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BGC0000418NRPS

Ristocetin A;Desmethyl ristocetin A;Ristocetn B;Desmethyl ristocetin B

Producing organism
Amycolatopsis lurida
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Pseudonocardiales›Pseudonocardiaceae›Amycolatopsis
Biosynthetic class
NRPS (Type I)
Total steps
24
DOI
MIBiG entry
View on MIBiG ↗
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C95H110N8O442066.66 Da

Gene Cluster Map39 genes · 80,193 bp

AAAAAAAA20 kb80.2 kb visible · 80,193 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

24 steps · 24 edges
Step 1M1
AIE77057.1
+4-hydroxyphenylgl…
Step 9
Start
+TDP-4-keto-6-deox…
Step 15
Start
+D-mannose
Step 16
Start
+L-rhamnose
Step 17
Start
+D-arabinose
Step 18
Start
+D-glucose
Step 2M2
AIE77057.1
+beta-hydroxytyros…
Step 10
AIE77080.1
Step 3M3
AIE77058.1
+3,5-dihydroxyphen…
Step 11
AIE77082.1
Step 4M4
AIE77059.1
+4-hydroxyphenylgl…
Step 12
AIE77083.1
Step 5M5
AIE77059.1
+4-hydroxyphenylgl…
Step 13
AIE77081.1
Step 6M6
AIE77059.1
+beta-hydroxytyros…
Step 14
Step 7M7
AIE77060.1
+3,5-dihydroxyphen…
Step 8TE
AIE77060.1, (AIE77062.1…
Step 19
AIE77066.1, AIE77067.1,…
Step 20
?
Step 22
AIE77084.1, ?
Step 21
?
+418(1)
Step 23
?
Step 24
?
+418(3)
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions24 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1418-1AIE77057.1M1
4-hydroxyphenylglycine
OC([C@@H](C1=CC=C(O)C=C1)N)=O—
2418-2AIE77057.1M2
418-1;beta-hydroxytyrosine
from: 418-1
OC([C@@H]([C@H](O)C1=CC=C(O)C=C1)NC([C@@H](C2=CC=C(O)C=C2)N)=O)=O—
3418-3AIE77058.1M3
418-2;3,5-dihydroxyphenylglycine
from: 418-2
OC([C@H](C1=CC(O)=CC(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—
4418-4AIE77059.1M4
418-3;4-hydroxyphenylglycine
from: 418-3
OC([C@@H](C1=CC=C(O)C=C1)NC([C@H](C2=CC(O)=CC(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—
5418-5AIE77059.1M5
418-4;4-hydroxyphenylglycine
from: 418-4
OC([C@@](NC([C@@H](C1=CC=C(O)C=C1)NC([C@H](C2=CC(O)=CC(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—
6418-6AIE77059.1M6
418-5;beta-hydroxytyrosine
from: 418-5
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)=CC(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—
7418-7AIE77060.1M7
418-6;3,5-dihydroxyphenylglycine
from: 418-6
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)=CC(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—
8418-8AIE77060.1, (AIE77062.1, AIE77063.1, AIE77064.1, AIE77065.1)TE
418-7
from: 418-7
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)=CC8=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—
9418-9Start—
TDP-4-keto-6-deoxy-D-glucose
[R][C@H](O[C@@H]1C)[C@H](O)[C@@H](O)C1=O—
10418-10AIE77080.1—
418-9
from: 418-9
[R][C@H](O[C@@H]1C)CC(C1=O)=O—
11418-11AIE77082.1—
418-10
from: 418-10
N[C@H](C[C@H]([R])O[C@@H]1C)C1=O—
12418-12AIE77083.1—
418-11
from: 418-11
N[C@H](C[C@H]([R])O[C@H]1C)C1=O—
13418-13AIE77081.1—
418-12
from: 418-12
N[C@H]1[C@@H](O)[C@H](C)O[C@@H]([R])C1—
14418-14—
418-13
from: 418-13
O[C@H]1[C@@H](O[C@H]([R])C[C@H]1N)C—
15418-15Start—
D-mannose
OC[C@@H]1[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)O1—
16418-16Start—
L-rhamnose
O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O—
17418-17Start—
D-arabinose
O[C@H]1[C@H](O)[C@@H](CO)O[C@@H]1O—
18418-18Start—
D-glucose
O[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@@H]1O—
19418-19AIE77066.1, AIE77067.1, AIE77071.1, ?—
418-8;418-14;418-5;418-16;418-18
from: 418-8, 418-14, 418-5, 418-16, 418-18
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=CC5=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]%10O[C@@H](C)[C@H](O)[C@H](N)C%10)[C@@]([H])(C(N[C@H](C(O)=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](O)[C@@H](O)[C@H](CO[C@@H]%14O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%14O)O%13)C(OC%15=CC=C7C=C%15)=C8—
20418(1)?—
418-19
from: 418-19
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=CC5=C4)NC([C@H](NC([C@H]([NH3+])C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O[C@@H]%10O[C@@H](C)[C@H](O)[C@H](N)C%10)[C@@]([H])(C(N[C@H](C(O)=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](O)[C@@H](O)[C@H](CO[C@@H]%14O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%14O)O%13)C(OC%15=CC=C7C=C%15)=C8—
21418(2)?—
418(1)
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=CC5=C4)NC([C@H](NC([C@H]([NH3+])C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O[C@@H]%10O[C@@H](C)[C@H](O)[C@H](N)C%10)[C@@]([H])(C(N[C@H](C(O)=O)C%11=CC(OC)=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](O)[C@@H](O)[C@H](CO[C@@H]%14O[C@@H](C)[C@H](O)[C@@H](O)[C@H]%14O)O%13)C(OC%15=CC=C7C=C%15)=C8—
22418-20AIE77084.1, ?—
418-19;418-15;418-17
from: 418-19, 418-15, 418-17
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=CC5=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]%10O[C@@H](C)[C@H](O)[C@H](N)C%10)[C@@]([H])(C(N[C@H](C(O)=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](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@@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—
23418(3)?—
418-20
from: 418-20
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=CC5=C4)NC([C@H](NC([C@H]([NH3+])C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O[C@@H]%10O[C@@H](C)[C@H](O)[C@H]([NH3+])C%10)[C@@]([H])(C(N[C@H](C(O)=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](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@@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—
24418(4)?—
418(3)
O=C(N[C@]1([H])C2=CC=C(O)C3=C2)[C@H](NC([C@H](C4=CC(O)=CC5=C4)NC([C@H](NC([C@H]([NH3+])C6=CC(O5)=C(O)C=C6)=O)[C@@H]7O)=O)=O)C8=CC(OC9=CC=C([C@@H](O[C@@H]%10O[C@@H](C)[C@H](O)[C@H]([NH3+])C%10)[C@@]([H])(C(N[C@H](C(O)=O)C%11=CC(OC)=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](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@@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—
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