Natural Product: NPC470188

Natural Product ID:  NPC470188
Common Name:   Esulatin J
IUPAC Name:   [(1S,2S,3aR,5R,6E,11R,13R,13aR)-3a,13-diacetyloxy-2,5,8,8-tetramethyl-12-methylidene-11-(2-methylpropoxy)-4,9-dioxo-1,2,3,5,10,11,13,13a-octahydrocyclopenta[12]annulen-1-yl] acetate
Synonyms:   Esulatin J
Molecular Formula:   C30H44O9
Standard InCHIKey:  GXMQJFPBJMHIEW-BQFROKFRSA-N
Standard InCHI:  InChI=1S/C30H44O9/c1-16(2)15-36-23-13-24(34)29(9,10)12-11-17(3)28(35)30(39-22(8)33)14-18(4)26(37-20(6)31)25(30)27(19(23)5)38-21(7)32/h11-12,16-18,23,25-27H,5,13-15H2,1-4,6-10H3/b12-11+/t17-,18+,23-,25-,26+,27+,30-/m1/s1
Canonical SMILES:  CC(CO[C@@H]1CC(=O)C(C)(C)/C=C/[C@H](C(=O)[C@@]2([C@@H]([C@H](C1=C)OC(=O)C)[C@@H](OC(=O)C)[C@H](C2)C)OC(=O)C)C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO3099 Euphorbia esula Species Euphorbiaceae Eukaryota PMID[21612217]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens GI = 19.1 % PubChem BioAssay data set
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 24.9 1967654
NPT83 Cell Line MCF7 Homo sapiens GI = 46.8 % 25681711
NPT165 Cell Line HeLa Homo sapiens GI = 64.5 % 25634623
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 52.5 22545792
NPT2738 Cell Line Ishikawa Homo sapiens GI = 98.4 % 25264585
NPT83 Cell Line MCF7 Homo sapiens GI = 81.4 % 23999046
NPT2738 Cell Line Ishikawa Homo sapiens GI = 18.4 % 22037378

