Natural Product: NPC329024

Natural Product ID:  NPC329024
Common Name:   Lonijaposide F
IUPAC Name:   5-[(E)-2-[(2S,3R,4S)-5-carboxy-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]-1-ethylpyridin-1-ium-3-carboxylate
Synonyms:   Lonijaposide F
Molecular Formula:   C24H29NO11
Standard InCHIKey:  KKLONPANWKAOPP-DFEUVTCYSA-N
Standard InCHI:  InChI=1S/C24H29NO11/c1-3-14-15(6-5-12-7-13(21(30)31)9-25(4-2)8-12)16(22(32)33)11-34-23(14)36-24-20(29)19(28)18(27)17(10-26)35-24/h3,5-9,11,14-15,17-20,23-24,26-29H,1,4,10H2,2H3,(H-,30,31,32,33)/b6-5+/t14-,15+,17-,18-,19+,20-,23+,24+/m1/s1
Canonical SMILES:  C=C[C@H]1[C@@H](OC=C([C@H]1/C=C/c1c[n+](CC)cc(c1)C(=O)O)C(=O)[O-])O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
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
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota flower buds Henan province, China 2005-MAY PMID[21942812]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flower buds PMID[21942812]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 87.6 % 21942812

  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 NPC329024 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
0.983 High Similarity NPC59033
0.983 High Similarity NPC320748
0.983 High Similarity NPC324245
0.983 High Similarity NPC317672
0.9719 High Similarity NPC79223
0.9665 High Similarity NPC32451
0.9613 High Similarity NPC25442
0.9613 High Similarity NPC12944
0.9556 High Similarity NPC328559
0.9508 High Similarity NPC156044
0.9153 High Similarity NPC111732
0.8983 High Similarity NPC327373
0.8771 High Similarity NPC322043
0.8771 High Similarity NPC325093
0.8681 High Similarity NPC325775
0.8681 High Similarity NPC328798
0.8674 High Similarity NPC318020
0.8634 High Similarity NPC182814
0.8542 High Similarity NPC309498
0.8541 High Similarity NPC127647
0.8251 Intermediate Similarity NPC317010
0.8229 Intermediate Similarity NPC50997
0.8229 Intermediate Similarity NPC160127
0.8211 Intermediate Similarity NPC20593
0.8131 Intermediate Similarity NPC472752
0.798 Intermediate Similarity NPC477910
0.7921 Intermediate Similarity NPC476467
0.7921 Intermediate Similarity NPC472553
0.79 Intermediate Similarity NPC63041
0.7861 Intermediate Similarity NPC472550
0.7861 Intermediate Similarity NPC48042
0.7861 Intermediate Similarity NPC304179
0.7854 Intermediate Similarity NPC475408
0.7854 Intermediate Similarity NPC471014
0.7816 Intermediate Similarity NPC144779
0.7816 Intermediate Similarity NPC294579
0.7805 Intermediate Similarity NPC470306
0.7778 Intermediate Similarity NPC216428
0.7778 Intermediate Similarity NPC472555
0.7767 Intermediate Similarity NPC6981
0.7767 Intermediate Similarity NPC471016
0.7756 Intermediate Similarity NPC319128
0.7756 Intermediate Similarity NPC228331
0.7751 Intermediate Similarity NPC477911
0.7745 Intermediate Similarity NPC292517
0.7729 Intermediate Similarity NPC62367
0.7709 Intermediate Similarity NPC263455
0.7703 Intermediate Similarity NPC477912
0.7692 Intermediate Similarity NPC301368
0.7692 Intermediate Similarity NPC84815
0.7689 Intermediate Similarity NPC211920
0.7689 Intermediate Similarity NPC124029
0.7681 Intermediate Similarity NPC206343
0.7681 Intermediate Similarity NPC162812
0.7681 Intermediate Similarity NPC477908
0.7678 Intermediate Similarity NPC477902
0.7678 Intermediate Similarity NPC233727
0.7642 Intermediate Similarity NPC148860
0.7633 Intermediate Similarity NPC477909
0.7633 Intermediate Similarity NPC30570
0.7633 Intermediate Similarity NPC42678
0.7633 Intermediate Similarity NPC477907
0.763 Intermediate Similarity NPC471980
0.7621 Intermediate Similarity NPC165837
0.7594 Intermediate Similarity NPC475498
0.7594 Intermediate Similarity NPC473850
0.7594 Intermediate Similarity NPC475137
0.7594 Intermediate Similarity NPC328154
0.7585 Intermediate Similarity NPC264674
