Natural Product: NPC154527

Natural Product ID:  NPC154527
Common Name:   Vialinin B
IUPAC Name:   [4,7,8-trihydroxy-3-(4-hydroxyphenyl)-1-(2-phenylacetyl)oxydibenzofuran-2-yl] 2-phenylacetate
Synonyms:  
Molecular Formula:   C34H24O9
Standard InCHIKey:  FMUSGJFTMXBKQN-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C34H24O9/c35-22-13-11-21(12-14-22)29-31(40)32-30(23-17-24(36)25(37)18-26(23)41-32)34(43-28(39)16-20-9-5-2-6-10-20)33(29)42-27(38)15-19-7-3-1-4-8-19/h1-14,17-18,35-37,40H,15-16H2
Canonical SMILES:  Oc1ccc(cc1)c1c(OC(=O)Cc2ccccc2)c(OC(=O)Cc2ccccc2)c2c(c1O)oc1c2cc(c(c1)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
NPO22584 Thelephora vialis Species Thelephoraceae Eukaryota PMID[16901696]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 0.05 nM 10075797
NPT521 Cell Line RBL-2H3 Rattus norvegicus IC50 = 0.02 nM 23046382

  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 NPC154527 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
0.9941 High Similarity NPC226725
0.9647 High Similarity NPC47883
0.9645 High Similarity NPC297807
0.9529 High Similarity NPC98546
0.9425 High Similarity NPC248315
0.9353 High Similarity NPC149846
0.9345 High Similarity NPC470704
0.924 High Similarity NPC476640
0.924 High Similarity NPC216842
0.924 High Similarity NPC82217
0.9186 High Similarity NPC287243
0.9181 High Similarity NPC230619
0.9181 High Similarity NPC174700
0.9181 High Similarity NPC54098
0.9133 High Similarity NPC8127
0.9133 High Similarity NPC49667
0.9123 High Similarity NPC476641
0.9091 High Similarity NPC71260
0.9017 High Similarity NPC473834
0.9017 High Similarity NPC65885
0.8953 High Similarity NPC476279
0.8953 High Similarity NPC280493
0.8929 High Similarity NPC36354
0.8889 High Similarity NPC45449
0.8889 High Similarity NPC295436
0.8889 High Similarity NPC36320
0.8889 High Similarity NPC29411
0.8883 High Similarity NPC269625
0.8882 High Similarity NPC312056
0.8882 High Similarity NPC84515
0.8869 High Similarity NPC36077
0.8869 High Similarity NPC185526
0.8851 High Similarity NPC476370
0.8837 High Similarity NPC272560
0.883 High Similarity NPC263092
0.883 High Similarity NPC59295
0.883 High Similarity NPC39305
0.883 High Similarity NPC1706
0.883 High Similarity NPC1755
0.8824 High Similarity NPC34089
0.8824 High Similarity NPC188486
0.8824 High Similarity NPC196179
0.881 High Similarity NPC137100
0.881 High Similarity NPC472461
0.8807 High Similarity NPC471841
0.88 High Similarity NPC261471
0.88 High Similarity NPC476374
0.8793 High Similarity NPC78830
0.8793 High Similarity NPC218533
0.8793 High Similarity NPC72696
0.8793 High Similarity NPC476365
0.8786 High Similarity NPC86477
0.8786 High Similarity NPC50394
0.8779 High Similarity NPC169471
0.8779 High Similarity NPC280893
0.8779 High Similarity NPC259757
0.8772 High Similarity NPC272722
0.8772 High Similarity NPC238995
0.8765 High Similarity NPC188967
0.8764 High Similarity NPC475996
0.8757 High Similarity NPC475783
0.875 High Similarity NPC99591
0.875 High Similarity NPC227906
0.8743 High Similarity NPC247964
0.8743 High Similarity NPC158226
0.8736 High Similarity NPC202470
0.8722 High Similarity NPC469650
0.8721 High Similarity NPC272064
0.8721 High Similarity NPC133065
0.8721 High Similarity NPC67959
0.8713 High Similarity NPC231758
0.8706 High Similarity NPC16935
0.8706 High Similarity NPC190487
0.8706 High Similarity NPC287458
0.8706 High Similarity NPC154304
0.8706 High Similarity NPC196879
0.8701 High Similarity NPC24258
0.8701 High Similarity NPC164384
0.8701 High Similarity NPC216307
0.8693 High Similarity NPC117450
0.8693 High Similarity NPC37606
0.8693 High Similarity NPC310794
0.8693 High Similarity NPC233956
0.8686 High Similarity NPC19273
0.8686 High Similarity NPC17884
0.8678 High Similarity NPC253730
0.8678 High Similarity NPC247973
0.8678 High Similarity NPC286230
0.8674 High Similarity NPC73929
0.8674 High Similarity NPC139683
0.8674 High Similarity NPC260521
0.8674 High Similarity NPC47905
0.8674 High Similarity NPC469649
0.8671 High Similarity NPC39306
0.8663 High Similarity NPC174311
0.8655 High Similarity NPC98892
0.8655 High Similarity NPC130955
0.8652 High Similarity NPC23553
0.8652 High Similarity NPC265380
0.8652 High Similarity NPC77179
0.8649 High Similarity NPC3474
0.8647 High Similarity NPC112954
0.8639 High Similarity NPC292385
0.8639 High Similarity NPC125709
0.8636 High Similarity NPC262580
0.8636 High Similarity NPC289396
0.8636 High Similarity NPC271848
0.8636 High Similarity NPC28589
0.8636 High Similarity NPC81332
0.8636 High Similarity NPC47386
0.8636 High Similarity NPC248593
0.8636 High Similarity NPC212038
0.8631 High Similarity NPC125300
0.8629 High Similarity NPC165979
0.8629 High Similarity NPC99613
0.8629 High Similarity NPC247136
0.8629 High Similarity NPC49487
0.8629 High Similarity NPC163130
0.8626 High Similarity NPC223534
0.8626 High Similarity NPC477083
0.8626 High Similarity NPC158214
0.8626 High Similarity NPC240200
0.8626 High Similarity NPC290289
0.8626 High Similarity NPC477081
0.8621 High Similarity NPC277480
0.8619 High Similarity NPC112380
0.8619 High Similarity NPC261623
0.8619 High Similarity NPC111490
0.8619 High Similarity NPC304322
0.8613 High Similarity NPC89131
0.8611 High Similarity NPC471842
0.8611 High Similarity NPC240508
0.8603 High Similarity NPC324742
0.8603 High Similarity NPC185275
0.8596 High Similarity NPC195832
0.8588 High Similarity NPC24748
0.8588 High Similarity NPC45131
0.8588 High Similarity NPC59491
0.858 High Similarity NPC281835
0.858 High Similarity NPC109827
0.858 High Similarity NPC180768
0.858 High Similarity NPC124470
0.8579 High Similarity NPC472720
0.8579 High Similarity NPC160543
0.8579 High Similarity NPC93065
0.8579 High Similarity NPC472721
0.8579 High Similarity NPC472724
0.8579 High Similarity NPC187632
0.8579 High Similarity NPC469652
0.8579 High Similarity NPC31208
0.8571 High Similarity NPC174486
0.8571 High Similarity NPC234331
0.8571 High Similarity NPC65489
0.8571 High Similarity NPC14662
0.8571 High Similarity NPC295082
0.8571 High Similarity NPC243877
0.8571 High Similarity NPC473818
0.8564 High Similarity NPC476170
0.8564 High Similarity NPC470416
0.8564 High Similarity NPC231254
0.8563 High Similarity NPC37183
0.8563 High Similarity NPC142614
0.8563 High Similarity NPC477840
0.8556 High Similarity NPC97523
0.8556 High Similarity NPC8940
0.8555 High Similarity NPC55121
0.8555 High Similarity NPC219927
0.8555 High Similarity NPC477841
0.8548 High Similarity NPC189312
0.8547 High Similarity NPC476623
0.8547 High Similarity NPC476620
0.8547 High Similarity NPC300680
0.8547 High Similarity NPC476618
0.8547 High Similarity NPC476621
0.8547 High Similarity NPC476773
0.8547 High Similarity NPC221820
0.8547 High Similarity NPC476619
0.8547 High Similarity NPC476622
0.8541 High Similarity NPC477082
0.8539 High Similarity NPC300657
0.8538 High Similarity NPC227192
0.8538 High Similarity NPC189179
0.8538 High Similarity NPC93376
0.8538 High Similarity NPC75215
0.8538 High Similarity NPC224137
0.8533 High Similarity NPC40078
0.8533 High Similarity NPC471091
0.8533 High Similarity NPC97924
0.8531 High Similarity NPC186847
0.8531 High Similarity NPC472454
0.8531 High Similarity NPC257667
0.8529 High Similarity NPC80489
0.8523 High Similarity NPC216403
0.8523 High Similarity NPC107627
0.8523 High Similarity NPC186100
0.8523 High Similarity NPC41494
0.8521 High Similarity NPC27208
0.8514 High Similarity NPC29160
0.8508 High Similarity NPC150977
0.8508 High Similarity NPC297503

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC154527 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
0.8531 High Similarity NPD7993 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8457 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8457 Intermediate Similarity NPD6166 Phase 2
0.8457 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.843 Intermediate Similarity NPD3749 Approved
0.8372 Intermediate Similarity NPD3882 Suspended
0.8372 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8363 Intermediate Similarity NPD2801 Approved
0.8343 Intermediate Similarity NPD6232 Discontinued
0.8333 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8315 Intermediate Similarity NPD5844 Phase 1
0.8305 Intermediate Similarity NPD7473 Discontinued
0.8258 Intermediate Similarity NPD3818 Discontinued
0.8256 Intermediate Similarity NPD1465 Phase 2
0.8208 Intermediate Similarity NPD3817 Phase 2
0.8166 Intermediate Similarity NPD1512 Approved
0.8092 Intermediate Similarity NPD1934 Approved
0.809 Intermediate Similarity NPD3926 Phase 2
0.8047 Intermediate Similarity NPD1511 Approved
0.8045 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8023 Intermediate Similarity NPD5494 Approved
0.8 Intermediate Similarity NPD5402 Approved
0.7978 Intermediate Similarity NPD6559 Discontinued
0.7978 Intermediate Similarity NPD6959 Discontinued
0.7967 Intermediate Similarity NPD7074 Phase 3
0.7966 Intermediate Similarity NPD919 Approved
0.7943 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7935 Intermediate Similarity NPD7808 Phase 3
0.7923 Intermediate Similarity NPD6797 Phase 2
0.7912 Intermediate Similarity NPD7054 Approved
0.791 Intermediate Similarity NPD7075 Discontinued
0.7884 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.788 Intermediate Similarity NPD7251 Discontinued
0.7877 Intermediate Similarity NPD1247 Approved
0.7874 Intermediate Similarity NPD6599 Discontinued
0.7869 Intermediate Similarity NPD7472 Approved
0.7853 Intermediate Similarity NPD7768 Phase 2
0.7807 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7796 Intermediate Similarity NPD8312 Approved
0.7796 Intermediate Similarity NPD8313 Approved
0.774 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.774 Intermediate Similarity NPD7819 Suspended
0.7733 Intermediate Similarity NPD6799 Approved
0.7727 Intermediate Similarity NPD7411 Suspended
0.7709 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7684 Intermediate Similarity NPD6801 Discontinued
0.767 Intermediate Similarity NPD4380 Phase 2
0.763 Intermediate Similarity NPD7390 Discontinued
0.7622 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD3226 Approved
0.76 Intermediate Similarity NPD5403 Approved
0.7598 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7596 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7579 Intermediate Similarity NPD8434 Phase 2
0.7558 Intermediate Similarity NPD3750 Approved
0.75 Intermediate Similarity NPD920 Approved
0.75 Intermediate Similarity NPD4287 Approved
0.75 Intermediate Similarity NPD1243 Approved
0.7486 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD7199 Phase 2
0.7486 Intermediate Similarity NPD2532 Approved
0.7486 Intermediate Similarity NPD2533 Approved
0.7486 Intermediate Similarity NPD2534 Approved
0.7486 Intermediate Similarity NPD5401 Approved
0.7485 Intermediate Similarity NPD2344 Approved
0.7475 Intermediate Similarity NPD8151 Discontinued
0.7473 Intermediate Similarity NPD3751 Discontinued
0.7473 Intermediate Similarity NPD6234 Discontinued
0.7446 Intermediate Similarity NPD3787 Discontinued
0.7442 Intermediate Similarity NPD1549 Phase 2
0.744 Intermediate Similarity NPD943 Approved
0.7414 Intermediate Similarity NPD6190 Approved
0.74 Intermediate Similarity NPD7435 Discontinued
0.7396 Intermediate Similarity NPD8150 Discontinued
0.7396 Intermediate Similarity NPD447 Suspended
0.7384 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.738 Intermediate Similarity NPD7228 Approved
0.7371 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD1510 Phase 2
0.7363 Intermediate Similarity NPD7871 Phase 2
0.7363 Intermediate Similarity NPD7870 Phase 2
0.7353 Intermediate Similarity NPD1607 Approved
0.7337 Intermediate Similarity NPD6782 Approved
0.7337 Intermediate Similarity NPD6781 Approved
0.7337 Intermediate Similarity NPD6778 Approved
0.7337 Intermediate Similarity NPD6777 Approved
0.7337 Intermediate Similarity NPD6780 Approved
0.7337 Intermediate Similarity NPD6776 Approved
0.7337 Intermediate Similarity NPD6779 Approved
0.733 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD5406 Approved
0.7326 Intermediate Similarity NPD5408 Approved
0.7326 Intermediate Similarity NPD1551 Phase 2
0.7326 Intermediate Similarity NPD5405 Approved
0.7326 Intermediate Similarity NPD5404 Approved
0.7326 Intermediate Similarity NPD2935 Discontinued
0.7317 Intermediate Similarity NPD7783 Phase 2
0.7317 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD2309 Approved
0.7293 Intermediate Similarity NPD37 Approved
0.7288 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD4965 Approved
0.7268 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD4967 Phase 2
0.7268 Intermediate Similarity NPD7874 Approved
0.7268 Intermediate Similarity NPD4966 Approved
0.7267 Intermediate Similarity NPD3748 Approved
0.7267 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD1653 Approved
0.7257 Intermediate Similarity NPD4628 Phase 3
0.7241 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD1240 Approved
0.7228 Intermediate Similarity NPD7698 Approved
0.7228 Intermediate Similarity NPD7696 Phase 3
0.7228 Intermediate Similarity NPD7697 Approved
0.7225 Intermediate Similarity NPD2796 Approved
0.72 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD2800 Approved
0.7193 Intermediate Similarity NPD230 Phase 1
0.7191 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD2346 Discontinued
0.7171 Intermediate Similarity NPD7701 Phase 2
0.7158 Intermediate Similarity NPD8455 Phase 2
0.7135 Intermediate Similarity NPD7685 Pre-registration
0.7127 Intermediate Similarity NPD7458 Discontinued
0.7112 Intermediate Similarity NPD8127 Discontinued
0.7101 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD6535 Approved
0.7085 Intermediate Similarity NPD6534 Approved
0.7069 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD2799 Discontinued
0.7067 Intermediate Similarity NPD7801 Approved
0.7065 Intermediate Similarity NPD7699 Phase 2
0.7065 Intermediate Similarity NPD7700 Phase 2
0.7062 Intermediate Similarity NPD7003 Approved
0.7062 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD1203 Approved
0.7018 Intermediate Similarity NPD3764 Approved
0.7018 Intermediate Similarity NPD2313 Discontinued
0.7016 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD7549 Discontinued
0.6995 Remote Similarity NPD5953 Discontinued
0.6984 Remote Similarity NPD5711 Approved
0.6984 Remote Similarity NPD5710 Approved
0.6984 Remote Similarity NPD7229 Phase 3
0.6966 Remote Similarity NPD8166 Discontinued
0.6959 Remote Similarity NPD7240 Approved
0.6942 Remote Similarity NPD8320 Phase 1
0.6942 Remote Similarity NPD8319 Approved
0.6936 Remote Similarity NPD1613 Approved
0.6936 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6932 Remote Similarity NPD6099 Approved
0.6932 Remote Similarity NPD6100 Approved
0.693 Remote Similarity NPD7907 Approved
0.6927 Remote Similarity NPD6823 Phase 2
0.6927 Remote Similarity NPD7177 Discontinued
0.6919 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6912 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6897 Remote Similarity NPD1933 Approved
0.6893 Remote Similarity NPD7680 Approved
0.6893 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6893 Remote Similarity NPD1471 Phase 3
0.6891 Remote Similarity NPD7286 Phase 2
0.6879 Remote Similarity NPD6233 Phase 2
0.6875 Remote Similarity NPD4308 Phase 3
0.6872 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6859 Remote Similarity NPD5242 Approved
0.6845 Remote Similarity NPD9269 Phase 2
0.6845 Remote Similarity NPD2296 Approved
0.6837 Remote Similarity NPD4111 Phase 1
0.6837 Remote Similarity NPD4665 Approved
0.6821 Remote Similarity NPD411 Approved
0.6821 Remote Similarity NPD3268 Approved
0.6821 Remote Similarity NPD6798 Discontinued
0.6802 Remote Similarity NPD6832 Phase 2
0.6789 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6786 Remote Similarity NPD7038 Approved
0.6786 Remote Similarity NPD7039 Approved
0.6776 Remote Similarity NPD6273 Approved
0.6763 Remote Similarity NPD3027 Phase 3
0.6755 Remote Similarity NPD4288 Approved
0.6751 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6746 Remote Similarity NPD9717 Approved
0.6737 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6736 Remote Similarity NPD2403 Approved
0.6736 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6725 Remote Similarity NPD2797 Approved
0.6719 Remote Similarity NPD6808 Phase 2
0.6705 Remote Similarity NPD6355 Discontinued
0.6705 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6705 Remote Similarity NPD4908 Phase 1

Structure

External Identifiers

PubChem CID   16049791
ChEMBL   CHEMBL216481
ZINC  

Physicochemical Properties

Molecular Weight:  576.14
ALogP:  -2.1079
MLogP:  4.21
XLogP:  8.267
# Rotatable Bonds:  13
Polar Surface Area:  146.66
# H-Bond Aceptor:  2
# H-Bond Donor:  4
# Rings:  6
# Heavy Atoms:  43

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs