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BGC0001807Hybrid

Totopotensamide A;Totopotensamide B

Producing organism
Streptomyces pactum
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type I);PKS (Unknown)
Total steps
25
DOI
MIBiG entry
View on MIBiG ↗
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C52H84ClN7O191145.55 Da

Gene Cluster Map39 genes · 98,792 bp

20 kb98.8 kb visible · 98,792 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Other
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
EREnoylreductase (ER)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
TEThioesterase (TE)
DnDocking N-term
ECHEnoyl-CoA hydratase
AmTAminotransferase I/II
TauDTauD oxygenase

Pathway Graphsteps arranged in biosynthetic order

25 steps · 24 edges
Step 1
ATL73040.1
+Malonyl-CoA, Malonyl-CoA
Step 6
Start
Step 7
Start
Step 10Load
ATL73033.1
+Methylmalonyl-CoA
Step 24
Start
Step 2
ATL73041.1
Step 8
ATL73055.1
Step 11M1
ATL73033.1
+Methylmalonyl-CoA
Inactive: DH
Step 3
ATL73042.1
Step 9
ATL73047.1
Step 12M2
ATL73033.1
+Methylmalonyl-CoA
Step 4
ATL73043.1
Step 13M3
ATL73033.1
+Methylmalonyl-CoA
Step 5
ATL73035.1, ATL73049.1
Step 14M4
ATL73034.1
+Methylmalonyl-CoA
Step 15M5
ATL73034.1
+Malonyl-CoA
Inactive: KR
Step 16M6
ATL73046.1;ATL73045.1
+Threonine
Step 17M7
ATL73036.1
+Alanine
Step 18M8
ATL73036.1
Step 19M9
ATL73036.1
Step 20M10
ATL73036.1
+Isoleucine
Step 21M11
ATL73036.1
+Glycine
Step 22TE
ATL73036.1
Step 23
ATL73029.1, ATL73031.1,…
Step 25
ATL73057.1
+1807(1)
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions25 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11807-1ATL73040.1—
Malonyl-CoA;Malonyl-CoA;Malonyl-CoA;Malonyl-CoA
O=C1CC(CC([R])=O)(O)CC(O)=C1—
21807-2ATL73041.1—
1807-1
from: 1807-1
OC1=CC(O)=CC(CC([R])=O)=C1—
31807-3ATL73042.1—
1807-2
from: 1807-2
OC1=CC(O)=CC(C(C(O)=O)=O)=C1—
41807-4ATL73043.1—
1807-3
from: 1807-3
OC1=CC(O)=CC([C@@H](N)C(O)=O)=C1—
51807-5ATL73035.1, ATL73049.1—
1807-4
from: 1807-4
OC1=C(C)C(O)=CC([C@@H](N)C(O)=O)=C1Cl—
61807-6Start—
O=C([O-])CC(C([O-])=O)[NH3+]—
71807-7Start—
O[C@@H]([C@H](C([O-])=O)[NH3+])C—
81807-8ATL73055.1—
1807-6;1807-7
from: 1807-6, 1807-7
O=C([O-])CC(C([O-])=O)N[C@@H]([C@H](C([O-])=O)[NH3+])C—
91807-9ATL73047.1—
1807-8
from: 1807-8
N[C@H](C)[C@H](C([O-])=O)[NH3+]—
101807-10ATL73033.1Loading
Methylmalonyl-CoA
O=C(CC)O—
111807-11ATL73033.1M1
