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BGC0001349Hybrid

Heronamide A;Heronamide B:Heronamide C;Heronamide D;Heronamide E;Heronamide F

Producing organism
Streptomyces marincola
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type I);PKS (Unknown)
Total steps
27
DOI
MIBiG entry
View on MIBiG ↗
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C29H39NO4465.29 Da

Gene Cluster Map24 genes · 84,595 bp

KSKSAKSKSKSKSKSKSKSKSKSKS20 kb84.6 kb visible · 84,595 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
AAdenylation (A)
ACPAcyl carrier (ACP)
TEThioesterase (TE)
DnDocking N-term
DcDocking C-term

Pathway Graphsteps arranged in biosynthetic order

27 steps · 26 edges
Step 1Load
AKD43768.1
+Methylmalonyl-CoA…
Step 2M1
AKD43768.1
+Malonyl-CoA
Step 3M2
AKD43768.1
+Malonyl-CoA
Step 4M3
AKD43769.1;AKD43751.1
+Malonyl-CoA
Step 5
AKD43752.1
+Glycine
Step 6
AKD43750.1
Step 7
AKD43754.1;AKD43756.1
Step 8
AKD43757.1
Step 9Load
AKD43755.1;AKD43753.1
Step 10M4
AKD43753.1
+Malonyl-CoA
Step 11M5
AKD43753.1
+Methylmalonyl-CoA
Step 12M6
AKD43761.1
+Malonyl-CoA
Step 13M7
AKD43761.1
+Malonyl-CoA
Step 14M8
AKD43765.1
+Malonyl-CoA
Inactive: DH
Step 15M9
AKD43764.1
+Methylmalonyl-CoA
Step 16M10
AKD43764.1
+Malonyl-CoA
Step 17M11
AKD43763.1
+Malonyl-CoA
Step 18
AKD43762.1
Step 19TE
AKD43763.1
Step 20TE
AKD43763.1
Step 24TE
AKD43763.1
Step 21
AKD43760.1
Step 25
AKD43760.1
Step 22
?
+1349(1)
Step 23
?
+1349(1)
Step 26
?
+1349(4)
Step 27
?
+1349(4)
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions27 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11349-1AKD43768.1Loading
Methylmalonyl-CoA/Propylmalonyl-CoA
O=C(C[R])O—
21349-2AKD43768.1M1
1349-1;Malonyl-CoA
from: 1349-1
[R]/C=C/CC(O)=O—
31349-3AKD43768.1M2
1349-2;Malonyl-CoA
from: 1349-2
[R]/C=C/C=C/CC(O)=O—
41349-4AKD43769.1;AKD43751.1M3
1349-3;Malonyl-CoA
from: 1349-3
[R]/C=C/C=C/C/C=C/C(O)=O—
51349-5AKD43752.1—
1349-4;Glycine
from: 1349-4
[R]/C=C/C=C/CC(NCC(O)=O)CC(O)=O—
61349-6AKD43750.1—
1349-5
from: 1349-5
[R]/C=C/C=C/CC(N)CC(O)=O—
71349-7AKD43754.1;AKD43756.1—
1349-6
from: 1349-6
[R]/C=C/C=C/CC(N)CC(O)=O—
81349-8AKD43757.1—
1349-7
from: 1349-7
[R]/C=C/C=C/CC(NC([C@H](C([C@H]([R*])N)=O)N)=O)CC(O)=O—
91349-9AKD43755.1;AKD43753.1Loading
1349-8
from: 1349-8
[R]/C=C/C=C/CC(NC([C@H](C([C@H]([R*])N)=O)N)=O)CC(O)=O—
101349-10AKD43753.1M4
1349-9;Malonyl-CoA
from: 1349-9
[R]/C=C/C=C/CC(NC([C@H](C([C@H]([R*])N)=O)N)=O)C/C=C/C(O)=O—
111349-11AKD43753.1M5
1349-10;Methylmalonyl-CoA
from: 1349-10
[R]/C=C/C=C/CC(NC([C@H](C([C@H]([R*])N)=O)N)=O)C/C=C/C=C(C(O)=O)\C—
121349-12AKD43761.1M6
1349-11;Malonyl-CoA
from: 1349-11
[R]/C=C/C=C/CC(NC([C@H](C([C@H]([R*])N)=O)N)=O)C/C=C/C=C(/C=C/C(O)=O)C—
131349-13AKD43761.1M7
1349-12;Malonyl-CoA
from: 1349-12
[R]/C=C/C=C/CC(NC([C@H](C([C@H]([R*])N)=O)N)=O)C/C=C/C=C(/C=C/C=C/C(O)=O)C—
141349-14AKD43765.1M8
1349-13;Malonyl-CoA
from: 1349-13
[R]/C=C/C=C/CC(NC([C@H](C([C@H]([R*])N)=O)N)=O)C/C=C/C=C(/C=C/C=C/[C@@H](O)CC(O)=O)C{'Inactive': ['DH']}
151349-15AKD43764.1M9
1349-14;Methylmalonyl-CoA
from: 1349-14
[R]/C=C/C=C/CC(NC([C@H](C([C@H]([R*])N)=O)N)=O)C/C=C/C=C(/C=C/C=C/[C@@H](O)C/C=C(C)/C(O)=O)C—
161349-16AKD43764.1M10
1349-15;Malonyl-CoA
from: 1349-15
[R]/C=C/C=C/CC(NC([C@H](C([C@H]([R*])N)=O)N)=O)C/C=C/C=C(/C=C/C=C/[C@@H](O)C/C=C(C)/C=C/C(O)=O)C—
171349-17AKD43763.1M11
1349-16;Malonyl-CoA
from: 1349-16
[R]/C=C/C=C/CC(NC([C@H](C([C@H]([R*])N)=O)N)=O)C/C=C/C=C(/C=C/C=C/[C@@H](O)C/C=C(C)/C=C/C=C/C(O)=O)C—
181349-18AKD43762.1—
1349-17
from: 1349-17
[R]/C=C/C=C/CC(N)C/C=C/C=C(/C=C/C=C/[C@@H](O)C/C=C(C)/C=C/C=C/C(O)=O)C—
191349-19AKD43763.1TE
1349-18
from: 1349-18
CC(/C=C/C=C\[C@@H](O)C/C=C(C)/C=C/C=C/1)=C\C=C\C[C@@H](C/C=C/C=C/[R])NC1=O—
201349-20AKD43763.1TE
1349-18
from: 1349-18
CC(/C=C/C=C\[C@@H](O)C/C=C(C)/C=C/C=C/1)=C\C=C\C[C@@H](C/C=C/C=C/C)NC1=O—
211349(1)AKD43760.1—
1349-20
from: 1349-20
CC(/C=C/C=C\[C@@H](O)[C@@H](O)/C=C(C)/C=C/C=C/1)=C\C=C\C[C@@H](C/C=C/C=C/C)NC1=O—
221349(2)?—
1349(1)
O[C@H]1C=C[C@](/C=C(C)/C=C/2)([H])[C@@](/C(C)=C/C=C/[C@@]([C@]2([H])C[C@](C/C=C/C=C/C)([H])N3)([H])C3=O)([H])[C@H]1O—
231349(3)?—
1349(1)
O[C@H]1C=C[C@]2([H])C(/C(C)=C/C=C\[C@](C(N3[C@@]4([H])[C@@H](O)CC3C/C=C/C=C/C)=O)([H])[C@@]4([H])/C(C)=C/2)[C@H]1O—
241349-21AKD43763.1TE
1349-18
from: 1349-18
CC(/C=C/C=C\[C@@H](O)C/C=C(C)/C=C/C=C/1)=C\C=C\C[C@](C/C=C/C=C/CCC)([H])NC1=O—
251349(4)AKD43760.1—
1349-21
from: 1349-21
CC(/C=C/C=C\[C@H](O)[C@H](O)/C=C(C)/C=C/C=C/1)=C\C=C\C[C@@H](C/C=C/C=C/CCC)NC1=O—
261349(5)?—
1349(4)
O[C@H]1C=C[C@](/C=C(C)/C=C/2)([H])[C@@](/C(C)=C/C=C/[C@@]([C@]2([H])C[C@](C/C=C/C=C/CCC)([H])N3)([H])C3=O)([H])[C@H]1O—
271349(6)?—
1349(4)
O[C@H]1C=C[C@]2([H])C(/C(C)=C/C=C\[C@](C(N3[C@@]4([H])[C@@H](O)CC3C/C=C/C=C/CCC)=O)([H])[C@@]4([H])/C(C)=C/2)[C@H]1O—
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