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BGC0002142PKS

gargantulide B;gargantulide C

Producing organism
Amycolatopsis sp. CA-230715
Taxonomy
BacteriaActinomycetotaActinomycetesPseudonocardialesPseudonocardiaceaeAmycolatopsis
Biosynthetic class
PKS (Unknown)
Total steps
43
DOI
MIBiG entry
View on MIBiG ↗

Gene Cluster Map38 genes · 216,517 bp

50 kb216.5 kb visible · 216,517 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Other
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
EREnoylreductase (ER)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
AAdenylation (A)
TEThioesterase (TE)
DnDocking N-term
DcDocking C-term
AmTAminotransferase I/II

Pathway Graphsteps arranged in biosynthetic order

43 steps · 44 edges
Step 1Load
HUW46_01959
Step 37
Start
+β-D-glucose
Step 38
Start
+β-D-mannose
Step 39
Start
+β-3,6-deoxy-3-met…
Step 40
Start
+α-D-arabinofurano…
Step 2M1
HUW46_01949
+methylmalonyl-CoA
Step 3M2
HUW46_01949
+malonyl-CoA
Step 4M3
HUW46_01948
+malonyl-CoA
Step 5M4
HUW46_01948
+malonyl-CoA
Step 6M5
HUW46_01948
+malonyl-CoA
Step 7M6
HUW46_01948
+malonyl-CoA
Step 8M7
HUW46_01948
+methylmalonyl-CoA
Step 9M8
HUW46_01948
+malonyl-CoA
Step 10M9
HUW46_01947
+propylmalonyl-CoA
Step 11M10
HUW46_01947
+methylmalonyl-CoA
Step 12M11
HUW46_01947
+malonyl-CoA
Step 13M12
HUW46_01946
+malonyl-CoA
Step 14M13
HUW46_01946
+methylmalonyl-CoA
Step 15M14
HUW46_01946
+methylmalonyl-CoA
Step 16M15
HUW46_01946
+malonyl-CoA
Step 17M16
HUW46_01945
+malonyl-CoA
Step 18M17
HUW46_01945
+malonyl-CoA
Step 19M18
HUW46_01945
+malonyl-CoA
Step 20M19
HUW46_01945
+malonyl-CoA
Step 21M20
HUW46_01945
+malonyl-CoA
Step 22M21
HUW46_01944
+malonyl-CoA
Step 23M22
HUW46_01944
+methylmalonyl-CoA
Step 24M23
HUW46_01944
+malonyl-CoA
Step 25M24
HUW46_01943
+methylmalonyl-CoA
Step 26M25
HUW46_01943
+malonyl-CoA
Step 27M26
HUW46_01943
+methylmalonyl-CoA
Step 28M27
HUW46_01942
+malonyl-CoA
Step 29M28
HUW46_01942
+malonyl-CoA
Step 30M29
HUW46_01941
+methylmalonyl-CoA
Step 31M30
HUW46_01941
+methylmalonyl-CoA
Step 32M31
HUW46_01941
+malonyl-CoA
Step 33M32
HUW46_01940
+methylmalonyl-CoA
Step 34M33
HUW46_01940
+malonyl-CoA
Step 35M34
HUW46_01940
+malonyl-CoA
Step 36TE
HUW46_01940,?
Step 41
?
Step 42
?
Step 43
?
Starting stepIntermediateFinal productModuleLoadingTENo modulePKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions43 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
12142-1HUW46_01959Loading
OC(CCCN)=O
22142-2HUW46_01949M1
2142-1;methylmalonyl-CoA
from: 2142-1
OC([C@H](C)CCCCN)=O
32142-3HUW46_01949M2
2142-2;malonyl-CoA
from: 2142-2
O=C(CC[C@H](C)CCCCN)O
42142-4HUW46_01948M3
2142-3;malonyl-CoA
from: 2142-3
OC(C[C@@H](CC[C@H](C)CCCCN)O)=O
52142-5HUW46_01948M4
2142-4;malonyl-CoA
from: 2142-4
O=C(CCC[C@@H](CC[C@H](C)CCCCN)O)O
62142-6HUW46_01948M5
2142-5;malonyl-CoA
from: 2142-5
O=C(C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O
72142-7HUW46_01948M6
2142-6;malonyl-CoA
from: 2142-6
O=C(C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O
82142-8HUW46_01948M7
2142-7;methylmalonyl-CoA
from: 2142-7
O=C([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O
92142-9HUW46_01948M8
2142-8;malonyl-CoA
from: 2142-8
OC(C[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)=O
102142-10HUW46_01947M9
2142-9;propylmalonyl-CoA
from: 2142-9
O=C([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O
112142-11HUW46_01947M10
2142-10;methylmalonyl-CoA
from: 2142-10
O=C([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O
122142-12HUW46_01947M11
2142-11;malonyl-CoA
from: 2142-11
O=C(C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O
132142-13HUW46_01946M12
2142-12;malonyl-CoA
from: 2142-12
O=C(C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O
142142-14HUW46_01946M13
2142-13;methylmalonyl-CoA
from: 2142-13
O=C([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O
152142-15HUW46_01946M14
2142-14;methylmalonyl-CoA
from: 2142-14
O=C([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O
162142-16HUW46_01946M15
2142-15;malonyl-CoA
from: 2142-15
O=C(C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O
172142-17HUW46_01945M16
2142-16;malonyl-CoA
from: 2142-16
OC(C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)=O
182142-18HUW46_01945M17
2142-17;malonyl-CoA
from: 2142-17
OC(C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)=O
192142-19HUW46_01945M18
2142-18;malonyl-CoA
from: 2142-18
OC(C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)=O
202142-20HUW46_01945M19
2142-19;malonyl-CoA
from: 2142-19
OC(C[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)=O
212142-21HUW46_01945M20
2142-20;malonyl-CoA
from: 2142-20
OC(CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)=O
222142-22HUW46_01944M21
2142-21;malonyl-CoA
from: 2142-21
OC(C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O
232142-23HUW46_01944M22
2142-22;methylmalonyl-CoA
from: 2142-22
OC([C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O
242142-24HUW46_01944M23
2142-23;malonyl-CoA
from: 2142-23
OC(C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O
252142-25HUW46_01943M24
2142-24;methylmalonyl-CoA
from: 2142-24
OC(/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O
262142-26HUW46_01943M25
2142-25;malonyl-CoA
from: 2142-25
OC(C[C@H](O)/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O
272142-27HUW46_01943M26
2142-26;methylmalonyl-CoA
from: 2142-26
OC([C@@H](C)C(C[C@H](O)/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O)=O
282142-28HUW46_01942M27
2142-27;malonyl-CoA
from: 2142-27
OC(C[C@@H](O)[C@@H](C)C(C[C@H](O)/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O)=O
292142-29HUW46_01942M28
2142-28;malonyl-CoA
from: 2142-28
OC(CCC[C@@H](O)[C@@H](C)C(C[C@H](O)/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O)=O
302142-30HUW46_01941M29
2142-29;methylmalonyl-CoA
from: 2142-29
OC([C@@H](C)CCCC[C@@H](O)[C@@H](C)C(C[C@H](O)/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O)=O
312142-31HUW46_01941M30
2142-30;methylmalonyl-CoA
from: 2142-30
OC([C@H](C)[C@@H](O)[C@@H](C)CCCC[C@@H](O)[C@@H](C)C(C[C@H](O)/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O)=O
322142-32HUW46_01941M31
2142-31;malonyl-CoA
from: 2142-31
OC(CC[C@H](C)[C@@H](O)[C@@H](C)CCCC[C@@H](O)[C@@H](C)C(C[C@H](O)/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@@H](C)[C@@H](C[C@@H](C[C@@H]([C@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O)=O
332142-33HUW46_01940M32
2142-32;methylmalonyl-CoA
from: 2142-32
OC([C@H](C)[C@@H](O)CC[C@H](C)[C@@H](O)[C@@H](C)CCCC[C@@H](O)[C@@H](C)C(C[C@H](O)/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@H](C)[C@@H](C[C@@H](C[C@@H]([C@@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O)=O
