Natural Product: NPC475533

Natural Product ID:  NPC475533
Common Name:   Hypoglaunine D
IUPAC Name:  
Synonyms:   Hypoglaunine D
Molecular Formula:   C41H47NO19
Standard InCHIKey:  KQXBVFVORGQCER-PWIKAHHMSA-N
Standard InCHI:  InChI=1S/C41H47NO19/c1-18-19(2)35(48)60-32-30(56-21(4)44)34(59-24(7)47)40(17-54-37(50)27-11-10-14-52-27)33(58-23(6)46)29(55-20(3)43)28-31(57-22(5)45)41(40,39(32,9)51)61-38(28,8)16-53-36(49)26-15-42-13-12-25(18)26/h10-15,18-19,28-34,51H,16-17H2,1-9H3/t18?,19?,28-,29-,30+,31-,32+,33-,34+,38+,39+,40-,41+/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1[C@@H]2OC(=O)C(C)C(C)c3ccncc3C(=O)OC[C@@]3(O[C@@]4([C@@]2(C)O)[C@]([C@H]1OC(=O)C)(COC(=O)c1ccco1)[C@H](OC(=O)C)[C@@H]([C@@H]3[C@H]4OC(=O)C)OC(=O)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
NPO1152 Tripterygium hypoglaucum Species Celastraceae Eukaryota Phytochemistry,1998,49: 2185-2189
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Roots PMID[16989518]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT759 Cell Line H9 Homo sapiens IC50 = 22.2 ug/ml PubChem BioAssay data set
NPT759 Cell Line H9 Homo sapiens IC50 = 22.2 ug/ml 19583252

  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 NPC475533 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
0.9954 High Similarity NPC475315
0.9954 High Similarity NPC324619
0.9686 High Similarity NPC475301
0.9686 High Similarity NPC85879
0.9686 High Similarity NPC53255
0.9686 High Similarity NPC326930
0.9643 High Similarity NPC13603
0.9515 High Similarity NPC473833
0.9467 High Similarity NPC471015
0.9432 High Similarity NPC328928
0.9327 High Similarity NPC471013
0.9327 High Similarity NPC180668
0.9327 High Similarity NPC148896
0.9181 High Similarity NPC471978
0.9163 High Similarity NPC10904
0.9064 High Similarity NPC471979
0.8869 High Similarity NPC475601
0.8864 High Similarity NPC328154
0.8843 High Similarity NPC470306
0.8824 High Similarity NPC148860
0.8802 High Similarity NPC471016
0.8802 High Similarity NPC475408
0.8802 High Similarity NPC471014
0.875 High Similarity NPC150698
0.875 High Similarity NPC96801
0.8727 High Similarity NPC477912
0.8721 High Similarity NPC301368
0.8721 High Similarity NPC84815
0.8716 High Similarity NPC6981
0.8711 High Similarity NPC469748
0.8676 High Similarity NPC294579
0.8676 High Similarity NPC144779
0.8634 High Similarity NPC35208
0.8628 High Similarity NPC320324
0.8628 High Similarity NPC319880
0.8628 High Similarity NPC244839
0.8624 High Similarity NPC228331
0.8624 High Similarity NPC319128
0.8616 High Similarity NPC146824
0.8604 High Similarity NPC127720
0.8604 High Similarity NPC127026
0.8604 High Similarity NPC477911
0.8591 High Similarity NPC62367
0.859 High Similarity NPC237702
0.8584 High Similarity NPC292416
0.8584 High Similarity NPC473689
0.8584 High Similarity NPC477910
0.8578 High Similarity NPC475362
0.8565 High Similarity NPC253482
0.8565 High Similarity NPC250807
0.8565 High Similarity NPC76565
0.8565 High Similarity NPC471980
0.8565 High Similarity NPC57797
0.8552 High Similarity NPC216428
0.8546 High Similarity NPC471004
0.8539 High Similarity NPC4421
0.8533 High Similarity NPC87152
0.8533 High Similarity NPC476110
0.8533 High Similarity NPC122968
0.8533 High Similarity NPC477787
0.8533 High Similarity NPC475600
0.8533 High Similarity NPC328186
0.8533 High Similarity NPC228377
0.8533 High Similarity NPC475631
0.8532 High Similarity NPC472553
0.8527 High Similarity NPC475137
0.8527 High Similarity NPC473850
0.8527 High Similarity NPC475498
0.8515 High Similarity NPC327904
0.8515 High Similarity NPC38959
0.85 High Similarity NPC42678
0.85 High Similarity NPC477909
0.85 High Similarity NPC477907
0.8496 Intermediate Similarity NPC471190
0.8496 Intermediate Similarity NPC470486
0.8496 Intermediate Similarity NPC475644
0.8496 Intermediate Similarity NPC471977
0.8472 Intermediate Similarity NPC475426
0.8472 Intermediate Similarity NPC475406
0.8468 Intermediate Similarity NPC472555
0.8455 Intermediate Similarity NPC475648
0.8451 Intermediate Similarity NPC211920
0.8451 Intermediate Similarity NPC124029
0.8444 Intermediate Similarity NPC477902
0.8423 Intermediate Similarity NPC6576
0.8423 Intermediate Similarity NPC158020
0.8423 Intermediate Similarity NPC75600
0.8423 Intermediate Similarity NPC212768
0.8423 Intermediate Similarity NPC473115
0.8423 Intermediate Similarity NPC473089
0.8421 Intermediate Similarity NPC316841
0.8421 Intermediate Similarity NPC475596
0.8421 Intermediate Similarity NPC475303
0.8407 Intermediate Similarity NPC473506
0.8394 Intermediate Similarity NPC472550
0.8394 Intermediate Similarity NPC304179
0.8394 Intermediate Similarity NPC48042
0.8391 Intermediate Similarity NPC327769
0.8384 Intermediate Similarity NPC30456
0.8378 Intermediate Similarity NPC206343
0.8378 Intermediate Similarity NPC477908
0.8356 Intermediate Similarity NPC477788
0.8341 Intermediate Similarity NPC477906
0.8268 Intermediate Similarity NPC238278
0.8265 Intermediate Similarity NPC63041
0.8253 Intermediate Similarity NPC134384
0.8253 Intermediate Similarity NPC311196
0.8233 Intermediate Similarity NPC170751
0.823 Intermediate Similarity NPC477903
0.8225 Intermediate Similarity NPC213143
0.821 Intermediate Similarity NPC14116
0.821 Intermediate Similarity NPC285411
0.8206 Intermediate Similarity NPC264674
0.8202 Intermediate Similarity NPC477899
0.8202 Intermediate Similarity NPC477900
0.8202 Intermediate Similarity NPC26881
0.8194 Intermediate Similarity NPC235364
0.8122 Intermediate Similarity NPC233727
0.8106 Intermediate Similarity NPC477901
0.8063 Intermediate Similarity NPC472752
0.806 Intermediate Similarity NPC91125
0.7964 Intermediate Similarity NPC289086
0.7956 Intermediate Similarity NPC476467
0.7876 Intermediate Similarity NPC280473
0.7876 Intermediate Similarity NPC323551
0.786 Intermediate Similarity NPC187494
0.786 Intermediate Similarity NPC319556
0.7841 Intermediate Similarity NPC41724
0.7841 Intermediate Similarity NPC51008
0.7832 Intermediate Similarity NPC470189
0.7832 Intermediate Similarity NPC40919
0.7778 Intermediate Similarity NPC470190
0.7773 Intermediate Similarity NPC30570
0.7773 Intermediate Similarity NPC207531
0.7763 Intermediate Similarity NPC165837
0.7719 Intermediate Similarity NPC292517
0.7696 Intermediate Similarity NPC193361
0.7696 Intermediate Similarity NPC62844
0.7662 Intermediate Similarity NPC162812
0.7633 Intermediate Similarity NPC107123
0.7607 Intermediate Similarity NPC253314
0.7577 Intermediate Similarity NPC475835
0.7467 Intermediate Similarity NPC470279
0.7449 Intermediate Similarity NPC476090
0.7354 Intermediate Similarity NPC103230
0.7304 Intermediate Similarity NPC309498
0.7301 Intermediate Similarity NPC320748
0.7301 Intermediate Similarity NPC324245
0.7281 Intermediate Similarity NPC328559
0.7281 Intermediate Similarity NPC32451
0.7277 Intermediate Similarity NPC289786
0.7269 Intermediate Similarity NPC75179
0.7258 Intermediate Similarity NPC119134
0.7252 Intermediate Similarity NPC44354
0.7237 Intermediate Similarity NPC79223
0.7233 Intermediate Similarity NPC183537
0.7216 Intermediate Similarity NPC478045
0.7205 Intermediate Similarity NPC155792
0.72 Intermediate Similarity NPC15406
0.7197 Intermediate Similarity NPC54066
0.7194 Intermediate Similarity NPC134637
0.7191 Intermediate Similarity NPC111732
0.7189 Intermediate Similarity NPC210296
0.7181 Intermediate Similarity NPC329024
0.7172 Intermediate Similarity NPC24019
0.7171 Intermediate Similarity NPC124313
0.7166 Intermediate Similarity NPC108342
0.7165 Intermediate Similarity NPC77878
0.7161 Intermediate Similarity NPC236668
0.7137 Intermediate Similarity NPC182907
0.7137 Intermediate Similarity NPC189903
0.7137 Intermediate Similarity NPC473053
0.7131 Intermediate Similarity NPC146976
0.7126 Intermediate Similarity NPC90875
0.7124 Intermediate Similarity NPC156044
0.7114 Intermediate Similarity NPC233334
0.7093 Intermediate Similarity NPC258048
0.7092 Intermediate Similarity NPC84164
0.7092 Intermediate Similarity NPC207283
0.7074 Intermediate Similarity NPC59033
0.7074 Intermediate Similarity NPC317672
0.7066 Intermediate Similarity NPC472436
0.7061 Intermediate Similarity NPC246381
0.7052 Intermediate Similarity NPC37473
0.7051 Intermediate Similarity NPC193238
0.7042 Intermediate Similarity NPC141385
0.704 Intermediate Similarity NPC166722
0.7039 Intermediate Similarity NPC25442
0.7039 Intermediate Similarity NPC12944
0.7018 Intermediate Similarity NPC146724
0.7016 Intermediate Similarity NPC22481
0.6996 Remote Similarity NPC210434
0.6987 Remote Similarity NPC109922
0.6973 Remote Similarity NPC191489
0.6971 Remote Similarity NPC473822
0.6964 Remote Similarity NPC278525
0.6962 Remote Similarity NPC470020
0.695 Remote Similarity NPC472435
0.6948 Remote Similarity NPC255800
0.6948 Remote Similarity NPC96584

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475533 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
0.7582 Intermediate Similarity NPD1483 Discontinued
0.7561 Intermediate Similarity NPD8468 Phase 2
0.7436 Intermediate Similarity NPD4989 Phase 2
0.7414 Intermediate Similarity NPD7069 Discontinued
0.7412 Intermediate Similarity NPD2831 Approved
0.7325 Intermediate Similarity NPD6477 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD7886 Phase 2
0.7287 Intermediate Similarity NPD7885 Phase 2
0.7281 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD6525 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD7396 Approved
0.7143 Intermediate Similarity NPD8404 Phase 2
0.7143 Intermediate Similarity NPD6962 Phase 2
0.7124 Intermediate Similarity NPD6361 Phase 2
0.7106 Intermediate Similarity NPD6262 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD4373 Phase 2
0.7071 Intermediate Similarity NPD3326 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD6257 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD6825 Phase 1
0.7011 Intermediate Similarity NPD7862 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD3925 Approved
0.6983 Remote Similarity NPD8479 Phase 2
0.698 Remote Similarity NPD5640 Discontinued
0.6975 Remote Similarity NPD5866 Approved
0.6973 Remote Similarity NPD7708 Approved
0.6971 Remote Similarity NPD1926 Approved
0.6964 Remote Similarity NPD8052 Clinical (unspecified phase)
0.6964 Remote Similarity NPD4952 Phase 3
0.6964 Remote Similarity NPD4889 Approved
0.6943 Remote Similarity NPD5975 Clinical (unspecified phase)
0.694 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6932 Remote Similarity NPD7803 Approved
0.692 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6908 Remote Similarity NPD6530 Approved
0.6908 Remote Similarity NPD6531 Approved
0.6902 Remote Similarity NPD7967 Discontinued
0.6895 Remote Similarity NPD5022 Discontinued
0.6892 Remote Similarity NPD3006 Discontinued
0.6885 Remote Similarity NPD4923 Phase 1
0.6885 Remote Similarity NPD6298 Discontinued
0.6862 Remote Similarity NPD7927 Clinical (unspecified phase)
0.686 Remote Similarity NPD5482 Discontinued
0.685 Remote Similarity NPD7417 Discontinued
0.6847 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6846 Remote Similarity NPD4667 Clinical (unspecified phase)
0.6827 Remote Similarity NPD3217 Phase 2
0.6822 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6806 Remote Similarity NPD7956 Approved
0.6806 Remote Similarity NPD7955 Approved
0.6805 Remote Similarity NPD3795 Approved
0.6805 Remote Similarity NPD3794 Approved
0.6803 Remote Similarity NPD6955 Clinical (unspecified phase)
0.6795 Remote Similarity NPD5228 Phase 3
0.6784 Remote Similarity NPD6790 Phase 1
0.677 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6765 Remote Similarity NPD8465 Approved
0.6765 Remote Similarity NPD8466 Approved
0.6765 Remote Similarity NPD8467 Approved
0.6762 Remote Similarity NPD7395 Discontinued
0.6759 Remote Similarity NPD5891 Approved
0.6757 Remote Similarity NPD8350 Clinical (unspecified phase)
0.6753 Remote Similarity NPD4551 Phase 2
0.6747 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6741 Remote Similarity NPD5922 Phase 3
0.6736 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6736 Remote Similarity NPD7467 Discontinued
0.6727 Remote Similarity NPD8459 Approved
0.6727 Remote Similarity NPD8460 Approved
0.6723 Remote Similarity NPD6219 Discontinued
0.6716 Remote Similarity NPD7053 Clinical (unspecified phase)
0.6713 Remote Similarity NPD820 Phase 3
0.6711 Remote Similarity NPD4375 Approved
0.671 Remote Similarity NPD3923 Approved
0.671 Remote Similarity NPD3921 Approved
0.671 Remote Similarity NPD3924 Approved
0.671 Remote Similarity NPD3922 Approved
0.6705 Remote Similarity NPD8091 Phase 3
0.6693 Remote Similarity NPD6716 Phase 1
0.6681 Remote Similarity NPD6874 Approved
0.6681 Remote Similarity NPD8434 Phase 2
0.6681 Remote Similarity NPD7414 Clinical (unspecified phase)
0.668 Remote Similarity NPD2921 Clinical (unspecified phase)
0.668 Remote Similarity NPD5147 Discontinued
0.668 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5088 Discontinued
0.6667 Remote Similarity NPD8426 Approved
0.6667 Remote Similarity NPD5805 Approved
0.6667 Remote Similarity NPD8101 Phase 3
0.6667 Remote Similarity NPD8425 Approved
0.6654 Remote Similarity NPD6276 Discontinued
0.6653 Remote Similarity NPD7703 Clinical (unspecified phase)
0.6652 Remote Similarity NPD4021 Phase 2
0.6642 Remote Similarity NPD8428 Approved
0.6642 Remote Similarity NPD8429 Approved
0.6642 Remote Similarity NPD8427 Approved
0.664 Remote Similarity NPD7426 Phase 1
0.6639 Remote Similarity NPD6529 Discontinued
0.6638 Remote Similarity NPD6569 Phase 2
0.6628 Remote Similarity NPD4369 Phase 2
0.6627 Remote Similarity NPD7853 Phase 2
0.6627 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6625 Remote Similarity NPD5429 Discontinued
0.6624 Remote Similarity NPD5512 Phase 3
0.6617 Remote Similarity NPD5450 Discontinued
0.6614 Remote Similarity NPD6494 Phase 2
0.6614 Remote Similarity NPD7558 Phase 2
0.6612 Remote Similarity NPD5726 Clinical (unspecified phase)
0.6608 Remote Similarity NPD3386 Phase 2
0.6605 Remote Similarity NPD8363 Approved
0.6605 Remote Similarity NPD8364 Approved
0.6598 Remote Similarity NPD2509 Approved
0.6598 Remote Similarity NPD2510 Approved
0.6597 Remote Similarity NPD5721 Clinical (unspecified phase)
0.6593 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6585 Remote Similarity NPD8325 Phase 3
0.6585 Remote Similarity NPD8326 Phase 3
0.6585 Remote Similarity NPD8327 Clinical (unspecified phase)
0.6582 Remote Similarity NPD4491 Clinical (unspecified phase)
0.6579 Remote Similarity NPD7169 Suspended
0.6577 Remote Similarity NPD6872 Clinical (unspecified phase)
0.6573 Remote Similarity NPD7180 Phase 3
0.6571 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6568 Remote Similarity NPD7393 Clinical (unspecified phase)
0.6564 Remote Similarity NPD7022 Phase 2
0.6564 Remote Similarity NPD3322 Phase 1
0.656 Remote Similarity NPD7547 Clinical (unspecified phase)
0.6559 Remote Similarity NPD4429 Discontinued
0.6559 Remote Similarity NPD3354 Phase 2
0.6557 Remote Similarity NPD3815 Phase 1
0.6557 Remote Similarity NPD3816 Phase 1
0.6557 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6553 Remote Similarity NPD8279 Clinical (unspecified phase)
0.6552 Remote Similarity NPD8100 Phase 3
0.6549 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6548 Remote Similarity NPD4328 Approved
0.6548 Remote Similarity NPD3259 Approved
0.6542 Remote Similarity NPD3947 Discontinued
0.6542 Remote Similarity NPD6987 Phase 1
0.6532 Remote Similarity NPD6974 Phase 3
0.653 Remote Similarity NPD6228 Discontinued
0.653 Remote Similarity NPD5867 Clinical (unspecified phase)
0.6527 Remote Similarity NPD7123 Suspended
0.6525 Remote Similarity NPD7238 Clinical (unspecified phase)
0.6525 Remote Similarity NPD8485 Approved
0.6518 Remote Similarity NPD485 Clinical (unspecified phase)
0.6517 Remote Similarity NPD8461 Discontinued
0.6516 Remote Similarity NPD6635 Approved
0.6516 Remote Similarity NPD4417 Approved
0.6516 Remote Similarity NPD5416 Discontinued
0.6515 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6515 Remote Similarity NPD7010 Phase 3
0.6511 Remote Similarity NPD7416 Clinical (unspecified phase)
0.6511 Remote Similarity NPD3395 Approved
0.6511 Remote Similarity NPD3396 Approved
0.6507 Remote Similarity NPD7924 Phase 2
0.6507 Remote Similarity NPD7925 Phase 2
0.6506 Remote Similarity NPD3280 Approved
0.6506 Remote Similarity NPD6242 Discontinued
0.6504 Remote Similarity NPD7707 Approved
0.6502 Remote Similarity NPD4437 Phase 3
0.6502 Remote Similarity NPD4506 Discontinued
0.65 Remote Similarity NPD5513 Phase 2
0.6492 Remote Similarity NPD5632 Approved
0.6492 Remote Similarity NPD2011 Clinical (unspecified phase)
0.6491 Remote Similarity NPD5857 Phase 3
0.6482 Remote Similarity NPD7994 Phase 2
0.6481 Remote Similarity NPD4081 Clinical (unspecified phase)
0.648 Remote Similarity NPD7907 Approved
0.6478 Remote Similarity NPD2433 Clinical (unspecified phase)
0.6478 Remote Similarity NPD3394 Approved
0.6478 Remote Similarity NPD3389 Approved
0.6478 Remote Similarity NPD3393 Approved
0.6476 Remote Similarity NPD1032 Phase 2
0.6475 Remote Similarity NPD6495 Clinical (unspecified phase)
0.6466 Remote Similarity NPD8463 Approved
0.6466 Remote Similarity NPD6770 Approved
0.6459 Remote Similarity NPD6964 Approved
0.6459 Remote Similarity NPD6963 Approved
0.6454 Remote Similarity NPD8356 Approved
0.6445 Remote Similarity NPD5015 Clinical (unspecified phase)
0.6445 Remote Similarity NPD7797 Approved
0.6445 Remote Similarity NPD7796 Approved
0.6445 Remote Similarity NPD7031 Phase 1
0.6444 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6444 Remote Similarity NPD1078 Clinical (unspecified phase)
0.6443 Remote Similarity NPD3263 Phase 3
0.6442 Remote Similarity NPD8442 Discontinued
0.6439 Remote Similarity NPD8102 Discontinued
0.6437 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6432 Remote Similarity NPD7497 Discontinued
0.6431 Remote Similarity NPD1659 Phase 1
0.6431 Remote Similarity NPD5479 Discontinued
0.6429 Remote Similarity NPD7859 Phase 2
0.6426 Remote Similarity NPD6568 Discontinued
0.6426 Remote Similarity NPD6460 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6415 Remote Similarity NPD6475 Phase 2
0.6414 Remote Similarity NPD6550 Discontinued
0.6411 Remote Similarity NPD5612 Discontinued

Structure

External Identifiers

PubChem CID   44583770
ChEMBL   CHEMBL507563
ZINC  

Physicochemical Properties

Molecular Weight:  857.27
ALogP:  -1.9504
MLogP:  3.77
XLogP:  2.434
# Rotatable Bonds:  24
Polar Surface Area:  265.89
# H-Bond Aceptor:  19
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  61

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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