Natural Product: NPC136962

Natural Product ID:  NPC136962
Common Name:   (6R,7R,8R)-Goniodiol-7-Monoacetate
IUPAC Name:   [(1R,2R)-2-hydroxy-1-[(2R)-6-oxo-2,3-dihydropyran-2-yl]-2-phenylethyl] acetate
Synonyms:   goniodiol-7-monoacetate
Molecular Formula:   C15H16O5
Standard InCHIKey:  ZBNYDADZMLZTAX-YUELXQCFSA-N
Standard InCHI:  InChI=1S/C15H16O5/c1-10(16)19-15(12-8-5-9-13(17)20-12)14(18)11-6-3-2-4-7-11/h2-7,9,12,14-15,18H,8H2,1H3/t12-,14-,15+/m1/s1
Canonical SMILES:  CC(=O)O[C@H]([C@@H](c1ccccc1)O)[C@H]1CC=CC(=O)O1
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
NPO15866 Goniothalamus amuyon Species Annonaceae Eukaryota PMID[12713398]
NPO21404 Anagallis monelli Species Primulaceae Eukaryota UNPD*
NPO20329 Gymnacranthera paniculata Species Myristicaceae Eukaryota UNPD*
NPO27877 Eliokarmos thyrsoides Species Hyacinthaceae Eukaryota UNPD*
NPO15866 Goniothalamus amuyon Species Annonaceae Eukaryota HerDing*
NPO15866 Goniothalamus amuyon Species Annonaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 < 0.1 ug/ml 1791473
NPT168 Cell Line P388 Mus musculus ED50 < 0.1 ug/ml 1791473
NPT2 Others Unspecified ED50 < 0.1 ug/ml 1791473
NPT672 Cell Line TE-671 Homo sapiens ED50 < 0.1 ug/ml 1791473
NPT4162 Cell Line NUGC Homo sapiens IC50 = 4.12 ug/ml 12713398
NPT2 Others Unspecified IC50 = 5.69 ug/ml 12713398

  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 NPC136962 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
0.9798 High Similarity NPC475203
0.9798 High Similarity NPC472316
0.9798 High Similarity NPC472315
0.9798 High Similarity NPC474376
0.9796 High Similarity NPC280616
0.9796 High Similarity NPC171831
0.9796 High Similarity NPC242913
0.96 High Similarity NPC37115
0.9327 High Similarity NPC234376
0.9314 High Similarity NPC277788
0.9238 High Similarity NPC265002
0.8922 High Similarity NPC91820
0.8922 High Similarity NPC82426
0.8922 High Similarity NPC234305
0.8835 High Similarity NPC85977
0.8812 High Similarity NPC98911
0.8812 High Similarity NPC472318
0.875 High Similarity NPC472919
0.8673 High Similarity NPC472319
0.8611 High Similarity NPC185840
0.8585 High Similarity NPC475465
0.8585 High Similarity NPC472314
0.85 High Similarity NPC23453
0.8491 Intermediate Similarity NPC477251
0.844 Intermediate Similarity NPC158282
0.8291 Intermediate Similarity NPC471466
0.8288 Intermediate Similarity NPC474363
0.8273 Intermediate Similarity NPC477250
0.8208 Intermediate Similarity NPC160382
0.8182 Intermediate Similarity NPC323007
0.8182 Intermediate Similarity NPC304760
0.8173 Intermediate Similarity NPC154517
0.8165 Intermediate Similarity NPC114741
0.8165 Intermediate Similarity NPC182549
0.8125 Intermediate Similarity NPC172525
0.8108 Intermediate Similarity NPC474314
0.81 Intermediate Similarity NPC173443
0.8095 Intermediate Similarity NPC80115
0.8073 Intermediate Similarity NPC20485
0.8036 Intermediate Similarity NPC272524
0.802 Intermediate Similarity NPC213156
0.802 Intermediate Similarity NPC240108
0.8018 Intermediate Similarity NPC183700
0.8018 Intermediate Similarity NPC476003
0.8018 Intermediate Similarity NPC63345
0.8 Intermediate Similarity NPC135951
0.8 Intermediate Similarity NPC79608
0.8 Intermediate Similarity NPC184633
0.7982 Intermediate Similarity NPC473507
0.7966 Intermediate Similarity NPC475328
0.7965 Intermediate Similarity NPC87069
0.7959 Intermediate Similarity NPC304538
0.7946 Intermediate Similarity NPC470825
0.7946 Intermediate Similarity NPC139946
0.7941 Intermediate Similarity NPC119631
0.7931 Intermediate Similarity NPC309434
0.79 Intermediate Similarity NPC286608
0.79 Intermediate Similarity NPC96625
0.79 Intermediate Similarity NPC169050
0.7899 Intermediate Similarity NPC327070
0.789 Intermediate Similarity NPC152384
0.789 Intermediate Similarity NPC37714
0.789 Intermediate Similarity NPC127676
0.7881 Intermediate Similarity NPC470849
0.7881 Intermediate Similarity NPC470848
0.7881 Intermediate Similarity NPC476872
0.7881 Intermediate Similarity NPC229600
0.7879 Intermediate Similarity NPC58616
0.787 Intermediate Similarity NPC304638
0.7869 Intermediate Similarity NPC473993
0.7857 Intermediate Similarity NPC133308
0.7857 Intermediate Similarity NPC127491
0.7857 Intermediate Similarity NPC308619
0.7857 Intermediate Similarity NPC43584
0.7857 Intermediate Similarity NPC324835
0.7857 Intermediate Similarity NPC474157
0.7851 Intermediate Similarity NPC476033
0.785 Intermediate Similarity NPC469481
0.7845 Intermediate Similarity NPC122117
0.7838 Intermediate Similarity NPC281604
0.7838 Intermediate Similarity NPC469636
0.783 Intermediate Similarity NPC160548
0.783 Intermediate Similarity NPC175852
0.783 Intermediate Similarity NPC210529
0.7826 Intermediate Similarity NPC233669
0.7815 Intermediate Similarity NPC11724
0.7807 Intermediate Similarity NPC474641
0.7807 Intermediate Similarity NPC308744
0.7798 Intermediate Similarity NPC148060
0.7788 Intermediate Similarity NPC321852
0.7787 Intermediate Similarity NPC61181
0.7778 Intermediate Similarity NPC203124
0.7778 Intermediate Similarity NPC154905
0.7778 Intermediate Similarity NPC60373
0.7768 Intermediate Similarity NPC75272
0.7768 Intermediate Similarity NPC471954
0.7759 Intermediate Similarity NPC470820
0.7759 Intermediate Similarity NPC281277
0.7755 Intermediate Similarity NPC103326
0.7755 Intermediate Similarity NPC329319
0.7755 Intermediate Similarity NPC99394
0.7755 Intermediate Similarity NPC87299
0.775 Intermediate Similarity NPC52097
0.775 Intermediate Similarity NPC325301
0.7748 Intermediate Similarity NPC260952
0.7748 Intermediate Similarity NPC156648
0.7745 Intermediate Similarity NPC220893
0.7739 Intermediate Similarity NPC33749
0.7739 Intermediate Similarity NPC474685
0.7739 Intermediate Similarity NPC469509
0.7739 Intermediate Similarity NPC261453
0.7739 Intermediate Similarity NPC328593
0.7739 Intermediate Similarity NPC217472
0.7739 Intermediate Similarity NPC41851
0.7727 Intermediate Similarity NPC269457
0.7724 Intermediate Similarity NPC472707
0.7724 Intermediate Similarity NPC288416
0.7724 Intermediate Similarity NPC103533
0.7723 Intermediate Similarity NPC89377
0.7712 Intermediate Similarity NPC141791
0.7712 Intermediate Similarity NPC263386
0.7712 Intermediate Similarity NPC470214
0.7712 Intermediate Similarity NPC109371
0.7712 Intermediate Similarity NPC470215
0.7706 Intermediate Similarity NPC474365
0.7706 Intermediate Similarity NPC301943
0.7699 Intermediate Similarity NPC260818
0.7699 Intermediate Similarity NPC30563
0.7692 Intermediate Similarity NPC65791
0.7686 Intermediate Similarity NPC138798
0.7685 Intermediate Similarity NPC253746
0.7679 Intermediate Similarity NPC474364
0.7679 Intermediate Similarity NPC206341
0.7672 Intermediate Similarity NPC210531
0.7672 Intermediate Similarity NPC474967
0.7672 Intermediate Similarity NPC471616
0.7664 Intermediate Similarity NPC35448
0.7664 Intermediate Similarity NPC78701
0.7658 Intermediate Similarity NPC135464
0.7658 Intermediate Similarity NPC92623
0.7653 Intermediate Similarity NPC89950
0.7653 Intermediate Similarity NPC117180
0.7652 Intermediate Similarity NPC95381
0.7652 Intermediate Similarity NPC153053
0.7647 Intermediate Similarity NPC193193
0.7642 Intermediate Similarity NPC471157
0.7642 Intermediate Similarity NPC30361
0.7638 Intermediate Similarity NPC19719
0.7638 Intermediate Similarity NPC38420
0.7638 Intermediate Similarity NPC477280
0.7638 Intermediate Similarity NPC477281
0.7638 Intermediate Similarity NPC136608
0.7632 Intermediate Similarity NPC470355
0.7627 Intermediate Similarity NPC86198
0.7623 Intermediate Similarity NPC474532
0.7623 Intermediate Similarity NPC469568
0.7619 Intermediate Similarity NPC235294
0.7619 Intermediate Similarity NPC46137
0.7619 Intermediate Similarity NPC233692
0.7619 Intermediate Similarity NPC29734
0.7615 Intermediate Similarity NPC94343
0.7611 Intermediate Similarity NPC474148
0.7611 Intermediate Similarity NPC276061
0.7611 Intermediate Similarity NPC174099
0.7607 Intermediate Similarity NPC123559
0.7603 Intermediate Similarity NPC223351
0.7597 Intermediate Similarity NPC38099
0.7597 Intermediate Similarity NPC26954
0.7593 Intermediate Similarity NPC146351
0.7593 Intermediate Similarity NPC171843
0.7586 Intermediate Similarity NPC306740
0.7581 Intermediate Similarity NPC156692
0.7581 Intermediate Similarity NPC173150
0.7581 Intermediate Similarity NPC58061
0.7581 Intermediate Similarity NPC471882
0.7581 Intermediate Similarity NPC471881
0.7581 Intermediate Similarity NPC35288
0.7581 Intermediate Similarity NPC45224
0.7581 Intermediate Similarity NPC106677
0.7578 Intermediate Similarity NPC204353
0.7578 Intermediate Similarity NPC326600
0.7578 Intermediate Similarity NPC50896
0.7573 Intermediate Similarity NPC1793
0.757 Intermediate Similarity NPC325499
0.757 Intermediate Similarity NPC92754
0.757 Intermediate Similarity NPC249912
0.757 Intermediate Similarity NPC289201
0.757 Intermediate Similarity NPC276775
0.7568 Intermediate Similarity NPC154899
0.7568 Intermediate Similarity NPC233396
0.7565 Intermediate Similarity NPC474176
0.7565 Intermediate Similarity NPC128368
0.7563 Intermediate Similarity NPC70084
0.7561 Intermediate Similarity NPC83218
0.7561 Intermediate Similarity NPC126991
0.7561 Intermediate Similarity NPC275576
0.7561 Intermediate Similarity NPC45821
0.7547 Intermediate Similarity NPC5472
0.7544 Intermediate Similarity NPC264784
0.7544 Intermediate Similarity NPC477247

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC136962 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
0.823 Intermediate Similarity NPD694 Clinical (unspecified phase)
0.7946 Intermediate Similarity NPD969 Suspended
0.79 Intermediate Similarity NPD1282 Approved
0.7895 Intermediate Similarity NPD2629 Approved
0.787 Intermediate Similarity NPD6647 Phase 2
0.783 Intermediate Similarity NPD9495 Approved
0.7826 Intermediate Similarity NPD4198 Discontinued
0.7739 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7611 Intermediate Similarity NPD2067 Discontinued
0.7589 Intermediate Similarity NPD1358 Approved
0.7544 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD5909 Discontinued
0.7477 Intermediate Similarity NPD1237 Approved
0.7431 Intermediate Similarity NPD1238 Approved
0.7411 Intermediate Similarity NPD5048 Discontinued
0.7404 Intermediate Similarity NPD689 Discontinued
0.7368 Intermediate Similarity NPD2182 Approved
0.7368 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD5126 Approved
0.7355 Intermediate Similarity NPD5125 Phase 3
0.7323 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD290 Approved
0.7245 Intermediate Similarity NPD9294 Approved
0.7232 Intermediate Similarity NPD5738 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7218 Intermediate Similarity NPD7266 Discontinued
0.7217 Intermediate Similarity NPD2684 Approved
0.7213 Intermediate Similarity NPD5306 Approved
0.7213 Intermediate Similarity NPD5305 Approved
0.7193 Intermediate Similarity NPD3134 Approved
0.7182 Intermediate Similarity NPD5926 Approved
0.717 Intermediate Similarity NPD9256 Approved
0.717 Intermediate Similarity NPD9258 Approved
0.7168 Intermediate Similarity NPD164 Approved
0.7154 Intermediate Similarity NPD4106 Approved
0.7154 Intermediate Similarity NPD4135 Approved
0.7154 Intermediate Similarity NPD4136 Approved
0.713 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD7843 Approved
0.7117 Intermediate Similarity NPD2066 Phase 3
0.7097 Intermediate Similarity NPD4806 Approved
0.7097 Intermediate Similarity NPD4807 Approved
0.7059 Intermediate Similarity NPD4628 Phase 3
0.7059 Intermediate Similarity NPD6010 Discontinued
0.7054 Intermediate Similarity NPD5454 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD9545 Approved
0.7049 Intermediate Similarity NPD7741 Discontinued
0.7043 Intermediate Similarity NPD6685 Approved
0.7041 Intermediate Similarity NPD9716 Approved
0.7025 Intermediate Similarity NPD9493 Approved
0.7023 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD3496 Discontinued
0.7008 Intermediate Similarity NPD2625 Approved
0.7008 Intermediate Similarity NPD2797 Approved
0.7008 Intermediate Similarity NPD2160 Approved
0.7008 Intermediate Similarity NPD2628 Approved
0.7008 Intermediate Similarity NPD2627 Approved
0.7008 Intermediate Similarity NPD2159 Approved
0.7008 Intermediate Similarity NPD2626 Approved
0.7 Intermediate Similarity NPD6798 Discontinued
0.6992 Remote Similarity NPD4102 Approved
0.6992 Remote Similarity NPD4105 Approved
0.699 Remote Similarity NPD3971 Phase 1
0.6985 Remote Similarity NPD1652 Phase 2
0.6983 Remote Similarity NPD9532 Phase 3
0.6972 Remote Similarity NPD1202 Approved
0.697 Remote Similarity NPD5123 Clinical (unspecified phase)
0.697 Remote Similarity NPD5124 Phase 1
0.6964 Remote Similarity NPD7798 Approved
0.696 Remote Similarity NPD422 Phase 1
0.696 Remote Similarity NPD1091 Approved
0.6957 Remote Similarity NPD9697 Approved
0.6947 Remote Similarity NPD6233 Phase 2
0.6942 Remote Similarity NPD7157 Approved
0.693 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7008 Discontinued
0.6917 Remote Similarity NPD6653 Approved
0.6916 Remote Similarity NPD800 Approved
0.6903 Remote Similarity NPD2552 Approved
0.6903 Remote Similarity NPD2558 Approved
0.6903 Remote Similarity NPD2549 Approved
0.6903 Remote Similarity NPD2550 Approved
0.6903 Remote Similarity NPD2555 Approved
0.6903 Remote Similarity NPD2553 Approved
0.6899 Remote Similarity NPD5204 Approved
0.6894 Remote Similarity NPD4060 Phase 1
0.687 Remote Similarity NPD3268 Approved
0.6864 Remote Similarity NPD5235 Approved
0.6864 Remote Similarity NPD5237 Approved
0.6864 Remote Similarity NPD5239 Approved
0.6864 Remote Similarity NPD5236 Approved
0.6864 Remote Similarity NPD5240 Approved
0.686 Remote Similarity NPD5951 Approved
0.6857 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6852 Remote Similarity NPD1089 Approved
0.6852 Remote Similarity NPD1090 Approved
0.6852 Remote Similarity NPD1086 Approved
0.685 Remote Similarity NPD7876 Discontinued
0.6847 Remote Similarity NPD1989 Approved
0.6847 Remote Similarity NPD2859 Approved
0.6847 Remote Similarity NPD2860 Approved
0.6846 Remote Similarity NPD4617 Approved
0.6846 Remote Similarity NPD4620 Approved
0.6846 Remote Similarity NPD5201 Approved
0.6846 Remote Similarity NPD5203 Approved
0.6842 Remote Similarity NPD6355 Discontinued
0.6842 Remote Similarity NPD4188 Approved
0.6842 Remote Similarity NPD4340 Discontinued
0.6842 Remote Similarity NPD4189 Approved
0.6833 Remote Similarity NPD5535 Approved
0.6827 Remote Similarity NPD9491 Approved
0.6825 Remote Similarity NPD6287 Discontinued
0.6825 Remote Similarity NPD4480 Approved
0.6822 Remote Similarity NPD6085 Phase 2
0.6822 Remote Similarity NPD5647 Approved
0.6822 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6818 Remote Similarity NPD4062 Phase 3
0.6815 Remote Similarity NPD7033 Discontinued
0.6807 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6807 Remote Similarity NPD2201 Approved
0.68 Remote Similarity NPD4626 Approved
0.6792 Remote Similarity NPD9259 Approved
0.6792 Remote Similarity NPD9257 Approved
0.6791 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6783 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6783 Remote Similarity NPD5765 Approved
0.6783 Remote Similarity NPD1930 Approved
0.6783 Remote Similarity NPD1929 Approved
0.6777 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6772 Remote Similarity NPD9717 Approved
0.6769 Remote Similarity NPD3664 Approved
0.6769 Remote Similarity NPD3662 Phase 3
0.6769 Remote Similarity NPD3663 Approved
0.6769 Remote Similarity NPD3661 Approved
0.6763 Remote Similarity NPD6190 Approved
0.6763 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6757 Remote Similarity NPD2933 Approved
0.6757 Remote Similarity NPD2934 Approved
0.6757 Remote Similarity NPD1693 Approved
0.675 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6748 Remote Similarity NPD5291 Approved
0.6748 Remote Similarity NPD5292 Approved
0.6746 Remote Similarity NPD3847 Discontinued
0.6742 Remote Similarity NPD1048 Approved
0.6727 Remote Similarity NPD1088 Approved
0.6726 Remote Similarity NPD9611 Approved
0.6726 Remote Similarity NPD9609 Approved
0.6726 Remote Similarity NPD9612 Approved
0.6724 Remote Similarity NPD3048 Approved
0.6724 Remote Similarity NPD3046 Approved
0.6724 Remote Similarity NPD3047 Approved
0.6723 Remote Similarity NPD9713 Approved
0.672 Remote Similarity NPD5691 Approved
0.6719 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6718 Remote Similarity NPD5202 Clinical (unspecified phase)
0.6715 Remote Similarity NPD5763 Approved
0.6715 Remote Similarity NPD5762 Approved
0.6697 Remote Similarity NPD3673 Approved
0.6697 Remote Similarity NPD3672 Approved
0.6696 Remote Similarity NPD855 Approved
0.6696 Remote Similarity NPD854 Approved
0.6691 Remote Similarity NPD8166 Discontinued
0.6667 Remote Similarity NPD845 Approved
0.6667 Remote Similarity NPD2424 Discontinued
0.6667 Remote Similarity NPD7095 Approved
0.6667 Remote Similarity NPD5723 Approved
0.6667 Remote Similarity NPD3225 Approved
0.6667 Remote Similarity NPD531 Approved
0.6667 Remote Similarity NPD3020 Approved
0.6667 Remote Similarity NPD3027 Phase 3
0.6667 Remote Similarity NPD5667 Approved
0.6643 Remote Similarity NPD5403 Approved
0.6642 Remote Similarity NPD5120 Approved
0.6642 Remote Similarity NPD5121 Approved
0.6642 Remote Similarity NPD5119 Approved
0.664 Remote Similarity NPD1894 Discontinued
0.6639 Remote Similarity NPD1241 Discontinued
0.6636 Remote Similarity NPD1239 Approved
0.6635 Remote Similarity NPD226 Approved
0.6618 Remote Similarity NPD7097 Phase 1
0.6617 Remote Similarity NPD4621 Approved
0.6617 Remote Similarity NPD4619 Approved
0.6615 Remote Similarity NPD6362 Approved
0.6615 Remote Similarity NPD1203 Approved
0.6612 Remote Similarity NPD228 Approved
0.6612 Remote Similarity NPD6912 Phase 3
0.661 Remote Similarity NPD5706 Approved
0.661 Remote Similarity NPD2559 Approved
0.661 Remote Similarity NPD3526 Approved
0.661 Remote Similarity NPD2551 Approved
0.661 Remote Similarity NPD3524 Approved
0.661 Remote Similarity NPD968 Approved
0.661 Remote Similarity NPD5704 Approved
0.661 Remote Similarity NPD5705 Approved
0.6607 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5347 Phase 2
0.6606 Remote Similarity NPD5346 Phase 2
0.6597 Remote Similarity NPD1653 Approved
0.6596 Remote Similarity NPD7236 Approved
0.6594 Remote Similarity NPD7702 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   126414
ChEMBL   CHEMBL454527
ZINC  

Physicochemical Properties

Molecular Weight:  276.10
ALogP:  -0.1671
MLogP:  2.56
XLogP:  2.807
# Rotatable Bonds:  7
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  20

Download Data

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Structure MOL file  
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Biological Activities  
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