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC470188 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9681 High Similarity NPC49393
0.9681 High Similarity NPC105725
0.9271 High Similarity NPC78127
0.9271 High Similarity NPC471757
0.89 High Similarity NPC470192
0.8776 High Similarity NPC471767
0.8738 High Similarity NPC475495
0.8687 High Similarity NPC250594
0.8654 High Similarity NPC473522
0.8654 High Similarity NPC477093
0.8654 High Similarity NPC475277
0.8333 Intermediate Similarity NPC475305
0.8333 Intermediate Similarity NPC221282
0.8257 Intermediate Similarity NPC475401
0.8247 Intermediate Similarity NPC477361
0.8247 Intermediate Similarity NPC202824
0.8182 Intermediate Similarity NPC477092
0.8182 Intermediate Similarity NPC477354
0.8077 Intermediate Similarity NPC291643
0.8039 Intermediate Similarity NPC477950
0.8 Intermediate Similarity NPC469676
0.7963 Intermediate Similarity NPC471933
0.7961 Intermediate Similarity NPC118405
0.7961 Intermediate Similarity NPC472754
0.7959 Intermediate Similarity NPC286341
0.7959 Intermediate Similarity NPC20713
0.7959 Intermediate Similarity NPC191339
0.7941 Intermediate Similarity NPC280963
0.7921 Intermediate Similarity NPC47834
0.7921 Intermediate Similarity NPC87090
0.7864 Intermediate Similarity NPC477356
0.7864 Intermediate Similarity NPC472753
0.7843 Intermediate Similarity NPC477355
0.7843 Intermediate Similarity NPC109556
0.7838 Intermediate Similarity NPC239273
0.7812 Intermediate Similarity NPC261253
0.7812 Intermediate Similarity NPC137253
0.7812 Intermediate Similarity NPC474045
0.781 Intermediate Similarity NPC169843
0.781 Intermediate Similarity NPC472756
0.78 Intermediate Similarity NPC281775
0.7778 Intermediate Similarity NPC290651
0.7757 Intermediate Similarity NPC117604
0.7757 Intermediate Similarity NPC470269
0.7755 Intermediate Similarity NPC283409
0.7755 Intermediate Similarity NPC475971
0.7745 Intermediate Similarity NPC477949
0.7736 Intermediate Similarity NPC196528
0.7736 Intermediate Similarity NPC475802
0.7736 Intermediate Similarity NPC16313
0.7736 Intermediate Similarity NPC9303
0.7723 Intermediate Similarity NPC474490
0.7723 Intermediate Similarity NPC163228
0.7714 Intermediate Similarity NPC474166
0.7714 Intermediate Similarity NPC4620
0.7714 Intermediate Similarity NPC472755
0.7714 Intermediate Similarity NPC19239
0.7706 Intermediate Similarity NPC287311
0.7692 Intermediate Similarity NPC475099
0.7692 Intermediate Similarity NPC171759
0.7692 Intermediate Similarity NPC476478
0.7692 Intermediate Similarity NPC47880
0.7685 Intermediate Similarity NPC471934
0.7677 Intermediate Similarity NPC469718
0.7677 Intermediate Similarity NPC329857
0.7677 Intermediate Similarity NPC253144
0.767 Intermediate Similarity NPC54843
0.7664 Intermediate Similarity NPC474421
0.7664 Intermediate Similarity NPC194620
0.7664 Intermediate Similarity NPC324327
0.7664 Intermediate Similarity NPC326994
0.7664 Intermediate Similarity NPC72813
0.7653 Intermediate Similarity NPC471149
0.7647 Intermediate Similarity NPC91771
0.7647 Intermediate Similarity NPC142529
0.7647 Intermediate Similarity NPC213078
0.7647 Intermediate Similarity NPC476275
0.7642 Intermediate Similarity NPC475676
0.7642 Intermediate Similarity NPC220964
0.7636 Intermediate Similarity NPC471570
0.7634 Intermediate Similarity NPC469690
0.7634 Intermediate Similarity NPC469620
0.7619 Intermediate Similarity NPC149371
0.7619 Intermediate Similarity NPC474747
0.7619 Intermediate Similarity NPC66110
0.7615 Intermediate Similarity NPC477103
0.7611 Intermediate Similarity NPC470420
0.76 Intermediate Similarity NPC70595
0.76 Intermediate Similarity NPC74103
0.76 Intermediate Similarity NPC150978
0.76 Intermediate Similarity NPC284185
0.76 Intermediate Similarity NPC123177
0.7593 Intermediate Similarity NPC233379
0.7593 Intermediate Similarity NPC474664
0.7593 Intermediate Similarity NPC55972
0.7593 Intermediate Similarity NPC14862
0.7593 Intermediate Similarity NPC327286
0.7593 Intermediate Similarity NPC169888
0.7589 Intermediate Similarity NPC148458
0.7573 Intermediate Similarity NPC161493
