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BGC0000103PKS

mycolactone B

Producing organism
Mycobacterium ulcerans Agy99
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Mycobacteriales›Mycobacteriaceae›Mycobacterium›Mycobacterium ulcerans group
Biosynthetic class
PKS (Unknown)
Total steps
22
DOI
MIBiG entry
View on MIBiG ↗
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mycolactone B
C44H70O9742.50 Da

Gene Cluster Map9 genes · 107,218 bp

20 kb107.2 kb visible · 107,218 bp total
Biosynthetic (core)
Biosynthetic (additional)
Other
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
EREnoylreductase (ER)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
DnDocking N-term
DcDocking C-term

Pathway Graphsteps arranged in biosynthetic order

22 steps · 21 edges
Step 1Load
MUP040c
+Malonyl-CoA
Inactive: DH
Step 12Load
MUP032c
+Malonyl-CoA
Inactive: DH, KR
Step 2M1
MUP040c
+Malonyl-CoA
Inactive: DH
Step 13M1
MUP032c
+Malonyl-CoA
Step 3M2
MUP040c
+Methylmalonyl-CoA
Inactive: DH, ER
Step 14M2
MUP032c
+Malonyl-CoA
Step 4M3
MUP040c
+Methylmalonyl-CoA
{'Missing':['ER']}
Step 15M3
MUP032c
+Methylmalonyl-CoA
Step 5M4
MUP040c
+Methylmalonyl-CoA
Step 16M4
MUP032c
+Malonyl-CoA
Step 6M5
MUP040c
+Malonyl-CoA
Step 17M5
MUP032c
+Methylmalonyl-CoA
Step 7M6
MUP040c
+Methylmalonyl-CoA
Step 18M6
MUP032c
+Methylmalonyl-CoA
Step 8M7
MUP040c
+Methylmalonyl-CoA
Step 19M7
MUP032c
+Malonyl-CoA
Step 9M8
MUP040c
+Malonyl-CoA
Inactive: DH
Step 20
?
Step 10M9
MUP039c
+Malonyl-CoA
Step 11
?
Step 21
?
Step 22
?
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions22 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1103-1MUP040cLoading
Malonyl-CoA
CC(O)=O{'Inactive': ['DH']}
2103-2MUP040cM1
103-1;Malonyl-CoA
from: 103-1
C[C@@H](O)CC(O)=O{'Inactive': ['DH']}
3103-3MUP040cM2
103-2;Methylmalonyl-CoA
from: 103-2
C[C@@H](O)C[C@@H](O)[C@H](C)C(O)=O{'Inactive': ['DH','ER']}
4103-4MUP040cM3
103-3;Methylmalonyl-CoA
from: 103-3
C[C@@H](O)C[C@@H](O)[C@H](C)/C=C(C)/C(O)=O{'Missing':['ER']}
5103-5MUP040cM4
103-4;Methylmalonyl-CoA
from: 103-4
C[C@@H](O)C[C@@H](O)[C@H](C)/C=C(C)/C[C@H](C)C(O)=O—
6103-6MUP040cM5
103-5;Malonyl-CoA
from: 103-5
C[C@@H](O)C[C@@H](O)[C@H](C)/C=C(C)/C[C@H](C)[C@H](O)CC(O)=O—
7103-7MUP040cM6
103-6;Methylmalonyl-CoA
from: 103-6
C[C@@H](O)C[C@@H](O)[C@H](C)/C=C(C)/C[C@H](C)[C@H](O)C/C=C(C)/C(O)=O—
8103-8MUP040cM7
103-7;Methylmalonyl-CoA
from: 103-7
C[C@@H](O)C[C@@H](O)[C@H](C)/C=C(C)/C[C@H](C)[C@H](O)C/C=C(C)/C[C@@H](C(O)=O)C—
9103-9MUP040cM8
103-8;Malonyl-CoA
from: 103-8
C[C@@H](O)C[C@@H](O)[C@H](C)/C=C(C)/C[C@H](C)[C@H](O)C/C=C(C)/C[C@@H]([C@@H](O)CC(O)=O)C{'Inactive': ['DH']}
10103-10MUP039cM9
103-9;Malonyl-CoA
from: 103-9
C[C@@H](O)C[C@@H](O)[C@H](C)/C=C(C)/C[C@H](C)[C@H](O)C/C=C(C)/C[C@@H]([C@@H](O)CCCC(O)=O)C—
11103-11?—
103-10
from: 103-10
C[C@@H](O)C[C@@H](O)[C@H](C)/C=C(C)/C[C@H](C)[C@H](OC1=O)C/C=C(C)/C[C@@H]([C@@H](O)CCC1)C—
12103-12MUP032cLoading
Malonyl-CoA
CC(O)=O{'Inactive': ['DH', 'KR']}
13103-13MUP032cM1
103-12;Malonyl-CoA
from: 103-12
OC(C[C@@H](O)C)=O—
14103-14MUP032cM2
103-13;Malonyl-CoA
from: 103-13
OC(C[C@@H](O)C[C@@H](O)C)=O—
15103-15MUP032cM3
103-14;Methylmalonyl-CoA
from: 103-14
OC(/C(C)=C/C[C@@H](O)C[C@@H](O)C)=O—
16103-16MUP032cM4
103-15;Malonyl-CoA
from: 103-15
CC(/C=C/C(O)=O)=C\C[C@@H](O)C[C@@H](O)C—
17103-17MUP032cM5
103-16;Methylmalonyl-CoA
from: 103-16
OC(/C(C)=C/C=C/C(C)=C/C[C@@H](O)C[C@@H](O)C)=O—
18103-18MUP032cM6
103-17;Methylmalonyl-CoA
from: 103-17
OC(/C(C)=C/C(C)=C/C=C/C(C)=C/C[C@@H](O)C[C@@H](O)C)=O—
19103-19MUP032cM7
103-18;Malonyl-CoA
from: 103-18
OC(/C=C/C(C)=C/C(C)=C/C=C/C(C)=C/C[C@@H](O)C[C@@H](O)C)=O—
20103-20?—
103-19
from: 103-19
OC(/C=C/C(C)=C/C(C)=C/C=C/C(C)=C/C[C@@H](O)C[C@@H](O)C)=O—
21103-21?—
103-11;103-20
from: 103-11, 103-20
C[C@@H](O)C[C@@H](O)[C@H](C)/C=C(C)/C[C@H](C)[C@H](OC1=O)C/C=C(C)/C[C@@H]([C@@H](OC(/C=C/C(C)=C/C(C)=C/C=C/C(C)=C/C[C@@H](O)C[C@@H](O)C)=O)CCC1)C—
22103?—
103-21
from: 103-21
C[C@@H](O)C[C@@H](O)[C@H](C)/C=C(C)/C[C@H](C)[C@H](OC1=O)C/C=C(C)/C[C@@H]([C@@H](OC(/C=C/C(C)=C/C(C)=C/C=C/C(C)=C/C[C@@H](O)C[C@@H](O)C)=O)CCC1)C—
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