Chemical Formula: C16H12O4

Chemical Formula C16H12O4

Found 161 metabolite its formula value is C16H12O4

Formononetin

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

C16H12O4 (268.0735552)


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

   

Tectochrysin

4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-phenyl- (9CI)

C16H12O4 (268.0735552)


7-methylchrysin, also known as 5-hydroxy-7-methoxyflavone or techtochrysin, 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, 7-methylchrysin is considered to be a flavonoid lipid molecule. 7-methylchrysin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 7-methylchrysin can be found in pine nut, prunus (cherry, plum), sour cherry, and sweet cherry, which makes 7-methylchrysin a potential biomarker for the consumption of these food products. relative retention time with respect to 9-anthracene Carboxylic Acid is 1.330 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.324 Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla Miquel. Tectochrysin inhibits activity of NF-κB. Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla Miquel. Tectochrysin inhibits activity of NF-κB.

   

Dalbergin

6-hydroxy-7-methoxy-4-phenyl-2H-chromen-2-one

C16H12O4 (268.0735552)


A polyphenol metabolite detected in biological fluids [PhenolExplorer]

   

Isoformononetin

3-(4-Hydroxyphenyl)-7-methoxy-4H-chromen-4-one

C16H12O4 (268.0735552)


Isoformononetin is found in pulses. Isoformononetin is isolated from soybean (Glycine max) and other plants. Isolated from soybean (Glycine max) and other plants. Isoformononetin is found in soy bean and pulses. Isoformononetin is an analog of Daidzein (HY-N0019) and has immunoprotective effects. Isoformononetin inhibits the differentiation of Th17 and B-cells lymphopoesis to promote osteogenesis in estrogen-deficient bone loss conditions[1]. Isoformononetin is an analog of Daidzein (HY-N0019) and has immunoprotective effects. Isoformononetin inhibits the differentiation of Th17 and B-cells lymphopoesis to promote osteogenesis in estrogen-deficient bone loss conditions[1].

   

UNII-YJP146PXQT

1-(6-Hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-3-yl)ethanone

C16H12O4 (268.0735552)


   

6-Hydroxy-2-methoxyflavone

6-Hydroxy-2-(2-methoxyphenyl)-4H-1-benzopyran-4-one

C16H12O4 (268.0735552)


   

5-Hydroxy-7-methoxyisoflavone

5-Hydroxy-7-methoxyisoflavone

C16H12O4 (268.0735552)


   

8-Hydroxy-1-methoxy-3-methylanthraquinone

8-hydroxy-1-methoxy-3-methyl-9,10-dihydroanthracene-9,10-dione

C16H12O4 (268.0735552)


8-Hydroxy-1-methoxy-3-methylanthraquinone is found in garden rhubarb. 8-Hydroxy-1-methoxy-3-methylanthraquinone is a constituent of Rumex acetosa (sorrel). Constituent of Rumex acetosa (sorrel). 8-Hydroxy-1-methoxy-3-methylanthraquinone is found in green vegetables and garden rhubarb.

   

Trigraecum

7-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one

C16H12O4 (268.0735552)


Trigraecum is found in herbs and spices. Trigraecum is isolated from Trigonella foenum-graecum (fenugreek

   

1,3-Dimethoxyanthraquinone

1,3-dimethoxy-9,10-dihydroanthracene-9,10-dione

C16H12O4 (268.0735552)


1,3-Dimethoxyanthraquinone is found in beverages. 1,3-Dimethoxyanthraquinone is isolated from Asperula odorata (sweet woodruff). Isolated from Asperula odorata (sweet woodruff). 1,3-Dimethoxyanthraquinone is found in tea, herbs and spices, and beverages.

   

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

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

C16H12O4 (268.0735552)


   

7-Hydroxy-5-methoxy-2-phenyl-chromen-4-one

7-Hydroxy-5-methoxy-2-phenyl-chromen-4-one

C16H12O4 (268.0735552)


   

5-Hydroxy-6-methoxyflavone

5-Hydroxy-6-methoxyflavone

C16H12O4 (268.0735552)


   

8-Methylxanthen-9-one-4-acetic acid

2-(8-methyl-9-oxo-9H-xanthen-4-yl)acetic acid

C16H12O4 (268.0735552)


   

Furobufen

4-{8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl}-4-oxobutanoic acid

C16H12O4 (268.0735552)


C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic

   

(-)-medicarpin

14-methoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,9,11,13,15-heptaen-5-ol

C16H12O4 (268.0735552)


(-)-medicarpin is a member of the class of compounds known as isoflavonoids. Isoflavonoids are natural products derived from 3-phenylchromen-4-one (-)-medicarpin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (-)-medicarpin can be found in a number of food items such as oriental wheat, arrowroot, french plantain, and grape, which makes (-)-medicarpin a potential biomarker for the consumption of these food products.

   

Techtochrysin

5-Hydroxy-7-methylflavone; 7-O-Methylchrysin; Tectochrysine

C16H12O4 (268.0735552)


Tectochrysin is a monohydroxyflavone that is flavone substituted by a hydroxy group at position 4 and a methoxy group at position 7 respectively. It has a role as a plant metabolite, an antidiarrhoeal drug and an antineoplastic agent. It is a monohydroxyflavone and a monomethoxyflavone. It is functionally related to a flavone. Tectochrysin is a natural product found in Hedychium spicatum, Populus laurifolia, and other organisms with data available. A monohydroxyflavone that is flavone substituted by a hydroxy group at position 4 and a methoxy group at position 7 respectively. Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla Miquel. Tectochrysin inhibits activity of NF-κB. Tectochrysin (Techtochrysin) is one of the major flavonoids of Alpinia oxyphylla Miquel. Tectochrysin inhibits activity of NF-κB.

   

Pratol

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

C16H12O4 (268.0735552)


   

Lespedezol A1

9-Hydroxyfurano[23:3,2]pterocarpene

C16H12O4 (268.0735552)


   
   
   

Rubiadin 1-methyl ether

Rubiadin-1-methyl ether

C16H12O4 (268.0735552)


Rubiadin-1-methyl ether is a natural anthraquinone isolated from Morinda officinalis How, and inhibits osteoclastic bone resorption via inhibition on the phosphorylation of NF-κB p65 and the degradation of IκBα as well as decrease in the nuclear translocation of p65[1]. Rubiadin-1-methyl ether is a natural anthraquinone isolated from Morinda officinalis How, and inhibits osteoclastic bone resorption via inhibition on the phosphorylation of NF-κB p65 and the degradation of IκBα as well as decrease in the nuclear translocation of p65[1].

   
   

Cirrhopetalin

7-hydroxy-4-methoxy-2,3-methylenedioxyphenanthrene

C16H12O4 (268.0735552)


   

7-Hydroxy-8-methoxy-2-methylanthraquinone

7-Hydroxy-8-methoxy-2-methylanthraquinone

C16H12O4 (268.0735552)


   

Strobochrysin

5,7-Dihydroxy-6-methyl-2-phenyl-4H-1-benzopyran-4-one

C16H12O4 (268.0735552)


   

5-Hydroxy-6-methoxyflavone

5-Hydroxy-6-methoxyflavone

C16H12O4 (268.0735552)


   

5-hydroxy-2-methoxyflavone

5-hydroxy-2-methoxyflavone

C16H12O4 (268.0735552)


   

6-Hydroxy-4-methoxyflavone

6-Hydroxy-4-methoxyflavone

C16H12O4 (268.0735552)


   

Isopratol

4-Hydroxy-7-methoxyflavone

C16H12O4 (268.0735552)


   

4-Methoxyflavonol

3-Hydroxy-4-methoxyflavone

C16H12O4 (268.0735552)


relative retention time with respect to 9-anthracene Carboxylic Acid is 1.247 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.249

   

5-Hydroxy-7-methoxyisoflavone

5-Hydroxy-7-methoxyisoflavone

C16H12O4 (268.0735552)


   

Pallidiflorin

5-Hydroxy-4-methoxyisoflavone

C16H12O4 (268.0735552)


   

Isodalbergin

7-Hydroxy-6-methoxy-4-phenylcoumarin

C16H12O4 (268.0735552)


   

Dalbergin

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

C16H12O4 (268.0735552)


Dalbergin is a neoflavonoid. Dalbergin is a natural product found in Dalbergia cochinchinensis, Pterocarpus santalinus, and other organisms with data available.

   

Biochanin B

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

C16H12O4 (268.0735552)


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

   

Trigraecum

7-Hydroxy-6-methoxyflavone

C16H12O4 (268.0735552)


   

Isoformononetin

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

C16H12O4 (268.0735552)


Isoformononetin is an analog of Daidzein (HY-N0019) and has immunoprotective effects. Isoformononetin inhibits the differentiation of Th17 and B-cells lymphopoesis to promote osteogenesis in estrogen-deficient bone loss conditions[1]. Isoformononetin is an analog of Daidzein (HY-N0019) and has immunoprotective effects. Isoformononetin inhibits the differentiation of Th17 and B-cells lymphopoesis to promote osteogenesis in estrogen-deficient bone loss conditions[1].

   

1,4-Dimethoxyanthraquinone

1,4-Dimethoxyanthraquinone

C16H12O4 (268.0735552)


   

3-Methoxyflavonol

3-HYDROXY-3-METHOXYFLAVONE

C16H12O4 (268.0735552)


relative retention time with respect to 9-anthracene Carboxylic Acid is 1.241 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.240 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.247 3'-Methoxyflavonol is a selective agonist of neuromedin U 2 receptor (NMU2R).

   

7-HYDROXY-3-METHOXYFLAVONE

7-HYDROXY-3-METHOXYFLAVONE

C16H12O4 (268.0735552)


relative retention time with respect to 9-anthracene Carboxylic Acid is 1.167 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.168 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.162 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.164

   

5-HYDROXY-3-METHOXYFLAVONE

5-HYDROXY-3-METHOXYFLAVONE

C16H12O4 (268.0735552)


relative retention time with respect to 9-anthracene Carboxylic Acid is 1.313 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.314

   

7-HYDROXY-2-METHOXYFLAVONE

7-HYDROXY-2-METHOXYFLAVONE

C16H12O4 (268.0735552)


   

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

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

C16H12O4 (268.0735552)


   
   

6-methoxyflavonol

3-Hydroxy-6-methoxyflavone

C16H12O4 (268.0735552)


   

7-Methoxyflavonol

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

C16H12O4 (268.0735552)


   
   

5,7-Dihydroxy-8-methylflavone

5,7-Dihydroxy-8-methylflavone

C16H12O4 (268.0735552)


   

1-Hydroxy-5-methoxy-2-methylanthracene-9,10-dione

1-Hydroxy-5-methoxy-2-methylanthracene-9,10-dione

C16H12O4 (268.0735552)


   

1-Oxo-5-Hydroxy-6-methoxy-2-methyl-3-phenylbenzofuran

1-Oxo-5-Hydroxy-6-methoxy-2-methyl-3-phenylbenzofuran

C16H12O4 (268.0735552)


   

1,8-Dimethoxyanthraquinone

1,8-Dimethoxyanthraquinone

C16H12O4 (268.0735552)


   

2,7-Dimethylchrysazin

2,7-Dimethylchrysazin

C16H12O4 (268.0735552)


   
   

4-Hydroxy-3-Methoxyflavone

4-Hydroxy-3-Methoxyflavone

C16H12O4 (268.0735552)


   
   

1-hydroxy-6-methoxy-8-methyl-anthraquinone

1-hydroxy-6-methoxy-8-methyl-anthraquinone

C16H12O4 (268.0735552)


   

6H-Benzofuro[3,2-c][1]benzopyran-9-ol, 6a,11a-dihydro-3-methoxy-, (6aR-cis)-; (6aR,11aR)-6a,11a-Dihydro-3-methoxy-6H-benzofuro[3,2-c][1]benzopyran-9-ol; 3-Methoxy-9-hydroxypterocarpan

6H-Benzofuro[3,2-c][1]benzopyran-9-ol, 6a,11a-dihydro-3-methoxy-, (6aR-cis)-; (6aR,11aR)-6a,11a-Dihydro-3-methoxy-6H-benzofuro[3,2-c][1]benzopyran-9-ol; 3-Methoxy-9-hydroxypterocarpan

C16H12O4 (268.0735552)


   

2,3-Dimethoxyanthracene-9,10-dione

2,3-Dimethoxyanthracene-9,10-dione

C16H12O4 (268.0735552)


   
   

1-Hydroxy-6-methoxy-3-methylanthrachinon|6-Me ether-Phomarin|phomarin 6-methyl ether|Phomarin-6-methylether

1-Hydroxy-6-methoxy-3-methylanthrachinon|6-Me ether-Phomarin|phomarin 6-methyl ether|Phomarin-6-methylether

C16H12O4 (268.0735552)


   

7-Hydroxy-3-(4-hydroxybenzylidene)chroman-4-one

7-Hydroxy-3-(4-hydroxybenzylidene)chroman-4-one

C16H12O4 (268.0735552)


   
   

1-Hydroxy-3-methoxy-6-methylanthraquinone

1-Hydroxy-3-methoxy-6-methylanthraquinone

C16H12O4 (268.0735552)


   

1-hydroxy-5-methoxy-3-methyl-9,10 dihydroanthracene 9,10-dione|1-Hydroxy-5-methoxy-3-methyl-anthrachinon|1-hydroxy-5-methoxy-3-methyl-anthraquinone|ziganein-5-methyl ether

1-hydroxy-5-methoxy-3-methyl-9,10 dihydroanthracene 9,10-dione|1-Hydroxy-5-methoxy-3-methyl-anthrachinon|1-hydroxy-5-methoxy-3-methyl-anthraquinone|ziganein-5-methyl ether

C16H12O4 (268.0735552)


   
   
   
   

Digitolutein

2-hydroxy-1-methoxy-3-methyl-anthracene-9,10-dione;4-Ethylcyclohexanone

C16H12O4 (268.0735552)


Digitolutein is a natural product found in Digitalis isabelliana, Digitalis viridiflora, and other organisms with data available.

   

1-Hydroxy-8-methoxy-3-methylanthracene-9,10-dione

1-Hydroxy-8-methoxy-3-methylanthracene-9,10-dione

C16H12O4 (268.0735552)


   

1-Hydroxy-2-methyl-6-methoxyanthraquinone

1-Hydroxy-2-methyl-6-methoxyanthraquinone

C16H12O4 (268.0735552)


   
   

6-(3,4-dihydroxyphenyl)naphthalene-2,3-diol

6-(3,4-dihydroxyphenyl)naphthalene-2,3-diol

C16H12O4 (268.0735552)


   
   

1-hydroxy-7-methoxy-3-methylanthraquinone

1-hydroxy-7-methoxy-3-methylanthraquinone

C16H12O4 (268.0735552)


   

1,2-dimethoxyanthracene-9,10-dione

1,2-dimethoxyanthracene-9,10-dione

C16H12O4 (268.0735552)


   

1-hydroxy-2-methoxy-6-methyl-anthracene-9,10-dione

1-hydroxy-2-methoxy-6-methyl-anthracene-9,10-dione

C16H12O4 (268.0735552)


   

5-hydroxy-8-methoxyflavone

5-hydroxy-8-methoxyflavone

C16H12O4 (268.0735552)


   
   

3-(4-hydroxy-phenyl)-7-methoxy-chromen-2-one|3-(p-hydroxyphenyl)-7-methoxycoumarin|7-Methoxy-4-hydroxy-3-phenylcoumarin

3-(4-hydroxy-phenyl)-7-methoxy-chromen-2-one|3-(p-hydroxyphenyl)-7-methoxycoumarin|7-Methoxy-4-hydroxy-3-phenylcoumarin

C16H12O4 (268.0735552)


   

6-hydroxy-8-methoxy-3-methyl-1,8-anthraquinone

6-hydroxy-8-methoxy-3-methyl-1,8-anthraquinone

C16H12O4 (268.0735552)


   
   
   

6-HYDROXY-7-METHOXYFLAVONE

6-HYDROXY-7-METHOXYFLAVONE

C16H12O4 (268.0735552)


   
   
   
   

2-hydroxy-7-methoxyflavone

2-hydroxy-7-methoxyflavone

C16H12O4 (268.0735552)


   

Vesparion|Vesparione

Vesparion|Vesparione

C16H12O4 (268.0735552)


   

2-Aethoxy-1-hydroxy-anthrachinon|2-ethoxy-1-hydroxy-anthraquinone|2-ethoxy-1-hydroxyanthracene-9,10-dione|2-ethoxy-1-hydroxyanthraquinone

2-Aethoxy-1-hydroxy-anthrachinon|2-ethoxy-1-hydroxy-anthraquinone|2-ethoxy-1-hydroxyanthracene-9,10-dione|2-ethoxy-1-hydroxyanthraquinone

C16H12O4 (268.0735552)


   
   
   

2,6-Dimethylanthrarufin

2,6-Dimethylanthrarufin

C16H12O4 (268.0735552)


   
   

1-Hydroxy-2-methoxy-7-methylanthraquinone

1-Hydroxy-2-methoxy-7-methylanthraquinone

C16H12O4 (268.0735552)


   

6-Methoxy-5H-4-oxa-pyrene-2,7-diol

6-Methoxy-5H-4-oxa-pyrene-2,7-diol

C16H12O4 (268.0735552)


   

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

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

C16H12O4 (268.0735552)


   

3-HYDROXY-5-METHOXYFLAVONE

3-HYDROXY-5-METHOXYFLAVONE

C16H12O4 (268.0735552)


   
   

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

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

C16H12O4 (268.0735552)


   

MK2IXH6AUE

9,10-Anthracenedione, 3-hydroxy-1-methoxy-2-methyl-

C16H12O4 (268.0735552)


Rubiadin 1-methyl ether is a natural product found in Prismatomeris tetrandra, Coprosma areolata, and other organisms with data available. Rubiadin-1-methyl ether is a natural anthraquinone isolated from Morinda officinalis How, and inhibits osteoclastic bone resorption via inhibition on the phosphorylation of NF-κB p65 and the degradation of IκBα as well as decrease in the nuclear translocation of p65[1]. Rubiadin-1-methyl ether is a natural anthraquinone isolated from Morinda officinalis How, and inhibits osteoclastic bone resorption via inhibition on the phosphorylation of NF-κB p65 and the degradation of IκBα as well as decrease in the nuclear translocation of p65[1].

   

Isoformononetin

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

C16H12O4 (268.0735552)


Isoformononetin is a methoxyisoflavone that is isoflavone substituted at positions 4 and 7 by hydroxy and methoxy groups respectively. It has a role as a metabolite, a bone density conservation agent and an apoptosis inhibitor. It is a hydroxyisoflavone and a member of 7-methoxyisoflavones. It is functionally related to a daidzein. Isoformononetin is a natural product found in Oxytropis falcata, Arabidopsis thaliana, and other organisms with data available. A methoxyisoflavone that is isoflavone substituted at positions 4 and 7 by hydroxy and methoxy groups respectively. Isoformononetin is found in pulses. Isoformononetin is isolated from soybean (Glycine max) and other plants. Isolated from soybean (Glycine max) and other plants. Isoformononetin is found in soy bean and pulses. Isoformononetin is an analog of Daidzein (HY-N0019) and has immunoprotective effects. Isoformononetin inhibits the differentiation of Th17 and B-cells lymphopoesis to promote osteogenesis in estrogen-deficient bone loss conditions[1]. Isoformononetin is an analog of Daidzein (HY-N0019) and has immunoprotective effects. Isoformononetin inhibits the differentiation of Th17 and B-cells lymphopoesis to promote osteogenesis in estrogen-deficient bone loss conditions[1].

   

8-Methyl Chrysophanol

9,10-Anthracenedione, 1-hydroxy-8-methoxy-3-methyl-

C16H12O4 (268.0735552)


1-Hydroxy-8-methoxy-3-methylanthracene-9,10-dione is a natural product found in Ventilago denticulata, Aloe debrana, and other organisms with data available.

   

Formononetin

Formononetin (Biochanin B)

C16H12O4 (268.0735552)


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

   

(5-Hydroxy-benzofuran-3-yl)-(4-methoxy-phenyl)-methanone

NCGC00160339-01!(5-Hydroxy-benzofuran-3-yl)-(4-methoxy-phenyl)-methanone

C16H12O4 (268.0735552)


   

7-Hydroxy-4-methoxyflavone

7-Hydroxy-4-methoxyflavone

C16H12O4 (268.0735552)


   

7-Methoxy-4-hydroxyflavone

7-Methoxy-4-hydroxyflavone

C16H12O4 (268.0735552)


   

7-Hydroxy-3(4-methoxyphenyl) coumarin

7-Hydroxy-3(4-methoxyphenyl) coumarin

C16H12O4 (268.0735552)


   

3-hydroxy-6-methoxy-2-phenylchromen-4-one

NCGC00168876-02!3-hydroxy-6-methoxy-2-phenylchromen-4-one

C16H12O4 (268.0735552)


   

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

NCGC00017269-08!7-hydroxy-3-(4-methoxyphenyl)chromen-4-one

C16H12O4 (268.0735552)


   

6-hydroxy-5-methoxy-2-phenylchromen-4-one

NCGC00385667-01!6-hydroxy-5-methoxy-2-phenylchromen-4-one

C16H12O4 (268.0735552)


   
   

(2E)-2-[hydroxy(phenyl)methylidene]-6-methoxy-1-benzofuran-3-one

(2E)-2-[hydroxy(phenyl)methylidene]-6-methoxy-1-benzofuran-3-one

C16H12O4 (268.0735552)


   
   

Isoflavone base + 1O, 1MeO

Isoflavone base + 1O, 1MeO

C16H12O4 (268.0735552)


Annotation level-3

   

7-hydroxy-3-(4-methoxyphenyl)chromen-4-one [IIN-based on: CCMSLIB00000847610]

NCGC00017269-08!7-hydroxy-3-(4-methoxyphenyl)chromen-4-one [IIN-based on: CCMSLIB00000847610]

C16H12O4 (268.0735552)


   

7-hydroxy-3-(4-methoxyphenyl)chromen-4-one [IIN-based: Match]

NCGC00017269-08!7-hydroxy-3-(4-methoxyphenyl)chromen-4-one [IIN-based: Match]

C16H12O4 (268.0735552)


   

7-HYDROXY-2-METHOXYISOFLAVONE

7-HYDROXY-2-METHOXYISOFLAVONE

C16H12O4 (268.0735552)


   

3-Hydroxy-4-methoxyflavone

3-Hydroxy-4-methoxyflavone

C16H12O4 (268.0735552)


   

8-Hydroxy-1-methoxy-3-methylanthraquinone

8-hydroxy-1-methoxy-3-methyl-9,10-dihydroanthracene-9,10-dione

C16H12O4 (268.0735552)


   

1,3-dimethoxyanthraquinone

1,3-dimethoxy-9,10-dihydroanthracene-9,10-dione

C16H12O4 (268.0735552)


   

ziganein-1-methyl ether

5-Hydroxy-1-methoxy-3-methylanthracene-9,10-dione

C16H12O4 (268.0735552)


   

METHYL 7-METHYL-9-OXO-9H-XANTHENE-1-CARBOXYLATE

METHYL 7-METHYL-9-OXO-9H-XANTHENE-1-CARBOXYLATE

C16H12O4 (268.0735552)


   

4,4-Stilbenedicarboxylic acid

4,4-Stilbenedicarboxylic acid

C16H12O4 (268.0735552)


   

8-Hydroxy-7-methoxyflavone

8-hydroxy-7-methoxy-2-phenylchromen-4-one

C16H12O4 (268.0735552)


   

7-Hydroxy-5-methoxy-2-phenyl-chromen-4-one

7-Hydroxy-5-methoxy-2-phenyl-chromen-4-one

C16H12O4 (268.0735552)


   

4-Benzoyl-3-hydroxyphenyl acrylate

4-Benzoyl-3-hydroxyphenyl acrylate

C16H12O4 (268.0735552)


   

C-(2-FLUORO-BIPHENYL-4-YL)-METHYLAMINEHYDROCHLORIDE

C-(2-FLUORO-BIPHENYL-4-YL)-METHYLAMINEHYDROCHLORIDE

C16H12O4 (268.0735552)


   

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

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

C16H12O4 (268.0735552)


   

6-HYDROXY-4-METHOXYFLAVONE

6-HYDROXY-4-METHOXYFLAVONE

C16H12O4 (268.0735552)


   

1,5-Dimethoxyanthraquinone

1,5-Dimethoxyanthraquinone

C16H12O4 (268.0735552)


   

4-HYDROXY-6-METHOXYFLAVONE

4-HYDROXY-6-METHOXYFLAVONE

C16H12O4 (268.0735552)


   

1-OXO-3-PHENYL-3,4-DIHYDRO-1H-ISOCHROMENE-4-CARBOXYLIC ACID

1-OXO-3-PHENYL-3,4-DIHYDRO-1H-ISOCHROMENE-4-CARBOXYLIC ACID

C16H12O4 (268.0735552)


   

3-(1,3-Benzodioxol-5-yl)-1-(4-hydroxyphenyl)-2-propen-1-one

3-(1,3-Benzodioxol-5-yl)-1-(4-hydroxyphenyl)-2-propen-1-one

C16H12O4 (268.0735552)


   

4-HYDROXY-7-METHOXY-3-PHENYLCOUMARIN 9&

4-HYDROXY-7-METHOXY-3-PHENYLCOUMARIN 9&

C16H12O4 (268.0735552)


   

3-(phenoxymethyl)-1-benzofuran-2-carboxylic acid

3-(phenoxymethyl)-1-benzofuran-2-carboxylic acid

C16H12O4 (268.0735552)


   

2-(11-oxo-6H-benzo[c][1]benzoxepin-3-yl)acetic acid

2-(11-oxo-6H-benzo[c][1]benzoxepin-3-yl)acetic acid

C16H12O4 (268.0735552)


   

7-Methoxy-8-hydroxy-4-phenylcoumarin

7-Methoxy-8-hydroxy-4-phenylcoumarin

C16H12O4 (268.0735552)


   

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

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

C16H12O4 (268.0735552)


   

4-HYDROXY-5-METHOXYFLAVONE

4-HYDROXY-5-METHOXYFLAVONE

C16H12O4 (268.0735552)


   

9,10-Anthracenedione,1,4-dihydroxy-2,3-dimethyl-

9,10-Anthracenedione,1,4-dihydroxy-2,3-dimethyl-

C16H12O4 (268.0735552)


   

1-HYDROXY-2-METHOXY-3-METHYL-ANTHRAQUINONE

1-HYDROXY-2-METHOXY-3-METHYL-ANTHRAQUINONE

C16H12O4 (268.0735552)


   

Isoxepac

Isoxepac

C16H12O4 (268.0735552)


C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic

   

acetic acid (11-oxo-6H-benzo[c][1]benzoxepin-2-yl) ester

acetic acid (11-oxo-6H-benzo[c][1]benzoxepin-2-yl) ester

C16H12O4 (268.0735552)


   

(5-Hydroxy-1-benzofuran-3-yl)(4-methoxyphenyl)methanone

(5-Hydroxy-1-benzofuran-3-yl)(4-methoxyphenyl)methanone

C16H12O4 (268.0735552)


   

4H-1-Benzopyran-4-one, 2-(1,3-benzodioxol-5-yl)-2,3-dihydro-

4H-1-Benzopyran-4-one, 2-(1,3-benzodioxol-5-yl)-2,3-dihydro-

C16H12O4 (268.0735552)


   

Furobufen

Furobufen

C16H12O4 (268.0735552)


C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic

   

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

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

C16H12O4 (268.0735552)


   

Ethyl 2-oxobenzo[h]chromene-3-carboxylate

Ethyl 2-oxobenzo[h]chromene-3-carboxylate

C16H12O4 (268.0735552)


   

7-Hydroxy-8-methoxy-flavone

7-Hydroxy-8-methoxy-flavone

C16H12O4 (268.0735552)


   

5-Methoxy-6-hydroxyflavone

5-Methoxy-6-hydroxyflavone

C16H12O4 (268.0735552)


   

6-Hydroxy-2-(4-hydroxyphenyl)-3-benzofuranyl methyl ketone

1-(6-Hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-3-yl)ethanone

C16H12O4 (268.0735552)


   

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

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

C16H12O4 (268.0735552)


   

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

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

C16H12O4 (268.0735552)


   

2-hydroxy-1-methoxy-7-methylanthracene-9,10-dione

2-hydroxy-1-methoxy-7-methylanthracene-9,10-dione

C16H12O4 (268.0735552)


   

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

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

C16H12O4 (268.0735552)


   

1-hydroxy-3-methoxy-6-methylanthracene-9,10-dione

1-hydroxy-3-methoxy-6-methylanthracene-9,10-dione

C16H12O4 (268.0735552)


   

(12s)-4-hydroxy-11-oxatetracyclo[8.7.0.0³,⁸.0¹²,¹⁶]heptadeca-1(10),3,5,7,16-pentaene-2,9-dione

(12s)-4-hydroxy-11-oxatetracyclo[8.7.0.0³,⁸.0¹²,¹⁶]heptadeca-1(10),3,5,7,16-pentaene-2,9-dione

C16H12O4 (268.0735552)


   

1-hydroxy-2-methoxy-7-methylanthracene-9,10-dione

1-hydroxy-2-methoxy-7-methylanthracene-9,10-dione

C16H12O4 (268.0735552)


   

5-methoxy-2-oxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4,6,8(16),9,11(15),12-heptaene-6,13-diol

5-methoxy-2-oxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4,6,8(16),9,11(15),12-heptaene-6,13-diol

C16H12O4 (268.0735552)


   

1-hydroxy-4-methoxy-2-methylanthracene-9,10-dione

1-hydroxy-4-methoxy-2-methylanthracene-9,10-dione

C16H12O4 (268.0735552)