Natural Product: NPC26238

Natural Product ID:  NPC26238
Common Name:   Diuvaretin
IUPAC Name:   1-[2,4-dihydroxy-3,5-bis[(2-hydroxyphenyl)methyl]-6-methoxyphenyl]-3-phenylpropan-1-one
Synonyms:   Diuvaretin
Molecular Formula:   C30H28O6
Standard InCHIKey:  KDEMELRYKGOXDL-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C30H28O6/c1-36-30-23(18-21-12-6-8-14-25(21)32)28(34)22(17-20-11-5-7-13-24(20)31)29(35)27(30)26(33)16-15-19-9-3-2-4-10-19/h2-14,31-32,34-35H,15-18H2,1H3
Canonical SMILES:  COc1c(C(=O)CCc2ccccc2)c(O)c(c(c1Cc1ccccc1O)O)Cc1ccccc1O
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
NPO14915 Uvaria acuminata Species Annonaceae Eukaryota Root PMID[14709883]
NPO17534 Uvaria chamae Species Annonaceae Eukaryota Root PMID[845713]
NPO3250 Uvaria leptocladon Species Annonaceae Eukaryota Root DOI[10.1016/S0031-9422(00)95109-4]
NPO22878 Libocedrus bidwillii Species Cupressaceae Eukaryota UNPD*
NPO17722 Athroisma gracile Species Asteraceae Eukaryota UNPD*
NPO19209 Trichodesma zeylanicum Species Boraginaceae Eukaryota UNPD*
NPO8708 Vibrio cholerae Species Vibrionaceae Bacteria UNPD*
NPO18174 Rinodina lepida Species Physciaceae Eukaryota UNPD*
NPO15901 Pentanema indicum Species Asteraceae Eukaryota UNPD*
NPO14915 Uvaria acuminata Species Annonaceae Eukaryota TCMID*
NPO19790 Cyclamen africanum Species Primulaceae Eukaryota UNPD*
NPO12116 Anabasis brevifolia Species Chenopodiaceae Eukaryota UNPD*
NPO17816 Parmelia latissima Species Parmeliaceae Eukaryota UNPD*
NPO20363 Senecio morrisonensis Species Asteraceae Eukaryota UNPD*
NPO20502 Swertia cincta Species Gentianaceae Eukaryota UNPD*
NPO23099 Astragalus microcephalus Species Fabaceae Eukaryota UNPD*
NPO25162 Astragalus eupeplus Species Fabaceae Eukaryota UNPD*
NPO7058 Australostichopus mollis Species Stichopodidae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 EC50 = 4.2 ug/ml 9748386

  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 NPC26238 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
0.9783 High Similarity NPC282957
0.9783 High Similarity NPC194949
0.9778 High Similarity NPC251681
0.9778 High Similarity NPC243528
0.9643 High Similarity NPC475348
0.9643 High Similarity NPC261271
0.9574 High Similarity NPC152233
0.9556 High Similarity NPC13575
0.9507 High Similarity NPC3642
0.9485 High Similarity NPC477244
0.9485 High Similarity NPC274109
0.9485 High Similarity NPC98115
0.9485 High Similarity NPC477243
0.9485 High Similarity NPC150399
0.9485 High Similarity NPC66349
0.9485 High Similarity NPC249606
0.9485 High Similarity NPC1486
0.9485 High Similarity NPC12165
0.9485 High Similarity NPC186838
0.9485 High Similarity NPC477242
0.9485 High Similarity NPC168105
0.9485 High Similarity NPC41461
0.9485 High Similarity NPC25287
0.9481 High Similarity NPC103842
0.9437 High Similarity NPC122894
0.9433 High Similarity NPC470133
0.9433 High Similarity NPC470134
0.9433 High Similarity NPC470131
0.9433 High Similarity NPC470132
0.9433 High Similarity NPC109183
0.9433 High Similarity NPC473078
0.9424 High Similarity NPC14871
0.9416 High Similarity NPC472419
0.9416 High Similarity NPC153979
0.9416 High Similarity NPC317119
0.9412 High Similarity NPC131039
0.9412 High Similarity NPC156092
0.9407 High Similarity NPC159623
0.9407 High Similarity NPC144051
0.9407 High Similarity NPC82225
0.9407 High Similarity NPC28753
0.9407 High Similarity NPC18877
0.9407 High Similarity NPC20560
0.9407 High Similarity NPC204960
0.9407 High Similarity NPC294593
0.9375 High Similarity NPC476551
0.9375 High Similarity NPC476553
0.9375 High Similarity NPC476552
0.9362 High Similarity NPC471473
0.9362 High Similarity NPC471523
0.9362 High Similarity NPC470135
0.9362 High Similarity NPC39045
0.9362 High Similarity NPC471524
0.9362 High Similarity NPC470136
0.9353 High Similarity NPC48624
0.9353 High Similarity NPC159275
0.9353 High Similarity NPC215311
0.9353 High Similarity NPC172250
0.9353 High Similarity NPC144118
0.9353 High Similarity NPC326109
0.9353 High Similarity NPC259166
0.9353 High Similarity NPC219917
0.9353 High Similarity NPC213659
0.9353 High Similarity NPC204985
0.9353 High Similarity NPC80962
0.9353 High Similarity NPC241100
0.9348 High Similarity NPC21350
0.9338 High Similarity NPC286336
0.931 High Similarity NPC43345
0.9296 High Similarity NPC25844
0.9296 High Similarity NPC228779
0.9286 High Similarity NPC469404
0.9286 High Similarity NPC26051
0.9286 High Similarity NPC52789
0.9286 High Similarity NPC282300
0.9286 High Similarity NPC110969
0.9286 High Similarity NPC55832
0.9286 High Similarity NPC268204
0.9281 High Similarity NPC18260
0.9281 High Similarity NPC477956
0.9281 High Similarity NPC220062
0.9281 High Similarity NPC472366
0.9281 High Similarity NPC55018
0.9281 High Similarity NPC295384
0.9281 High Similarity NPC53181
0.9281 High Similarity NPC217186
0.9281 High Similarity NPC301217
0.9281 High Similarity NPC303633
0.9281 High Similarity NPC96565
0.9281 High Similarity NPC216978
0.9281 High Similarity NPC78913
0.9281 High Similarity NPC470211
0.9281 High Similarity NPC283429
0.9265 High Similarity NPC175098
0.9265 High Similarity NPC312318
0.9265 High Similarity NPC472365
0.9265 High Similarity NPC337373
0.9265 High Similarity NPC242294
0.9265 High Similarity NPC263670
0.9265 High Similarity NPC27643
0.9265 High Similarity NPC192304
0.9265 High Similarity NPC188646
0.9265 High Similarity NPC56031
0.9265 High Similarity NPC139813
0.9259 High Similarity NPC186097
0.9259 High Similarity NPC475009
0.9259 High Similarity NPC475008
0.9247 High Similarity NPC290830
0.9247 High Similarity NPC303485
0.9247 High Similarity NPC71061
0.9247 High Similarity NPC194593
0.9247 High Similarity NPC324447
0.9247 High Similarity NPC72425
0.9236 High Similarity NPC291746
0.9236 High Similarity NPC288840
0.9225 High Similarity NPC278175
0.9225 High Similarity NPC319752
0.9225 High Similarity NPC257236
0.922 High Similarity NPC76338
0.922 High Similarity NPC167624
0.922 High Similarity NPC324134
0.922 High Similarity NPC293852
0.922 High Similarity NPC161506
0.922 High Similarity NPC328164
0.922 High Similarity NPC265040
0.922 High Similarity NPC148757
0.922 High Similarity NPC324436
0.922 High Similarity NPC66515
0.922 High Similarity NPC182852
0.922 High Similarity NPC177354
0.922 High Similarity NPC40833
0.922 High Similarity NPC78803
0.922 High Similarity NPC166934
0.922 High Similarity NPC217083
0.922 High Similarity NPC306829
0.922 High Similarity NPC299080
0.922 High Similarity NPC220998
0.922 High Similarity NPC1089
0.922 High Similarity NPC297600
0.922 High Similarity NPC226636
0.922 High Similarity NPC194432
0.922 High Similarity NPC37496
0.922 High Similarity NPC227579
0.922 High Similarity NPC228504
0.922 High Similarity NPC64915
0.922 High Similarity NPC166482
0.922 High Similarity NPC107572
0.922 High Similarity NPC76372
0.922 High Similarity NPC223500
0.922 High Similarity NPC59739
0.922 High Similarity NPC78
0.922 High Similarity NPC296917
0.922 High Similarity NPC10937
0.922 High Similarity NPC11561
0.922 High Similarity NPC125855
0.922 High Similarity NPC32739
0.922 High Similarity NPC214236
0.922 High Similarity NPC62840
0.9214 High Similarity NPC69769
0.9214 High Similarity NPC270883
0.9214 High Similarity NPC150522
0.9214 High Similarity NPC172986
0.9214 High Similarity NPC261227
0.9214 High Similarity NPC265178
0.9214 High Similarity NPC101366
0.9214 High Similarity NPC11056
0.9214 High Similarity NPC253822
0.9209 High Similarity NPC471620
0.9209 High Similarity NPC201395
0.9191 High Similarity NPC257756
0.9191 High Similarity NPC205468
0.9191 High Similarity NPC129132
0.9191 High Similarity NPC87231
0.9191 High Similarity NPC15834
0.9191 High Similarity NPC215875
0.9191 High Similarity NPC212631
0.9184 High Similarity NPC79375
0.9184 High Similarity NPC100049
0.9184 High Similarity NPC158027
0.9184 High Similarity NPC121649
0.9184 High Similarity NPC248739
0.9184 High Similarity NPC37253
0.9184 High Similarity NPC186227
0.9184 High Similarity NPC265624
0.9184 High Similarity NPC205026
0.9184 High Similarity NPC52611
0.9184 High Similarity NPC215203
0.9184 High Similarity NPC150908
0.9184 High Similarity NPC14606
0.9184 High Similarity NPC159707
0.9178 High Similarity NPC174086
0.9178 High Similarity NPC78324
0.9178 High Similarity NPC208011
0.9178 High Similarity NPC115601
0.9178 High Similarity NPC39154
0.9161 High Similarity NPC111786
0.9161 High Similarity NPC301276
0.9161 High Similarity NPC214774
0.9161 High Similarity NPC476088
0.9161 High Similarity NPC475052

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC26238 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
0.9225 High Similarity NPD7410 Clinical (unspecified phase)
0.9118 High Similarity NPD1240 Approved
0.9091 High Similarity NPD4378 Clinical (unspecified phase)
0.8993 High Similarity NPD1510 Phase 2
0.8986 High Similarity NPD1607 Approved
0.898 High Similarity NPD7411 Suspended
0.8926 High Similarity NPD8443 Clinical (unspecified phase)
0.8865 High Similarity NPD1552 Clinical (unspecified phase)
0.8865 High Similarity NPD1550 Clinical (unspecified phase)
0.8803 High Similarity NPD1549 Phase 2
0.8784 High Similarity NPD4380 Phase 2
0.8742 High Similarity NPD7768 Phase 2
0.871 High Similarity NPD7852 Clinical (unspecified phase)
0.8636 High Similarity NPD6959 Discontinued
0.8609 High Similarity NPD2393 Clinical (unspecified phase)
0.8531 High Similarity NPD2796 Approved
0.8483 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8451 Intermediate Similarity NPD6651 Approved
0.8442 Intermediate Similarity NPD7075 Discontinued
0.8378 Intermediate Similarity NPD7390 Discontinued
0.8366 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8366 Intermediate Similarity NPD7819 Suspended
0.8344 Intermediate Similarity NPD6232 Discontinued
0.8323 Intermediate Similarity NPD3749 Approved
0.8302 Intermediate Similarity NPD7473 Discontinued
0.8301 Intermediate Similarity NPD6801 Discontinued
0.8301 Intermediate Similarity NPD1934 Approved
0.8276 Intermediate Similarity NPD2935 Discontinued
0.8255 Intermediate Similarity NPD1511 Approved
0.8255 Intermediate Similarity NPD6799 Approved
0.8247 Intermediate Similarity NPD2801 Approved
0.8239 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8239 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8239 Intermediate Similarity NPD6166 Phase 2
0.8205 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8176 Intermediate Similarity NPD3750 Approved
0.8163 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8146 Intermediate Similarity NPD1512 Approved
0.8108 Intermediate Similarity NPD2800 Approved
0.8086 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8082 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8052 Intermediate Similarity NPD6599 Discontinued
0.8042 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8042 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD3882 Suspended
0.7961 Intermediate Similarity NPD2533 Approved
0.7961 Intermediate Similarity NPD2532 Approved
0.7961 Intermediate Similarity NPD2534 Approved
0.7933 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7911 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD5404 Approved
0.7905 Intermediate Similarity NPD5406 Approved
0.7905 Intermediate Similarity NPD1551 Phase 2
0.7905 Intermediate Similarity NPD5408 Approved
0.7905 Intermediate Similarity NPD5405 Approved
0.7902 Intermediate Similarity NPD4908 Phase 1
0.7875 Intermediate Similarity NPD5494 Approved
0.7867 Intermediate Similarity NPD1243 Approved
0.7857 Intermediate Similarity NPD5403 Approved
0.7852 Intermediate Similarity NPD2344 Approved
0.7848 Intermediate Similarity NPD3817 Phase 2
0.7838 Intermediate Similarity NPD2799 Discontinued
0.7838 Intermediate Similarity NPD3748 Approved
0.7818 Intermediate Similarity NPD7074 Phase 3
0.7815 Intermediate Similarity NPD7003 Approved
0.7808 Intermediate Similarity NPD943 Approved
0.7784 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD5953 Discontinued
0.7762 Intermediate Similarity NPD2798 Approved
0.7758 Intermediate Similarity NPD7054 Approved
0.7758 Intermediate Similarity NPD5844 Phase 1
0.7758 Intermediate Similarity NPD7286 Phase 2
0.7756 Intermediate Similarity NPD7458 Discontinued
0.7748 Intermediate Similarity NPD2654 Approved
0.7742 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD920 Approved
0.7727 Intermediate Similarity NPD5401 Approved
0.7725 Intermediate Similarity NPD6559 Discontinued
0.7712 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD7472 Approved
0.7697 Intermediate Similarity NPD3818 Discontinued
0.7692 Intermediate Similarity NPD1203 Approved
0.7671 Intermediate Similarity NPD2313 Discontinued
0.7665 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD6797 Phase 2
0.7647 Intermediate Similarity NPD2309 Approved
0.7643 Intermediate Similarity NPD3226 Approved
0.7619 Intermediate Similarity NPD7251 Discontinued
0.7613 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD3972 Approved
0.7574 Intermediate Similarity NPD7808 Phase 3
0.7557 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD3268 Approved
0.755 Intermediate Similarity NPD6099 Approved
0.755 Intermediate Similarity NPD6100 Approved
0.7535 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7535 Intermediate Similarity NPD1201 Approved
0.7534 Intermediate Similarity NPD6832 Phase 2
0.7516 Intermediate Similarity NPD5402 Approved
0.75 Intermediate Similarity NPD1548 Phase 1
0.7483 Intermediate Similarity NPD9717 Approved
0.7483 Intermediate Similarity NPD7033 Discontinued
0.7482 Intermediate Similarity NPD9493 Approved
0.7471 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD4628 Phase 3
0.7448 Intermediate Similarity NPD1470 Approved
0.7448 Intermediate Similarity NPD2797 Approved
0.7443 Intermediate Similarity NPD4360 Phase 2
0.7443 Intermediate Similarity NPD4363 Phase 3
0.7436 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD3764 Approved
0.7429 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD422 Phase 1
0.7413 Intermediate Similarity NPD1610 Phase 2
0.741 Intermediate Similarity NPD3926 Phase 2
0.74 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD5124 Phase 1
0.7389 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD2346 Discontinued
0.7379 Intermediate Similarity NPD3225 Approved
0.7378 Intermediate Similarity NPD919 Approved
0.7376 Intermediate Similarity NPD9545 Approved
0.7355 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD5711 Approved
0.7349 Intermediate Similarity NPD5710 Approved
0.7329 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD1164 Approved
0.7326 Intermediate Similarity NPD8312 Approved
0.7326 Intermediate Similarity NPD8313 Approved
0.7315 Intermediate Similarity NPD6798 Discontinued
0.7314 Intermediate Similarity NPD4287 Approved
0.7312 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD4361 Phase 2
0.7303 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD1729 Discontinued
0.7289 Intermediate Similarity NPD1247 Approved
0.7278 Intermediate Similarity NPD7177 Discontinued
0.7255 Intermediate Similarity NPD4308 Phase 3
0.7248 Intermediate Similarity NPD4625 Phase 3
0.7246 Intermediate Similarity NPD7229 Phase 3
0.7239 Intermediate Similarity NPD8455 Phase 2
0.7239 Intermediate Similarity NPD1465 Phase 2
0.7211 Intermediate Similarity NPD3266 Approved
0.7211 Intermediate Similarity NPD3267 Approved
0.7203 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD4288 Approved
0.7171 Intermediate Similarity NPD230 Phase 1
0.7171 Intermediate Similarity NPD1933 Approved
0.7143 Intermediate Similarity NPD6782 Approved
0.7143 Intermediate Similarity NPD6780 Approved
0.7143 Intermediate Similarity NPD1876 Approved
0.7143 Intermediate Similarity NPD6779 Approved
0.7143 Intermediate Similarity NPD6776 Approved
0.7143 Intermediate Similarity NPD6778 Approved
0.7143 Intermediate Similarity NPD6781 Approved
0.7143 Intermediate Similarity NPD6777 Approved
0.7143 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD3027 Phase 3
0.7123 Intermediate Similarity NPD1608 Approved
0.7117 Intermediate Similarity NPD5889 Approved
0.7117 Intermediate Similarity NPD5890 Approved
0.7112 Intermediate Similarity NPD8151 Discontinued
0.7107 Intermediate Similarity NPD7213 Phase 3
0.7107 Intermediate Similarity NPD7212 Phase 2
0.7091 Intermediate Similarity NPD2296 Approved
0.7086 Intermediate Similarity NPD1296 Phase 2
0.7083 Intermediate Similarity NPD1651 Approved
0.7083 Intermediate Similarity NPD7199 Phase 2
0.7081 Intermediate Similarity NPD7870 Phase 2
0.7081 Intermediate Similarity NPD7871 Phase 2
0.7073 Intermediate Similarity NPD7577 Discontinued
0.7073 Intermediate Similarity NPD37 Approved
0.7067 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7447 Phase 1
0.7059 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD6585 Discontinued
0.7051 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD3787 Discontinued
0.7039 Intermediate Similarity NPD6233 Phase 2
0.7027 Intermediate Similarity NPD7698 Approved
0.7027 Intermediate Similarity NPD1283 Approved
0.7027 Intermediate Similarity NPD7697 Approved
0.7027 Intermediate Similarity NPD7435 Discontinued
0.7027 Intermediate Similarity NPD7696 Phase 3
0.7021 Intermediate Similarity NPD1241 Discontinued
0.7019 Intermediate Similarity NPD6273 Approved
0.7011 Intermediate Similarity NPD6104 Discontinued
0.7006 Intermediate Similarity NPD6971 Discontinued
0.7005 Intermediate Similarity NPD7584 Approved
0.7 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.6993 Remote Similarity NPD4307 Phase 2
0.6993 Remote Similarity NPD1613 Approved
0.6993 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6986 Remote Similarity NPD3847 Discontinued
0.6981 Remote Similarity NPD3295 Clinical (unspecified phase)
0.6977 Remote Similarity NPD3751 Discontinued

Structure

External Identifiers

PubChem CID   3085222
ChEMBL   CHEMBL464771
ZINC  

Physicochemical Properties

Molecular Weight:  484.19
ALogP:  -1.1472
MLogP:  4.1
XLogP:  7.226
# Rotatable Bonds:  14
Polar Surface Area:  107.22
# H-Bond Aceptor:  1
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  36

Download Data

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Biological Activities  
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