0.7583 Intermediate Similarity NPC127720
0.7583 Intermediate Similarity NPC127026
0.7581 Intermediate Similarity NPC477906
0.7577 Intermediate Similarity NPC44354
0.7573 Intermediate Similarity NPC280473
0.7573 Intermediate Similarity NPC323551
0.7559 Intermediate Similarity NPC473506
0.7556 Intermediate Similarity NPC107287
0.7548 Intermediate Similarity NPC207531
0.7547 Intermediate Similarity NPC57797
0.7547 Intermediate Similarity NPC250807
0.7547 Intermediate Similarity NPC76565
0.754 Intermediate Similarity NPC249614
0.7536 Intermediate Similarity NPC51008
0.7536 Intermediate Similarity NPC41724
0.7524 Intermediate Similarity NPC470189
0.7524 Intermediate Similarity NPC40919
0.7523 Intermediate Similarity NPC475601
0.7514 Intermediate Similarity NPC167400
0.7512 Intermediate Similarity NPC155792
0.75 Intermediate Similarity NPC96801
0.75 Intermediate Similarity NPC4421
0.75 Intermediate Similarity NPC150698
0.7488 Intermediate Similarity NPC471977
0.7488 Intermediate Similarity NPC289086
0.7488 Intermediate Similarity NPC475644
0.7488 Intermediate Similarity NPC475362
0.7488 Intermediate Similarity NPC470486
0.7488 Intermediate Similarity NPC471190
0.7487 Intermediate Similarity NPC75544
0.7477 Intermediate Similarity NPC170751
0.7476 Intermediate Similarity NPC319556
0.7465 Intermediate Similarity NPC469748
0.7464 Intermediate Similarity NPC62844
0.7464 Intermediate Similarity NPC193361
0.7463 Intermediate Similarity NPC470190
0.7459 Intermediate Similarity NPC312860
0.7458 Intermediate Similarity NPC230085
0.7458 Intermediate Similarity NPC159630
0.7442 Intermediate Similarity NPC87152
0.7442 Intermediate Similarity NPC146824
0.7442 Intermediate Similarity NPC328186
0.7442 Intermediate Similarity NPC476110
0.7442 Intermediate Similarity NPC122968
0.7442 Intermediate Similarity NPC228377
0.7442 Intermediate Similarity NPC475631
0.7442 Intermediate Similarity NPC477787
0.7442 Intermediate Similarity NPC475600
0.7435 Intermediate Similarity NPC164340
0.7415 Intermediate Similarity NPC475835
0.7393 Intermediate Similarity NPC158020
0.7393 Intermediate Similarity NPC473089
0.7393 Intermediate Similarity NPC6576
0.7393 Intermediate Similarity NPC187494
0.7393 Intermediate Similarity NPC75600
0.7393 Intermediate Similarity NPC473115
0.7393 Intermediate Similarity NPC212768
0.7391 Intermediate Similarity NPC113812
0.7385 Intermediate Similarity NPC30456
0.7371 Intermediate Similarity NPC253314
0.7371 Intermediate Similarity NPC477903
0.7352 Intermediate Similarity NPC237702
0.7349 Intermediate Similarity NPC26881
0.7339 Intermediate Similarity NPC316841
0.7339 Intermediate Similarity NPC292416
0.7339 Intermediate Similarity NPC475596
0.7339 Intermediate Similarity NPC473689
0.7339 Intermediate Similarity NPC475303
0.7336 Intermediate Similarity NPC235364
0.7333 Intermediate Similarity NPC112741
0.7324 Intermediate Similarity NPC477901
0.7323 Intermediate Similarity NPC114974
0.7321 Intermediate Similarity NPC244856
0.7318 Intermediate Similarity NPC35208
0.7318 Intermediate Similarity NPC327769
0.7318 Intermediate Similarity NPC475426
0.7306 Intermediate Similarity NPC319880
0.7306 Intermediate Similarity NPC244839
0.7306 Intermediate Similarity NPC320324
0.7281 Intermediate Similarity NPC285411
0.7281 Intermediate Similarity NPC14116
0.7273 Intermediate Similarity NPC238278
0.7269 Intermediate Similarity NPC477899
0.7269 Intermediate Similarity NPC477900
0.7264 Intermediate Similarity NPC109922
0.7263 Intermediate Similarity NPC273532
0.7256 Intermediate Similarity NPC477788
0.7248 Intermediate Similarity NPC134384
0.7248 Intermediate Similarity NPC311196
0.724 Intermediate Similarity NPC475406
0.7215 Intermediate Similarity NPC91125
0.7207 Intermediate Similarity NPC327904
0.7207 Intermediate Similarity NPC38959
0.7204 Intermediate Similarity NPC306644
0.7204 Intermediate Similarity NPC236424
0.7188 Intermediate Similarity NPC253482
0.7181 Intermediate Similarity NPC475533
0.717 Intermediate Similarity NPC274842
0.7151 Intermediate Similarity NPC138018
0.7149 Intermediate Similarity NPC475315
0.7149 Intermediate Similarity NPC324619
0.7137 Intermediate Similarity NPC180668
0.7137 Intermediate Similarity NPC471013
0.7137 Intermediate Similarity NPC148896
0.7136 Intermediate Similarity NPC476114
0.7129 Intermediate Similarity NPC135950
0.7114 Intermediate Similarity NPC471546
0.7114 Intermediate Similarity NPC56170
0.7107 Intermediate Similarity NPC207851
0.7093 Intermediate Similarity NPC475648
0.709 Intermediate Similarity NPC474217
0.7073 Intermediate Similarity NPC103361
0.7072 Intermediate Similarity NPC213143
0.707 Intermediate Similarity NPC82070
0.7069 Intermediate Similarity NPC471015
0.7054 Intermediate Similarity NPC57453
0.7039 Intermediate Similarity NPC478045
0.7037 Intermediate Similarity NPC71079
0.7035 Intermediate Similarity NPC291759
0.7019 Intermediate Similarity NPC476115
0.7013 Intermediate Similarity NPC10904
0.6987 Remote Similarity NPC476090
0.6985 Remote Similarity NPC133591
0.6979 Remote Similarity NPC319456
0.6974 Remote Similarity NPC476419
0.6966 Remote Similarity NPC472435
0.6966 Remote Similarity NPC475301
0.6966 Remote Similarity NPC85879
0.6966 Remote Similarity NPC326930
0.6966 Remote Similarity NPC53255
0.6963 Remote Similarity NPC85918

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC329024 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
0.8112 Intermediate Similarity NPD7396 Approved
0.7807 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD820 Phase 3
0.7634 Intermediate Similarity NPD485 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD9075 Approved
0.7514 Intermediate Similarity NPD9074 Approved
0.7333 Intermediate Similarity NPD9271 Approved
0.7288 Intermediate Similarity NPD107 Approved
0.7181 Intermediate Similarity NPD5088 Discontinued
0.7129 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD8468 Phase 2
0.7103 Intermediate Similarity NPD8327 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD8325 Phase 3
0.7103 Intermediate Similarity NPD8326 Phase 3
0.7095 Intermediate Similarity NPD6529 Discontinued
0.7067 Intermediate Similarity NPD2831 Approved
0.7042 Intermediate Similarity NPD3795 Approved
0.7042 Intermediate Similarity NPD3794 Approved
0.7015 Intermediate Similarity NPD2544 Clinical (unspecified phase)
0.6927 Remote Similarity NPD8479 Phase 2
0.6919 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6897 Remote Similarity NPD2336 Approved
0.6889 Remote Similarity NPD203 Clinical (unspecified phase)
0.6849 Remote Similarity NPD3280 Approved
0.6818 Remote Similarity NPD6298 Discontinued
0.6771 Remote Similarity NPD5640 Discontinued
0.6768 Remote Similarity NPD6641 Approved
0.6768 Remote Similarity NPD6642 Approved
0.6766 Remote Similarity NPD1096 Discontinued
0.6763 Remote Similarity NPD2307 Discontinued
0.6755 Remote Similarity NPD5965 Clinical (unspecified phase)
0.6745 Remote Similarity NPD3947 Discontinued
0.6742 Remote Similarity NPD4301 Approved
0.6741 Remote Similarity NPD4086 Phase 1
0.673 Remote Similarity NPD5721 Clinical (unspecified phase)
0.6719 Remote Similarity NPD2511 Approved
0.6713 Remote Similarity NPD4417 Approved
0.67 Remote Similarity NPD9510 Approved
0.67 Remote Similarity NPD1643 Phase 3
0.6699 Remote Similarity NPD4376 Phase 3
0.6682 Remote Similarity NPD3371 Approved
0.6682 Remote Similarity NPD7878 Phase 2
0.6681 Remote Similarity NPD1483 Discontinued
0.6667 Remote Similarity NPD1173 Approved
0.6652 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6651 Remote Similarity NPD2509 Approved
0.6651 Remote Similarity NPD2510 Approved
0.6639 Remote Similarity NPD8370 Discontinued
0.6636 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6636 Remote Similarity NPD4989 Phase 2
0.6621 Remote Similarity NPD5148 Clinical (unspecified phase)
0.6621 Remote Similarity NPD5149 Phase 2
0.6619 Remote Similarity NPD7778 Approved
0.6619 Remote Similarity NPD53 Approved
0.6619 Remote Similarity NPD7777 Approved
0.6613 Remote Similarity NPD751 Clinical (unspecified phase)
0.6612 Remote Similarity NPD2896 Discontinued
0.6606 Remote Similarity NPD6657 Clinical (unspecified phase)
0.6602 Remote Similarity NPD8063 Discontinued
0.6602 Remote Similarity NPD3321 Discontinued
0.6591 Remote Similarity NPD3393 Approved
0.6591 Remote Similarity NPD3389 Approved
0.6591 Remote Similarity NPD3394 Approved
0.6585 Remote Similarity NPD4948 Discontinued
0.6583 Remote Similarity NPD5322 Clinical (unspecified phase)
0.658 Remote Similarity NPD8409 Suspended
0.6557 Remote Similarity NPD9506 Approved
0.6557 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6557 Remote Similarity NPD4491 Clinical (unspecified phase)
0.6555 Remote Similarity NPD4427 Phase 2
0.6553 Remote Similarity NPD4021 Phase 2
0.6544 Remote Similarity NPD5583 Clinical (unspecified phase)
0.6544 Remote Similarity NPD4506 Discontinued
0.6542 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6541 Remote Similarity NPD1649 Discontinued
0.6538 Remote Similarity NPD6665 Discontinued
0.6532 Remote Similarity NPD6578 Clinical (unspecified phase)
0.6524 Remote Similarity NPD7885 Phase 2
0.6524 Remote Similarity NPD3813 Approved
0.6524 Remote Similarity NPD7061 Clinical (unspecified phase)
0.6524 Remote Similarity NPD7886 Phase 2
0.6522 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6517 Remote Similarity NPD9284 Approved
0.6517 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6516 Remote Similarity NPD5490 Discontinued
0.6515 Remote Similarity NPD8373 Clinical (unspecified phase)
0.6508 Remote Similarity NPD1270 Approved
0.6507 Remote Similarity NPD4526 Approved
0.6507 Remote Similarity NPD4529 Approved
0.6507 Remote Similarity NPD4528 Approved
0.6505 Remote Similarity NPD9364 Phase 2
0.6505 Remote Similarity NPD9363 Approved
0.6502 Remote Similarity NPD6770 Approved
0.6497 Remote Similarity NPD4174 Clinical (unspecified phase)
0.6466 Remote Similarity NPD5891 Approved
0.6466 Remote Similarity NPD3006 Discontinued
0.6462 Remote Similarity NPD4987 Clinical (unspecified phase)
0.6459 Remote Similarity NPD5317 Clinical (unspecified phase)
0.6457 Remote Similarity NPD1926 Approved
0.6449 Remote Similarity NPD3911 Approved
0.6448 Remote Similarity NPD272 Approved
0.6443 Remote Similarity NPD9382 Approved
0.6443 Remote Similarity NPD9383 Approved
0.6438 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6435 Remote Similarity NPD944 Approved
0.6435 Remote Similarity NPD5901 Discontinued
0.6435 Remote Similarity NPD6987 Phase 1
0.6432 Remote Similarity NPD3925 Approved
0.6425 Remote Similarity NPD2809 Approved
0.6422 Remote Similarity NPD3178 Discontinued
0.6422 Remote Similarity NPD9362 Approved
0.6417 Remote Similarity NPD4805 Approved
0.6416 Remote Similarity NPD8356 Approved
0.6411 Remote Similarity NPD1977 Clinical (unspecified phase)
0.641 Remote Similarity NPD5255 Approved
0.6406 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6406 Remote Similarity NPD7010 Phase 3
0.6404 Remote Similarity NPD8037 Clinical (unspecified phase)
0.6404 Remote Similarity NPD8036 Clinical (unspecified phase)
0.6402 Remote Similarity NPD5228 Phase 3
0.6396 Remote Similarity NPD6635 Approved
0.6394 Remote Similarity NPD7233 Approved
0.6394 Remote Similarity NPD7234 Approved
0.6381 Remote Similarity NPD981 Phase 2
0.638 Remote Similarity NPD7069 Discontinued
0.6377 Remote Similarity NPD4375 Approved
0.6375 Remote Similarity NPD6525 Clinical (unspecified phase)
0.6373 Remote Similarity NPD5897 Approved
0.6373 Remote Similarity NPD5899 Approved
0.6373 Remote Similarity NPD5898 Approved
0.6359 Remote Similarity NPD721 Approved
0.6356 Remote Similarity NPD6955 Clinical (unspecified phase)
0.6355 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6351 Remote Similarity NPD6361 Phase 2
0.6349 Remote Similarity NPD1352 Discontinued
0.6335 Remote Similarity NPD5475 Discontinued
0.6335 Remote Similarity NPD7927 Clinical (unspecified phase)
0.6333 Remote Similarity NPD9080 Approved
0.6332 Remote Similarity NPD8289 Discontinued
0.633 Remote Similarity NPD7001 Phase 3
0.6329 Remote Similarity NPD4889 Approved
0.6326 Remote Similarity NPD4501 Approved
0.6326 Remote Similarity NPD4500 Approved
0.632 Remote Similarity NPD5022 Discontinued
0.632 Remote Similarity NPD5801 Clinical (unspecified phase)
0.6318 Remote Similarity NPD6739 Clinical (unspecified phase)
0.6316 Remote Similarity NPD1657 Approved
0.6313 Remote Similarity NPD5513 Phase 2
0.631 Remote Similarity NPD4804 Approved
0.6304 Remote Similarity NPD8430 Approved
0.6303 Remote Similarity NPD3406 Suspended
0.63 Remote Similarity NPD4923 Phase 1
0.6294 Remote Similarity NPD9398 Clinical (unspecified phase)
0.6292 Remote Similarity NPD6276 Discontinued
0.6287 Remote Similarity NPD43 Approved
0.6287 Remote Similarity NPD6182 Approved
0.6287 Remote Similarity NPD6183 Clinical (unspecified phase)
0.6284 Remote Similarity NPD4122 Approved
0.6284 Remote Similarity NPD4035 Approved
0.6284 Remote Similarity NPD31 Approved
0.6284 Remote Similarity NPD4034 Approved
0.6284 Remote Similarity NPD4033 Approved
0.6284 Remote Similarity NPD32 Approved
0.6284 Remote Similarity NPD4037 Approved
0.6284 Remote Similarity NPD4038 Approved
0.6284 Remote Similarity NPD4036 Approved
0.6284 Remote Similarity NPD4039 Approved
0.628 Remote Similarity NPD3569 Discontinued
0.6279 Remote Similarity NPD7000 Clinical (unspecified phase)
0.6279 Remote Similarity NPD6999 Discontinued
0.6276 Remote Similarity NPD2582 Approved
0.6276 Remote Similarity NPD2581 Approved
0.6274 Remote Similarity NPD4551 Phase 2
0.6273 Remote Similarity NPD7467 Discontinued
0.6268 Remote Similarity NPD8020 Approved
0.6268 Remote Similarity NPD8021 Approved
0.6267 Remote Similarity NPD6477 Clinical (unspecified phase)
0.6267 Remote Similarity NPD3805 Clinical (unspecified phase)
0.6266 Remote Similarity NPD7031 Phase 1
0.6262 Remote Similarity NPD6206 Phase 1
0.6261 Remote Similarity NPD7426 Phase 1
0.625 Remote Similarity NPD1627 Clinical (unspecified phase)
0.625 Remote Similarity NPD8375 Approved
0.625 Remote Similarity NPD3082 Discontinued
0.625 Remote Similarity NPD2814 Clinical (unspecified phase)
0.6244 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6239 Remote Similarity NPD4373 Phase 2
0.6239 Remote Similarity NPD1623 Approved
0.6238 Remote Similarity NPD4334 Discontinued
0.6237 Remote Similarity NPD510 Phase 1
0.6233 Remote Similarity NPD5866 Approved
0.6231 Remote Similarity NPD1631 Approved
0.6227 Remote Similarity NPD7562 Approved
0.6227 Remote Similarity NPD6135 Phase 1
0.6224 Remote Similarity NPD6026 Approved
0.6223 Remote Similarity NPD6962 Phase 2
0.622 Remote Similarity NPD3315 Phase 3
0.6219 Remote Similarity NPD6872 Clinical (unspecified phase)
0.6218 Remote Similarity NPD7576 Discontinued
0.6217 Remote Similarity NPD7269 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   56599668
ChEMBL   CHEMBL1928044
ZINC  

Physicochemical Properties

Molecular Weight:  507.17
ALogP:  -3.9882
MLogP:  2.78
XLogP:  0.15
# Rotatable Bonds:  16
Polar Surface Area:  189.92
# H-Bond Aceptor:  11
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  36

Download Data

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Biological Activities  
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