Natural Product: NPC217201

Natural Product ID:  NPC217201
Common Name:   Ajugasterone C
IUPAC Name:   (2S,3R,5R,9R,10R,11R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
Synonyms:  
Molecular Formula:   C27H44O7
Standard InCHIKey:  LQGNCUXDDPRDJH-UKTRSHMFSA-N
Standard InCHI:  InChI=1S/C27H44O7/c1-14(2)6-7-22(32)26(5,33)21-8-9-27(34)16-11-17(28)15-10-18(29)19(30)12-24(15,3)23(16)20(31)13-25(21,27)4/h11,14-15,18-23,29-34H,6-10,12-13H2,1-5H3/t15-,18+,19-,20+,21-,22+,23+,24-,25+,26+,27+/m0/s1
Canonical SMILES:  CC(CC[C@H]([C@@]([C@H]1CC[C@@]2([C@]1(C)C[C@@H](O)[C@H]1C2=CC(=O)[C@H]2[C@]1(C)C[C@H](O)[C@@H](C2)O)O)(O)C)O)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
NPO13163 Ajugae decumbentis herba NA NA NA TCMSP*
NPO362 Gentiana crassicaulis Species Gentianaceae Eukaryota TM-MC*
NPO27 Gentiana dahurica Species Gentianaceae Eukaryota TM-MC*
NPO22686 Gentiana macrophylla Species Gentianaceae Eukaryota TM-MC*
NPO20352 Gentiana straminea Species Gentianaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Ratio CC50/EC50 > 69.7 26988299
NPT2 Others Unspecified CC50 > 700000 nM 26988299
NPT4328 Organism Dengue virus type 4 Dengue virus 4 EC50 = 12150 nM 26988299
NPT5238 Organism Dengue virus 3 Dengue virus 3 EC50 = 9480 nM 26988299
NPT5239 Organism Dengue virus 1 Dengue virus 1 EC50 = 15700 nM 26988299
NPT194 Organism Dengue virus 2 Dengue virus 2 EC50 = 10050 nM 26988299

  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 NPC217201 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
0.99 High Similarity NPC11710
0.9899 High Similarity NPC475060
0.9899 High Similarity NPC220229
0.9798 High Similarity NPC149047
0.9798 High Similarity NPC202167
0.9798 High Similarity NPC260268
0.9798 High Similarity NPC171137
0.9798 High Similarity NPC152695
0.9798 High Similarity NPC85829
0.9798 High Similarity NPC97202
0.9798 High Similarity NPC50692
0.9798 High Similarity NPC319077
0.9798 High Similarity NPC302607
0.9798 High Similarity NPC48733
0.9798 High Similarity NPC150531
0.9798 High Similarity NPC49958
0.9798 High Similarity NPC214264
0.9798 High Similarity NPC296945
0.9798 High Similarity NPC476027
0.97 High Similarity NPC83744
0.9697 High Similarity NPC204833
0.9697 High Similarity NPC209502
0.9604 High Similarity NPC329417
0.9519 High Similarity NPC108721
0.9519 High Similarity NPC73300
0.9505 High Similarity NPC477916
0.9495 High Similarity NPC477915
0.9293 High Similarity NPC154072
0.9238 High Similarity NPC207251
0.9231 High Similarity NPC76084
0.9223 High Similarity NPC65941
0.9151 High Similarity NPC250109
0.9151 High Similarity NPC962
0.9151 High Similarity NPC317210
0.9135 High Similarity NPC214644
0.9109 High Similarity NPC473424
0.9065 High Similarity NPC326542
0.9029 High Similarity NPC323834
0.902 High Similarity NPC191892
0.8981 High Similarity NPC266728
0.8981 High Similarity NPC49492
0.8909 High Similarity NPC475041
0.8889 High Similarity NPC271195
0.8846 High Similarity NPC257353
0.8846 High Similarity NPC166607
0.8839 High Similarity NPC222688
0.8788 High Similarity NPC196227
0.8788 High Similarity NPC111015
0.8762 High Similarity NPC165873
0.875 High Similarity NPC160843
0.8713 High Similarity NPC190554
0.87 High Similarity NPC200702
0.8673 High Similarity NPC269642
0.8661 High Similarity NPC109973
0.8654 High Similarity NPC55872
0.8654 High Similarity NPC311612
0.8654 High Similarity NPC247957
0.8654 High Similarity NPC249187
0.8614 High Similarity NPC471463
0.8614 High Similarity NPC249954
0.86 High Similarity NPC472977
0.86 High Similarity NPC472976
0.8586 High Similarity NPC116726
0.8585 High Similarity NPC185
0.8571 High Similarity NPC75531
0.8571 High Similarity NPC28656
0.8571 High Similarity NPC72255
0.8571 High Similarity NPC149124
0.8559 High Similarity NPC471854
0.8558 High Similarity NPC87351
0.8558 High Similarity NPC195290
0.8558 High Similarity NPC204450
0.8544 High Similarity NPC15390
0.8544 High Similarity NPC316964
0.8544 High Similarity NPC110149
0.8529 High Similarity NPC18509
0.8515 High Similarity NPC472485
0.8515 High Similarity NPC259286
0.8515 High Similarity NPC472932
0.8515 High Similarity NPC473170
0.8509 High Similarity NPC28532
0.85 High Similarity NPC69454
0.85 High Similarity NPC109305
0.8485 Intermediate Similarity NPC48010
0.8476 Intermediate Similarity NPC117185
0.8476 Intermediate Similarity NPC236390
0.8447 Intermediate Similarity NPC103051
0.8435 Intermediate Similarity NPC473979
0.8431 Intermediate Similarity NPC117133
0.8431 Intermediate Similarity NPC49371
0.8416 Intermediate Similarity NPC196485
0.8416 Intermediate Similarity NPC245972
0.8416 Intermediate Similarity NPC8993
0.8411 Intermediate Similarity NPC144459
0.84 Intermediate Similarity NPC155304
0.84 Intermediate Similarity NPC233116
0.84 Intermediate Similarity NPC475806
0.84 Intermediate Similarity NPC473998
0.84 Intermediate Similarity NPC63748
0.8396 Intermediate Similarity NPC477812
0.8384 Intermediate Similarity NPC32830
0.8384 Intermediate Similarity NPC309603
0.8384 Intermediate Similarity NPC473999
0.8384 Intermediate Similarity NPC477943
0.8384 Intermediate Similarity NPC186688
0.8381 Intermediate Similarity NPC136289
0.8365 Intermediate Similarity NPC144956
0.8365 Intermediate Similarity NPC218383
0.8365 Intermediate Similarity NPC83709
0.8364 Intermediate Similarity NPC280782
0.8364 Intermediate Similarity NPC472002
0.835 Intermediate Similarity NPC474938
0.835 Intermediate Similarity NPC474785
0.835 Intermediate Similarity NPC320306
0.8349 Intermediate Similarity NPC235077
0.8333 Intermediate Similarity NPC53565
0.8319 Intermediate Similarity NPC311554
0.8319 Intermediate Similarity NPC257457
0.8318 Intermediate Similarity NPC60681
0.8317 Intermediate Similarity NPC472930
0.8317 Intermediate Similarity NPC472496
0.8317 Intermediate Similarity NPC474736
0.8304 Intermediate Similarity NPC196931
0.8302 Intermediate Similarity NPC26478
0.8302 Intermediate Similarity NPC111323
0.83 Intermediate Similarity NPC136801
0.83 Intermediate Similarity NPC100313
0.83 Intermediate Similarity NPC134321
0.8286 Intermediate Similarity NPC302537
0.8286 Intermediate Similarity NPC163372
0.8286 Intermediate Similarity NPC81530
0.8283 Intermediate Similarity NPC328539
0.8283 Intermediate Similarity NPC474668
0.8269 Intermediate Similarity NPC10364
0.8269 Intermediate Similarity NPC114274
0.8269 Intermediate Similarity NPC477854
0.8269 Intermediate Similarity NPC197386
0.8257 Intermediate Similarity NPC163004
0.8252 Intermediate Similarity NPC173272
0.8252 Intermediate Similarity NPC477853
0.8246 Intermediate Similarity NPC61520
0.8241 Intermediate Similarity NPC58370
0.8241 Intermediate Similarity NPC472925
0.8241 Intermediate Similarity NPC230541
0.8241 Intermediate Similarity NPC43285
0.8235 Intermediate Similarity NPC470957
0.8235 Intermediate Similarity NPC280804
0.8235 Intermediate Similarity NPC103527
0.8235 Intermediate Similarity NPC470958
0.8235 Intermediate Similarity NPC292793
0.8235 Intermediate Similarity NPC231529
0.822 Intermediate Similarity NPC470882
0.8218 Intermediate Similarity NPC185936
0.8218 Intermediate Similarity NPC472978
0.8218 Intermediate Similarity NPC168027
0.8208 Intermediate Similarity NPC22388
0.8208 Intermediate Similarity NPC293753
0.8208 Intermediate Similarity NPC234892
0.8208 Intermediate Similarity NPC119601
0.8208 Intermediate Similarity NPC308726
0.8208 Intermediate Similarity NPC185530
0.82 Intermediate Similarity NPC31985
0.82 Intermediate Similarity NPC2983
0.82 Intermediate Similarity NPC86319
0.82 Intermediate Similarity NPC77263
0.82 Intermediate Similarity NPC250592
0.82 Intermediate Similarity NPC1015
0.82 Intermediate Similarity NPC275740
0.82 Intermediate Similarity NPC472973
0.8198 Intermediate Similarity NPC71348
0.819 Intermediate Similarity NPC474720
0.819 Intermediate Similarity NPC327431
0.819 Intermediate Similarity NPC476274
0.819 Intermediate Similarity NPC291785
0.819 Intermediate Similarity NPC127408
0.819 Intermediate Similarity NPC205899
0.8182 Intermediate Similarity NPC475740
0.8182 Intermediate Similarity NPC197428
0.8173 Intermediate Similarity NPC170978
0.8173 Intermediate Similarity NPC18319
0.8173 Intermediate Similarity NPC108078
0.8173 Intermediate Similarity NPC107243
0.8173 Intermediate Similarity NPC161147
0.8165 Intermediate Similarity NPC472218
0.8165 Intermediate Similarity NPC177064
0.8165 Intermediate Similarity NPC472217
0.8165 Intermediate Similarity NPC472219
0.8158 Intermediate Similarity NPC329736
0.8155 Intermediate Similarity NPC318282
0.8155 Intermediate Similarity NPC297199
0.8155 Intermediate Similarity NPC469995
0.8155 Intermediate Similarity NPC174948
0.8155 Intermediate Similarity NPC48330
0.8155 Intermediate Similarity NPC472824
0.8155 Intermediate Similarity NPC173875
0.8148 Intermediate Similarity NPC231530
0.8148 Intermediate Similarity NPC278628
0.8148 Intermediate Similarity NPC102352
0.8142 Intermediate Similarity NPC148458
0.8142 Intermediate Similarity NPC190286

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC217201 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
0.8558 High Similarity NPD5211 Phase 2
0.8529 High Similarity NPD4755 Approved
0.8396 Intermediate Similarity NPD5141 Approved
0.8384 Intermediate Similarity NPD5328 Approved
0.8365 Intermediate Similarity NPD4696 Approved
0.8365 Intermediate Similarity NPD4700 Approved
0.8365 Intermediate Similarity NPD5286 Approved
0.8365 Intermediate Similarity NPD5285 Approved
0.8349 Intermediate Similarity NPD4634 Approved
0.8317 Intermediate Similarity NPD4202 Approved
0.8286 Intermediate Similarity NPD5223 Approved
0.8218 Intermediate Similarity NPD6079 Approved
0.8208 Intermediate Similarity NPD5226 Approved
0.8208 Intermediate Similarity NPD4633 Approved
0.8208 Intermediate Similarity NPD5225 Approved
0.8208 Intermediate Similarity NPD5224 Approved
0.8148 Intermediate Similarity NPD6675 Approved
0.8148 Intermediate Similarity NPD7128 Approved
0.8148 Intermediate Similarity NPD6402 Approved
0.8148 Intermediate Similarity NPD5739 Approved
0.8131 Intermediate Similarity NPD5175 Approved
0.8131 Intermediate Similarity NPD5174 Approved
0.8131 Intermediate Similarity NPD4754 Approved
0.8125 Intermediate Similarity NPD4632 Approved
0.8091 Intermediate Similarity NPD6372 Approved
0.8091 Intermediate Similarity NPD6373 Approved
0.8081 Intermediate Similarity NPD3618 Phase 1
0.8077 Intermediate Similarity NPD4697 Phase 3
0.8 Intermediate Similarity NPD6899 Approved
0.8 Intermediate Similarity NPD6881 Approved
0.8 Intermediate Similarity NPD7320 Approved
0.7982 Intermediate Similarity NPD6008 Approved
0.7982 Intermediate Similarity NPD4767 Approved
0.7982 Intermediate Similarity NPD4768 Approved
0.7946 Intermediate Similarity NPD6649 Approved
0.7946 Intermediate Similarity NPD6650 Approved
0.7909 Intermediate Similarity NPD5701 Approved
0.7909 Intermediate Similarity NPD5697 Approved
0.7905 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD5222 Approved
0.7905 Intermediate Similarity NPD5221 Approved
0.7879 Intermediate Similarity NPD4786 Approved
0.7879 Intermediate Similarity NPD3133 Approved
0.7879 Intermediate Similarity NPD3665 Phase 1
0.7879 Intermediate Similarity NPD3666 Approved
0.7876 Intermediate Similarity NPD8297 Approved
0.7857 Intermediate Similarity NPD6883 Approved
0.7857 Intermediate Similarity NPD7290 Approved
0.7857 Intermediate Similarity NPD7102 Approved
0.7843 Intermediate Similarity NPD4753 Phase 2
0.7838 Intermediate Similarity NPD5128 Approved
0.7838 Intermediate Similarity NPD4729 Approved
0.7838 Intermediate Similarity NPD4730 Approved
0.7838 Intermediate Similarity NPD6011 Approved
0.783 Intermediate Similarity NPD5173 Approved
0.7788 Intermediate Similarity NPD6617 Approved
0.7788 Intermediate Similarity NPD6869 Approved
0.7788 Intermediate Similarity NPD8130 Phase 1
0.7788 Intermediate Similarity NPD6847 Approved
0.7788 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7768 Intermediate Similarity NPD6013 Approved
0.7768 Intermediate Similarity NPD6012 Approved
0.7768 Intermediate Similarity NPD6014 Approved
0.7759 Intermediate Similarity NPD6009 Approved
0.7759 Intermediate Similarity NPD7115 Discovery
0.7719 Intermediate Similarity NPD6882 Approved
0.7712 Intermediate Similarity NPD6054 Approved
0.7712 Intermediate Similarity NPD6319 Approved
0.7712 Intermediate Similarity NPD6059 Approved
0.7699 Intermediate Similarity NPD5248 Approved
0.7699 Intermediate Similarity NPD5249 Phase 3
0.7699 Intermediate Similarity NPD5247 Approved
0.7699 Intermediate Similarity NPD5250 Approved
0.7699 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7699 Intermediate Similarity NPD5135 Approved
0.7699 Intermediate Similarity NPD5251 Approved
0.7699 Intermediate Similarity NPD5169 Approved
0.7685 Intermediate Similarity NPD7640 Approved
0.7685 Intermediate Similarity NPD7639 Approved
0.7677 Intermediate Similarity NPD4223 Phase 3
0.7677 Intermediate Similarity NPD3667 Approved
0.7677 Intermediate Similarity NPD4221 Approved
0.7642 Intermediate Similarity NPD4629 Approved
0.7642 Intermediate Similarity NPD5210 Approved
0.7632 Intermediate Similarity NPD5217 Approved
0.7632 Intermediate Similarity NPD5127 Approved
0.7632 Intermediate Similarity NPD5215 Approved
0.7632 Intermediate Similarity NPD5216 Approved
0.7624 Intermediate Similarity NPD5329 Approved
0.7619 Intermediate Similarity NPD6399 Phase 3
0.7593 Intermediate Similarity NPD7638 Approved
0.7589 Intermediate Similarity NPD6412 Phase 2
0.7583 Intermediate Similarity NPD6370 Approved
0.7549 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7541 Intermediate Similarity NPD7507 Approved
0.7525 Intermediate Similarity NPD4197 Approved
0.7521 Intermediate Similarity NPD7604 Phase 2
0.75 Intermediate Similarity NPD6083 Phase 2
0.75 Intermediate Similarity NPD5983 Phase 2
0.75 Intermediate Similarity NPD6016 Approved
0.75 Intermediate Similarity NPD6084 Phase 2
0.75 Intermediate Similarity NPD6015 Approved
0.7476 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD7492 Approved
0.7438 Intermediate Similarity NPD5988 Approved
0.7436 Intermediate Similarity NPD5167 Approved
0.7398 Intermediate Similarity NPD6616 Approved
0.7398 Intermediate Similarity NPD6336 Discontinued
0.7395 Intermediate Similarity NPD6335 Approved
0.7379 Intermediate Similarity NPD4138 Approved
0.7379 Intermediate Similarity NPD5205 Approved
0.7379 Intermediate Similarity NPD4693 Phase 3
0.7379 Intermediate Similarity NPD4690 Approved
0.7379 Intermediate Similarity NPD4688 Approved
0.7379 Intermediate Similarity NPD4689 Approved
0.7373 Intermediate Similarity NPD6274 Approved
0.736 Intermediate Similarity NPD7319 Approved
0.7358 Intermediate Similarity NPD5281 Approved
0.7358 Intermediate Similarity NPD5284 Approved
0.7358 Intermediate Similarity NPD7515 Phase 2
0.7339 Intermediate Similarity NPD8293 Discontinued
0.7339 Intermediate Similarity NPD7078 Approved
0.7333 Intermediate Similarity NPD7100 Approved
0.7333 Intermediate Similarity NPD7101 Approved
0.7315 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7311 Intermediate Similarity NPD6317 Approved
0.7304 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD7525 Registered
0.728 Intermediate Similarity NPD6033 Approved
0.728 Intermediate Similarity NPD7736 Approved
0.7273 Intermediate Similarity NPD5696 Approved
0.7265 Intermediate Similarity NPD6053 Discontinued
0.7255 Intermediate Similarity NPD4788 Approved
0.725 Intermediate Similarity NPD6313 Approved
0.725 Intermediate Similarity NPD6314 Approved
0.7217 Intermediate Similarity NPD5168 Approved
0.7213 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD6908 Approved
0.7213 Intermediate Similarity NPD6909 Approved
0.7212 Intermediate Similarity NPD6409 Approved
0.7212 Intermediate Similarity NPD6684 Approved
0.7212 Intermediate Similarity NPD7146 Approved
0.7212 Intermediate Similarity NPD5330 Approved
0.7212 Intermediate Similarity NPD7521 Approved
0.7212 Intermediate Similarity NPD7334 Approved
0.7212 Intermediate Similarity NPD5279 Phase 3
0.7212 Intermediate Similarity NPD4694 Approved
0.7212 Intermediate Similarity NPD5280 Approved
0.7212 Intermediate Similarity NPD5690 Phase 2
0.719 Intermediate Similarity NPD7516 Approved
0.7184 Intermediate Similarity NPD3668 Phase 3
0.7182 Intermediate Similarity NPD7902 Approved
0.7156 Intermediate Similarity NPD5695 Phase 3
0.7107 Intermediate Similarity NPD7327 Approved
0.7107 Intermediate Similarity NPD7328 Approved
0.7094 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD7632 Discontinued
0.7075 Intermediate Similarity NPD6903 Approved
0.7075 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD7748 Approved
0.7049 Intermediate Similarity NPD4522 Approved
0.7048 Intermediate Similarity NPD4623 Approved
0.7048 Intermediate Similarity NPD4519 Discontinued
0.703 Intermediate Similarity NPD4195 Approved
0.7009 Intermediate Similarity NPD6080 Approved
0.7009 Intermediate Similarity NPD6904 Approved
0.7009 Intermediate Similarity NPD6673 Approved
0.6981 Remote Similarity NPD7524 Approved
0.697 Remote Similarity NPD6942 Approved
0.697 Remote Similarity NPD7339 Approved
0.6964 Remote Similarity NPD4225 Approved
0.696 Remote Similarity NPD6067 Discontinued
0.6952 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6942 Remote Similarity NPD6868 Approved
0.6935 Remote Similarity NPD8033 Approved
0.6916 Remote Similarity NPD5737 Approved
0.6916 Remote Similarity NPD6672 Approved
0.6909 Remote Similarity NPD6001 Approved
0.6909 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6909 Remote Similarity NPD7900 Approved
0.6881 Remote Similarity NPD8035 Phase 2
0.6881 Remote Similarity NPD8034 Phase 2
0.6881 Remote Similarity NPD5693 Phase 1
0.6857 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6855 Remote Similarity NPD8294 Approved
0.6855 Remote Similarity NPD8377 Approved
0.6838 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6825 Remote Similarity NPD8328 Phase 3
0.6807 Remote Similarity NPD6371 Approved
0.68 Remote Similarity NPD8380 Approved
0.68 Remote Similarity NPD8379 Approved
0.68 Remote Similarity NPD8378 Approved
0.68 Remote Similarity NPD3703 Phase 2
0.68 Remote Similarity NPD8296 Approved
0.68 Remote Similarity NPD7503 Approved
0.68 Remote Similarity NPD8335 Approved
0.6796 Remote Similarity NPD6930 Phase 2
0.6796 Remote Similarity NPD4695 Discontinued

Structure

External Identifiers

PubChem CID   441826
ChEMBL   CHEMBL3793486
ZINC  

Physicochemical Properties

Molecular Weight:  480.31
ALogP:  -1.5254
MLogP:  3.66
XLogP:  1.351
# Rotatable Bonds:  16
Polar Surface Area:  138.45
# H-Bond Aceptor:  7
# H-Bond Donor:  6
# Rings:  4
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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