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BGC0000151PKS

Stambomycin A;Stambomycin B;Stambomycin C;Stambomycin D

Producing organism
Streptomyces ambofaciens ATCC 23877
Taxonomy
BacteriaActinomycetotaActinomycetesKitasatosporalesStreptomycetaceaeStreptomyces
Biosynthetic class
PKS (Type I);Saccharide (hybrid/tailoring)
Total steps
32
DOI
MIBiG entry
View on MIBiG ↗
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C74H135NO211373.95 Da

Gene Cluster Map25 genes · 146,000 bp

20 kb146.0 kb visible · 146,000 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
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
CALCoA-ligase (CAL)
NADNAD-binding

Pathway Graphsteps arranged in biosynthetic order

32 steps · 31 edges
Step 1Load
SAMR0467
+Methylmalonyl-CoA
Step 27
Start
+NDP-mycaminose
Step 2M1
SAMR0467
+Malonyl-CoA
Step 3M2
SAMR0467
+Malonyl-CoA
Step 4M3
SAMR0467
+Malonyl-CoA
Step 5M4
SAMR0466
+Malonyl-CoA
Step 6M5
SAMR0466
+Methylmalonyl-CoA
Step 7M6
SAMR0465
+Malonyl-CoA
Step 8M7
SAMR0465
+Methylmalonyl-CoA
Step 9M8
SAMR0465
+Malonyl-CoA
Step 10M9
SAMR0465
+Malonyl-CoA
Step 11M10
SAMR0465
+Malonyl-CoA
Step 12M11
SAMR0477
+Malonyl-CoA
Step 13M12
SAMR0477
+
Step 14M13
SAMR0477
+Methylmalonyl-CoA
Step 15M14
SAMRCDS2
+Malonyl-CoA
Step 16M15
SAMR0476
+Malonyl-CoA
Step 17M16
SAMR0476
+Malonyl-CoA
Step 18M17
SAMR0475
+Methylmalonyl-CoA
Step 19M18
SAMR0475
+Malonyl-CoA
Step 20M19
SAMRCDS1
+Malonyl-CoA
Step 21M20
SAMRCDS1
+Methylmalonyl-CoA
Step 22M21
SAMR0474
+Methylmalonyl-CoA
Step 23M22
SAMR0474
+Malonyl-CoA
Step 24M23
SAMR0474
+Methylmalonyl-CoA
Step 25M24
SAMR0474
+Malonyl-CoA
Inactive: KR
Step 26TE
SAMR0474
Step 28
SAMR0481
Step 29
SAMR0481
Step 30
SAMR0481
Step 31
SAMR0481
Step 32
SAMR0481
Starting stepIntermediateFinal productModuleLoadingTENo modulePKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions32 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1151-1SAMR0467Loading
Methylmalonyl-CoA
O=C(CC)O
2151-2SAMR0467M1
151-1;Malonyl-CoA
from: 151-1
CC/C=C/C(O)=O
3151-3SAMR0467M2
151-2;Malonyl-CoA
from: 151-2
CC/C=C/[C@H](O)CC(O)=O
4151-4SAMR0467M3
151-3;Malonyl-CoA
from: 151-3
CC/C=C/[C@H](O)C[C@H](O)CC(O)=O
5151-5SAMR0466M4
151-4;Malonyl-CoA
from: 151-4
CC/C=C/[C@H](O)C[C@H](O)CCCC(O)=O
6151-6SAMR0466M5
151-5;Methylmalonyl-CoA
from: 151-5
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H](C(O)=O)C
7151-7SAMR0465M6
151-6;Malonyl-CoA
from: 151-6
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC(O)=O)C
8151-8SAMR0465M7
151-7;Methylmalonyl-CoA
from: 151-7
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H](C(O)=O)C)C
9151-9SAMR0465M8
151-8;Malonyl-CoA
from: 151-8
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)CC(O)=O)C)C
10151-10SAMR0465M9
151-9;Malonyl-CoA
from: 151-9
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)CC(O)=O)C)C
11151-11SAMR0465M10
151-10;Malonyl-CoA
from: 151-10
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CC(O)=O)C)C
12151-12SAMR0477M11
151-11;Malonyl-CoA
from: 151-11
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCCC(O)=O)C)C
13151-13SAMR0477M12
151-12;
from: 151-12
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](C(O)=O)[R])C)C
14151-14SAMR0477M13
151-13;Methylmalonyl-CoA
from: 151-13
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C(C(O)=O)\C)[R])C)C
15151-15SAMRCDS2M14
151-14;Malonyl-CoA
from: 151-14
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)CC(O)=O)\C)[R])C)C
16151-16SAMR0476M15
151-15;Malonyl-CoA
from: 151-15
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)C[C@@H](O)CC(O)=O)\C)[R])C)C
17151-17SAMR0476M16
151-16;Malonyl-CoA
from: 151-16
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)C[C@@H](O)CCCC(O)=O)\C)[R])C)C
18151-18SAMR0475M17
151-17;Methylmalonyl-CoA
from: 151-17
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](C(O)=O)C)\C)[R])C)C
19151-19SAMR0475M18
151-18;Malonyl-CoA
from: 151-18
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC(O)=O)C)\C)[R])C)C
20151-20SAMRCDS1M19
151-19;Malonyl-CoA
from: 151-19
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)C/C=C/C(O)=O)C)\C)[R])C)C
21151-21SAMRCDS1M20
151-20;Methylmalonyl-CoA
from: 151-20
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)C/C=C/C=C(C(O)=O)\C)C)\C)[R])C)C
22151-22SAMR0474M21
151-21;Methylmalonyl-CoA
from: 151-21
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)C/C=C/C=C([C@H](O)[C@H](C(O)=O)C)\C)C)\C)[R])C)C
23151-23SAMR0474M22
151-22;Malonyl-CoA
from: 151-22
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)C/C=C/C=C([C@H](O)[C@H]([C@H](O)CC(O)=O)C)\C)C)\C)[R])C)C
24151-24SAMR0474M23
151-23;Methylmalonyl-CoA
from: 151-23
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)C/C=C/C=C([C@H](O)[C@H]([C@H](O)C[C@@H](O)[C@@H](C(O)=O)C)C)\C)C)\C)[R])C)C
25151-25SAMR0474M24
151-24;Malonyl-CoA
from: 151-24
CC/C=C/[C@H](O)C[C@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)CC[C@H]([C@@H](O)C[C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H](/C=C([C@H](O)C[C@@H](O)CCC[C@@H](O)[C@@H]([C@@H](O)C/C=C/C=C([C@H](O)[C@H]([C@H](O)C[C@@H](O)[C@@H](C(CC(O)=O)=O)C)C)\C)C)\C)[R])C)C{'Inactive': ['KR']}
26151-26SAMR0474TE
151-25
from: 151-25
OC1CC(C(C(O)/C(C)=C/C=C/CC(C(C)C(CCCC(CC(/C(C)=C/C(C(C(O)CCC(CC2O)O)O)[R])O)O)O)O)C)OC(CC(OC(/C=C/C(CC(CCCC(C(C)C(O)CCC(C)C(O)C2)O)O)O)C)=O)(O)C1C
27151-27Start
NDP-mycaminose
[R][C@H]1[C@H](O)[C@@H](N(C)C)[C@H](O)[C@@H](C)O1
28151-28SAMR0481
151-26;151-27
from: 151-26, 151-27
C[C@H]1O[C@@H](OC2CC(C(C(O)/C(C)=C/C=C/CC(C(C)C(CCCC(CC(/C(C)=C/C(C(C(O)CCC(CC3O)O)O)[R])O)O)O)O)C)OC(CC(OC(/C=C/C(CC(CCCC(C(C)C(O)CCC(C)C(O)C3)O)O)O)C)=O)(O)C2C)[C@H](O)[C@@H](N(C)C)[C@@H]1O
29151(1)SAMR0481
151-28
from: 151-28
C[C@H]1O[C@@H](OC2CC(C(C(O)/C(C)=C/C=C/CC(C(C)C(CCCC(CC(/C(C)=C/C(C(C(O)CCC(CC3O)O)O)CCCC(CC)C)O)O)O)O)C)OC(CC(OC(/C=C/C(CC(CCCC(C(C)C(O)CCC(C)C(O)C3)O)O)O)C)=O)(O)C2C)[C@H](O)[C@@H](N(C)C)[C@@H]1O
30151(2)SAMR0481
151-28
from: 151-28
C[C@H]1O[C@@H](OC2CC(C(C(O)/C(C)=C/C=C/CC(C(C)C(CCCC(CC(/C(C)=C/C(C(C(O)CCC(CC3O)O)O)CCCCC(C)C)O)O)O)O)C)OC(CC(OC(/C=C/C(CC(CCCC(C(C)C(O)CCC(C)C(O)C3)O)O)O)C)=O)(O)C2C)[C@H](O)[C@@H](N(C)C)[C@@H]1O
31151(3)SAMR0481
151-28
from: 151-28
C[C@H]1O[C@@H](OC2CC(C(C(O)/C(C)=C/C=C/CC(C(C)C(CCCC(CC(/C(C)=C/C(C(C(O)CCC(CC3O)O)O)CCCC(C)C)O)O)O)O)C)OC(CC(OC(/C=C/C(CC(CCCC(C(C)C(O)CCC(C)C(O)C3)O)O)O)C)=O)(O)C2C)[C@H](O)[C@@H](N(C)C)[C@@H]1O
32151(4)SAMR0481
151-28
from: 151-28
C[C@H]1O[C@@H](OC2CC(C(C(O)/C(C)=C/C=C/CC(C(C)C(CCCC(CC(/C(C)=C/C(C(C(O)CCC(CC3O)O)O)CCCCCC)O)O)O)O)C)OC(CC(OC(/C=C/C(CC(CCCC(C(C)C(O)CCC(C)C(O)C3)O)O)O)C)=O)(O)C2C)[C@H](O)[C@@H](N(C)C)[C@@H]1O
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