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BGC0001700PKS

Niphimycin C;Niphimycin D;Niphimycin E;17-O-methylniphimycin;Niphimycin Iα;19-O-malonylniphimycin

Producing organism
Streptomyces sp. IMB7-145
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
PKS (Unknown)
Total steps
32
DOI
—
MIBiG entry
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C59H103N3O18

Gene Cluster Map31 genes · 132,350 bp

20 kb132.3 kb visible · 132,350 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Other
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
EREnoylreductase (ER)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
AAdenylation (A)
TEThioesterase (TE)
DnDocking N-term
DcDocking C-term

Pathway Graphsteps arranged in biosynthetic order

32 steps · 31 edges
Step 1
Start
+L-Arginine
Step 2
?
Step 3
npm20
Step 4
npm6
Step 5Load
npm7;npmA
Step 6M1
npmA
+Malonyl-CoA
Inactive: ER
Step 7
?
+Malonyl-CoA
{'Missing': ['KS', 'AT', '…
Step 8M2
npmB
+Methylmalonyl-CoA
{'Missing': ['ER']
Step 9M3
npmB
+Methylmalonyl-CoA
Step 10M4
npmC
+Methylmalonyl-CoA
Step 11M5
npmC
+Malonyl-CoA
Step 12M6
npmD
+Malonyl-CoA
Step 13M7
npmD
+Methylmalonyl-CoA
Step 14M8
npmE
+Malonyl-CoA
Step 15M9
npmE
+Malonyl-CoA
Step 16M10
npmE
+Malonyl-CoA
Step 17M11
npmF
+Malonyl-CoA
Step 18M12
npmF
+Malonyl-CoA
Step 19M13
npmF
+Malonyl-CoA
Inactive: DH
Step 20M14
npmF
+Methylmalonyl-CoA
Step 21M15
npmF
+Malonyl-CoA
Step 22M16
npmG
+Methylmalonyl-CoA
Step 23M17
npmG
+Malonyl-CoA
Step 24M18
npmH
+Methylmalonyl-CoA
Step 25M19
npmH
+Malonyl-CoA
Step 26M20
npmI
+Methylmalonyl-CoA
Inactive: DH, KR2
Step 27TE
npmI, ?
+?
Step 28TE
npmI, ?
+?
Step 29TE
npmI, ?
+?
Step 30TE
npmI, ?
+?
Step 31TE
npmI, ?
+?
Step 32TE
npmI, ?
+?
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions32 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11700-1Start—
L-Arginine
N=C(N)NCCC[C@H](N)C(O)=O—
21700-2?—
1700-1
from: 1700-1
N=C(N)NCCCC(N)=O—
31700-3npm20—
1700-2
from: 1700-2
N=C(N)NCCCC(O)=O—
41700-4npm6—
1700-3
from: 1700-3
N=C(N)NCCCC([R])=O—
51700-5npm7;npmALoading
1700-4
from: 1700-4
N=C(N)NCCCC(O)=O—
61700-6npmAM1
1700-5;Malonyl-CoA
from: 1700-5
N=C(N)NCCC/C=C/C(O)=O{'Inactive': ['ER']}
71700-7?—
1700-6;Malonyl-CoA
from: 1700-6
N=C(N)NCCC/C=C/CCC(O)=O{'Missing': ['KS', 'AT', 'KR…
81700-8npmBM2
1700-7;Methylmalonyl-CoA
from: 1700-7
N=C(N)NCCC/C=C/CCC[C@H](C)C(O)=O{'Missing': ['ER']
91700-9npmBM3
1700-8;Methylmalonyl-CoA
from: 1700-8
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)C(O)=O—
101700-10npmCM4
1700-9;Methylmalonyl-CoA
from: 1700-9
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)C(O)=O—
111700-11npmCM5
1700-10;Malonyl-CoA
from: 1700-10
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C(O)=O—
121700-12npmDM6
1700-11;Malonyl-CoA
from: 1700-11
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/C(O)=O—
131700-13npmDM7
1700-12;Methylmalonyl-CoA
from: 1700-12
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)C(O)=O—
141700-14npmEM8
1700-13;Malonyl-CoA
from: 1700-13
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)CC(O)=O—
151700-15npmEM9
1700-14;Malonyl-CoA
from: 1700-14
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)CC(O)=O—
161700-16npmEM10
1700-15;Malonyl-CoA
from: 1700-15
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)CC(O)=O—
171700-17npmFM11
1700-16;Malonyl-CoA
from: 1700-16
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)CC(O)=O—
