NPdia
← Back to Repository
BGC0002718NRPS

Madurastatin A2;Madurastatin E1;Madurastatin F;Madurastatin G1;Madurastatin A1

Producing organism
Actinomadura sp. RB99
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Streptosporangiales›Thermomonosporaceae›Actinomadura
Biosynthetic class
NRPS (Type I)
Total steps
27
DOI
MIBiG entry
View on MIBiG ↗

Gene Cluster Map17 genes · 31,637 bp

ACACACAMTCACyA5 kb31.6 kb visible · 31,637 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Unknown
Domains
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
ACPAcyl carrier (ACP)
CyHeterocyclization (Cy)
MTMethyltransferase

Pathway Graphsteps arranged in biosynthetic order

27 steps · 28 edges
Step 1
Start
+Chorismate
Step 6
Start
+Aspartic acid
Step 10
Start
+Ornithine
Step 2
amrb99_16360
Step 7
amrb99_16380
Step 9
amrb99_16350
+(?)
Step 11
amrb99_16330
Step 3
amrb99_16370;amrb99_164…
Step 12
amrb99_16240
Step 4
amrb99_16400
+D-Serine
Step 13
?
Step 21
amrb99_16400, ?
+D-Serine
Step 5
amrb99_16350
+L-Alanine
Step 14
?
Step 22
amrb99_16350
+L-Alanine
Step 8
amrb99_16350
Step 15
?
+2718(1)
Step 19
?
+2718(1)
Step 20
?
+2718(1)
Step 23
amrb99_16350
Step 16
?
Step 24
amrb99_16350
+(?)
Step 17
?
Step 25
amrb99_16240
Step 18
?
Step 26
?
Step 27
?
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions27 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
12718-1Start—
Chorismate
OC(C1=C[C@@H](OC(C(O)=O)=C)[C@H](O)C=C1)=O—
22718-2amrb99_16360—
2718-1
from: 2718-1
OC(C1=C(O)C=CC=C1)=O—
32718-3amrb99_16370;amrb99_16400—
2718-2
from: 2718-2
OC(C1=C(O)C=CC=C1)=O—
42718-4amrb99_16400—
2718-3;D-Serine
from: 2718-3
OC([C@@H](NC(C1=C(O)C=CC=C1)=O)CO)=O—
52718-5amrb99_16350—
2718-4;L-Alanine
from: 2718-4
OC1=C(C(N[C@H](C(N[C@H](C(O)=O)C)=O)CO)=O)C=CC=C1—
62718-6Start—
Aspartic acid
N[C@H](C(O)=O)CC(O)=O—
72718-7amrb99_16380—
2718-6
from: 2718-6
NCCC(O)=O—
82718-8amrb99_16350—
2718-5;2718-7
from: 2718-5, 2718-7
OC(CCNC([C@@H](NC([C@@H](NC(C1=C(O)C=CC=C1)=O)CO)=O)C)=O)=O—
92718-9amrb99_16350—
2718-6;(?)
from: 2718-6
OC([C@H](N([R])C)CCCN(O)C(CCNC([C@@H](NC([C@@H](NC(C1=C(O)C=CC=C1)=O)CO)=O)C)=O)=O)=O—
102718-10Start—
Ornithine
NCCCC(N)C(O)=O—
112718-11amrb99_16330—
2718-10
from: 2718-10
OC(C(N)CCCNO)=O—
122718-12amrb99_16240—
2718-9;2718-11
from: 2718-9, 2718-11
O=C([C@H](CCCNO)NC([C@H](N([R])C)CCCN(O)C(CCNC([C@@H](NC([C@@H](NC(C1=C(O)C=CC=C1)=O)CO)=O)C)=O)=O)=O)O—
132718-13?—
2718-12
from: 2718-12
OC1=C(C(N[C@@H](C(N[C@H](C(NCCC(N(CCC[C@@H](C(N[C@H]2CCCN(O)C2=O)=O)N(C)[R])O)=O)=O)C)=O)CO)=O)C=CC=C1—
142718(1)?—
2718-13
from: 2718-13
OC1=C(C(N[C@@H](C(N[C@H](C(NCCC(N(CCC[C@@H](C(N[C@H]2CCCN(O)C2=O)=O)NC)O)=O)=O)C)=O)CO)=O)C=CC=C1—
152718-14?—
2718(1)
OC1=C(C(N[C@@H](C(N[C@H](C(NCCC(N(CCC[C@@H](C(N[C@H]2CCCN(O)C2=O)=O)N(C)C)O)=O)=O)C)=O)CO)=O)C=CC=C1—
162718-15?—
2718-14
from: 2718-14
OC1=C(C(N[C@@H](C(N[C@H](C(NCCC(N(CCC[C@@H](C(N[C@H]2CCCN(O)C2=O)=O)N(C)CO)O)=O)=O)C)=O)CO)=O)C=CC=C1—
172718-16?—
2718-15
from: 2718-15
OC1=C(C(N[C@@H](C(N[C@H](C(NCCC(N(CCC[C@@H](C(N[C@H]2CCCN(O)C2=O)=O)[N+](C)=C)O)=O)=O)C)=O)CO)=O)C=CC=C1—
182718(2)?—
2718-16
from: 2718-16
OC1=C(C(N[C@@H](C(N[C@H](C(NCCC(N(CCC[C@@H](N(C)C2)C(N2[C@H]3CCCN(O)C3=O)=O)O)=O)=O)C)=O)CO)=O)C=CC=C1—
192718(3)?—
2718(1)
OC1=C(C(N[C@@H](C(N[C@H](C(NCCC(N(CCCCC(N[C@H]2CC[C@@H](O3)N3C2=O)=O)O)=O)=O)C)=O)CO)=O)C=CC=C1—
202718(4)?—
2718(1)
OC1=C(C(N[C@@H](C(N[C@H](C(NCCC(O)=O)=O)C)=O)CO)=O)C=CC=C1—
212718-17amrb99_16400, ?—
2718-3;D-Serine
from: 2718-3
OC([C@H]1N=C(OC1)C2=C(O)C=CC=C2)=O—
222718-18amrb99_16350—
2718-17;L-Alanine
from: 2718-17
OC([C@@H](NC([C@H]1N=C(OC1)C2=C(O)C=CC=C2)=O)C)=O—
232718-19amrb99_16350—
2718-18;2718-7
from: 2718-18, 2718-7
OC(CCNC([C@@H](NC([C@H]1N=C(OC1)C2=C(O)C=CC=C2)=O)C)=O)=O—
242718-20amrb99_16350—
2718-19;(?)
from: 2718-19
OC([C@H](N([R])C)CCCN(O)C(CCNC([C@@H](NC([C@H]1N=C(OC1)C2=C(O)C=CC=C2)=O)C)=O)=O)=O—
252718-21amrb99_16240—
2718-20;2718-11
from: 2718-20, 2718-11
O=C([C@H](CCCNO)NC([C@H](N([R])C)CCCN(O)C(CCNC([C@@H](NC([C@H]1N=C(OC1)C2=C(O)C=CC=C2)=O)C)=O)=O)=O)O—
262718-22?—
2718-21
from: 2718-21
OC1=C(C2=N[C@@H](C(N[C@H](C(NCCC(N(CCC[C@@H](C(N[C@H]3CCCN(O)C3=O)=O)N(C)[R])O)=O)=O)C)=O)CO2)C=CC=C1—
272718(5)?—
2718-22
from: 2718-22
OC1=C(C2=N[C@@H](C(N[C@H](C(NCCC(N(CCC[C@@H](C(N[C@H]3CCCN(O)C3=O)=O)NC)O)=O)=O)C)=O)CO2)C=CC=C1—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture