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BGC0000419NRPS

Ristomycin A

Producing organism
Amycolatopsis japonica
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Pseudonocardiales›Pseudonocardiaceae›Amycolatopsis›Amycolatopsis japonica group
Biosynthetic class
NRPS (Type I)
Total steps
20
DOI
MIBiG entry
View on MIBiG ↗
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ristomycin A
C95H110N8O442066.66 Da

Gene Cluster Map39 genes · 68,710 bp

AAmTAAAAAAA10 kb68.7 kb visible · 68,710 bp total
Biosynthetic (core)
Biosynthetic (additional)
Transport
Resistance
Unknown
Domains
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
CnCOM N-term
TEThioesterase (TE)
EEpimerization (E)
ECHEnoyl-CoA hydratase
AmTAminotransferase I/II
XPutative domain (X)
TgrTIGR01720

Pathway Graphsteps arranged in biosynthetic order

20 steps · 20 edges
Step 1M1
AJAP_32145
+4-hydroxyphenylgl…
Step 9
Start
+D-glucose
Step 10
Start
+L-rhamnose
Step 11
Start
+D-mannose
Step 12
Start
+D-arabinofuranose
Step 13
Start
+L-ristosamine
Step 2M2
AJAP_32145
+beta-hydroxytyros…
Step 3M3
AJAP_32140
+3,5-dihydroxyphen…
Step 4M4
AJAP_32135
+4-hydroxyphenylgl…
Step 5M5
AJAP_32135
+4-hydroxyphenylgl…
Step 6M6
AJAP_32135
+beta-hydroxytyros…
Step 7M7
AJAP_32130
+3,5-dihydroxyphen…
Step 8TE
AJAP_32130
Step 14
AJAP_32095
Step 15
AJAP_32085
Step 16
AJAP_32090
Step 17
AJAP_32080/AJAP_32010
Step 18
AJAP_32010
Step 19
AJAP_32100
Step 20
AJAP_32070
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions20 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1419-1AJAP_32145M1
4-hydroxyphenylglycine
OC([C@@H](C1=CC=C(O)C=C1)N)=O—
2419-2AJAP_32145M2
419-1;beta-hydroxytyrosine
from: 419-1
OC([C@@H]([C@H](O)C1=CC=C(O)C=C1)NC([C@@H](C2=CC=C(O)C=C2)N)=O)=O—
3419-3AJAP_32140M3
419-2;3,5-dihydroxyphenylglycine
from: 419-2
OC([C@H](C1=CC(O)=C(C)C(O)=C1)NC([C@@H]([C@H](O)C2=CC=C(O)C=C2)NC([C@@H](C3=CC=C(O)C=C3)N)=O)=O)=O—
4419-4AJAP_32135M4
419-3;4-hydroxyphenylglycine
from: 419-3
OC([C@@H](C1=CC=C(O)C=C1)NC([C@H](C2=CC(O)=C(C)C(O)=C2)NC([C@@H]([C@H](O)C3=CC=C(O)C=C3)NC([C@@H](C4=CC=C(O)C=C4)N)=O)=O)=O)=O—
5419-5AJAP_32135M5
419-4;4-hydroxyphenylglycine
from: 419-4
OC([C@@](NC([C@@H](C1=CC=C(O)C=C1)NC([C@H](C2=CC(O)=C(C)C(O)=C2)NC([C@@H]([C@H](O)C3=CC=C(O)C=C3)NC([C@@H](C4=CC=C(O)C=C4)N)=O)=O)=O)=O)([H])C5=CC=C(O)C=C5)=O—
6419-6AJAP_32135M6
419-5;beta-hydroxytyrosine
from: 419-5
OC([C@]([C@@H](C1=CC=C(O)C=C1)O)(NC([C@@](NC([C@@H](C2=CC=C(O)C=C2)NC([C@H](C3=CC(O)=C(C)C(O)=C3)NC([C@@H]([C@H](O)C4=CC=C(O)C=C4)NC([C@@H](C5=CC=C(O)C=C5)N)=O)=O)=O)=O)([H])C6=CC=C(O)C=C6)=O)[H])=O—
7419-7AJAP_32130M7
419-6;3,5-dihydroxyphenylglycine
from: 419-6
OC1=CC(O)=CC([C@H](NC([C@]([C@@H](C2=CC=C(O)C=C2)O)(NC([C@@](NC([C@@H](C3=CC=C(O)C=C3)NC([C@H](C4=CC(O)=C(C)C(O)=C4)NC([C@@H]([C@H](O)C5=CC=C(O)C=C5)NC([C@@H](C6=CC=C(O)C=C6)N)=O)=O)=O)=O)([H])C7=CC=C(O)C=C7)=O)[H])=O)C(O)=O)=C1—
8419-8AJAP_32130TE
419-7
from: 419-7
OC1=C(OC2=CC=C([C@@H](O)[C@@]([H])(C(N[C@H](C(O)=O)C3=CC(O)=CC(O)=C43)=O)NC5=O)C=C2)C=C([C@H](C(N[C@]5([H])C6=CC=C(O)C4=C6)=O)NC([C@H](C7=CC(O)=C(C)C8=C7)NC([C@H](NC([C@H](N)C9=CC(O8)=C(O)C=C9)=O)[C@@H]%10O)=O)=O)C=C1OC%11=CC=C%10C=C%11—
9419-9Start—
D-glucose
O[C@H]1[C@H](O)C(O)[C@H](O)[C@@H](CO)O1—
10419-10Start—
L-rhamnose
O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O—
11419-11Start—
D-mannose
