Natural Product: NPC164152

Natural Product ID:  NPC164152
Common Name:   8Beta-O-Methyl-4'-Demethoxy-3',4'-Methylenedioxyrocaglaol
IUPAC Name:   (1R,3S,3aR,8bS)-3a-(1,3-benzodioxol-5-yl)-6,8,8b-trimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-ol
Synonyms:  
Molecular Formula:   C27H26O7
Standard InCHIKey:  SKVASQVJEVFEOC-KTWRFPGGSA-N
Standard InCHI:  InChI=1S/C27H26O7/c1-29-18-12-22(30-2)25-23(13-18)34-26(17-9-10-20-21(11-17)33-15-32-20)19(16-7-5-4-6-8-16)14-24(28)27(25,26)31-3/h4-13,19,24,28H,14-15H2,1-3H3/t19-,24+,26-,27+/m0/s1
Canonical SMILES:  COc1cc2O[C@@]3([C@@](c2c(c1)OC)(OC)[C@@H](C[C@H]3c1ccccc1)O)c1ccc2c(c1)OCO2
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
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota leaves, twigs, and fruits Nui Chua National Park (11° 43' N; 109° 08' E; 730 m alt.), Ninh Thuan Province, Vietnam 2010-JAN PMID[23301897]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT721 Individual Protein Nuclear factor NF-kappa-B p65 subunit Homo sapiens ED50 > 20 nM 17958396
NPT2 Others Unspecified ED50 > 50 nM PubChem BioAssay data set
NPT139 Cell Line HT-29 Homo sapiens ED50 = 0.96 nM Open TG-GATES in vivo data: Hematology

  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 NPC164152 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
0.9932 High Similarity NPC189730
0.9177 High Similarity NPC475621
0.9116 High Similarity NPC470937
0.9074 High Similarity NPC107739
0.9054 High Similarity NPC184607
0.9018 High Similarity NPC23593
0.8909 High Similarity NPC236089
0.8902 High Similarity NPC263955
0.8874 High Similarity NPC162193
0.8848 High Similarity NPC29587
0.8816 High Similarity NPC20360
0.8808 High Similarity NPC180953
0.8766 High Similarity NPC238140
0.8758 High Similarity NPC301961
0.8758 High Similarity NPC270751
0.8758 High Similarity NPC166584
0.875 High Similarity NPC324492
0.875 High Similarity NPC317053
0.8742 High Similarity NPC179521
0.8733 High Similarity NPC80326
0.8733 High Similarity NPC302506
0.8733 High Similarity NPC174522
0.8725 High Similarity NPC46591
0.8725 High Similarity NPC226547
0.8716 High Similarity NPC185908
0.8701 High Similarity NPC286235
0.8701 High Similarity NPC240521
0.8701 High Similarity NPC51328
0.8701 High Similarity NPC55158
0.8693 High Similarity NPC320970
0.8693 High Similarity NPC320671
0.8693 High Similarity NPC328567
0.8693 High Similarity NPC327412
0.8684 High Similarity NPC42716
0.8684 High Similarity NPC11422
0.8684 High Similarity NPC474749
0.8684 High Similarity NPC178014
0.8675 High Similarity NPC474808
0.8675 High Similarity NPC255566
0.8675 High Similarity NPC298317
0.8675 High Similarity NPC81638
0.8667 High Similarity NPC58137
0.8667 High Similarity NPC300798
0.8662 High Similarity NPC159922
0.8649 High Similarity NPC25695
0.8649 High Similarity NPC172818
0.8636 High Similarity NPC71726
0.8636 High Similarity NPC130449
0.8636 High Similarity NPC248132
0.8627 High Similarity NPC87794
0.8627 High Similarity NPC226540
0.8627 High Similarity NPC211758
0.8618 High Similarity NPC114119
0.8618 High Similarity NPC470097
0.8618 High Similarity NPC471415
0.8609 High Similarity NPC472562
0.8609 High Similarity NPC246947
0.86 High Similarity NPC56091
0.86 High Similarity NPC177868
0.8591 High Similarity NPC283949
0.8581 High Similarity NPC95392
0.8581 High Similarity NPC35877
0.8581 High Similarity NPC55715
0.8581 High Similarity NPC189474
0.8581 High Similarity NPC150534
0.8571 High Similarity NPC196937
0.8571 High Similarity NPC39657
0.8571 High Similarity NPC136750
0.8571 High Similarity NPC266848
