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BGC0002024PKS

nargenicin A1

Producing organism
Nocardia argentinensis
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Mycobacteriales›Nocardiaceae›Nocardia
Biosynthetic class
PKS(Type 1)
Total steps
22
DOI
MIBiG entry
View on MIBiG ↗
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C28H37NO8515.60 Da

Gene Cluster Map26 genes · 69,359 bp

KSKSKSKSKSKSKSKSKSA10 kb69.4 kb visible · 69,359 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Other
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
AAdenylation (A)
ACPAcyl carrier (ACP)
TEThioesterase (TE)
DnDocking N-term
DcDocking C-term
MTMethyltransferase

Pathway Graphsteps arranged in biosynthetic order

22 steps · 21 edges
Step 1Load
ngnA
+methylmalonyl-CoA
Step 17
Start
+L-Proline
Step 2M2
ngnA
+methylmalonyl-CoA
Step 18
ngnN4
Step 3M3
ngnA
+methylmalonyl-CoA
Step 19
ngnN3;ngnN5
Step 4M4
ngnA
+malonyl-CoA
Step 5M5
ngnB
+methylmalonyl-CoA
Step 6M6
ngnB
+malonyl-CoA
Step 7M7
ngnB
+malonyl-CoA
Step 8M8
ngnC
+malonyl-CoA
Step 9M9
ngnC
+malonyl-CoA
Step 10TE
ngnC
Step 11
ngnD
Step 12
ngnO1,ngnO2
Step 13
ngnP1
Step 14
ngnP2
Step 15
ngnM
Step 20
ngnN2,ngnN3,ngnN4,ngnN5
Step 16
ngnO3
Step 21
(ngnN2,ngnN3,ngnN4,ngnN…
+(2024-15
Step 22
(ngnN2,ngnN3,ngnN4,ngnN…
+(2024-16
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions22 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
12024-1ngnALoading
methylmalonyl-CoA
O=C(O)CC—
22024-2ngnAM2
2024-1;methylmalonyl-CoA
from: 2024-1
O=C(O)C([C@H](O)CC)C—
32024-3ngnAM3
2024-2;methylmalonyl-CoA
from: 2024-2
OC(/C(C)=C/C([C@H](O)CC)C)=O—
42024-4ngnAM4
2024-3;malonyl-CoA
from: 2024-3
OC(/C(C)=C/C(C)=C/C([C@H](O)CC)C)=O—
52024-5ngnBM5
2024-4;methylmalonyl-CoA
from: 2024-4
OC(C[C@@H](O)/C(C)=C/C(C)=C/C([C@H](O)CC)C)=O—
62024-6ngnBM6
2024-5;malonyl-CoA
from: 2024-5
OC(C[C@H](O)C([C@@H](O)/C=C/C(C)=C/C([C@H](O)CC)C)C)=O—
72024-7ngnBM7
2024-6;malonyl-CoA
from: 2024-6
OC(/C=C/C[C@H](O)C([C@@H](O)/C=C/C(C)=C/C([C@H](O)CC)C)C)=O—
82024-8ngnCM8
2024-7;malonyl-CoA
from: 2024-7
OC(/C=C/C=C/C[C@H](O)C([C@@H](O)/C=C/C(C)=C/C([C@H](O)CC)C)C)=O—
92024-9ngnCM9
2024-8;malonyl-CoA
from: 2024-8
OC(/C=C/C=C/C=C/C[C@H](O)C([C@@H](O)/C=C/C(C)=C/C([C@H](O)CC)C)C)=O—
102024-10ngnCTE
2024-9
from: 2024-9
CC[C@H]([C@H](C)/C=C(C)/C=C/[C@H](O)[C@@H](C)[C@H](O)C/C=C/C=C/C=C/1)OC1=O—
112024-11ngnD—
2024-10
from: 2024-10
CC[C@H]([C@H](C)/C=C(C)/C1C([C@H](O)[C@@H](C)[C@@H](O)C2)C2C=CC1/C=C/3)OC3=O—
122024-12ngnO1,ngnO2—
2024-11
from: 2024-11
CC[C@H]([C@H](C)/C=C(C)/C1C([C@H](O)[C@@H](C)[C@@H](O)C2)C2C=CC1CC3)OC3=O—
132024-13ngnP1—
2024-12
from: 2024-12
CC[C@H]([C@H](C)/C=C(C)/C1C([C@H](O)[C@@H](C)[C@@H](O)C2)C2C=CC1C[C@@H]3O)OC3=O—
142024-14ngnP2—
2024-13
from: 2024-13
C[C@@H](O)[C@H]([C@H](C)/C=C(C)/C1C([C@H](O)[C@@H](C)[C@@H](O)C2)C2C=CC1C[C@@H]3O)OC3=O—
152024-15ngnM—
2024-14
from: 2024-14
C[C@@H](O)[C@H]([C@H](C)/C=C(C)/C1C([C@H](O)[C@@H](C)[C@@H](O)C2)C2C=CC1C[C@@H]3OC)OC3=O—
162024-16ngnO3—
2024-15
from: 2024-15
C[C@@H](O)[C@H]([C@H](C)/C=C(C)/[C@@]12C([C@H](O)[C@@H](C)[C@@H](O)[C@@H]3O2)C3C=CC1C[C@@H]4OC)OC4=O—
172024-17Start—
L-Proline
O=C(O)[C@H]1NCCC1—
182024-18ngnN4—
2024-17
from: 2024-17
O=C([R])[C@H]1NCCC1—
192024-19ngnN3;ngnN5—
2024-18
from: 2024-18
OC(C1=CC=CN1)=O—
202024-20ngnN2,ngnN3,ngnN4,ngnN5—
2024-14;2024-19
from: 2024-14, 2024-19
C[C@@H](O)[C@H]([C@H](C)/C=C(C)/C1C([C@H](O)[C@@H](C)[C@@H](OC(C2=CC=CN2)=O)C3)C3C=CC1C[C@@H]4O)OC4=O—
212024-21(ngnN2,ngnN3,ngnN4,ngnN5)/ngnM—
(2024-15;2024-19)/2024-20
from: 2024-19)/2024-20
C[C@@H](O)[C@H]([C@H](C)/C=C(C)/C1C([C@H](O)[C@@H](C)[C@@H](OC(C2=CC=CN2)=O)C3)C3C=CC1C[C@@H]4OC)OC4=O—
222024(ngnN2,ngnN3,ngnN4,ngnN5)/ngnO3—
(2024-16;2024-19)/2024-21
from: 2024-19)/2024-21
C[C@@H](O)[C@H]([C@H](C)/C=C(C)/[C@@]12C([C@H](O)[C@@H](C)[C@@H](OC(C3=CC=CN3)=O)[C@@H]4O2)C4C=CC1C[C@@H]5OC)OC5=O—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture