Natural Product: NPC212661

Natural Product ID:  NPC212661
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C20H28O3
Standard InCHIKey:  WQBNGXOJBVBQKP-YBDDNXDTSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-12-13-5-6-15-18(2)8-4-9-19(3,17(22)23)14(18)7-10-20(15,11-13)16(12)21/h13-15H,1,4-11H2,2-3H3,(H,22,23)/t13-,14+,15+,18-,19+,20-/m1/s1
Canonical SMILES:  C=C1[C@@H]2CC[C@@H]3[C@](C1=O)(C2)CC[C@H]1[C@@]3(C)CCC[C@]1(C)C(=O)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
NPO24221 Corydalis aurea Species Papaveraceae Eukaryota UNPD*
NPO22879 Croton tonkinensis Species Euphorbiaceae Eukaryota PMID[18161942]
NPO23096 Jacobaea erucifolia Species Asteraceae Eukaryota UNPD*
NPO21585 Inula linariifolia Species Asteraceae Eukaryota UNPD*
NPO23032 Tournefortia sogdiana Species Heliotropiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens EC50 = 3.91 ug/ml 18161942
NPT83 Cell Line MCF7 Homo sapiens EC50 = 2.69 ug/ml 18161942
NPT91 Cell Line KB Homo sapiens EC50 = 1.04 ug/ml 18161942
NPT2 Others Unspecified EC50 = 1.08 ug/ml 18161942
NPT2 Others Unspecified Inhibition = 14.2 % 18161942
NPT2 Others Unspecified IC50 = 2600 nM 18161942
NPT116 Cell Line HL-60 Homo sapiens IC50 = 2000 nM 19780590
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 = 4200 nM 19780590
NPT399 Cell Line SF-295 Homo sapiens IC50 = 3700 nM 19780590
NPT180 Cell Line HCT-8 Homo sapiens IC50 = 1500 nM 19780590
NPT927 Cell Line PBMC Homo sapiens IC50 > 10000 nM 19780590

  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 NPC212661 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 NPC471035
0.9437 High Similarity NPC330659
0.9437 High Similarity NPC244708
0.9437 High Similarity NPC161187
0.9221 High Similarity NPC472740
0.92 High Similarity NPC192744
0.9189 High Similarity NPC106078
0.9189 High Similarity NPC66105
0.9054 High Similarity NPC246445
0.8947 High Similarity NPC471475
0.8933 High Similarity NPC68828
0.8816 High Similarity NPC476810
0.88 High Similarity NPC20466
0.875 High Similarity NPC29447
0.8718 High Similarity NPC147066
0.8649 High Similarity NPC472813
0.8649 High Similarity NPC36310
0.8649 High Similarity NPC279241
0.863 High Similarity NPC235586
0.8608 High Similarity NPC258153
0.8608 High Similarity NPC170985
0.8608 High Similarity NPC476458
0.8608 High Similarity NPC320514
0.8571 High Similarity NPC321690
0.8571 High Similarity NPC63020
0.8519 High Similarity NPC201655
0.85 High Similarity NPC118800
0.85 High Similarity NPC471037
0.85 High Similarity NPC291320
0.85 High Similarity NPC175410
0.85 High Similarity NPC245866
0.85 High Similarity NPC471036
0.8481 Intermediate Similarity NPC471898
0.8481 Intermediate Similarity NPC201912
0.8481 Intermediate Similarity NPC278459
0.8481 Intermediate Similarity NPC477372
0.8481 Intermediate Similarity NPC38350
0.8462 Intermediate Similarity NPC215843
0.8462 Intermediate Similarity NPC201459
0.8462 Intermediate Similarity NPC477371
0.8442 Intermediate Similarity NPC165711
0.8442 Intermediate Similarity NPC74685
0.8442 Intermediate Similarity NPC238227
0.8434 Intermediate Similarity NPC56413
0.8421 Intermediate Similarity NPC39362
0.8415 Intermediate Similarity NPC70661
0.8395 Intermediate Similarity NPC263974
0.8395 Intermediate Similarity NPC146683
0.8375 Intermediate Similarity NPC260956
0.8356 Intermediate Similarity NPC36616
0.8356 Intermediate Similarity NPC290445
0.8354 Intermediate Similarity NPC472478
0.8353 Intermediate Similarity NPC250753
0.8353 Intermediate Similarity NPC198242
0.8353 Intermediate Similarity NPC211403
0.8333 Intermediate Similarity NPC103734
0.8333 Intermediate Similarity NPC262043
0.8313 Intermediate Similarity NPC136948
0.8312 Intermediate Similarity NPC89294
0.8293 Intermediate Similarity NPC102292
0.8293 Intermediate Similarity NPC471034
0.8293 Intermediate Similarity NPC294438
0.8293 Intermediate Similarity NPC76518
0.8293 Intermediate Similarity NPC474537
0.8293 Intermediate Similarity NPC190704
0.8293 Intermediate Similarity NPC264317
0.8289 Intermediate Similarity NPC255168
0.8272 Intermediate Similarity NPC167103
0.8272 Intermediate Similarity NPC83569
0.8272 Intermediate Similarity NPC470015
0.8272 Intermediate Similarity NPC69279
0.8272 Intermediate Similarity NPC168188
0.8256 Intermediate Similarity NPC294263
0.825 Intermediate Similarity NPC263272
0.825 Intermediate Similarity NPC267691
0.825 Intermediate Similarity NPC232625
0.825 Intermediate Similarity NPC474484
0.825 Intermediate Similarity NPC162632
0.825 Intermediate Similarity NPC103754
0.825 Intermediate Similarity NPC274050
0.8228 Intermediate Similarity NPC158846
0.8228 Intermediate Similarity NPC472490
0.8228 Intermediate Similarity NPC263951
0.8228 Intermediate Similarity NPC231431
0.8214 Intermediate Similarity NPC474719
0.8205 Intermediate Similarity NPC471899
0.8205 Intermediate Similarity NPC476811
0.8205 Intermediate Similarity NPC471897
0.8205 Intermediate Similarity NPC107039
0.8205 Intermediate Similarity NPC149249
0.8193 Intermediate Similarity NPC471042
0.8193 Intermediate Similarity NPC472505
0.8193 Intermediate Similarity NPC12774
0.8193 Intermediate Similarity NPC2783
0.8193 Intermediate Similarity NPC80590
0.8182 Intermediate Similarity NPC192540
0.8182 Intermediate Similarity NPC201027
0.8182 Intermediate Similarity NPC279666
0.8171 Intermediate Similarity NPC96095
0.8171 Intermediate Similarity NPC248758
0.8161 Intermediate Similarity NPC470386
0.8161 Intermediate Similarity NPC475118
0.8161 Intermediate Similarity NPC470385
0.8161 Intermediate Similarity NPC47853
0.8158 Intermediate Similarity NPC177826
0.8148 Intermediate Similarity NPC145143
0.8148 Intermediate Similarity NPC46881
0.8148 Intermediate Similarity NPC302661
0.8148 Intermediate Similarity NPC238991
0.8148 Intermediate Similarity NPC477858
0.8148 Intermediate Similarity NPC193347
0.8148 Intermediate Similarity NPC251779
0.8148 Intermediate Similarity NPC110780
0.8148 Intermediate Similarity NPC69101
0.8148 Intermediate Similarity NPC133391
0.8133 Intermediate Similarity NPC108131
0.8133 Intermediate Similarity NPC91369
0.8125 Intermediate Similarity NPC37038
0.8101 Intermediate Similarity NPC260385
0.8101 Intermediate Similarity NPC110094
0.8101 Intermediate Similarity NPC74410
0.8101 Intermediate Similarity NPC280654
0.8095 Intermediate Similarity NPC165895
0.8095 Intermediate Similarity NPC269360
0.8095 Intermediate Similarity NPC153604
0.8095 Intermediate Similarity NPC174619
0.8095 Intermediate Similarity NPC93778
0.8095 Intermediate Similarity NPC33768
0.8095 Intermediate Similarity NPC264005
0.8095 Intermediate Similarity NPC259009
0.8095 Intermediate Similarity NPC96496
0.8095 Intermediate Similarity NPC134197
0.8082 Intermediate Similarity NPC268736
0.8082 Intermediate Similarity NPC42060
0.8082 Intermediate Similarity NPC477931
0.8077 Intermediate Similarity NPC180886
0.8077 Intermediate Similarity NPC104806
0.8077 Intermediate Similarity NPC69143
0.8072 Intermediate Similarity NPC94531
0.8072 Intermediate Similarity NPC142649
0.8072 Intermediate Similarity NPC311702
0.8072 Intermediate Similarity NPC123319
0.8068 Intermediate Similarity NPC476174
0.8068 Intermediate Similarity NPC470232
0.8068 Intermediate Similarity NPC210214
0.8068 Intermediate Similarity NPC470229
0.8068 Intermediate Similarity NPC98639
0.8052 Intermediate Similarity NPC18819
0.8052 Intermediate Similarity NPC103958
0.8052 Intermediate Similarity NPC183503
0.8052 Intermediate Similarity NPC161923
0.8052 Intermediate Similarity NPC251970
0.8052 Intermediate Similarity NPC283908
0.8052 Intermediate Similarity NPC46610
0.8052 Intermediate Similarity NPC476046
0.8052 Intermediate Similarity NPC241854
0.8049 Intermediate Similarity NPC475726
0.8049 Intermediate Similarity NPC102197
0.8049 Intermediate Similarity NPC477852
0.8049 Intermediate Similarity NPC472743
0.8049 Intermediate Similarity NPC477373
0.8049 Intermediate Similarity NPC105803
0.8049 Intermediate Similarity NPC70834
0.8049 Intermediate Similarity NPC472498
0.8026 Intermediate Similarity NPC472309
0.8026 Intermediate Similarity NPC72343
0.8025 Intermediate Similarity NPC164210
0.8025 Intermediate Similarity NPC473217
0.8025 Intermediate Similarity NPC90055
0.8025 Intermediate Similarity NPC142244
0.8 Intermediate Similarity NPC199595
0.8 Intermediate Similarity NPC16394
0.8 Intermediate Similarity NPC477857
0.8 Intermediate Similarity NPC4309
0.8 Intermediate Similarity NPC472739
0.8 Intermediate Similarity NPC474962
0.8 Intermediate Similarity NPC183374
0.8 Intermediate Similarity NPC476812
0.8 Intermediate Similarity NPC471900
0.8 Intermediate Similarity NPC211162
0.8 Intermediate Similarity NPC16377
0.8 Intermediate Similarity NPC117122
0.8 Intermediate Similarity NPC196197
0.8 Intermediate Similarity NPC146937
0.8 Intermediate Similarity NPC192329
0.7978 Intermediate Similarity NPC200054
0.7978 Intermediate Similarity NPC104568
0.7978 Intermediate Similarity NPC29152
0.7978 Intermediate Similarity NPC329910
0.7978 Intermediate Similarity NPC29410
0.7978 Intermediate Similarity NPC13949
0.7978 Intermediate Similarity NPC470387
0.7976 Intermediate Similarity NPC98236
0.7976 Intermediate Similarity NPC155011
0.7976 Intermediate Similarity NPC269396
0.7976 Intermediate Similarity NPC186975
0.7976 Intermediate Similarity NPC472869
0.7975 Intermediate Similarity NPC97377
0.7975 Intermediate Similarity NPC472300
0.7975 Intermediate Similarity NPC475932

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC212661 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
0.8592 High Similarity NPD4224 Phase 2
0.85 High Similarity NPD4788 Approved
0.8293 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD4221 Approved
0.8148 Intermediate Similarity NPD4223 Phase 3
0.8026 Intermediate Similarity NPD6081 Approved
0.7952 Intermediate Similarity NPD4197 Approved
0.7875 Intermediate Similarity NPD3617 Approved
0.7857 Intermediate Similarity NPD5329 Approved
0.7765 Intermediate Similarity NPD4138 Approved
0.7765 Intermediate Similarity NPD4690 Approved
0.7765 Intermediate Similarity NPD4688 Approved
0.7765 Intermediate Similarity NPD5690 Phase 2
0.7765 Intermediate Similarity NPD5205 Approved
0.7765 Intermediate Similarity NPD4693 Phase 3
0.7765 Intermediate Similarity NPD4689 Approved
0.7738 Intermediate Similarity NPD3666 Approved
0.7738 Intermediate Similarity NPD4786 Approved
0.7738 Intermediate Similarity NPD3665 Phase 1
0.7738 Intermediate Similarity NPD3133 Approved
0.7727 Intermediate Similarity NPD8035 Phase 2
0.7727 Intermediate Similarity NPD8034 Phase 2
0.7727 Intermediate Similarity NPD5284 Approved
0.7727 Intermediate Similarity NPD5281 Approved
0.7711 Intermediate Similarity NPD3667 Approved
0.7683 Intermediate Similarity NPD4695 Discontinued
0.764 Intermediate Similarity NPD6399 Phase 3
0.7632 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD5360 Phase 3
0.7595 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD6672 Approved
0.7586 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD5208 Approved
0.7586 Intermediate Similarity NPD5737 Approved
0.7561 Intermediate Similarity NPD4195 Approved
0.7558 Intermediate Similarity NPD6098 Approved
0.7558 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD7521 Approved
0.7558 Intermediate Similarity NPD7334 Approved
0.7558 Intermediate Similarity NPD5280 Approved
0.7558 Intermediate Similarity NPD3618 Phase 1
0.7558 Intermediate Similarity NPD6409 Approved
0.7558 Intermediate Similarity NPD7146 Approved
0.7558 Intermediate Similarity NPD4694 Approved
0.7558 Intermediate Similarity NPD5330 Approved
0.7558 Intermediate Similarity NPD6684 Approved
0.7528 Intermediate Similarity NPD7515 Phase 2
0.7528 Intermediate Similarity NPD6079 Approved
0.75 Intermediate Similarity NPD6080 Approved
0.75 Intermediate Similarity NPD6083 Phase 2
0.75 Intermediate Similarity NPD6673 Approved
0.75 Intermediate Similarity NPD4753 Phase 2
0.75 Intermediate Similarity NPD6084 Phase 2
0.75 Intermediate Similarity NPD5328 Approved
0.75 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6904 Approved
0.7473 Intermediate Similarity NPD5695 Phase 3
0.7467 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD4747 Approved
0.7436 Intermediate Similarity NPD4691 Approved
0.7436 Intermediate Similarity NPD4789 Approved
0.7419 Intermediate Similarity NPD5696 Approved
0.7407 Intermediate Similarity NPD6117 Approved
0.7386 Intermediate Similarity NPD6903 Approved
0.7381 Intermediate Similarity NPD4692 Approved
0.7381 Intermediate Similarity NPD4139 Approved
0.7363 Intermediate Similarity NPD7748 Approved
0.7356 Intermediate Similarity NPD4623 Approved
0.7356 Intermediate Similarity NPD5279 Phase 3
0.7356 Intermediate Similarity NPD4519 Discontinued
0.7342 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4758 Discontinued
0.7333 Intermediate Similarity NPD5693 Phase 1
0.7317 Intermediate Similarity NPD6116 Phase 1
0.7308 Intermediate Similarity NPD3698 Phase 2
0.7308 Intermediate Similarity NPD4137 Phase 3
0.7308 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD3702 Approved
0.7283 Intermediate Similarity NPD4629 Approved
0.7283 Intermediate Similarity NPD5210 Approved
0.7273 Intermediate Similarity NPD3573 Approved
0.7253 Intermediate Similarity NPD4202 Approved
0.7229 Intermediate Similarity NPD6697 Approved
0.7229 Intermediate Similarity NPD6118 Approved
0.7229 Intermediate Similarity NPD6114 Approved
0.7229 Intermediate Similarity NPD6115 Approved
0.7222 Intermediate Similarity NPD5692 Phase 3
0.7222 Intermediate Similarity NPD5207 Approved
0.7215 Intermediate Similarity NPD4245 Approved
0.7215 Intermediate Similarity NPD4244 Approved
0.7204 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD7614 Phase 1
0.7204 Intermediate Similarity NPD5221 Approved
0.7204 Intermediate Similarity NPD5222 Approved
0.7174 Intermediate Similarity NPD6001 Approved
0.716 Intermediate Similarity NPD4058 Approved
0.7143 Intermediate Similarity NPD6050 Approved
0.7143 Intermediate Similarity NPD5694 Approved
0.7128 Intermediate Similarity NPD7902 Approved
0.7128 Intermediate Similarity NPD5173 Approved
0.7126 Intermediate Similarity NPD3668 Phase 3
0.7125 Intermediate Similarity NPD5777 Approved
0.7097 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD5697 Approved
0.7033 Intermediate Similarity NPD4096 Approved
0.7021 Intermediate Similarity NPD4697 Phase 3
0.7 Intermediate Similarity NPD6011 Approved
0.7 Intermediate Similarity NPD6899 Approved
0.7 Intermediate Similarity NPD6881 Approved
0.6979 Remote Similarity NPD6404 Discontinued
0.6979 Remote Similarity NPD5285 Approved
0.6979 Remote Similarity NPD5286 Approved
0.6979 Remote Similarity NPD4696 Approved
0.697 Remote Similarity NPD5739 Approved
0.697 Remote Similarity NPD7128 Approved
0.697 Remote Similarity NPD6402 Approved
0.697 Remote Similarity NPD6675 Approved
0.6962 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4687 Approved
0.6951 Remote Similarity NPD5733 Approved
0.6947 Remote Similarity NPD4755 Approved
0.6931 Remote Similarity NPD6012 Approved
0.6931 Remote Similarity NPD6014 Approved
0.6931 Remote Similarity NPD6013 Approved
0.6914 Remote Similarity NPD5276 Approved
0.6914 Remote Similarity NPD4243 Approved
0.6907 Remote Similarity NPD5223 Approved
0.69 Remote Similarity NPD5701 Approved
0.6882 Remote Similarity NPD5133 Approved
0.6875 Remote Similarity NPD7638 Approved
0.6867 Remote Similarity NPD3703 Phase 2
0.6863 Remote Similarity NPD6883 Approved
0.6863 Remote Similarity NPD7102 Approved
0.6863 Remote Similarity NPD7290 Approved
0.6837 Remote Similarity NPD5224 Approved
0.6837 Remote Similarity NPD5091 Approved
0.6837 Remote Similarity NPD5226 Approved
0.6837 Remote Similarity NPD4633 Approved
0.6837 Remote Similarity NPD5211 Phase 2
0.6837 Remote Similarity NPD5225 Approved
0.6832 Remote Similarity NPD7320 Approved
0.6824 Remote Similarity NPD5364 Discontinued
0.6813 Remote Similarity NPD4518 Approved
0.6809 Remote Similarity NPD7900 Approved
0.6809 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6804 Remote Similarity NPD4700 Approved
0.6804 Remote Similarity NPD7640 Approved
0.6804 Remote Similarity NPD7639 Approved
0.6796 Remote Similarity NPD6847 Approved
0.6796 Remote Similarity NPD6617 Approved
0.6796 Remote Similarity NPD6650 Approved
0.6796 Remote Similarity NPD6869 Approved
0.6796 Remote Similarity NPD8130 Phase 1
0.6796 Remote Similarity NPD6649 Approved
0.6768 Remote Similarity NPD5174 Approved
0.6768 Remote Similarity NPD5175 Approved
0.6765 Remote Similarity NPD6373 Approved
0.6765 Remote Similarity NPD6372 Approved
0.6747 Remote Similarity NPD4784 Approved
0.6747 Remote Similarity NPD4785 Approved
0.6737 Remote Similarity NPD5654 Approved
0.6731 Remote Similarity NPD6882 Approved
0.6731 Remote Similarity NPD8297 Approved
0.67 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD4190 Phase 3
0.6667 Remote Similarity NPD7732 Phase 3
0.6667 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD7525 Registered
0.6667 Remote Similarity NPD5275 Approved
0.6667 Remote Similarity NPD6942 Approved
0.6667 Remote Similarity NPD7339 Approved
0.6635 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6628 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6628 Remote Similarity NPD3671 Phase 1
0.66 Remote Similarity NPD6052 Approved
0.66 Remote Similarity NPD4754 Approved
0.6598 Remote Similarity NPD5959 Approved
0.6588 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6575 Remote Similarity NPD615 Clinical (unspecified phase)
0.6569 Remote Similarity NPD6614 Approved
0.6542 Remote Similarity NPD6868 Approved
0.6542 Remote Similarity NPD6274 Approved
0.6505 Remote Similarity NPD4730 Approved
0.6505 Remote Similarity NPD4729 Approved
0.6505 Remote Similarity NPD5128 Approved
0.6505 Remote Similarity NPD5168 Approved
0.6484 Remote Similarity NPD1694 Approved
0.6481 Remote Similarity NPD6009 Approved
0.6481 Remote Similarity NPD6317 Approved
0.6481 Remote Similarity NPD7115 Discovery
0.6471 Remote Similarity NPD4767 Approved
0.6471 Remote Similarity NPD4768 Approved
0.6471 Remote Similarity NPD6008 Approved
0.6422 Remote Similarity NPD6313 Approved
0.6422 Remote Similarity NPD6314 Approved
0.6422 Remote Similarity NPD6335 Approved
0.6408 Remote Similarity NPD6412 Phase 2

Structure

External Identifiers

PubChem CID   14109732
ChEMBL   CHEMBL252316
ZINC  

Physicochemical Properties

Molecular Weight:  316.20
ALogP:  0.6022
MLogP:  3.33
XLogP:  4.036
# Rotatable Bonds:  4
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  23

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