-methylenedioxyphenyl)benzofuran is found in cereals and cereal products. 2-(6-Hydroxy-2-methoxy-3,4-methylenedioxyphenyl)benzofuran is found in Bakers yeas

   

Cajaquinone

3,7-dihydroxy-1-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

C16H12O5 (284.0684702)


Cajaquinone is found in pigeon pea. Cajaquinone is isolated from the root of Cajanus cajan (pigeon pea). Isolated from the root of Cajanus cajan (pigeon pea). Cajaquinone is found in pigeon pea and pulses.

   

5-O-Methylgenistein

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

C16H12O5 (284.0684702)


5-o-methylgenistein is a member of the class of compounds known as isoflavones. Isoflavones are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, 5-o-methylgenistein is considered to be a flavonoid lipid molecule. 5-o-methylgenistein is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5-o-methylgenistein can be found in scarlet bean, which makes 5-o-methylgenistein a potential biomarker for the consumption of this food product.

   

Oroxylin_A

4H-1-Benzopyran-4-one, 5,7-dihydroxy-6-methoxy-2-phenyl-

C16H12O5 (284.0684702)


Oroxylin A is a dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-6. It has a role as an antineoplastic agent and an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It is a monomethoxyflavone and a dihydroxyflavone. It is a conjugate acid of an oroxylin A(1-). Oroxylin A is a natural product found in Scutellaria likiangensis, Scutellaria amoena, and other organisms with data available. Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A inhibits the IL-6/STAT3 pathway and NF-κB signaling, inhibits cell proliferation and induces apoptosis. Oroxylin A inhibits colitis-related carcinogenesis[1][2][3][4][5]. Oroxylin A is an active flavonoid compound with strong anti-cancer effects.

   

Negletein

4H-1-Benzopyran-4-one, 5,6-dihydroxy-7-methoxy-2-phenyl-

C16H12O5 (284.0684702)


Negletein is a member of flavonoids and an ether. Negletein is a natural product found in Stachys palustris, Desmos chinensis, and other organisms with data available. Negletein is a neuroprotectant enhances the action of nerve growth factor and induces neurite outgrowth in PC12 cells. Negletein shows promising anti-inflammatory activity via inhibition of TNF-α and IL-1β with IC50 values of 16.4 and 10.8 μM, respectively[1]. Negletein is a neuroprotectant enhances the action of nerve growth factor and induces neurite outgrowth in PC12 cells. Negletein shows promising anti-inflammatory activity via inhibition of TNF-α and IL-1β with IC50 values of 16.4 and 10.8 μM, respectively[1].

   

6,4-Dihydroxy-3-methoxyaurone

6,4-Dihydroxy-3-methoxyaurone

C16H12O5 (284.0684702)


   

Macrosporin

Macrosporin

C16H12O5 (284.0684702)


CONFIDENCE isolated standard

   
   
   

1-O-Methylemodin

1,3-Dihydroxy-8-methoxy-6-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   
   

7-methoxy-2,4-dihydroxyisoflavone

7-methoxy-2,4-dihydroxyisoflavone

C16H12O5 (284.0684702)


   
   
   

Anthragallol 1,3-dimethyl ether

Anthragallol 1,3-dimethyl ether

C16H12O5 (284.0684702)


   
   

Lespedezol A4

8,9-Dihydroxy-3-methoxypterocarpene

C16H12O5 (284.0684702)


   

2-carbomethoxy-6-methoxyxanthone

2-carbomethoxy-6-methoxyxanthone

C16H12O5 (284.0684702)


   
   

8,4-dihydroxy-7-methoxyisoflavone

8,4-dihydroxy-7-methoxyisoflavone

C16H12O5 (284.0684702)


   

Cicerfuran

6-Hydroxy-2-methoxy-4,5-methylenedioxy-2-arylbenzofuran

C16H12O5 (284.0684702)


   

Abronisoflavone

5,7,2-Trihydroxy-6-methoxyisoflavone

C16H12O5 (284.0684702)


   

7,2-Dihydroxy-5-methoxyisoflavone

7,2-Dihydroxy-5-methoxyisoflavone

C16H12O5 (284.0684702)


   
   

Morindone-5-methyl ether

Morindone-5-methyl ether

C16H12O5 (284.0684702)


   
   
   

Mutabilein

5,7-Dihydroxy-3-methoxyisoflavone

C16H12O5 (284.0684702)


   

2,3-Dimethoxy-9-hydroxy-1,4-anthraquinone

2,3-Dimethoxy-9-hydroxy-1,4-anthraquinone

C16H12O5 (284.0684702)


   
   

O(C)c1c(O)c2C(=O)c3c(O)c(C)ccc3C(=O)c2cc1

O(C)c1c(O)c2C(=O)c3c(O)c(C)ccc3C(=O)c2cc1

C16H12O5 (284.0684702)


   

Isalpinin

4H-1-Benzopyran-4-one, 3,5-dihydroxy-7-methoxy-2-phenyl-

C16H12O5 (284.0684702)


   

2-Hydroxy-4-methoxy-5,6-methylenedioxy-2-phenylbenzofuran

2-Hydroxy-4-methoxy-5,6-methylenedioxy-2-phenylbenzofuran

C16H12O5 (284.0684702)


   

7,2-Dihydroxy-5-methoxyflavone

7-Hydroxy-2- (2-hydroxyphenyl) -5-methoxy-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

6-Methylapigenin

5,7-Dihydroxy-2- (4-hydroxyphenyl) -6-methyl-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

Acacetin

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-METHOXYPHENYL)-

C16H12O5 (284.0684702)


5,7-dihydroxy-4-methoxyflavone is a monomethoxyflavone that is the 4-methyl ether derivative of apigenin. It has a role as an anticonvulsant and a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-olate. Acacetin is a natural product found in Verbascum lychnitis, Odontites viscosus, and other organisms with data available. A monomethoxyflavone that is the 4-methyl ether derivative of apigenin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one, also known as 4-methoxy-5,7-dihydroxyflavone or acacetin, is a member of the class of compounds known as 4-o-methylated flavonoids. 4-o-methylated flavonoids are flavonoids with methoxy groups attached to the C4 atom of the flavonoid backbone. Thus, 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one can be synthesized from apigenin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is also a parent compound for other transformation products, including but not limited to, acacetin-7-O-beta-D-galactopyranoside, acacetin-8-C-neohesperidoside, and isoginkgetin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one can be found in ginkgo nuts, orange mint, and winter savory, which makes 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one a potential biomarker for the consumption of these food products. Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.223 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.225 Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2]. Acacetin (5,7-Dihydroxy-4'-methoxyflavone) is an orally active flavonoid derived from Dendranthema morifolium. Acacetin docks in the ATP binding pocket of PI3Kγ. Acacetin causes cell cycle arrest and induces apoptosis and autophagy in cancer cells. Acacetin has potent anti-cancer and anti-inflammatory activity and has the potential for pain-related diseases research[1][2].

   

5,8-Dihydroxy-7-methoxyflavone

5,8-Dihydroxy-7-methoxyflavone

C16H12O5 (284.0684702)


   

Retusin(Dalbergia)

7,8-Dihydroxy-4-methoxyisoflavone

C16H12O5 (284.0684702)


   

7,2-Dihydroxy-4-methoxy-3-phenylcoumarin

7,2-Dihydroxy-4-methoxy-3-phenylcoumarin

C16H12O5 (284.0684702)


   

7,2-Dihydroxy-6-methoxyisoflavone

7,2-Dihydroxy-6-methoxyisoflavone

C16H12O5 (284.0684702)


   

5,7-Dihydroxy-4-methoxy-4-phenylcoumarin

5,7-Dihydroxy-4-methoxy-4-phenylcoumarin

C16H12O5 (284.0684702)


   

7,3-Dihydroxy-4-methoxy-4-phenylcoumarin

7,3-Dihydroxy-4-methoxy-4-phenylcoumarin

C16H12O5 (284.0684702)


   

physcion

9,10-Anthracenedione, 1,8-dihydroxy-3-methoxy-6-methyl- (9CI)

C16H12O5 (284.0684702)


Physcion, also known as emodin monomethyl ether or parienin, is a member of the class of compounds known as anthraquinones. Anthraquinones are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Physcion is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Physcion can be synthesized from 2-methylanthraquinone. Physcion can also be synthesized into torososide B and physcion 8-gentiobioside. Physcion can be found in common sage, garden rhubarb, and sorrel, which makes physcion a potential biomarker for the consumption of these food products. Physcion has also been shown to protect lichens against UV-B light, at high altitudes in Alpine regions. The UV-B light stimulates production of parietin and the parietin protects the lichens from damage. Lichens in arctic regions such as Svarlbard retain this capability though they do not encounter damaging levels of UV-B, a capability that could help protect the lichens in case of Ozone layer thinning .

   

7,3-Dihydroxy-5-methoxyisoflavone

7,3-dihydroxyl-5-methoxyisoflavone

C16H12O5 (284.0684702)


7,3-Dihydroxy-5-methoxyisoflavone is a natural product found in Dalbergia odorifera with data available.

   

Galangin 5-methyl ether

Galangin 5-methyl ether

C16H12O5 (284.0684702)


   

Lucidin 3-methyl ether

1-Hydroxy-2-(hydroxymethyl)-3-methoxyanthraquinone

C16H12O5 (284.0684702)


   

8-C-Methylgalangin

3,5,7-Trihydroxy-8-methylflavone

C16H12O5 (284.0684702)


   

Thevetiaflavone

4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-

C16H12O5 (284.0684702)


Thevetiaflavone is a natural product found in Brucea javanica, Heliotropium sinuatum, and other organisms with data available.

   

3-Methoxydaidzein

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

C16H12O5 (284.0684702)


7,4-dihydroxy-3-methoxyisoflavone is a member of the class of 7-hydroxyisoflavones that is 7,4-dihydroxyisoflavone substituted by a methoxy group at position 3. It is isolated from the heart woods of Maackia amurensis subsp buergeri and Dalbergia louveli and exhibits antiplasmodial ativity. It has a role as a metabolite and an antiplasmodial drug. It is a methoxyisoflavone and a member of 7-hydroxyisoflavones. 3-Methoxydaidzein is a natural product found in Dalbergia parviflora, Dalbergia spruceana, and other organisms with data available. A member of the class of 7-hydroxyisoflavones that is 7,4-dihydroxyisoflavone substituted by a methoxy group at position 3. It is isolated from the heart woods of Maackia amurensis subsp buergeri and Dalbergia louveli and exhibits antiplasmodial ativity.

   

Oroxylin A

5,7-dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A inhibits the IL-6/STAT3 pathway and NF-κB signaling, inhibits cell proliferation and induces apoptosis. Oroxylin A inhibits colitis-related carcinogenesis[1][2][3][4][5]. Oroxylin A is an active flavonoid compound with strong anti-cancer effects.

   

5-Deoxyrhamnocitrin

3,4-Dihydroxy-7-methoxyflavone

C16H12O5 (284.0684702)


   

Echioidinin

5-Hydroxy-2- (2-hydroxyphenyl) -7-methoxy-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

Geraldone

7,4-Dihydroxy-3-methoxyflavone

C16H12O5 (284.0684702)


A dihydroxyflavone that is the 5-deoxy-derivative of 4,5,7-trihydroxy-3-methoxyflavone (chrysoeriol).

   

Kakkatin

6,4-Dihydroxy-7-methoxyisoflavone

C16H12O5 (284.0684702)


   

Teralin

7,4-Dihydroxy-2-methoxyisoflavone

C16H12O5 (284.0684702)


   

Zuccagin

3,7-Dihydroxy-8-methoxyflavone

C16H12O5 (284.0684702)


   

olmelin

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

C16H12O5 (284.0684702)


D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens D020011 - Protective Agents > D016588 - Anticarcinogenic Agents D000970 - Antineoplastic Agents Biochanin A is a naturally occurring fatty acid amide hydrolase (FAAH) inhibitor, which inhibits FAAH with IC50s of 1.8, 1.4 and 2.4 μM for mouse, rat, and human FAAH, respectively. Biochanin A is a naturally occurring fatty acid amide hydrolase (FAAH) inhibitor, which inhibits FAAH with IC50s of 1.8, 1.4 and 2.4 μM for mouse, rat, and human FAAH, respectively. Biochanin A is a naturally occurring fatty acid amide hydrolase (FAAH) inhibitor, which inhibits FAAH with IC50s of 1.8, 1.4 and 2.4 μM for mouse, rat, and human FAAH, respectively.

   

Cyclosin

7-Hydroxy-3- (3-hydroxy-4-methoxyphenyl) -4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


Calycosin is a natural compound with antioxidant and anti-inflammatory activity. Calycosin is a natural compound with antioxidant and anti-inflammatory activity.

   

Farnisin

7-Hydroxy-2- (3-hydroxy-4-methoxyphenyl) -4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

Texasin

6,7-Dihydroxy-3-(4-methoxyphenyl)-4-benzopyrone

C16H12O5 (284.0684702)


   

3-methylgalangin

5,7-Dihydroxy-3-methoxy-2-phenyl-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


3-O-Methylgalangin (Galangin 3-methyl ether) is a natural flavonoid compound from the rhizome of Alpinia officinarum (AO) with antibacterial activities, which also inhibits pancreatic lipase[1][2]. 3-O-Methylgalangin (Galangin 3-methyl ether) is a natural flavonoid compound from the rhizome of Alpinia officinarum (AO) with antibacterial activities, which also inhibits pancreatic lipase[1][2]. 3-O-Methylgalangin (Galangin 3-methyl ether) is a natural flavonoid compound from the rhizome of Alpinia officinarum (AO) with antibacterial activities, which also inhibits pancreatic lipase[1][2].

   

Genkwanin

4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-

C16H12O5 (284.0684702)


Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities. Genkwanin is a major non-glycosylated flavonoid with anti-flammatory activities.

   

Melannin

6-Hydroxy-4- (4-hydroxyphenyl) -7-methoxy-2H-1-benzopyran-2-one

C16H12O5 (284.0684702)


   

Prunetin

4H-1-Benzopyran-4-one, 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-

C16H12O5 (284.0684702)


Prunetin, an O-methylated isoflavone, possesses anti-inflammatory activity. Prunetin is a potent human aldehyde dehydrogenases inhibitor[1][2]. Prunetin, an O-methylated isoflavone, possesses anti-inflammatory activity. Prunetin is a potent human aldehyde dehydrogenases inhibitor[1][2]. Prunetin, an O-methylated isoflavone, possesses anti-inflammatory activity. Prunetin is a potent human aldehyde dehydrogenases inhibitor[1][2].

   

Stevenin

6-Hydroxy-4- (3-hydroxyphenyl) -7-methoxy-2H-1-benzopyran-2-one

C16H12O5 (284.0684702)


   

5-O-Methylgenistein

5-O-Methylgenistein

C16H12O5 (284.0684702)


   
   

Brazilein

Benz(b)indeno(1,2-d)pyran-9(6H)-one, 6a,7-dihydro-3,6a,10-trihydroxy-

C16H12O5 (284.0684702)


A organic heterotetracyclic compound that is a red pigment obtained from the wood of Caesalpinia echinata (Brazil-wood) or Caesalpinia sappan (sappan-wood).

   
   
   

Obtusifolin

2,8-DIHYDROXY-1-METHOXY-3-METHYL-9,10-DIHYDROANTHRACENE-9,10-DIONE

C16H12O5 (284.0684702)


Obtusifolin is a dihydroxyanthraquinone. Obtusifolin is a natural product found in Senna obtusifolia and Senna tora with data available. Obtusifolin, isolated from the seeds of Cassia obtusifolia, regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via inhibiting NF-kB pathway[1]. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein[2]. Obtusifolin, isolated from the seeds of Cassia obtusifolia, regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via inhibiting NF-kB pathway[1]. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein[2].

   

(e)-3-(3,4-dihydroxybenzylidene)-7-hydroxychroman-4-one

(e)-3-(3,4-dihydroxybenzylidene)-7-hydroxychroman-4-one

C16H12O5 (284.0684702)


   
   

6,4-dihydroxy-7-methoxyflavone|Arjunolone

6,4-dihydroxy-7-methoxyflavone|Arjunolone

C16H12O5 (284.0684702)


   
   

1-O-Methylnataloe-emodin

1-O-Methylnataloe-emodin

C16H12O5 (284.0684702)


   

1,8-dihydroxy-6-methoxy-2-methyl-anthraquinone|6-Me ether-1,6,8-Trihydroxy-2-methylanthraquinone

1,8-dihydroxy-6-methoxy-2-methyl-anthraquinone|6-Me ether-1,6,8-Trihydroxy-2-methylanthraquinone

C16H12O5 (284.0684702)


   

islandicin 4-methyl ether

islandicin 4-methyl ether

C16H12O5 (284.0684702)


   

5,6-Dihydroxy-8-methoxy-2-phenyl-chromen-4-on|5,6-dihydroxy-8-methoxy-2-phenyl-chromen-4-one|5,6-dihydroxy-8-methoxyflavone|wogonin

5,6-Dihydroxy-8-methoxy-2-phenyl-chromen-4-on|5,6-dihydroxy-8-methoxy-2-phenyl-chromen-4-one|5,6-dihydroxy-8-methoxyflavone|wogonin

C16H12O5 (284.0684702)


   
   

6,7-dihydroxy-4-methoxy-4-phenylcoumarin|6,7-dihydroxy-4-(4-methoxy-phenyl)-chromen-2-one|6,7-Dihydroxy-4-(4-methoxy-phenyl)-cumarin

6,7-dihydroxy-4-methoxy-4-phenylcoumarin|6,7-dihydroxy-4-(4-methoxy-phenyl)-chromen-2-one|6,7-Dihydroxy-4-(4-methoxy-phenyl)-cumarin

C16H12O5 (284.0684702)


   

1-hydroxy-2,5-dimethoxy-9,10-anthraquinone

1-hydroxy-2,5-dimethoxy-9,10-anthraquinone

C16H12O5 (284.0684702)


   
   
   

1-Hydroxy-2,3-dimethoxyanthracene-9,10-dione

1-Hydroxy-2,3-dimethoxyanthracene-9,10-dione

C16H12O5 (284.0684702)


   
   

4,4,6-Trihydroxy-7-methylaurone

4,4,6-Trihydroxy-7-methylaurone

C16H12O5 (284.0684702)


   

(E)-3-(4-hydroxybenzylidene)-6-hydroxy-4-methoxybenzo-2(3H)-furanone|4,6-dihydroxy-4-methoxyisoaurone

(E)-3-(4-hydroxybenzylidene)-6-hydroxy-4-methoxybenzo-2(3H)-furanone|4,6-dihydroxy-4-methoxyisoaurone

C16H12O5 (284.0684702)


   

7-Hydroxy-5,6-dimethoxy-1,4-phenanthrene-quinone|7-hydroxy-5,6-dimethoxy-1,4-phenanthrenequinone

7-Hydroxy-5,6-dimethoxy-1,4-phenanthrene-quinone|7-hydroxy-5,6-dimethoxy-1,4-phenanthrenequinone

C16H12O5 (284.0684702)


   

9,10-Anthracenedione, 1,3-dihydroxy-4-methoxy-2-methyl-

9,10-Anthracenedione, 1,3-dihydroxy-4-methoxy-2-methyl-

C16H12O5 (284.0684702)


   

1,4-dihydroxy-2-methoxy-7-methylanthracene-9,10-dione

1,4-dihydroxy-2-methoxy-7-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   
   

Galangin-5-methylether

Galangin-5-methylether

C16H12O5 (284.0684702)


   

1,6-dihydroxy-7-methoxy-2-methylanthraquinone|heterophylline

1,6-dihydroxy-7-methoxy-2-methylanthraquinone|heterophylline

C16H12O5 (284.0684702)


   

7,5-dihydroxy-2-methoxyisoflavone

7,5-dihydroxy-2-methoxyisoflavone

C16H12O5 (284.0684702)


   
   

methyl 8-hydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate

methyl 8-hydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate

C16H12O5 (284.0684702)


A member of the class of xanthones that is 9H-xanthene substituted by a hydroxy group at position 8. a methyl group at position 6, an oxo group at position 9 and a methoxy carbonyl at position 1. It has been isolated from the fungus Aspergillus sydowii.

   

6,7-dihydroxy-1-methoxy-2-methylanthraquinone

6,7-dihydroxy-1-methoxy-2-methylanthraquinone

C16H12O5 (284.0684702)


   

3,6-dihydroxy-1-methoxy-7-methylanthraquinone|Cajachinon

3,6-dihydroxy-1-methoxy-7-methylanthraquinone|Cajachinon

C16H12O5 (284.0684702)


   

OC1=CC(=CC=2C(C3=CC(=C(C=C3C(C1=2)=O)C)O)=O)OC

OC1=CC(=CC=2C(C3=CC(=C(C=C3C(C1=2)=O)C)O)=O)OC

C16H12O5 (284.0684702)


   
   

1,3-dihydroxy-6-methoxy-2-methyl-9,10-anthraquinone

1,3-dihydroxy-6-methoxy-2-methyl-9,10-anthraquinone

C16H12O5 (284.0684702)


A member of the class of hydroxyanthraquinones that is 9,10-anthraquinone substituted by hydroxy groups at positions 1 and 3, a methyl group at position 2 and a methoxy group at position 6. It has been isolated from the roots of Rubia yunnanensis.

   

1,2-dihydroxy-8-methoxy-3-methylanthraquinone

1,2-dihydroxy-8-methoxy-3-methylanthraquinone

C16H12O5 (284.0684702)


   
   

5-hydroxy-2,3-dimethoxyphenanthrene-1,4-dione

5-hydroxy-2,3-dimethoxyphenanthrene-1,4-dione

C16H12O5 (284.0684702)


   

(2S)-8-formyl-5,7-dihydroxyflavanone

(2S)-8-formyl-5,7-dihydroxyflavanone

C16H12O5 (284.0684702)


   
   

3-hydroxy-9-methoxycoumestan

3-hydroxy-9-methoxycoumestan

C16H12O5 (284.0684702)


   

5,3-dihydroxy-7-methoxyflavone|5-Hydroxy-2-(3-hydroxy-phenyl)-7-methoxy-chromen-4-on|5-hydroxy-2-(3-hydroxy-phenyl)-7-methoxy-chromen-4-one

5,3-dihydroxy-7-methoxyflavone|5-Hydroxy-2-(3-hydroxy-phenyl)-7-methoxy-chromen-4-on|5-hydroxy-2-(3-hydroxy-phenyl)-7-methoxy-chromen-4-one

C16H12O5 (284.0684702)


   

3,7-dihydroxy-6-methoxyflavone

3,7-dihydroxy-6-methoxyflavone

C16H12O5 (284.0684702)


   

Izalpinin

3,5-Dihydroxy-7-methoxyflavone

C16H12O5 (284.0684702)


   

2-Methyl-3,6-dihydroxy-4-methoxyanthraquinone

2-Methyl-3,6-dihydroxy-4-methoxyanthraquinone

C16H12O5 (284.0684702)


   
   

Monodictyquinone A

Monodictyquinone A

C16H12O5 (284.0684702)


   

methyl 3,6-dihydroxy-2-[2-(2-hydroxyphenyl)ethynyl]benzoate

methyl 3,6-dihydroxy-2-[2-(2-hydroxyphenyl)ethynyl]benzoate

C16H12O5 (284.0684702)


   
   

7-hydroxy-3-(2-hydroxy-5-methoxyphenyl)chromen-4-one

7-hydroxy-3-(2-hydroxy-5-methoxyphenyl)chromen-4-one

C16H12O5 (284.0684702)


   
   

Erythribyssin B|[3,9-dihydroxy-(6aR,11aR)-10-formyl]pterocarpan

Erythribyssin B|[3,9-dihydroxy-(6aR,11aR)-10-formyl]pterocarpan

C16H12O5 (284.0684702)


   

1,8-Dihydroxy-3-(hydroxymethyl)-6-methylanthracene-9,10-dione

1,8-Dihydroxy-3-(hydroxymethyl)-6-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   
   

1-HYDROXY-2-(HYDROXYMETHYL)-3-METHOXYANTHRACENE-9,10-DIONE

1-HYDROXY-2-(HYDROXYMETHYL)-3-METHOXYANTHRACENE-9,10-DIONE

C16H12O5 (284.0684702)


   

8-Me ether-1,3,8-Trihydroxy-2-methylanthraquinone

8-Me ether-1,3,8-Trihydroxy-2-methylanthraquinone

C16H12O5 (284.0684702)


   
   

1,5-dihydroxy-3-methoxy-7-methylanthracene-9,10-dione

1,5-dihydroxy-3-methoxy-7-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

1,2-dihydroxy-3-methoxy-6-methylanthraquinone

1,2-dihydroxy-3-methoxy-6-methylanthraquinone

C16H12O5 (284.0684702)


   

1,3-dihydroxy-6-methoxy-7-methyl-anthraquinone

1,3-dihydroxy-6-methoxy-7-methyl-anthraquinone

C16H12O5 (284.0684702)


   
   

(E)-4-[4-(2-carboxyethenyl)phenoxy]benzoic acid

(E)-4-[4-(2-carboxyethenyl)phenoxy]benzoic acid

C16H12O5 (284.0684702)


   
   
   

2-Methyl-4-methoxy-3,8-dihydroxy-9,10-anthraquinone

2-Methyl-4-methoxy-3,8-dihydroxy-9,10-anthraquinone

C16H12O5 (284.0684702)


   

6-methylgenistein

6-methylgenistein

C16H12O5 (284.0684702)


   

4,5,10-Trihydroxy-anthracen-2-carbonsaeure-methylester|4,5,10-trihydroxy-anthracene-2-carboxylic acid methyl ester|Monorhein-anthranol

4,5,10-Trihydroxy-anthracen-2-carbonsaeure-methylester|4,5,10-trihydroxy-anthracene-2-carboxylic acid methyl ester|Monorhein-anthranol

C16H12O5 (284.0684702)


   
   
   

1,4-Anthracenedione, 9-hydroxy-2,3-dimethoxy-

1,4-Anthracenedione, 9-hydroxy-2,3-dimethoxy-

C16H12O5 (284.0684702)


   

Rubianthraquinone

Rubianthraquinone

C16H12O5 (284.0684702)


A member of the class of hydroxyanthraquinones that is anthracene-9,10-dione substituted by hydroxy groups at positions 3 and 6, a methoxy group at position 1 and a methyl group at position 2. It has been isolated from the roots of Rubia yunnanensis.

   
   

Glycitein

4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-

C16H12O5 (284.0684702)


A natural product found in Cordyceps sinensis. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens Glycitein is a soy isoflavone used to study apoptosis and antioxidant. Glycitein is a soy isoflavone used to study apoptosis and antioxidant.

   
   

7,2-dihydroxy-4,5-methylenedioxyisoflav-3-ene

7,2-dihydroxy-4,5-methylenedioxyisoflav-3-ene

C16H12O5 (284.0684702)


   

Sappanone_A

4H-1-Benzopyran-4-one, 3-((3,4-dihydroxyphenyl)methylene)-2,3-dihydro-7-hydroxy-, (3E)-

C16H12O5 (284.0684702)


Sappanone A is a natural product found in Biancaea decapetala, Biancaea sappan, and Caesalpinia pulcherrima with data available. Sappanone A is a homoisoflavanone which exhibits anti-inflammatory effects via modulation of Nrf2 and NF-κB. Sappanone can attenuate allergic airway inflammation in Ovalbumin-induced asthma[1].

   

8YF10MN2ZW

9,10-Anthracenedione, 3-hydroxy-2-(hydroxymethyl)-1-methoxy-

C16H12O5 (284.0684702)


Damnacanthol is a natural product found in Damnacanthus major, Neonauclea calycina, and other organisms with data available.

   

Biochanin A

4-Methylgenistein (Biochanin A)

C16H12O5 (284.0684702)


Annotation level-1 D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens relative retention time with respect to 9-anthracene Carboxylic Acid is 1.140 D020011 - Protective Agents > D016588 - Anticarcinogenic Agents D000970 - Antineoplastic Agents relative retention time with respect to 9-anthracene Carboxylic Acid is 1.141 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.139 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.137 IPB_RECORD: 2161; CONFIDENCE confident structure Biochanin A is a naturally occurring fatty acid amide hydrolase (FAAH) inhibitor, which inhibits FAAH with IC50s of 1.8, 1.4 and 2.4 μM for mouse, rat, and human FAAH, respectively. Biochanin A is a naturally occurring fatty acid amide hydrolase (FAAH) inhibitor, which inhibits FAAH with IC50s of 1.8, 1.4 and 2.4 μM for mouse, rat, and human FAAH, respectively. Biochanin A is a naturally occurring fatty acid amide hydrolase (FAAH) inhibitor, which inhibits FAAH with IC50s of 1.8, 1.4 and 2.4 μM for mouse, rat, and human FAAH, respectively.

   

Biochanin_A

Biochanin_A

C16H12O5 (284.0684702)


Acquisition and generation of the data is financially supported by the Max-Planck-Society

   

7-Hydroxy-3-(2-methoxy-phenoxy)-chromen-4-one

NCGC00043889-02!7-Hydroxy-3-(2-methoxy-phenoxy)-chromen-4-one

C16H12O5 (284.0684702)


   

Questin_120240

Questin_120240

C16H12O5 (284.0684702)


Questin is an antibacterial agent isolated from marine Aspergillus flavipes. Questin exhibits antibacterial activity against V. harveyi, V. anguillarum, V. cholerae, and V. parahemolyticus with MIC values of 31.25 μg/mL, 62.5 μg/mL, 62.5 μg/mL, and 125 μg/mL[1]. Questin is an antibacterial agent isolated from marine Aspergillus flavipes. Questin exhibits antibacterial activity against V. harveyi, V. anguillarum, V. cholerae, and V. parahemolyticus with MIC values of 31.25 μg/mL, 62.5 μg/mL, 62.5 μg/mL, and 125 μg/mL[1].

   

5,7-Dihydroxy-2-methoxyflavone

5,7-Dihydroxy-2-methoxyflavone

C16H12O5 (284.0684702)


   

5,7-dihydroxy-8-methoxy-2-phenylchromen-4-one

NCGC00247464-02!5,7-dihydroxy-8-methoxy-2-phenylchromen-4-one

C16H12O5 (284.0684702)


   
   

5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one

NCGC00017369-11!5,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one

C16H12O5 (284.0684702)


   

5,6-dihydroxy-7-methoxy-2-phenylchromen-4-one

NCGC00385058-01!5,6-dihydroxy-7-methoxy-2-phenylchromen-4-one

C16H12O5 (284.0684702)


   

7-hydroxy-3-(4-hydroxyphenyl)-5-methoxychromen-4-one

NCGC00169144-02!7-hydroxy-3-(4-hydroxyphenyl)-5-methoxychromen-4-one

C16H12O5 (284.0684702)


   

2-Hydroxyformononetin

2-Hydroxyformononetin

C16H12O5 (284.0684702)


A methoxyisoflavone that is formononetin with a hydroxy group at position 2.

   
   

Calycosin

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

C16H12O5 (284.0684702)


Calycosin is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at the 3 position and a methoxy group at the 4 position. It has a role as a metabolite and an antioxidant. It is a member of 7-hydroxyisoflavones and a member of 4-methoxyisoflavones. It is functionally related to an isoflavone. It is a conjugate acid of a calycosin(1-). Calycosin is a natural product found in Thermopsis lanceolata, Hedysarum polybotrys, and other organisms with data available. A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at the 3 position and a methoxy group at the 4 position. Calycosin is a natural compound with antioxidant and anti-inflammatory activity. Calycosin is a natural compound with antioxidant and anti-inflammatory activity.

   

5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one

5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one

C16H12O5 (284.0684702)


   

(2Z)-6-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-benzofuran-3-one

(2Z)-6-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-benzofuran-3-one

C16H12O5 (284.0684702)


   
   

Isoflavone base + 2O, 1MeO

Isoflavone base + 2O, 1MeO

C16H12O5 (284.0684702)


Annotation level-2

   

Flavone base + 2O+1MeO

Flavone base + 2O+1MeO

C16H12O5 (284.0684702)


Annotation level-3

   

Flavone base + 2O, 1MeO

Flavone base + 2O, 1MeO

C16H12O5 (284.0684702)


Annotation level-3

   
   
   

(2Z)-6-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-benzofuran-3-one_major

(2Z)-6-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-benzofuran-3-one_major

C16H12O5 (284.0684702)


   

7-O-methyl_ galangin

7-O-methyl_ galangin

C16H12O5 (284.0684702)


   

GENISTEIN, 8-METHYL

GENISTEIN, 8-METHYL

C16H12O5 (284.0684702)


   

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].

   

2-Benzofuranyl-3-methoxy-4,5-methylenedioxyphenol

2-(6-Hydroxy-2-methoxy-3,4-methylenedioxyphenyl)benzofuran

C16H12O5 (284.0684702)


   

Cajaquinone

3,7-dihydroxy-1-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

C16H12O5 (284.0684702)


   

1,5-dihydroxy-2-methoxy-6-methylanthraquinone

1,5-dihydroxy-2-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

C16H12O5 (284.0684702)


   

Xenognosin B

7-Hydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

C16H12O5 (284.0684702)


   

(3-formylphenyl) 2-acetyloxybenzoate

(3-formylphenyl) 2-acetyloxybenzoate

C16H12O5 (284.0684702)


   

1,8-DIHYDROXY-2-METHOXY-3-METHYL-ANTHRAQUINONE

1,8-DIHYDROXY-2-METHOXY-3-METHYL-ANTHRAQUINONE

C16H12O5 (284.0684702)


   

4-Demethyleucomin

4-Demethyleucomin

C16H12O5 (284.0684702)


   

7-hydroxy-3-(4-methoxyphenoxy)chromen-4-one

7-hydroxy-3-(4-methoxyphenoxy)chromen-4-one

C16H12O5 (284.0684702)


   

2-(6-OXO-6H-BENZO[C]CHROMEN-3-YLOXY)-PROPIONIC ACID

2-(6-OXO-6H-BENZO[C]CHROMEN-3-YLOXY)-PROPIONIC ACID

C16H12O5 (284.0684702)


   

7,4-Dihydroxy, 8-methoxyflavone

7,4-Dihydroxy, 8-methoxyflavone

C16H12O5 (284.0684702)


   

2-(9h-Xanthen-9-yl)-malonic acid

2-(9h-Xanthen-9-yl)-malonic acid

C16H12O5 (284.0684702)


   

(4-Ethyl-2-oxochromen-7-yl) furan-2-carboxylate

(4-Ethyl-2-oxochromen-7-yl) furan-2-carboxylate

C16H12O5 (284.0684702)


   

7-hydroxy-3-(2-methoxyphenoxy)-4H-chromen-4-one

7-hydroxy-3-(2-methoxyphenoxy)-4H-chromen-4-one

C16H12O5 (284.0684702)


   
   

Oroxylin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-6-methoxy-2-phenyl-

C16H12O5 (284.0684702)


Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A inhibits the IL-6/STAT3 pathway and NF-κB signaling, inhibits cell proliferation and induces apoptosis. Oroxylin A inhibits colitis-related carcinogenesis[1][2][3][4][5]. Oroxylin A is an active flavonoid compound with strong anti-cancer effects.

   

21913-98-4

7-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)chromen-4-one

C16H12O5 (284.0684702)


   

AIDS-098141

1,3-dihydroxy-2-(methoxymethyl)anthracene-9,10-dione

C16H12O5 (284.0684702)


   

3-Hydroxy-8,9-methylenedioxypterocarpane

3-Hydroxy-8,9-methylenedioxypterocarpane

C16H12O5 (284.0684702)


   

4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(2-methoxyphenyl)-

4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(2-methoxyphenyl)-

C16H12O5 (284.0684702)


   

1,7-Dihydroxy-6-methoxy-2-methylanthraquinone

1,7-Dihydroxy-6-methoxy-2-methylanthraquinone

C16H12O5 (284.0684702)


   

(6aS)-6a,9,10-trihydroxy-6,7-dihydroindeno[2,1-c]chromen-3-one

(6aS)-6a,9,10-trihydroxy-6,7-dihydroindeno[2,1-c]chromen-3-one

C16H12O5 (284.0684702)


   

4-Methoxy-7,8-dihydroxyflavone

4-Methoxy-7,8-dihydroxyflavone

C16H12O5 (284.0684702)


   

4,8-Dihydroxy-7-methoxyflavone

4,8-Dihydroxy-7-methoxyflavone

C16H12O5 (284.0684702)


   

7-Hydroxy-2-(3-hydroxyphenyl)-8-methoxychromen-4-one

7-Hydroxy-2-(3-hydroxyphenyl)-8-methoxychromen-4-one

C16H12O5 (284.0684702)


   

(1R,12R)-6,8,11,19-tetraoxapentacyclo[10.8.0.02,10.05,9.013,18]icosa-2(10),3,5(9),13(18),14,16-hexaen-16-ol

(1R,12R)-6,8,11,19-tetraoxapentacyclo[10.8.0.02,10.05,9.013,18]icosa-2(10),3,5(9),13(18),14,16-hexaen-16-ol

C16H12O5 (284.0684702)


   

2-(6-Hydroxy-2-methoxy-3,4-methylenedioxyphenyl)benzofuran

2-(6-Hydroxy-2-methoxy-3,4-methylenedioxyphenyl)benzofuran

C16H12O5 (284.0684702)


   

6-hydroxy-2-(4-hydroxy-3-methoxybenzylidene)benzofuran-3(2h)-one

6-hydroxy-2-(4-hydroxy-3-methoxybenzylidene)benzofuran-3(2h)-one

C16H12O5 (284.0684702)


   

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].

   

5,14-dihydroxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11(16),12,14-hexaene-15-carbaldehyde

5,14-dihydroxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11(16),12,14-hexaene-15-carbaldehyde

C16H12O5 (284.0684702)


   

(3e)-5,7-dihydroxy-3-[(4-hydroxyphenyl)methylidene]-2h-1-benzopyran-4-one

(3e)-5,7-dihydroxy-3-[(4-hydroxyphenyl)methylidene]-2h-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

1-hydroxy-2,6-dimethoxyanthracene-9,10-dione

1-hydroxy-2,6-dimethoxyanthracene-9,10-dione

C16H12O5 (284.0684702)


   

6-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-1-benzofuran-3-carbaldehyde

6-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-1-benzofuran-3-carbaldehyde

C16H12O5 (284.0684702)


   

5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methylchromen-4-one

5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methylchromen-4-one

C16H12O5 (284.0684702)


   

6,7-dihydroxy-1-methoxy-2-methylanthracene-9,10-dione

6,7-dihydroxy-1-methoxy-2-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

7-hydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one

7-hydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one

C16H12O5 (284.0684702)


   

10,14,15-trihydroxy-8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-1,3,6,12,14,16-hexaen-5-one

10,14,15-trihydroxy-8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-1,3,6,12,14,16-hexaen-5-one

C16H12O5 (284.0684702)


   

6,13-dihydroxy-5-methoxy-2-oxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-3-one

6,13-dihydroxy-5-methoxy-2-oxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-3-one

C16H12O5 (284.0684702)


   

1,2,4-trihydroxyanthraquinone; 1,4-di-me ether

NA

C16H12O5 (284.0684702)


{"Ingredient_id": "HBIN000664","Ingredient_name": "1,2,4-trihydroxyanthraquinone; 1,4-di-me ether","Alias": "NA","Ingredient_formula": "C16H12O5","Ingredient_Smile": "NA","Ingredient_weight": "0","OB_score": "NA","CAS_id": "107953-78-6","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "9604","PubChem_id": "NA","DrugBank_id": "NA"}

   

1,6,8-trihydroxy-2-methylanthraquinone; 6-me ether

NA

C16H12O5 (284.0684702)


{"Ingredient_id": "HBIN001777","Ingredient_name": "1,6,8-trihydroxy-2-methylanthraquinone; 6-me ether","Alias": "NA","Ingredient_formula": "C16H12O5","Ingredient_Smile": "NA","Ingredient_weight": "284.26","OB_score": "NA","CAS_id": "111228-19-4","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "9494","PubChem_id": "NA","DrugBank_id": "NA"}

   

1-hydroxy-2-hydroxymethyl-3-methoxyanthraquinone

1-hydroxy-2-hydroxymethyl-3-methoxyanthra-quinone

C16H12O5 (284.0684702)


{"Ingredient_id": "HBIN002624","Ingredient_name": "1-hydroxy-2-hydroxymethyl-3-methoxyanthraquinone ","Alias": "1-hydroxy-2-hydroxymethyl-3-methoxyanthra-quinone","Ingredient_formula": "C16H12O5","Ingredient_Smile": "COC1=C(C(=C2C(=C1)C(=O)C3=CC=CC=C3C2=O)O)CO","Ingredient_weight": "0","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "10205","TCMSP_id": "NA","TCM_ID_id": "19377;19378","PubChem_id": "NA","DrugBank_id": "NA"}

   

5,4′-dihydroxy-7-methoxyflavone

NA

C16H12O5 (284.0684702)


{"Ingredient_id": "HBIN011047","Ingredient_name": "5,4\u2032-dihydroxy-7-methoxyflavone","Alias": "NA","Ingredient_formula": "C16H12O5","Ingredient_Smile": "COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "40931","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

5 , 7-Dihydroxy-4'-methoxy-isoflavone

NA

C16H12O5 (284.0684702)


{"Ingredient_id": "HBIN011282","Ingredient_name": "5 , 7-Dihydroxy-4'-methoxy-isoflavone","Alias": "NA","Ingredient_formula": "C16H12O5","Ingredient_Smile": "COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "40902","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

5-hydroxy-3,7-dimethoxy-1,4-phenanthrene-quinone

NA

C16H12O5 (284.0684702)


{"Ingredient_id": "HBIN011605","Ingredient_name": "5-hydroxy-3,7-dimethoxy-1,4-phenanthrene-quinone","Alias": "NA","Ingredient_formula": "C16H12O5","Ingredient_Smile": "COC1=CC(=C2C(=C1)C=CC3=C2C(=O)C(=CC3=O)OC)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "10034","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

6,7-dihydroxy-4'-methoxyflavone

NA

C16H12O5 (284.0684702)


{"Ingredient_id": "HBIN012071","Ingredient_name": "6,7-dihydroxy-4'-methoxyflavone","Alias": "NA","Ingredient_formula": "C16H12O5","Ingredient_Smile": "NA","Ingredient_weight": "284.26","OB_score": "NA","CAS_id": "129601-99-6","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "7614","PubChem_id": "NA","DrugBank_id": "NA"}

   

7-hydroxy-5,6-dimethoxy-1,4-phenanthrene-quinone

NA

C16H12O5 (284.0684702)


{"Ingredient_id": "HBIN013240","Ingredient_name": "7-hydroxy-5,6-dimethoxy-1,4-phenanthrene-quinone","Alias": "NA","Ingredient_formula": "C16H12O5","Ingredient_Smile": "Not Available","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "10035","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

anthragallol-1,3-dimethylether

NA

C16H12O5 (284.0684702)


{"Ingredient_id": "HBIN016284","Ingredient_name": "anthragallol-1,3-dimethylether","Alias": "NA","Ingredient_formula": "C16H12O5","Ingredient_Smile": "COC1=C(C(=C2C(=C1)C(=O)C3=CC=CC=C3C2=O)O)OC","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "1360","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

anticancer flavonoid pmv70p691-85

NA

C16H12O5 (284.0684702)


{"Ingredient_id": "HBIN016340","Ingredient_name": "anticancer flavonoid pmv70p691-85","Alias": "NA","Ingredient_formula": "C16H12O5","Ingredient_Smile": "COC1=C(C=CC(=C1)C=C2C(=O)C3=C(O2)C=C(C=C3)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "1415","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

3-(2,4-dihydroxyphenyl)-7-methoxychromen-4-one

3-(2,4-dihydroxyphenyl)-7-methoxychromen-4-one

C16H12O5 (284.0684702)


   

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

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

C16H12O5 (284.0684702)


   

7-hydroxy-5,6-dimethoxyphenanthrene-1,4-dione

7-hydroxy-5,6-dimethoxyphenanthrene-1,4-dione

C16H12O5 (284.0684702)


   

3,5,7-trihydroxy-6-methyl-2-phenylchromen-4-one

3,5,7-trihydroxy-6-methyl-2-phenylchromen-4-one

C16H12O5 (284.0684702)


   

7-hydroxy-2-(2-hydroxyphenyl)-5-methoxychromen-4-one

7-hydroxy-2-(2-hydroxyphenyl)-5-methoxychromen-4-one

C16H12O5 (284.0684702)


   

3,8-dihydroxy-4-(4-hydroxyphenyl)-6-methylchromen-2-one

3,8-dihydroxy-4-(4-hydroxyphenyl)-6-methylchromen-2-one

C16H12O5 (284.0684702)


   

8-hydroxy-1,3-dimethoxyanthracene-9,10-dione

8-hydroxy-1,3-dimethoxyanthracene-9,10-dione

C16H12O5 (284.0684702)


   

1,8-dihydroxy-2-methoxy-6-methylanthracene-9,10-dione

1,8-dihydroxy-2-methoxy-6-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

methyl 7-methoxy-9-oxoxanthene-3-carboxylate

methyl 7-methoxy-9-oxoxanthene-3-carboxylate

C16H12O5 (284.0684702)


   

1,7-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione

1,7-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

1,2-dihydroxy-8-methoxy-3-methylanthracene-9,10-dione

1,2-dihydroxy-8-methoxy-3-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

1,3-dihydroxy-4-methoxy-2-methylanthracene-9,10-dione

1,3-dihydroxy-4-methoxy-2-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

5,8-dihydroxy-7-methoxy-2-phenylchromen-4-one

5,8-dihydroxy-7-methoxy-2-phenylchromen-4-one

C16H12O5 (284.0684702)


   

6-(4,5-dihydroxy-2-methylnaphthalen-1-yl)-4-hydroxypyran-2-one

6-(4,5-dihydroxy-2-methylnaphthalen-1-yl)-4-hydroxypyran-2-one

C16H12O5 (284.0684702)


   

7-hydroxy-2,6-dimethoxyphenanthrene-1,4-dione

7-hydroxy-2,6-dimethoxyphenanthrene-1,4-dione

C16H12O5 (284.0684702)


   

5,7-dihydroxy-3-[(4-hydroxyphenyl)methylidene]-2h-1-benzopyran-4-one

5,7-dihydroxy-3-[(4-hydroxyphenyl)methylidene]-2h-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

5,10,15-trihydroxy-8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-1(17),2,4,6,12,15-hexaen-14-one

5,10,15-trihydroxy-8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-1(17),2,4,6,12,15-hexaen-14-one

C16H12O5 (284.0684702)


   

5,10-dihydroxy-7-methoxy-2-methylanthracene-1,4-dione

5,10-dihydroxy-7-methoxy-2-methylanthracene-1,4-dione

C16H12O5 (284.0684702)


   

lucidin ω-methyl ether

lucidin ω-methyl ether

C16H12O5 (284.0684702)


   

1,3-dihydroxy-6-methoxy-2-methylanthracene-9,10-dione

1,3-dihydroxy-6-methoxy-2-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

7-hydroxy-3-(3-hydroxy-5-methoxyphenyl)chromen-4-one

7-hydroxy-3-(3-hydroxy-5-methoxyphenyl)chromen-4-one

C16H12O5 (284.0684702)


   

7-hydroxy-3-(4-hydroxybenzoyl)-2,3-dihydro-1-benzopyran-4-one

7-hydroxy-3-(4-hydroxybenzoyl)-2,3-dihydro-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

(1r,10r)-5,14-dihydroxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11(16),12,14-hexaene-15-carbaldehyde

(1r,10r)-5,14-dihydroxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11(16),12,14-hexaene-15-carbaldehyde

C16H12O5 (284.0684702)


   

1,2-dihydroxy-3-methoxy-4-methylanthracene-9,10-dione

1,2-dihydroxy-3-methoxy-4-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

5,7-dihydroxy-3-(2-hydroxyphenyl)-6-methylchromen-4-one

5,7-dihydroxy-3-(2-hydroxyphenyl)-6-methylchromen-4-one

C16H12O5 (284.0684702)


   

9-hydroxy-2,3-dimethoxyanthracene-1,4-dione

9-hydroxy-2,3-dimethoxyanthracene-1,4-dione

C16H12O5 (284.0684702)


   

4-{4-[(1e)-2-carboxyeth-1-en-1-yl]phenoxy}benzoic acid

4-{4-[(1e)-2-carboxyeth-1-en-1-yl]phenoxy}benzoic acid

C16H12O5 (284.0684702)


   

2-(6-methoxy-2h-1,3-benzodioxol-5-yl)-1-benzofuran-6-ol

2-(6-methoxy-2h-1,3-benzodioxol-5-yl)-1-benzofuran-6-ol

C16H12O5 (284.0684702)


   

(2e)-6-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-benzofuran-3-one

(2e)-6-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-benzofuran-3-one

C16H12O5 (284.0684702)


   

7-hydroxy-4-(3-hydroxy-4-methoxyphenyl)chromen-2-one

7-hydroxy-4-(3-hydroxy-4-methoxyphenyl)chromen-2-one

C16H12O5 (284.0684702)


   

(10s)-10,14,15-trihydroxy-8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-1,3,6,12,14,16-hexaen-5-one

(10s)-10,14,15-trihydroxy-8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-1,3,6,12,14,16-hexaen-5-one

C16H12O5 (284.0684702)


   

5-hydroxy-3,7-dimethoxyphenanthrene-1,4-dione

5-hydroxy-3,7-dimethoxyphenanthrene-1,4-dione

C16H12O5 (284.0684702)


   

4,5-dihydroxy-1-methoxy-2-methylanthracene-9,10-dione

4,5-dihydroxy-1-methoxy-2-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

6,7-dihydroxy-4-(4-methoxyphenyl)chromen-2-one

6,7-dihydroxy-4-(4-methoxyphenyl)chromen-2-one

C16H12O5 (284.0684702)


   

5,7-dihydroxy-2-(2-methoxyphenyl)chromen-4-one

5,7-dihydroxy-2-(2-methoxyphenyl)chromen-4-one

C16H12O5 (284.0684702)


   

2,7-dihydroxy-1-methoxy-3-methylanthracene-9,10-dione

2,7-dihydroxy-1-methoxy-3-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

2-[(1e)-2-(3-formyl-4-hydroxyphenyl)ethenyl]-4,6-dihydroxybenzaldehyde

2-[(1e)-2-(3-formyl-4-hydroxyphenyl)ethenyl]-4,6-dihydroxybenzaldehyde

C16H12O5 (284.0684702)


   

3,6-dihydroxy-2-(methoxymethyl)anthracene-9,10-dione

3,6-dihydroxy-2-(methoxymethyl)anthracene-9,10-dione

C16H12O5 (284.0684702)


   

7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)chromen-2-one

7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)chromen-2-one

C16H12O5 (284.0684702)


   

3,5-dihydroxy-1-methoxy-2-methylanthracene-9,10-dione

3,5-dihydroxy-1-methoxy-2-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

6-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one

6-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one

C16H12O5 (284.0684702)


   

6-hydroxy-3-(4-hydroxyphenyl)-5-methoxychromen-4-one

6-hydroxy-3-(4-hydroxyphenyl)-5-methoxychromen-4-one

C16H12O5 (284.0684702)


   

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

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

C16H12O5 (284.0684702)


   

(3s)-7-hydroxy-3-(4-hydroxybenzoyl)-2,3-dihydro-1-benzopyran-4-one

(3s)-7-hydroxy-3-(4-hydroxybenzoyl)-2,3-dihydro-1-benzopyran-4-one

C16H12O5 (284.0684702)


   

12-hydroxy-6-methoxy-5-methyl-2-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),5,9,11,13-hexaene-4,7-dione

12-hydroxy-6-methoxy-5-methyl-2-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),5,9,11,13-hexaene-4,7-dione

C16H12O5 (284.0684702)


   

1,6-dihydroxy-5-methoxy-2-methylanthracene-9,10-dione

1,6-dihydroxy-5-methoxy-2-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

5,7-dihydroxy-3-(3-methoxyphenyl)chromen-4-one

5,7-dihydroxy-3-(3-methoxyphenyl)chromen-4-one

C16H12O5 (284.0684702)


   

4-[4-(2-carboxyeth-1-en-1-yl)phenoxy]benzoic acid

4-[4-(2-carboxyeth-1-en-1-yl)phenoxy]benzoic acid

C16H12O5 (284.0684702)


   

7-hydroxy-3-(4-hydroxyphenyl)-8-methoxychromen-4-one

7-hydroxy-3-(4-hydroxyphenyl)-8-methoxychromen-4-one

C16H12O5 (284.0684702)


   

1,6-dihydroxy-7-methoxy-2-methylanthracene-9,10-dione

1,6-dihydroxy-7-methoxy-2-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

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

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

C16H12O5 (284.0684702)


   

3-methoxy-4-{3,5,11-trioxatricyclo[7.3.0.0²,⁶]dodeca-1(12),2(6),7,9-tetraen-10-yl}phenol

3-methoxy-4-{3,5,11-trioxatricyclo[7.3.0.0²,⁶]dodeca-1(12),2(6),7,9-tetraen-10-yl}phenol

C16H12O5 (284.0684702)


   

5,7-dihydroxy-3-[(4-hydroxyphenyl)methyl]chromen-4-one

5,7-dihydroxy-3-[(4-hydroxyphenyl)methyl]chromen-4-one

C16H12O5 (284.0684702)


   

3-hydroxy-1,2-dimethoxyanthracene-9,10-dione

3-hydroxy-1,2-dimethoxyanthracene-9,10-dione

C16H12O5 (284.0684702)


   

4-hydroxy-15-methoxy-6-methyl-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaene-2,10-dione

4-hydroxy-15-methoxy-6-methyl-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaene-2,10-dione

C16H12O5 (284.0684702)


   

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

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

C16H12O5 (284.0684702)


   

5-hydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4-one

5-hydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4-one

C16H12O5 (284.0684702)


   

methyl 6-methoxy-9-oxoxanthene-2-carboxylate

methyl 6-methoxy-9-oxoxanthene-2-carboxylate

C16H12O5 (284.0684702)


   

retusin (isoflavone)

retusin (isoflavone)

C16H12O5 (284.0684702)


   

1,8-dihydroxy-2-methoxy-7-methylanthracene-9,10-dione

1,8-dihydroxy-2-methoxy-7-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

6-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-benzofuran-3-one

6-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-benzofuran-3-one

C16H12O5 (284.0684702)


   

methyl 4,12-dimethyl-10,11-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),3,5,7,9(13)-pentaene-8-carboxylate

methyl 4,12-dimethyl-10,11-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(12),3,5,7,9(13)-pentaene-8-carboxylate

C16H12O5 (284.0684702)


   

5,7-dihydroxy-2-(4-hydroxy-3-methylphenyl)chromen-4-one

5,7-dihydroxy-2-(4-hydroxy-3-methylphenyl)chromen-4-one

C16H12O5 (284.0684702)


   

5,7-dihydroxy-4-(4-methoxyphenyl)chromen-2-one

5,7-dihydroxy-4-(4-methoxyphenyl)chromen-2-one

C16H12O5 (284.0684702)


   

7-hydroxy-3-(5-hydroxy-2-methoxyphenyl)chromen-4-one

7-hydroxy-3-(5-hydroxy-2-methoxyphenyl)chromen-4-one

C16H12O5 (284.0684702)


   

1,7-dihydroxy-6-methoxy-2-methylanthracene-9,10-dione

1,7-dihydroxy-6-methoxy-2-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

5,13-dihydroxy-6-methoxy-2-oxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-3-one

5,13-dihydroxy-6-methoxy-2-oxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaen-3-one

C16H12O5 (284.0684702)


   

2-[2-(3-formyl-4-hydroxyphenyl)ethenyl]-4,6-dihydroxybenzaldehyde

2-[2-(3-formyl-4-hydroxyphenyl)ethenyl]-4,6-dihydroxybenzaldehyde

C16H12O5 (284.0684702)


   

2,8-dihydroxy-1-methoxy-6-methylanthracene-9,10-dione

2,8-dihydroxy-1-methoxy-6-methylanthracene-9,10-dione

C16H12O5 (284.0684702)


   

2-hydroxy-1,3-dimethoxyanthracene-9,10-dione

2-hydroxy-1,3-dimethoxyanthracene-9,10-dione

C16H12O5 (284.0684702)