0.8562 High Similarity NPC307466
0.8562 High Similarity NPC181615
0.8562 High Similarity NPC205316
0.8553 High Similarity NPC12728
0.8553 High Similarity NPC185071
0.8543 High Similarity NPC476334
0.8543 High Similarity NPC312199
0.8535 High Similarity NPC302610
0.8535 High Similarity NPC51543
0.8533 High Similarity NPC292487
0.8526 High Similarity NPC472709
0.8526 High Similarity NPC472710
0.8526 High Similarity NPC98624
0.8514 High Similarity NPC47181
0.8514 High Similarity NPC31530
0.8506 High Similarity NPC190714
0.8506 High Similarity NPC241846
0.8506 High Similarity NPC99515
0.8506 High Similarity NPC93610
0.8506 High Similarity NPC112861
0.8506 High Similarity NPC260397
0.8503 High Similarity NPC7744
0.8503 High Similarity NPC261812
0.8503 High Similarity NPC65183
0.8503 High Similarity NPC72046
0.8497 Intermediate Similarity NPC277951
0.8497 Intermediate Similarity NPC166884
0.8497 Intermediate Similarity NPC239254
0.8497 Intermediate Similarity NPC477701
0.8497 Intermediate Similarity NPC471667
0.8497 Intermediate Similarity NPC79429
0.8497 Intermediate Similarity NPC317237
0.8497 Intermediate Similarity NPC217635
0.8497 Intermediate Similarity NPC172171
0.8497 Intermediate Similarity NPC44530
0.8497 Intermediate Similarity NPC141569
0.8487 Intermediate Similarity NPC287124
0.8481 Intermediate Similarity NPC87363
0.8477 Intermediate Similarity NPC184797
0.8477 Intermediate Similarity NPC309124
0.8471 Intermediate Similarity NPC321972
0.8471 Intermediate Similarity NPC324517
0.8471 Intermediate Similarity NPC329343
0.8467 Intermediate Similarity NPC477938
0.8467 Intermediate Similarity NPC101807
0.8467 Intermediate Similarity NPC474039
0.8456 Intermediate Similarity NPC18576
0.8456 Intermediate Similarity NPC148893
0.8456 Intermediate Similarity NPC49235
0.8456 Intermediate Similarity NPC174191
0.8456 Intermediate Similarity NPC25333
0.8446 Intermediate Similarity NPC263064
0.8446 Intermediate Similarity NPC58585
0.8442 Intermediate Similarity NPC22150
0.8442 Intermediate Similarity NPC279298
0.8442 Intermediate Similarity NPC475096
0.8442 Intermediate Similarity NPC18979
0.8442 Intermediate Similarity NPC475868
0.8442 Intermediate Similarity NPC43508
0.8442 Intermediate Similarity NPC38041
0.8442 Intermediate Similarity NPC476301
0.8442 Intermediate Similarity NPC469586
0.8435 Intermediate Similarity NPC192255
0.8431 Intermediate Similarity NPC135767
0.8431 Intermediate Similarity NPC274721
0.8431 Intermediate Similarity NPC265154
0.8431 Intermediate Similarity NPC155392
0.8421 Intermediate Similarity NPC87725
0.8421 Intermediate Similarity NPC108674
0.8421 Intermediate Similarity NPC471908
0.8421 Intermediate Similarity NPC263261
0.8411 Intermediate Similarity NPC88640
0.8411 Intermediate Similarity NPC156376
0.8411 Intermediate Similarity NPC232164
0.8411 Intermediate Similarity NPC193666
0.8411 Intermediate Similarity NPC113550
0.8411 Intermediate Similarity NPC9068
0.8411 Intermediate Similarity NPC236306
0.8411 Intermediate Similarity NPC123526
0.8411 Intermediate Similarity NPC473739
0.84 Intermediate Similarity NPC121651
0.84 Intermediate Similarity NPC78047
0.8397 Intermediate Similarity NPC175976
0.8397 Intermediate Similarity NPC304048
0.8397 Intermediate Similarity NPC226153
0.8389 Intermediate Similarity NPC170779
0.8389 Intermediate Similarity NPC90083
0.8387 Intermediate Similarity NPC212890
0.8387 Intermediate Similarity NPC125755
0.8387 Intermediate Similarity NPC252286
0.8387 Intermediate Similarity NPC33832
0.8387 Intermediate Similarity NPC154971
0.8387 Intermediate Similarity NPC205796
0.8387 Intermediate Similarity NPC276753
0.8378 Intermediate Similarity NPC104077
0.8378 Intermediate Similarity NPC147616
0.8378 Intermediate Similarity NPC219671
0.8378 Intermediate Similarity NPC259742
0.8377 Intermediate Similarity NPC118385
0.8377 Intermediate Similarity NPC472712
0.8377 Intermediate Similarity NPC129417
0.8377 Intermediate Similarity NPC283995
0.8377 Intermediate Similarity NPC472713
0.8377 Intermediate Similarity NPC84181
0.8377 Intermediate Similarity NPC470235
0.8377 Intermediate Similarity NPC473046
0.8377 Intermediate Similarity NPC187774
0.8377 Intermediate Similarity NPC473045
0.8377 Intermediate Similarity NPC25292
0.8366 Intermediate Similarity NPC229172
0.8366 Intermediate Similarity NPC230538
0.8366 Intermediate Similarity NPC36531
0.8366 Intermediate Similarity NPC107161
0.8366 Intermediate Similarity NPC103637
0.8366 Intermediate Similarity NPC189115
0.8366 Intermediate Similarity NPC311057
0.8366 Intermediate Similarity NPC41782
0.8366 Intermediate Similarity NPC253878
0.8366 Intermediate Similarity NPC475084
0.8366 Intermediate Similarity NPC474295
0.8365 Intermediate Similarity NPC78809
0.8355 Intermediate Similarity NPC103448
0.8355 Intermediate Similarity NPC254759
0.8355 Intermediate Similarity NPC266197
0.8355 Intermediate Similarity NPC216434
0.8355 Intermediate Similarity NPC284464
0.8355 Intermediate Similarity NPC160283
0.8355 Intermediate Similarity NPC27495
0.8355 Intermediate Similarity NPC291101
0.8344 Intermediate Similarity NPC469981
0.8344 Intermediate Similarity NPC473266

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC164152 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
0.8571 High Similarity NPD7199 Phase 2
0.8354 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8098 Intermediate Similarity NPD4966 Approved
0.8098 Intermediate Similarity NPD4965 Approved
0.8098 Intermediate Similarity NPD4967 Phase 2
0.8013 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD1613 Approved
0.8 Intermediate Similarity NPD6234 Discontinued
0.7933 Intermediate Similarity NPD3027 Phase 3
0.7914 Intermediate Similarity NPD37 Approved
0.7834 Intermediate Similarity NPD6674 Discontinued
0.7778 Intermediate Similarity NPD7228 Approved
0.7748 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7748 Intermediate Similarity NPD4908 Phase 1
0.7682 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7613 Intermediate Similarity NPD5735 Approved
0.76 Intermediate Similarity NPD7240 Approved
0.7572 Intermediate Similarity NPD3818 Discontinued
0.7566 Intermediate Similarity NPD2861 Phase 2
0.7561 Intermediate Similarity NPD1653 Approved
0.7517 Intermediate Similarity NPD3705 Approved
0.7484 Intermediate Similarity NPD5763 Approved
0.7484 Intermediate Similarity NPD5762 Approved
0.7436 Intermediate Similarity NPD3620 Phase 2
0.7436 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7401 Intermediate Similarity NPD7685 Pre-registration
0.74 Intermediate Similarity NPD1610 Phase 2
0.74 Intermediate Similarity NPD1091 Approved
0.7386 Intermediate Similarity NPD7074 Phase 3
0.7362 Intermediate Similarity NPD5058 Phase 3
0.733 Intermediate Similarity NPD7054 Approved
0.731 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD7472 Approved
0.7278 Intermediate Similarity NPD1934 Approved
0.7262 Intermediate Similarity NPD7028 Phase 2
0.7257 Intermediate Similarity NPD6166 Phase 2
0.7257 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD3892 Phase 2
0.7238 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD6353 Approved
0.7232 Intermediate Similarity NPD5844 Phase 1
0.7226 Intermediate Similarity NPD3018 Phase 2
0.7215 Intermediate Similarity NPD4140 Approved
0.7207 Intermediate Similarity NPD6559 Discontinued
0.72 Intermediate Similarity NPD1357 Approved
0.7197 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD4749 Approved
0.7178 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD7808 Phase 3
0.716 Intermediate Similarity NPD6005 Phase 3
0.716 Intermediate Similarity NPD6004 Phase 3
0.716 Intermediate Similarity NPD6002 Phase 3
0.716 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD6797 Phase 2
0.7143 Intermediate Similarity NPD3787 Discontinued
0.7143 Intermediate Similarity NPD5283 Phase 1
0.7135 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD8455 Phase 2
0.7134 Intermediate Similarity NPD4625 Phase 3
0.7133 Intermediate Similarity NPD1548 Phase 1
0.7126 Intermediate Similarity NPD5494 Approved
0.7125 Intermediate Similarity NPD6653 Approved
0.712 Intermediate Similarity NPD7680 Approved
0.7111 Intermediate Similarity NPD7251 Discontinued
0.711 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD3094 Phase 2
0.7093 Intermediate Similarity NPD3817 Phase 2
0.7088 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD8127 Discontinued
0.7078 Intermediate Similarity NPD2982 Phase 2
0.7078 Intermediate Similarity NPD2983 Phase 2
0.7078 Intermediate Similarity NPD5327 Phase 3
0.7072 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7072 Intermediate Similarity NPD7549 Discontinued
0.7066 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD6355 Discontinued
0.7055 Intermediate Similarity NPD7266 Discontinued
0.7055 Intermediate Similarity NPD1375 Discontinued
0.7052 Intermediate Similarity NPD3882 Suspended
0.7035 Intermediate Similarity NPD2801 Approved
0.703 Intermediate Similarity NPD7466 Approved
0.7013 Intermediate Similarity NPD2981 Phase 2
0.7 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4060 Phase 1
0.6994 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6988 Remote Similarity NPD5084 Clinical (unspecified phase)
0.6981 Remote Similarity NPD6798 Discontinued
0.6981 Remote Similarity NPD6859 Clinical (unspecified phase)
0.697 Remote Similarity NPD1652 Phase 2
0.6957 Remote Similarity NPD3657 Discovery
0.6957 Remote Similarity NPD5124 Phase 1
0.6957 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6949 Remote Similarity NPD7229 Phase 3
0.6943 Remote Similarity NPD4624 Approved
0.6933 Remote Similarity NPD5588 Approved
0.6928 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6928 Remote Similarity NPD4110 Phase 3
0.6928 Remote Similarity NPD6331 Phase 2
0.6923 Remote Similarity NPD8651 Approved
0.6918 Remote Similarity NPD7095 Approved
0.6901 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6889 Remote Similarity NPD3751 Discontinued
0.6886 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6879 Remote Similarity NPD3384 Approved
0.6879 Remote Similarity NPD3382 Approved
0.6879 Remote Similarity NPD3383 Approved
0.6871 Remote Similarity NPD7097 Phase 1
0.6871 Remote Similarity NPD4538 Approved
0.6871 Remote Similarity NPD4536 Approved
0.6871 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6868 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6854 Remote Similarity NPD3051 Approved
0.6854 Remote Similarity NPD6232 Discontinued
0.6851 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6839 Remote Similarity NPD2977 Approved
0.6839 Remote Similarity NPD2978 Approved
0.6839 Remote Similarity NPD3092 Approved
0.6835 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6833 Remote Similarity NPD7473 Discontinued
0.6832 Remote Similarity NPD6233 Phase 2
0.6829 Remote Similarity NPD7033 Discontinued
0.6824 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6821 Remote Similarity NPD7157 Approved
0.6818 Remote Similarity NPD5125 Phase 3
0.6818 Remote Similarity NPD6516 Phase 2
0.6818 Remote Similarity NPD5846 Approved
0.6818 Remote Similarity NPD5126 Approved
0.6805 Remote Similarity NPD7212 Phase 2
0.6805 Remote Similarity NPD1511 Approved
0.6805 Remote Similarity NPD7213 Phase 3
0.6803 Remote Similarity NPD2684 Approved
0.6802 Remote Similarity NPD4005 Discontinued
0.6791 Remote Similarity NPD6842 Approved
0.6791 Remote Similarity NPD6841 Approved
0.6791 Remote Similarity NPD6843 Phase 3
0.6788 Remote Similarity NPD2161 Phase 2
0.6786 Remote Similarity NPD2677 Approved
0.6766 Remote Similarity NPD5177 Phase 3
0.6766 Remote Similarity NPD4236 Phase 3
0.6766 Remote Similarity NPD4237 Approved
0.6765 Remote Similarity NPD7447 Phase 1
0.6763 Remote Similarity NPD4675 Approved
0.6763 Remote Similarity NPD4678 Approved
0.6747 Remote Similarity NPD3540 Phase 1
0.6746 Remote Similarity NPD6783 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4210 Discontinued
0.6743 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6738 Remote Similarity NPD4663 Approved
0.6735 Remote Similarity NPD290 Approved
0.6733 Remote Similarity NPD7843 Approved
0.6727 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5960 Phase 3
0.6725 Remote Similarity NPD6273 Approved
0.6725 Remote Similarity NPD1512 Approved
0.6722 Remote Similarity NPD2969 Approved
0.6722 Remote Similarity NPD2970 Approved
0.6707 Remote Similarity NPD2157 Approved
0.6707 Remote Similarity NPD2424 Discontinued
0.6705 Remote Similarity NPD2563 Approved
0.6705 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6705 Remote Similarity NPD2560 Approved
0.6702 Remote Similarity NPD7243 Clinical (unspecified phase)
0.6687 Remote Similarity NPD3539 Phase 1
0.6687 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6687 Remote Similarity NPD6100 Approved
0.6687 Remote Similarity NPD2238 Phase 2
0.6687 Remote Similarity NPD6099 Approved
0.6667 Remote Similarity NPD6362 Approved
0.6667 Remote Similarity NPD4578 Approved
0.6667 Remote Similarity NPD4380 Phase 2
0.6667 Remote Similarity NPD228 Approved
0.6667 Remote Similarity NPD4577 Approved
0.6648 Remote Similarity NPD5761 Phase 2
0.6648 Remote Similarity NPD7819 Suspended
0.6648 Remote Similarity NPD5760 Phase 2
0.6648 Remote Similarity NPD1465 Phase 2
0.6647 Remote Similarity NPD7124 Phase 2
0.6631 Remote Similarity NPD8053 Approved
0.6631 Remote Similarity NPD8054 Approved
0.663 Remote Similarity NPD3926 Phase 2
0.6629 Remote Similarity NPD7075 Discontinued
0.6629 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6628 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6627 Remote Similarity NPD4108 Discontinued
0.6627 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6627 Remote Similarity NPD4628 Phase 3
0.6626 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6625 Remote Similarity NPD6584 Phase 3
0.6624 Remote Similarity NPD422 Phase 1
0.6614 Remote Similarity NPD7906 Approved
0.661 Remote Similarity NPD5402 Approved
0.6608 Remote Similarity NPD6799 Approved
0.6603 Remote Similarity NPD3095 Discontinued

Structure

External Identifiers

PubChem CID   71658107
ChEMBL   CHEMBL2332221
ZINC  

Physicochemical Properties

Molecular Weight:  462.17
ALogP:  -1.4714
MLogP:  3.66
XLogP:  5.167
# Rotatable Bonds:  9
Polar Surface Area:  75.61
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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