Natural Product: NPC475804

Natural Product ID:  NPC475804
Common Name:   Brasiliensophyllic Acid B
IUPAC Name:  
Synonyms:   brasiliensophyllic acid B
Molecular Formula:   C35H44O6
Standard InCHIKey:  XKLNMLNUCPSFOY-VWBMLIKGSA-N
Standard InCHI:  InChI=1S/C35H44O6/c1-19(2)14-15-35(18-24-16-26(20(3)4)34(24,7)8)32(39)28(25(17-27(36)37)23-12-10-9-11-13-23)31-29(33(35)40)30(38)21(5)22(6)41-31/h9-14,21-22,24-26,40H,3,15-18H2,1-2,4-8H3,(H,36,37)/t21-,22-,24+,25?,26+,35?/m1/s1
Canonical SMILES:  OC(=O)CC(C1=C2O[C@H](C)[C@H](C(=O)C2=C(C(C1=O)(CC=C(C)C)C[C@@H]1C[C@H](C1(C)C)C(=C)C)O)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
NPO25528 Calophyllum brasiliense Species Calophyllaceae Eukaryota PMID[15104480]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC = 16 ug/ml Open TG-GATES in vivo data: Hematology
NPT91 Cell Line KB Homo sapiens IC50 > 20 ug/ml Open TG-GATES in vivo data: Hematology
NPT15 Cell Line Jurkat Homo sapiens IC50 > 20 ug/ml 18616221
NPT314 Organism Bacillus cereus Bacillus cereus MIC = 4 ug/ml 20624681
NPT2 Others Unspecified IC50 > 20 ug/ml 19128055

  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 NPC475804 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 NPC474222
0.9402 High Similarity NPC474254
0.9402 High Similarity NPC474159
0.9145 High Similarity NPC474223
0.9145 High Similarity NPC475827
0.839 Intermediate Similarity NPC294458
0.8305 Intermediate Similarity NPC477475
0.8305 Intermediate Similarity NPC477476
0.8182 Intermediate Similarity NPC190298
0.8103 Intermediate Similarity NPC477251
0.8099 Intermediate Similarity NPC471616
0.8067 Intermediate Similarity NPC474689
0.8 Intermediate Similarity NPC471832
0.7966 Intermediate Similarity NPC40178
0.7934 Intermediate Similarity NPC234637
0.7934 Intermediate Similarity NPC130591
0.792 Intermediate Similarity NPC476225
0.7903 Intermediate Similarity NPC64340
0.7895 Intermediate Similarity NPC54647
0.7881 Intermediate Similarity NPC47536
0.7881 Intermediate Similarity NPC20485
0.7879 Intermediate Similarity NPC209851
0.7851 Intermediate Similarity NPC471481
0.7846 Intermediate Similarity NPC316553
0.784 Intermediate Similarity NPC204784
0.7823 Intermediate Similarity NPC268930
0.7823 Intermediate Similarity NPC152812
0.7823 Intermediate Similarity NPC61651
0.782 Intermediate Similarity NPC15850
0.7815 Intermediate Similarity NPC475282
0.7812 Intermediate Similarity NPC12881
0.7812 Intermediate Similarity NPC140118
0.7807 Intermediate Similarity NPC179411
0.7797 Intermediate Similarity NPC51174
0.7786 Intermediate Similarity NPC225103
0.7769 Intermediate Similarity NPC190849
0.7769 Intermediate Similarity NPC171007
0.7769 Intermediate Similarity NPC218855
0.7752 Intermediate Similarity NPC472693
0.7752 Intermediate Similarity NPC478108
0.7752 Intermediate Similarity NPC472694
0.7727 Intermediate Similarity NPC472388
0.7727 Intermediate Similarity NPC473443
0.771 Intermediate Similarity NPC268607
0.7692 Intermediate Similarity NPC294050
0.7692 Intermediate Similarity NPC328997
0.7674 Intermediate Similarity NPC469742
0.7674 Intermediate Similarity NPC328107
0.7661 Intermediate Similarity NPC260886
0.7652 Intermediate Similarity NPC271475
0.7652 Intermediate Similarity NPC476120
0.7647 Intermediate Similarity NPC244933
0.7647 Intermediate Similarity NPC85560
0.7638 Intermediate Similarity NPC243059
0.7638 Intermediate Similarity NPC280827
0.7634 Intermediate Similarity NPC146239
0.763 Intermediate Similarity NPC88255
0.763 Intermediate Similarity NPC136994
0.7615 Intermediate Similarity NPC295664
0.7565 Intermediate Similarity NPC278228
0.7561 Intermediate Similarity NPC242957
0.7561 Intermediate Similarity NPC206414
0.7561 Intermediate Similarity NPC287055
0.7561 Intermediate Similarity NPC306977
0.7559 Intermediate Similarity NPC202015
0.7557 Intermediate Similarity NPC275576
0.7557 Intermediate Similarity NPC477366
0.7557 Intermediate Similarity NPC137416
0.7541 Intermediate Similarity NPC477247
0.754 Intermediate Similarity NPC45794
0.7538 Intermediate Similarity NPC472704
0.7538 Intermediate Similarity NPC325740
0.7538 Intermediate Similarity NPC477362
0.7537 Intermediate Similarity NPC291419
0.7537 Intermediate Similarity NPC60825
0.7521 Intermediate Similarity NPC469636
0.7521 Intermediate Similarity NPC469511
0.7519 Intermediate Similarity NPC475328
0.75 Intermediate Similarity NPC203486
0.75 Intermediate Similarity NPC473220
0.75 Intermediate Similarity NPC87069
0.75 Intermediate Similarity NPC477365
0.75 Intermediate Similarity NPC477357
0.75 Intermediate Similarity NPC470753
0.75 Intermediate Similarity NPC473243
0.75 Intermediate Similarity NPC329387
0.75 Intermediate Similarity NPC317280
0.75 Intermediate Similarity NPC169913
0.75 Intermediate Similarity NPC473423
0.7481 Intermediate Similarity NPC477369
0.7481 Intermediate Similarity NPC80599
0.748 Intermediate Similarity NPC477250
0.7463 Intermediate Similarity NPC475138
0.7462 Intermediate Similarity NPC472703
0.746 Intermediate Similarity NPC470820
0.7444 Intermediate Similarity NPC477370
0.7444 Intermediate Similarity NPC195224
0.7442 Intermediate Similarity NPC50872
0.744 Intermediate Similarity NPC215419
0.7424 Intermediate Similarity NPC470818
0.7424 Intermediate Similarity NPC470816
0.7424 Intermediate Similarity NPC477363
0.7424 Intermediate Similarity NPC470765
0.7419 Intermediate Similarity NPC93287
0.7414 Intermediate Similarity NPC477767
0.741 Intermediate Similarity NPC118366
0.7405 Intermediate Similarity NPC318067
0.7405 Intermediate Similarity NPC85511
0.7405 Intermediate Similarity NPC138798
0.7405 Intermediate Similarity NPC51079
0.7405 Intermediate Similarity NPC8990
0.7402 Intermediate Similarity NPC94425
0.7402 Intermediate Similarity NPC471553
0.7391 Intermediate Similarity NPC477874
0.7391 Intermediate Similarity NPC173569
0.7388 Intermediate Similarity NPC37968
0.7381 Intermediate Similarity NPC476476
0.7376 Intermediate Similarity NPC472801
0.7376 Intermediate Similarity NPC63737
0.7372 Intermediate Similarity NPC329913
0.7372 Intermediate Similarity NPC126516
0.7368 Intermediate Similarity NPC472706
0.736 Intermediate Similarity NPC172525
0.7355 Intermediate Similarity NPC329705
0.7355 Intermediate Similarity NPC474111
0.735 Intermediate Similarity NPC145052
0.7339 Intermediate Similarity NPC280789
0.7338 Intermediate Similarity NPC249817
0.7333 Intermediate Similarity NPC19136
0.7329 Intermediate Similarity NPC46549
0.7329 Intermediate Similarity NPC264229
0.7328 Intermediate Similarity NPC12016
0.7328 Intermediate Similarity NPC223351
0.7328 Intermediate Similarity NPC141970
0.7328 Intermediate Similarity NPC140561
0.7319 Intermediate Similarity NPC194970
0.7313 Intermediate Similarity NPC115797
0.7313 Intermediate Similarity NPC51448
0.7308 Intermediate Similarity NPC476234
0.7305 Intermediate Similarity NPC242355
0.7304 Intermediate Similarity NPC23453
0.7302 Intermediate Similarity NPC221275
0.7299 Intermediate Similarity NPC144257
0.7295 Intermediate Similarity NPC470007
0.7293 Intermediate Similarity NPC476599
0.7293 Intermediate Similarity NPC478107
0.7293 Intermediate Similarity NPC470649
0.7288 Intermediate Similarity NPC7435
0.7288 Intermediate Similarity NPC476042
0.7286 Intermediate Similarity NPC475482
0.7286 Intermediate Similarity NPC22676
0.7286 Intermediate Similarity NPC198621
0.7286 Intermediate Similarity NPC216940
0.728 Intermediate Similarity NPC128368
0.7279 Intermediate Similarity NPC472692
0.7279 Intermediate Similarity NPC472682
0.7279 Intermediate Similarity NPC471334
