NCBI Taxonomy: 5083
Penicillium canescens (ncbi_taxid: 5083)
found 27 associated metabolites at species taxonomy rank level.
Ancestor: Penicillium
Child Taxonomies: Penicillium canescens ATCC 10419
penicillic acid
(2E)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE isolated standard
penitrem A
NCGC00163403-03_C37H44ClNO6_(2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8S,9aR,14bS,14cR,16aS)-12-Chloro-2-isopropenyl-14b,14c,17,17-tetramethyl-10-methylene-3,3a,6,6a,7,8,9,9a,10,11,14,14b,14c,15,16,16a-hexadecahydro-2H,4bH-7,8-(epoxymethano)cyclobuta[5,6]benzo[1,2-e]oxireno[4,4a]chromeno[5,6:6,7]indeno[1,2-b]indole-3,4b,7d(5H)-triol
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE Reference Standard (Level 1) Penitrem A is an indole diterpene neurotoxic alkaloid produced by Penicillium, acts as a selective BK channel antagonist with antiproliferative and anti-invasive activities against multiple malignancies. Penitrem A increases the spontaneous release of endogenous glutamate, gamma-aminobutyric acid (GABA) and aspartate from cerebrocortical synaptosomes, and induces tremorgenic syndromes in animals[1][2].
penitrem A
21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins Penitrem A is an indole diterpene neurotoxic alkaloid produced by Penicillium, acts as a selective BK channel antagonist with antiproliferative and anti-invasive activities against multiple malignancies. Penitrem A increases the spontaneous release of endogenous glutamate, gamma-aminobutyric acid (GABA) and aspartate from cerebrocortical synaptosomes, and induces tremorgenic syndromes in animals[1][2].
(2s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),3,9,12,14-pentaene
(2s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),3,9,12,14-pentaene
(1r,3s,4r,7r,8s,12s,13r)-3,4,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-18-methyl-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadec-5-ene-11,17-dione
(1r,3s,4r,7r,8s,12s,13r)-3,4,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-18-methyl-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadec-5-ene-11,17-dione
3,4,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-18-methyl-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadec-5-ene-11,17-dione
3,4,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-18-methyl-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadec-5-ene-11,17-dione
8-benzoyl-2-(1,2-dihydroxyhex-3-en-1-yl)-6,9-dihydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]nona-2,6-dien-4-one
8-benzoyl-2-(1,2-dihydroxyhex-3-en-1-yl)-6,9-dihydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]nona-2,6-dien-4-one
(3s,7r,8as)-3-benzyl-1,7-dihydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one
(3s,7r,8as)-3-benzyl-1,7-dihydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one
(2e,4e,6e)-7-[(7s,8ar)-8a-[(2-acetyl-3,4-dihydroxy-5-methoxyphenyl)methyl]-5-bromo-7-{[(3r,5r)-3,5-dihydroxyhexanoyl]oxy}-7-methyl-6,8-dioxo-1h-isochromen-3-yl]hepta-2,4,6-trienoic acid
(2e,4e,6e)-7-[(7s,8ar)-8a-[(2-acetyl-3,4-dihydroxy-5-methoxyphenyl)methyl]-5-bromo-7-{[(3r,5r)-3,5-dihydroxyhexanoyl]oxy}-7-methyl-6,8-dioxo-1h-isochromen-3-yl]hepta-2,4,6-trienoic acid
3,4,7-trihydroxy-16-(2-hydroxy-3,4-dimethoxyphenyl)-13-methyl-9-oxa-15-thia-10,13-diazatetracyclo[10.2.2.0¹,¹⁰.0³,⁸]hexadec-5-ene-11,14-dione
3,4,7-trihydroxy-16-(2-hydroxy-3,4-dimethoxyphenyl)-13-methyl-9-oxa-15-thia-10,13-diazatetracyclo[10.2.2.0¹,¹⁰.0³,⁸]hexadec-5-ene-11,14-dione
