Natural Product: NPC105709

Natural Product ID:  NPC105709
Common Name:   Stenocarpoquinone B
IUPAC Name:   (2S)-2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione
Synonyms:   stenocarpoquinone B
Molecular Formula:   C15H14O4
Standard InCHIKey:  JEXUSWQCJDSVMY-NSHDSACASA-N
Standard InCHI:  InChI=1S/C15H14O4/c1-15(2,18)11-7-10-12(16)8-5-3-4-6-9(8)13(17)14(10)19-11/h3-6,11,18H,7H2,1-2H3/t11-/m0/s1
Canonical SMILES:  O=C1C2=C(C[C@H](O2)C(O)(C)C)C(=O)c2c1cccc2
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
NPO3629 Avicennia marina Species Acanthaceae Eukaryota Twigs PMID[17500572]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC = 25 ug/ml 22963193
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 12.5 ug/ml 17067146
NPT1176 Organism Mycobacterium fortuitum Mycobacterium fortuitum MIC = 25 ug/ml 17067146
NPT165 Cell Line HeLa Homo sapiens CC50 = 4.3 ug/ml 25856683
NPT1460 Cell Line L929 Mus musculus GI50 = 1.2 ug/ml 25856683
NPT111 Cell Line K562 Homo sapiens GI50 = 0.2 ug/ml 25856683
NPT20 Organism Candida albicans Candida albicans MIC = 12.5 ug/ml PubChem BioAssay data set
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis MIC = 12.5 ug/ml DrugMatrix in vitro pharmacology data
NPT3473 Organism Mycobacterium vaccae Mycobacterium vaccae MIC = 6.25 ug/ml DrugMatrix in vitro pharmacology data
NPT5246 Organism Mycobacterium aurum Mycobacterium aurum MIC = 12.5 ug/ml DrugMatrix in vitro pharmacology data

  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 NPC105709 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
0.9412 High Similarity NPC81135
0.9167 High Similarity NPC236405
0.9035 High Similarity NPC241851
0.8957 High Similarity NPC470764
0.876 High Similarity NPC65627
0.8596 High Similarity NPC192577
0.8548 High Similarity NPC328997
0.8548 High Similarity NPC294050
0.8482 Intermediate Similarity NPC274443
0.8448 Intermediate Similarity NPC137315
0.8413 Intermediate Similarity NPC316553
0.8393 Intermediate Similarity NPC222390
0.8393 Intermediate Similarity NPC244427
0.8376 Intermediate Similarity NPC292834
0.8333 Intermediate Similarity NPC172483
0.8304 Intermediate Similarity NPC112552
0.825 Intermediate Similarity NPC62138
0.8235 Intermediate Similarity NPC477411
0.8197 Intermediate Similarity NPC318173
0.819 Intermediate Similarity NPC470391
0.8189 Intermediate Similarity NPC146239
0.8167 Intermediate Similarity NPC217111
0.8136 Intermediate Similarity NPC291799
0.813 Intermediate Similarity NPC204784
0.812 Intermediate Similarity NPC38158
0.8115 Intermediate Similarity NPC323440
0.8115 Intermediate Similarity NPC471553
0.8115 Intermediate Similarity NPC222968
0.8115 Intermediate Similarity NPC80605
0.8099 Intermediate Similarity NPC226093
0.8095 Intermediate Similarity NPC328107
0.8095 Intermediate Similarity NPC318067
0.8036 Intermediate Similarity NPC156021
0.8034 Intermediate Similarity NPC203732
0.7984 Intermediate Similarity NPC478162
0.7984 Intermediate Similarity NPC478165
0.797 Intermediate Similarity NPC23894
0.7955 Intermediate Similarity NPC144257
0.7953 Intermediate Similarity NPC325740
0.7949 Intermediate Similarity NPC100767
0.7934 Intermediate Similarity NPC326664
0.7891 Intermediate Similarity NPC246166
0.7868 Intermediate Similarity NPC173980
0.7863 Intermediate Similarity NPC134120
0.7863 Intermediate Similarity NPC262819
0.7851 Intermediate Similarity NPC143768
0.7787 Intermediate Similarity NPC67377
0.7769 Intermediate Similarity NPC212415
0.7761 Intermediate Similarity NPC171968
0.7752 Intermediate Similarity NPC295664
0.7742 Intermediate Similarity NPC469843
0.7717 Intermediate Similarity NPC144547
0.7704 Intermediate Similarity NPC474659
0.7692 Intermediate Similarity NPC247976
0.7687 Intermediate Similarity NPC477407
0.7686 Intermediate Similarity NPC474057
0.768 Intermediate Similarity NPC61651
0.7667 Intermediate Similarity NPC475282
0.7661 Intermediate Similarity NPC135730
0.7652 Intermediate Similarity NPC145052
0.7652 Intermediate Similarity NPC237225
0.7642 Intermediate Similarity NPC196075
0.7638 Intermediate Similarity NPC289432
0.7638 Intermediate Similarity NPC988
0.7627 Intermediate Similarity NPC329282
0.7623 Intermediate Similarity NPC186128
0.7622 Intermediate Similarity NPC476821
0.7607 Intermediate Similarity NPC320891
0.7597 Intermediate Similarity NPC139171
0.7591 Intermediate Similarity NPC232996
0.7589 Intermediate Similarity NPC476484
0.7578 Intermediate Similarity NPC476234
0.7578 Intermediate Similarity NPC472981
0.7576 Intermediate Similarity NPC115797
0.7576 Intermediate Similarity NPC51448
0.7561 Intermediate Similarity NPC13784
0.7559 Intermediate Similarity NPC476645
0.7559 Intermediate Similarity NPC202015
0.7556 Intermediate Similarity NPC477406
0.7554 Intermediate Similarity NPC114620
0.7554 Intermediate Similarity NPC103337
0.7538 Intermediate Similarity NPC51079
0.7538 Intermediate Similarity NPC135062
0.7537 Intermediate Similarity NPC471334
0.7537 Intermediate Similarity NPC198305
0.7537 Intermediate Similarity NPC27659
0.7536 Intermediate Similarity NPC264022
0.7518 Intermediate Similarity NPC309056
0.75 Intermediate Similarity NPC83409
0.75 Intermediate Similarity NPC196673
0.75 Intermediate Similarity NPC185763
0.75 Intermediate Similarity NPC238861
0.75 Intermediate Similarity NPC51037
0.75 Intermediate Similarity NPC77000
0.75 Intermediate Similarity NPC310662
0.7463 Intermediate Similarity NPC471832
0.7462 Intermediate Similarity NPC164947
0.746 Intermediate Similarity NPC108532
0.7448 Intermediate Similarity NPC306799
0.7448 Intermediate Similarity NPC101043
0.7445 Intermediate Similarity NPC212207
0.744 Intermediate Similarity NPC474408
0.744 Intermediate Similarity NPC228936
0.7438 Intermediate Similarity NPC211439
0.7438 Intermediate Similarity NPC112903
0.7431 Intermediate Similarity NPC273798
0.7431 Intermediate Similarity NPC136878
0.7429 Intermediate Similarity NPC477408
0.7426 Intermediate Similarity NPC309430
0.7424 Intermediate Similarity NPC476599
0.7419 Intermediate Similarity NPC470253
0.7415 Intermediate Similarity NPC471613
0.7413 Intermediate Similarity NPC29932
0.741 Intermediate Similarity NPC119542
0.7398 Intermediate Similarity NPC265513
0.7388 Intermediate Similarity NPC165257
0.7381 Intermediate Similarity NPC260886
0.7376 Intermediate Similarity NPC472546
0.7372 Intermediate Similarity NPC254603
0.7368 Intermediate Similarity NPC15837
0.7368 Intermediate Similarity NPC231774
0.7364 Intermediate Similarity NPC232958
0.7361 Intermediate Similarity NPC474309
0.7361 Intermediate Similarity NPC478160
0.7353 Intermediate Similarity NPC205360
0.7348 Intermediate Similarity NPC310540
0.7339 Intermediate Similarity NPC218855
0.7339 Intermediate Similarity NPC474314
0.7339 Intermediate Similarity NPC477250
0.7333 Intermediate Similarity NPC249067
0.7333 Intermediate Similarity NPC49272
0.7329 Intermediate Similarity NPC280025
0.7329 Intermediate Similarity NPC132810
0.7329 Intermediate Similarity NPC94781
0.7328 Intermediate Similarity NPC223351
0.7328 Intermediate Similarity NPC12695
0.7321 Intermediate Similarity NPC157778
0.7319 Intermediate Similarity NPC472247
0.7313 Intermediate Similarity NPC472707
0.7313 Intermediate Similarity NPC324209
0.7302 Intermediate Similarity NPC474095
0.7302 Intermediate Similarity NPC274839
0.7288 Intermediate Similarity NPC474308
0.7287 Intermediate Similarity NPC472708
0.7286 Intermediate Similarity NPC301341
0.7286 Intermediate Similarity NPC284184
0.728 Intermediate Similarity NPC272524
0.7279 Intermediate Similarity NPC120171
0.7279 Intermediate Similarity NPC280753
0.7279 Intermediate Similarity NPC44378
0.7273 Intermediate Similarity NPC471466
0.7273 Intermediate Similarity NPC85511
0.7273 Intermediate Similarity NPC228739
0.7267 Intermediate Similarity NPC478159
0.7267 Intermediate Similarity NPC478161
0.7266 Intermediate Similarity NPC268930
0.7266 Intermediate Similarity NPC472551
0.7266 Intermediate Similarity NPC472545
0.7265 Intermediate Similarity NPC103048
0.726 Intermediate Similarity NPC469425
0.7258 Intermediate Similarity NPC210089
0.7258 Intermediate Similarity NPC260818
0.7254 Intermediate Similarity NPC182869
0.725 Intermediate Similarity NPC329556
0.7244 Intermediate Similarity NPC149691
0.7241 Intermediate Similarity NPC475923
0.7241 Intermediate Similarity NPC474630
0.7236 Intermediate Similarity NPC281604
0.7236 Intermediate Similarity NPC265407
0.7236 Intermediate Similarity NPC83628
0.7236 Intermediate Similarity NPC474364
0.7234 Intermediate Similarity NPC476643
0.7232 Intermediate Similarity NPC43945
0.7227 Intermediate Similarity NPC158623
0.7226 Intermediate Similarity NPC477412
0.7222 Intermediate Similarity NPC307651
0.7222 Intermediate Similarity NPC478164
0.7222 Intermediate Similarity NPC474363
0.7222 Intermediate Similarity NPC234637
0.7222 Intermediate Similarity NPC11824
0.7222 Intermediate Similarity NPC308744
0.7222 Intermediate Similarity NPC127857
0.7222 Intermediate Similarity NPC130591
0.7218 Intermediate Similarity NPC474766
0.7218 Intermediate Similarity NPC478108
0.7214 Intermediate Similarity NPC315275
0.7214 Intermediate Similarity NPC39549
0.7213 Intermediate Similarity NPC475905
0.7213 Intermediate Similarity NPC37914
0.7213 Intermediate Similarity NPC193640
0.7213 Intermediate Similarity NPC25385
0.7211 Intermediate Similarity NPC51602
0.7211 Intermediate Similarity NPC471103
0.7203 Intermediate Similarity NPC317280
0.7203 Intermediate Similarity NPC329387
0.72 Intermediate Similarity NPC321852
0.7197 Intermediate Similarity NPC91478
0.7193 Intermediate Similarity NPC110420
0.7193 Intermediate Similarity NPC303967
0.7193 Intermediate Similarity NPC173413

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC105709 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
0.8136 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7769 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7724 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD2067 Discontinued
0.7333 Intermediate Similarity NPD1237 Approved
0.725 Intermediate Similarity NPD1930 Approved
0.725 Intermediate Similarity NPD1929 Approved
0.725 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD650 Approved
0.7226 Intermediate Similarity NPD7961 Discontinued
0.7176 Intermediate Similarity NPD4879 Approved
0.7167 Intermediate Similarity NPD1932 Approved
0.713 Intermediate Similarity NPD7609 Phase 3
0.712 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD7236 Approved
0.708 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD7631 Approved
0.705 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD2629 Approved
0.7 Intermediate Similarity NPD2066 Phase 3
0.6993 Remote Similarity NPD1471 Phase 3
0.696 Remote Similarity NPD2182 Approved
0.696 Remote Similarity NPD2329 Discontinued
0.6917 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6911 Remote Similarity NPD164 Approved
0.6867 Remote Similarity NPD7239 Suspended
0.6864 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6825 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7009 Phase 2
0.6807 Remote Similarity NPD1693 Approved
0.6807 Remote Similarity NPD688 Clinical (unspecified phase)
0.6794 Remote Similarity NPD405 Clinical (unspecified phase)
0.6788 Remote Similarity NPD1470 Approved
0.6777 Remote Similarity NPD9495 Approved
0.6772 Remote Similarity NPD1317 Discontinued
0.6769 Remote Similarity NPD5951 Approved
0.6744 Remote Similarity NPD6858 Approved
0.6744 Remote Similarity NPD7094 Approved
0.6742 Remote Similarity NPD7610 Discontinued
0.6739 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6735 Remote Similarity NPD4628 Phase 3
0.6718 Remote Similarity NPD4198 Discontinued
0.6694 Remote Similarity NPD6647 Phase 2
0.6694 Remote Similarity NPD3495 Discontinued
0.6691 Remote Similarity NPD4878 Approved
0.6639 Remote Similarity NPD1508 Approved
0.6612 Remote Similarity NPD1989 Approved
0.661 Remote Similarity NPD1089 Approved
0.661 Remote Similarity NPD1086 Approved
0.661 Remote Similarity NPD1090 Approved
0.6596 Remote Similarity NPD7008 Discontinued
0.6594 Remote Similarity NPD1876 Approved
0.6593 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6593 Remote Similarity NPD5306 Approved
0.6593 Remote Similarity NPD5305 Approved
0.6577 Remote Similarity NPD2354 Approved
0.6561 Remote Similarity NPD7058 Phase 2
0.6561 Remote Similarity NPD7057 Phase 3
0.6555 Remote Similarity NPD1239 Approved
0.6549 Remote Similarity NPD3764 Approved
0.6544 Remote Similarity NPD4106 Approved
0.6544 Remote Similarity NPD4135 Approved
0.6544 Remote Similarity NPD4136 Approved
0.6538 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6531 Remote Similarity NPD2346 Discontinued
0.6531 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6528 Remote Similarity NPD6355 Discontinued
0.6525 Remote Similarity NPD800 Approved
0.6507 Remote Similarity NPD1509 Clinical (unspecified phase)
0.65 Remote Similarity NPD1088 Approved
0.6496 Remote Similarity NPD4807 Approved
0.6496 Remote Similarity NPD4806 Approved
0.6496 Remote Similarity NPD1201 Approved
0.6475 Remote Similarity NPD1843 Approved
0.6467 Remote Similarity NPD3887 Approved
0.6466 Remote Similarity NPD3317 Approved
0.6454 Remote Similarity NPD5204 Approved
0.6454 Remote Similarity NPD9494 Approved
0.6452 Remote Similarity NPD6599 Discontinued
0.6452 Remote Similarity NPD1238 Approved
0.645 Remote Similarity NPD8434 Phase 2
0.6449 Remote Similarity NPD3972 Approved
0.6444 Remote Similarity NPD9545 Approved
0.6439 Remote Similarity NPD1241 Discontinued
0.6435 Remote Similarity NPD9491 Approved
0.6424 Remote Similarity NPD3300 Phase 2
0.6423 Remote Similarity NPD1566 Phase 3
0.6423 Remote Similarity NPD1564 Approved
0.6423 Remote Similarity NPD1565 Approved
0.6419 Remote Similarity NPD2344 Approved
0.6415 Remote Similarity NPD7075 Discontinued
0.6412 Remote Similarity NPD969 Suspended
0.6404 Remote Similarity NPD942 Approved
0.6402 Remote Similarity NPD7799 Discontinued
0.6397 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6397 Remote Similarity NPD4102 Approved
0.6397 Remote Similarity NPD4105 Approved
0.6395 Remote Similarity NPD651 Clinical (unspecified phase)
0.6382 Remote Similarity NPD6799 Approved
0.6378 Remote Similarity NPD5909 Discontinued
0.6356 Remote Similarity NPD1087 Approved
0.6352 Remote Similarity NPD3882 Suspended
0.635 Remote Similarity NPD2932 Approved
0.635 Remote Similarity NPD2345 Approved
0.6347 Remote Similarity NPD8368 Discontinued
0.6338 Remote Similarity NPD3662 Phase 3
0.6338 Remote Similarity NPD3664 Approved
0.6338 Remote Similarity NPD7084 Phase 3
0.6338 Remote Similarity NPD3661 Approved
0.6338 Remote Similarity NPD3663 Approved
0.6333 Remote Similarity NPD9258 Approved
0.6333 Remote Similarity NPD9256 Approved
0.6331 Remote Similarity NPD8407 Phase 2
0.632 Remote Similarity NPD7798 Approved
0.6319 Remote Similarity NPD2313 Discontinued
0.6319 Remote Similarity NPD6798 Discontinued
0.6316 Remote Similarity NPD2652 Approved
0.6316 Remote Similarity NPD2650 Approved
0.6316 Remote Similarity NPD6010 Discontinued
0.6311 Remote Similarity NPD1202 Approved
0.6309 Remote Similarity NPD2353 Approved
0.6309 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6301 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6299 Remote Similarity NPD6273 Approved
0.6299 Remote Similarity NPD5049 Phase 3
0.6296 Remote Similarity NPD694 Clinical (unspecified phase)
0.6294 Remote Similarity NPD4620 Approved
0.6294 Remote Similarity NPD5201 Approved
0.6294 Remote Similarity NPD4617 Approved
0.6294 Remote Similarity NPD5203 Approved
0.6291 Remote Similarity NPD8166 Discontinued
0.6286 Remote Similarity NPD182 Clinical (unspecified phase)
0.6284 Remote Similarity NPD2799 Discontinued
0.6284 Remote Similarity NPD7305 Phase 1
0.6282 Remote Similarity NPD3226 Approved
0.6282 Remote Similarity NPD7458 Discontinued
0.6279 Remote Similarity NPD6685 Approved
0.6277 Remote Similarity NPD1245 Approved
0.6275 Remote Similarity NPD3950 Discontinued
0.6275 Remote Similarity NPD8165 Discontinued
0.6269 Remote Similarity NPD1246 Approved
0.6268 Remote Similarity NPD2788 Approved
0.6266 Remote Similarity NPD6801 Discontinued
0.6261 Remote Similarity NPD226 Approved
0.6259 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6259 Remote Similarity NPD6287 Discontinued
0.6257 Remote Similarity NPD8150 Discontinued
0.625 Remote Similarity NPD6764 Approved
0.625 Remote Similarity NPD6190 Approved
0.625 Remote Similarity NPD2309 Approved
0.625 Remote Similarity NPD6765 Approved
0.6242 Remote Similarity NPD4380 Phase 2
0.6241 Remote Similarity NPD1283 Approved
0.6233 Remote Similarity NPD943 Approved
0.6232 Remote Similarity NPD5126 Approved
0.6232 Remote Similarity NPD3019 Approved
0.6232 Remote Similarity NPD5125 Phase 3
0.6225 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4619 Approved
0.6207 Remote Similarity NPD4621 Approved
0.6205 Remote Similarity NPD3751 Discontinued
0.6202 Remote Similarity NPD5048 Discontinued
0.62 Remote Similarity NPD5763 Approved
0.62 Remote Similarity NPD5762 Approved
0.6198 Remote Similarity NPD3672 Approved
0.6198 Remote Similarity NPD3673 Approved
0.6197 Remote Similarity NPD2625 Approved
0.6197 Remote Similarity NPD2159 Approved
0.6197 Remote Similarity NPD2628 Approved
0.6197 Remote Similarity NPD2627 Approved
0.6197 Remote Similarity NPD2626 Approved
0.6197 Remote Similarity NPD2160 Approved
0.619 Remote Similarity NPD230 Phase 1
0.6181 Remote Similarity NPD5202 Clinical (unspecified phase)
0.6179 Remote Similarity NPD1563 Approved
0.6178 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6178 Remote Similarity NPD2651 Approved
0.6178 Remote Similarity NPD2649 Approved
0.6174 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6174 Remote Similarity NPD1510 Phase 2
0.617 Remote Similarity NPD5158 Clinical (unspecified phase)
0.617 Remote Similarity NPD5157 Phase 1
0.617 Remote Similarity NPD5159 Phase 2
0.6164 Remote Similarity NPD6233 Phase 2
0.6164 Remote Similarity NPD4062 Phase 3
0.6164 Remote Similarity NPD6663 Approved
0.6163 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6159 Remote Similarity NPD1549 Phase 2
0.6159 Remote Similarity NPD1651 Approved
0.6159 Remote Similarity NPD2424 Discontinued
0.6154 Remote Similarity NPD2798 Approved
0.6149 Remote Similarity NPD1607 Approved
0.6136 Remote Similarity NPD4234 Approved
0.6136 Remote Similarity NPD4233 Approved
0.6134 Remote Similarity NPD9257 Approved
0.6134 Remote Similarity NPD9259 Approved
0.6131 Remote Similarity NPD6065 Approved
0.6129 Remote Similarity NPD2532 Approved
0.6129 Remote Similarity NPD2533 Approved

Structure

External Identifiers

PubChem CID   44423355
ChEMBL   CHEMBL226338
ZINC  

Physicochemical Properties

Molecular Weight:  258.09
ALogP:  -0.7105
MLogP:  2.67
XLogP:  2.206
# Rotatable Bonds:  4
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  19

Download Data

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