0.7279 Intermediate Similarity NPC472361
0.7279 Intermediate Similarity NPC472418
0.7273 Intermediate Similarity NPC80895
0.7273 Intermediate Similarity NPC321670
0.7273 Intermediate Similarity NPC471912
0.7273 Intermediate Similarity NPC472373
0.7266 Intermediate Similarity NPC472372
0.7266 Intermediate Similarity NPC472374
0.7259 Intermediate Similarity NPC469930
0.7259 Intermediate Similarity NPC93632
0.7254 Intermediate Similarity NPC172311
0.7252 Intermediate Similarity NPC269923
0.7252 Intermediate Similarity NPC167323
0.7246 Intermediate Similarity NPC470143
0.7246 Intermediate Similarity NPC322503
0.7244 Intermediate Similarity NPC135730
0.7241 Intermediate Similarity NPC206764
0.7236 Intermediate Similarity NPC281604
0.7234 Intermediate Similarity NPC473440
0.7231 Intermediate Similarity NPC472680
0.7231 Intermediate Similarity NPC238861
0.7231 Intermediate Similarity NPC472679
0.7231 Intermediate Similarity NPC77000
0.7231 Intermediate Similarity NPC470585
0.7227 Intermediate Similarity NPC264728
0.7226 Intermediate Similarity NPC125153
0.7226 Intermediate Similarity NPC469499
0.7226 Intermediate Similarity NPC475493
0.7226 Intermediate Similarity NPC471880
0.7226 Intermediate Similarity NPC472394
0.7222 Intermediate Similarity NPC471162
0.7222 Intermediate Similarity NPC471721
0.7222 Intermediate Similarity NPC196075
0.7222 Intermediate Similarity NPC474363
0.7222 Intermediate Similarity NPC277053
0.7222 Intermediate Similarity NPC301946
0.7218 Intermediate Similarity NPC471758
0.7217 Intermediate Similarity NPC77273
0.7214 Intermediate Similarity NPC184109
0.7213 Intermediate Similarity NPC475905
0.7213 Intermediate Similarity NPC193640
0.7213 Intermediate Similarity NPC25385
0.7211 Intermediate Similarity NPC306799

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475804 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
0.7931 Intermediate Similarity NPD5909 Discontinued
0.7787 Intermediate Similarity NPD6010 Discontinued
0.7768 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD6647 Phase 2
0.7561 Intermediate Similarity NPD7094 Approved
0.7561 Intermediate Similarity NPD6858 Approved
0.7556 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD2067 Discontinued
0.7273 Intermediate Similarity NPD5048 Discontinued
0.7231 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD2629 Approved
0.7153 Intermediate Similarity NPD3268 Approved
0.7143 Intermediate Similarity NPD2066 Phase 3
0.7143 Intermediate Similarity NPD7798 Approved
0.7097 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD8166 Discontinued
0.7073 Intermediate Similarity NPD6685 Approved
0.7068 Intermediate Similarity NPD6637 Approved
0.7043 Intermediate Similarity NPD3673 Approved
0.7043 Intermediate Similarity NPD3672 Approved
0.6993 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6986 Remote Similarity NPD7236 Approved
0.6985 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6985 Remote Similarity NPD6085 Phase 2
0.6984 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6984 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6977 Remote Similarity NPD4198 Discontinued
0.6967 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6967 Remote Similarity NPD1929 Approved
0.6967 Remote Similarity NPD1930 Approved
0.6957 Remote Similarity NPD5346 Phase 2
0.6957 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5347 Phase 2
0.6923 Remote Similarity NPD1088 Approved
0.6917 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6912 Remote Similarity NPD3267 Approved
0.6912 Remote Similarity NPD3266 Approved
0.6899 Remote Similarity NPD690 Clinical (unspecified phase)
0.6857 Remote Similarity NPD7961 Discontinued
0.6835 Remote Similarity NPD7008 Discontinued
0.6829 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6829 Remote Similarity NPD5765 Approved
0.6825 Remote Similarity NPD2182 Approved
0.6807 Remote Similarity NPD1693 Approved
0.6797 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6788 Remote Similarity NPD2797 Approved
0.6783 Remote Similarity NPD4793 Discontinued
0.6783 Remote Similarity NPD1282 Approved
0.6777 Remote Similarity NPD5926 Approved
0.6769 Remote Similarity NPD5951 Approved
0.6761 Remote Similarity NPD6355 Discontinued
0.6755 Remote Similarity NPD7239 Suspended
0.6752 Remote Similarity NPD1089 Approved
0.6752 Remote Similarity NPD1090 Approved
0.6752 Remote Similarity NPD1086 Approved
0.675 Remote Similarity NPD1989 Approved
0.6748 Remote Similarity NPD1932 Approved
0.6741 Remote Similarity NPD6287 Discontinued
0.6739 Remote Similarity NPD2798 Approved
0.6739 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6738 Remote Similarity NPD7715 Approved
0.6738 Remote Similarity NPD6663 Approved
0.6738 Remote Similarity NPD7714 Approved
0.6736 Remote Similarity NPD2799 Discontinued
0.6735 Remote Similarity NPD4628 Phase 3
0.6735 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6718 Remote Similarity NPD3317 Approved
0.671 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6696 Remote Similarity NPD226 Approved
0.6693 Remote Similarity NPD2329 Discontinued
0.6692 Remote Similarity NPD2652 Approved
0.6692 Remote Similarity NPD2650 Approved
0.6691 Remote Similarity NPD5736 Approved
0.6667 Remote Similarity NPD800 Approved
0.6667 Remote Similarity NPD2313 Discontinued
0.6667 Remote Similarity NPD6912 Phase 3
0.6667 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6645 Remote Similarity NPD7819 Suspended
0.6644 Remote Similarity NPD2346 Discontinued
0.6643 Remote Similarity NPD7055 Discontinued
0.6621 Remote Similarity NPD7305 Phase 1
0.662 Remote Similarity NPD8032 Phase 2
0.6619 Remote Similarity NPD5647 Approved
0.6618 Remote Similarity NPD3131 Approved
0.6618 Remote Similarity NPD4215 Approved
0.6618 Remote Similarity NPD4217 Approved
0.6618 Remote Similarity NPD3132 Approved
0.6618 Remote Similarity NPD2610 Approved
0.6618 Remote Similarity NPD2608 Approved
0.6618 Remote Similarity NPD2611 Approved
0.6618 Remote Similarity NPD4218 Approved
0.6618 Remote Similarity NPD2612 Approved
0.6618 Remote Similarity NPD4216 Approved
0.6618 Remote Similarity NPD2609 Approved
0.6609 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6601 Remote Similarity NPD7458 Discontinued
0.6593 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6585 Remote Similarity NPD1238 Approved
0.6569 Remote Similarity NPD1608 Approved
0.6567 Remote Similarity NPD7741 Discontinued
0.6556 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6556 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6555 Remote Similarity NPD6411 Approved
0.6549 Remote Similarity NPD6798 Discontinued
0.6538 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6525 Remote Similarity NPD6832 Phase 2
0.6519 Remote Similarity NPD5585 Approved
0.6516 Remote Similarity NPD7411 Suspended
0.6513 Remote Similarity NPD6273 Approved
0.6512 Remote Similarity NPD1317 Discontinued
0.6512 Remote Similarity NPD3646 Clinical (unspecified phase)
0.651 Remote Similarity NPD4109 Clinical (unspecified phase)
0.651 Remote Similarity NPD4110 Phase 3
0.6508 Remote Similarity NPD1237 Approved
0.6508 Remote Similarity NPD164 Approved
0.6507 Remote Similarity NPD7033 Discontinued
0.6504 Remote Similarity NPD9495 Approved
0.6503 Remote Similarity NPD7713 Phase 3
0.6496 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6496 Remote Similarity NPD4807 Approved
0.6496 Remote Similarity NPD1087 Approved
0.6496 Remote Similarity NPD4806 Approved
0.6493 Remote Similarity NPD7610 Discontinued
0.6479 Remote Similarity NPD7095 Approved
0.6471 Remote Similarity NPD1778 Approved
0.6471 Remote Similarity NPD5305 Approved
0.6471 Remote Similarity NPD2932 Approved
0.6471 Remote Similarity NPD5306 Approved
0.645 Remote Similarity NPD8434 Phase 2
0.6449 Remote Similarity NPD3972 Approved
0.6444 Remote Similarity NPD1894 Discontinued
0.6444 Remote Similarity NPD7009 Phase 2
0.6444 Remote Similarity NPD9545 Approved
0.6439 Remote Similarity NPD1241 Discontinued
0.6435 Remote Similarity NPD9491 Approved
0.6434 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6429 Remote Similarity NPD225 Approved
0.6429 Remote Similarity NPD227 Approved
0.6423 Remote Similarity NPD1566 Phase 3
0.6423 Remote Similarity NPD1564 Approved
0.6423 Remote Similarity NPD3495 Discontinued
0.6423 Remote Similarity NPD1565 Approved
0.6419 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6418 Remote Similarity NPD9493 Approved
0.6418 Remote Similarity NPD4576 Approved
0.6418 Remote Similarity NPD4574 Approved
0.6417 Remote Similarity NPD1239 Approved
0.6415 Remote Similarity NPD7075 Discontinued
0.6408 Remote Similarity NPD2613 Approved
0.6402 Remote Similarity NPD7799 Discontinued
0.64 Remote Similarity NPD7003 Approved
0.6395 Remote Similarity NPD3648 Clinical (unspecified phase)
0.6393 Remote Similarity NPD6048 Clinical (unspecified phase)
0.6393 Remote Similarity NPD688 Clinical (unspecified phase)
0.6393 Remote Similarity NPD6049 Phase 2
0.6389 Remote Similarity NPD6233 Phase 2
0.6387 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6387 Remote Similarity NPD6101 Approved
0.6387 Remote Similarity NPD3226 Approved
0.6385 Remote Similarity NPD1756 Approved
0.6385 Remote Similarity NPD1752 Approved
0.638 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6376 Remote Similarity NPD4534 Discontinued
0.637 Remote Similarity NPD6065 Approved
0.6364 Remote Similarity NPD7631 Approved
0.6364 Remote Similarity NPD2607 Approved
0.6357 Remote Similarity NPD1283 Approved
0.6357 Remote Similarity NPD5667 Approved
0.6352 Remote Similarity NPD7058 Phase 2
0.6352 Remote Similarity NPD7057 Phase 3
0.6351 Remote Similarity NPD6100 Approved
0.6351 Remote Similarity NPD2935 Discontinued
0.6351 Remote Similarity NPD6099 Approved
0.635 Remote Similarity NPD3019 Approved
0.635 Remote Similarity NPD17 Approved
0.6347 Remote Similarity NPD8368 Discontinued
0.6346 Remote Similarity NPD6599 Discontinued
0.6345 Remote Similarity NPD4140 Approved
0.6338 Remote Similarity NPD7084 Phase 3
0.6331 Remote Similarity NPD9717 Approved
0.6327 Remote Similarity NPD2567 Approved
0.6327 Remote Similarity NPD2569 Approved
0.6327 Remote Similarity NPD7097 Phase 1
0.6319 Remote Similarity NPD3764 Approved
0.6312 Remote Similarity NPD6362 Approved
0.6309 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6309 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6309 Remote Similarity NPD6004 Phase 3
0.6309 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6309 Remote Similarity NPD6005 Phase 3
0.6309 Remote Similarity NPD6002 Phase 3
0.6309 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6304 Remote Similarity NPD3496 Discontinued
0.6304 Remote Similarity NPD4135 Approved
0.6304 Remote Similarity NPD4106 Approved
0.6304 Remote Similarity NPD4136 Approved
0.6304 Remote Similarity NPD3847 Discontinued
0.6296 Remote Similarity NPD694 Clinical (unspecified phase)
0.6296 Remote Similarity NPD8127 Discontinued
0.6294 Remote Similarity NPD4620 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL516518
ZINC  

Physicochemical Properties

Molecular Weight:  560.31
ALogP:  2.3349
MLogP:  4.65
XLogP:  9.336
# Rotatable Bonds:  18
Polar Surface Area:  100.9
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  41

Download Data

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