NCBI Taxonomy: 29001
Alternaria brassicicola (ncbi_taxid: 29001)
found 51 associated metabolites at species taxonomy rank level.
Ancestor: Alternaria sect. Brassicicola
Child Taxonomies: Alternaria brassicicola ATCC 96836
Depudecin
(1S,3E,6S)-1,2:5,6-dianhydro-3,4-dideoxy-1-[(1R)-1-hydroxyethyl]-6-[(1R)-1-hydroxyprop-2-en-1-yl]-D-threo-hex-3-enitol
Depudecin is a polyketide obtained from the fungus Alternaria brassicicola and having a highly unusual structure of an 11-carbon chain containing two epoxides and six stereogenic centres. It is an inhibitor of histone deacetylase (HDAC) both in vivo and in vitro and also exhibits anti-angiogenic activity. It has a role as an EC 3.5.1.98 (histone deacetylase) inhibitor and a fungal metabolite. (-)-Depudecin is a natural product found in Alternaria brassicicola and Xylaria with data available. Depudecin is depudecin is a fungal metabolite that reverts the rounded phenotype of NIH 3T3 fibroblasts transformed with v-ras and v-src oncogenes to the flattened phenotype of the non-transformed parental cells. The mechanism of de-transformation induced by this agent had not been determined. However, depudecin has been demonstrated to inhibit histone deacetylase (HDAC) activity effectively both in vivo and in vitro. A polyketide obtained from the fungus Alternaria brassicicola and having a highly unusual structure of an 11-carbon chain containing two epoxides and six stereogenic centres. It is an inhibitor of histone deacetylase (HDAC) both in vivo and in vitro and also exhibits anti-angiogenic activity.
6-[1-(2,3-dimethyloxiran-2-yl)prop-1-en-2-yl]-4-methoxy-3-methylpyran-2-one
6-[1-(2,3-dimethyloxiran-2-yl)prop-1-en-2-yl]-4-methoxy-3-methylpyran-2-one
6-[(1z)-1-[(2s,3s)-2,3-dimethyloxiran-2-yl]prop-1-en-2-yl]-4-methoxy-3-methylpyran-2-one
6-[(1z)-1-[(2s,3s)-2,3-dimethyloxiran-2-yl]prop-1-en-2-yl]-4-methoxy-3-methylpyran-2-one
(1r)-1-[(2s,3s)-3-[(1e)-2-[(3s)-3-[(1r)-1-hydroxyethyl]oxiran-2-yl]ethenyl]oxiran-2-yl]prop-2-en-1-ol
(1r)-1-[(2s,3s)-3-[(1e)-2-[(3s)-3-[(1r)-1-hydroxyethyl]oxiran-2-yl]ethenyl]oxiran-2-yl]prop-2-en-1-ol
(1r,3s,4r,5s,8r,11r,14r)-3,8-dihydroxy-14-isopropyl-8-(methoxymethyl)-4,11-dimethyl-15-oxatetracyclo[9.4.0.0¹,¹⁴.0⁵,⁹]pentadec-9-en-12-one
(1r,3s,4r,5s,8r,11r,14r)-3,8-dihydroxy-14-isopropyl-8-(methoxymethyl)-4,11-dimethyl-15-oxatetracyclo[9.4.0.0¹,¹⁴.0⁵,⁹]pentadec-9-en-12-one
(1e,3r,4s,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol
(1e,3r,4s,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol
(1e,3s,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-10-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(1e,3s,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-10-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
[(1-{[3,4-bis(acetyloxy)-1,6-bis[(2-hydroxy-3-methylbutanoyl)oxy]-5-[(2-isocyano-3-methylbutanoyl)oxy]hexan-2-yl]oxy}-3-methyl-1-oxobutan-2-yl)azaniumylidyne]methylium
[(1-{[3,4-bis(acetyloxy)-1,6-bis[(2-hydroxy-3-methylbutanoyl)oxy]-5-[(2-isocyano-3-methylbutanoyl)oxy]hexan-2-yl]oxy}-3-methyl-1-oxobutan-2-yl)azaniumylidyne]methylium
(3r,4r,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol
(3r,4r,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol
(1e,3r,4s,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(1e,3r,4s,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
6,9-dihydroxy-12-isopropyl-6-(methoxymethyl)-2,10-dimethyl-15-oxatetracyclo[7.5.1.0³,⁷.0¹⁰,¹³]pentadeca-7,12-dien-11-one
6,9-dihydroxy-12-isopropyl-6-(methoxymethyl)-2,10-dimethyl-15-oxatetracyclo[7.5.1.0³,⁷.0¹⁰,¹³]pentadeca-7,12-dien-11-one
(1e,3r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(1e,3r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(1r,2e,4r,7s,8r,9s)-12-isopropyl-4-(methoxymethyl)-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9-diol
(1r,2e,4r,7s,8r,9s)-12-isopropyl-4-(methoxymethyl)-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9-diol
{[(2r)-1-{[(2r,3r,4s,5r)-3,4-bis(acetyloxy)-6-{[(2r)-2-hydroxy-3-methylbutanoyl]oxy}-1-{[(2s)-2-hydroxy-3-methylbutanoyl]oxy}-5-{[(2s)-3-methyl-2-(methylidyneammonio)butanoyl]oxy}hexan-2-yl]oxy}-3-methyl-1-oxobutan-2-yl]imino}methanide
{[(2r)-1-{[(2r,3r,4s,5r)-3,4-bis(acetyloxy)-6-{[(2r)-2-hydroxy-3-methylbutanoyl]oxy}-1-{[(2s)-2-hydroxy-3-methylbutanoyl]oxy}-5-{[(2s)-3-methyl-2-(methylidyneammonio)butanoyl]oxy}hexan-2-yl]oxy}-3-methyl-1-oxobutan-2-yl]imino}methanide
(1e,3r,4r,9s,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(1e,3r,4r,9s,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
12-isopropyl-4-(methoxymethyl)-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9-diol
12-isopropyl-4-(methoxymethyl)-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9-diol
3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(3r,4s,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol
(3r,4s,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol
(3s,4s,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(3s,4s,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
4-methoxy-3-methyl-6-(4-methylhexa-2,4-dien-2-yl)pyran-2-one
4-methoxy-3-methyl-6-(4-methylhexa-2,4-dien-2-yl)pyran-2-one
(1r,4r,7s,8r,9s)-1-{[(1e,3s,4r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl]methyl}-4,9-dihydroxy-12-isopropyl-4-(methoxymethyl)-8-methyl-14-oxatricyclo[9.4.0.0³,⁷]pentadeca-2,11-diene-13,15-dione
(1r,4r,7s,8r,9s)-1-{[(1e,3s,4r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl]methyl}-4,9-dihydroxy-12-isopropyl-4-(methoxymethyl)-8-methyl-14-oxatricyclo[9.4.0.0³,⁷]pentadeca-2,11-diene-13,15-dione
3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate
3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate
(3r,4r,9s,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(3r,4r,9s,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(1s,2e,4r,7s,8r,9s,13r,14s)-12-isopropyl-4-(methoxymethyl)-8,14-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9,13-triol
(1s,2e,4r,7s,8r,9s,13r,14s)-12-isopropyl-4-(methoxymethyl)-8,14-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9,13-triol
(1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate
(1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate
(3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate
(3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate
(3s,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-10-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(3s,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-10-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(1s,2r,3s,6r,9s,10r)-6,9-dihydroxy-12-isopropyl-6-(methoxymethyl)-2,10-dimethyl-15-oxatetracyclo[7.5.1.0³,⁷.0¹⁰,¹³]pentadeca-7,12-dien-11-one
(1s,2r,3s,6r,9s,10r)-6,9-dihydroxy-12-isopropyl-6-(methoxymethyl)-2,10-dimethyl-15-oxatetracyclo[7.5.1.0³,⁷.0¹⁰,¹³]pentadeca-7,12-dien-11-one
12-isopropyl-4-(methoxymethyl)-8,14-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9,13-triol
12-isopropyl-4-(methoxymethyl)-8,14-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-2,11-diene-4,9,13-triol
9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(1e,4s,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol
(1e,4s,9s,10r,11s,14r)-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol
4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(1s,2e,4r,7s,8r,9s,14r)-14-{[(1e,3s,4s,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl]methyl}-1,4,9-trihydroxy-12-isopropyl-4-(methoxymethyl)-8-methyltricyclo[9.2.1.0³,⁷]tetradeca-2,11-dien-13-one
(1s,2e,4r,7s,8r,9s,14r)-14-{[(1e,3s,4s,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl]methyl}-1,4,9-trihydroxy-12-isopropyl-4-(methoxymethyl)-8-methyltricyclo[9.2.1.0³,⁷]tetradeca-2,11-dien-13-one
(1e,3s,4s,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(1e,3s,4s,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(3r,9s,10r,11s,14r)-3-{[(1e,3s,4r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl]methyl}-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-10-methyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,5-dione
(3r,9s,10r,11s,14r)-3-{[(1e,3s,4r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl]methyl}-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-10-methyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,5-dione
4-methoxy-3-methyl-6-[(2e,4e)-4-methylhexa-2,4-dien-2-yl]pyran-2-one
4-methoxy-3-methyl-6-[(2e,4e)-4-methylhexa-2,4-dien-2-yl]pyran-2-one
(3r,4r,9s,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(3r,4r,9s,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol
6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9,14-triol
3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-10-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-10-methyl-4-methylidenetricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(3r,4s,9s,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
(3r,4s,9s,10r,11s,14r)-4,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-5-one
1-(3-{2-[3-(1-hydroxyethyl)oxiran-2-yl]ethenyl}oxiran-2-yl)prop-2-en-1-ol
1-(3-{2-[3-(1-hydroxyethyl)oxiran-2-yl]ethenyl}oxiran-2-yl)prop-2-en-1-ol
(2e,4e)-5-(4-methoxy-5-methyl-6-oxopyran-2-yl)-3-methylhexa-2,4-dienoic acid
(2e,4e)-5-(4-methoxy-5-methyl-6-oxopyran-2-yl)-3-methylhexa-2,4-dienoic acid
5-(4-methoxy-5-methyl-6-oxopyran-2-yl)-3-methylhexa-2,4-dienoic acid
5-(4-methoxy-5-methyl-6-oxopyran-2-yl)-3-methylhexa-2,4-dienoic acid
(3r,4s,9s,10r,11s,14r)-6-isopropyl-14-methoxy-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9-diol
(3r,4s,9s,10r,11s,14r)-6-isopropyl-14-methoxy-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,9-diol
(1s,2e,4r,7s,8r,9s,14r)-14-{[(1e,3s,4r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl]methyl}-1,4,9-trihydroxy-12-isopropyl-4-(methoxymethyl)-8-methyltricyclo[9.2.1.0³,⁷]tetradeca-2,11-dien-13-one
(1s,2e,4r,7s,8r,9s,14r)-14-{[(1e,3s,4r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl]methyl}-1,4,9-trihydroxy-12-isopropyl-4-(methoxymethyl)-8-methyltricyclo[9.2.1.0³,⁷]tetradeca-2,11-dien-13-one
(3r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,5-dione
(3r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-diene-4,5-dione
(1r,8r,9s)-9-hydroxy-12-isopropyl-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-3(7),11-dien-4-one
(1r,8r,9s)-9-hydroxy-12-isopropyl-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-3(7),11-dien-4-one
(3r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-one
(3r,9s,10r,11s,14r)-9,14-dihydroxy-6-isopropyl-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-one
