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bryostatin biosynthesis

State Icon Reaction EC-Number Confidence maximal confidence score from EnzymeDetector
malonyl-[BryP_acyl-carrier_protein] + 5-hydroxy-8-[(4Z)-4-(2-methoxy-2-oxoethylidene)-6-[(1E,6E)-8-methoxy-3,3-dimethyl-4,8-dioxo-6-[(2S,4R,5R)-2,4,5-trihydroxyhexyl]octa-1,6-dien-1-yl]oxan-2-yl]-6,6-dimethyl-3,7-dioxooctanoyl-[BryC_PKS] + holo_[BryD_polyketide_synthase] + NADPH + H+ <=> 3,5,7-trihydroxy-10-[(4Z)-4-(2-methoxy-2-oxoethylidene)-6-[(1E,6E)-8-methoxy-3,3-dimethyl-4,8-dioxo-6-[(2S,4R,5R)-2,4,5-trihydroxyhexyl]octa-1,6-dien-1-yl]oxan-2-yl]-8,8-dimethyl-9-oxodecanoyl-[BryD_PKS] + holo_[BryP_acyl-carrier_protein] + holo_[BryC_polyketide_synthase] + CO2 + NADP+ 2.3.1

malonyl-CoA + holo_[BryP_acyl-carrier_protein] <=> CoA + malonyl-[BryP_acyl-carrier_protein] 2.3.1.39 [acyl-carrier-protein] S-malonyltransferase

malonyl-CoA + holo_[BryU_acyl-carrier_protein] <=> CoA + malonyl-[BryU_acyl-carrier_protein] 2.3.1.39 [acyl-carrier-protein] S-malonyltransferase

malonyl-[BryP_acyl-carrier_protein] + D-lactyl-[BryA_polyketide_synthase] + NADPH + H+ <=> (5R,7R,8R)-5,7,8-trihydroxy-3-oxononanoyl-[BryA_polyketide_synthase] + CO2 + holo_[BryP_acyl-carrier_protein] + NADP+ 2.3.1

holo_[BryA_polyketide_synthase] + 3-phospho-D-glycerate + NADPH + H+ <=> D-lactyl-[BryA_polyketide_synthase] + phosphate + H2O + NADP+ not assigned

malonyl-[BryP_acyl-carrier_protein] + (2E,5Z,7S,8E,13E,15S,17R,18R)-7,15,17,18-tetrahydroxy-5,13-bis(2-methoxy-2-oxoethylidene)-10,10-dimethyl-11-oxononadeca-2,8-dienoyl-[BryC_PKS] + S-adenosyl-L-methionine <=> 4-[(4Z)-4-(2-methoxy-2-oxoethylidene)-6-[(1E,6E)-8-methoxy-3,3-dimethyl-4,8-dioxo-6-[(2S,4R,5R)-2,4,5-trihydroxyhexyl]octa-1,6-dien-1-yl]oxan-2-yl]-2,2-dimethyl-3-oxobutanoyl-[BryC_PKS] + CO2 + holo_[BryP_acyl-carrier_protein] + S-adenosyl-L-homocysteine + H+ 2.3.1

malonyl-[BryU_acyl-carrier_protein] + H+ <=> acetyl-[BryU_acyl-carrier_protein] + CO2 4.1.1.M15

3-methylacetyl-(5R,7R,8R)-5,7,8-trihydroxynon-2-enoyl-[BryA_polyketide_synthase] <=> (3E,5S,7R,8R)-5,7,8-trihydroxy-3-(2-methoxy-2-oxoethylidene)nonanoyl-[BryA_polyketide_synthase] 5.3.3

3-acetyl-(3,5R,7R,8R)-3,5,7,8-tetrahydroxynonanoyl-[BryA_polyketide_synthase] <=> 3-acetyl-(5R,7R,8R)-5,7,8-trihydroxynon-2-enoyl-[BryA_polyketide_synthase] + H2O 4.2.1.M29

malonyl-[BryP_acyl-carrier_protein] + (3E,5S,7R,8R)-5,7,8-trihydroxy-3-(2-methoxy-2-oxoethylidene)nonanoyl-[BryA_polyketide_synthase] + holo_[BryB_polyketide_synthase] + S-adenosyl-L-methionine + NADPH + H+ <=> (5S,6E,11E,13S,15R,16R)-5,13,15,16-tetrahydroxy-11-(2-methoxy-2-oxoethylidene)-8,8-dimethyl-3,9-dioxoheptadec-6-enoyl-[BryB_polyketide_synthase] + holo_[BryP_acyl-carrier_protein] + holo_[BryA_polyketide_synthase] + S-adenosyl-L-homocysteine + CO2 + NADP+ + H2O 2.3.1

(6E,11E,13S,15R,16R)-3-acetyl-3,5,13,15,16-pentahydroxy-11-(2-methoxy-2-oxoethylidene)-8,8-dimethyl-9-oxoheptadec-6-enoyl-[BryB_polyketide_synthase] <=> (6E,11E,13S,15R,16R)-3-acetyl-5,13,15,16-tetrahydroxy-11-(2-methoxy-2-oxoethylidene)-8,8-dimethyl-9-oxoheptadec-2,6-dienoyl-[BryB_polyketide_synthase] + H2O 4.2.1.M29

acetyl-[BryU_acyl-carrier_protein] + (5S,6E,11E,13S,15R,16R)-5,13,15,16-tetrahydroxy-11-(2-methoxy-2-oxoethylidene)-8,8-dimethyl-3,9-dioxoheptadec-6-enoyl-[BryB_polyketide_synthase] + H2O <=> (6E,11E,13S,15R,16R)-3-acetyl-3,5,13,15,16-pentahydroxy-11-(2-methoxy-2-oxoethylidene)-8,8-dimethyl-9-oxoheptadec-6-enoyl-[BryB_polyketide_synthase] + holo_[BryU_acyl-carrier_protein] + H+ 2.3.3.M3

malonyl-[BryP_acyl-carrier_protein] + 4-[(4Z)-4-(2-methoxy-2-oxoethylidene)-6-[(1E,6E)-8-methoxy-3,3-dimethyl-4,8-dioxo-6-[(2S,4R,5R)-2,4,5-trihydroxyhexyl]octa-1,6-dien-1-yl]oxan-2-yl]-2,2-dimethyl-3-oxobutanoyl-[BryC_PKS] + NADPH + H+ <=> 5-hydroxy-8-[(4Z)-4-(2-methoxy-2-oxoethylidene)-6-[(1E,6E)-8-methoxy-3,3-dimethyl-4,8-dioxo-6-[(2S,4R,5R)-2,4,5-trihydroxyhexyl]octa-1,6-dien-1-yl]oxan-2-yl]-6,6-dimethyl-3,7-dioxooctanoyl-[BryC_PKS] + CO2 + holo_[BryP_acyl-carrier_protein] + NADP+ 2.3.1

acetyl-[BryU_acyl-carrier_protein] + (5R,7R,8R)-5,7,8-trihydroxy-3-oxononanoyl-[BryA_polyketide_synthase] + H2O <=> 3-acetyl-(3,5R,7R,8R)-3,5,7,8-tetrahydroxynonanoyl-[BryA_polyketide_synthase] + holo_[BryU_acyl-carrier_protein] + H+ 2.3.3.M3

(6E,11E,13S,15R,16R)-3-methylacetyl-5,13,15,16-tetrahydroxy-11-(2-methoxy-2-oxoethylidene)-8,8-dimethyl-9-oxoheptadec-2,6-dienoyl-[BryB_polyketide_synthase] <=> (3E,6E,11E,13S,15R,16R)-5,13,15,16-tetrahydroxy-3,11-di(2-methoxy-2-oxoethylidene)-8,8-dimethyl-9-oxoheptadec-2,6-dienoyl-[BryB_polyketide_synthase] 5.3.3

S-adenosyl-L-methionine + (6E,11E,13S,15R,16R)-3-acetyl-5,13,15,16-tetrahydroxy-11-(2-methoxy-2-oxoethylidene)-8,8-dimethyl-9-oxoheptadec-2,6-dienoyl-[BryB_polyketide_synthase] <=> S-adenosyl-L-homocysteine + (6E,11E,13S,15R,16R)-3-methylacetyl-5,13,15,16-tetrahydroxy-11-(2-methoxy-2-oxoethylidene)-8,8-dimethyl-9-oxoheptadec-2,6-dienoyl-[BryB_polyketide_synthase] 2.1.1

S-adenosyl-L-methionine + 3-acetyl-(5R,7R,8R)-5,7,8-trihydroxynon-2-enoyl-[BryA_polyketide_synthase] <=> S-adenosyl-L-homocysteine + 3-methylacetyl-(5R,7R,8R)-5,7,8-trihydroxynon-2-enoyl-[BryA_polyketide_synthase] 2.1.1

malonyl-[BryP_acyl-carrier_protein] + (3E,6E,11E,13S,15R,16R)-5,13,15,16-tetrahydroxy-3,11-di(2-methoxy-2-oxoethylidene)-8,8-dimethyl-9-oxoheptadec-2,6-dienoyl-[BryB_polyketide_synthase] + holo_[BryC_polyketide_synthase] + NADPH + H+ <=> (2E,5Z,7S,8E,13E,15S,17R,18R)-7,15,17,18-tetrahydroxy-5,13-bis(2-methoxy-2-oxoethylidene)-10,10-dimethyl-11-oxononadeca-2,8-dienoyl-[BryC_PKS] + holo_[BryP_acyl-carrier_protein] + CO2 + holo_[BryB_polyketide_synthase] + H2O + NADP+ 2.3.1

3,5,7-trihydroxy-10-[(4Z)-4-(2-methoxy-2-oxoethylidene)-6-[(1E,6E)-8-methoxy-3,3-dimethyl-4,8-dioxo-6-[(2S,4R,5R)-2,4,5-trihydroxyhexyl]octa-1,6-dien-1-yl]oxan-2-yl]-8,8-dimethyl-9-oxodecanoyl-[BryD_PKS] <=> bryostatin_0 + holo_[BryD_polyketide_synthase] not assigned

Visualization of the pathway