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BGC0001040Hybrid

Rapamycin

Producing organism
Streptomyces rapamycinicus NRRL 5491
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces›Streptomyces violaceusniger group
Biosynthetic class
NRPS (Type I);PKS (Unknown)
Total steps
19
DOI
MIBiG entry
View on MIBiG ↗
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rapamycin
C51H79NO13913.56 Da

Gene Cluster Map28 genes · 107,379 bp

20 kb107.4 kb visible · 107,379 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
EREnoylreductase (ER)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
DnDocking N-term
DcDocking C-term
MTMethyltransferase
CALCoA-ligase (CAL)

Pathway Graphsteps arranged in biosynthetic order

19 steps · 18 edges
Step 1Load
rapA
Step 16
Start
+Lysine
Step 2M1
rapA
+Methylmalonyl-CoA
Step 17
rapL
Step 3M2
rapA
+Malonyl-CoA
Inactive: DH
Step 4M3
rapA
+Methylmalonyl-CoA
Inactive: DH, ER, KR
Step 5M4
rapA
+Methylmalonyl-CoA
Step 6M5
rapB
+Malonyl-CoA
Inactive: DH
Step 7M6
rapB
+Methylmalonyl-CoA
Inactive: DH, KR
Step 8M7
rapB
+Methylmalonyl-CoA
Step 9M8
rapB
+Malonyl-CoA
Step 10M9
rapB
+Malonyl-CoA
Step 11M10
rapB
+Methylmalonyl-CoA
Step 12M11
rapC
+Malonyl-CoA
Inactive: DH
Step 13M12
rapC
+Malonyl-CoA
Inactive: DH
Step 14M13
rapC
+Methylmalonyl-CoA
Step 15M14
rapC
+Malonyl-CoA
Step 18
rapP
Step 19
rapI, rapJ, rapM, rapN,…
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions19 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11040-1rapALoading
O[C@@H]1CC=C(C(O)=O)C[C@H]1O—
21040-2rapAM1
1040-1;Methylmalonyl-CoA
from: 1040-1
O[C@@H]1CC[C@](C[C@H](C(O)=O)C)([H])C[C@H]1O—
31040-3rapAM2
1040-2;Malonyl-CoA
from: 1040-2
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC(O)=O)C)([H])C[C@H]1O{'Inactive': ['DH']}
41040-4rapAM3
1040-3;Methylmalonyl-CoA
from: 1040-3
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](C(O)=O)C)=O)C)([H])C[C@H]1O{'Inactive': ['DH', 'ER', 'K…
51040-5rapAM4
1040-4;Methylmalonyl-CoA
from: 1040-4
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C(C(O)=O)\C)C)=O)C)([H])C[C@H]1O—
61040-6rapBM5
1040-5;Malonyl-CoA
from: 1040-5
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C([C@@H](O)CC(O)=O)\C)C)=O)C)([H])C[C@H]1O{'Inactive': ['DH']}
71040-7rapBM6
1040-6;Methylmalonyl-CoA
from: 1040-6
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C([C@@H](O)CC([C@H](C)C(O)=O)=O)\C)C)=O)C)([H])C[C@H]1O{'Inactive': ['DH', 'KR']}
81040-8rapBM7
1040-7;Methylmalonyl-CoA
from: 1040-7
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C([C@@H](O)CC([C@H](C)C[C@H](C)C(O)=O)=O)\C)C)=O)C)([H])C[C@H]1O—
91040-9rapBM8
1040-8;Malonyl-CoA
from: 1040-8
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C([C@@H](O)CC([C@H](C)C[C@H](C)/C=C/C(O)=O)=O)\C)C)=O)C)([H])C[C@H]1O—
101040-10rapBM9
1040-9;Malonyl-CoA
from: 1040-9
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C([C@@H](O)CC([C@H](C)C[C@H](C)/C=C/C=C/C(O)=O)=O)\C)C)=O)C)([H])C[C@H]1O—
111040-11rapBM10
1040-10;Methylmalonyl-CoA
from: 1040-10
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C([C@@H](O)CC([C@H](C)C[C@H](C)/C=C/C=C/C=C(C)/C(O)=O)=O)\C)C)=O)C)([H])C[C@H]1O—
121040-12rapCM11
1040-11;Malonyl-CoA
from: 1040-11
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C([C@@H](O)CC([C@H](C)C[C@H](C)/C=C/C=C/C=C(C)/[C@@H](O)CC(O)=O)=O)\C)C)=O)C)([H])C[C@H]1O{'Inactive': ['DH']}
131040-13rapCM12
1040-12;Malonyl-CoA
from: 1040-12
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C([C@@H](O)CC([C@H](C)C[C@H](C)/C=C/C=C/C=C(C)/[C@@H](O)C[C@@H](O)CC(O)=O)=O)\C)C)=O)C)([H])C[C@H]1O{'Inactive': ['DH']}
141040-14rapCM13
1040-13;Methylmalonyl-CoA
from: 1040-13
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C([C@@H](O)CC([C@H](C)C[C@H](C)/C=C/C=C/C=C(C)/[C@@H](O)C[C@@H](O)CC[C@@H](C)C(O)=O)=O)\C)C)=O)C)([H])C[C@H]1O—
151040-15rapCM14
1040-14;Malonyl-CoA
from: 1040-14
O[C@@H]1CC[C@](C[C@H]([C@@H](O)CC([C@@H](/C=C([C@@H](O)CC([C@H](C)C[C@H](C)/C=C/C=C/C=C(C)/[C@@H](O)C[C@@H](O)CC[C@@H](C)C(CC(O)=O)=O)=O)\C)C)=O)C)([H])C[C@H]1O—
161040-16Start—
Lysine
[NH3+]C(C([O-])=O)CCCCN—
171040-17rapL—
1040-16
from: 1040-16
OC([C@H]1NCCCC1)=O—
181040-18rapP—
1040-15;1040-17
from: 1040-15, 1040-17
C[C@H](/C=C([C@@H](O)C1)\C)C(C[C@H](OC([C@@H]2CCCCN2C(C[C@@]3(O)[C@H](C)CC[C@@H](C[C@@H](/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C1=O)O)O3)=O)=O)[C@H](C)C[C@@H]4CC[C@@H](O)[C@H](O)C4)=O—
191040rapI, rapJ, rapM, rapN, rapO, rapQ—
1040-18
from: 1040-18
C[C@H](/C=C([C@@H](O)[C@H]1OC)\C)C(C[C@H](OC([C@@H]2CCCCN2C(C([C@@]3(O)[C@H](C)CC[C@@H](C[C@@H](/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C1=O)OC)O3)=O)=O)=O)[C@H](C)C[C@@H]4CC[C@@H](O)[C@H](OC)C4)=O—
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