Natural Product: NPC329272

Natural Product ID:  NPC329272
Common Name:   9-Acetoxy-8,10-Epoxythymol 3-O-Tiglate
IUPAC Name:   [2-[2-(acetyloxymethyl)oxiran-2-yl]-5-methylphenyl] (E)-2-methylbut-2-enoate
Synonyms:  
Molecular Formula:   C17H20O5
Standard InCHIKey:  XRTYDFQPBORLIK-LFYBBSHMSA-N
Standard InCHI:  InChI=1S/C17H20O5/c1-5-12(3)16(19)22-15-8-11(2)6-7-14(15)17(10-21-17)9-20-13(4)18/h5-8H,9-10H2,1-4H3/b12-5+
Canonical SMILES:  C/C=C(/C(=O)Oc1cc(C)ccc1C1(COC(=O)C)CO1)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
NPO6414 Eupatorium cannabinum Species Asteraceae Eukaryota Aerial parts PMID[21391659]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 8320 nM 21391659
NPT2 Others Unspecified IC50 = 25800 nM 21391659

  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 NPC329272 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
0.9587 High Similarity NPC170749
0.9333 High Similarity NPC322569
0.9328 High Similarity NPC98748
0.8871 High Similarity NPC325301
0.8779 High Similarity NPC211164
0.872 High Similarity NPC327070
0.8583 High Similarity NPC280760
0.848 Intermediate Similarity NPC328485
0.8433 Intermediate Similarity NPC469675
0.8358 Intermediate Similarity NPC260265
0.8358 Intermediate Similarity NPC198381
0.8358 Intermediate Similarity NPC267412
0.8358 Intermediate Similarity NPC287182
0.8358 Intermediate Similarity NPC47163
0.8358 Intermediate Similarity NPC74655
0.8358 Intermediate Similarity NPC164269
0.8358 Intermediate Similarity NPC319859
0.8358 Intermediate Similarity NPC127888
0.8358 Intermediate Similarity NPC166672
0.8358 Intermediate Similarity NPC307412
0.8358 Intermediate Similarity NPC100986
0.8358 Intermediate Similarity NPC55149
0.8358 Intermediate Similarity NPC84894
0.8358 Intermediate Similarity NPC18804
0.8358 Intermediate Similarity NPC195343
0.8333 Intermediate Similarity NPC80170
0.8296 Intermediate Similarity NPC86892
0.8296 Intermediate Similarity NPC281241
0.8296 Intermediate Similarity NPC471625
0.8296 Intermediate Similarity NPC471909
0.8296 Intermediate Similarity NPC472424
0.8293 Intermediate Similarity NPC87563
0.8284 Intermediate Similarity NPC133956
0.8284 Intermediate Similarity NPC222036
0.8284 Intermediate Similarity NPC471910
0.8284 Intermediate Similarity NPC167111
0.8284 Intermediate Similarity NPC296624
0.8284 Intermediate Similarity NPC7526
0.8284 Intermediate Similarity NPC318400
0.8284 Intermediate Similarity NPC207002
0.8254 Intermediate Similarity NPC160235
0.8235 Intermediate Similarity NPC160727
0.8235 Intermediate Similarity NPC128529
0.8235 Intermediate Similarity NPC283019
0.8235 Intermediate Similarity NPC177281
0.8235 Intermediate Similarity NPC55615
0.8235 Intermediate Similarity NPC471630
0.8235 Intermediate Similarity NPC149320
0.8235 Intermediate Similarity NPC476455
0.8209 Intermediate Similarity NPC14248
0.8201 Intermediate Similarity NPC469564
0.8195 Intermediate Similarity NPC19242
0.8189 Intermediate Similarity NPC31314
0.8189 Intermediate Similarity NPC193193
0.8189 Intermediate Similarity NPC471504
0.8189 Intermediate Similarity NPC473290
0.8182 Intermediate Similarity NPC199204
0.8182 Intermediate Similarity NPC149545
0.8175 Intermediate Similarity NPC155963
0.8168 Intermediate Similarity NPC127604
0.8168 Intermediate Similarity NPC101894
0.8148 Intermediate Similarity NPC36437
0.8148 Intermediate Similarity NPC241341
0.8148 Intermediate Similarity NPC233018
0.8145 Intermediate Similarity NPC41851
0.8143 Intermediate Similarity NPC119640
0.8143 Intermediate Similarity NPC183646
0.814 Intermediate Similarity NPC473464
0.814 Intermediate Similarity NPC188997
0.814 Intermediate Similarity NPC476332
0.8129 Intermediate Similarity NPC472523
0.8116 Intermediate Similarity NPC211110
0.8116 Intermediate Similarity NPC151946
0.8106 Intermediate Similarity NPC473993
0.8106 Intermediate Similarity NPC474670
0.8102 Intermediate Similarity NPC115861
0.8102 Intermediate Similarity NPC283331
0.8099 Intermediate Similarity NPC205361
0.8095 Intermediate Similarity NPC471498
0.8095 Intermediate Similarity NPC471503
0.8085 Intermediate Similarity NPC476457
0.8077 Intermediate Similarity NPC248786
0.8077 Intermediate Similarity NPC261992
0.8077 Intermediate Similarity NPC21238
0.8074 Intermediate Similarity NPC319969
0.8074 Intermediate Similarity NPC137669
0.8058 Intermediate Similarity NPC312881
0.8047 Intermediate Similarity NPC14177
0.8045 Intermediate Similarity NPC81261
0.8045 Intermediate Similarity NPC472519
0.8031 Intermediate Similarity NPC159916
0.8029 Intermediate Similarity NPC472525
0.8017 Intermediate Similarity NPC157473
0.8017 Intermediate Similarity NPC151530
0.8016 Intermediate Similarity NPC33717
0.8015 Intermediate Similarity NPC201667
0.8015 Intermediate Similarity NPC73413
0.8 Intermediate Similarity NPC152771
0.8 Intermediate Similarity NPC29734
0.8 Intermediate Similarity NPC195357
0.8 Intermediate Similarity NPC302211
0.8 Intermediate Similarity NPC287286
0.7986 Intermediate Similarity NPC270256
0.7986 Intermediate Similarity NPC279573
0.7985 Intermediate Similarity NPC168710
0.7984 Intermediate Similarity NPC180006
0.7984 Intermediate Similarity NPC163200
0.7984 Intermediate Similarity NPC267064
0.7984 Intermediate Similarity NPC235190
0.7971 Intermediate Similarity NPC26954
0.7971 Intermediate Similarity NPC38099
0.7971 Intermediate Similarity NPC286843
0.797 Intermediate Similarity NPC474821
0.797 Intermediate Similarity NPC142087
0.797 Intermediate Similarity NPC95034
0.7969 Intermediate Similarity NPC234956
0.7969 Intermediate Similarity NPC37858
0.7967 Intermediate Similarity NPC473809
0.7956 Intermediate Similarity NPC213173
0.7956 Intermediate Similarity NPC180716
0.7956 Intermediate Similarity NPC224475
0.7956 Intermediate Similarity NPC62366
0.7955 Intermediate Similarity NPC471828
0.7955 Intermediate Similarity NPC471827
0.7941 Intermediate Similarity NPC329427
0.7941 Intermediate Similarity NPC317601
0.7939 Intermediate Similarity NPC109675
0.7939 Intermediate Similarity NPC470887
0.7939 Intermediate Similarity NPC472518
0.7939 Intermediate Similarity NPC273772
0.7934 Intermediate Similarity NPC176971
0.7926 Intermediate Similarity NPC113098
0.7926 Intermediate Similarity NPC474617
0.7926 Intermediate Similarity NPC244799
0.7926 Intermediate Similarity NPC476399
0.7926 Intermediate Similarity NPC240722
0.7923 Intermediate Similarity NPC476165
0.792 Intermediate Similarity NPC303522
0.7914 Intermediate Similarity NPC476171
0.7914 Intermediate Similarity NPC471069
0.7914 Intermediate Similarity NPC14697
0.7914 Intermediate Similarity NPC153818
0.7914 Intermediate Similarity NPC471068
0.7914 Intermediate Similarity NPC232246
0.791 Intermediate Similarity NPC474616
0.791 Intermediate Similarity NPC474636
0.791 Intermediate Similarity NPC185066
0.7907 Intermediate Similarity NPC230951
0.7907 Intermediate Similarity NPC474874
0.7899 Intermediate Similarity NPC281169
0.7899 Intermediate Similarity NPC311430
0.7899 Intermediate Similarity NPC291119
0.7899 Intermediate Similarity NPC33986
0.7899 Intermediate Similarity NPC224941
0.7899 Intermediate Similarity NPC234865
0.7895 Intermediate Similarity NPC474632
0.7895 Intermediate Similarity NPC128321
0.7895 Intermediate Similarity NPC471826
0.7891 Intermediate Similarity NPC124916
0.7891 Intermediate Similarity NPC277460
0.7887 Intermediate Similarity NPC138212
0.7883 Intermediate Similarity NPC472522
0.7883 Intermediate Similarity NPC472524
0.7883 Intermediate Similarity NPC31849
0.7883 Intermediate Similarity NPC469449
0.7883 Intermediate Similarity NPC472591
0.7879 Intermediate Similarity NPC147896
0.7879 Intermediate Similarity NPC470163
0.7879 Intermediate Similarity NPC470162
0.7879 Intermediate Similarity NPC27671
0.7874 Intermediate Similarity NPC128633
0.7872 Intermediate Similarity NPC300611
0.7868 Intermediate Similarity NPC272650
0.7868 Intermediate Similarity NPC267336
0.7863 Intermediate Similarity NPC477151
0.7863 Intermediate Similarity NPC248429
0.7863 Intermediate Similarity NPC288238
0.7863 Intermediate Similarity NPC132518
0.7863 Intermediate Similarity NPC96286
0.7857 Intermediate Similarity NPC471072
0.7857 Intermediate Similarity NPC471070
0.7857 Intermediate Similarity NPC164148
0.7857 Intermediate Similarity NPC43500
0.7857 Intermediate Similarity NPC471071
0.7852 Intermediate Similarity NPC27239
0.7852 Intermediate Similarity NPC123127
0.7851 Intermediate Similarity NPC128730
0.7851 Intermediate Similarity NPC473855
0.7851 Intermediate Similarity NPC139891
0.7842 Intermediate Similarity NPC224543
0.7842 Intermediate Similarity NPC167517
0.7842 Intermediate Similarity NPC78746
0.7842 Intermediate Similarity NPC188380
0.784 Intermediate Similarity NPC26615
0.7836 Intermediate Similarity NPC194841
0.7836 Intermediate Similarity NPC156298
0.7833 Intermediate Similarity NPC24327
0.7833 Intermediate Similarity NPC12870
0.7829 Intermediate Similarity NPC281356
0.7829 Intermediate Similarity NPC298796

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC329272 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
0.84 Intermediate Similarity NPD5691 Approved
0.8268 Intermediate Similarity NPD3496 Discontinued
0.8062 Intermediate Similarity NPD1611 Approved
0.8047 Intermediate Similarity NPD4626 Approved
0.8017 Intermediate Similarity NPD1358 Approved
0.797 Intermediate Similarity NPD2237 Approved
0.7969 Intermediate Similarity NPD5585 Approved
0.7941 Intermediate Similarity NPD4307 Phase 2
0.791 Intermediate Similarity NPD6832 Phase 2
0.7907 Intermediate Similarity NPD1778 Approved
0.7883 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7851 Intermediate Similarity NPD9697 Approved
0.782 Intermediate Similarity NPD3267 Approved
0.782 Intermediate Similarity NPD2797 Approved
0.782 Intermediate Similarity NPD3266 Approved
0.7787 Intermediate Similarity NPD3134 Approved
0.7761 Intermediate Similarity NPD1019 Discontinued
0.7754 Intermediate Similarity NPD447 Suspended
0.7714 Intermediate Similarity NPD4308 Phase 3
0.7698 Intermediate Similarity NPD5535 Approved
0.7692 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7681 Intermediate Similarity NPD4060 Phase 1
0.7674 Intermediate Similarity NPD7644 Approved
0.7671 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD4359 Approved
0.7664 Intermediate Similarity NPD7985 Registered
0.7664 Intermediate Similarity NPD411 Approved
0.7664 Intermediate Similarity NPD3268 Approved
0.7594 Intermediate Similarity NPD9717 Approved
0.7591 Intermediate Similarity NPD7095 Approved
0.7571 Intermediate Similarity NPD6653 Approved
0.7535 Intermediate Similarity NPD6032 Approved
0.752 Intermediate Similarity NPD2684 Approved
0.7519 Intermediate Similarity NPD6671 Approved
0.7519 Intermediate Similarity NPD7157 Approved
0.75 Intermediate Similarity NPD6355 Discontinued
0.7483 Intermediate Similarity NPD5763 Approved
0.7483 Intermediate Similarity NPD5762 Approved
0.7483 Intermediate Similarity NPD2346 Discontinued
0.7448 Intermediate Similarity NPD4628 Phase 3
0.744 Intermediate Similarity NPD290 Approved
0.7431 Intermediate Similarity NPD2424 Discontinued
0.7429 Intermediate Similarity NPD2979 Phase 3
0.7422 Intermediate Similarity NPD7843 Approved
0.7413 Intermediate Similarity NPD2935 Discontinued
0.7413 Intermediate Similarity NPD2438 Suspended
0.741 Intermediate Similarity NPD6798 Discontinued
0.7407 Intermediate Similarity NPD4749 Approved
0.7405 Intermediate Similarity NPD5536 Phase 2
0.74 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7388 Intermediate Similarity NPD422 Phase 1
0.7376 Intermediate Similarity NPD1933 Approved
0.7368 Intermediate Similarity NPD17 Approved
0.7364 Intermediate Similarity NPD5283 Phase 1
0.7364 Intermediate Similarity NPD1241 Discontinued
0.7357 Intermediate Similarity NPD4870 Approved
0.7353 Intermediate Similarity NPD3225 Approved
0.7351 Intermediate Similarity NPD6599 Discontinued
0.7338 Intermediate Similarity NPD2598 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD2676 Approved
0.7315 Intermediate Similarity NPD2675 Approved
0.7305 Intermediate Similarity NPD4140 Approved
0.7299 Intermediate Similarity NPD987 Approved
0.7299 Intermediate Similarity NPD1203 Approved
0.7286 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7286 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7286 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7097 Phase 1
0.7266 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD1652 Phase 2
0.7259 Intermediate Similarity NPD1281 Approved
0.7254 Intermediate Similarity NPD5124 Phase 1
0.7254 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD8032 Phase 2
0.7234 Intermediate Similarity NPD6233 Phase 2
0.7222 Intermediate Similarity NPD2799 Discontinued
0.7222 Intermediate Similarity NPD3748 Approved
0.7214 Intermediate Similarity NPD4625 Phase 3
0.7211 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD7982 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD4110 Phase 3
0.7206 Intermediate Similarity NPD1608 Approved
0.7205 Intermediate Similarity NPD5844 Phase 1
0.7181 Intermediate Similarity NPD6799 Approved
0.7181 Intermediate Similarity NPD7837 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD6362 Approved
0.7172 Intermediate Similarity NPD1551 Phase 2
0.7171 Intermediate Similarity NPD3226 Approved
0.7164 Intermediate Similarity NPD1651 Approved
0.7163 Intermediate Similarity NPD1296 Phase 2
0.7163 Intermediate Similarity NPD1048 Approved
0.7163 Intermediate Similarity NPD2313 Discontinued
0.7133 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD1578 Phase 2
0.7133 Intermediate Similarity NPD4618 Approved
0.7133 Intermediate Similarity NPD4622 Approved
0.7132 Intermediate Similarity NPD1091 Approved
0.7132 Intermediate Similarity NPD3705 Approved
0.7132 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD6004 Phase 3
0.7123 Intermediate Similarity NPD6005 Phase 3
0.7123 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD6002 Phase 3
0.7123 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD1653 Approved
0.7103 Intermediate Similarity NPD7033 Discontinued
0.7101 Intermediate Similarity NPD6696 Suspended
0.7101 Intermediate Similarity NPD1283 Approved
0.7097 Intermediate Similarity NPD7819 Suspended
0.7086 Intermediate Similarity NPD6273 Approved
0.7083 Intermediate Similarity NPD2653 Approved
0.708 Intermediate Similarity NPD3972 Approved
0.7075 Intermediate Similarity NPD2897 Discontinued
0.7055 Intermediate Similarity NPD2796 Approved
0.7055 Intermediate Similarity NPD6100 Approved
0.7055 Intermediate Similarity NPD6099 Approved
0.7055 Intermediate Similarity NPD2531 Phase 2
0.7051 Intermediate Similarity NPD5402 Approved
0.7051 Intermediate Similarity NPD3817 Phase 2
0.7047 Intermediate Similarity NPD3887 Approved
0.7044 Intermediate Similarity NPD8127 Discontinued
0.7037 Intermediate Similarity NPD3443 Approved
0.7037 Intermediate Similarity NPD3445 Approved
0.7037 Intermediate Similarity NPD3444 Approved
0.7034 Intermediate Similarity NPD5688 Approved
0.7034 Intermediate Similarity NPD5689 Approved
0.7029 Intermediate Similarity NPD5327 Phase 3
0.7029 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD4908 Phase 1
0.702 Intermediate Similarity NPD2532 Approved
0.702 Intermediate Similarity NPD2534 Approved
0.702 Intermediate Similarity NPD2533 Approved
0.7006 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5647 Approved
0.7 Intermediate Similarity NPD2798 Approved
0.6993 Remote Similarity NPD4062 Phase 3
0.6992 Remote Similarity NPD4198 Discontinued
0.6992 Remote Similarity NPD2557 Approved
0.6987 Remote Similarity NPD7096 Clinical (unspecified phase)
0.698 Remote Similarity NPD3750 Approved
0.6978 Remote Similarity NPD8651 Approved
0.6974 Remote Similarity NPD1940 Clinical (unspecified phase)
0.697 Remote Similarity NPD1398 Phase 1
0.6963 Remote Similarity NPD1894 Discontinued
0.695 Remote Similarity NPD1712 Approved
0.695 Remote Similarity NPD2861 Phase 2
0.6948 Remote Similarity NPD7458 Discontinued
0.6947 Remote Similarity NPD1137 Approved
0.6947 Remote Similarity NPD1139 Approved
0.6944 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6944 Remote Similarity NPD1613 Approved
0.6944 Remote Similarity NPD2203 Discontinued
0.694 Remote Similarity NPD7340 Approved
0.694 Remote Similarity NPD9493 Approved
0.6939 Remote Similarity NPD4477 Approved
0.6939 Remote Similarity NPD4476 Approved
0.6934 Remote Similarity NPD3847 Discontinued
0.6928 Remote Similarity NPD920 Approved
0.6928 Remote Similarity NPD5403 Approved
0.6923 Remote Similarity NPD2067 Discontinued
0.6923 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6918 Remote Similarity NPD919 Approved
0.6908 Remote Similarity NPD5401 Approved
0.6901 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6901 Remote Similarity NPD2614 Approved
0.6897 Remote Similarity NPD4340 Discontinued
0.6894 Remote Similarity NPD1138 Approved
0.6892 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6892 Remote Similarity NPD6800 Clinical (unspecified phase)
0.6892 Remote Similarity NPD2353 Approved
0.6887 Remote Similarity NPD6652 Clinical (unspecified phase)
0.6884 Remote Similarity NPD1610 Phase 2
0.6875 Remote Similarity NPD5494 Approved
0.6867 Remote Similarity NPD7003 Approved
0.6863 Remote Similarity NPD3647 Clinical (unspecified phase)
0.6855 Remote Similarity NPD7075 Discontinued
0.6853 Remote Similarity NPD3027 Phase 3
0.6846 Remote Similarity NPD970 Clinical (unspecified phase)
0.6846 Remote Similarity NPD2182 Approved
0.6846 Remote Similarity NPD4534 Discontinued
0.6835 Remote Similarity NPD2232 Approved
0.6835 Remote Similarity NPD2233 Approved
0.6835 Remote Similarity NPD2230 Approved
0.6831 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6826 Remote Similarity NPD7549 Discontinued
0.6822 Remote Similarity NPD968 Approved
0.6818 Remote Similarity NPD228 Approved
0.6818 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6815 Remote Similarity NPD1934 Approved
0.6815 Remote Similarity NPD6801 Discontinued
0.68 Remote Similarity NPD1243 Approved
0.68 Remote Similarity NPD6674 Discontinued
0.6797 Remote Similarity NPD642 Clinical (unspecified phase)
0.6795 Remote Similarity NPD4972 Discontinued
0.6792 Remote Similarity NPD7768 Phase 2

Structure

External Identifiers

PubChem CID   56680552
ChEMBL   CHEMBL1795990
ZINC  

Physicochemical Properties

Molecular Weight:  304.13
ALogP:  1.4076
MLogP:  2.78
XLogP:  3.455
# Rotatable Bonds:  11
Polar Surface Area:  65.13
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  22

Download Data

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Structure MOL file  
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Biological Activities  
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