NCBI Taxonomy: 150420

Cephalosporium caerulens (ncbi_taxid: 150420)

found 14 associated metabolites at species taxonomy rank level.

Ancestor: Cephalosporium

Child Taxonomies: none taxonomy data.

Cerulenin

(2R,3S)-3-(Nona-4,7-dienoyl)oxirane-2-carboximidate

C12H17NO3 (223.1208372)


Cerulenin is an antifungal antibiotic that inhibits sterol and fatty acid biosynthesis. In fatty acid synthesis, reported to bind in equimolar ratio to b-keto-acyl-ACP synthase. In sterol synthesis, inhibits HMG-CoA synthetase activity. It is also shown to inhibit feeding and induce dramatic weight loss in mice. It is found naturally in the Cephalosporium caerulensfungus. [Wikipedia] D000963 - Antimetabolites > D000960 - Hypolipidemic Agents > D054872 - Fatty Acid Synthesis Inhibitors Acquisition and generation of the data is financially supported in part by CREST/JST. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D000890 - Anti-Infective Agents > D000935 - Antifungal Agents D009676 - Noxae > D000963 - Antimetabolites Cerulenin, a potent, natural inhibitor of fatty acid synthase (FASN), is an epoxide produced by the fungus Cephalosporium caeruleus. Cerulenin inhibits topoisomerase I catalytic activity and augments SN-38-induced apoptosis. Cerulenin has antifungal and antitumor activies[1][2][3][4]. Cerulenin, a potent, natural inhibitor of fatty acid synthase (FASN), is an epoxide produced by the fungus Cephalosporium caeruleus. Cerulenin inhibits topoisomerase I catalytic activity and augments SN-38-induced apoptosis. Cerulenin has antifungal and antitumor activies[1][2][3][4].

   

Cerulenin

cis-2-epoxy-4-oxo-7E,10E-dodecadienamide

C12H17NO3 (223.1208372)


An epoxydodecadienamide isolated from several species, including Acremonium, Acrocylindrum and Helicoceras. It inhibits the biosynthesis of several lipids by interfering with enzyme function. D000963 - Antimetabolites > D000960 - Hypolipidemic Agents > D054872 - Fatty Acid Synthesis Inhibitors D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D000890 - Anti-Infective Agents > D000935 - Antifungal Agents D009676 - Noxae > D000963 - Antimetabolites Cerulenin, a potent, natural inhibitor of fatty acid synthase (FASN), is an epoxide produced by the fungus Cephalosporium caeruleus. Cerulenin inhibits topoisomerase I catalytic activity and augments SN-38-induced apoptosis. Cerulenin has antifungal and antitumor activies[1][2][3][4]. Cerulenin, a potent, natural inhibitor of fatty acid synthase (FASN), is an epoxide produced by the fungus Cephalosporium caeruleus. Cerulenin inhibits topoisomerase I catalytic activity and augments SN-38-induced apoptosis. Cerulenin has antifungal and antitumor activies[1][2][3][4].

   

2-[(1e,2s,3as,3bs,5as,6s,9ar,9bs,11ar)-2-(acetyloxy)-3a,3b,6,9a-tetramethyl-5,7-dioxo-2h,3h,4h,5ah,6h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-1-ylidene]-6-methylhept-5-enoic acid

2-[(1e,2s,3as,3bs,5as,6s,9ar,9bs,11ar)-2-(acetyloxy)-3a,3b,6,9a-tetramethyl-5,7-dioxo-2h,3h,4h,5ah,6h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-1-ylidene]-6-methylhept-5-enoic acid

C31H42O6 (510.2981232)


   

(2r,3s)-3-[(4e,7e)-nona-4,7-dienoyl]oxirane-2-carboximidic acid

(2r,3s)-3-[(4e,7e)-nona-4,7-dienoyl]oxirane-2-carboximidic acid

C12H17NO3 (223.1208372)


   

(1z,3as,3bs,5ar,6s,7s,9ar,9bs,11as)-6-(hydroxymethyl)-3a,3b,6,9a-tetramethyl-1-(6-methylhept-5-en-2-ylidene)-2h,3h,4h,5h,5ah,7h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-ol

(1z,3as,3bs,5ar,6s,7s,9ar,9bs,11as)-6-(hydroxymethyl)-3a,3b,6,9a-tetramethyl-1-(6-methylhept-5-en-2-ylidene)-2h,3h,4h,5h,5ah,7h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-ol

C30H48O2 (440.36541079999995)


   

2-[(1z,2s,3as,3bs,5s,5as,6s,9ar,9bs,11ar)-2-(acetyloxy)-5-hydroxy-3a,3b,6,9a-tetramethyl-4,7-dioxo-2h,3h,5h,5ah,6h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-1-ylidene]-6-methylhept-5-enoic acid

2-[(1z,2s,3as,3bs,5s,5as,6s,9ar,9bs,11ar)-2-(acetyloxy)-5-hydroxy-3a,3b,6,9a-tetramethyl-4,7-dioxo-2h,3h,5h,5ah,6h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-1-ylidene]-6-methylhept-5-enoic acid

C31H42O7 (526.2930382)


   

(1z,3as,3bs,5ar,7s,9ar,9bs,11as)-3a,3b,6,6,9a-pentamethyl-1-(6-methylhept-5-en-2-ylidene)-2h,3h,4h,5h,5ah,7h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-ol

(1z,3as,3bs,5ar,7s,9ar,9bs,11as)-3a,3b,6,6,9a-pentamethyl-1-(6-methylhept-5-en-2-ylidene)-2h,3h,4h,5h,5ah,7h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-7-ol

C30H48O (424.37049579999996)