181700-18npmFM12
1700-17;Malonyl-CoA
from: 1700-17
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(O)=O—
191700-19npmFM13
1700-18;Malonyl-CoA
from: 1700-18
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(CC(O)=O)=O{'Inactive': ['DH']}
201700-20npmFM14
1700-19;Methylmalonyl-CoA
from: 1700-19
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@H](C(O)=O)C)=O—
211700-21npmFM15
1700-20;Malonyl-CoA
from: 1700-20
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@H](CCC(O)=O)C)=O—
221700-22npmGM16
1700-21;Methylmalonyl-CoA
from: 1700-21
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@H](CC[C@H](O)[C@H](C(O)=O)C)C)=O—
231700-23npmGM17
1700-22;Malonyl-CoA
from: 1700-22
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@H](CC[C@H](O)[C@H]([C@@H](O)CC(O)=O)C)C)=O—
241700-24npmHM18
1700-23;Methylmalonyl-CoA
from: 1700-23
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@H](CC[C@H](O)[C@H]([C@@H](O)C[C@@H](O)[C@H](C(O)=O)C)C)C)=O—
251700-25npmHM19
1700-24;Malonyl-CoA
from: 1700-24
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@H](CC[C@H](O)[C@H]([C@@H](O)C[C@@H](O)[C@H](/C=C/C(O)=O)C)C)C)=O—
261700-26npmIM20
1700-25;Methylmalonyl-CoA
from: 1700-25
N=C(N)NCCC/C=C/CCC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C/[C@@H](O)[C@@H](C)[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@H](CC[C@H](O)[C@H]([C@@H](O)C[C@@H](O)[C@H](/C=C/[C@@H](O)[C@H](C(O)=O)C)C)C)C)=O{'Inactive': ['DH', 'KR2']}
271700(1)npmI, ?TE
1700-26;?
from: 1700-26
C[C@@H](CC[C@@H]([C@H]([C@H](C[C@H]([C@@H](C)/C=C/[C@H]([C@H]1C)O)O)O)C)O)[C@H](O)C[C@@]2(O)[C@H](O)[C@@H](O)C[C@@H](C[C@H](C[C@@H](C[C@H]([C@@H]([C@H](O)/C=C/C=C/[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCC/C=C/CCCNC(NC)=N)OC1=O)C)O)OC(CC(O)=O)=O)O)O2—
281700(2)npmI, ?TE
1700-26;?
from: 1700-26
C[C@@H](CC[C@@H]([C@H]([C@H](C[C@H]([C@@H](C)/C=C/[C@H]([C@H]1C)O)O)O)C)O)[C@H](O)C[C@@]2(O)[C@H](O)[C@@H](OC(CC(O)=O)=O)C[C@@H](C[C@H](C[C@@H](C[C@H]([C@@H]([C@H](O)/C=C/C=C/[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCC/C=C/CCCNC(NC)=N)OC1=O)C)O)OC(CC(O)=O)=O)O)O2—
291700(3)npmI, ?TE
1700-26;?
from: 1700-26
C[C@@H](CC[C@@H]([C@H]([C@H](C[C@H]([C@@H](C)/C=C/[C@H]([C@H]1C)O)O)O)C)O)[C@H](OC(CC(O)=O)=O)C[C@@]2(O)[C@H](O)[C@@H](O)C[C@@H](C[C@H](C[C@@H](C[C@H]([C@@H]([C@H](O)/C=C/C=C/[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCC/C=C/CCCNC(NC)=N)OC1=O)C)O)O)OC(CC(O)=O)=O)O2—
301700(4)npmI, ?TE
1700-26;?
from: 1700-26
C[C@@H](CC[C@@H]([C@H]([C@H](C[C@H]([C@@H](C)/C=C/[C@H]([C@H]1C)O)O)O)C)O)[C@H](O)C[C@@]2(OC)[C@H](O)[C@@H](O)C[C@@H](C[C@H](C[C@@H](C[C@H]([C@@H]([C@H](O)/C=C/C=C/[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCC/C=C/CCCNC(NC)=N)OC1=O)C)O)O)OC(CC(O)=O)=O)O2—
311700(5)npmI, ?TE
1700-26;?
from: 1700-26
C[C@@H](CC[C@@H]([C@H]([C@H](C[C@H]([C@@H](C)/C=C/[C@H]([C@H]1C)O)O)O)C)O)[C@H](O)C[C@@]2(O)[C@H](O)[C@@H](O)C[C@@H](C[C@H](C[C@@H](C[C@H]([C@@H]([C@H](O)/C=C/C=C/[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCC/C=C/CCCNC(NC)=N)OC1=O)C)O)O)OC(CC(O)=O)=O)O2—
321700(6)npmI, ?TE
1700-26;?
from: 1700-26
C[C@@H](CC[C@@H]([C@H]([C@H](C[C@H]([C@@H](C)/C=C/[C@H]([C@H]1C)O)O)O)C)O)[C@H](O)C[C@@]2(O)[C@H](O)[C@@H](OC(CC(O)=O)=O)C[C@@H](C[C@H](C[C@@H](C[C@H]([C@@H]([C@H](O)/C=C/C=C/[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCC/C=C/CCCNC(NC)=N)OC1=O)C)O)O)OC(CC(O)=O)=O)O2—
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