1807-10;Methylmalonyl-CoA
from: 1807-10
OC(CC)C(C)C(O)=O{'Inactive': ['DH']}
121807-12ATL73033.1M2
1807-11;Methylmalonyl-CoA
from: 1807-11
OC(CC)C(C)C(O)C(C)C(O)=O—
131807-13ATL73033.1M3
1807-12;Methylmalonyl-CoA
from: 1807-12
OC(CC)C(C)C(O)C(C)CC(C)C(O)=O—
141807-14ATL73034.1M4
1807-13;Methylmalonyl-CoA
from: 1807-13
OC(CC)C(C)C(O)C(C)CC(C)CC(C)C(O)=O—
151807-15ATL73034.1M5
1807-14;Malonyl-CoA
from: 1807-14
OC(CC)C(C)C(O)C(C)CC(C)CC(C)C(CC(O)=O)=O{'Inactive': ['KR']}
161807-16ATL73046.1;ATL73045.1M6
1807-15;Threonine
from: 1807-15
OC(CC)C(C)C(O)C(C)CC(C)CC(C)C(CC(N[C@@H](C(O)=O)[C@@H](C)O)=O)=O—
171807-17ATL73036.1M7
1807-16;Alanine
from: 1807-16
OC(CC)C(C)C(O)C(C)CC(C)CC(C)C(CC(N[C@@H](C(N[C@H](C(O)=O)C)=O)[C@@H](C)O)=O)=O—
181807-18ATL73036.1M8
1807-17;1807-9
from: 1807-17, 1807-9
OC(CC)C(C)C(O)C(C)CC(C)CC(C)C(CC(N[C@@H](C(N[C@H](C(N[C@H](C(O)=O)[C@@H](C)N)=O)C)=O)[C@@H](C)O)=O)=O—
191807-19ATL73036.1M9
1807-18;1807-5
from: 1807-18, 1807-5
OC(CC)C(C)C(O)C(C)CC(C)CC(C)C(CC(N[C@@H](C(N[C@H](C(N[C@H](C(N[C@@H](C(O)=O)C1=C(Cl)C(O)=C(C)C(O)=C1)=O)[C@@H](C)N)=O)C)=O)[C@@H](C)O)=O)=O—
201807-20ATL73036.1M10
1807-19;Isoleucine
from: 1807-19
OC(CC)C(C)C(O)C(C)CC(C)CC(C)C(CC(N[C@@H](C(N[C@H](C(N[C@H](C(N[C@@H](C(N[C@H](C(O)=O)[C@H](CC)C)=O)C1=C(Cl)C(O)=C(C)C(O)=C1)=O)[C@@H](C)N)=O)C)=O)[C@@H](C)O)=O)=O—
211807-21ATL73036.1M11
1807-20;Glycine
from: 1807-20
OC(CC)C(C)C(O)C(C)CC(C)CC(C)C(CC(N[C@@H](C(N[C@H](C(N[C@H](C(N[C@@H](C(N[C@H](C(NCC(O)=O)=O)[C@H](CC)C)=O)C1=C(Cl)C(O)=C(C)C(O)=C1)=O)[C@@H](C)N)=O)C)=O)[C@@H](C)O)=O)=O—
221807-22ATL73036.1TE
1807-21
from: 1807-21
CCC(O)C(C)C(O)C(C)CC(C)CC(C)C(CC(N[C@H]([C@H](O)C)C(N[C@@H](C)C(N[C@@H](C(N[C@@H]1C2=C(Cl)C(O)=C(C)C(O)=C2)=O)[C@@H](C)NC(CNC([C@@H](NC1=O)[C@@H](C)CC)=O)=O)=O)=O)=O)=O—
231807(1)ATL73029.1, ATL73031.1, ATL73037.1, ATL73039.1?—
1807-22
from: 1807-22
CC(O)C(O)C(C)C(O)C(C)CC(C)CC(C)C(CC(N[C@H]([C@H](O)C)C(N[C@@H](C)C(N[C@@H](C(N[C@@H]1C2=C(Cl)C(O)=C(C)C(O)=C2)=O)[C@@H](C)NC(CNC([C@@H](NC1=O)[C@@H](C)CC)=O)=O)=O)=O)=O)=O—
241807-23Start—
O[C@@H]1O[C@H](CO)[C@@H](OC)C(O)[C@H]1O—
251807(2)ATL73057.1—
1807(1);1807-23
from: 1807-23
CC(O)C(O[C@@H]1O[C@H](CO)[C@@H](OC)C(O)[C@H]1O)C(C)C(O)C(C)CC(C)CC(C)C(CC(N[C@H]([C@H](O)C)C(N[C@@H](C)C(N[C@@H](C(N[C@@H]2C3=C(Cl)C(O)=C(C)C(O)=C3)=O)[C@@H](C)NC(CNC([C@@H](NC2=O)[C@@H](C)CC)=O)=O)=O)=O)=O)=O—
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