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BGC0001042Hybrid

Sanglifehrin A

Producing organism
Streptomyces flaveolus
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type I);PKS (Unknown)
Total steps
21
DOI
MIBiG entry
View on MIBiG ↗
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sanglifehrin A
C60H91N5O131089.66 Da

Gene Cluster Map44 genes · 118,372 bp

20 kb118.4 kb visible · 118,372 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Other
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)
ACPAcyl carrier (ACP)
TEThioesterase (TE)
DnDocking N-term
DcDocking C-term
CALCoA-ligase (CAL)

Pathway Graphsteps arranged in biosynthetic order

21 steps · 20 edges
Step 1
Start
Step 2
sfaR
Step 3
?
Step 4Load
?, sfaE
Step 5M1
sfaE
+Methylmalonyl-CoA
Step 6M2
sfaF
+Methylmalonyl-CoA
Step 7M3
sfaF
+Methylmalonyl-CoA
Inactive: DH
Step 8M4
sfaF
+Malonyl-CoA
Step 9M5
sfaG
+Methylmalonyl-CoA
Step 10M6
sfaG
+Malonyl-CoA
Step 11M7
sfaH
+Malonyl-CoA
Step 12M8
sfaH
+Methylmalonyl-CoA
Step 13M9
sfaH
+Malonyl-CoA
Step 14M10
sfaH
+Malonyl-CoA
Step 15M11
sfaH
+Malonyl-CoA
Step 16M12
sfaI
+Methylmalonyl-CoA
Step 17M13
sfaI
+Butanoylmalonyl-C…
Inactive: DH
Step 18M14
sfaD
+Valine
Step 19M15
sfaD
+Tyrosine
Step 20M16
sfaD
+S-hexahydropyrida…
Step 21
?
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions21 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11042-1Start—
O=C([R])/C=C/C—
21042-2sfaR—
1042-1
from: 1042-1
O=C([R])[C@H](C(O)=O)CC—
31042-3?—
1042-2
from: 1042-2
O=C([R])[C@H](C(N)=O)CC—
41042-4?, sfaELoading
1042-3
from: 1042-3
NC([C@@H](C(O)=O)CC)=O—
51042-5sfaEM1
1042-4;Methylmalonyl-CoA
from: 1042-4
NC([C@@H](C[C@@H](C(O)=O)C)CC)=O—
61042-6sfaFM2
1042-5;Methylmalonyl-CoA
from: 1042-5
NC([C@@H](C[C@@H](C([C@H](C(O)=O)C)=O)C)CC)=O—
71042-7sfaFM3
1042-6;Methylmalonyl-CoA
from: 1042-6
NC([C@@H](C[C@@H](C([C@H]([C@@H](O)[C@@H](C)C(O)=O)C)=O)C)CC)=O{'Inactive': ['DH']}
81042-8sfaFM4
1042-7;Malonyl-CoA
from: 1042-7
NC([C@@H](C[C@@H](C([C@H]([C@@H](O)[C@@H](C)[C@@H](O)CC(O)=O)C)=O)C)CC)=O—
91042-9sfaGM5
1042-8;Methylmalonyl-CoA
from: 1042-8
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](C(O)=O)C)O2—
101042-10sfaGM6
1042-9;Malonyl-CoA
from: 1042-9
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CCC(O)=O)C)O2—
111042-11sfaHM7
1042-10;Malonyl-CoA
from: 1042-10
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CC/C=C/C(O)=O)C)O2—
121042-12sfaHM8
1042-11;Methylmalonyl-CoA
from: 1042-11
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CC/C=C/C=C(C(O)=O)\C)C)O2—
131042-13sfaHM9
1042-12;Malonyl-CoA
from: 1042-12
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CC/C=C/C=C([C@@H](O)CC(O)=O)\C)C)O2—
141042-14sfaHM10
1042-13;Malonyl-CoA
from: 1042-13
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CC/C=C/C=C([C@@H](O)C/C=C/C(O)=O)\C)C)O2—
151042-15sfaHM11
1042-14;Malonyl-CoA
from: 1042-14
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CC/C=C/C=C([C@@H](O)C/C=C/C=C/C(O)=O)\C)C)O2—
161042-16sfaIM12
1042-15;Methylmalonyl-CoA
from: 1042-15
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CC/C=C/C=C([C@@H](O)C/C=C/C=C/[C@H](O)[C@@H](C(O)=O)C)\C)C)O2—
171042-17sfaIM13
1042-16;Butanoylmalonyl-CoA
from: 1042-16
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CC/C=C/C=C([C@@H](O)C/C=C/C=C/[C@H](O)[C@@H]([C@@H](O)[C@H](C(O)=O)CCC(C)=O)C)\C)C)O2{'Inactive': ['DH']}
181042-18sfaDM14
1042-17;Valine
from: 1042-17
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CC/C=C/C=C([C@@H](O)C/C=C/C=C/[C@H](O)[C@@H]([C@@H](O)[C@H](C(N[C@@H](C(C)C)C(O)=O)=O)CCC(C)=O)C)\C)C)O2—
191042-19sfaDM15
1042-18;Tyrosine
from: 1042-18
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CC/C=C/C=C([C@@H](O)C/C=C/C=C/[C@H](O)[C@@H]([C@@H](O)[C@H](C(N[C@@H](C(C)C)C(N[C@@H](CC3=CC=CC(O)=C3)C(O)=O)=O)=O)CCC(C)=O)C)\C)C)O2—
201042-20sfaDM16
1042-19;S-hexahydropyridazine-3-carboxylate
from: 1042-19
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@H](CC/C=C/C=C([C@@H](O)C/C=C/C=C/[C@H](O)[C@@H]([C@@H](O)[C@H](C(N[C@@H](C(C)C)C(N[C@@H](CC3=CC=CC(O)=C3)C(N4NC(C(O)=O)CCC4)=O)=O)=O)CCC(C)=O)C)\C)C)O2—
211042?—
1042-20
from: 1042-20
O=C(N1)[C@@H](CC)C[C@H](C)[C@]21[C@@H](C)[C@@H](O)[C@@H](C)[C@H](C[C@H](O)[C@@H](C)CC/C=C/C=C(C)/[C@@H](OC([C@@H]3CCCN(C([C@H](CC4=CC(O)=CC=C4)NC([C@@H](N5)C(C)C)=O)=O)N3)=O)C/C=C/C=C/[C@@H]([C@H](C)[C@H]([C@@H](CCC(C)=O)C5=O)O)O)O2—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture