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BGC0001620Hybrid

Ilamycin B1;Ilamycin B2;Ilamycin C1;Ilamycin C2;Ilamycin D;Ilamycin E1

Producing organism
Streptomyces atratus
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type I);PKS (Unknown)
Total steps
29
DOI
MIBiG entry
View on MIBiG ↗
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C54H77N9O101011.58 Da

Gene Cluster Map21 genes · 57,756 bp

KSKSKSATERAmTACACACACACACA10 kb57.8 kb visible · 57,756 bp total
Biosynthetic (core)
Biosynthetic (additional)
Transport
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
EREnoylreductase (ER)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
TEThioesterase (TE)
MTMethyltransferase
AmTAminotransferase I/II

Pathway Graphsteps arranged in biosynthetic order

29 steps · 25 edges
Step 1
Start
+Tryptophan
Step 5
Start
+Tyrosine
Step 11
Start
Step 23
ASX95234.1/ASX95240.1
+1620(2)/1620-20
Step 28
ASX95234.1
+1620(3)/1620(4)
Step 29
(ASX95234.1)/ASX95240.1
+(1620(5)/1620(6))…
Step 2
ASX95237.1
Step 6
ASX95235.1, ASX95236.1
+Arginine
Step 12
ASX95227.1
Step 3M1
ASX95241.1
Step 13
ASX95227.1
+Malonyl-CoA
{'Missing': ['AT']}
Step 4M2
ASX95241.1
+Leucine
Step 14
ASX95227.1
+Malonyl-CoA
Step 7M3
ASX95241.1
Step 15
ASX95226.1
Step 8M4
ASX95241.1
+Alanine
Step 16
ASX95226.1
Step 9M5
ASX95241.1
+Leucine
Step 17
ASX95230.1
Step 10M6
ASX95241.1
+Leucine
Step 18
ASX95228.1
Step 19M7
ASX95241.1
Step 20TE
ASX95241.1
Step 21
ASX95240.1
+1620(1)
Step 22
ASX95234.1
+1620(1)
Step 24
Step 25
Step 26
/ASX95240.1
Step 27
/ASX95240.1
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions29 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11620-1Start—
Tryptophan
OC([C@@H](N)CC1=CNC2=C1C=CC=C2)=O—
21620-2ASX95237.1—
1620-1
from: 1620-1
OC([C@@H](N)CC1=CN(C(C)(C)C=C)C2=C1C=CC=C2)=O—
31620-3ASX95241.1M1
1620-2
from: 1620-2
OC([C@@H](N)CC1=CN(C(C)(C)C=C)C2=C1C=CC=C2)=O—
41620-4ASX95241.1M2
1620-3;Leucine
from: 1620-3
OC([C@@H](N(C([C@@H](N)CC1=CN(C(C)(C)C=C)C2=C1C=CC=C2)=O)C)CC(C)C)=O—
51620-5Start—
Tyrosine
OC1=CC=C(C[C@H](N)C(O)=O)C=C1—
61620-6ASX95235.1, ASX95236.1—
1620-5;Arginine
from: 1620-5
OC1=C([N+]([O-])=O)C=C(C[C@H](N)C(O)=O)C=C1—
71620-7ASX95241.1M3
1620-4;1620-6
from: 1620-4, 1620-6
OC([C@@H](NC([C@@H](N(C([C@@H](N)CC1=CN(C(C)(C)C=C)C2=C1C=CC=C2)=O)C)CC(C)C)=O)CC3=CC=C(O)C([N+]([O-])=O)=C3)=O—
81620-8ASX95241.1M4
1620-7;Alanine
from: 1620-7
OC([C@@H](NC([C@@H](NC([C@@H](N(C([C@@H](N)CC1=CN(C(C)(C)C=C)C2=C1C=CC=C2)=O)C)CC(C)C)=O)CC3=CC=C(O)C([N+]([O-])=O)=C3)=O)C)=O—
91620-9ASX95241.1M5
1620-8;Leucine
from: 1620-8
OC([C@@H](N(C([C@@H](NC([C@@H](NC([C@@H](N(C([C@@H](N)CC1=CN(C(C)(C)C=C)C2=C1C=CC=C2)=O)C)CC(C)C)=O)CC3=CC=C(O)C([N+]([O-])=O)=C3)=O)C)=O)C)CC(C)C)=O—
101620-10ASX95241.1M6
1620-9;Leucine
from: 1620-9
OC([C@@H](NC([C@@H](N(C([C@@H](NC([C@@H](NC([C@@H](N(C([C@@H](N)CC1=CN(C(C)(C)C=C)C2=C1C=CC=C2)=O)C)CC(C)C)=O)CC3=CC=C(O)C([N+]([O-])=O)=C3)=O)C)=O)C)CC(C)C)=O)CC(C)C)=O—
111620-11Start—
O=C(C)O[Na]—
121620-12ASX95227.1—
1620-11
from: 1620-11
O=C(C)O—
131620-13ASX95227.1—
1620-12;Malonyl-CoA
from: 1620-12
O=C(/C=C/C)O{'Missing': ['AT']}
141620-14ASX95227.1—
1620-13;Malonyl-CoA
from: 1620-13
O=C(CC/C=C/C)O—
151620-15ASX95226.1—
1620-14
from: 1620-14
O=C(C(O)C/C=C/C)O—
161620-16ASX95226.1—
1620-15
from: 1620-15
O=C(C(C/C=C/C)=O)O—
171620-17ASX95230.1—
1620-16
from: 1620-16
O=C([C@@H](N)C/C=C/C)O—
181620-18ASX95228.1—
1620-17
from: 1620-17
O=C([C@@H](N)C/C=C/C)O—
191620-19ASX95241.1M7
1620-10;1620-18
from: 1620-10, 1620-18
O=C(C(NC([C@@H](NC([C@@H](N(C([C@@H](NC([C@@H](NC([C@@H](N(C([C@@H](N)CC1=CN(C(C)(C)C=C)C2=C1C=CC=C2)=O)C)CC(C)C)=O)CC3=CC=C(O)C([N+]([O-])=O)=C3)=O)C)=O)C)CC(C)C)=O)CC(C)C)=O)C/C=C/C)O—
201620(1)ASX95241.1TE
1620-19
from: 1620-19
CC(C)C[C@H](N(C)C([C@H](C)NC([C@H](CC1=CC=C(O)C(C)=C1)NC([C@H](CC(C)C)N(C([C@H](CC2=CN(C(C)(C)C=C)C3=C2C=CC=C3)N4)=O)C)=O)=O)=O)C(N[C@@H](CC(C)C)C(NC(C/C=C/C)C4=O)=O)=O—
211620(2)ASX95240.1—
1620(1)
CC(C)C[C@H](N(C)C([C@H](C)NC([C@H](CC1=CC=C(O)C(C)=C1)NC([C@H](CC(C)C)N(C([C@H](CC2=CN(C(C)(C)[C@@H]3OC3)C4=C2C=CC=C4)N5)=O)C)=O)=O)=O)C(N[C@@H](CC(C)C)C(NC(C/C=C/C)C5=O)=O)=O—
221620-20ASX95234.1—
1620(1)
O=C(NC(C/C=C/C)C1=O)[C@H](CC(C)C)NC([C@@H](N(C)C([C@H](C)NC([C@H](CC2=CC=C(O)C(C)=C2)NC([C@H](CC(C)C)N(C([C@H](CC3=CN(C(C)(C)C=C)C4=C3C=CC=C4)N1)=O)C)=O)=O)=O)C[C@@H](C([H])=O)C)=O—
231620-21ASX95234.1/ASX95240.1—
1620(2)/1620-20
O=C(NC(C/C=C/C)C1=O)[C@H](CC(C)C)NC([C@@H](N(C)C([C@H](C)NC([C@H](CC2=CC=C(O)C(C)=C2)NC([C@H](CC(C)C)N(C([C@H](CC3=CN(C(C)(C)[C@H]4CO4)C5=C3C=CC=C5)N1)=O)C)=O)=O)=O)C[C@@H](C([H])=O)C)=O—
241620(3)—
1620-20
from: 1620-20
O=C(NC(C/C=C/C)C1=O)[C@H](CC(C)C)[N@@]2C([C@@H](N(C)C([C@H](C)NC([C@H](CC3=CC=C(O)C(C)=C3)NC([C@H](CC(C)C)N(C([C@H](CC4=CN(C(C)(C)C=C)C5=C4C=CC=C5)N1)=O)C)=O)=O)=O)C[C@H](C)[C@H]2O)=O—
251620(4)—
1620-20
from: 1620-20
O=C(NC(C/C=C/C)C1=O)[C@H](CC(C)C)[N@@]2C([C@@H](N(C)C([C@H](C)NC([C@H](CC3=CC=C(O)C(C)=C3)NC([C@H](CC(C)C)N(C([C@H](CC4=CN(C(C)(C)C=C)C5=C4C=CC=C5)N1)=O)C)=O)=O)=O)C[C@H](C)[C@@H]2O)=O—
261620(5)/ASX95240.1—
1620-21/1620(3)
from: 1620-21/1620(3)
O=C(NC(C/C=C/C)C1=O)[C@H](CC(C)C)[N@@]2C([C@@H](N(C)C([C@H](C)NC([C@H](CC3=CC=C(O)C(C)=C3)NC([C@H](CC(C)C)N(C([C@H](CC4=CN(C(C)(C)[C@H]5CO5)C6=C4C=CC=C6)N1)=O)C)=O)=O)=O)C[C@H](C)[C@H]2O)=O—
271620(6)/ASX95240.1—
1620-21/1620(4)
from: 1620-21/1620(4)
O=C(NC(C/C=C/C)C1=O)[C@H](CC(C)C)[N@@]2C([C@@H](N(C)C([C@H](C)NC([C@H](CC3=CC=C(O)C(C)=C3)NC([C@H](CC(C)C)N(C([C@H](CC4=CN(C(C)(C)[C@H]5CO5)C6=C4C=CC=C6)N1)=O)C)=O)=O)=O)C[C@H](C)[C@@H]2O)=O—
281620(7)ASX95234.1—
1620(3)/1620(4)
O=C(NC(C/C=C/C)C1=O)[C@H](CC(C)C)NC([C@@H](N(C)C([C@H](C)NC([C@H](CC2=CC=C(O)C(C)=C2)NC([C@H](CC(C)C)N(C([C@H](CC3=CN(C(C)(C)C=C)C4=C3C=CC=C4)N1)=O)C)=O)=O)=O)C[C@@H](C(O)=O)C)=O—
291620(8)(ASX95234.1)/ASX95240.1—
(1620(5)/1620(6))/1620(7)
O=C(NC(C/C=C/C)C1=O)[C@H](CC(C)C)NC([C@@H](N(C)C([C@H](C)NC([C@H](CC2=CC=C(O)C(C)=C2)NC([C@H](CC(C)C)N(C([C@H](CC3=CN(C(C)(C)[C@H]4CO4)C5=C3C=CC=C5)N1)=O)C)=O)=O)=O)C[C@@H](C(O)=O)C)=O—
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