Classification Term: 170458

Flavonolignans (ontology term: fd1dc2241d503cb26ceadefd50cf3a16)

found 130 associated metabolites at sub_class metabolite taxonomy ontology rank level.

Child Taxonomies: There is no child term of current ontology term.

Silibinin

Silybin B, 2-(2,3-Dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-1,4-benzodioxin-6-yl)-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one

C25H22O10 (482.1213)

A - Alimentary tract and metabolism > A05 - Bile and liver therapy > A05B - Liver therapy, lipotropics > A05BA - Liver therapy Silibinin is found in coffee and coffee products. Silibinin is isolated from Silybum marianum (milk thistle D020011 - Protective Agents > D000975 - Antioxidants [Raw Data] CBA85_Silybin-B_pos_30eV.txt [Raw Data] CBA85_Silybin-B_neg_30eV.txt [Raw Data] CBA85_Silybin-B_pos_50eV.txt [Raw Data] CBA85_Silybin-B_pos_20eV.txt [Raw Data] CBA85_Silybin-B_pos_40eV.txt [Raw Data] CBA85_Silybin-B_pos_10eV.txt [Raw Data] CBA85_Silybin-B_neg_40eV.txt [Raw Data] CBA85_Silybin-B_neg_10eV.txt [Raw Data] CBA85_Silybin-B_neg_50eV.txt [Raw Data] CBA85_Silybin-B_neg_20eV.txt Silybin is a flavonolignan isolated from milk thistle (Silybum marianum) seeds. Silybin induces apoptosis and exhibits hepatoprotective, antioxidant, anti-inflammatory, anti-cancer activity[1][2]. Silybin is a flavonolignan isolated from milk thistle (Silybum marianum) seeds. Silybin induces apoptosis and exhibits hepatoprotective, antioxidant, anti-inflammatory, anti-cancer activity[1][2]. Silybin A (Silibinin A), an effective anti-cancer and chemopreventive agent, has been shown to exert multiple effects on cancer cells, including inhibition of both cell proliferation and migration. Silybin A (Silibinin A), an effective anti-cancer and chemopreventive agent, has been shown to exert multiple effects on cancer cells, including inhibition of both cell proliferation and migration.

Silandrin

5,7-dihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one

C25H22O9 (466.1264)

Constituent of Silybum marianum (milk thistle). Silandrin is found in coffee and coffee products and green vegetables. Silandrin is found in coffee and coffee products. Silandrin is a constituent of Silybum marianum (milk thistle).

Americanol

4-[(2R,3R)-3-(hydroxymethyl)-6-[(1E)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C18H18O6 (330.1103)

Constituent of Phytolacca americana (pokeberry). Americanol is found in fruits and green vegetables. Americanol is found in fruits. Americanol is a constituent of Phytolacca americana (pokeberry).

Americanin A

(2Z)-3-[2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

Constituent of Phytolacca americana (pokeberry). Americanin A is found in fruits, green vegetables, and american pokeweed. Americanin A is found in american pokeweed. Americanin A is a constituent of Phytolacca americana (pokeberry)

2,3-Dehydrosilybin

3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one

C25H20O10 (480.1056)

2,3-Dehydrosilybin is found in coffee and coffee products. 2,3-Dehydrosilybin is a constituent of Silybum marianum (milk thistle). Constituent of Silybum marianum (milk thistle). 2,3-Dehydrosilybin is found in coffee and coffee products and green vegetables. D000970 - Antineoplastic Agents D020011 - Protective Agents

Isoamericanin A

(2Z)-3-[3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

Isoamericanin A is found in american pokeweed. Isoamericanin A is isolated from seeds of Phytolacca americana (pokeberry). Isolated from seeds of Phytolacca americana (pokeberry). Isoamericanin A is found in fruits and american pokeweed.

Isoamericanol A

4-[3-(hydroxymethyl)-7-[(1Z)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C18H18O6 (330.1103)

Isoamericanol A is found in american pokeweed. Isoamericanol A is isolated from the seeds of Phytolacca americana (pokeberry). Isolated from the seeds of Phytolacca americana (pokeberry). Isoamericanol A is found in fruits and american pokeweed.

Silibinin

4H-1-Benzopyran-4-one, 2,3-dihydro-2-(2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl)-3,5,7-trihydroxy-, (2R-(2-alpha,3-beta,6(2R*,3R*)))-

C25H22O10 (482.1213)

Silibinin is a flavonolignan isolated from milk thistle, Silybum marianum, that has been shown to exhibit antioxidant and antineoplastic activities. It has a role as an antioxidant, an antineoplastic agent, a hepatoprotective agent and a plant metabolite. It is a flavonolignan, a polyphenol, an aromatic ether, a benzodioxine and a secondary alpha-hydroxy ketone. Silibinin is the major active constituent of silymarin, a standardized extract of the milk thistle seeds, containing a mixture of flavonolignans consisting of silibinin, isosilibinin, silicristin, silidianin and others. Silibinin is presented as a mixture of two diastereomers, silybin A and silybin B, which are found in an approximately equimolar ratio. Both in vitro and animal research suggest that silibinin has hepatoprotective (antihepatotoxic) properties that protect liver cells against toxins. Silibinin has also demonstrated in vitro anti-cancer effects against human prostate adenocarcinoma cells, estrogen-dependent and -independent human breast carcinoma cells, human ectocervical carcinoma cells, human colon cancer cells, and both small and nonsmall human lung carcinoma cells. Silibinin is a natural product found in Aspergillus iizukae, Asteraceae, and other organisms with data available. Silymarin is a mixture of flavonolignans isolated from the milk thistle plant Silybum marianum. Silymarin may act as an antioxidant, protecting hepatic cells from chemotherapy-related free radical damage. This agent may also promote the growth of new hepatic cells. (NCI04) The major active component of silymarin flavonoids extracted from seeds of the MILK THISTLE, Silybum marianum; it is used in the treatment of HEPATITIS; LIVER CIRRHOSIS; and CHEMICAL AND DRUG INDUCED LIVER INJURY, and has antineoplastic activity; silybins A and B are diastereomers. A flavonolignan isolated from milk thistle, Silybum marianum, that has been shown to exhibit antioxidant and antineoplastic activities. A - Alimentary tract and metabolism > A05 - Bile and liver therapy > A05B - Liver therapy, lipotropics > A05BA - Liver therapy D000970 - Antineoplastic Agents D020011 - Protective Agents (±)-Silybin is the racemate of Silybin (HY-N0779A). Silybin induces apoptosis and exhibits hepatoprotective, antioxidant, anti-inflammatory, anti-cancer activity[1][2]. Silybin is a flavonolignan isolated from milk thistle (Silybum marianum) seeds. Silybin induces apoptosis and exhibits hepatoprotective, antioxidant, anti-inflammatory, anti-cancer activity[1][2]. Silybin is a flavonolignan isolated from milk thistle (Silybum marianum) seeds. Silybin induces apoptosis and exhibits hepatoprotective, antioxidant, anti-inflammatory, anti-cancer activity[1][2]. Silybin A (Silibinin A), an effective anti-cancer and chemopreventive agent, has been shown to exert multiple effects on cancer cells, including inhibition of both cell proliferation and migration. Silybin A (Silibinin A), an effective anti-cancer and chemopreventive agent, has been shown to exert multiple effects on cancer cells, including inhibition of both cell proliferation and migration.

Caseamine

C19H21NO4 (327.1471)

Silandrin

(2S) -2alpha- [ [ (2R,3R) -2,3-Dihydro-2- (4-hydroxy-3-methoxyphenyl) -3- (hydroxymethyl) -1,4-benzodioxin ] -6-yl ] -2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one

C25H22O9 (466.1264)

A flavonolignan isolated from milk thistle, Silybum marianum, and has been shown to exhibit hepatoprotective activity.

Isosilybin A

C25H22O10 (482.1213)

[Raw Data] CBA86_Isosilybin-A_neg_50eV.txt [Raw Data] CBA86_Isosilybin-A_neg_40eV.txt [Raw Data] CBA86_Isosilybin-A_neg_30eV.txt [Raw Data] CBA86_Isosilybin-A_neg_20eV.txt [Raw Data] CBA86_Isosilybin-A_neg_10eV.txt [Raw Data] CBA86_Isosilybin-A_pos_50eV.txt [Raw Data] CBA86_Isosilybin-A_pos_40eV.txt [Raw Data] CBA86_Isosilybin-A_pos_30eV.txt [Raw Data] CBA86_Isosilybin-A_pos_20eV.txt [Raw Data] CBA86_Isosilybin-A_pos_10eV.txt Isosilybin A, a flavonolignan isolated from silymarin, has anti-prostate cancer (PCA) activity. Isosilybin A inhibits proliferation and induces G1 phase arrest and apoptosis in cancer cells, which activates apoptotic machinery in PCA cells via targeting Akt-NF-κB-androgen receptor (AR) axis[1][2]. Isosilybin A, a flavonolignan isolated from silymarin, has anti-prostate cancer (PCA) activity. Isosilybin A inhibits proliferation and induces G1 phase arrest and apoptosis in cancer cells, which activates apoptotic machinery in PCA cells via targeting Akt-NF-κB-androgen receptor (AR) axis[1][2].

isosilybin B

C25H22O10 (482.1213)

Americanin

(2Z)-3-[2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

Isoamericanin A

(2Z)-3-[3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

Americanol

4-[(2R,3R)-3-(hydroxymethyl)-6-[(1E)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C18H18O6 (330.1103)

2,3-dehydrosilybin

3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one

C25H20O10 (480.1056)

D000970 - Antineoplastic Agents D020011 - Protective Agents

Isoamericanol A

C18H18O6 (330.1103)

2-(4-{[(1s,2s)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxychromen-4-one

C27H26O11 (526.1475)

(3r)-3,5,7-trihydroxy-2-[(3r)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one

C25H22O10 (482.1213)

(2e)-3-[(3r)-3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

3-[3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enoic acid

C18H16O7 (344.0896)

(2e)-3-[(2s,3s)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enoic acid

C19H18O7 (358.1052)

3-[(2s,3s)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

6-(3-{2-hydroxy-5-[3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-4-methoxyphenyl}-1-(4-hydroxyphenyl)propyl)-2-phenyl-3,4-dihydro-2h-1-benzopyran-7-ol

C47H46O8 (738.3193)

9-phenyl-1-{2,4,6-trihydroxy-3-[7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-yl]phenyl}nonan-1-one

C36H38O7 (582.2617)

4-[(2s,3r)-2-(hydroxymethyl)-2h,3h,9h-[1,4]dioxino[2,3-g]chromen-3-yl]-2-methoxyphenol

C19H18O6 (342.1103)

(2e)-3-[(2r,3r)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

(2s)-6-[(1r)-3-{2-hydroxy-5-[(1r)-3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-4-methoxyphenyl}-1-(4-hydroxyphenyl)propyl]-2-phenyl-3,4-dihydro-2h-1-benzopyran-7-ol

C47H46O8 (738.3193)

4-[3-(hydroxymethyl)-6-(3-hydroxypropyl)-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenol

C19H22O6 (346.1416)

(2s,3s)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carboxylic acid

C17H16O7 (332.0896)

4-[2-(hydroxymethyl)-2h,3h,9h-[1,4]dioxino[2,3-g]chromen-3-yl]-2-methoxyphenol

C19H18O6 (342.1103)

2-[5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[2-(4-hydroxyphenyl)-4-[2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

C54H54O11 (878.3666)

4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C18H18O6 (330.1103)

4-{4-[3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-hexahydrofuro[3,4-c]furan-1-yl}benzene-1,2-diol

C27H26O9 (494.1577)

2-(4-{[(1s,2s)-1,3-dihydroxy-1-(4-hydroxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxychromen-4-one

C26H24O10 (496.1369)

(2e)-3-[(2s,3s)-3-[(2r,3s)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C27H24O9 (492.142)

(2s,3s,4z)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methylidene]-n,1-bis[2-(4-hydroxyphenyl)ethyl]-5-oxopyrrolidine-3-carboximidic acid

C36H36N2O8 (624.2472)

(2r,3r)-7,9-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4,5-trioxatetraphen-10-one

C24H20O10 (468.1056)

1,2-bis{[(2r,3s,4s,5r,6s)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl} (1s,2s,3s,4s)-3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

C60H52O26 (1188.2747)

methyl (2s,3s)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carboxylate

C17H16O7 (332.0896)

3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carboxylic acid

C17H16O7 (332.0896)

2-(4-{[(1r,2s)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxychromen-4-one

C27H26O11 (526.1475)

2-[(1s,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2s,3s,4s,6s)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

2-[(1s,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2s,3s,4s,6s)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

C54H54O11 (878.3666)

(2r,3s)-7,9-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4,5-trioxatetraphen-10-one

C23H18O9 (438.0951)

3,5,7-trihydroxy-2-[3-(3-hydroxy-4-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one

C25H22O10 (482.1213)

4-[(2r)-3-(hydroxymethyl)-7-[(1e)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C18H18O6 (330.1103)

(2e)-3-[(2r,3r)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid

C27H27NO7 (477.1787)

1,2-bis[(6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

C60H52O26 (1188.2747)

(2s,3r)-3,5,7-trihydroxy-2-[(2r,3r)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one

C25H22O10 (482.1213)

4-[(2s)-3-(hydroxymethyl)-6-[(1e)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C18H18O6 (330.1103)

3-[2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enoic acid

C18H16O7 (344.0896)

2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methylidene]-n,1-bis[2-(4-hydroxyphenyl)ethyl]-5-oxopyrrolidine-3-carboximidic acid

C36H36N2O8 (624.2472)

(2e)-3-[(2r,3r)-3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

4-[3-(hydroxymethyl)-6-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-2,3-dihydro-1,4-benzodioxin-2-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C27H26O9 (494.1577)

(2r,3r)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-2h,3h-[1,4]dioxino[2,3-g]chromen-9-one

C20H18O8 (386.1002)

(2r,3r)-3,5,7-trihydroxy-2-[(2r,3s)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one

C25H22O10 (482.1213)

4-{4-[2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-hexahydrofuro[3,4-c]furan-1-yl}benzene-1,2-diol

C27H26O9 (494.1577)

5,7-dihydroxy-2-[3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-8-methoxy-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one

C27H24O11 (524.1319)

4-[2-(hydroxymethyl)-2h,3h,9h-[1,4]dioxino[2,3-g]chromen-3-yl]-2,6-dimethoxyphenol

C20H20O7 (372.1209)

4-[(1s,3ar,4s,6ar)-4-[(2r,3s)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

C27H26O9 (494.1577)

7,9-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4,5-trioxatetraphen-10-one

C23H18O9 (438.0951)

(2r,3r)-3,5,7-trihydroxy-2-[(2s,3s)-2-(3-hydroxy-5-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one

C25H22O10 (482.1213)

9-phenyl-1-{2,4,6-trihydroxy-3-[(2r,4r)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-yl]phenyl}nonan-1-one

C36H38O7 (582.2617)

2-(4-{[(1s,2r)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxychromen-4-one

C27H26O11 (526.1475)

(2e)-3-[(2r,3r)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enoic acid

C19H18O7 (358.1052)

3-{3-[2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl}prop-2-enal

C27H24O9 (492.142)

3-[3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

4-[(2r,3r)-3-(hydroxymethyl)-6-(3-hydroxypropyl)-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenol

C19H22O6 (346.1416)

3-[(2r,3r)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid

C27H27NO7 (477.1787)

3-(4-hydroxy-3-methoxyphenyl)-8-(3-hydroxy-4-methoxyphenyl)-2-(hydroxymethyl)-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one

C26H22O9 (478.1264)

[(2r,3r,4s,5r,6s)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,5-dihydroxy-4-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl]methyl (2e)-3-(4-{[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3-methoxyphenyl)prop-2-enoate

[(2r,3r,4s,5r,6s)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,5-dihydroxy-4-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl]methyl (2e)-3-(4-{[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3-methoxyphenyl)prop-2-enoate

C50H46O20 (966.2582)

4-[(2s,3r)-2-(hydroxymethyl)-2h,3h,9h-[1,4]dioxino[2,3-g]chromen-3-yl]-2,6-dimethoxyphenol

C20H20O7 (372.1209)

3-[2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid

C28H29NO8 (507.1893)

(2z)-3-[(2r,3r)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid

C27H27NO7 (477.1787)

5,7-dihydroxy-2-[(2r,3r)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-8-methoxy-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one

C27H24O11 (524.1319)

2-(4-{[(1r,2s)-1,3-dihydroxy-1-(4-hydroxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxychromen-4-one

C26H24O10 (496.1369)

3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-2h,3h-[1,4]dioxino[2,3-g]chromen-9-one

C20H18O8 (386.1002)

(2r,3s)-3,5,7-trihydroxy-2-[(2r,3r)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one

C25H22O10 (482.1213)

4-[(1s,3ar,4s,6ar)-4-[(2r,3s)-3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

C27H26O9 (494.1577)

methyl 2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carboxylate

C17H16O7 (332.0896)

(2e)-3-[(2r,3s)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enoic acid

C18H16O7 (344.0896)

methyl (2s,3s)-3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carboxylate

C17H16O7 (332.0896)

(2r,3r)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carboxylic acid

C17H16O7 (332.0896)

2-[(1r,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2s,3s,4s,6s)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

2-[(1r,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2s,3s,4s,6s)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

C54H54O11 (878.3666)

(2r,3r)-3,5,7-trihydroxy-2-[(2r,3r)-2-(3-hydroxy-5-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one

C25H22O10 (482.1213)

(3s)-3,5,7-trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one

C25H22O10 (482.1213)

2-[(1s,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2s,3s,4r,6r)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

2-[(1s,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2s,3s,4r,6r)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

C54H54O11 (878.3666)

(2e)-3-[2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

2-[(1r,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2r,3r,4s,6s)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

2-[(1r,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2r,3r,4s,6s)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

C54H54O11 (878.3666)

4-[(1s,3ar,4s,6ar)-4-[(2s,3s)-3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

C27H26O9 (494.1577)

4-[(2s,3s)-3-(hydroxymethyl)-6-[(1e)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C18H18O6 (330.1103)

2-(4-{[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxychromen-4-one

C27H26O11 (526.1475)

(2r,3r)-3,5,7-trihydroxy-2-[(2r,3r)-3-(3-hydroxy-4-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one

C25H22O10 (482.1213)

4-[3-(hydroxymethyl)-7-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-2,3-dihydro-1,4-benzodioxin-2-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C27H26O9 (494.1577)

4-[(2r,3r)-3-(hydroxymethyl)-6-[(2r,3r)-3-(hydroxymethyl)-7-[(1e)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C27H26O9 (494.1577)

4-[3-(hydroxymethyl)-7-(3-hydroxypropyl)-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenol

C19H22O6 (346.1416)

4-{2-hydroxy-1-[(3r)-7-hydroxy-3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2h-1-benzopyran-6-yl]-3-(4-hydroxyphenyl)propyl}benzene-1,3-diol

C32H32O9 (560.2046)

(2e)-1-{2,4-dihydroxy-3-[(2s,3r,4r,6s)-3-[(1s,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl}-3-(4-hydroxyphenyl)prop-2-en-1-one

(2e)-1-{2,4-dihydroxy-3-[(2s,3r,4r,6s)-3-[(1s,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-6-methoxyphenyl}-3-(4-hydroxyphenyl)prop-2-en-1-one

C54H54O11 (878.3666)

4-[(2s,3s)-3-(hydroxymethyl)-7-[(1e)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C18H18O6 (330.1103)

3-[2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

9-phenyl-1-{2,4,6-trihydroxy-3-[(2s,4r)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-yl]phenyl}nonan-1-one

C36H38O7 (582.2617)

4-[3-(hydroxymethyl)-6-(3-hydroxyprop-1-en-1-yl)-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C18H18O6 (330.1103)

(2r,3r)-7,9-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4,5-trioxatetraphen-10-one

C23H18O9 (438.0951)

3,5,7-trihydroxy-2-{2',5,6-trihydroxy-5'-[4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-3'-methoxy-[1,1'-biphenyl]-3-yl}-2,3-dihydro-1-benzopyran-4-one

C35H32O13 (660.1843)

7,9-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4,5-trioxatetraphen-10-one

C24H20O10 (468.1056)

(2e)-3-[(2r,3r)-3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enoic acid

C18H16O7 (344.0896)

4-[(2s,3s)-3-(hydroxymethyl)-6-[(2r,3r)-3-(hydroxymethyl)-7-[(1e)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C27H26O9 (494.1577)

(2e)-3-[(2r,3r)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enoic acid

C18H16O7 (344.0896)

(2r,3r)-2-{5'-[(1s,3ar,4s,6ar)-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2',5,6-trihydroxy-3'-methoxy-[1,1'-biphenyl]-3-yl}-3,5,7-trihydroxy-2,3-dihydro-1-benzopyran-4-one

C35H32O13 (660.1843)

4-[(2r,3r)-3-(hydroxymethyl)-7-[(2r,3r)-3-(hydroxymethyl)-7-[(1e)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C27H26O9 (494.1577)

(2e)-3-[(2s,3s)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

[(2r,3r,4s,5r,6s)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,5-dihydroxy-4-{[(2z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl]methyl (2e)-3-(4-{[(1r,2r)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3-methoxyphenyl)prop-2-enoate

[(2r,3r,4s,5r,6s)-6-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy}-3,5-dihydroxy-4-{[(2z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl]methyl (2e)-3-(4-{[(1r,2r)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3-methoxyphenyl)prop-2-enoate

C50H46O20 (966.2582)

2-(4-{[(1r,2r)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxychromen-4-one

C27H26O11 (526.1475)

oxytropisoflavan a

C32H32O9 (560.2046)

4-[(2s,3s)-3-(hydroxymethyl)-7-[(2r,3r)-3-(hydroxymethyl)-7-[(1e)-3-hydroxyprop-1-en-1-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C27H26O9 (494.1577)

2-[(1s,2e,5r)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2s,3s,4r,6r)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

2-[(1s,2e,5r)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2s,3s,4r,6r)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

C54H54O11 (878.3666)

(2e)-3-[(2s,3s)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enoic acid

C18H16O7 (344.0896)

(2r,3r)-6,8-dihydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-(4-hydroxyphenyl)-2h,3h-[1,4]dioxino[2,3-h]chromen-7-one

C25H20O10 (480.1056)

2-[(1s,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2r,3r,4s,6s)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

2-[(1s,2e,5s)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-4-[(2r,3r,4s,6s)-2-(4-hydroxyphenyl)-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-6-[2-(4-hydroxyphenyl)ethyl]oxane-3-carbonyl]-5-methoxybenzene-1,3-diol

C54H54O11 (878.3666)

1-(2,4-dihydroxy-3-{3-[5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-2-en-1-yl]-2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl}-6-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

C54H54O11 (878.3666)

4-[(2s,3s)-3-(hydroxymethyl)-7-(3-hydroxypropyl)-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenol

C19H22O6 (346.1416)

methyl 3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxine-6-carboxylate

C17H16O7 (332.0896)

4-[(1r,2r)-2-hydroxy-1-[(3r)-7-hydroxy-3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2h-1-benzopyran-6-yl]-3-(4-hydroxyphenyl)propyl]benzene-1,3-diol

C32H32O9 (560.2046)

(2s,3s)-7,9-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4,5-trioxatetraphen-10-one

C24H20O10 (468.1056)

(2e)-3-[(2s,3s)-3-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]prop-2-enal

C18H16O6 (328.0947)

(2e)-3-[(2s,3s)-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enimidic acid

C28H29NO8 (507.1893)

(2s)-5,7-dihydroxy-2-[(2r,3s)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]-2,3-dihydro-1-benzopyran-4-one

C25H22O9 (466.1264)