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BGC0001204PKS

Versipelostatin

Producing organism
Streptomyces versipellis
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
PKS (Unknown)
Total steps
34
DOI
MIBiG entry
View on MIBiG ↗
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versipelostatin
C61H94O171098.65 Da

Gene Cluster Map35 genes · 108,225 bp

20 kb108.2 kb visible · 108,225 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)
TEThioesterase (TE)
DnDocking N-term
DcDocking C-term
FkFkbH-like
CycPolyketide cyclase
NADNAD-binding

Pathway Graphsteps arranged in biosynthetic order

34 steps · 33 edges
Step 1Load
vstA1
+Malonyl-CoA
Step 15
Start
Step 23
Start
+Glucose-1-phospha…
Step 2M1
vstA1
+Methylmalonyl-CoA
Step 16
vstC1;vstC2
Step 24
vstB7
Step 3M2
vstA1
+Methylmalonyl-CoA
Step 17
vstC5
Step 25
vstB8
Step 4M3
vstA1
+Malonyl-CoA
Step 18
vstC5
Step 26
vstB5
Step 5M4
vstA1
+Methylmalonyl-CoA
Step 19
vstC3
+Malonyl-CoA
Step 27
vstB3
Step 6M5
vstA2
+Methylmalonyl-CoA
Inactive: DH
Step 20
vstC4
Step 28
vstB4
Step 29
vstB2
Step 7M6
vstA2
+Methylmalonyl-CoA
Step 21
vstJ
Step 30
vstB1
Step 8M7
vstA2
+Ethylmalonyl-CoA
Step 22
vstD, vstE
Step 9M8
vstA2
+Methylmalonyl-CoA
Step 31
vstH/vstI
Step 10M9
vstA3
+Malonyl-CoA
Step 32
vstI/vstH
Step 33
vstB6
Step 11M10
vstA3
+Malonyl-CoA
Inactive: DH
Step 34
vstH/vstI
Step 12M11
vstA4
+Methylmalonyl-CoA
Inactive: KR
Step 13M12
vstA4
+Ethylmalonyl-CoA
Step 14M13
vstA5
+Malonyl-CoA
Inactive: KR
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions34 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11204-1vstA1Loading
Malonyl-CoA
O=C(O)C—
21204-2vstA1M1
1204-1;Methylmalonyl-CoA
from: 1204-1
C/C=C(C)/C(O)=O—
31204-3vstA1M2
1204-2;Methylmalonyl-CoA
from: 1204-2
C/C=C(C)/C=C(C)/C(O)=O—
41204-4vstA1M3
1204-3;Malonyl-CoA
from: 1204-3
C/C=C(C)/C=C(C)/CCC(O)=O—
51204-5vstA1M4
1204-4;Methylmalonyl-CoA
from: 1204-4
C/C=C(C)/C=C(C)/CCCC(C)C(O)=O—
61204-6vstA2M5
1204-5;Methylmalonyl-CoA
from: 1204-5
C/C=C(C)/C=C(C)/CCCC(C)[C@@H](O)[C@H](C)C(O)=O{'Inactive': ['DH']}
71204-7vstA2M6
1204-6;Methylmalonyl-CoA
from: 1204-6
C/C=C(C)/C=C(C)/CCCC(C)[C@@H](O)[C@H](C)CC(C)C(O)=O—
81204-8vstA2M7
1204-7;Ethylmalonyl-CoA
from: 1204-7
C/C=C(C)/C=C(C)/CCCC(C)[C@@H](O)[C@H](C)CC(C)/C=C(CC)/C(O)=O—
91204-9vstA2M8
1204-8;Methylmalonyl-CoA
from: 1204-8
C/C=C(C)/C=C(C)/CCCC(C)[C@@H](O)[C@H](C)CC(C)/C=C(CC)/C=C(C)/C(O)=O—
101204-10vstA3M9
1204-9;Malonyl-CoA
from: 1204-9
C/C=C(C)/C=C(C)/CCCC(C)[C@@H](O)[C@H](C)CC(C)/C=C(CC)/C=C(C)/C=C/C(O)=O—
111204-11vstA3M10
1204-10;Malonyl-CoA
from: 1204-10
C/C=C(C)/C=C(C)/CCCC(C)[C@@H](O)[C@H](C)CC(C)/C=C(CC)/C=C(C)/C=C/[C@@H](O)CC(O)=O{'Inactive': ['DH']}
121204-12vstA4M11
1204-11;Methylmalonyl-CoA
from: 1204-11
C/C=C(C)/C=C(C)/CCCC(C)[C@@H](O)[C@H](C)CC(C)/C=C(CC)/C=C(C)/C=C/[C@@H](O)CC([C@H](C)C(O)=O)=O{'Inactive': ['KR']}
131204-13vstA4M12
1204-12;Ethylmalonyl-CoA
from: 1204-12
C/C=C(C)/C=C(C)/CCCC(C)[C@@H](O)[C@H](C)CC(C)/C=C(CC)/C=C(C)/C=C/[C@@H](O)CC(C(C)/C=C(CC)/C(O)=O)=O—
141204-14vstA5M13
1204-13;Malonyl-CoA
from: 1204-13
C/C=C(C)/C=C(C)/CCCC(C)[C@@H](O)[C@H](C)CC(C)/C=C(CC)/C1C(C)=CC2[C@@H](O)CC(C(C)C2C(CC)1C(CC(O)=O)=O)=O{'Inactive': ['KR']}
151204-15Start—
O[C@H](COP([O-])(O)=O)C(OP(O)([O-])=O)=O—
161204-16vstC1;vstC2—
1204-15
from: 1204-15
O=C([C@H]([O-])CO)O—
171204-17vstC5—
1204-16
from: 1204-16
C/C=C(C)/C=C(C)/CCCC(C)[C@@H](O)[C@H](C)CC(C)/C=C(CC)/C1C(C)=CC2[C@@H](O)CC(C(C)C2C(CC)1C(CC(OC(CO)C(O)=O)=O)=O)=O—
181204-18vstC5—
1204-17
from: 1204-17
CC([C@](/C(CC)=C/[C@H](C)C[C@@H](C)[C@@H]([C@H](C)CCC/C(C)=C/C=C/C)O)([H])[C@@](CC)(C(C1=C(O)C(C[O-])OC1=O)=O)[C@]2([H])[C@H]3C)=C[C@]2([H])[C@@H](O)CC3=O—
191204-19vstC3—
1204-18;Malonyl-CoA
from: 1204-18
CC([C@](/C(CC)=C/[C@H](C)C[C@@H](C)[C@@H]([C@H](C)CCC/C(C)=C/C=C/C)O)([H])[C@@](CC)(C(C1=C(O)C(COC(C)=O)OC1=O)=O)[C@]2([H])[C@H]3C)=C[C@]2([H])[C@@H](O)CC3=O—
201204-20vstC4—
1204-19
from: 1204-19
CC([C@](/C(CC)=C/[C@H](C)C[C@@H](C)[C@@H]([C@H](C)CCC/C(C)=C/C(C)=C/C)O)([H])[C@@](CC)(C(C(C(O1)=O)=C(O)C1=C)=O)[C@]2([H])[C@H]3C)=C[C@]2([H])[C@@H](O)CC3=O—
211204-21vstJ—
1204-20
from: 1204-20
CC([C@](/C(CC)=C/[C@H](C)C[C@@H](C)[C@@H]([C@H](C)CCC[C@@]1(C)[C@]2(C(O)=C3C(O2)=O)C[C@@H](C)C(C)=C1)O)([H])[C@@](CC)(C3=O)[C@]4([H])[C@H]5C)=C[C@]4([H])[C@@H](O)CC5=O—
221204-22vstD, vstE—
1204-21
from: 1204-21
CC([C@](/C(CC)=C/[C@H](CO)C[C@@H](C)[C@@H]([C@H](C)CCC[C@@]1(C)[C@]2(C(O)=C3C(O2)=O)C[C@@H](C)C(C)=C1)O)([H])[C@@](CC)(C3=O)[C@]4([H])[C@H]5C)=C[C@]4([H])[C@@H](O)CC5=O—
231204-23Start—
Glucose-1-phosphate
O[C@H]1[C@H](O)[C@@H](O)[C@H]([R])O[C@@H]1CO—
241204-24vstB7—
1204-23
from: 1204-23
O[C@H]1[C@H](O)[C@@H](O)[C@@H]([R])O[C@@H]1CO—
251204-25vstB8—
1204-24
from: 1204-24
O[C@H]([C@@H](O)[C@@H]([R])O[C@@H]1C)C1=O—
261204-26vstB5—
1204-25
from: 1204-25
C[C@H]1O[C@H]([R])C=C(O)C1=O—
271204-27vstB3—
1204-26
from: 1204-26
C[C@H]1O[C@H]([R])C[C@H](O)C1=O—
281204-28vstB4—
1204-27
from: 1204-27
C[C@H]1O[C@H]([R])C[C@H](O)[C@@H]1O—
291204-29vstB2—
1204-27
from: 1204-27
C[C@H]1C([C@@H](O)C[C@@H]([R])O1)=O—
301204-30vstB1—
1204-29
from: 1204-29
C[C@H]1[C@H](O)[C@@H](O)C[C@@H]([R])O1—
311204-31vstH/vstI—
1204-22;1204-28
from: 1204-22, 1204-28
CC([C@](/C(CC)=C/[C@H](CO)C[C@@H](C)[C@@H]([C@H](C)CCC[C@@]1(C)[C@]2(C(O)=C3C(O2)=O)C[C@@H](C)C(C)=C1)O[C@H]4C[C@H](O)[C@H](O)[C@@H](C)O4)([H])[C@@](CC)(C3=O)[C@]5([H])[C@H]6C)=C[C@]5([H])[C@@H](O)CC6=O—
321204-32vstI/vstH—
1204-30;1204-31
from: 1204-30, 1204-31
CC([C@](/C(CC)=C/[C@H](CO)C[C@@H](C)[C@@H]([C@H](C)CCC[C@@]1(C)[C@]2(C(O)=C3C(O2)=O)C[C@@H](C)C(C)=C1)O[C@H]4C[C@H](O)[C@H](O[C@H]5C[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](C)O4)([H])[C@@](CC)(C3=O)[C@]6([H])[C@H]7C)=C[C@]6([H])[C@@H](O)CC7=O—
331204-32vstB6—
1204-32
from: 1204-32
CC([C@](/C(CC)=C/[C@H](CO)C[C@@H](C)[C@@H]([C@H](C)CCC[C@@]1(C)[C@]2(C(O)=C3C(O2)=O)C[C@@H](C)C(C)=C1)O[C@H]4C[C@H](O)[C@H](O[C@H]5C[C@H](OC)[C@@H](O)[C@H](C)O5)[C@@H](C)O4)([H])[C@@](CC)(C3=O)[C@]6([H])[C@H]7C)=C[C@]6([H])[C@@H](O)CC7=O—
341204vstH/vstI—
1204-22;1204-32
from: 1204-22, 1204-32
CC([C@](/C(CC)=C/[C@H](CO)C[C@@H](C)[C@@H]([C@H](C)CCC[C@@]1(C)[C@]2(C(O)=C3C(O2)=O)C[C@@H](C)C(C)=C1)O[C@H]4C[C@H](O)[C@H](O[C@H]5C[C@H](OC)[C@@H](O[C@H]6C[C@H](O)[C@H](O)[C@@H](C)O6)[C@H](C)O5)[C@@H](C)O4)([H])[C@@](CC)(C3=O)[C@]7([H])[C@H]8C)=C[C@]7([H])[C@@H](O)CC8=O—
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