0.7573 Intermediate Similarity NPC170143
0.7573 Intermediate Similarity NPC213947
0.7573 Intermediate Similarity NPC108475
0.757 Intermediate Similarity NPC470975
0.757 Intermediate Similarity NPC470979
0.757 Intermediate Similarity NPC475571
0.757 Intermediate Similarity NPC103088
0.757 Intermediate Similarity NPC179891
0.7568 Intermediate Similarity NPC9848
0.7568 Intermediate Similarity NPC312017
0.7563 Intermediate Similarity NPC221414
0.7551 Intermediate Similarity NPC24728
0.7549 Intermediate Similarity NPC470978
0.7549 Intermediate Similarity NPC470974
0.7549 Intermediate Similarity NPC474947
0.7549 Intermediate Similarity NPC37408
0.7549 Intermediate Similarity NPC67584
0.7547 Intermediate Similarity NPC475871
0.7547 Intermediate Similarity NPC474775
0.7547 Intermediate Similarity NPC475945
0.7525 Intermediate Similarity NPC473234
0.7525 Intermediate Similarity NPC60386
0.7525 Intermediate Similarity NPC308656
0.7525 Intermediate Similarity NPC473263
0.7525 Intermediate Similarity NPC473273
0.7525 Intermediate Similarity NPC153590
0.7524 Intermediate Similarity NPC477511
0.7524 Intermediate Similarity NPC264477
0.7524 Intermediate Similarity NPC474742
0.7524 Intermediate Similarity NPC474053
0.7524 Intermediate Similarity NPC116139
0.7524 Intermediate Similarity NPC62670
0.7524 Intermediate Similarity NPC304624
0.7523 Intermediate Similarity NPC477102
0.7523 Intermediate Similarity NPC304495
0.7523 Intermediate Similarity NPC15218
0.7521 Intermediate Similarity NPC144625
0.75 Intermediate Similarity NPC86852
0.75 Intermediate Similarity NPC271387
0.75 Intermediate Similarity NPC475989
0.75 Intermediate Similarity NPC251824
0.75 Intermediate Similarity NPC192309
0.75 Intermediate Similarity NPC153792
0.75 Intermediate Similarity NPC475748
0.75 Intermediate Similarity NPC26617
0.75 Intermediate Similarity NPC246173
0.75 Intermediate Similarity NPC475510
0.75 Intermediate Similarity NPC475587
0.7479 Intermediate Similarity NPC172823
0.7478 Intermediate Similarity NPC163693
0.7478 Intermediate Similarity NPC147635
0.7477 Intermediate Similarity NPC475524
0.7477 Intermediate Similarity NPC474741
0.7477 Intermediate Similarity NPC29705
0.7477 Intermediate Similarity NPC477510
0.7477 Intermediate Similarity NPC309190
0.7477 Intermediate Similarity NPC170487
0.7477 Intermediate Similarity NPC472748
0.7477 Intermediate Similarity NPC100267
0.7477 Intermediate Similarity NPC471143
0.7477 Intermediate Similarity NPC221144
0.7476 Intermediate Similarity NPC126156
0.7476 Intermediate Similarity NPC118159
0.7476 Intermediate Similarity NPC113433
0.7476 Intermediate Similarity NPC17585
0.7475 Intermediate Similarity NPC471047
0.7475 Intermediate Similarity NPC469653
0.7475 Intermediate Similarity NPC475902
0.7475 Intermediate Similarity NPC475906
0.7475 Intermediate Similarity NPC469631
0.7475 Intermediate Similarity NPC469628
0.7456 Intermediate Similarity NPC474286
0.7456 Intermediate Similarity NPC475130
0.7455 Intermediate Similarity NPC50223
0.7455 Intermediate Similarity NPC471884
0.7455 Intermediate Similarity NPC281624
0.7455 Intermediate Similarity NPC41551
0.7453 Intermediate Similarity NPC225353
0.7451 Intermediate Similarity NPC473331
0.7451 Intermediate Similarity NPC127019
0.7451 Intermediate Similarity NPC148463
0.7451 Intermediate Similarity NPC476267
0.7449 Intermediate Similarity NPC304558
0.7449 Intermediate Similarity NPC238593
0.7436 Intermediate Similarity NPC42747
0.7436 Intermediate Similarity NPC1538
0.7434 Intermediate Similarity NPC277583
0.7431 Intermediate Similarity NPC473939
0.7431 Intermediate Similarity NPC473595
0.7431 Intermediate Similarity NPC308191
0.7429 Intermediate Similarity NPC218383
0.7429 Intermediate Similarity NPC477512
0.7426 Intermediate Similarity NPC233437
0.7426 Intermediate Similarity NPC207641
0.7419 Intermediate Similarity NPC186109
0.7417 Intermediate Similarity NPC13071
0.7414 Intermediate Similarity NPC472000
0.7414 Intermediate Similarity NPC471999
0.7411 Intermediate Similarity NPC209058
0.7407 Intermediate Similarity NPC472751

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC470188 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7579 Intermediate Similarity NPD6435 Approved
0.75 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD6649 Approved
0.7387 Intermediate Similarity NPD6650 Approved
0.7368 Intermediate Similarity NPD5368 Approved
0.7364 Intermediate Similarity NPD6372 Approved
0.7364 Intermediate Similarity NPD6373 Approved
0.7328 Intermediate Similarity NPD6319 Approved
0.7327 Intermediate Similarity NPD5785 Approved
0.7297 Intermediate Similarity NPD6371 Approved
0.7292 Intermediate Similarity NPD5369 Approved
0.7273 Intermediate Similarity NPD5786 Approved
0.7273 Intermediate Similarity NPD6881 Approved
0.7273 Intermediate Similarity NPD6899 Approved
0.7255 Intermediate Similarity NPD5693 Phase 1
0.7248 Intermediate Similarity NPD6402 Approved
0.7248 Intermediate Similarity NPD5739 Approved
0.7248 Intermediate Similarity NPD6675 Approved
0.7248 Intermediate Similarity NPD7128 Approved
0.7228 Intermediate Similarity NPD1695 Approved
0.7212 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD5697 Approved
0.7168 Intermediate Similarity NPD8297 Approved
0.7168 Intermediate Similarity NPD6882 Approved
0.7143 Intermediate Similarity NPD7102 Approved
0.7143 Intermediate Similarity NPD7290 Approved
0.7143 Intermediate Similarity NPD6883 Approved
0.7117 Intermediate Similarity NPD7320 Approved
0.7115 Intermediate Similarity NPD5282 Discontinued
0.71 Intermediate Similarity NPD6098 Approved
0.7091 Intermediate Similarity NPD6008 Approved
0.7083 Intermediate Similarity NPD7492 Approved
0.708 Intermediate Similarity NPD6617 Approved
0.708 Intermediate Similarity NPD6869 Approved
0.708 Intermediate Similarity NPD8130 Phase 1
0.708 Intermediate Similarity NPD6847 Approved
0.7075 Intermediate Similarity NPD6084 Phase 2
0.7075 Intermediate Similarity NPD6083 Phase 2
0.7059 Intermediate Similarity NPD6904 Approved
0.7059 Intermediate Similarity NPD6080 Approved
0.7059 Intermediate Similarity NPD6673 Approved
0.7054 Intermediate Similarity NPD6013 Approved
0.7054 Intermediate Similarity NPD6014 Approved
0.7054 Intermediate Similarity NPD6012 Approved
0.7048 Intermediate Similarity NPD5695 Phase 3
0.7041 Intermediate Similarity NPD4269 Approved
0.7041 Intermediate Similarity NPD4270 Approved
0.7034 Intermediate Similarity NPD6054 Approved
0.7027 Intermediate Similarity NPD5701 Approved
0.7025 Intermediate Similarity NPD6616 Approved
0.7018 Intermediate Similarity NPD6053 Discontinued
0.7009 Intermediate Similarity NPD5696 Approved
0.6967 Remote Similarity NPD7078 Approved
0.6964 Remote Similarity NPD6011 Approved
0.6961 Remote Similarity NPD5737 Approved
0.6961 Remote Similarity NPD6672 Approved
0.6923 Remote Similarity NPD5694 Approved
0.6923 Remote Similarity NPD7983 Approved
0.6923 Remote Similarity NPD6050 Approved
0.6917 Remote Similarity NPD6370 Approved
0.6911 Remote Similarity NPD7736 Approved
0.6891 Remote Similarity NPD6059 Approved
0.6863 Remote Similarity NPD4250 Approved
0.6863 Remote Similarity NPD4251 Approved
0.6837 Remote Similarity NPD4822 Approved
0.6837 Remote Similarity NPD4820 Approved
0.6837 Remote Similarity NPD4821 Approved
0.6837 Remote Similarity NPD4819 Approved
0.6837 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6837 Remote Similarity NPD4252 Approved
0.6833 Remote Similarity NPD6016 Approved
0.6833 Remote Similarity NPD6015 Approved
0.6832 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6832 Remote Similarity NPD5363 Approved
0.6832 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6829 Remote Similarity NPD8293 Discontinued
0.6827 Remote Similarity NPD5692 Phase 3
0.6814 Remote Similarity NPD5345 Clinical (unspecified phase)
0.681 Remote Similarity NPD4632 Approved
0.6804 Remote Similarity NPD5784 Clinical (unspecified phase)
0.68 Remote Similarity NPD5362 Discontinued
0.6783 Remote Similarity NPD6401 Clinical (unspecified phase)
0.678 Remote Similarity NPD6009 Approved
0.6777 Remote Similarity NPD5988 Approved
0.6765 Remote Similarity NPD7334 Approved
0.6765 Remote Similarity NPD6409 Approved
0.6765 Remote Similarity NPD4249 Approved
0.6765 Remote Similarity NPD5330 Approved
0.6765 Remote Similarity NPD7146 Approved
0.6765 Remote Similarity NPD7521 Approved
0.6765 Remote Similarity NPD6684 Approved
0.6721 Remote Similarity NPD7604 Phase 2
0.672 Remote Similarity NPD7319 Approved
0.67 Remote Similarity NPD5209 Approved
0.6698 Remote Similarity NPD5779 Approved
0.6698 Remote Similarity NPD5778 Approved
0.6698 Remote Similarity NPD6399 Phase 3
0.6696 Remote Similarity NPD4634 Approved
0.6694 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD7100 Approved
0.6667 Remote Similarity NPD5211 Phase 2
0.6667 Remote Similarity NPD7101 Approved
0.6636 Remote Similarity NPD4696 Approved
0.6636 Remote Similarity NPD5286 Approved
0.6636 Remote Similarity NPD5285 Approved
0.6635 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6903 Approved
0.6634 Remote Similarity NPD7154 Phase 3
0.6633 Remote Similarity NPD4268 Approved
0.6633 Remote Similarity NPD4271 Approved
0.6613 Remote Similarity NPD7507 Approved
0.6613 Remote Similarity NPD6336 Discontinued
0.6606 Remote Similarity NPD4755 Approved
0.6604 Remote Similarity NPD6411 Approved
0.6604 Remote Similarity NPD7637 Suspended
0.6583 Remote Similarity NPD6335 Approved
0.6574 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6051 Approved
0.6555 Remote Similarity NPD6274 Approved
0.6549 Remote Similarity NPD5141 Approved
0.6545 Remote Similarity NPD7638 Approved
0.6518 Remote Similarity NPD5225 Approved
0.6518 Remote Similarity NPD5226 Approved
0.6518 Remote Similarity NPD4633 Approved
0.6518 Remote Similarity NPD5224 Approved
0.6509 Remote Similarity NPD6698 Approved
0.6509 Remote Similarity NPD46 Approved
0.6509 Remote Similarity NPD5207 Approved
0.6505 Remote Similarity NPD1694 Approved
0.65 Remote Similarity NPD7115 Discovery
0.65 Remote Similarity NPD6317 Approved
0.6496 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6486 Remote Similarity NPD7640 Approved
0.6486 Remote Similarity NPD7639 Approved
0.6486 Remote Similarity NPD4700 Approved
0.646 Remote Similarity NPD5175 Approved
0.646 Remote Similarity NPD5174 Approved
0.6449 Remote Similarity NPD5281 Approved
0.6449 Remote Similarity NPD5284 Approved
0.6446 Remote Similarity NPD6314 Approved
0.6446 Remote Similarity NPD6313 Approved
0.6435 Remote Similarity NPD6614 Approved
0.6429 Remote Similarity NPD5223 Approved
0.6423 Remote Similarity NPD6908 Approved
0.6423 Remote Similarity NPD6909 Approved
0.6422 Remote Similarity NPD5654 Approved
0.6422 Remote Similarity NPD4629 Approved
0.6422 Remote Similarity NPD5210 Approved
0.6415 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6415 Remote Similarity NPD4753 Phase 2
0.6415 Remote Similarity NPD6101 Approved
0.6404 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6379 Remote Similarity NPD6686 Approved
0.6379 Remote Similarity NPD4729 Approved
0.6379 Remote Similarity NPD4730 Approved
0.6378 Remote Similarity NPD6033 Approved
0.6373 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7839 Suspended
0.6357 Remote Similarity NPD7260 Phase 2
0.6348 Remote Similarity NPD4768 Approved
0.6348 Remote Similarity NPD4767 Approved
0.6327 Remote Similarity NPD8039 Approved
0.6321 Remote Similarity NPD5208 Approved
0.632 Remote Similarity NPD8328 Phase 3
0.6311 Remote Similarity NPD5332 Approved
0.6311 Remote Similarity NPD5331 Approved
0.6306 Remote Similarity NPD5959 Approved
0.6293 Remote Similarity NPD6412 Phase 2
0.629 Remote Similarity NPD8513 Phase 3
0.629 Remote Similarity NPD6291 Clinical (unspecified phase)
0.629 Remote Similarity NPD8516 Approved
0.629 Remote Similarity NPD8515 Approved
0.629 Remote Similarity NPD6921 Approved
0.629 Remote Similarity NPD8517 Approved
0.6283 Remote Similarity NPD1700 Approved
0.6275 Remote Similarity NPD4790 Discontinued
0.6271 Remote Similarity NPD5250 Approved
0.6271 Remote Similarity NPD5247 Approved
0.6271 Remote Similarity NPD5251 Approved
0.6271 Remote Similarity NPD5248 Approved
0.6271 Remote Similarity NPD5249 Phase 3
0.6204 Remote Similarity NPD7838 Discovery
0.619 Remote Similarity NPD5329 Approved
0.6182 Remote Similarity NPD6001 Approved
0.6174 Remote Similarity NPD4754 Approved
0.6154 Remote Similarity NPD5956 Approved
0.6154 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6148 Remote Similarity NPD6868 Approved
0.6132 Remote Similarity NPD5690 Phase 2
0.6119 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6116 Remote Similarity NPD8133 Approved
0.6102 Remote Similarity NPD5128 Approved
0.6098 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6095 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6095 Remote Similarity NPD4197 Approved
0.6083 Remote Similarity NPD5216 Approved
0.6083 Remote Similarity NPD5217 Approved
0.6083 Remote Similarity NPD5215 Approved
0.6074 Remote Similarity NPD6334 Approved

Structure

External Identifiers

PubChem CID   56679763
ChEMBL   CHEMBL1812476
ZINC  

Physicochemical Properties

Molecular Weight:  548.30
ALogP:  1.3363
MLogP:  3.77
XLogP:  3.015
# Rotatable Bonds:  18
Polar Surface Area:  122.27
# H-Bond Aceptor:  9
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  39

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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