Natural Product: NPC470350

Natural Product ID:  NPC470350
Common Name:   Flavimycin A
IUPAC Name:   (3S)-7-methyl-3-[(1R)-5,6,7-trihydroxy-4-methyl-1,3-dihydro-2-benzofuran-1-yl]-1,3-dihydro-2-benzofuran-1,4,5,6-tetrol
Synonyms:   Flavimycin A
Molecular Formula:   C18H18O9
Standard InCHIKey:  VJXHTAZAWHMKML-DVKDBIPTSA-N
Standard InCHI:  InChI=1S/C18H18O9/c1-4-6-3-26-16(8(6)12(21)14(23)10(4)19)17-9-7(18(25)27-17)5(2)11(20)15(24)13(9)22/h16-25H,3H2,1-2H3/t16-,17+,18?/m1/s1
Canonical SMILES:  Oc1c(O)c(O)c(c2c1[C@@H](OC2)[C@H]1OC(c2c1c(O)c(c(c2C)O)O)O)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
NPO18099 Aspergillus flavipes Species Aspergillaceae Eukaryota PMID[22329646]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6558 Individual Protein Peptide deformylase Staphylococcus aureus IC50 = 35800 nM 19128055
NPT1101 Organism Staphylococcus aureus subsp. aureus RN4220 Staphylococcus aureus subsp. aureus RN4220 MIC = 32 ug/ml 19128055
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 18505851

  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 NPC470350 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
1.0 High Similarity NPC470351
0.8493 Intermediate Similarity NPC472709
0.8493 Intermediate Similarity NPC472710
0.8472 Intermediate Similarity NPC154971
0.8472 Intermediate Similarity NPC252286
0.8451 Intermediate Similarity NPC41782
0.844 Intermediate Similarity NPC177868
0.8414 Intermediate Similarity NPC116019
0.8403 Intermediate Similarity NPC166506
0.8403 Intermediate Similarity NPC180953
0.8403 Intermediate Similarity NPC110763
0.8403 Intermediate Similarity NPC197352
0.8403 Intermediate Similarity NPC189239
0.8403 Intermediate Similarity NPC475868
0.8392 Intermediate Similarity NPC185071
0.8392 Intermediate Similarity NPC12728
0.8367 Intermediate Similarity NPC182368
0.8367 Intermediate Similarity NPC469706
0.8367 Intermediate Similarity NPC145979
0.8367 Intermediate Similarity NPC185955
0.8367 Intermediate Similarity NPC469707
0.8367 Intermediate Similarity NPC214326
0.8367 Intermediate Similarity NPC9933
0.8367 Intermediate Similarity NPC218041
0.8367 Intermediate Similarity NPC225815
0.8367 Intermediate Similarity NPC260781
0.8356 Intermediate Similarity NPC130449
0.8356 Intermediate Similarity NPC248132
0.8345 Intermediate Similarity NPC212890
0.8333 Intermediate Similarity NPC118385
0.8333 Intermediate Similarity NPC121661
0.8333 Intermediate Similarity NPC473046
0.8333 Intermediate Similarity NPC472713
0.8333 Intermediate Similarity NPC73467
0.8333 Intermediate Similarity NPC472712
0.8333 Intermediate Similarity NPC187774
0.8333 Intermediate Similarity NPC172171
0.8333 Intermediate Similarity NPC239254
0.8321 Intermediate Similarity NPC258483
0.8299 Intermediate Similarity NPC51328
0.8299 Intermediate Similarity NPC286235
0.8299 Intermediate Similarity NPC55158
0.8298 Intermediate Similarity NPC474039
0.8298 Intermediate Similarity NPC283949
0.8286 Intermediate Similarity NPC141765
0.8286 Intermediate Similarity NPC24490
0.8286 Intermediate Similarity NPC34103
0.8286 Intermediate Similarity NPC165155
0.8276 Intermediate Similarity NPC477702
0.8264 Intermediate Similarity NPC298317
0.8264 Intermediate Similarity NPC324962
0.8264 Intermediate Similarity NPC265154
0.8264 Intermediate Similarity NPC255566
0.8264 Intermediate Similarity NPC474808
0.8255 Intermediate Similarity NPC21902
0.8252 Intermediate Similarity NPC87725
0.8252 Intermediate Similarity NPC471414
0.8252 Intermediate Similarity NPC263261
0.8243 Intermediate Similarity NPC98624
0.8243 Intermediate Similarity NPC473989
0.8243 Intermediate Similarity NPC24425
0.8231 Intermediate Similarity NPC270751
0.8231 Intermediate Similarity NPC71726
0.8219 Intermediate Similarity NPC190714
0.8219 Intermediate Similarity NPC99515
0.8214 Intermediate Similarity NPC244983
0.8214 Intermediate Similarity NPC326095
0.8194 Intermediate Similarity NPC191231
0.8194 Intermediate Similarity NPC133934
0.8194 Intermediate Similarity NPC103637
0.8194 Intermediate Similarity NPC184684
0.8194 Intermediate Similarity NPC253878
0.8194 Intermediate Similarity NPC36531
0.8194 Intermediate Similarity NPC229172
0.8194 Intermediate Similarity NPC184641
0.8194 Intermediate Similarity NPC230538
0.8194 Intermediate Similarity NPC5262
0.8194 Intermediate Similarity NPC472714
0.8188 Intermediate Similarity NPC475756
0.8182 Intermediate Similarity NPC226547
0.8182 Intermediate Similarity NPC46591
0.8182 Intermediate Similarity NPC56091
0.8175 Intermediate Similarity NPC311293
0.8175 Intermediate Similarity NPC148366
0.8169 Intermediate Similarity NPC185908
0.8163 Intermediate Similarity NPC31325
0.8163 Intermediate Similarity NPC224674
0.8163 Intermediate Similarity NPC275284
0.8163 Intermediate Similarity NPC193473
0.8163 Intermediate Similarity NPC15956
0.8163 Intermediate Similarity NPC39657
0.8163 Intermediate Similarity NPC114505
0.8163 Intermediate Similarity NPC213074
0.8156 Intermediate Similarity NPC126409
0.8156 Intermediate Similarity NPC256262
0.8156 Intermediate Similarity NPC99572
0.8156 Intermediate Similarity NPC236522
0.8156 Intermediate Similarity NPC150534
0.8151 Intermediate Similarity NPC475096
0.8151 Intermediate Similarity NPC161700
0.8151 Intermediate Similarity NPC277867
0.8146 Intermediate Similarity NPC159922
0.8138 Intermediate Similarity NPC477898
0.8138 Intermediate Similarity NPC473044
0.8138 Intermediate Similarity NPC37793
0.8133 Intermediate Similarity NPC471154
0.8125 Intermediate Similarity NPC311530
0.8117 Intermediate Similarity NPC268718
0.8117 Intermediate Similarity NPC150943
0.8117 Intermediate Similarity NPC91634
0.8112 Intermediate Similarity NPC230124
0.8112 Intermediate Similarity NPC114171
0.8112 Intermediate Similarity NPC32630
0.8112 Intermediate Similarity NPC9068
0.8112 Intermediate Similarity NPC6369
0.8112 Intermediate Similarity NPC30951
0.8112 Intermediate Similarity NPC6300
0.8108 Intermediate Similarity NPC325720
0.8108 Intermediate Similarity NPC316676
0.8108 Intermediate Similarity NPC301961
0.8108 Intermediate Similarity NPC179809
0.8108 Intermediate Similarity NPC166584
0.8108 Intermediate Similarity NPC175976
0.8099 Intermediate Similarity NPC470802
0.8095 Intermediate Similarity NPC260397
0.8095 Intermediate Similarity NPC226540
0.8095 Intermediate Similarity NPC324492
0.8095 Intermediate Similarity NPC125755
0.8095 Intermediate Similarity NPC317053
0.8095 Intermediate Similarity NPC33832
0.8088 Intermediate Similarity NPC476653
0.8085 Intermediate Similarity NPC287745
0.8085 Intermediate Similarity NPC107478
0.8082 Intermediate Similarity NPC138227
0.8082 Intermediate Similarity NPC76176
0.8082 Intermediate Similarity NPC168579
0.8082 Intermediate Similarity NPC473045
0.8082 Intermediate Similarity NPC25292
0.8082 Intermediate Similarity NPC469313
0.8082 Intermediate Similarity NPC84181
0.8079 Intermediate Similarity NPC474606
0.8077 Intermediate Similarity NPC14294
0.8077 Intermediate Similarity NPC116759
0.8071 Intermediate Similarity NPC175067
0.8071 Intermediate Similarity NPC204215
0.8069 Intermediate Similarity NPC287124
0.8069 Intermediate Similarity NPC189115
0.8069 Intermediate Similarity NPC475084
0.8056 Intermediate Similarity NPC103448
0.8056 Intermediate Similarity NPC284464
0.8056 Intermediate Similarity NPC216434
0.8054 Intermediate Similarity NPC240521
0.8042 Intermediate Similarity NPC301765
0.8042 Intermediate Similarity NPC156948
0.8042 Intermediate Similarity NPC3072
0.8042 Intermediate Similarity NPC46277
0.8042 Intermediate Similarity NPC477938
0.8042 Intermediate Similarity NPC86605
0.8041 Intermediate Similarity NPC227902
0.8041 Intermediate Similarity NPC327412
0.8041 Intermediate Similarity NPC15538
0.8041 Intermediate Similarity NPC320671
0.8041 Intermediate Similarity NPC320970
0.8041 Intermediate Similarity NPC473480
0.8041 Intermediate Similarity NPC328567
0.8028 Intermediate Similarity NPC135777
0.8028 Intermediate Similarity NPC101624
0.8028 Intermediate Similarity NPC142547
0.8028 Intermediate Similarity NPC184938
0.8027 Intermediate Similarity NPC279298
0.8027 Intermediate Similarity NPC476301
0.8027 Intermediate Similarity NPC43508
0.8027 Intermediate Similarity NPC221318
0.8027 Intermediate Similarity NPC18979
0.8027 Intermediate Similarity NPC22150
0.8027 Intermediate Similarity NPC307466
0.8027 Intermediate Similarity NPC38041
0.8026 Intermediate Similarity NPC312763
0.8015 Intermediate Similarity NPC257682
0.8015 Intermediate Similarity NPC146355
0.8015 Intermediate Similarity NPC131747
0.8014 Intermediate Similarity NPC112237
0.8014 Intermediate Similarity NPC474104
0.8014 Intermediate Similarity NPC471390
0.8014 Intermediate Similarity NPC474453
0.8014 Intermediate Similarity NPC102044
0.8014 Intermediate Similarity NPC47633
0.8014 Intermediate Similarity NPC81638
0.8014 Intermediate Similarity NPC58585
0.8014 Intermediate Similarity NPC471391
0.8014 Intermediate Similarity NPC85264
0.8014 Intermediate Similarity NPC158331
0.8013 Intermediate Similarity NPC474442
0.8013 Intermediate Similarity NPC302610
0.8 Intermediate Similarity NPC469661
0.8 Intermediate Similarity NPC15543
0.8 Intermediate Similarity NPC472711
0.8 Intermediate Similarity NPC238140
0.8 Intermediate Similarity NPC265075
0.7987 Intermediate Similarity NPC181168

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470350 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
0.8052 Intermediate Similarity NPD6234 Discontinued
0.7925 Intermediate Similarity NPD7228 Approved
0.7922 Intermediate Similarity NPD4966 Approved
0.7922 Intermediate Similarity NPD4965 Approved
0.7922 Intermediate Similarity NPD4967 Phase 2
0.7857 Intermediate Similarity NPD3027 Phase 3
0.7755 Intermediate Similarity NPD6674 Discontinued
0.7727 Intermediate Similarity NPD37 Approved
0.7692 Intermediate Similarity NPD1613 Approved
0.7692 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7266 Discontinued
0.7465 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD7240 Approved
0.7391 Intermediate Similarity NPD7199 Phase 2
0.7286 Intermediate Similarity NPD3705 Approved
0.7273 Intermediate Similarity NPD3818 Discontinued
0.7266 Intermediate Similarity NPD5125 Phase 3
0.7266 Intermediate Similarity NPD5126 Approved
0.7244 Intermediate Similarity NPD1653 Approved
0.7195 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7074 Phase 3
0.7079 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7054 Approved
0.7019 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD4625 Phase 3
0.7 Intermediate Similarity NPD6559 Discontinued
0.6982 Remote Similarity NPD7472 Approved
0.698 Remote Similarity NPD3619 Clinical (unspecified phase)
0.698 Remote Similarity NPD3620 Phase 2
0.698 Remote Similarity NPD4060 Phase 1
0.6977 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6948 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6943 Remote Similarity NPD2532 Approved
0.6943 Remote Similarity NPD2533 Approved
0.6943 Remote Similarity NPD2534 Approved
0.6941 Remote Similarity NPD6797 Phase 2
0.6939 Remote Similarity NPD4908 Phase 1
0.6933 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7680 Approved
0.6923 Remote Similarity NPD1091 Approved
0.6901 Remote Similarity NPD7251 Discontinued
0.6871 Remote Similarity NPD3018 Phase 2
0.6852 Remote Similarity NPD1934 Approved
0.6838 Remote Similarity NPD3021 Approved
0.6838 Remote Similarity NPD3022 Approved
0.6826 Remote Similarity NPD6232 Discontinued
0.6824 Remote Similarity NPD5844 Phase 1
0.6806 Remote Similarity NPD1610 Phase 2
0.6803 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6788 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6788 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6763 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6763 Remote Similarity NPD7808 Phase 3
0.6757 Remote Similarity NPD2861 Phase 2
0.6752 Remote Similarity NPD6190 Approved
0.6746 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6746 Remote Similarity NPD6166 Phase 2
0.6746 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6743 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6735 Remote Similarity NPD3094 Phase 2
0.6733 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6733 Remote Similarity NPD1699 Clinical (unspecified phase)
0.673 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6728 Remote Similarity NPD4380 Phase 2
0.6727 Remote Similarity NPD3882 Suspended
0.6725 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6713 Remote Similarity NPD1357 Approved
0.6712 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6712 Remote Similarity NPD2982 Phase 2
0.6712 Remote Similarity NPD2983 Phase 2
0.6711 Remote Similarity NPD5124 Phase 1
0.6711 Remote Similarity NPD230 Phase 1
0.6711 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6709 Remote Similarity NPD5058 Phase 3
0.6707 Remote Similarity NPD1465 Phase 2
0.6706 Remote Similarity NPD7473 Discontinued
0.6667 Remote Similarity NPD6696 Suspended
0.6667 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6644 Remote Similarity NPD2981 Phase 2
0.6643 Remote Similarity NPD1398 Phase 1
0.6643 Remote Similarity NPD1548 Phase 1
0.662 Remote Similarity NPD7340 Approved
0.6606 Remote Similarity NPD2978 Approved
0.6606 Remote Similarity NPD8455 Phase 2
0.6606 Remote Similarity NPD2801 Approved
0.6606 Remote Similarity NPD2977 Approved
0.6603 Remote Similarity NPD5763 Approved
0.6603 Remote Similarity NPD5762 Approved
0.6599 Remote Similarity NPD4749 Approved
0.6594 Remote Similarity NPD4750 Phase 3
0.6582 Remote Similarity NPD7982 Clinical (unspecified phase)
0.6575 Remote Similarity NPD3092 Approved
0.6573 Remote Similarity NPD6842 Approved
0.6573 Remote Similarity NPD6843 Phase 3
0.6573 Remote Similarity NPD6841 Approved
0.6568 Remote Similarity NPD6959 Discontinued
0.6566 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6564 Remote Similarity NPD4005 Discontinued
0.6552 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6543 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6525 Remote Similarity NPD5283 Phase 1
0.6522 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6513 Remote Similarity NPD7985 Registered
0.6509 Remote Similarity NPD5494 Approved
0.6506 Remote Similarity NPD7819 Suspended
0.65 Remote Similarity NPD228 Approved
0.6494 Remote Similarity NPD5735 Approved
0.6488 Remote Similarity NPD7075 Discontinued
0.6481 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6478 Remote Similarity NPD3892 Phase 2
0.6474 Remote Similarity NPD4108 Discontinued
0.6474 Remote Similarity NPD5588 Approved
0.6467 Remote Similarity NPD3817 Phase 2
0.6464 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6463 Remote Similarity NPD6055 Clinical (unspecified phase)
0.646 Remote Similarity NPD1511 Approved
0.6454 Remote Similarity NPD7635 Approved
0.6446 Remote Similarity NPD6801 Discontinued
0.6444 Remote Similarity NPD940 Approved
0.6444 Remote Similarity NPD846 Approved
0.6444 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6443 Remote Similarity NPD8651 Approved
0.6438 Remote Similarity NPD2677 Approved
0.6438 Remote Similarity NPD5084 Clinical (unspecified phase)
0.6438 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6433 Remote Similarity NPD5711 Approved
0.6433 Remote Similarity NPD7229 Phase 3
0.6433 Remote Similarity NPD5710 Approved
0.6433 Remote Similarity NPD3787 Discontinued
0.642 Remote Similarity NPD7685 Pre-registration
0.6415 Remote Similarity NPD2800 Approved
0.6414 Remote Similarity NPD3091 Approved
0.6414 Remote Similarity NPD7741 Discontinued
0.641 Remote Similarity NPD4537 Clinical (unspecified phase)
0.641 Remote Similarity NPD4978 Clinical (unspecified phase)
0.641 Remote Similarity NPD4538 Approved
0.641 Remote Similarity NPD4536 Approved
0.6405 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6393 Remote Similarity NPD6535 Approved
0.6393 Remote Similarity NPD6534 Approved
0.6392 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6392 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6392 Remote Similarity NPD6005 Phase 3
0.6392 Remote Similarity NPD3540 Phase 1
0.6392 Remote Similarity NPD6004 Phase 3
0.6392 Remote Similarity NPD6002 Phase 3
0.6389 Remote Similarity NPD7906 Approved
0.638 Remote Similarity NPD1512 Approved
0.6376 Remote Similarity NPD4379 Clinical (unspecified phase)
0.637 Remote Similarity NPD1242 Phase 1
0.6369 Remote Similarity NPD2560 Approved
0.6369 Remote Similarity NPD2563 Approved
0.6358 Remote Similarity NPD2489 Approved
0.6358 Remote Similarity NPD27 Approved
0.6352 Remote Similarity NPD970 Clinical (unspecified phase)
0.6348 Remote Similarity NPD8312 Approved
0.6348 Remote Similarity NPD8313 Approved
0.6346 Remote Similarity NPD6651 Approved
0.6333 Remote Similarity NPD4663 Approved
0.6329 Remote Similarity NPD3539 Phase 1
0.6327 Remote Similarity NPD4626 Approved
0.6323 Remote Similarity NPD2238 Phase 2
0.6323 Remote Similarity NPD943 Approved
0.6319 Remote Similarity NPD7157 Approved
0.6319 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4666 Phase 3
0.6312 Remote Similarity NPD4237 Approved
0.6312 Remote Similarity NPD4236 Phase 3
0.6312 Remote Similarity NPD1652 Phase 2
0.631 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6302 Remote Similarity NPD8151 Discontinued
0.6301 Remote Similarity NPD2970 Approved
0.6301 Remote Similarity NPD2969 Approved
0.6294 Remote Similarity NPD4055 Discovery
0.629 Remote Similarity NPD7699 Phase 2
0.629 Remote Similarity NPD7700 Phase 2
0.6289 Remote Similarity NPD1375 Discontinued
0.6286 Remote Similarity NPD3751 Discontinued
0.6282 Remote Similarity NPD6355 Discontinued
0.628 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6273 Remote Similarity NPD3750 Approved
0.6273 Remote Similarity NPD8166 Discontinued
0.6272 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6266 Remote Similarity NPD5960 Phase 3
0.6259 Remote Similarity NPD5691 Approved
0.6258 Remote Similarity NPD6407 Approved
0.6258 Remote Similarity NPD6405 Approved
0.6258 Remote Similarity NPD7390 Discontinued
0.6257 Remote Similarity NPD7313 Approved
0.6257 Remote Similarity NPD4577 Approved
0.6257 Remote Similarity NPD4578 Approved
0.6257 Remote Similarity NPD7311 Approved
0.6257 Remote Similarity NPD7312 Approved
0.6257 Remote Similarity NPD5709 Phase 3
0.6257 Remote Similarity NPD7310 Approved
0.625 Remote Similarity NPD2424 Discontinued
0.6243 Remote Similarity NPD3051 Approved

Structure

External Identifiers

PubChem CID   57345646
ChEMBL   CHEMBL2012550
ZINC  

Physicochemical Properties

Molecular Weight:  378.10
ALogP:  -2.2033
MLogP:  2.45
XLogP:  -0.961
# Rotatable Bonds:  10
Polar Surface Area:  160.07
# H-Bond Aceptor:  3
# H-Bond Donor:  7
# Rings:  4
# Heavy Atoms:  27

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