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BGC0000374NRPS

hormaomycin;hormaomycin A1;hormaomycin A2;hormaomycin A3;hormaomycin A4;hormaomycin A5;hormaomycin A6

Producing organism
Streptomyces griseoflavus
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type I)
Total steps
36
DOI
MIBiG entry
View on MIBiG ↗
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C55H69ClN10O141128.47 Da

Gene Cluster Map23 genes · 51,499 bp

ACACAECACAECACACATE10 kb51.5 kb visible · 51,499 bp total
Biosynthetic (core)
Biosynthetic (additional)
Transport
Unknown
Domains
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
ACPAcyl carrier (ACP)
CnCOM N-term
CcCOM C-term
TEThioesterase (TE)
EEpimerization (E)
TgrTIGR01720

Pathway Graphsteps arranged in biosynthetic order

36 steps · 35 edges
Step 1
Start
+Proline
Step 6
Start
+Phenylpyruvic acid
Step 9
Start
+Lysine
Step 14
Start
+Tyrosine
Step 2
AEH41789.1;AEH41790.1
Step 7
AEH41795.1
Step 10
?
Step 11
?
Step 15
AEH41783.1
Step 3
(AEH41791.1, AEH41792.1…
Step 8
?
Step 12
?
Step 16
AEH41784.1
Step 4
ACE80255.1
Step 13
?
Step 17
?
Step 5
?
Step 18
AEH41802.1
Step 19
AEH41801.1
Step 21Load
AEH41790.1
Step 20
AEH41801.1
Step 22M1
AEH41793.1
+(374-13/Leucine)
Step 23M2
AEH41793.1
+D-allo-Threonine
Step 24M3
AEH41793.1
Step 25M4
AEH41793.1
+(374-13/Leucine)
Step 26M5
AEH41794.1
Step 27M6
AEH41794.1
+(Isoleucine/Valin…
Step 28M7
AEH41794.1
Step 29TE
AEH41794.1
Step 30TE
AEH41794.1
Step 32TE
AEH41794.1
Step 33TE
AEH41794.1
Step 34TE
AEH41794.1
Step 35TE
AEH41794.1
Step 31
?
+374(1)
Step 36
?
+374(1), ?
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions36 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1374-1Start—
Proline
OC([C@H]1NCCC1)=O—
2374-2AEH41789.1;AEH41790.1—
374-1
from: 374-1
OC([C@H]1NCCC1)=O—
3374-3(AEH41791.1, AEH41792.1)?—
374-2
from: 374-2
OC(C1=CC=CN1)=O—
4374-4ACE80255.1—
374-3
from: 374-3
OC(C1=CC=C(Cl)N1)=O—
5374-5?—
374-4
from: 374-4
OC(C1=CC=C(Cl)N1O)=O—
6374-6Start—
Phenylpyruvic acid
O=C(C(O)=O)CC1=CC=CC=C1—
7374-7AEH41795.1—
374-6
from: 374-6
O=C(C(O)=O)[C@H](C)C1=CC=CC=C1—
8374-8?—
374-7
from: 374-7
N[C@H](C(O)=O)[C@H](C)C1=CC=CC=C1—
9374-9Start—
Lysine
N[C@@H](CCCCN)C(O)=O—
10374-10?—
374-9
from: 374-9
O=C1O[C@H](C/C=N/O[H])C[C@@H]1N—
11374-11?—
374-9
from: 374-9
O=C1O[C@H](CC([H])[N+]([O-])=O)C[C@@H]1N—
12374-12?—
374-10
from: 374-10
O=N[C@@H]1[C@@H](C[C@H](N)C(O)=O)C1—
13374-13?—
374-11/374-12
from: 374-11/374-12
N[C@H](C(O)=O)C[C@@H]1[C@@H]([N+]([O-])=O)C1—
14374-14Start—
Tyrosine
OC1=CC=C(C[C@H](N)C(O)=O)C=C1—
15374-15AEH41783.1—
374-14
from: 374-14
OC1=CC=C(C[C@H](N)C(O)=O)C=C1O—
16374-16AEH41784.1—
374-15
from: 374-15
O=C(/C=C\C1=CN[C@H](C(O)=O)C1)C(O)=O—
17374-17?—
374-16
from: 374-16
C=CC1=CN[C@H](C(O)=O)C1—
18374-18AEH41802.1—
374-17
from: 374-17
CC/C=C1C[C@@H](C(O)=O)N=C/1—
19374-19AEH41801.1—
374-18
from: 374-18
C/C=C\C1C[C@@H](C(O)=O)N=C1—
20374-20AEH41801.1—
374-19
from: 374-19
C/C=C\[C@H]1C[C@@H](C(O)=O)N=C1—
21374-21AEH41790.1Loading
374-5
from: 374-5
OC(C1=CC=C(Cl)N1)=O—
22374-22AEH41793.1M1
374-21;(374-13/Leucine)
from: 374-21
OC([C@H]([R])NC(C1=CC=C(Cl)N1)=O)=O—
23374-23AEH41793.1M2
374-22;D-allo-Threonine
from: 374-22
OC([C@@H]([C@H](C)O)NC([C@H]([R])NC(C1=CC=C(Cl)N1)=O)=O)=O—
24374-24AEH41793.1M3
374-23;374-8
from: 374-23, 374-8
OC([C@H]([C@H](C)C1=CC=CC=C1)NC([C@@H]([C@H](C)O)NC([C@H]([R])NC(C2=CC=C(Cl)N2)=O)=O)=O)=O—
25374-25AEH41793.1M4
374-24;(374-13/Leucine)
from: 374-24
OC([C@@H]([R*])NC([C@H]([C@H](C)C1=CC=CC=C1)NC([C@@H]([C@H](C)O)NC([C@H]([R])NC(C2=CC=C(Cl)N2)=O)=O)=O)=O)=O—
26374-26AEH41794.1M5
374-25;374-8
from: 374-25, 374-8
OC([C@H]([C@H](C)C1=CC=CC=C1)NC([C@@H]([R*])NC([C@H]([C@H](C)C2=CC=CC=C2)NC([C@@H]([C@H](C)O)NC([C@H]([R])NC(C3=CC=C(Cl)N3)=O)=O)=O)=O)=O)=O—
27374-27AEH41794.1M6
374-26;(Isoleucine/Valine)
from: 374-26
OC([C@@H](NC([C@H]([C@H](C)C1=CC=CC=C1)NC([C@@H]([R*])NC([C@H]([C@H](C)C2=CC=CC=C2)NC([C@@H]([C@H](C)O)NC([C@H]([R])NC(C3=CC=C(Cl)N3)=O)=O)=O)=O)=O)=O)[C@H](C[R1])C)=O—
28374-28AEH41794.1M7
374-27;374-20
from: 374-27, 374-20
O=C([C@H]1N(C([C@@H](NC([C@H]([C@H](C)C2=CC=CC=C2)NC([C@@H]([R*])NC([C@H]([C@H](C)C3=CC=CC=C3)NC([C@@H]([C@H](C)O)NC([C@H]([R])NC(C4=CC=C(Cl)N4)=O)=O)=O)=O)=O)=O)[C@H](C[R1])C)=O)C[C@@H](/C=C\C)C1)O—
29374-29AEH41794.1TE
374-28
from: 374-28
O=C1[C@@H](NC([C@H]([C@H](C)C2=CC=CC=C2)NC([C@@H]([R*])NC([C@@H](NC([C@H](NC([C@@H](NC(C3=CC=C(Cl)N3O)=O)[R])=O)[C@@H](C)OC([C@@H]4C[C@H](/C=C\C)CN41)=O)=O)[C@H](C)C5=CC=CC=C5)=O)=O)=O)[C@@H](C)C[R1]—
30374(1)AEH41794.1TE
374-28
from: 374-28
O=C1[C@@H](NC([C@H]([C@H](C)C2=CC=CC=C2)NC([C@@H](C[C@H]3[C@H]([N+]([O-])=O)C3)NC([C@@H](NC([C@H](NC([C@@H](NC(C4=CC=C(Cl)N4O)=O)C[C@@H]5C[C@H]5[N+]([O-])=O)=O)[C@@H](C)OC([C@@H]6C[C@H](/C=C\C)CN61)=O)=O)[C@H](C)C7=CC=CC=C7)=O)=O)=O)[C@@H](C)CC—
31374(2)?—
374(1)
O=C1[C@@H](NC([C@H]([C@H](C)C2=CC=CC=C2)NC([C@@H](C[C@H]3[C@H]([N+]([O-])=O)C3)NC([C@@H](NC([C@H](NC([C@@H](NC(C4=CC=CN4O)=O)C[C@@H]5C[C@H]5[N+]([O-])=O)=O)[C@@H](C)OC([C@@H]6C[C@H](/C=C\C)CN61)=O)=O)[C@H](C)C7=CC=CC=C7)=O)=O)=O)[C@@H](C)CC—
32374(3)AEH41794.1TE
374-28
from: 374-28
CC(C)[C@H](NC([C@H]([C@H](C)C1=CC=CC=C1)NC([C@@H](C[C@H]2[C@H]([N+]([O-])=O)C2)NC([C@@H](NC([C@H](NC([C@@H](NC(C3=CC=C(Cl)N3O)=O)C[C@@H]4C[C@H]4[N+]([O-])=O)=O)[C@@H](C)OC([C@@H]5C[C@H](/C=C\C)CN56)=O)=O)[C@H](C)C7=CC=CC=C7)=O)=O)=O)C6=O—
33374(4)AEH41794.1TE
374-28
from: 374-28
O=C1[C@@H](NC([C@H]([C@H](C)C2=CC=CC=C2)NC([C@@H](CC(C)C)NC([C@@H](NC([C@H](NC([C@@H](NC(C3=CC=C(Cl)N3O)=O)C[C@@H]4C[C@H]4[N+]([O-])=O)=O)[C@@H](C)OC([C@@H]5C[C@H](/C=C\C)CN51)=O)=O)[C@H](C)C6=CC=CC=C6)=O)=O)=O)[C@@H](C)CC—
34374(5AEH41794.1TE
374-28
from: 374-28
O=C1[C@@H](NC([C@H]([C@H](C)C2=CC=CC=C2)NC([C@@H](C[C@H]3[C@H]([N+]([O-])=O)C3)NC([C@@H](NC([C@H](NC([C@@H](NC(C4=CC=C(Cl)N4O)=O)CC(C)C)=O)[C@@H](C)OC([C@@H]5C[C@H](/C=C\C)CN51)=O)=O)[C@H](C)C6=CC=CC=C6)=O)=O)=O)[C@@H](C)CC—
35374(6)AEH41794.1TE
374-28
from: 374-28
O=C1[C@@H](NC([C@H]([C@H](C)C2=CC=CC=C2)NC([C@@H](CC(C)C)NC([C@@H](NC([C@H](NC([C@@H](NC(C3=CC=C(Cl)N3O)=O)CC(C)C)=O)[C@@H](C)OC([C@@H]4C[C@H](/C=C\C)CN41)=O)=O)[C@H](C)C5=CC=CC=C5)=O)=O)=O)[C@@H](C)CC—
36374(7)?—
374(1);?
O=C1[C@@H](NC([C@H]([C@H](C)C2=CC=CC=C2)NC([C@@H](C[C@H]3[C@H]([N+]([O-])=O)C3)NC([C@@H](NC([C@H](NC([C@@H](NC(C4=CC=C(Cl)N4OCC(OCC)=O)=O)C[C@@H]5C[C@H]5[N+]([O-])=O)=O)[C@@H](C)OC([C@@H]6C[C@H](/C=C\C)CN61)=O)=O)[C@H](C)C7=CC=CC=C7)=O)=O)=O)[C@@H](C)CC—
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