(2e,4e,6e)-7-[(7r,8ar)-8a-[(2-acetyl-3,4-dihydroxy-5-methoxyphenyl)methyl]-5-bromo-7-{[(3r,5r)-3,5-dihydroxyhexanoyl]oxy}-7-methyl-6,8-dioxo-1h-isochromen-3-yl]hepta-2,4,6-trienoic acid
(2e,4e,6e)-7-[(7r,8ar)-8a-[(2-acetyl-3,4-dihydroxy-5-methoxyphenyl)methyl]-5-bromo-7-{[(3r,5r)-3,5-dihydroxyhexanoyl]oxy}-7-methyl-6,8-dioxo-1h-isochromen-3-yl]hepta-2,4,6-trienoic acid
methyl (2r,4r,6s)-4-hydroxy-2,4-dimethyl-6-[(2-methylbutanoyl)oxy]-3,5-dioxooxane-2-carboxylate
methyl (2r,4r,6s)-4-hydroxy-2,4-dimethyl-6-[(2-methylbutanoyl)oxy]-3,5-dioxooxane-2-carboxylate
5,7-dimethyl-4-oxa-7,12-diazapentacyclo[8.6.1.0²,⁸.0³,⁵.0¹³,¹⁷]heptadeca-1(17),10,13,15-tetraene
5,7-dimethyl-4-oxa-7,12-diazapentacyclo[8.6.1.0²,⁸.0³,⁵.0¹³,¹⁷]heptadeca-1(17),10,13,15-tetraene
2-{[2-({2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]-1-hydroxy-3-methylbutylidene}amino)-1-hydroxy-3-methylbutylidene]amino}-3-(4-hydroxyphenyl)propanoic acid
2-{[2-({2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]-1-hydroxy-3-methylbutylidene}amino)-1-hydroxy-3-methylbutylidene]amino}-3-(4-hydroxyphenyl)propanoic acid
7-{8a-[(2-acetyl-3,4-dihydroxy-5-methoxyphenyl)methyl]-5-bromo-7-[(3,5-dihydroxyhexanoyl)oxy]-7-methyl-6,8-dioxo-1h-isochromen-3-yl}hepta-2,4,6-trienoic acid
7-{8a-[(2-acetyl-3,4-dihydroxy-5-methoxyphenyl)methyl]-5-bromo-7-[(3,5-dihydroxyhexanoyl)oxy]-7-methyl-6,8-dioxo-1h-isochromen-3-yl}hepta-2,4,6-trienoic acid
(1r,2s,5r,6r,8s,9r,10s,12r,15s,16r,25s,27r,28s)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol
(1r,2s,5r,6r,8s,9r,10s,12r,15s,16r,25s,27r,28s)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol
3-benzyl-1,7-dihydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one
3-benzyl-1,7-dihydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one
(2s)-2-{[(2r)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-3-(4-hydroxyphenyl)propanoic acid
(2s)-2-{[(2r)-2-{[(2s)-2-{[(2r)-2-amino-1-hydroxy-3-phenylpropylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-1-hydroxy-3-methylbutylidene]amino}-3-(4-hydroxyphenyl)propanoic acid
3-hydroxy-1-{16-hydroxy-4-methoxy-14-methyl-9-oxo-2,10-dioxatricyclo[10.4.0.0³,⁸]hexadeca-1(16),3(8),4,6,12,14-hexaen-5-yl}-3-methylbutyl acetate
3-hydroxy-1-{16-hydroxy-4-methoxy-14-methyl-9-oxo-2,10-dioxatricyclo[10.4.0.0³,⁸]hexadeca-1(16),3(8),4,6,12,14-hexaen-5-yl}-3-methylbutyl acetate
methyl 3-chloro-2-(2,4-dimethoxy-6-methylphenoxy)-6-hydroxy-4-methoxybenzoate
methyl 3-chloro-2-(2,4-dimethoxy-6-methylphenoxy)-6-hydroxy-4-methoxybenzoate
(1r,3s,4r,7r,8s,12s,16r)-3,4,7-trihydroxy-16-(2-hydroxy-3,4-dimethoxyphenyl)-13-methyl-9-oxa-15-thia-10,13-diazatetracyclo[10.2.2.0¹,¹⁰.0³,⁸]hexadec-5-ene-11,14-dione
(1r,3s,4r,7r,8s,12s,16r)-3,4,7-trihydroxy-16-(2-hydroxy-3,4-dimethoxyphenyl)-13-methyl-9-oxa-15-thia-10,13-diazatetracyclo[10.2.2.0¹,¹⁰.0³,⁸]hexadec-5-ene-11,14-dione
(5r,8s,9r)-8-benzoyl-2-[(1s,2s,3z)-1,2-dihydroxyhex-3-en-1-yl]-6,9-dihydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]nona-2,6-dien-4-one
(5r,8s,9r)-8-benzoyl-2-[(1s,2s,3z)-1,2-dihydroxyhex-3-en-1-yl]-6,9-dihydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]nona-2,6-dien-4-one
5-hydroxy-6-isopropyl-3-{[5-(2-methylbut-3-en-2-yl)-1h-imidazol-4-yl]methylidene}-1,6-dihydropyrazin-2-one
5-hydroxy-6-isopropyl-3-{[5-(2-methylbut-3-en-2-yl)-1h-imidazol-4-yl]methylidene}-1,6-dihydropyrazin-2-one
3-benzyl-1-hydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one
3-benzyl-1-hydroxy-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-4-one
