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BGC0000296NRPS

actinomycin D

Producing organism
Streptomyces anulatus
Taxonomy
BacteriaActinomycetotaActinomycetesKitasatosporalesStreptomycetaceaeStreptomyces
Biosynthetic class
NRPS (Type I)
Total steps
13
DOI
MIBiG entry
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actinomycin D
C62H86N12O161254.63 Da

Gene Cluster Map28 genes · 66,086 bp

AAAEAAA10 kb66.1 kb visible · 66,086 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Other
Unknown
Domains
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
CnCOM N-term
CcCOM C-term
TEThioesterase (TE)
EEpimerization (E)
MTMethyltransferase
AmTAminotransferase V
TgrTIGR01720

Pathway Graphsteps arranged in biosynthetic order

13 steps · 11 edges
Step 1
start
+L-Tryptophan
Step 2
acmG
Step 3
acmF
Step 4
acmK,acmH
Step 5
acmH,acmI
Step 6Load
acmD;acmA
+4-methyl-3-hydrox…
Step 7M1
acmB
+Threonine
Step 8M2
acmB
+L-Valine
Step 9M3
acmC
+Proline
Step 10M4
acmC
+Glycine
Step 11M5
acmC
+Valine
Step 12TE
acmC
Step 13
acmE
Starting stepIntermediateFinal productModuleLoadingTENo modulePKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions13 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1296-1start
L-Tryptophan
N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O
2296-2acmG
296-1
from: 296-1
N[C@@H](CC(C1=CC=CC=C1NC=O)=O)C(O)=O
3296-3acmF
296-2
from: 296-2
NC1=CC=CC=C1C(C[C@H](N)C(O)=O)=O
4296-4acmK,acmH
296-3
from: 296-3
NC1=C(O)C=CC=C1C(C[C@H](N)C(O)=O)=O
5296-5acmH,acmI
296-4
from: 296-4
OC(C1=C(N)C(O)=C(C)C=C1)=O
6296-5acmD;acmALoading
296-5;4-methyl-3-hydroxyanthranilic acid
from: 296-5
OC(C1=C(N)C(O)=C(C)C=C1)=O
7296-6acmBM1
296-5;Threonine
from: 296-5
OC1=C(C)C=CC(C(N[C@@H]([C@H](C)O)C(O)=O)=O)=C1N
8296-7acmBM2
296-6;L-Valine
from: 296-6
OC1=C(C)C=CC(C(N[C@@H]([C@H](C)O)C(N[C@H](C(C)C)C(O)=O)=O)=O)=C1N
9296-8acmCM3
296-7;Proline
from: 296-7
OC1=C(C)C=CC(C(N[C@@H]([C@H](C)O)C(N[C@H](C(C)C)C(N2CCC[C@@H]2C(O)=O)=O)=O)=O)=C1N
10296-9acmCM4
296-8;Glycine
from: 296-8
OC1=C(C)C=CC(C(N[C@@H]([C@H](C)O)C(N[C@H](C(C)C)C(N(CCC2)[C@H]2C(N(CC(O)=O)C)=O)=O)=O)=O)=C1N
11296-10acmCM5
296-9;Valine
from: 296-9
OC1=C(C)C=CC(C(N[C@@H]([C@H](C)O)C(N[C@H](C(C)C)C(N(CCC2)[C@H]2C(N(CC(N([C@H](C(C)C)C(O)=O)C)=O)C)=O)=O)=O)=O)=C1N
12296-11acmCTE
296-10
from: 296-10
OC1=C(C)C=CC(C(N[C@@H]([C@H](C)O)C(N[C@H](C(C)C)C(N2CC([R])C[C@@H]2C(N(CC(N([C@H](C(C)C)C(O)=O)C)=O)C)=O)=O)=O)=O)=C1N
13296acmE
296-11
from: 296-11
O=C(N[C@H](C(N[C@H](C(C)C)C(N1CCC[C@@H]21)=O3N(C(CN3C2=O)=O)[C@H]4C(C)C)=O)[C@@H](C)OC4=O)C5=C(N=C(C6=C7C)C(C(N[C@H](C(N[C@H](C(C)C)C(N8CC([H])C[C@@H]98)=O%10N(C(CN%10C9=O)=O)[C@H]%11C(C)C)=O)[C@@H](C)OC%11=O)=O)=C(N)C7=O)C(O6)=C(C)C=C5
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture