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BGC0000455NRPS

vancomycin

Producing organism
Amycolatopsis orientalis HCCB10007
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Pseudonocardiales›Pseudonocardiaceae›Amycolatopsis
Biosynthetic class
NRPS (Type I)
Total steps
11
DOI
MIBiG entry
View on MIBiG ↗
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vancomycin
C66H75Cl2N9O241447.43 Da

Gene Cluster Map34 genes · 65,044 bp

AAAAAAAAmTA10 kb65.0 kb visible · 65,044 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
NADNAD-binding
XPutative domain (X)
TgrTIGR01720

Pathway Graphsteps arranged in biosynthetic order

11 steps · 8 edges
Step 1M1
vcm2
+N-methyl-Leucine
Step 9
Start
+D-glucose
Step 10
Start
+L-vancosamine
Step 2M2
vcm2
+beta-hydroxytyros…
Step 3M3
vcm2
+asparagine
Step 4M4
vcm3
+hydroxyphenylglyc…
Step 5M5
vcm3
+hydroxyphenylglyc…
Step 6M6
vcm3
+beta-hydroxytyros…
Step 7M7
vcm4
+3,5-dihydroxyphen…
Step 8TE
vcm4
Step 11
?
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions11 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1455-1vcm2M1
N-methyl-Leucine
OC([C@@](NC)([H])CC(C)C)=O—
2455-2vcm2M2
455-1;beta-hydroxytyrosine
from: 455-1
OC1=CC=C([C@@H](O)[C@@H](NC([C@@](NC)([H])CC(C)C)=O)C(O)=O)C=C1—
3455-3vcm2M3
455-2;asparagine
from: 455-2
OC1=CC=C([C@@H](O)[C@@H](NC([C@@](NC)([H])CC(C)C)=O)C(N[C@](CC(N)=O)([H])C(O)=O)=O)C=C1—
4455-4vcm3M4
455-3;hydroxyphenylglycine
from: 455-3
OC1=C(OC2=CC=C([C@@H](O)[C@@H](NC([C@@](NC)([H])CC(C)C)=O)C(N[C@@]3([H])CC(N)=O)=O)C=C2)C=C([C@@](C(O)=O)([H])NC3=O)C=C1—
5455-5vcm3M5
455-4;hydroxyphenylglycine
from: 455-4
OC1=C(OC2=CC=C([C@@H](O)[C@@H](NC([C@@](NC)([H])CC(C)C)=O)C(N[C@@]3([H])CC(N)=O)=O)C=C2)C=C([C@@](C(N[C@@](C4=CC=C(O)C=C4)([H])C(O)=O)=O)([H])NC3=O)C=C1—
6455-6vcm3M6
455-5;beta-hydroxytyrosine
from: 455-5
OC1=CC=C([C@@H](O)[C@](C(O)=O)([H])NC([C@](C2=CC=C(O)C=C2)([H])NC([C@@]3([H])C4=CC(OC5=CC=C([C@@H](O)[C@@H](NC([C@@](NC)([H])CC(C)C)=O)C(N[C@](CC(N)=O)([H])C(N3)=O)=O)C=C5)=C(O)C=C4)=O)=O)C=C1—
7455-7vcm4M7
455-6;3,5-dihydroxyphenylglycine
from: 455-6
OC1=CC=C([C@@H](O)[C@](C(N[C@]([H])(C(O)=O)C2=CC(O)=CC(O)=C2)=O)([H])NC([C@](C3=CC=C(O)C=C3)([H])NC([C@@]4([H])C5=CC(OC6=CC=C([C@@H](O)[C@@H](NC([C@@](NC)([H])CC(C)C)=O)C(N[C@](CC(N)=O)([H])C(N4)=O)=O)C=C6)=C(O)C=C5)=O)=O)C=C1—
8455-8vcm4TE
455-7
from: 455-7
OC1=CC=C([C@@H](O)[C@](C(N[C@]([H])(C(O)=O)C2=CC(O)=CC(O)=C23)=O)([H])NC([C@](C4=CC=C(O)C3=C4)([H])NC([C@@]5([H])C6=CC(OC7=CC=C([C@@H](O)[C@@H](NC([C@@](NC)([H])CC(C)C)=O)C(N[C@](CC(N)=O)([H])C(N5)=O)=O)C=C7)=C(O)C=C6)=O)=O)C=C1—
9455-9Start—
D-glucose
O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O—
10455-10Start—
L-vancosamine
O[C@@H]1O[C@@H](C)[C@H](O)[C@](N)(C)C1—
11455?—
455-8;455-9455-10
from: 455-8, 455-9455-10
O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC2=C(OC3=CC=C([C@@H](O)[C@@H](NC([C@@](NC)([H])CC(C)C)=O)C(N[C@@]4([H])CC(N)=O)=O)C=C3Cl)C=C([C@@](C(NC5([H])C6=CC=C(O)C7=C6)=O)([H])NC4=O)C=C2OC8=C(Cl)C=C([C@@H](O)[C@](C(N[C@]([H])(C(O)=O)C9=CC(O)=CC(O)=C79)=O)([H])NC5=O)C=C8)[C@@H]1O[C@@H]%10O[C@@H](C)[C@H](O)[C@](N)(C)C%10—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture