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BGC0000414NRPS

quinocarcin

Producing organism
Streptomyces melanovinaceus
Taxonomy
BacteriaActinomycetotaActinomycetesKitasatosporalesStreptomycetaceaeStreptomyces
Biosynthetic class
NRPS (Type I)
Total steps
14
DOI
MIBiG entry
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quinocarcin
C18H22N2O4330.16 Da

Gene Cluster Map24 genes · 48,769 bp

CACALCACATDA10 kb48.8 kb visible · 48,769 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Unknown
Domains
ACPAcyl carrier (ACP)
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
ACPAcyl carrier (ACP)
TEThioesterase (TE)
TDTerminal reductase
CALCoA-ligase (CAL)
TauDTauD oxygenase

Pathway Graphsteps arranged in biosynthetic order

14 steps · 13 edges
Step 1Load
qcn13
Step 5
start
+L-Phenylalanine
Step 8
start
+L-Arginine
Step 2M1
qcn12
+Alanine
Step 6
qcn4
Step 9
qcn18
Step 3M2
qcn15
+glycolic acid
Step 10
qcn16;qcn17
Step 4
qcn17
Step 12
Step 7M3
qcn17,qcn19
Step 14
?
Step 11M4
qcn17
Step 13MTD
qcn16,qcn17
Starting stepIntermediateFinal productModuleLoadingTENo modulePKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions14 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1414-1qcn13Loading
OC(CCCCCCCCCCCCCC)=O
2414-2qcn12M1
414-1;Alanine
from: 414-1
O=C(CCCCCCCCCCCCCC)N[C@@H](C)C(O)=O
3414-3qcn15M2
414-2;glycolic acid
from: 414-2
O=C(CCCCCCCCCCCCCC)N[C@@H](C)C(OCC(O)=O)=O
4414-4qcn17
414-3
from: 414-3
O=C(CCCCCCCCCCCCCC)N[C@@H](C)C(OCC([H])=O)=O
5414-5start
L-Phenylalanine
O=C(O)[C@@H](N)CC1=CC=CC=C1
6414-6qcn4
414-5
from: 414-5
O=C(O)[C@@H](N)CC1=CC=CC(O)=C1
7414-7qcn17,qcn19M3
414-6;414-4
from: 414-6, 414-4
O=C(O)[C@@]1([H])N[C@H](C2=C(O)C=CC=C2C1)COC([C@H](C)NC(CCCCCCCCCCCCCC)=O)=O
8414-8start
L-Arginine
O=C(O)[C@@H](N)CCCNC(N)=N
9414-9qcn18
414-8
from: 414-8
O=C(O)[C@@H](N)C/C=C/NC(N)=N
10414-10qcn16;qcn17
414-9
from: 414-9
O=C(O)[C@@H](N)C/C=C/NC(N)=N
11414-11qcn17M4
414-10;414-7
from: 414-10, 414-7
[H][C@]1(/C=N/[C@@]([H])(C/C=C/NC(N)=N)C(O)=O)N[C@H](C2=C(O)C=CC=C2C1)COC([C@H](C)NC(CCCCCCCCCCCCCC)=O)=O
12414-12
414-10
from: 414-10
[H][C@]1(C2N[C@@]([H])(C[C@@]2([H])/C=N/C(N)=N)C(O)=O)N[C@H](C3=C(O)C=CC=C3C1)COC([C@H](C)NC(CCCCCCCCCCCCCC)=O)=O
13414-13qcn16,qcn17MTD
414-11
from: 414-11
OC1=C([C@H](COC([C@H](C)NC(CCCCCCCCCCCCCC)=O)=O)N([C@@H](O)[C@H]2N[C@@H]3[C@]([H])(C=O)C2)[C@@]3([H])C4)C4=CC=C1
14414?
414-12
from: 414-12
[H][C@]12N([C@H](OC3)[C@H]4N(C)[C@@H]2[C@@H](C(O)=O)C4)[C@@H]3C5=C(OC)C=CC=C5C1
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