Natural Product: NPC7569

Natural Product ID:  NPC7569
Common Name:   6-Hydroxy-2-Phenethyl-Chromen-4-One
IUPAC Name:   6-hydroxy-2-(2-phenylethyl)chromen-4-one
Synonyms:  
Molecular Formula:   C17H14O3
Standard InCHIKey:  QIYUDFMVCDXKBQ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C17H14O3/c18-13-7-9-17-15(10-13)16(19)11-14(20-17)8-6-12-4-2-1-3-5-12/h1-5,7,9-11,18H,6,8H2
Canonical SMILES:  Oc1ccc2c(c1)c(=O)cc(o2)CCc1ccccc1
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
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota TCM_Taiwan*
NPO29589 Linderae radix NA NA NA TCMSP*
NPO19694 Senecio scandens Species Asteraceae Eukaryota TCMID*
NPO6956 Citrus limonia Species Rutaceae Eukaryota TCMID*
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT108 Individual Protein Estrogen receptor alpha Homo sapiens ED50 = 0.026 nM 14584960
NPT248 Individual Protein Estrogen receptor beta Homo sapiens ED50 > 0.1 nM 14584960

  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 NPC7569 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
0.968 High Similarity NPC278787
0.9603 High Similarity NPC141549
0.944 High Similarity NPC298884
0.92 High Similarity NPC193805
0.912 High Similarity NPC93730
0.9077 High Similarity NPC118253
0.903 High Similarity NPC18457
0.9024 High Similarity NPC54243
0.8984 High Similarity NPC22783
0.8947 High Similarity NPC472881
0.8943 High Similarity NPC32298
0.8897 High Similarity NPC145673
0.8828 High Similarity NPC224657
0.8779 High Similarity NPC39753
0.8779 High Similarity NPC115998
0.8777 High Similarity NPC473951
0.8768 High Similarity NPC159855
0.8768 High Similarity NPC169479
0.875 High Similarity NPC4012
0.872 High Similarity NPC35744
0.8712 High Similarity NPC137264
0.8702 High Similarity NPC197425
0.8647 High Similarity NPC474340
0.8623 High Similarity NPC124365
0.8601 High Similarity NPC101957
0.8601 High Similarity NPC120105
0.8593 High Similarity NPC22222
0.8593 High Similarity NPC281513
0.8592 High Similarity NPC118726
0.8592 High Similarity NPC12367
0.8592 High Similarity NPC186397
0.8592 High Similarity NPC37135
0.8582 High Similarity NPC301949
0.8582 High Similarity NPC128216
0.8571 High Similarity NPC201284
0.8571 High Similarity NPC301717
0.856 High Similarity NPC269414
0.855 High Similarity NPC470841
0.855 High Similarity NPC71525
0.8548 High Similarity NPC240163
0.854 High Similarity NPC228661
0.8538 High Similarity NPC2771
0.8531 High Similarity NPC223988
0.8531 High Similarity NPC266499
0.8521 High Similarity NPC46941
0.8521 High Similarity NPC239312
0.8521 High Similarity NPC130230
0.8521 High Similarity NPC275772
0.8519 High Similarity NPC57601
0.8516 High Similarity NPC314329
0.8511 High Similarity NPC47152
0.8507 High Similarity NPC113006
0.8507 High Similarity NPC472882
0.85 High Similarity NPC1534
0.8473 Intermediate Similarity NPC474264
0.8472 Intermediate Similarity NPC184136
0.8472 Intermediate Similarity NPC306821
0.8472 Intermediate Similarity NPC45873
0.8467 Intermediate Similarity NPC130976
0.8456 Intermediate Similarity NPC172262
0.8456 Intermediate Similarity NPC248872
0.8451 Intermediate Similarity NPC60389
0.844 Intermediate Similarity NPC306816
0.8421 Intermediate Similarity NPC187907
0.8414 Intermediate Similarity NPC226973
0.8414 Intermediate Similarity NPC308451
0.8414 Intermediate Similarity NPC208043
0.8406 Intermediate Similarity NPC98395
0.8406 Intermediate Similarity NPC299379
0.8406 Intermediate Similarity NPC250266
0.8406 Intermediate Similarity NPC266597
0.8403 Intermediate Similarity NPC200221
0.8403 Intermediate Similarity NPC259713
0.8403 Intermediate Similarity NPC195351
0.8403 Intermediate Similarity NPC294502
0.8403 Intermediate Similarity NPC216318
0.8403 Intermediate Similarity NPC296197
0.8403 Intermediate Similarity NPC17286
0.8394 Intermediate Similarity NPC77955
0.8394 Intermediate Similarity NPC141934
0.8394 Intermediate Similarity NPC324929
0.8382 Intermediate Similarity NPC265793
0.8382 Intermediate Similarity NPC78540
0.8382 Intermediate Similarity NPC50898
0.8382 Intermediate Similarity NPC213216
0.8382 Intermediate Similarity NPC274121
0.838 Intermediate Similarity NPC469764
0.838 Intermediate Similarity NPC70136
0.8367 Intermediate Similarity NPC256612
0.8367 Intermediate Similarity NPC20830
0.8359 Intermediate Similarity NPC470092
0.8357 Intermediate Similarity NPC281207
0.8357 Intermediate Similarity NPC269652
0.8356 Intermediate Similarity NPC239128
0.8356 Intermediate Similarity NPC187498
0.8356 Intermediate Similarity NPC293183
0.8356 Intermediate Similarity NPC71334
0.8356 Intermediate Similarity NPC57030
0.8356 Intermediate Similarity NPC301123
0.8356 Intermediate Similarity NPC131624
0.8356 Intermediate Similarity NPC222830
0.8356 Intermediate Similarity NPC100887
0.8356 Intermediate Similarity NPC83508
0.8356 Intermediate Similarity NPC75069
0.8356 Intermediate Similarity NPC198826
0.8356 Intermediate Similarity NPC188203
0.8356 Intermediate Similarity NPC301323
0.8356 Intermediate Similarity NPC156222
0.8356 Intermediate Similarity NPC212678
0.8356 Intermediate Similarity NPC120163
0.8356 Intermediate Similarity NPC162313
0.8356 Intermediate Similarity NPC275836
0.8356 Intermediate Similarity NPC241498
0.8356 Intermediate Similarity NPC275722
0.8356 Intermediate Similarity NPC256283
0.8356 Intermediate Similarity NPC25270
0.8346 Intermediate Similarity NPC125887
0.8346 Intermediate Similarity NPC201419
0.8345 Intermediate Similarity NPC37348
0.8345 Intermediate Similarity NPC227122
0.8345 Intermediate Similarity NPC77858
0.8345 Intermediate Similarity NPC1268
0.8345 Intermediate Similarity NPC295036
0.8333 Intermediate Similarity NPC194281
0.8333 Intermediate Similarity NPC194856
0.8333 Intermediate Similarity NPC116775
0.8333 Intermediate Similarity NPC281917
0.8333 Intermediate Similarity NPC231772
0.8333 Intermediate Similarity NPC13408
0.8333 Intermediate Similarity NPC234133
0.8333 Intermediate Similarity NPC187432
0.8333 Intermediate Similarity NPC127447
0.8333 Intermediate Similarity NPC29353
0.8333 Intermediate Similarity NPC276930
0.8333 Intermediate Similarity NPC47815
0.8333 Intermediate Similarity NPC124784
0.8333 Intermediate Similarity NPC96915
0.8333 Intermediate Similarity NPC473887
0.8333 Intermediate Similarity NPC256042
0.8333 Intermediate Similarity NPC216361
0.8322 Intermediate Similarity NPC300540
0.8322 Intermediate Similarity NPC469758
0.8322 Intermediate Similarity NPC308799
0.8322 Intermediate Similarity NPC211565
0.8321 Intermediate Similarity NPC298900
0.8321 Intermediate Similarity NPC56332
0.831 Intermediate Similarity NPC279121
0.831 Intermediate Similarity NPC59551
0.8309 Intermediate Similarity NPC287533
0.8308 Intermediate Similarity NPC46634
0.8299 Intermediate Similarity NPC255350
0.8299 Intermediate Similarity NPC145379
0.8299 Intermediate Similarity NPC178964
0.8299 Intermediate Similarity NPC160951
0.8299 Intermediate Similarity NPC472915
0.8299 Intermediate Similarity NPC477691
0.8299 Intermediate Similarity NPC47781
0.8299 Intermediate Similarity NPC86485
0.8299 Intermediate Similarity NPC69394
0.8299 Intermediate Similarity NPC95842
0.8299 Intermediate Similarity NPC280530
0.8299 Intermediate Similarity NPC22519
0.8299 Intermediate Similarity NPC280937
0.8299 Intermediate Similarity NPC274327
0.8299 Intermediate Similarity NPC176775
0.8299 Intermediate Similarity NPC231018
0.8299 Intermediate Similarity NPC183878
0.8298 Intermediate Similarity NPC214919
0.8298 Intermediate Similarity NPC136840
0.8298 Intermediate Similarity NPC329493
0.8298 Intermediate Similarity NPC124467
0.8296 Intermediate Similarity NPC324488
0.8288 Intermediate Similarity NPC225731
0.8288 Intermediate Similarity NPC117579
0.8288 Intermediate Similarity NPC251110
0.8288 Intermediate Similarity NPC149614
0.8286 Intermediate Similarity NPC143799
0.8286 Intermediate Similarity NPC152042
0.8286 Intermediate Similarity NPC241838
0.8286 Intermediate Similarity NPC473499
0.8276 Intermediate Similarity NPC328119
0.8276 Intermediate Similarity NPC65775
0.8276 Intermediate Similarity NPC10027
0.8273 Intermediate Similarity NPC275055
0.8273 Intermediate Similarity NPC212767
0.8273 Intermediate Similarity NPC290291
0.8271 Intermediate Similarity NPC45537
0.8271 Intermediate Similarity NPC41721
0.8264 Intermediate Similarity NPC168803
0.8264 Intermediate Similarity NPC61284
0.8264 Intermediate Similarity NPC207729
0.8264 Intermediate Similarity NPC113428
0.8264 Intermediate Similarity NPC12200
0.8264 Intermediate Similarity NPC108406
0.8264 Intermediate Similarity NPC74881
0.8264 Intermediate Similarity NPC51443
0.8261 Intermediate Similarity NPC64157
0.8261 Intermediate Similarity NPC9985
0.8261 Intermediate Similarity NPC278832
0.8261 Intermediate Similarity NPC239495

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC7569 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
0.8923 High Similarity NPD2313 Discontinued
0.854 High Similarity NPD2346 Discontinued
0.8538 High Similarity NPD1203 Approved
0.8516 High Similarity NPD1547 Clinical (unspecified phase)
0.8473 Intermediate Similarity NPD2798 Approved
0.8467 Intermediate Similarity NPD2935 Discontinued
0.8406 Intermediate Similarity NPD2344 Approved
0.831 Intermediate Similarity NPD1511 Approved
0.8299 Intermediate Similarity NPD2801 Approved
0.8261 Intermediate Similarity NPD2799 Discontinued
0.8231 Intermediate Similarity NPD6844 Discontinued
0.8194 Intermediate Similarity NPD1512 Approved
0.8175 Intermediate Similarity NPD447 Suspended
0.8169 Intermediate Similarity NPD2309 Approved
0.8168 Intermediate Similarity NPD9717 Approved
0.8151 Intermediate Similarity NPD3226 Approved
0.8129 Intermediate Similarity NPD1510 Phase 2
0.8125 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD5402 Approved
0.8085 Intermediate Similarity NPD1549 Phase 2
0.8047 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.8043 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.8014 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8014 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4308 Phase 3
0.7985 Intermediate Similarity NPD2797 Approved
0.7985 Intermediate Similarity NPD1470 Approved
0.7972 Intermediate Similarity NPD3750 Approved
0.7971 Intermediate Similarity NPD1240 Approved
0.7956 Intermediate Similarity NPD411 Approved
0.7955 Intermediate Similarity NPD1201 Approved
0.7943 Intermediate Similarity NPD1551 Phase 2
0.7943 Intermediate Similarity NPD2796 Approved
0.7941 Intermediate Similarity NPD6832 Phase 2
0.7895 Intermediate Similarity NPD1481 Phase 2
0.7877 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7867 Intermediate Similarity NPD1934 Approved
0.7857 Intermediate Similarity NPD1607 Approved
0.7829 Intermediate Similarity NPD6671 Approved
0.7826 Intermediate Similarity NPD3268 Approved
0.782 Intermediate Similarity NPD1535 Discovery
0.7815 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7769 Intermediate Similarity NPD9493 Approved
0.7762 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD4380 Phase 2
0.7724 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD4307 Phase 2
0.7712 Intermediate Similarity NPD3882 Suspended
0.768 Intermediate Similarity NPD968 Approved
0.7674 Intermediate Similarity NPD1241 Discontinued
0.7662 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD1933 Approved
0.7655 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD5403 Approved
0.7647 Intermediate Similarity NPD3225 Approved
0.7635 Intermediate Similarity NPD5401 Approved
0.763 Intermediate Similarity NPD1608 Approved
0.7622 Intermediate Similarity NPD3748 Approved
0.7612 Intermediate Similarity NPD3496 Discontinued
0.761 Intermediate Similarity NPD3818 Discontinued
0.7591 Intermediate Similarity NPD3267 Approved
0.7591 Intermediate Similarity NPD3266 Approved
0.7586 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD7819 Suspended
0.7548 Intermediate Similarity NPD3749 Approved
0.7536 Intermediate Similarity NPD1019 Discontinued
0.7532 Intermediate Similarity NPD3817 Phase 2
0.7532 Intermediate Similarity NPD2296 Approved
0.7517 Intermediate Similarity NPD1471 Phase 3
0.7485 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7482 Intermediate Similarity NPD2861 Phase 2
0.7465 Intermediate Similarity NPD943 Approved
0.7452 Intermediate Similarity NPD5494 Approved
0.7451 Intermediate Similarity NPD7411 Suspended
0.745 Intermediate Similarity NPD6799 Approved
0.7447 Intermediate Similarity NPD3764 Approved
0.7436 Intermediate Similarity NPD7075 Discontinued
0.7434 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7422 Intermediate Similarity NPD9266 Approved
0.7422 Intermediate Similarity NPD74 Approved
0.7419 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD2800 Approved
0.7407 Intermediate Similarity NPD17 Approved
0.74 Intermediate Similarity NPD4662 Approved
0.74 Intermediate Similarity NPD4661 Approved
0.7391 Intermediate Similarity NPD1876 Approved
0.7388 Intermediate Similarity NPD1894 Discontinued
0.7375 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD6166 Phase 2
0.7375 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD3972 Approved
0.7372 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD7768 Phase 2
0.7357 Intermediate Similarity NPD9494 Approved
0.7355 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD7054 Approved
0.7344 Intermediate Similarity NPD9267 Approved
0.7344 Intermediate Similarity NPD9263 Approved
0.7344 Intermediate Similarity NPD9264 Approved
0.7338 Intermediate Similarity NPD1164 Approved
0.7329 Intermediate Similarity NPD6099 Approved
0.7329 Intermediate Similarity NPD6100 Approved
0.7323 Intermediate Similarity NPD9697 Approved
0.7319 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD7472 Approved
0.7297 Intermediate Similarity NPD1243 Approved
0.7296 Intermediate Similarity NPD6959 Discontinued
0.729 Intermediate Similarity NPD6801 Discontinued
0.7285 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6233 Phase 2
0.7267 Intermediate Similarity NPD7440 Discontinued
0.726 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD7033 Discontinued
0.7259 Intermediate Similarity NPD1548 Phase 1
0.7256 Intermediate Similarity NPD6797 Phase 2
0.7255 Intermediate Similarity NPD2370 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD7003 Approved
0.7248 Intermediate Similarity NPD4628 Phase 3
0.7237 Intermediate Similarity NPD6273 Approved
0.7229 Intermediate Similarity NPD8313 Approved
0.7229 Intermediate Similarity NPD8312 Approved
0.7212 Intermediate Similarity NPD6559 Discontinued
0.7212 Intermediate Similarity NPD7251 Discontinued
0.7208 Intermediate Similarity NPD2651 Approved
0.7208 Intermediate Similarity NPD2649 Approved
0.7206 Intermediate Similarity NPD5585 Approved
0.7203 Intermediate Similarity NPD6798 Discontinued
0.72 Intermediate Similarity NPD3295 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD7074 Phase 3
0.719 Intermediate Similarity NPD920 Approved
0.7188 Intermediate Similarity NPD1247 Approved
0.7174 Intermediate Similarity NPD1611 Approved
0.7174 Intermediate Similarity NPD422 Phase 1
0.7172 Intermediate Similarity NPD1184 Approved
0.7169 Intermediate Similarity NPD7808 Phase 3
0.7161 Intermediate Similarity NPD6599 Discontinued
0.716 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD1778 Approved
0.7152 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6232 Discontinued
0.7143 Intermediate Similarity NPD1283 Approved
0.7134 Intermediate Similarity NPD1465 Phase 2
0.7134 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD9545 Approved
0.7117 Intermediate Similarity NPD7473 Discontinued
0.7095 Intermediate Similarity NPD5405 Approved
0.7095 Intermediate Similarity NPD5404 Approved
0.7095 Intermediate Similarity NPD5408 Approved
0.7095 Intermediate Similarity NPD5406 Approved
0.7086 Intermediate Similarity NPD2354 Approved
0.7083 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD1651 Approved
0.7073 Intermediate Similarity NPD3751 Discontinued
0.707 Intermediate Similarity NPD6279 Approved
0.707 Intermediate Similarity NPD6280 Approved
0.7063 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD5536 Phase 2
0.7059 Intermediate Similarity NPD2532 Approved
0.7059 Intermediate Similarity NPD2534 Approved
0.7059 Intermediate Similarity NPD2533 Approved
0.7059 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD4622 Approved
0.7055 Intermediate Similarity NPD4618 Approved
0.7055 Intermediate Similarity NPD6355 Discontinued
0.7051 Intermediate Similarity NPD6585 Discontinued
0.705 Intermediate Similarity NPD1610 Phase 2
0.7048 Intermediate Similarity NPD1252 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD3300 Phase 2
0.7031 Intermediate Similarity NPD9261 Approved
0.703 Intermediate Similarity NPD5844 Phase 1
0.7027 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD7095 Approved
0.7014 Intermediate Similarity NPD4625 Phase 3
0.7013 Intermediate Similarity NPD5049 Phase 3
0.7006 Intermediate Similarity NPD5890 Approved
0.7006 Intermediate Similarity NPD5889 Approved
0.6993 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6992 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6987 Remote Similarity NPD7458 Discontinued
0.6987 Remote Similarity NPD3769 Discontinued
0.6986 Remote Similarity NPD3140 Approved
0.6986 Remote Similarity NPD4060 Phase 1
0.6986 Remote Similarity NPD3142 Approved
0.6981 Remote Similarity NPD4288 Approved
0.698 Remote Similarity NPD6032 Approved
0.698 Remote Similarity NPD4477 Approved
0.698 Remote Similarity NPD1537 Approved
0.698 Remote Similarity NPD1519 Approved
0.698 Remote Similarity NPD4476 Approved
0.698 Remote Similarity NPD1538 Phase 1
0.6963 Remote Similarity NPD9281 Approved
0.6959 Remote Similarity NPD5689 Approved
0.6959 Remote Similarity NPD5688 Approved
0.695 Remote Similarity NPD4359 Approved
0.695 Remote Similarity NPD4749 Approved
0.6946 Remote Similarity NPD5953 Discontinued
0.6946 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6944 Remote Similarity NPD2614 Approved

Structure

External Identifiers

PubChem CID   5318315
ChEMBL   CHEMBL358544
ZINC  

Physicochemical Properties

Molecular Weight:  266.09
ALogP:  -0.6459
MLogP:  3
XLogP:  5.109
# Rotatable Bonds:  4
Polar Surface Area:  46.53
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  20

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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