O[C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1—
12419-12Start—
D-arabinofuranose
O[C@@H]1[C@H](O)[C@@H](O)[C@@H](CO)O1—
13419-13Start—
L-ristosamine
O[C@H]1C[C@@H](N)C(O)[C@@H](C)O1—
14419-14AJAP_32095—
419-8;419-9
from: 419-8, 419-9
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=C(C)C5=C4)NC([C@H](NC([C@H](N)C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O)[C@@]([H])(C(N[C@H](C(O)=O)C%10=CC(O)=CC(O)=C3%10)=O)NC1=O)C=C9)=C(O[C@H]%11[C@H](O)C(O)[C@H](O)[C@@H](CO)O%11)C(OC%12=CC=C7C=C%12)=C8—
15419-15AJAP_32085—
419-14
from: 419-14
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=C(C)C5=C4)NC([C@H](NC([C@H](N)C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O)[C@@]([H])(C(N[C@H](C(OC)=O)C%10=CC(O)=CC(O)=C3%10)=O)NC1=O)C=C9)=C(O[C@H]%11[C@H](O)C(O)[C@H](O)[C@@H](CO)O%11)C(OC%12=CC=C7C=C%12)=C8—
16419-16AJAP_32090—
419-10;419-15
from: 419-10, 419-15
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=C(C)C5=C4)NC([C@H](NC([C@H](N)C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O)[C@@]([H])(C(N[C@H](C(OC)=O)C%10=CC(O)=CC(O)=C3%10)=O)NC1=O)C=C9)=C(O[C@H]%11[C@H](O)C(O)[C@H](O)[C@@H](CO[C@@H]%12O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%12O)O%11)C(OC%13=CC=C7C=C%13)=C8—
17419-17AJAP_32080/AJAP_32010—
419-11;419-16
from: 419-11, 419-16
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=C(C)C5=C4)NC([C@H](NC([C@H](N)C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O)[C@@]([H])(C(N[C@H](C(OC)=O)C%10=CC(O)=CC(O)=C3%10)=O)NC1=O)C=C9)=C(O[C@H]%11[C@H](O[C@@H]%12[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O%12)C(O)[C@H](O)[C@@H](CO[C@@H]%13O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%13O)O%11)C(OC%14=CC=C7C=C%14)=C8—
18419-18AJAP_32010—
419-12;419-17
from: 419-12, 419-17
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=C(C)C5=C4)NC([C@H](NC([C@H](N)C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O)[C@@]([H])(C(N[C@H](C(OC)=O)C%10=CC(O)=CC(O)=C3%10)=O)NC1=O)C=C9)=C(O[C@H]%11[C@H](O[C@@H]%12[C@@H](O[C@@H]%13[C@H](O)[C@@H](O)[C@@H](CO)O%13)[C@@H](O)[C@H](O)[C@@H](CO)O%12)C(O)[C@H](O)[C@@H](CO[C@@H]%14O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%14O)O%11)C(OC%15=CC=C7C=C%15)=C8—
19419-19AJAP_32100—
419-13;419-18
from: 419-13, 419-18
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=C(C)C5=C4)NC([C@H](NC([C@H](N)C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O[C@H]%10C[C@@H](N)C(O)[C@@H](C)O%10)[C@@]([H])(C(N[C@H](C(OC)=O)C%11=CC(O)=CC(O)=C3%11)=O)NC1=O)C=C9)=C(O[C@H]%12[C@H](O[C@@H]%13[C@@H](O[C@@H]%14[C@H](O)[C@@H](O)[C@@H](CO)O%14)[C@@H](O)[C@H](O)[C@@H](CO)O%13)C(O)[C@H](O)[C@@H](CO[C@@H]%15O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%15O)O%12)C(OC%16=CC=C7C=C%16)=C8—
20419AJAP_32070—
419-11;419-19
from: 419-11, 419-19
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=C(C)C5=C4)NC([C@H](NC([C@H](N)C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O[C@H]%10C[C@@H](N)C(O)[C@@H](C)O%10)[C@@]([H])(C(N[C@H](C(OC)=O)C%11=CC(O)=CC(O[C@@H]%12[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O%12)=C3%11)=O)NC1=O)C=C9)=C(O[C@H]%13[C@H](O[C@@H]%14[C@@H](O[C@@H]%15[C@H](O)[C@@H](O)[C@@H](CO)O%15)[C@@H](O)[C@H](O)[C@@H](CO)O%14)C(O)[C@H](O)[C@@H](CO[C@@H]%16O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%16O)O%13)C(OC%17=CC=C7C=C%17)=C8—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture