Natural Product: NPC165616

Natural Product ID:  NPC165616
Common Name:   Laxiflorin P
IUPAC Name:  
Synonyms:   Laxiflorin P
Molecular Formula:   C20H26O5
Standard InCHIKey:  VAXMIGRMYUFPSH-SWWOWSJHSA-N
Standard InCHI:  InChI=1S/C20H26O5/c1-10(8-21)11-4-5-13-12(6-11)16(23)17(24)18-19(2,3)15-7-14(22)20(13,18)9-25-15/h8,11-13,15,17-18,24H,1,4-7,9H2,2-3H3/t11-,12-,13-,15-,17-,18-,20-/m1/s1
Canonical SMILES:  O=CC(=C)[C@@H]1CC[C@@H]2[C@@H](C1)C(=O)[C@H]([C@H]1[C@@]32CO[C@H](CC3=O)C1(C)C)O
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
NPO1927 Isodon eriocalyx Species Lamiaceae Eukaryota PMID[22624550]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 12589.25 nM 18590312
NPT83 Cell Line MCF7 Homo sapiens IC50 = 3162.28 nM 18590312
NPT660 Cell Line SW480 Homo sapiens IC50 = 3162.28 nM 12350139
NPT116 Cell Line HL-60 Homo sapiens IC50 = 3800 nM 19223631
NPT660 Cell Line SW480 Homo sapiens IC50 = 3100 nM 22194678
NPT116 Cell Line HL-60 Homo sapiens IC50 = 3981.07 nM 19880317
NPT83 Cell Line MCF7 Homo sapiens IC50 = 3200 nM 21397370
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 5600 nM 23566520
NPT81 Cell Line A549 Homo sapiens IC50 = 11700 nM PubChem BioAssay data set
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 5011.87 nM 10.1016/0305-1978(94)90001-9

  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 NPC165616 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
0.9355 High Similarity NPC109059
0.9355 High Similarity NPC288
0.8989 High Similarity NPC34190
0.8763 High Similarity NPC60947
0.8723 High Similarity NPC272635
0.8723 High Similarity NPC169751
0.8673 High Similarity NPC272472
0.8632 High Similarity NPC142352
0.8617 High Similarity NPC82138
0.8586 High Similarity NPC266
0.8542 High Similarity NPC219353
0.8438 Intermediate Similarity NPC29112
0.8421 Intermediate Similarity NPC59350
0.8384 Intermediate Similarity NPC148279
0.837 Intermediate Similarity NPC120395
0.8367 Intermediate Similarity NPC26270
0.8351 Intermediate Similarity NPC223169
0.8316 Intermediate Similarity NPC250753
0.8283 Intermediate Similarity NPC156324
0.8283 Intermediate Similarity NPC55503
0.8283 Intermediate Similarity NPC293890
0.8247 Intermediate Similarity NPC41070
0.8229 Intermediate Similarity NPC59170
0.8218 Intermediate Similarity NPC139347
0.8218 Intermediate Similarity NPC96217
0.8211 Intermediate Similarity NPC180849
0.8211 Intermediate Similarity NPC80401
0.82 Intermediate Similarity NPC14634
0.8182 Intermediate Similarity NPC471038
0.8163 Intermediate Similarity NPC13949
0.8163 Intermediate Similarity NPC470387
0.8163 Intermediate Similarity NPC140242
0.8163 Intermediate Similarity NPC135548
0.8163 Intermediate Similarity NPC264979
0.8152 Intermediate Similarity NPC146683
0.8144 Intermediate Similarity NPC191094
0.8144 Intermediate Similarity NPC302008
0.8137 Intermediate Similarity NPC474558
0.8125 Intermediate Similarity NPC278106
0.8125 Intermediate Similarity NPC99380
0.8125 Intermediate Similarity NPC476168
0.8119 Intermediate Similarity NPC309388
0.8119 Intermediate Similarity NPC475803
0.8119 Intermediate Similarity NPC163249
0.81 Intermediate Similarity NPC46761
0.8095 Intermediate Similarity NPC100908
0.8085 Intermediate Similarity NPC259009
0.8085 Intermediate Similarity NPC153604
0.8085 Intermediate Similarity NPC174619
0.8061 Intermediate Similarity NPC470232
0.8061 Intermediate Similarity NPC231060
0.8061 Intermediate Similarity NPC98639
0.8061 Intermediate Similarity NPC138245
0.8061 Intermediate Similarity NPC84018
0.8043 Intermediate Similarity NPC471036
0.8043 Intermediate Similarity NPC291320
0.8043 Intermediate Similarity NPC118800
0.8041 Intermediate Similarity NPC294263
0.8041 Intermediate Similarity NPC181594
0.8041 Intermediate Similarity NPC144739
0.8039 Intermediate Similarity NPC275583
0.8039 Intermediate Similarity NPC216114
0.8022 Intermediate Similarity NPC328264
0.802 Intermediate Similarity NPC46848
0.8 Intermediate Similarity NPC472739
0.8 Intermediate Similarity NPC90676
0.8 Intermediate Similarity NPC474793
0.7981 Intermediate Similarity NPC186054
0.7981 Intermediate Similarity NPC201908
0.7981 Intermediate Similarity NPC176949
0.798 Intermediate Similarity NPC5532
0.798 Intermediate Similarity NPC469545
0.798 Intermediate Similarity NPC329910
0.798 Intermediate Similarity NPC29410
0.798 Intermediate Similarity NPC200054
0.798 Intermediate Similarity NPC61369
0.7979 Intermediate Similarity NPC248216
0.7961 Intermediate Similarity NPC98603
0.7961 Intermediate Similarity NPC84928
0.7959 Intermediate Similarity NPC289539
0.7959 Intermediate Similarity NPC215271
0.7959 Intermediate Similarity NPC153775
0.7959 Intermediate Similarity NPC104371
0.7959 Intermediate Similarity NPC261333
0.7959 Intermediate Similarity NPC292374
0.7959 Intermediate Similarity NPC475118
0.7959 Intermediate Similarity NPC29247
0.7959 Intermediate Similarity NPC129004
0.7959 Intermediate Similarity NPC111524
0.7959 Intermediate Similarity NPC470385
0.7959 Intermediate Similarity NPC64006
0.7959 Intermediate Similarity NPC470386
0.7959 Intermediate Similarity NPC101233
0.7959 Intermediate Similarity NPC91772
0.7944 Intermediate Similarity NPC40608
0.7941 Intermediate Similarity NPC275990
0.7938 Intermediate Similarity NPC299185
0.7938 Intermediate Similarity NPC198242
0.7938 Intermediate Similarity NPC211403
0.7921 Intermediate Similarity NPC470388
0.7921 Intermediate Similarity NPC267921
0.7905 Intermediate Similarity NPC469733
0.7905 Intermediate Similarity NPC211224
0.7905 Intermediate Similarity NPC469729
0.7905 Intermediate Similarity NPC63841
0.7905 Intermediate Similarity NPC55973
0.79 Intermediate Similarity NPC10864
0.7895 Intermediate Similarity NPC57469
0.7895 Intermediate Similarity NPC165895
0.7885 Intermediate Similarity NPC130511
0.7885 Intermediate Similarity NPC12823
0.7885 Intermediate Similarity NPC265127
0.7885 Intermediate Similarity NPC4115
0.7885 Intermediate Similarity NPC307660
0.7879 Intermediate Similarity NPC470229
0.7879 Intermediate Similarity NPC210214
0.7872 Intermediate Similarity NPC102292
0.7872 Intermediate Similarity NPC190704
0.7872 Intermediate Similarity NPC471034
0.7864 Intermediate Similarity NPC87927
0.7864 Intermediate Similarity NPC277074
0.7864 Intermediate Similarity NPC122811
0.7864 Intermediate Similarity NPC95585
0.7864 Intermediate Similarity NPC282233
0.7864 Intermediate Similarity NPC209298
0.7843 Intermediate Similarity NPC52899
0.7843 Intermediate Similarity NPC236585
0.7843 Intermediate Similarity NPC163963
0.7843 Intermediate Similarity NPC289148
0.7835 Intermediate Similarity NPC149761
0.7835 Intermediate Similarity NPC470378
0.7835 Intermediate Similarity NPC263977
0.7835 Intermediate Similarity NPC261994
0.7822 Intermediate Similarity NPC28864
0.7822 Intermediate Similarity NPC89099
0.7822 Intermediate Similarity NPC162459
0.7822 Intermediate Similarity NPC38471
0.7822 Intermediate Similarity NPC98837
0.7822 Intermediate Similarity NPC38296
0.7822 Intermediate Similarity NPC20479
0.7812 Intermediate Similarity NPC56413
0.7812 Intermediate Similarity NPC474925
0.7812 Intermediate Similarity NPC236459
0.781 Intermediate Similarity NPC471474
0.781 Intermediate Similarity NPC67745
0.781 Intermediate Similarity NPC469746
0.781 Intermediate Similarity NPC471246
0.781 Intermediate Similarity NPC471461
0.78 Intermediate Similarity NPC192428
0.78 Intermediate Similarity NPC104568
0.7789 Intermediate Similarity NPC98236
0.7789 Intermediate Similarity NPC269396
0.7789 Intermediate Similarity NPC158393
0.7788 Intermediate Similarity NPC202793
0.7788 Intermediate Similarity NPC13149
0.7778 Intermediate Similarity NPC476811
0.7778 Intermediate Similarity NPC309127
0.7778 Intermediate Similarity NPC473352
0.7778 Intermediate Similarity NPC205534
0.7778 Intermediate Similarity NPC47853
0.7778 Intermediate Similarity NPC293086
0.7778 Intermediate Similarity NPC303863
0.7778 Intermediate Similarity NPC247877
0.7767 Intermediate Similarity NPC148628
0.7767 Intermediate Similarity NPC214946
0.7767 Intermediate Similarity NPC88203
0.7767 Intermediate Similarity NPC76866
0.7767 Intermediate Similarity NPC246736
0.7767 Intermediate Similarity NPC304832
0.7767 Intermediate Similarity NPC286519
0.7757 Intermediate Similarity NPC471093
0.7757 Intermediate Similarity NPC473324
0.7755 Intermediate Similarity NPC476934
0.7755 Intermediate Similarity NPC327515
0.7755 Intermediate Similarity NPC198054
0.7745 Intermediate Similarity NPC475202
0.7745 Intermediate Similarity NPC287676
0.7745 Intermediate Similarity NPC293866
0.7745 Intermediate Similarity NPC475385
0.7745 Intermediate Similarity NPC291785
0.7745 Intermediate Similarity NPC127408
0.7745 Intermediate Similarity NPC475392
0.7742 Intermediate Similarity NPC476935
0.7736 Intermediate Similarity NPC471094
0.7736 Intermediate Similarity NPC89860
0.7736 Intermediate Similarity NPC473410
0.7736 Intermediate Similarity NPC189663
0.7736 Intermediate Similarity NPC469984
0.7736 Intermediate Similarity NPC232133
0.7732 Intermediate Similarity NPC184663
0.7732 Intermediate Similarity NPC69627
0.7723 Intermediate Similarity NPC96839
0.7723 Intermediate Similarity NPC273269
0.7714 Intermediate Similarity NPC32006
0.7714 Intermediate Similarity NPC56656
0.7714 Intermediate Similarity NPC138908
0.7714 Intermediate Similarity NPC85529
0.7714 Intermediate Similarity NPC200957
0.7708 Intermediate Similarity NPC472495
0.7708 Intermediate Similarity NPC476932

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC165616 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
0.78 Intermediate Similarity NPD4697 Phase 3
0.7451 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD5222 Approved
0.7451 Intermediate Similarity NPD5221 Approved
0.7404 Intermediate Similarity NPD5286 Approved
0.7404 Intermediate Similarity NPD5285 Approved
0.7404 Intermediate Similarity NPD4696 Approved
0.74 Intermediate Similarity NPD8035 Phase 2
0.74 Intermediate Similarity NPD8034 Phase 2
0.7379 Intermediate Similarity NPD7902 Approved
0.7379 Intermediate Similarity NPD4755 Approved
0.7379 Intermediate Similarity NPD5173 Approved
0.7333 Intermediate Similarity NPD5223 Approved
0.7315 Intermediate Similarity NPD5697 Approved
0.7264 Intermediate Similarity NPD5226 Approved
0.7264 Intermediate Similarity NPD5225 Approved
0.7264 Intermediate Similarity NPD5211 Phase 2
0.7264 Intermediate Similarity NPD5224 Approved
0.7264 Intermediate Similarity NPD4633 Approved
0.7255 Intermediate Similarity NPD7748 Approved
0.7248 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD6899 Approved
0.7248 Intermediate Similarity NPD6011 Approved
0.7248 Intermediate Similarity NPD6881 Approved
0.7245 Intermediate Similarity NPD3618 Phase 1
0.7238 Intermediate Similarity NPD4700 Approved
0.7228 Intermediate Similarity NPD6079 Approved
0.7228 Intermediate Similarity NPD7515 Phase 2
0.7222 Intermediate Similarity NPD5739 Approved
0.7222 Intermediate Similarity NPD6402 Approved
0.7222 Intermediate Similarity NPD7128 Approved
0.7222 Intermediate Similarity NPD6675 Approved
0.7207 Intermediate Similarity NPD6649 Approved
0.7207 Intermediate Similarity NPD6650 Approved
0.72 Intermediate Similarity NPD5328 Approved
0.7196 Intermediate Similarity NPD5174 Approved
0.7196 Intermediate Similarity NPD5175 Approved
0.7182 Intermediate Similarity NPD6372 Approved
0.7182 Intermediate Similarity NPD6012 Approved
0.7182 Intermediate Similarity NPD6014 Approved
0.7182 Intermediate Similarity NPD6373 Approved
0.7182 Intermediate Similarity NPD6013 Approved
0.7156 Intermediate Similarity NPD5701 Approved
0.7143 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD5141 Approved
0.7119 Intermediate Similarity NPD8328 Phase 3
0.7117 Intermediate Similarity NPD7290 Approved
0.7117 Intermediate Similarity NPD4634 Approved
0.7117 Intermediate Similarity NPD6883 Approved
0.7117 Intermediate Similarity NPD7102 Approved
0.7091 Intermediate Similarity NPD7320 Approved
0.7087 Intermediate Similarity NPD7900 Approved
0.7087 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD6847 Approved
0.7054 Intermediate Similarity NPD6869 Approved
0.7054 Intermediate Similarity NPD6617 Approved
0.7054 Intermediate Similarity NPD8130 Phase 1
0.7037 Intermediate Similarity NPD4754 Approved
0.7019 Intermediate Similarity NPD4629 Approved
0.7019 Intermediate Similarity NPD5210 Approved
0.7 Intermediate Similarity NPD3573 Approved
0.6991 Remote Similarity NPD8297 Approved
0.6991 Remote Similarity NPD6882 Approved
0.6939 Remote Similarity NPD4788 Approved
0.6937 Remote Similarity NPD4729 Approved
0.6937 Remote Similarity NPD4730 Approved
0.6937 Remote Similarity NPD5128 Approved
0.6909 Remote Similarity NPD4767 Approved
0.6909 Remote Similarity NPD4768 Approved
0.6903 Remote Similarity NPD6401 Clinical (unspecified phase)
0.69 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6897 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6864 Remote Similarity NPD6319 Approved
0.6864 Remote Similarity NPD6054 Approved
0.6837 Remote Similarity NPD3667 Approved
0.6827 Remote Similarity NPD4202 Approved
0.6827 Remote Similarity NPD6399 Phase 3
0.6822 Remote Similarity NPD5696 Approved
0.6814 Remote Similarity NPD5250 Approved
0.6814 Remote Similarity NPD5251 Approved
0.6814 Remote Similarity NPD5247 Approved
0.6814 Remote Similarity NPD5248 Approved
0.6814 Remote Similarity NPD5249 Phase 3
0.6814 Remote Similarity NPD5169 Approved
0.6814 Remote Similarity NPD5135 Approved
0.6814 Remote Similarity NPD5134 Clinical (unspecified phase)
0.681 Remote Similarity NPD6274 Approved
0.6809 Remote Similarity NPD3703 Phase 2
0.6807 Remote Similarity NPD6016 Approved
0.6807 Remote Similarity NPD6015 Approved
0.6804 Remote Similarity NPD4695 Discontinued
0.6786 Remote Similarity NPD5168 Approved
0.6783 Remote Similarity NPD4632 Approved
0.6754 Remote Similarity NPD5217 Approved
0.6754 Remote Similarity NPD5216 Approved
0.6754 Remote Similarity NPD5215 Approved
0.6754 Remote Similarity NPD5127 Approved
0.6752 Remote Similarity NPD6317 Approved
0.675 Remote Similarity NPD6370 Approved
0.675 Remote Similarity NPD5988 Approved
0.6748 Remote Similarity NPD7736 Approved
0.6731 Remote Similarity NPD6411 Approved
0.6723 Remote Similarity NPD6059 Approved
0.67 Remote Similarity NPD3133 Approved
0.67 Remote Similarity NPD3666 Approved
0.67 Remote Similarity NPD4786 Approved
0.67 Remote Similarity NPD3665 Phase 1
0.6699 Remote Similarity NPD4753 Phase 2
0.6695 Remote Similarity NPD6335 Approved
0.6695 Remote Similarity NPD6314 Approved
0.6695 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6868 Approved
0.6639 Remote Similarity NPD7101 Approved
0.6639 Remote Similarity NPD7100 Approved
0.6639 Remote Similarity NPD7492 Approved
0.663 Remote Similarity NPD3700 Clinical (unspecified phase)
0.663 Remote Similarity NPD3699 Clinical (unspecified phase)
0.661 Remote Similarity NPD6009 Approved
0.661 Remote Similarity NPD7115 Discovery
0.6585 Remote Similarity NPD6616 Approved
0.6581 Remote Similarity NPD5167 Approved
0.6574 Remote Similarity NPD6083 Phase 2
0.6574 Remote Similarity NPD6084 Phase 2
0.6569 Remote Similarity NPD5279 Phase 3
0.656 Remote Similarity NPD7319 Approved
0.6538 Remote Similarity NPD6101 Approved
0.6538 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6532 Remote Similarity NPD7078 Approved
0.6531 Remote Similarity NPD7645 Phase 2
0.6529 Remote Similarity NPD6921 Approved
0.6529 Remote Similarity NPD5983 Phase 2
0.6514 Remote Similarity NPD7638 Approved
0.6514 Remote Similarity NPD4225 Approved
0.6495 Remote Similarity NPD6116 Phase 1
0.6489 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6489 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6465 Remote Similarity NPD7525 Registered
0.646 Remote Similarity NPD6008 Approved
0.6455 Remote Similarity NPD7640 Approved
0.6455 Remote Similarity NPD7639 Approved
0.6452 Remote Similarity NPD7507 Approved
0.6449 Remote Similarity NPD5282 Discontinued
0.6442 Remote Similarity NPD6672 Approved
0.6442 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6442 Remote Similarity NPD5737 Approved
0.6435 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3617 Approved
0.6423 Remote Similarity NPD7604 Phase 2
0.6404 Remote Similarity NPD6412 Phase 2
0.64 Remote Similarity NPD8293 Discontinued
0.6393 Remote Similarity NPD6909 Approved
0.6393 Remote Similarity NPD6908 Approved
0.6392 Remote Similarity NPD6117 Approved
0.6389 Remote Similarity NPD5695 Phase 3
0.6383 Remote Similarity NPD4789 Approved
0.6381 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6373 Remote Similarity NPD3668 Phase 3
0.6373 Remote Similarity NPD4197 Approved
0.6349 Remote Similarity NPD6033 Approved
0.633 Remote Similarity NPD7614 Phase 1
0.632 Remote Similarity NPD6336 Discontinued
0.6311 Remote Similarity NPD5329 Approved
0.6277 Remote Similarity NPD3698 Phase 2
0.6263 Remote Similarity NPD6118 Approved
0.6263 Remote Similarity NPD6114 Approved
0.6263 Remote Similarity NPD6697 Approved
0.6263 Remote Similarity NPD6115 Approved
0.625 Remote Similarity NPD5330 Approved
0.625 Remote Similarity NPD6409 Approved
0.625 Remote Similarity NPD7521 Approved
0.625 Remote Similarity NPD6684 Approved
0.625 Remote Similarity NPD5690 Phase 2
0.625 Remote Similarity NPD7334 Approved
0.625 Remote Similarity NPD7146 Approved
0.6239 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6218 Remote Similarity NPD8133 Approved
0.6211 Remote Similarity NPD4244 Approved
0.6211 Remote Similarity NPD4245 Approved
0.6195 Remote Similarity NPD5091 Approved
0.6186 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6182 Remote Similarity NPD7732 Phase 3
0.6176 Remote Similarity NPD4223 Phase 3
0.6176 Remote Similarity NPD4221 Approved
0.6132 Remote Similarity NPD6903 Approved
0.61 Remote Similarity NPD3671 Phase 1
0.6095 Remote Similarity NPD5280 Approved
0.6095 Remote Similarity NPD4694 Approved
0.6091 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6075 Remote Similarity NPD6080 Approved
0.6075 Remote Similarity NPD6904 Approved
0.6075 Remote Similarity NPD6673 Approved
0.6068 Remote Similarity NPD6686 Approved
0.6055 Remote Similarity NPD5778 Approved
0.6055 Remote Similarity NPD5779 Approved
0.6053 Remote Similarity NPD7632 Discontinued
0.6045 Remote Similarity NPD6334 Approved
0.6045 Remote Similarity NPD6333 Approved
0.6022 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4752 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   60154784
ChEMBL   CHEMBL2088263
ZINC  

Physicochemical Properties

Molecular Weight:  346.18
ALogP:  -0.4816
MLogP:  3.11
XLogP:  0.644
# Rotatable Bonds:  5
Polar Surface Area:  80.67
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  25

Download Data

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Structure MOL file  
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Biological Activities  
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