NCBI Taxonomy: 81736

Barnardia (ncbi_taxid: 81736)

found 57 associated metabolites at genus taxonomy rank level.

Pinoresinol

PHENOL, 4,4-(TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS(2-METHOXY-, (1S-(1.ALPHA.,3A.ALPHA.,4.BETA.,6A.ALPHA.))-

Epipinoresinol is an enantiomer of pinoresinol having (+)-(1R,3aR,4S,6aR)-configuration. It has a role as a plant metabolite and a marine metabolite. Epipinoresinol is a natural product found in Pandanus utilis, Abeliophyllum distichum, and other organisms with data available. An enantiomer of pinoresinol having (+)-(1R,3aR,4S,6aR)-configuration. (+)-pinoresinol is an enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration. It has a role as a hypoglycemic agent, a plant metabolite and a phytoestrogen. Pinoresinol is a natural product found in Pandanus utilis, Zanthoxylum beecheyanum, and other organisms with data available. See also: Acai fruit pulp (part of). An enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.907 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.905 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.897 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.895 Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2]. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2].

(-)-Pinoresinol

4-[(3R,3aS,6R,6aS)-6-(3-methoxy-4-oxidanyl-phenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxy-phenol

C20H22O6 (358.1416)

(-)-pinoresinol is an enantiomer of pinoresinol having (-)-1R,3aS,4R,6aS-configuration. It has a role as a plant metabolite. (-)-Pinoresinol is a natural product found in Dendrobium loddigesii, Forsythia suspensa, and other organisms with data available. An enantiomer of pinoresinol having (-)-1R,3aS,4R,6aS-configuration.

Pinoresinol

Phenol,4-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis[2-methoxy-, [1S-(1.alpha.,3a.alpha.,4.alpha.,6a.alpha.)]-

C20H22O6 (358.1416)

4-[6-(4-Hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol is a natural product found in Zanthoxylum riedelianum, Forsythia suspensa, and other organisms with data available. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2]. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2].

Epipinoresinol

4-[4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

C20H22O6 (358.1416)

(+)-pinoresinol is a member of the class of compounds known as furanoid lignans. Furanoid lignans are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units (+)-pinoresinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (+)-pinoresinol can be found in a number of food items such as chanterelle, pecan nut, pine nut, and common hazelnut, which makes (+)-pinoresinol a potential biomarker for the consumption of these food products. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2]. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2].

Scillavone A

C18H16O7 (344.0896)

5-[2-(4-hydroxyphenyl)ethenyl]-2-methylbenzene-1,3-diol

C15H14O3 (242.0943)

1,6-dihydroxy-3-methoxy-8-methylxanthen-9-one

NCGC00380279-01!1,6-dihydroxy-3-methoxy-8-methylxanthen-9-one

C15H12O5 (272.0685)

(1s,3'r,3as,5's,5ar,6s,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3',3a,6,9a,11a-pentamethyl-5'-propanoyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-6-ylmethyl acetate

(1s,3'r,3as,5's,5ar,6s,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3',3a,6,9a,11a-pentamethyl-5'-propanoyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-6-ylmethyl acetate

C60H96O28 (1264.6088)

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

C16H12O5 (284.0685)

4',7-dihydroxy-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-one

C26H40O5 (432.2876)

3-[(3,4-dihydroxyphenyl)methyl]-5-hydroxy-6,7-dimethoxy-2,3-dihydro-1-benzopyran-4-one

C18H18O7 (346.1052)

(1s,3'r,3as,5ar,6s,7s,9as,11as)-7-hydroxy-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-one

C26H40O4 (416.2926)

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3s,4r,5r)-3-{[(2s,3r,4s,5r,6r)-3-{[(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6,6-bis(hydroxymethyl)-3',3a,9a,11a-tetramethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3s,4r,5r)-3-{[(2s,3r,4s,5r,6r)-3-{[(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6,6-bis(hydroxymethyl)-3',3a,9a,11a-tetramethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C57H92O28 (1224.5775)

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-hydroxy-6,6-bis(hydroxymethyl)-3',3a,9a,11a-tetramethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C29H46O5 (474.3345)

(1s,3'r,3as,4'r,5ar,6s,7s,9as,11as)-4',7-dihydroxy-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-one

C26H40O5 (432.2876)

2,5,7-trihydroxy-2h-9',11'-dioxaspiro[1-benzopyran-3,4'-tricyclo[6.3.0.0³,⁶]undecane]-1'(8'),2',6'-trien-4-one

C17H12O7 (328.0583)

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-3-{[(2s,3r,4s,5r,6r)-4-{[(2s,3r,4s,5r,6r)-4-{[(2s,3r,4s,5s,6r)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3',3a,6,6,9a,11a-hexamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-3-{[(2s,3r,4s,5r,6r)-4-{[(2s,3r,4s,5r,6r)-4-{[(2s,3r,4s,5s,6r)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3',3a,6,6,9a,11a-hexamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C70H114O36 (1530.7089)

(3r)-3',5,7-trihydroxy-4'-methoxy-2h-spiro[1-benzopyran-3,7'-bicyclo[4.2.0]octane]-1'(6'),2',4'-trien-4-one

C17H14O6 (314.079)

(1s,3'r,3as,4'r,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2r,3r,4r,5r)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-5'-propanoyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-4'-yl acetate

(1s,3'r,3as,4'r,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2r,3r,4r,5r)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-5'-propanoyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-4'-yl acetate

C60H96O29 (1280.6037)

7-hydroxy-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-one

C26H40O4 (416.2926)

(3s)-5,7-dihydroxy-2h-9',11'-dioxaspiro[1-benzopyran-3,4'-tricyclo[6.3.0.0³,⁶]undecane]-1'(8'),2',6'-trien-4-one

C17H12O6 (312.0634)

1-[(1s,3'r,3as,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

1-[(1s,3'r,3as,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C58H94O27 (1222.5982)

3',5,7-trihydroxy-4'-methoxy-2h-spiro[1-benzopyran-3,7'-bicyclo[4.2.0]octane]-1'(6'),2',4'-trien-4-one

C17H14O6 (314.079)

(3e)-3-[(3,4-dihydroxyphenyl)methylidene]-5,7-dihydroxy-6-methoxy-2h-1-benzopyran-4-one

C17H14O7 (330.0739)

5-[(1e)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methylbenzene-1,3-diol

C16H16O4 (272.1049)

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

C16H12O5 (284.0685)

1-[(1s,3'r,3as,4'r,5's,5ar,6s,7s,9as,11as)-4',7-dihydroxy-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C29H46O5 (474.3345)

5-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-methylbenzene-1,3-diol

C16H16O4 (272.1049)

1-[(1s,3'r,3as,5's,5ar,6s,7s,9as,11as)-7-hydroxy-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C29H46O4 (458.3396)

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3s,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6,6-bis(hydroxymethyl)-3',3a,9a,11a-tetramethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3s,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6,6-bis(hydroxymethyl)-3',3a,9a,11a-tetramethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C58H94O28 (1238.5931)

3-[(3,4-dihydroxyphenyl)methyl]-5,7-dihydroxy-6-methoxy-2,3-dihydro-1-benzopyran-4-one

C17H16O7 (332.0896)

(1s,3'r,3as,4''r,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3s,4s,5r)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,4'',6,9a,11a-hexamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrodispiro[cyclopenta[a]phenanthrene-1,2':5',2''-bis(oxolane)]-5''-one

(1s,3'r,3as,4''r,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3s,4s,5r)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,4'',6,9a,11a-hexamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrodispiro[cyclopenta[a]phenanthrene-1,2':5',2''-bis(oxolane)]-5''-one

C59H94O28 (1250.5931)

(1s,3'r,3as,4''r,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(3s,4s,5r)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,4'',6,9a,11a-hexamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrodispiro[cyclopenta[a]phenanthrene-1,2':5',2''-bis(oxolane)]-5''-one

(1s,3'r,3as,4''r,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(3s,4s,5r)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,4'',6,9a,11a-hexamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrodispiro[cyclopenta[a]phenanthrene-1,2':5',2''-bis(oxolane)]-5''-one

C59H94O28 (1250.5931)

2',5,7-trihydroxy-3',4'-dimethoxy-2h-spiro[1-benzopyran-3,7'-bicyclo[4.2.0]octane]-1'(6'),2',4'-trien-4-one

C18H16O7 (344.0896)

1-[(1s,3'r,3as,5's,5ar,6s,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2r,3s,4s,5r)-3-{[(2s,3r,4s,5r,6r)-4-{[(2s,3r,4s,5r,6r)-4-{[(2s,3r,4s,5s,6r)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

1-[(1s,3'r,3as,5's,5ar,6s,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2r,3s,4s,5r)-3-{[(2s,3r,4s,5r,6r)-4-{[(2s,3r,4s,5r,6r)-4-{[(2s,3r,4s,5s,6r)-3,5-dihydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C70H114O37 (1546.7039)

5-[(1e)-2-(4-hydroxyphenyl)ethenyl]-2-methylbenzene-1,3-diol

C15H14O3 (242.0943)

(3r)-5,7-dihydroxy-2h-9',11'-dioxaspiro[1-benzopyran-3,4'-tricyclo[6.3.0.0³,⁶]undecane]-1'(8'),2',6'-trien-4-one

C17H12O6 (312.0634)

(3r)-5,7-dihydroxy-3-[(4-hydroxyphenyl)methyl]-6-methoxy-2,3-dihydro-1-benzopyran-4-one

C17H16O6 (316.0947)

scillavone b

C18H18O7 (346.1052)

(1s,3'r,3as,5's,5ar,6s,9as,11as)-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-5'-propanoyl-3,4,5,5a,8,9,10,11-octahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-7-one

C29H44O4 (456.3239)

1-[7-hydroxy-6,6-bis(hydroxymethyl)-3',3a,9a,11a-tetramethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C29H46O5 (474.3345)

5,7-dihydroxy-2h-9',11'-dioxaspiro[1-benzopyran-3,4'-tricyclo[6.3.0.0³,⁶]undecane]-1'(8'),2',6'-trien-4-one

C17H12O6 (312.0634)

1-[(1s,3'r,3as,5's,5ar,6s,7s,9as,11ar)-7-hydroxy-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C29H46O4 (458.3396)

5,7-dihydroxy-3-[(4-hydroxyphenyl)methyl]-6-methoxy-2,3-dihydro-1-benzopyran-4-one

C17H16O6 (316.0947)

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3',3a,6,6,9a,11a-hexamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3',3a,6,6,9a,11a-hexamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C58H94O26 (1206.6033)

6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-5'-propanoyl-3,4,5,5a,8,9,10,11-octahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-7-one

C29H44O4 (456.3239)

(3s)-3-[(3,4-dihydroxyphenyl)methyl]-5,7-dihydroxy-6-methoxy-2,3-dihydro-1-benzopyran-4-one

C17H16O7 (332.0896)

(3s)-5,7-dihydroxy-3-[(4-hydroxyphenyl)methyl]-6-methoxy-2,3-dihydro-1-benzopyran-4-one

C17H16O6 (316.0947)

1-[7-hydroxy-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C29H46O4 (458.3396)

1-{7-[(6-{[(4,5-dihydroxy-3-{[5-hydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}oxan-2-yl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl}propan-1-one

1-{7-[(6-{[(4,5-dihydroxy-3-{[5-hydroxy-6-(hydroxymethyl)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}oxan-2-yl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl}propan-1-one

C58H94O27 (1222.5982)

3-[(3,4-dihydroxyphenyl)methylidene]-5,7-dihydroxy-6-methoxy-2h-1-benzopyran-4-one

C17H14O7 (330.0739)

(1s,3'r,3as,4''r,5's,5ar,6s,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,4'',6,9a,11a-hexamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrodispiro[cyclopenta[a]phenanthrene-1,2':5',2''-bis(oxolane)]-5''-one

(1s,3'r,3as,4''r,5's,5ar,6s,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,4'',6,9a,11a-hexamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrodispiro[cyclopenta[a]phenanthrene-1,2':5',2''-bis(oxolane)]-5''-one

C59H94O28 (1250.5931)

1-[(1s,3'r,3as,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

1-[(1s,3'r,3as,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C57H92O27 (1208.5826)

1-[(1s,3'r,3as,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

1-[(1s,3'r,3as,5's,5ar,6r,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C58H94O27 (1222.5982)

1-[4',7-dihydroxy-6-(hydroxymethyl)-3',3a,6,9a,11a-pentamethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C29H46O5 (474.3345)

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6,6-bis(hydroxymethyl)-3',3a,9a,11a-tetramethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

1-[(1s,3'r,3as,5's,5ar,7s,9as,11as)-7-{[(2r,3r,4s,5s,6r)-6-({[(2s,3r,4s,5s)-4,5-dihydroxy-3-{[(2s,3r,4s,5r,6r)-5-hydroxy-6-(hydroxymethyl)-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-6,6-bis(hydroxymethyl)-3',3a,9a,11a-tetramethyl-2,3,4,5,5a,7,8,9,10,11-decahydrospiro[cyclopenta[a]phenanthrene-1,2'-oxolan]-5'-yl]propan-1-one

C58H94O28 (1238.5931)

(2r,3r)-2,5,7-trihydroxy-2h-9',11'-dioxaspiro[1-benzopyran-3,4'-tricyclo[6.3.0.0³,⁶]undecane]-1'(8'),2',6'-trien-4-one

C17H12O7 (328.0583)