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BGC0002101PKS

heronamide A;heronamide B;heronamide C

Producing organism
Streptomyces sp. CMB-0406
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
PKS (Type 1)
Total steps
20
DOI
MIBiG entry
View on MIBiG ↗
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C29H39NO3449.29 Da

Gene Cluster Map21 genes · 84,281 bp

KSKSKSKSKSKSAKSKSKSKSKSKS20 kb84.3 kb visible · 84,281 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

20 steps · 19 edges
Step 1Load
hrnA1
+propylmalonyl-CoA
Step 2M1
hrnA1
+malonyl-CoA
Step 3M2
hrnA1
+malonyl-CoA
Step 4M3
hrnA2;hrnC
+malonyl-CoA
Step 5
hrnU
+Glycine
Step 6
hrnI
Step 7
(hrnJ;hrnS),hrnL
Step 8M4
hrnK,hrnB
+malonyl-CoA
Step 9M5
hrnB
+methylmalonyl-CoA
Step 10M6
hrnD
+malonyl-CoA
Step 11M7
hrnD
+malonyl-CoA
Step 12M8
hrnE
+malonyl-CoA
Inactive: DH
Step 13M9
hrnF
+methylmalonyl-CoA
Step 14M10
hrnF
+malonyl-CoA
Step 15M11
hrnG
+malonyl-CoA
Step 16
hrnP
Step 17TE
hrnG
Step 18
hrnO
Step 19
?
+2101(1)
Step 20
?
+2101(1)
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions20 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
12101-1hrnA1Loading
propylmalonyl-CoA
OC(CCCC)=O—
22101-2hrnA1M1
2101-1;malonyl-CoA
from: 2101-1
OC(C/C=C/CCC)=O—
32101-3hrnA1M2
2101-2;malonyl-CoA
from: 2101-2
OC(C/C=C/C=C/CCC)=O—
42101-4hrnA2;hrnCM3
2101-3;malonyl-CoA
from: 2101-3
OC(/C=C/C/C=C/C=C/CCC)=O—
52101-5hrnU—
2101-4;Glycine
from: 2101-4
OC(CC(NCC(O)=O)C/C=C/C=C/CCC)=O—
62101-6hrnI—
2101-5
from: 2101-5
OC(CC(N)C/C=C/C=C/CCC)=O—
72101-7(hrnJ;hrnS),hrnL—
2101-6
from: 2101-6
OC(CC(NC([C@H]([R])N)=O)C/C=C/C=C/CCC)=O—
82101-8hrnK,hrnBM4
2101-7;malonyl-CoA
from: 2101-7
O=C([C@H]([R])N)NC(C/C=C/C=C/CCC)C/C=C/C(O)=O—
92101-9hrnBM5
2101-8;methylmalonyl-CoA
from: 2101-8
O=C([C@H]([R])N)NC(C/C=C/C=C/CCC)C/C=C/C=C(C)/C(O)=O—
102101-10hrnDM6
2101-9;malonyl-CoA
from: 2101-9
O=C([C@H]([R])N)NC(C/C=C/C=C/CCC)C/C=C/C=C(C)/C=C/C(O)=O—
112101-11hrnDM7
2101-10;malonyl-CoA
from: 2101-10
O=C([C@H]([R])N)NC(C/C=C/C=C/CCC)C/C=C/C=C(C)/C=C/C=C/C(O)=O—
122101-12hrnEM8
2101-11;malonyl-CoA
from: 2101-11
O=C([C@H]([R])N)NC(C/C=C/C=C/CCC)C/C=C/C=C(C)/C=C/C=C/[C@@H](O)CC(O)=O{'Inactive':['DH']}
132101-13hrnFM9
2101-12;methylmalonyl-CoA
from: 2101-12
O=C([C@H]([R])N)NC(C/C=C/C=C/CCC)C/C=C/C=C(C)/C=C/C=C/[C@@H](O)C/C=C(C)/C(O)=O—
142101-14hrnFM10
2101-13;malonyl-CoA
from: 2101-13
O=C([C@H]([R])N)NC(C/C=C/C=C/CCC)C/C=C/C=C(C)/C=C/C=C/[C@@H](O)C/C=C(C)/C=C/C(O)=O—
152101-15hrnGM11
2101-14;malonyl-CoA
from: 2101-14
O=C([C@H]([R])N)NC(C/C=C/C=C/CCC)C/C=C/C=C(C)/C=C/C=C/[C@@H](O)C/C=C(C)/C=C/C=C/C(O)=O—
162101-16hrnP—
2101-15
from: 2101-15
NC(C/C=C/C=C/CCC)C/C=C/C=C(C)/C=C/C=C/[C@@H](O)C/C=C(C)/C=C/C=C/C(O)=O—
172101-17hrnGTE
2101-16
from: 2101-16
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/CCC)NC1=O—
182101(1)hrnO—
2101-17
from: 2101-17
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—
192101(2)?—
2101(1)
O[C@@H]1C=C[C@@]2([H])[C@](/C(C)=C/C=C/[C@@]([C@](/C=C/C(C)=C2)([H])C[C@@H](C/C=C/C=C/CCC)N3)([H])C3=O)([H])[C@@H]1O—
202101(3)?—
2101(1)
O[C@@H]1C=C[C@@](/C=C(C)/[C@]2([H])[C@](C(N3[C@@]2([H])[C@@H](O)C[C@H]3C/C=C/C=C/CCC)=O)([H])/C=C\C=C4/C)([H])[C@]4([H])[C@@H]1O—
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