342142-34HUW46_01940M33
2142-33;malonyl-CoA
from: 2142-33
OC(CC[C@H](C)[C@@H](O)CC[C@H](C)[C@@H](O)[C@@H](C)CCCC[C@@H](O)[C@@H](C)C(C[C@H](O)/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@H](C)[C@@H](C[C@@H](C[C@@H]([C@@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O)=O
352142-35HUW46_01940M34
2142-34;malonyl-CoA
from: 2142-34
O=C(CCCC[C@H](C)[C@@H](O)CC[C@H](C)[C@@H](O)[C@@H](C)CCCC[C@@H](O)[C@@H](C)C(C[C@H](O)/C(C)=C/C[C@H](O)[C@H](C)[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@H](O)C[C@H](C[C@@H](C[C@H]([C@H](C)[C@H]([C@H](C)[C@@H](C[C@@H](C[C@@H]([C@@H](C)[C@@H]([C@H](CCC)CC[C@@H]([C@H](C)[C@H](C[C@@H](C[C@@H](CCC[C@@H](CC[C@H](C)CCCCN)O)O)O)O)O)O)O)O)O)O)O)O)O)O)=O)O
362142-36HUW46_01940,?TE
2142-35
from: 2142-35
C[C@H]([C@@H]([C@H](CCC)CC[C@H](O)[C@@H]([C@@H](O)C[C@H](O)C[C@H](O)CCC[C@@H](CC[C@H](C)CCCCN)O)C)OC(CCCC[C@H](C)[C@H](CC[C@H](C)[C@H]([C@@H](C)CCCC[C@H]([C@@H](C)C(C[C@@H]1O)=O)O)O)O)=O)[C@H](C[C@H](C[C@H]([C@H](C)[C@@H]([C@@H](C)[C@@H](C[C@H](C[C@@H](C[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@@H]([C@@H](C)[C@@H](O)[C@H](O)/C=C1\C)O)O)O)O)O)O)O)O)O
372142-37Start
β-D-glucose
O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
382142-38Start
β-D-mannose
OC[C@H]1O[C@@H](O)[C@@H](O)[C@@H](O)[C@@H]1O
392142-39Start
β-3,6-deoxy-3-methylamino glucose
C[C@H]1O[C@@H](O)[C@H](O)[C@@H](NC)[C@@H]1O
402142-40Start
α-D-arabinofuranose
O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1
412142-41?
2142-36;2142-37;2142-38;2142-39
from: 2142-36, 2142-37, 2142-38, 2142-39
C[C@H]([C@@H]([C@H](CCC)CC[C@H](O[C@@H]1O[C@H](C)[C@@H](O)[C@H](NC)[C@H]1O)[C@@H]([C@@H](O)C[C@H](O)C[C@H](O)CCC[C@@H](CC[C@H](C)CCCCN)O)C)OC(CCCC[C@H](C)[C@H](CC[C@H](C)[C@H]([C@@H](C)CCCC[C@H]([C@@H](C)C(C[C@@H]2O)=O)O)O)O)=O)[C@H](C[C@H](C[C@H]([C@H](C)[C@@H]([C@@H](C)[C@@H](C[C@H](C[C@@H](C[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@@H]([C@@H](C)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)/C=C2\C)O)O)O)O)O)O)O)O)O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O
422142-42?
2142-41;2142-37;2142-40
from: 2142-41, 2142-37, 2142-40
C[C@H]([C@@H]([C@H](CCC)CC[C@H](O[C@@H]1O[C@H](C)[C@@H](O)[C@H](NC)[C@H]1O)[C@@H]([C@@H](O)C[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C[C@H](O[C@@H]3[C@@H](O)[C@H](O)[C@@H](CO)O3)CCC[C@@H](CC[C@H](C)CCCCN)O)C)OC(CCCC[C@H](C)[C@H](CC[C@H](C)[C@H]([C@@H](C)CCCC[C@H]([C@@H](C)C(C[C@@H]4O)=O)O)O)O)=O)[C@H](C[C@H](C[C@H]([C@H](C)[C@@H]([C@@H](C)[C@@H](C[C@H](C[C@@H](C[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@@H]([C@@H](C)[C@@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)/C=C4\C)O)O)O)O)O)O)O)O)O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O
432142-43?
2142-41;2142-40
from: 2142-41, 2142-40
C[C@H]([C@@H]([C@H](CCC)CC[C@H](O[C@@H]1O[C@H](C)[C@@H](O)[C@H](NC)[C@H]1O)[C@@H]([C@@H](O)C[C@H](O)C[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O2)CCC[C@@H](CC[C@H](C)CCCCN)O)C)OC(CCCC[C@H](C)[C@H](CC[C@H](C)[C@H]([C@@H](C)CCCC[C@H]([C@@H](C)C(C[C@@H]3O)=O)O)O)O)=O)[C@H](C[C@H](C[C@H]([C@H](C)[C@@H]([C@@H](C)[C@@H](C[C@H](C[C@@H](C[C@@H](O)C[C@@H](CCC[C@@H](O)C[C@@H]([C@@H](C)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)/C=C3\C)O)O)O)O)O)O)O)O)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O
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