Natural Product: NPC29133

Natural Product ID:  NPC29133
Common Name:   (2R)-2-[(1R)-1-[(8R,9S,10R,13R,17S)-10,13-Dimethyl-1-Oxo-4,7,8,9,11,12,16,17-Octahydrocyclopenta[A]Phenanthren-17-Yl]-1-Hydroxyethyl]-5-(Hydroxymethyl)-4-Methyl-2,3-Dihydropyran-6-One
IUPAC Name:   (2R)-2-[(1R)-1-[(8R,9S,10R,13R,17S)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-1-hydroxyethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one
Synonyms:  
Molecular Formula:   C28H36O5
Standard InCHIKey:  ZKTNOURYQAESEW-ZOKBQHMGSA-N
Standard InCHI:  InChI=1S/C28H36O5/c1-16-14-24(33-25(31)19(16)15-29)28(4,32)22-11-10-20-18-9-8-17-6-5-7-23(30)27(17,3)21(18)12-13-26(20,22)2/h5,7-8,10,18,21-22,24,29,32H,6,9,11-15H2,1-4H3/t18-,21-,22-,24+,26-,27-,28+/m0/s1
Canonical SMILES:  OCC1=C(C)C[C@@H](OC1=O)[C@@]([C@H]1CC=C2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)C(=O)C=CC2)(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
NPO13927 Withania coagulans Species Solanaceae Eukaryota PMID[23316950]
NPO13927 Withania coagulans Species Solanaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 12400 nM 23316950
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 38200 nM 23316950
NPT71 Cell Line HEK293 Homo sapiens Survival = 48.3 % 23316950
NPT2 Others Unspecified Inhibition = 88.6 % 23316950
NPT113 Cell Line RAW264.7 Mus musculus Survival = 100 % 23316950
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 76.3 % 23316950

  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 NPC29133 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
0.9902 High Similarity NPC470961
0.9615 High Similarity NPC191620
0.932 High Similarity NPC91034
0.9259 High Similarity NPC312824
0.9259 High Similarity NPC470493
0.9259 High Similarity NPC183580
0.9238 High Similarity NPC37116
0.9174 High Similarity NPC186525
0.9167 High Similarity NPC64318
0.9083 High Similarity NPC140055
0.9083 High Similarity NPC167606
0.9083 High Similarity NPC286528
0.9083 High Similarity NPC20302
0.9074 High Similarity NPC147912
0.9074 High Similarity NPC67259
0.9065 High Similarity NPC236217
0.9048 High Similarity NPC220155
0.9 High Similarity NPC50774
0.9 High Similarity NPC709
0.8929 High Similarity NPC46570
0.8919 High Similarity NPC264954
0.8909 High Similarity NPC470492
0.8879 High Similarity NPC473627
0.885 High Similarity NPC107493
0.8839 High Similarity NPC474370
0.8818 High Similarity NPC176840
0.8807 High Similarity NPC122056
0.8796 High Similarity NPC474315
0.8761 High Similarity NPC67569
0.8727 High Similarity NPC474181
0.8684 High Similarity NPC470265
0.8684 High Similarity NPC23786
0.8684 High Similarity NPC153700
0.8684 High Similarity NPC88326
0.8624 High Similarity NPC324683
0.8609 High Similarity NPC469789
0.8584 High Similarity NPC473274
0.8534 High Similarity NPC470494
0.8534 High Similarity NPC3381
0.8534 High Similarity NPC8374
0.8534 High Similarity NPC8369
0.8509 High Similarity NPC79579
0.8496 Intermediate Similarity NPC153440
0.8496 Intermediate Similarity NPC475913
0.8482 Intermediate Similarity NPC270929
0.8482 Intermediate Similarity NPC190286
0.8462 Intermediate Similarity NPC293112
0.8448 Intermediate Similarity NPC11895
0.844 Intermediate Similarity NPC475065
0.8435 Intermediate Similarity NPC473256
0.8435 Intermediate Similarity NPC470878
0.8431 Intermediate Similarity NPC53685
0.8426 Intermediate Similarity NPC329048
0.8426 Intermediate Similarity NPC330011
0.8421 Intermediate Similarity NPC474179
0.8421 Intermediate Similarity NPC473270
0.8421 Intermediate Similarity NPC5292
0.8421 Intermediate Similarity NPC475834
0.8416 Intermediate Similarity NPC303697
0.8411 Intermediate Similarity NPC473175
0.8407 Intermediate Similarity NPC470959
0.8407 Intermediate Similarity NPC243065
0.8407 Intermediate Similarity NPC476965
0.8381 Intermediate Similarity NPC474012
0.8381 Intermediate Similarity NPC476299
0.8378 Intermediate Similarity NPC69291
0.8376 Intermediate Similarity NPC81736
0.8376 Intermediate Similarity NPC172154
0.8362 Intermediate Similarity NPC170538
0.8349 Intermediate Similarity NPC473482
0.8349 Intermediate Similarity NPC318363
0.8349 Intermediate Similarity NPC475418
0.8348 Intermediate Similarity NPC474585
0.8333 Intermediate Similarity NPC115021
0.8333 Intermediate Similarity NPC329736
0.8318 Intermediate Similarity NPC470954
0.8302 Intermediate Similarity NPC473174
0.8302 Intermediate Similarity NPC469657
0.8302 Intermediate Similarity NPC244456
0.8286 Intermediate Similarity NPC98868
0.8286 Intermediate Similarity NPC316598
0.8273 Intermediate Similarity NPC41405
0.8261 Intermediate Similarity NPC270850
0.8261 Intermediate Similarity NPC61520
0.8261 Intermediate Similarity NPC305260
0.8257 Intermediate Similarity NPC473284
0.8257 Intermediate Similarity NPC475294
0.825 Intermediate Similarity NPC473593
0.8241 Intermediate Similarity NPC146731
0.8241 Intermediate Similarity NPC296950
0.8235 Intermediate Similarity NPC156797
0.8235 Intermediate Similarity NPC287903
0.823 Intermediate Similarity NPC284915
0.823 Intermediate Similarity NPC470953
0.8224 Intermediate Similarity NPC473163
0.8224 Intermediate Similarity NPC475320
0.8214 Intermediate Similarity NPC470063
0.8214 Intermediate Similarity NPC221144
0.8205 Intermediate Similarity NPC269642
0.819 Intermediate Similarity NPC476253
0.819 Intermediate Similarity NPC476961
0.819 Intermediate Similarity NPC53844
0.8182 Intermediate Similarity NPC472825
0.8173 Intermediate Similarity NPC171395
0.8167 Intermediate Similarity NPC245094
0.8155 Intermediate Similarity NPC474736
0.8151 Intermediate Similarity NPC473635
0.8148 Intermediate Similarity NPC475050
0.8148 Intermediate Similarity NPC476889
0.8136 Intermediate Similarity NPC473979
0.8131 Intermediate Similarity NPC472924
0.8131 Intermediate Similarity NPC310981
0.8131 Intermediate Similarity NPC99411
0.8115 Intermediate Similarity NPC231240
0.8113 Intermediate Similarity NPC478056
0.8113 Intermediate Similarity NPC197386
0.8113 Intermediate Similarity NPC166745
0.8113 Intermediate Similarity NPC471717
0.8113 Intermediate Similarity NPC235464
0.8108 Intermediate Similarity NPC173905
0.8108 Intermediate Similarity NPC5475
0.8108 Intermediate Similarity NPC137911
0.8108 Intermediate Similarity NPC284828
0.8108 Intermediate Similarity NPC228477
0.8108 Intermediate Similarity NPC472216
0.8103 Intermediate Similarity NPC475041
0.8099 Intermediate Similarity NPC476966
0.8095 Intermediate Similarity NPC472941
0.8095 Intermediate Similarity NPC456
0.8095 Intermediate Similarity NPC328371
0.8095 Intermediate Similarity NPC117133
0.8087 Intermediate Similarity NPC239273
0.8087 Intermediate Similarity NPC284068
0.8073 Intermediate Similarity NPC472868
0.8067 Intermediate Similarity NPC318135
0.8058 Intermediate Similarity NPC177037
0.8058 Intermediate Similarity NPC472814
0.8056 Intermediate Similarity NPC476890
0.8056 Intermediate Similarity NPC40918
0.8053 Intermediate Similarity NPC475524
0.8053 Intermediate Similarity NPC269530
0.8053 Intermediate Similarity NPC100267
0.8049 Intermediate Similarity NPC316915
0.8039 Intermediate Similarity NPC5509
0.8037 Intermediate Similarity NPC54705
0.8036 Intermediate Similarity NPC5103
0.8036 Intermediate Similarity NPC5284
0.8036 Intermediate Similarity NPC235014
0.8034 Intermediate Similarity NPC476962
0.8019 Intermediate Similarity NPC202705
0.8019 Intermediate Similarity NPC253826
0.8019 Intermediate Similarity NPC156546
0.8018 Intermediate Similarity NPC151393
0.8017 Intermediate Similarity NPC257457
0.8017 Intermediate Similarity NPC311554
0.8 Intermediate Similarity NPC148458
0.8 Intermediate Similarity NPC470075
0.8 Intermediate Similarity NPC266570
0.8 Intermediate Similarity NPC33473
0.8 Intermediate Similarity NPC189863
0.8 Intermediate Similarity NPC174948
0.8 Intermediate Similarity NPC476963
0.8 Intermediate Similarity NPC477125
0.8 Intermediate Similarity NPC209355
0.8 Intermediate Similarity NPC173875
0.8 Intermediate Similarity NPC318282
0.8 Intermediate Similarity NPC472935
0.8 Intermediate Similarity NPC469995
0.7983 Intermediate Similarity NPC120724
0.7982 Intermediate Similarity NPC95899
0.7982 Intermediate Similarity NPC475526
0.7982 Intermediate Similarity NPC469454
0.7982 Intermediate Similarity NPC324001
0.7982 Intermediate Similarity NPC264048
0.7982 Intermediate Similarity NPC72151
0.7982 Intermediate Similarity NPC329345
0.7982 Intermediate Similarity NPC255017
0.7982 Intermediate Similarity NPC25909
0.7982 Intermediate Similarity NPC112009
0.7982 Intermediate Similarity NPC239716
0.7982 Intermediate Similarity NPC469463
0.7982 Intermediate Similarity NPC469496
0.7982 Intermediate Similarity NPC473283
0.7981 Intermediate Similarity NPC472871
0.7966 Intermediate Similarity NPC129434
0.7965 Intermediate Similarity NPC317107
0.7963 Intermediate Similarity NPC224720
0.7963 Intermediate Similarity NPC476240
0.7963 Intermediate Similarity NPC93744
0.7963 Intermediate Similarity NPC476888
0.7963 Intermediate Similarity NPC476223
0.7963 Intermediate Similarity NPC282524
0.7961 Intermediate Similarity NPC477147
0.7961 Intermediate Similarity NPC477149
0.7961 Intermediate Similarity NPC472307
0.7961 Intermediate Similarity NPC273199
0.7961 Intermediate Similarity NPC15059
0.7961 Intermediate Similarity NPC51486
0.7951 Intermediate Similarity NPC231529
0.7949 Intermediate Similarity NPC473636

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC29133 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
0.9083 High Similarity NPD7115 Discovery
0.7944 Intermediate Similarity NPD4225 Approved
0.7719 Intermediate Similarity NPD6371 Approved
0.7685 Intermediate Similarity NPD6084 Phase 2
0.7685 Intermediate Similarity NPD6083 Phase 2
0.7664 Intermediate Similarity NPD5695 Phase 3
0.7619 Intermediate Similarity NPD5785 Approved
0.7586 Intermediate Similarity NPD8297 Approved
0.7544 Intermediate Similarity NPD6686 Approved
0.7544 Intermediate Similarity NPD6899 Approved
0.7544 Intermediate Similarity NPD6881 Approved
0.7477 Intermediate Similarity NPD6399 Phase 3
0.7456 Intermediate Similarity NPD5697 Approved
0.7438 Intermediate Similarity NPD6319 Approved
0.7414 Intermediate Similarity NPD7102 Approved
0.7414 Intermediate Similarity NPD6883 Approved
0.7414 Intermediate Similarity NPD7290 Approved
0.7387 Intermediate Similarity NPD7640 Approved
0.7387 Intermediate Similarity NPD7639 Approved
0.7383 Intermediate Similarity NPD6411 Approved
0.7368 Intermediate Similarity NPD6402 Approved
0.7368 Intermediate Similarity NPD7128 Approved
0.7368 Intermediate Similarity NPD5739 Approved
0.7368 Intermediate Similarity NPD6675 Approved
0.735 Intermediate Similarity NPD8130 Phase 1
0.735 Intermediate Similarity NPD6650 Approved
0.735 Intermediate Similarity NPD6649 Approved
0.735 Intermediate Similarity NPD6869 Approved
0.735 Intermediate Similarity NPD6847 Approved
0.735 Intermediate Similarity NPD6617 Approved
0.7339 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD6013 Approved
0.7328 Intermediate Similarity NPD6012 Approved
0.7328 Intermediate Similarity NPD6014 Approved
0.7315 Intermediate Similarity NPD5779 Approved
0.7315 Intermediate Similarity NPD5778 Approved
0.7304 Intermediate Similarity NPD6412 Phase 2
0.7297 Intermediate Similarity NPD7638 Approved
0.7297 Intermediate Similarity NPD5696 Approved
0.7288 Intermediate Similarity NPD6053 Discontinued
0.7288 Intermediate Similarity NPD6882 Approved
0.7264 Intermediate Similarity NPD5737 Approved
0.7264 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD6672 Approved
0.7257 Intermediate Similarity NPD5211 Phase 2
0.7248 Intermediate Similarity NPD7748 Approved
0.7244 Intermediate Similarity NPD7319 Approved
0.7241 Intermediate Similarity NPD7320 Approved
0.7241 Intermediate Similarity NPD6011 Approved
0.7238 Intermediate Similarity NPD5330 Approved
0.7238 Intermediate Similarity NPD7146 Approved
0.7238 Intermediate Similarity NPD7521 Approved
0.7238 Intermediate Similarity NPD7334 Approved
0.7238 Intermediate Similarity NPD6409 Approved
0.7238 Intermediate Similarity NPD6684 Approved
0.7236 Intermediate Similarity NPD7503 Approved
0.7227 Intermediate Similarity NPD4632 Approved
0.7222 Intermediate Similarity NPD5281 Approved
0.7222 Intermediate Similarity NPD5284 Approved
0.7222 Intermediate Similarity NPD5693 Phase 1
0.7222 Intermediate Similarity NPD7515 Phase 2
0.7222 Intermediate Similarity NPD6079 Approved
0.7222 Intermediate Similarity NPD7637 Suspended
0.7212 Intermediate Similarity NPD4786 Approved
0.72 Intermediate Similarity NPD7492 Approved
0.7196 Intermediate Similarity NPD6101 Approved
0.7196 Intermediate Similarity NPD4753 Phase 2
0.7196 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD5210 Approved
0.7182 Intermediate Similarity NPD4629 Approved
0.7179 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD6372 Approved
0.7179 Intermediate Similarity NPD6373 Approved
0.7165 Intermediate Similarity NPD7736 Approved
0.7155 Intermediate Similarity NPD5701 Approved
0.7155 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD6054 Approved
0.7143 Intermediate Similarity NPD5363 Approved
0.7143 Intermediate Similarity NPD1694 Approved
0.7143 Intermediate Similarity NPD7507 Approved
0.7143 Intermediate Similarity NPD6616 Approved
0.713 Intermediate Similarity NPD5141 Approved
0.7119 Intermediate Similarity NPD4634 Approved
0.7103 Intermediate Similarity NPD6903 Approved
0.7087 Intermediate Similarity NPD7078 Approved
0.708 Intermediate Similarity NPD5286 Approved
0.708 Intermediate Similarity NPD4696 Approved
0.708 Intermediate Similarity NPD5285 Approved
0.7075 Intermediate Similarity NPD5690 Phase 2
0.7075 Intermediate Similarity NPD4623 Approved
0.7075 Intermediate Similarity NPD5279 Phase 3
0.7075 Intermediate Similarity NPD4519 Discontinued
0.7064 Intermediate Similarity NPD5694 Approved
0.7064 Intermediate Similarity NPD6050 Approved
0.7054 Intermediate Similarity NPD7902 Approved
0.7048 Intermediate Similarity NPD3133 Approved
0.7048 Intermediate Similarity NPD3666 Approved
0.7048 Intermediate Similarity NPD3665 Phase 1
0.704 Intermediate Similarity NPD6370 Approved
0.7037 Intermediate Similarity NPD6904 Approved
