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BGC0002816PKS

Terpenomycin

Producing organism
Nocardia terpenica
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Mycobacteriales›Nocardiaceae›Nocardia
Biosynthetic class
PKS (Modular type I)
Total steps
18
DOI
MIBiG entry
View on MIBiG ↗
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terpenomycin
C53H82O14942.57 Da

Gene Cluster Map18 genes · 86,306 bp

KSKSKSKSKSKSKSKSKSKSKSKSKSKSKS20 kb86.3 kb visible · 86,306 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
EREnoylreductase (ER)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
ACPAcyl carrier (ACP)
TEThioesterase (TE)
DnDocking N-term
DcDocking C-term
FkFkbH-like

Pathway Graphsteps arranged in biosynthetic order

18 steps · 17 edges
Step 1Load
F6W96_21330
+Methoxymalonyl-ACP
Step 17
Start
+2-deoxy-D-rhamnose
Step 2M1
F6W96_21330
+Methylmalonyl-CoA
Inactive: DH
Step 3M2
F6W96_21330
Module Skip
Step 4M3
F6W96_21325
Iterative
Step 5M4
F6W96_21320
+Methylmalonyl-CoA
Step 6M5
F6W96_21320
+Malonyl-CoA
Step 7M6
F6W96_21320
+Methylmalonyl-CoA
Inactive: KR
Step 8M7
F6W96_21300
+Methylmalonyl-CoA
Step 9M8
F6W96_21300
+Methoxymalonyl-ACP
Step 10M9
F6W96_21300;F6W96_21295
+Malonyl-CoA
Step 11M10
F6W96_21290
+Methylmalonyl-CoA
Step 12M11
F6W96_21290
+Methylmalonyl-CoA
Step 13M12
F6W96_21285
+Methylmalonyl-CoA
Step 14M13
F6W96_21285
+Methylmalonyl-CoA
Step 15M14
F6W96_21280
+Methoxymalonyl-ACP
Step 16TE
F6W96_21280
Step 18
F6W96_21315, F6W96_2131…
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions18 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
12816-1F6W96_21330Loading
Methoxymalonyl-ACP
O=C(O)C(C(O)=O)OC—
22816-2F6W96_21330M1
2816-1;Methylmalonyl-CoA
from: 2816-1
O=C(O)C([C@@H](O)[C@H](C(O)=O)C)OC{'Inactive': ['DH']}
32816-3F6W96_21330M2
2816-2
from: 2816-2
O=C(O)C([C@@H](O)[C@H](C(O)=O)C)OC{'ModuleSkip': 'Skip'}
42816-4F6W96_21325M3
2816-3
from: 2816-3
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/C(O)=O)C)OC{'Iteration': [(['DH', 'KR']…
52816-5F6W96_21320M4
2816-4;Methylmalonyl-CoA
from: 2816-4
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)C(O)=O)C)OC—
62816-6F6W96_21320M5
2816-5;Malonyl-CoA
from: 2816-5
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC(O)=O)C)OC—
72816-7F6W96_21320M6
2816-6;Methylmalonyl-CoA
from: 2816-6
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC([C@H](C(O)=O)C)=O)C)OC{'Inactive': ['KR']}
82816-8F6W96_21300M7
2816-7;Methylmalonyl-CoA
from: 2816-7
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC([C@H]([C@H](O)[C@@H](C(O)=O)C)C)=O)C)OC—
92816-9F6W96_21300M8
2816-8;Methoxymalonyl-ACP
from: 2816-8
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC([C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](C(O)=O)OC)C)C)=O)C)OC—
102816-10F6W96_21300;F6W96_21295M9
2816-9;Malonyl-CoA
from: 2816-9
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC([C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/C(O)=O)OC)C)C)=O)C)OC—
112816-11F6W96_21290M10
2816-10;Methylmalonyl-CoA
from: 2816-10
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC([C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/C=C(C(O)=O)\C)OC)C)C)=O)C)OC—
122816-12F6W96_21290M11
2816-11;Methylmalonyl-CoA
from: 2816-11
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC([C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/C=C(C[C@@H](C(O)=O)C)\C)OC)C)C)=O)C)OC—
132816-13F6W96_21285M12
2816-12;Methylmalonyl-CoA
from: 2816-12
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC([C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/C=C(C[C@@H]([C@H](O)[C@@H](C(O)=O)C)C)\C)OC)C)C)=O)C)OC—
142816-14F6W96_21285M13
2816-13;Methylmalonyl-CoA
from: 2816-13
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC([C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/C=C(C[C@@H]([C@H](O)[C@@H](/C=C(C(O)=O)\C)C)C)\C)OC)C)C)=O)C)OC—
152816-15F6W96_21280M14
2816-14;Methoxymalonyl-ACP
from: 2816-14
O=C(O)C([C@@H](O)[C@H](/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC([C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/C=C(C[C@@H]([C@H](O)[C@@H](/C=C(/C=C(C(O)=O)\OC)C)C)C)\C)OC)C)C)=O)C)OC—
162816-16F6W96_21280TE
2816-15
from: 2816-15
C[C@@H]([C@H](COC)O)/C=C/C=C/C=C/C=C/C=C/[C@H]1[C@H](C)[C@@H](O)C[C@]([C@H](C)[C@@H](O)[C@@H](C)[C@H](OC(/C(OC)=C/C(C)=C/[C@H](C)[C@H](O)[C@H](C)C2)=O)[C@H](OC)/C=C/C=C2\C)(O)O1—
172816-17Start—
2-deoxy-D-rhamnose
O[C@H]1O[C@@H](C)[C@H](O)[C@@H](O)C1—
182816F6W96_21315, F6W96_21310, F6W96_21305—
2816-16;2816-17
from: 2816-16, 2816-17
C[C@@H]([C@H](COC)O)/C=C/C=C/C=C/C=C/C=C/[C@H]1[C@H](C)[C@@H](O[C@H]2O[C@@H](C)[C@H](O)[C@@H](O)C2)C[C@]([C@H](C)[C@@H](O)[C@@H](C)[C@H](OC(/C(OC)=C/C(C)=C/[C@H](C)[C@H](O)[C@H](C)C3)=O)[C@H](OC)/C=C/C=C3\C)(O)O1—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture