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BGC0000117PKS

oligomycin

Producing organism
Streptomyces avermitilis
Taxonomy
BacteriaActinomycetotaActinomycetesKitasatosporalesStreptomycetaceaeStreptomyces
Biosynthetic class
PKS (Unknown)
Total steps
34
DOI
MIBiG entry
View on MIBiG ↗
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oligomycin
C45H74O11790.52 Da

Gene Cluster Map18 genes · 104,326 bp

20 kb104.3 kb visible · 104,326 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)
TEThioesterase (TE)
DnDocking N-term
DcDocking C-term
ACPSACP synthase

Pathway Graphsteps arranged in biosynthetic order

34 steps · 33 edges
Step 1Load
olmA1
+Malonyl-CoA
Step 2M1
olmA1
+Malonyl-CoA
Step 3M2
olmA1
+Methylmalonyl-CoA
Step 4M3
olmA1
+Malonyl-CoA
Step 5M4
olmA2
+(Methylmalonyl-Co…
Inactive: KR
Step 6M5
olmA2
+(Malonyl-CoA/Meth…
Step 7M6
olmA2
+Malonyl-CoA
Inactive: DH
Step 8M7
olmA3
+Ethylmalonyl-CoA
Step 9M8
olmA3
+Malonyl-CoA
Step 10M9
olmA4
+Malonyl-CoA
Step 11M10
olmA4
+(Methylmalonyl-Co…
Step 12M11
olmA5
+Methylmalonyl-CoA
Inactive: DH
Step 13M12
olmA6
+Methylmalonyl-CoA
Inactive: KR
Step 14M13
olmA6
+Methylmalonyl-CoA
Step 15M14
olmA6
+(Malonyl-CoA/Meth…
Inactive: KR
Step 16M15
olmA7
+(Malonyl-CoA/Meth…
Step 17M16
olmA7
+Malonyl-CoA
Step 18TE
olmA7
Step 19
BAB69200.1
Step 20
BAB69200.1
Step 21
olmB
Step 22
olmB
+117(1)
Step 23
olmB
Step 24
olmB
Step 25
olmB
Step 26
olmB
Step 27
olmB
Step 28
olmB
Step 29
olmB
Step 30
olmB
Step 31
olmB
+117(2)
Step 32
?
+117(8)
Step 33
?
+117(8)
Step 34
?
Starting stepIntermediateFinal productModuleLoadingTENo modulePKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions34 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1117-1olmA1Loading
Malonyl-CoA
OC(C)=O
2117-2olmA1M1
Malonyl-CoA;117-1
from: 117-1
C[C@@H](O)CC(O)=O
3117-3olmA1M2
Methylmalonyl-CoA;117-2
from: 117-2
C[C@@H](O)C[C@@H](O)[C@@H](C)C(O)=O
4117-4olmA1M3
Malonyl-CoA;117-3
from: 117-3
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC(O)=O
5117-5olmA2M4
(Methylmalonyl-CoA/Ethylmalonyl-CoA);117-4
from: 117-4
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])C(O)=O)=O{'Inactive': ['KR']}
6117-6olmA2M5
(Malonyl-CoA/Methylmalonyl-CoA);117-5
from: 117-5
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])C(O)=O)=O
7117-7olmA2M6
Malonyl-CoA;117-6
from: 117-6
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC(O)=O)=O{'Inactive': ['DH']}
8117-8olmA3M7
Ethylmalonyl-CoA;117-7
from: 117-7
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC[C@@H](CC)C(O)=O)=O
9117-9olmA3M8
Malonyl-CoA;117-8
from: 117-8
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC[C@@H](CC)/C=C/C(O)=O)=O
10117-10olmA4M9
Malonyl-CoA;117-9
from: 117-9
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC[C@@H](CC)/C=C/C=C/C(O)=O)=O
11117-11olmA4M10
(Methylmalonyl-CoA/Ethylmalonyl-CoA);117-10
from: 117-10
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC[C@@H](CC)/C=C/C=C/C[C@@H](C[R4])C(O)=O)=O
12117-12olmA5M11
Methylmalonyl-CoA;117-11
from: 117-11
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC[C@@H](CC)/C=C/C=C/C[C@@H](C[R4])[C@H](O)[C@H](C)C(O)=O)=O{'Inactive': ['DH']}
13117-13olmA6M12
Methylmalonyl-CoA;117-12
from: 117-12
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC[C@@H](CC)/C=C/C=C/C[C@@H](C[R4])[C@H](O)[C@H](C)C([C@@H](C)C(O)=O)=O)=O{'Inactive': ['KR']}
14117-14olmA6M13
Methylmalonyl-CoA;117-13
from: 117-13
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC[C@@H](CC)/C=C/C=C/C[C@@H](C[R4])[C@H](O)[C@H](C)C([C@@H](C)[C@H](O)[C@@H](C)C(O)=O)=O)=O
15117-15olmA6M14
(Malonyl-CoA/Methylmalonyl-CoA);117-14
from: 117-14
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC[C@@H](CC)/C=C/C=C/C[C@@H](C[R4])[C@H](O)[C@H](C)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H]([R3])C(O)=O)=O)=O)=O{'Inactive': ['KR']}
16117-16olmA7M15
(Malonyl-CoA/Methylmalonyl-CoA);117-15
from: 117-15
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC[C@@H](CC)/C=C/C=C/C[C@@H](C[R4])[C@H](O)[C@H](C)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H]([R3])[C@H](O)[C@@H]([R2])C(O)=O)=O)=O)=O
17117-17olmA7M16
Malonyl-CoA;117-16
from: 117-16
C[C@@H](O)C[C@@H](O)[C@@H](C)CCC([C@@H](C[R])[C@@H](O)[C@H]([R1])[C@@H](O)CC[C@@H](CC)/C=C/C=C/C[C@@H](C[R4])[C@H](O)[C@H](C)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H]([R3])[C@H](O)[C@@H]([R2])/C=C/C(O)=O)=O)=O)=O
18117-18olmA7TE
117-17
from: 117-17
C[C@H](C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H]([R3])[C@@H]([C@H](/C=C/1)[R2])O)=O)=O)[C@@H](O)[C@H](C[R4])C/C=C/C=C/[C@H](CC)CC[C@@H](O)[C@@H]([R1])[C@H]([C@H](C[R])C(CC[C@@H]([C@H](O)C[C@H](O)C)C)=O)OC1=O
19117-19BAB69200.1
117-18
from: 117-18
C[C@H](C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H]([R3])[C@@H]([C@H](/C=C/1)[R2])O)=O)=O)[C@@H](O)[C@H](C[R4])C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H]([R1])[C@H]([C@H](C[R])[C@@]23CC[C@@H]([C@@H](O3)C[C@H](O)C)C)OC1=O
20117(1)BAB69200.1
117-18
from: 117-18
C[C@@H]([C@H](O)[C@H](C)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](C)[C@@]23CC[C@@H]([C@@H](O3)C[C@H](O)C)C)OC1=O
21117-20olmB
117-19
from: 117-19
C[C@H](C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H]([R3])[C@@H]([C@H](/C=C/1)[R2])O)=O)=O)[C@@H](O)[C@H](C[R4])C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H]([R1])[C@H]([C@H](C[R])[C@@]23CC[C@@H]([C@@H](O3)C[C@H](O)C)C)OC1=O
22117(2)olmB
117(1)
C[C@@H]([C@H](O)[C@@](C)(O)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](C)[C@@]23CC[C@@H]([C@@H](O3)C[C@H](O)C)C)OC1=O
23117(3)olmB
117-19
from: 117-19
C[C@@H]([C@H](O)[C@@](C)(O)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](CC)[C@@]23CC[C@@H]([C@@H](O3)C[C@H](O)C)C)OC1=O
24117-21olmB
117-20
from: 117-20
C[C@@](C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H]([R3])[C@@H]([C@H](/C=C/1)[R2])O)=O)=O)(O)[C@@H](O)[C@H](C[R4])C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H]([R1])[C@H]([C@H](C[R])[C@@]23C(C[C@@H]([C@@H](O3)C[C@H](O)C)C)=O)OC1=O
25117(4)olmB
117-20
from: 117-20
C[C@@H]([C@H](O)[C@@](C)(O)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)C/C=C/C=C/[C@H](CC)CC[C@H](O2)C[C@H]([C@H](C)[C@@]23C(C[C@@H]([C@@H](O3)C[C@H](O)C)C)=O)OC1=O
26117(5)olmB
117-20
from: 117-20
C[C@@H]([C@H](O)[C@@](C)(O)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H](C/C=C/1)O)=O)=O)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](C)[C@@]23C(C[C@@H]([C@@H](O3)C[C@H](O)C)C)=O)OC1=O
27117(6)olmB
117-20
from: 117-20
C[C@@H]([C@H](O)[C@@](C)(O)C([C@@H](C)[C@H](O)[C@@H](C)C(C[C@@H]([C@H](/C=C/1)C)O)=O)=O)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](C)[C@@]23C(C[C@@H]([C@@H](O3)C[C@H](O)C)C)=O)OC1=O
28117(7)olmB
117-20
from: 117-20
C[C@@](C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)(O)[C@@H](O)[C@H](CC)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](C)[C@@]23C(C[C@@H]([C@@H](O3)C[C@H](O)C)C)=O)OC1=O
29117(8)olmB
117-20
from: 117-20
C[C@@H]([C@H](O)[C@@](C)(O)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](C)[C@@]23C(C[C@@H]([C@@H](O3)C[C@H](O)C)C)=O)OC1=O
30117(9)olmB
117-20
from: 117-20
C[C@@H]([C@H](O)[C@@](C)(O)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](CC)[C@@]23C(C[C@@H]([C@@H](O3)C[C@H](O)C)C)=O)OC1=O
31117-22olmB
117(2)
C[C@@H]([C@H](O)[C@@](C)(O)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](C[R])[C@@]23C(C[C@@H2][C@@H](O3)C[C@H](O)C)=O)OC1=O
32117(10)?
117(8)
C[C@@](C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)(O)[C@@H](O)[C@H](CO)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](C)[C@@]23C(C[C@@H]([C@@H](O3)C[C@H](O)C)C)=O)OC1=O
33117(11)?
117(8)
C[C@@H]([C@H](O)[C@@](C)(O)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)C/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@@](C)(O)[C@@]23C(C[C@@H]([C@@H](O3)C[C@H](O)C)C)=O)OC1=O
34117(12)?
117-22
from: 117-22
C[C@@H]([C@H](O)[C@@](C)(O)C([C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@@H]([C@H](/C=C/1)C)O)=O)=O)[C@@H](O)/C=C/C=C/[C@H](CC)CC[C@H](O2)[C@@H](C)[C@H]([C@H](C[R])[C@@]23C(C[C@@H]([C@@H](O3)C[C@H](O)C)C)=O)OC1=O
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