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BGC0001381PKS

Brasilinolide A;Brasilinolide B;Brasilinolide C

Producing organism
Nocardia terpenica
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Mycobacteriales›Nocardiaceae›Nocardia
Biosynthetic class
PKS (Unknown)
Total steps
29
DOI
MIBiG entry
View on MIBiG ↗
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C57H98O241166.64 Da

Gene Cluster Map101 genes · 210,303 bp

50 kb210.3 kb visible · 210,303 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Other
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
EREnoylreductase (ER)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
TEThioesterase (TE)
DnDocking N-term
DcDocking C-term
TDTerminal reductase
AmTAminotransferase V

Pathway Graphsteps arranged in biosynthetic order

29 steps · 28 edges
Step 1Load
nbrK
+Malonyl-CoA
Step 21
Start
+Thymidine monopho…
Step 2M1
nbrK
+Methylmalonyl-CoA
Step 22
?
Step 3M2
nbrK
+Methylmalonyl-CoA
Step 23
nbrC
Step 4M3
nbrL
+Methylmalonyl-CoA
Step 24
nbrD
Step 5M4
nbrL
+Methylmalonyl-CoA
Step 25
nbrE
Step 6M5
nbrL
+Malonyl-CoA
Step 26
nbrF
Step 7M6
nbrI
+Malonyl-CoA
Step 8M7
nbrI
+Malonyl-CoA
Step 9M8
nbrJ
+Malonyl-CoA
Step 10M9
nbrJ
+Malonyl-CoA
Step 11M10
nbrG
+Malonyl-CoA
Step 12M11
nbrG
+Malonyl-CoA
Step 13M12
nbrG
+Malonyl-CoA
Inactive: DH
Step 14M13
nbrG
+Methylmalonyl-CoA
Step 15M14
nbrG
+Malonyl-CoA
Step 16M15
nbrH
+Malonyl-CoA
Step 17M16
nbrH
+Malonyl-CoA
Step 18M17
nbrH
+Malonyl-CoA
Step 19M18
nbrH
+Malonyl-CoA
Step 20TE
nbrH
Step 27
?
Step 28
?
+1381(1), ?
Step 29
?
+1381(1), ?
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions29 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11381-1nbrKLoading
Malonyl-CoA
O=C(O)C—
21381-2nbrKM1
1381-1;Methylmalonyl-CoA
from: 1381-1
OC([C@H](C)C(O)=O)C—
31381-3nbrKM2
1381-2;Methylmalonyl-CoA
from: 1381-2
OC([C@H](C)[C@H](O)[C@H](C(O)=O)C)C—
41381-4nbrLM3
1381-3;Methylmalonyl-CoA
from: 1381-3
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H](C(O)=O)C)C)C—
51381-5nbrLM4
1381-4;Methylmalonyl-CoA
from: 1381-4
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](C(O)=O)C)C)C)C—
61381-6nbrLM5
1381-5;Malonyl-CoA
from: 1381-5
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/C(O)=O)C)C)C)C—
71381-7nbrIM6
1381-6;Malonyl-CoA
from: 1381-6
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CC(O)=O)C)C)C)C—
81381-8nbrIM7
1381-7;Malonyl-CoA
from: 1381-7
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCCC(O)=O)C)C)C)C—
91381-9nbrJM8
1381-8;Malonyl-CoA
from: 1381-8
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCC[C@@H](O)CC(O)=O)C)C)C)C—
101381-10nbrJM9
1381-9;Malonyl-CoA
from: 1381-9
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCC[C@@H](O)C[C@H](O)CC(O)=O)C)C)C)C—
111381-11nbrGM10
1381-10;Malonyl-CoA
from: 1381-10
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCC[C@@H](O)C[C@H](O)C[C@@H](O)CC(O)=O)C)C)C)C—
121381-12nbrGM11
1381-11;Malonyl-CoA
from: 1381-11
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCC[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(O)=O)C)C)C)C—
131381-13nbrGM12
1381-12;Malonyl-CoA
from: 1381-12
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCC[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(CC(O)=O)=O)C)C)C)C{'Inactive': ['DH']}
141381-14nbrGM13
1381-13;Methylmalonyl-CoA
from: 1381-13
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCC[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@@H](C(O)=O)C)=O)C)C)C)C—
151381-15nbrGM14
1381-14;Malonyl-CoA
from: 1381-14
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCC[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@@H](CCC(O)=O)C)=O)C)C)C)C—
161381-16nbrHM15
1381-15;Malonyl-CoA
from: 1381-15
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCC[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@@H](CC[C@H](O)CC(O)=O)C)=O)C)C)C)C—
171381-17nbrHM16
1381-16;Malonyl-CoA
from: 1381-16
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCC[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@@H](CC[C@H](O)C[C@@H](O)CC(O)=O)C)=O)C)C)C)C—
181381-18nbrHM17
1381-17;Malonyl-CoA
from: 1381-17
OC([C@H](C)[C@H](O)[C@H]([C@H](O)[C@@H]([C@@H](O)[C@H](/C=C/[C@@H](O)CCC[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)CC(C[C@@H](O)[C@@H](CC[C@H](O)C[C@@H](O)C[C@@H](O)CC(O)=O)C)=O)C)C)C)C—
191381-19nbrHM18
1381-18;Malonyl-CoA
from: 1381-18
O[C@H](C[C@@H](C[C@H](CC[C@H]([C@@H](CC(C[C@@H](O)C[C@@H](C[C@H](C[C@@H](CCC[C@@H](/C=C/[C@@H]([C@@H]([C@H]([C@H]([C@H](C)[C@H]([C@@H](C)C(C)O)O)O)C)O)C)O)O)O)O)=O)O)C)O)O)C/C=C/C(O)=O—
201381-20nbrHTE
1381-19
from: 1381-19
O[C@H]([C@@H]([C@H]([C@H](/C=C/[C@H](CCC[C@H](C[C@@H](C[C@H](C1)O[C@@](O)(C[C@@H](O)[C@@H](CC[C@H](O)C[C@@H](O)C[C@@H](O)C/C=C/2)C)C[C@H]1O)O)O)O)C)OC2=O)C)[C@@H]([C@H]([C@H]([C@@H](O)C)C)O)C—
211381-21Start—
Thymidine monophosphate
CC1=CN(C(NC1=O)=O)[C@H]2C[C@H](O)[C@@H](COP(O)(O)=O)O2—
221381-22?—
1381-21
from: 1381-21
O=C1[C@H](O)[C@@H](O)[C@@H]([R])O[C@@H]1C—
231381-23nbrC—
1381-22
from: 1381-22
O=C1C([C@@H](O)[C@@H]([R])O[C@@H]1C)=O—
241381-24nbrD—
1381-23
from: 1381-23
O=C1[C@@H](O)C[C@@H]([R])O[C@@H]1C—
251381-25nbrE—
1381-24
from: 1381-24
C[C@H]1C([C@@H](O)C[C@@H]([R])O1)=O—
261381-26nbrF—
1381-25
from: 1381-25
C[C@H]1[C@@H](O)[C@@H](O)C[C@@H]([R])O1—
271381(1)?—
1381-20;1381-26
from: 1381-20, 1381-26
O[C@H]([C@@H]([C@H]([C@H]([C@H]1[C@@H](O1)[C@H](CCC[C@H](C[C@@H](C[C@H](C2)O[C@@](O)(C[C@@H](O)[C@@H](CC[C@H](O)C[C@@H](O)C[C@@H](O)C/C=C/3)C)C[C@H]2O)O)O)O)C)OC3=O)C)[C@@H]([C@H]([C@H]([C@@H](O[C@@H]4C[C@@H](O)[C@@H](O)[C@@H](C)O4)C)C)O)C—
281381(2)?—
1381(1);?
O[C@H]([C@@H]([C@H]([C@H]([C@H]1[C@@H](O1)[C@H](CCC[C@@H](OC(CC(O)=O)=O)C[C@@H](C[C@H](C2)O[C@@](O)(C[C@@H](O)[C@@H](CC[C@H](O)C[C@@H](O)C[C@@H](O)C/C=C/3)C)C[C@H]2O)O)O)C)OC3=O)C)[C@@H]([C@H]([C@H]([C@@H](O[C@@H]4C[C@@H](OC(CCCC)=O)[C@@H](O)[C@@H](C)O4)C)C)O)C—
291381(3)?—
1381(1);?
O[C@H]([C@@H]([C@H]([C@H]([C@H]1[C@@H](O1)[C@H](CCC[C@@H](OC(C(C(OC)=O)CCCC)=O)C[C@@H](C[C@H](C2)O[C@@](O)(C[C@@H](O)[C@@H](CC[C@H](O)C[C@@H](O)C[C@@H](O)C/C=C/3)C)C[C@H]2O)O)O)C)OC3=O)C)[C@@H]([C@H]([C@H]([C@@H](O[C@@H]4C[C@@H](OC)[C@@H](OC)[C@@H](C)O4)C)C)O)C—
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