Natural Product: NPC469499

Natural Product ID:  NPC469499
Common Name:   Biyouyanagin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C31H38O4
Standard InCHIKey:  HPOOJUSGIAKESV-DPWIXMIVSA-N
Standard InCHI:  InChI=1S/C31H38O4/c1-7-29(6)18-34-28(33)31(29)27(32)26-24-23(20(4)13-11-12-19(2)3)17-16-21(5)25(24)30(26,35-31)22-14-9-8-10-15-22/h7-10,12,14-16,20,23-26H,1,11,13,17-18H2,2-6H3/t20-,23+,24+,25-,26+,29+,30+,31+/m1/s1
Canonical SMILES:  C=C[C@@]1(C)COC(=O)[C@@]21O[C@@]1([C@H](C2=O)[C@@H]2[C@H]1C(=CC[C@H]2[C@@H](CCC=C(C)C)C)C)c1ccccc1
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
NPO8089 Hypericum chinense Species Hypericaceae Eukaryota PMID[19606850]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 16.8 ug/ml 19691312
NPT111 Cell Line K562 Homo sapiens IC50 = 16.6 ug/ml 10.1021/np9606815
NPT111 Cell Line K562 Homo sapiens IC50 = 31.1 ug/ml 21044841
NPT2 Others Unspecified IC50 = 36.2 ug/ml PubChem BioAssay data set
NPT83 Cell Line MCF7 Homo sapiens IC50 = 27.1 ug/ml 16933889
NPT407 Cell Line COLO 205 Homo sapiens IC50 = 26.9 ug/ml 3981544
NPT91 Cell Line KB Homo sapiens IC50 = 38.8 ug/ml 17157024

  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 NPC469499 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
0.831 Intermediate Similarity NPC471100
0.831 Intermediate Similarity NPC471107
0.8082 Intermediate Similarity NPC254558
0.8071 Intermediate Similarity NPC86772
0.8028 Intermediate Similarity NPC187566
0.8027 Intermediate Similarity NPC471103
0.8027 Intermediate Similarity NPC51602
0.8014 Intermediate Similarity NPC272523
0.8014 Intermediate Similarity NPC325805
0.8 Intermediate Similarity NPC469513
0.7986 Intermediate Similarity NPC475404
0.7986 Intermediate Similarity NPC473677
0.7958 Intermediate Similarity NPC183270
0.7958 Intermediate Similarity NPC477904
0.7958 Intermediate Similarity NPC251294
0.7943 Intermediate Similarity NPC184109
0.7931 Intermediate Similarity NPC127857
0.7929 Intermediate Similarity NPC290833
0.7929 Intermediate Similarity NPC265459
0.7929 Intermediate Similarity NPC475262
0.7926 Intermediate Similarity NPC476599
0.7919 Intermediate Similarity NPC219419
0.7917 Intermediate Similarity NPC82467
0.7908 Intermediate Similarity NPC55744
0.7907 Intermediate Similarity NPC216387
0.7905 Intermediate Similarity NPC101043
0.7905 Intermediate Similarity NPC306799
0.7902 Intermediate Similarity NPC473497
0.7899 Intermediate Similarity NPC60825
0.7899 Intermediate Similarity NPC291419
0.7877 Intermediate Similarity NPC170668
0.7872 Intermediate Similarity NPC285221
0.7872 Intermediate Similarity NPC194769
0.7867 Intermediate Similarity NPC155329
0.7867 Intermediate Similarity NPC282239
0.7867 Intermediate Similarity NPC259144
0.7867 Intermediate Similarity NPC114357
0.7867 Intermediate Similarity NPC473670
0.7867 Intermediate Similarity NPC21410
0.7862 Intermediate Similarity NPC471912
0.7862 Intermediate Similarity NPC80895
0.7857 Intermediate Similarity NPC472250
0.7832 Intermediate Similarity NPC475660
0.7826 Intermediate Similarity NPC471832
0.7815 Intermediate Similarity NPC217091
0.7815 Intermediate Similarity NPC106895
0.7808 Intermediate Similarity NPC277053
0.7808 Intermediate Similarity NPC301946
0.7801 Intermediate Similarity NPC79699
0.78 Intermediate Similarity NPC248265
0.78 Intermediate Similarity NPC229545
0.78 Intermediate Similarity NPC11588
0.78 Intermediate Similarity NPC134685
0.7794 Intermediate Similarity NPC121272
0.7794 Intermediate Similarity NPC476033
0.7793 Intermediate Similarity NPC477094
0.7793 Intermediate Similarity NPC153214
0.7793 Intermediate Similarity NPC45307
0.7793 Intermediate Similarity NPC477096
0.7778 Intermediate Similarity NPC475413
0.7778 Intermediate Similarity NPC138798
0.7778 Intermediate Similarity NPC474303
0.777 Intermediate Similarity NPC60509
0.777 Intermediate Similarity NPC250046
0.777 Intermediate Similarity NPC81698
0.7763 Intermediate Similarity NPC472393
0.7755 Intermediate Similarity NPC475552
0.7755 Intermediate Similarity NPC477095
0.7748 Intermediate Similarity NPC472549
0.774 Intermediate Similarity NPC470231
0.773 Intermediate Similarity NPC474608
0.7724 Intermediate Similarity NPC471856
0.7724 Intermediate Similarity NPC182869
0.7724 Intermediate Similarity NPC472546
0.7718 Intermediate Similarity NPC91730
0.7718 Intermediate Similarity NPC161239
0.7718 Intermediate Similarity NPC165260
0.7718 Intermediate Similarity NPC112216
0.7718 Intermediate Similarity NPC7095
0.7718 Intermediate Similarity NPC198455
0.7714 Intermediate Similarity NPC472394
0.7714 Intermediate Similarity NPC471880
0.7712 Intermediate Similarity NPC471102
0.7703 Intermediate Similarity NPC205389
0.7698 Intermediate Similarity NPC147561
0.7676 Intermediate Similarity NPC291638
0.7676 Intermediate Similarity NPC17877
0.7676 Intermediate Similarity NPC472577
0.7676 Intermediate Similarity NPC270364
0.7676 Intermediate Similarity NPC195647
0.7676 Intermediate Similarity NPC66761
0.7667 Intermediate Similarity NPC197037
0.7664 Intermediate Similarity NPC79608
0.766 Intermediate Similarity NPC476644
0.7655 Intermediate Similarity NPC471862
0.7651 Intermediate Similarity NPC473403
0.7647 Intermediate Similarity NPC472704
0.7647 Intermediate Similarity NPC469742
0.7647 Intermediate Similarity NPC469417
0.7639 Intermediate Similarity NPC276652
0.7622 Intermediate Similarity NPC472551
0.7622 Intermediate Similarity NPC472545
0.7616 Intermediate Similarity NPC472548
0.7612 Intermediate Similarity NPC473243
0.7609 Intermediate Similarity NPC51292
0.7609 Intermediate Similarity NPC473423
0.7606 Intermediate Similarity NPC324898
0.7606 Intermediate Similarity NPC134937
0.7606 Intermediate Similarity NPC298547
0.7606 Intermediate Similarity NPC153617
0.7603 Intermediate Similarity NPC475135
0.7603 Intermediate Similarity NPC183540
0.76 Intermediate Similarity NPC232583
0.76 Intermediate Similarity NPC25484
0.7589 Intermediate Similarity NPC209851
0.7586 Intermediate Similarity NPC79921
0.7586 Intermediate Similarity NPC475400
0.7584 Intermediate Similarity NPC217918
0.7582 Intermediate Similarity NPC154675
0.7574 Intermediate Similarity NPC472703
0.7571 Intermediate Similarity NPC475508
0.7571 Intermediate Similarity NPC42234
0.7569 Intermediate Similarity NPC283375
0.7569 Intermediate Similarity NPC39549
0.7569 Intermediate Similarity NPC183122
0.7566 Intermediate Similarity NPC77719
0.7566 Intermediate Similarity NPC237549
0.7566 Intermediate Similarity NPC257213
0.7566 Intermediate Similarity NPC133430
0.7566 Intermediate Similarity NPC249471
0.7566 Intermediate Similarity NPC304876
0.7566 Intermediate Similarity NPC472005
0.7566 Intermediate Similarity NPC242262
0.7566 Intermediate Similarity NPC469477
0.7566 Intermediate Similarity NPC472022
0.7566 Intermediate Similarity NPC473414
0.7566 Intermediate Similarity NPC265395
0.7566 Intermediate Similarity NPC158333
0.7566 Intermediate Similarity NPC472030
0.7566 Intermediate Similarity NPC256142
0.7566 Intermediate Similarity NPC1173
0.7556 Intermediate Similarity NPC50872
0.7554 Intermediate Similarity NPC195224
0.7552 Intermediate Similarity NPC471864
0.7552 Intermediate Similarity NPC212207
0.7552 Intermediate Similarity NPC149401
0.7552 Intermediate Similarity NPC279637
0.7538 Intermediate Similarity NPC469547
0.7536 Intermediate Similarity NPC100402
0.7536 Intermediate Similarity NPC9180
0.7536 Intermediate Similarity NPC470818
0.7535 Intermediate Similarity NPC144257
0.7534 Intermediate Similarity NPC213567
0.7534 Intermediate Similarity NPC473654
0.7534 Intermediate Similarity NPC77493
0.7533 Intermediate Similarity NPC473215
0.7532 Intermediate Similarity NPC469771
0.7532 Intermediate Similarity NPC181924
0.7519 Intermediate Similarity NPC45794
0.7518 Intermediate Similarity NPC472418
0.7517 Intermediate Similarity NPC477737
0.7517 Intermediate Similarity NPC210591
0.7517 Intermediate Similarity NPC214550
0.7517 Intermediate Similarity NPC475652
0.7516 Intermediate Similarity NPC112523
0.7516 Intermediate Similarity NPC228204
0.7516 Intermediate Similarity NPC26033
0.7516 Intermediate Similarity NPC5115
0.7516 Intermediate Similarity NPC114410
0.75 Intermediate Similarity NPC477905
0.75 Intermediate Similarity NPC210531
0.7484 Intermediate Similarity NPC469399
0.7484 Intermediate Similarity NPC49297
0.7483 Intermediate Similarity NPC477099
0.7483 Intermediate Similarity NPC136994
0.7483 Intermediate Similarity NPC63737
0.7483 Intermediate Similarity NPC477101
0.7483 Intermediate Similarity NPC125033
0.7483 Intermediate Similarity NPC473214
0.7483 Intermediate Similarity NPC477097
0.7483 Intermediate Similarity NPC88255
0.7483 Intermediate Similarity NPC471911
0.7483 Intermediate Similarity NPC4242
0.7483 Intermediate Similarity NPC470245
0.7482 Intermediate Similarity NPC253681
0.7468 Intermediate Similarity NPC70344
0.7468 Intermediate Similarity NPC471493
0.7468 Intermediate Similarity NPC11410
0.7467 Intermediate Similarity NPC132652
0.7466 Intermediate Similarity NPC473613
0.7466 Intermediate Similarity NPC43241
0.7466 Intermediate Similarity NPC472547
0.7466 Intermediate Similarity NPC211137
0.7466 Intermediate Similarity NPC473112
0.7466 Intermediate Similarity NPC48017
0.7466 Intermediate Similarity NPC90614
0.7466 Intermediate Similarity NPC473060
0.7466 Intermediate Similarity NPC171207
0.7466 Intermediate Similarity NPC473758
0.7466 Intermediate Similarity NPC184747

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469499 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
0.7535 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD4198 Discontinued
0.7346 Intermediate Similarity NPD7799 Discontinued
0.7333 Intermediate Similarity NPD7236 Approved
0.7226 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD2067 Discontinued
0.7164 Intermediate Similarity NPD2629 Approved
0.7143 Intermediate Similarity NPD8407 Phase 2
0.7121 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD7239 Suspended
0.7083 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD8368 Discontinued
0.7037 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.6963 Remote Similarity NPD6010 Discontinued
0.6959 Remote Similarity NPD8434 Phase 2
0.6929 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6899 Remote Similarity NPD6599 Discontinued
0.6889 Remote Similarity NPD6858 Approved
0.6889 Remote Similarity NPD7094 Approved
0.6875 Remote Similarity NPD6085 Phase 2
0.6875 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6842 Remote Similarity NPD2182 Approved
0.6835 Remote Similarity NPD7741 Discontinued
0.6815 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6782 Remote Similarity NPD8435 Approved
0.6779 Remote Similarity NPD6355 Discontinued
0.6755 Remote Similarity NPD7305 Phase 1
0.6742 Remote Similarity NPD5048 Discontinued
0.6738 Remote Similarity NPD5126 Approved
0.6738 Remote Similarity NPD5125 Phase 3
0.6736 Remote Similarity NPD5667 Approved
0.6688 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6687 Remote Similarity NPD7058 Phase 2
0.6687 Remote Similarity NPD7057 Phase 3
0.6686 Remote Similarity NPD8360 Approved
0.6686 Remote Similarity NPD8361 Approved
0.6667 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6645 Remote Similarity NPD4628 Phase 3
0.6644 Remote Similarity NPD8032 Phase 2
0.6644 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6643 Remote Similarity NPD6287 Discontinued
0.6643 Remote Similarity NPD4807 Approved
0.6643 Remote Similarity NPD4806 Approved
0.6624 Remote Similarity NPD6799 Approved
0.662 Remote Similarity NPD5306 Approved
0.662 Remote Similarity NPD5305 Approved
0.662 Remote Similarity NPD17 Approved
0.6597 Remote Similarity NPD6637 Approved
0.6593 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6558 Remote Similarity NPD6005 Phase 3
0.6558 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6558 Remote Similarity NPD5763 Approved
0.6558 Remote Similarity NPD5762 Approved
0.6558 Remote Similarity NPD6004 Phase 3
0.6558 Remote Similarity NPD6002 Phase 3
0.6558 Remote Similarity NPD1471 Phase 3
0.6558 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6556 Remote Similarity NPD8485 Approved
0.6545 Remote Similarity NPD7075 Discontinued
0.6541 Remote Similarity NPD164 Approved
0.6538 Remote Similarity NPD8166 Discontinued
0.6538 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6538 Remote Similarity NPD2575 Approved
0.6536 Remote Similarity NPD7033 Discontinued
0.6533 Remote Similarity NPD6663 Approved
0.6533 Remote Similarity NPD7961 Discontinued
0.6514 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6512 Remote Similarity NPD1989 Approved
0.651 Remote Similarity NPD7095 Approved
0.65 Remote Similarity NPD3317 Approved
0.6494 Remote Similarity NPD2438 Suspended
0.6494 Remote Similarity NPD6100 Approved
0.6494 Remote Similarity NPD6099 Approved
0.6491 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6489 Remote Similarity NPD7798 Approved
0.6486 Remote Similarity NPD3662 Phase 3
0.6486 Remote Similarity NPD3663 Approved
0.6486 Remote Similarity NPD3661 Approved
0.6486 Remote Similarity NPD3664 Approved
0.6485 Remote Similarity NPD4966 Approved
0.6485 Remote Similarity NPD4965 Approved
0.6485 Remote Similarity NPD4967 Phase 2
0.6483 Remote Similarity NPD1608 Approved
0.6478 Remote Similarity NPD2532 Approved
0.6478 Remote Similarity NPD2534 Approved
0.6478 Remote Similarity NPD2533 Approved
0.6478 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6477 Remote Similarity NPD8150 Discontinued
0.6474 Remote Similarity NPD6765 Approved
0.6474 Remote Similarity NPD6764 Approved
0.6467 Remote Similarity NPD3764 Approved
0.6467 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6458 Remote Similarity NPD4135 Approved
0.6458 Remote Similarity NPD4136 Approved
0.6458 Remote Similarity NPD4106 Approved
0.645 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6448 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6444 Remote Similarity NPD6685 Approved
0.6443 Remote Similarity NPD7055 Discontinued
0.6429 Remote Similarity NPD4766 Approved
0.642 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6419 Remote Similarity NPD5647 Approved
0.6407 Remote Similarity NPD919 Approved
0.6407 Remote Similarity NPD6234 Discontinued
0.6402 Remote Similarity NPD6801 Discontinued
0.64 Remote Similarity NPD7008 Discontinued
0.64 Remote Similarity NPD2598 Clinical (unspecified phase)
0.6392 Remote Similarity NPD6190 Approved
0.6391 Remote Similarity NPD7315 Approved
0.6382 Remote Similarity NPD2979 Phase 3
0.6378 Remote Similarity NPD3673 Approved
0.6378 Remote Similarity NPD3672 Approved
0.6376 Remote Similarity NPD5736 Approved
0.6376 Remote Similarity NPD5204 Approved
0.637 Remote Similarity NPD3972 Approved
0.6369 Remote Similarity NPD2800 Approved
0.6364 Remote Similarity NPD1238 Approved
0.6364 Remote Similarity NPD7819 Suspended
0.6358 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6358 Remote Similarity NPD6798 Discontinued
0.6357 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6357 Remote Similarity NPD2652 Approved
0.6357 Remote Similarity NPD2650 Approved
0.6352 Remote Similarity NPD6652 Clinical (unspecified phase)
0.6343 Remote Similarity NPD6647 Phase 2
0.6335 Remote Similarity NPD8462 Phase 1
0.6331 Remote Similarity NPD969 Suspended
0.6329 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6329 Remote Similarity NPD4110 Phase 3
0.6328 Remote Similarity NPD6785 Approved
0.6328 Remote Similarity NPD6784 Approved
0.6325 Remote Similarity NPD3817 Phase 2
0.6319 Remote Similarity NPD3024 Approved
0.6319 Remote Similarity NPD4102 Approved
0.6319 Remote Similarity NPD5585 Approved
0.6319 Remote Similarity NPD7458 Discontinued
0.6319 Remote Similarity NPD3025 Approved
0.6319 Remote Similarity NPD4105 Approved
0.6316 Remote Similarity NPD6233 Phase 2
0.6312 Remote Similarity NPD5951 Approved
0.6312 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6309 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6308 Remote Similarity NPD1693 Approved
0.6306 Remote Similarity NPD4534 Discontinued
0.6304 Remote Similarity NPD5235 Approved
0.6304 Remote Similarity NPD5236 Approved
0.6304 Remote Similarity NPD4234 Approved
0.6304 Remote Similarity NPD5239 Approved
0.6304 Remote Similarity NPD5240 Approved
0.6304 Remote Similarity NPD4233 Approved
0.6304 Remote Similarity NPD5237 Approved
0.6303 Remote Similarity NPD37 Approved
0.6301 Remote Similarity NPD1281 Approved
0.6296 Remote Similarity NPD920 Approved
0.6296 Remote Similarity NPD5909 Discontinued
0.6294 Remote Similarity NPD6065 Approved
0.6289 Remote Similarity NPD3887 Approved
0.6288 Remote Similarity NPD9495 Approved
0.6287 Remote Similarity NPD3882 Suspended
0.628 Remote Similarity NPD7028 Phase 2
0.6279 Remote Similarity NPD7473 Discontinued
0.6279 Remote Similarity NPD1088 Approved
0.6276 Remote Similarity NPD1778 Approved
0.6276 Remote Similarity NPD2932 Approved
0.6275 Remote Similarity NPD4060 Phase 1
0.6275 Remote Similarity NPD6311 Approved
0.6275 Remote Similarity NPD6309 Approved
0.6275 Remote Similarity NPD6310 Approved
0.6272 Remote Similarity NPD5494 Approved
0.627 Remote Similarity NPD1087 Approved
0.6265 Remote Similarity NPD5761 Phase 2
0.6265 Remote Similarity NPD5760 Phase 2
0.6259 Remote Similarity NPD2201 Approved
0.6259 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6258 Remote Similarity NPD2569 Approved
0.6258 Remote Similarity NPD2567 Approved
0.625 Remote Similarity NPD9545 Approved
0.625 Remote Similarity NPD4621 Approved
0.625 Remote Similarity NPD4619 Approved
0.6243 Remote Similarity NPD7228 Approved
0.6243 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6243 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6242 Remote Similarity NPD3266 Approved
0.6242 Remote Similarity NPD3267 Approved
0.6241 Remote Similarity NPD2066 Phase 3
0.6235 Remote Similarity NPD7199 Phase 2
0.6233 Remote Similarity NPD3023 Approved
0.6233 Remote Similarity NPD3026 Approved
0.6225 Remote Similarity NPD6832 Phase 2
0.6225 Remote Similarity NPD2613 Approved
0.6224 Remote Similarity NPD4230 Clinical (unspecified phase)
0.6222 Remote Similarity NPD5765 Approved
0.6221 Remote Similarity NPD2403 Approved
0.6218 Remote Similarity NPD2799 Discontinued
0.6209 Remote Similarity NPD4062 Phase 3
0.6207 Remote Similarity NPD1651 Approved
0.6203 Remote Similarity NPD2897 Discontinued
0.6203 Remote Similarity NPD5958 Discontinued

Structure

External Identifiers

PubChem CID   16744448
ChEMBL   CHEMBL1081151
ZINC  

Physicochemical Properties

Molecular Weight:  474.28
ALogP:  2.4739
MLogP:  4.43
XLogP:  7.763
# Rotatable Bonds:  11
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  35

Download Data

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