0.7037 Intermediate Similarity NPD5328 Approved
0.7037 Intermediate Similarity NPD6080 Approved
0.7037 Intermediate Similarity NPD6673 Approved
0.7019 Intermediate Similarity NPD3667 Approved
0.6972 Remote Similarity NPD46 Approved
0.6972 Remote Similarity NPD5692 Phase 3
0.6972 Remote Similarity NPD5207 Approved
0.6972 Remote Similarity NPD6698 Approved
0.6964 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6964 Remote Similarity NPD5222 Approved
0.6964 Remote Similarity NPD5221 Approved
0.6961 Remote Similarity NPD5784 Clinical (unspecified phase)
0.696 Remote Similarity NPD6015 Approved
0.696 Remote Similarity NPD8513 Phase 3
0.696 Remote Similarity NPD6016 Approved
0.6957 Remote Similarity NPD5224 Approved
0.6957 Remote Similarity NPD5225 Approved
0.6957 Remote Similarity NPD4633 Approved
0.6957 Remote Similarity NPD5226 Approved
0.6952 Remote Similarity NPD5362 Discontinued
0.6952 Remote Similarity NPD7154 Phase 3
0.6949 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6935 Remote Similarity NPD7101 Approved
0.6935 Remote Similarity NPD7100 Approved
0.6917 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6917 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6916 Remote Similarity NPD3618 Phase 1
0.6916 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6911 Remote Similarity NPD6009 Approved
0.6905 Remote Similarity NPD5988 Approved
0.6903 Remote Similarity NPD5173 Approved
0.6903 Remote Similarity NPD4755 Approved
0.6897 Remote Similarity NPD5174 Approved
0.6897 Remote Similarity NPD5175 Approved
0.6887 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6881 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6881 Remote Similarity NPD6051 Approved
0.688 Remote Similarity NPD6059 Approved
0.6875 Remote Similarity NPD6356 Clinical (unspecified phase)
0.687 Remote Similarity NPD5223 Approved
0.687 Remote Similarity NPD5344 Discontinued
0.6857 Remote Similarity NPD4270 Approved
0.6857 Remote Similarity NPD4223 Phase 3
0.6857 Remote Similarity NPD4269 Approved
0.6857 Remote Similarity NPD4221 Approved
0.6855 Remote Similarity NPD6335 Approved
0.6855 Remote Similarity NPD7327 Approved
0.6855 Remote Similarity NPD7328 Approved
0.6852 Remote Similarity NPD3573 Approved
0.685 Remote Similarity NPD7604 Phase 2
0.6847 Remote Similarity NPD4202 Approved
0.6833 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6274 Approved
0.6829 Remote Similarity NPD6868 Approved
0.6825 Remote Similarity NPD8515 Approved
0.6825 Remote Similarity NPD8517 Approved
0.6825 Remote Similarity NPD8516 Approved
0.6825 Remote Similarity NPD5983 Phase 2
0.6825 Remote Similarity NPD8033 Approved
0.6822 Remote Similarity NPD8293 Discontinued
0.6822 Remote Similarity NPD5329 Approved
0.681 Remote Similarity NPD7632 Discontinued
0.68 Remote Similarity NPD7516 Approved
0.6789 Remote Similarity NPD5208 Approved
0.6786 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6786 Remote Similarity NPD7900 Approved
0.6783 Remote Similarity NPD4700 Approved
0.6783 Remote Similarity NPD6404 Discontinued
0.6774 Remote Similarity NPD6317 Approved
0.6762 Remote Similarity NPD5369 Approved
0.6759 Remote Similarity NPD6098 Approved
0.6759 Remote Similarity NPD5280 Approved
0.6759 Remote Similarity NPD4694 Approved
0.6759 Remote Similarity NPD5786 Approved
0.6757 Remote Similarity NPD7983 Approved
0.6746 Remote Similarity NPD8377 Approved
0.6746 Remote Similarity NPD8294 Approved
0.6744 Remote Similarity NPD6336 Discontinued
0.6742 Remote Similarity NPD7260 Phase 2
0.6729 Remote Similarity NPD4197 Approved
0.672 Remote Similarity NPD6313 Approved
0.672 Remote Similarity NPD6314 Approved
0.6719 Remote Similarity NPD8328 Phase 3
0.6698 Remote Similarity NPD5209 Approved
0.6697 Remote Similarity NPD7524 Approved
0.6693 Remote Similarity NPD8335 Approved
0.6693 Remote Similarity NPD8380 Approved
0.6693 Remote Similarity NPD8296 Approved
0.6693 Remote Similarity NPD8379 Approved
0.6693 Remote Similarity NPD8378 Approved
0.6667 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4695 Discontinued
0.6667 Remote Similarity NPD4252 Approved
0.6667 Remote Similarity NPD4730 Approved
0.6667 Remote Similarity NPD4729 Approved
0.6667 Remote Similarity NPD7838 Discovery
0.6667 Remote Similarity NPD4697 Phase 3
0.6667 Remote Similarity NPD8133 Approved
0.6667 Remote Similarity NPD4522 Approved

Structure

External Identifiers

PubChem CID   12115994
ChEMBL   CHEMBL2333676
ZINC  

Physicochemical Properties

Molecular Weight:  452.26
ALogP:  1.7323
MLogP:  3.99
XLogP:  3.657
# Rotatable Bonds:  9
Polar Surface Area:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  33

Download Data

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Biological Activities  
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