Natural Product: NPC471981

Natural Product ID:  NPC471981
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C21H20O6
Standard InCHIKey:  KOKIVZSWNDCWDJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C21H20O6/c1-12(2)4-9-15-17(22)10-16-18(23)11-19(27-21(16)20(15)24)26-14-7-5-13(25-3)6-8-14/h4-8,10-11,22,24H,9H2,1-3H3
Canonical SMILES:  COc1ccc(cc1)Oc1cc(=O)c2c(o1)c(O)c(c(c2)O)CC=C(C)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
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota Aerial parts Herbal garden of Chungbuk National University, Cheongju, Korea 2012-OCT PMID[24963714]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 28900 nM 25990761
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 27500 nM 23036956

  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 NPC471981 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
0.9272 High Similarity NPC75069
0.9226 High Similarity NPC260640
0.9226 High Similarity NPC295009
0.9211 High Similarity NPC124714
0.9161 High Similarity NPC225624
0.9161 High Similarity NPC285973
0.9145 High Similarity NPC209487
0.9145 High Similarity NPC269451
0.9145 High Similarity NPC35763
0.9145 High Similarity NPC181209
0.9145 High Similarity NPC131266
0.9145 High Similarity NPC100971
0.9145 High Similarity NPC216769
0.9145 High Similarity NPC245382
0.9145 High Similarity NPC291802
0.9145 High Similarity NPC121522
0.9145 High Similarity NPC100263
0.9097 High Similarity NPC215375
0.9097 High Similarity NPC62518
0.9085 High Similarity NPC250557
0.9079 High Similarity NPC262623
0.9079 High Similarity NPC45291
0.9079 High Similarity NPC19980
0.9073 High Similarity NPC92722
0.9073 High Similarity NPC102003
0.9073 High Similarity NPC294502
0.9073 High Similarity NPC200221
0.9032 High Similarity NPC167595
0.9026 High Similarity NPC39184
0.9026 High Similarity NPC20830
0.9026 High Similarity NPC134287
0.9026 High Similarity NPC256612
0.9026 High Similarity NPC130589
0.9013 High Similarity NPC10467
0.9013 High Similarity NPC156953
0.9013 High Similarity NPC239363
0.9007 High Similarity NPC131451
0.9007 High Similarity NPC15329
0.9007 High Similarity NPC287395
0.9007 High Similarity NPC183655
0.8961 High Similarity NPC176775
0.8961 High Similarity NPC183878
0.8961 High Similarity NPC22519
0.8961 High Similarity NPC69394
0.8961 High Similarity NPC231018
0.8961 High Similarity NPC274327
0.8961 High Similarity NPC145379
0.8961 High Similarity NPC47781
0.8961 High Similarity NPC255350
0.8961 High Similarity NPC160951
0.8947 High Similarity NPC139293
0.8947 High Similarity NPC40290
0.8947 High Similarity NPC264289
0.8947 High Similarity NPC264550
0.8947 High Similarity NPC195763
0.8947 High Similarity NPC142876
0.8947 High Similarity NPC333691
0.8947 High Similarity NPC69430
0.8947 High Similarity NPC200060
0.894 High Similarity NPC119660
0.894 High Similarity NPC46941
0.894 High Similarity NPC93034
0.8917 High Similarity NPC476980
0.8917 High Similarity NPC130955
0.891 High Similarity NPC78103
0.8903 High Similarity NPC167815
0.8903 High Similarity NPC92659
0.8903 High Similarity NPC128863
0.8903 High Similarity NPC4455
0.8903 High Similarity NPC146165
0.8903 High Similarity NPC2476
0.8903 High Similarity NPC50715
0.8903 High Similarity NPC208197
0.8903 High Similarity NPC138360
0.8903 High Similarity NPC280339
0.8903 High Similarity NPC163780
0.8903 High Similarity NPC183597
0.8903 High Similarity NPC227325
0.8903 High Similarity NPC201136
0.8903 High Similarity NPC196439
0.8903 High Similarity NPC213622
0.8896 High Similarity NPC222830
0.8896 High Similarity NPC83508
0.8896 High Similarity NPC131624
0.8896 High Similarity NPC301323
0.8896 High Similarity NPC39732
0.8896 High Similarity NPC293183
0.8896 High Similarity NPC198826
0.8896 High Similarity NPC239128
0.8896 High Similarity NPC100887
0.8896 High Similarity NPC212678
0.8896 High Similarity NPC256283
0.8896 High Similarity NPC25270
0.8896 High Similarity NPC57030
0.8896 High Similarity NPC187498
0.8896 High Similarity NPC60972
0.8896 High Similarity NPC241498
0.8896 High Similarity NPC275836
0.8896 High Similarity NPC275722
0.8896 High Similarity NPC71334
0.8896 High Similarity NPC156222
0.8896 High Similarity NPC188203
0.8896 High Similarity NPC120163
0.8896 High Similarity NPC162313
0.8889 High Similarity NPC307518
0.8889 High Similarity NPC205076
0.8889 High Similarity NPC48773
0.8882 High Similarity NPC218490
0.8882 High Similarity NPC194653
0.8882 High Similarity NPC203747
0.8882 High Similarity NPC80710
0.8882 High Similarity NPC471287
0.8882 High Similarity NPC55327
0.8882 High Similarity NPC139364
0.8882 High Similarity NPC254702
0.8874 High Similarity NPC209278
0.8874 High Similarity NPC165389
0.8874 High Similarity NPC88345
0.8868 High Similarity NPC127415
0.8867 High Similarity NPC142165
0.8861 High Similarity NPC311740
0.8861 High Similarity NPC258331
0.8861 High Similarity NPC162668
0.8846 High Similarity NPC470762
0.8846 High Similarity NPC474167
0.8846 High Similarity NPC49824
0.8846 High Similarity NPC472916
0.8839 High Similarity NPC250822
0.8839 High Similarity NPC167091
0.8839 High Similarity NPC88645
0.8839 High Similarity NPC292214
0.8839 High Similarity NPC206238
0.8839 High Similarity NPC75279
0.8839 High Similarity NPC271779
0.8839 High Similarity NPC280937
0.8839 High Similarity NPC276409
0.8839 High Similarity NPC478213
0.8831 High Similarity NPC226973
0.8831 High Similarity NPC256406
0.8831 High Similarity NPC208043
0.8831 High Similarity NPC308451
0.8827 High Similarity NPC105511
0.8827 High Similarity NPC224462
0.8824 High Similarity NPC106334
0.8824 High Similarity NPC285527
0.882 High Similarity NPC76482
0.8816 High Similarity NPC125449
0.8816 High Similarity NPC188074
0.8805 High Similarity NPC472448
0.8805 High Similarity NPC83922
0.88 High Similarity NPC254659
0.8797 High Similarity NPC84571
0.879 High Similarity NPC36852
0.879 High Similarity NPC472910
0.879 High Similarity NPC474208
0.879 High Similarity NPC470402
0.879 High Similarity NPC224137
0.879 High Similarity NPC78225
0.879 High Similarity NPC472913
0.879 High Similarity NPC476981
0.879 High Similarity NPC203891
0.879 High Similarity NPC101830
0.879 High Similarity NPC262286
0.879 High Similarity NPC210084
0.879 High Similarity NPC99597
0.879 High Similarity NPC475267
0.879 High Similarity NPC48208
0.879 High Similarity NPC93376
0.879 High Similarity NPC472914
0.879 High Similarity NPC245758
0.879 High Similarity NPC474836
0.879 High Similarity NPC227192
0.879 High Similarity NPC472911
0.879 High Similarity NPC189179
0.879 High Similarity NPC110070
0.879 High Similarity NPC162869
0.879 High Similarity NPC96167
0.879 High Similarity NPC75215
0.879 High Similarity NPC156057
0.879 High Similarity NPC222814
0.8782 High Similarity NPC26227
0.8782 High Similarity NPC44079
0.8782 High Similarity NPC2928
0.8782 High Similarity NPC201451
0.8774 High Similarity NPC161277
0.8774 High Similarity NPC153008
0.8774 High Similarity NPC104728
0.8774 High Similarity NPC180234
0.8774 High Similarity NPC101996
0.8774 High Similarity NPC148497
0.8774 High Similarity NPC142540
0.8774 High Similarity NPC35544
0.8774 High Similarity NPC199100
0.8774 High Similarity NPC120537
0.8774 High Similarity NPC39007
0.8766 High Similarity NPC306821
0.8766 High Similarity NPC213382
0.8766 High Similarity NPC164527
0.8766 High Similarity NPC184136
0.8766 High Similarity NPC234152

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471981 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
0.8961 High Similarity NPD2801 Approved
0.8704 High Similarity NPD3818 Discontinued
0.8535 High Similarity NPD1934 Approved
0.8443 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8424 Intermediate Similarity NPD7054 Approved
0.8377 Intermediate Similarity NPD1511 Approved
0.8375 Intermediate Similarity NPD3882 Suspended
0.8373 Intermediate Similarity NPD7472 Approved
0.8373 Intermediate Similarity NPD7074 Phase 3
0.8365 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD6232 Discontinued
0.8303 Intermediate Similarity NPD7473 Discontinued
0.8269 Intermediate Similarity NPD1512 Approved
0.8214 Intermediate Similarity NPD6797 Phase 2
0.821 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8199 Intermediate Similarity NPD5402 Approved
0.8199 Intermediate Similarity NPD3817 Phase 2
0.8182 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8166 Intermediate Similarity NPD7251 Discontinued
0.8158 Intermediate Similarity NPD2935 Discontinued
0.8133 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD6166 Phase 2
0.8118 Intermediate Similarity NPD7808 Phase 3
0.8092 Intermediate Similarity NPD1510 Phase 2
0.8079 Intermediate Similarity NPD1607 Approved
0.8067 Intermediate Similarity NPD943 Approved
0.8063 Intermediate Similarity NPD4380 Phase 2
0.8059 Intermediate Similarity NPD6559 Discontinued
0.8046 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD5494 Approved
0.7987 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7947 Intermediate Similarity NPD1240 Approved
0.7905 Intermediate Similarity NPD2798 Approved
0.7895 Intermediate Similarity NPD447 Suspended
0.7895 Intermediate Similarity NPD1933 Approved
0.7882 Intermediate Similarity NPD5844 Phase 1
0.7831 Intermediate Similarity NPD6234 Discontinued
0.7806 Intermediate Similarity NPD1551 Phase 2
0.7778 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD7075 Discontinued
0.7764 Intermediate Similarity NPD5403 Approved
0.7753 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD37 Approved
0.773 Intermediate Similarity NPD6599 Discontinued
0.7716 Intermediate Similarity NPD1653 Approved
0.7707 Intermediate Similarity NPD1549 Phase 2
0.7697 Intermediate Similarity NPD1465 Phase 2
0.7697 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD2796 Approved
0.7688 Intermediate Similarity NPD6799 Approved
0.7643 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7643 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7643 Intermediate Similarity NPD2346 Discontinued
0.764 Intermediate Similarity NPD5401 Approved
0.764 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD6801 Discontinued
0.7633 Intermediate Similarity NPD1247 Approved
0.7632 Intermediate Similarity NPD3027 Phase 3
0.761 Intermediate Similarity NPD3750 Approved
0.7605 Intermediate Similarity NPD4967 Phase 2
0.7605 Intermediate Similarity NPD4965 Approved
0.7605 Intermediate Similarity NPD4966 Approved
0.7595 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD7819 Suspended
0.7586 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD2313 Discontinued
0.7578 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD3226 Approved
0.7557 Intermediate Similarity NPD8312 Approved
0.7557 Intermediate Similarity NPD8313 Approved
0.7548 Intermediate Similarity NPD230 Phase 1
0.7531 Intermediate Similarity NPD2534 Approved
0.7531 Intermediate Similarity NPD2533 Approved
0.7531 Intermediate Similarity NPD2532 Approved
0.7516 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD7228 Approved
0.747 Intermediate Similarity NPD7411 Suspended
0.7459 Intermediate Similarity NPD6782 Approved
0.7459 Intermediate Similarity NPD6778 Approved
0.7459 Intermediate Similarity NPD6777 Approved
0.7459 Intermediate Similarity NPD6779 Approved
0.7459 Intermediate Similarity NPD6776 Approved
0.7459 Intermediate Similarity NPD6781 Approved
0.7459 Intermediate Similarity NPD6780 Approved
0.7451 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD3926 Phase 2
0.7427 Intermediate Similarity NPD6959 Discontinued
0.7414 Intermediate Similarity NPD3751 Discontinued
0.7412 Intermediate Similarity NPD919 Approved
0.7405 Intermediate Similarity NPD4308 Phase 3
0.7396 Intermediate Similarity NPD7768 Phase 2
0.7391 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD9494 Approved
0.738 Intermediate Similarity NPD6823 Phase 2
0.7372 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD1613 Approved
0.7368 Intermediate Similarity NPD1470 Approved
0.7368 Intermediate Similarity NPD1203 Approved
0.7349 Intermediate Similarity NPD7458 Discontinued
0.7345 Intermediate Similarity NPD7685 Pre-registration
0.734 Intermediate Similarity NPD7435 Discontinued
0.7337 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD7199 Phase 2
0.7317 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD2799 Discontinued
0.7296 Intermediate Similarity NPD3748 Approved
0.7284 Intermediate Similarity NPD4628 Phase 3
0.7283 Intermediate Similarity NPD3787 Discontinued
0.7256 Intermediate Similarity NPD7390 Discontinued
0.7251 Intermediate Similarity NPD3749 Approved
0.725 Intermediate Similarity NPD6100 Approved
0.725 Intermediate Similarity NPD6099 Approved
0.7249 Intermediate Similarity NPD7698 Approved
0.7249 Intermediate Similarity NPD7696 Phase 3
0.7249 Intermediate Similarity NPD7697 Approved
0.7244 Intermediate Similarity NPD411 Approved
0.7241 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD6190 Approved
0.7226 Intermediate Similarity NPD6832 Phase 2
0.7219 Intermediate Similarity NPD1201 Approved
0.7219 Intermediate Similarity NPD6844 Discontinued
0.7215 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD7870 Phase 2
0.7211 Intermediate Similarity NPD7871 Phase 2
0.72 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7189 Intermediate Similarity NPD6534 Approved
0.7189 Intermediate Similarity NPD6535 Approved
0.7188 Intermediate Similarity NPD7701 Phase 2
0.7171 Intermediate Similarity NPD9717 Approved
0.7171 Intermediate Similarity NPD9269 Phase 2
0.7162 Intermediate Similarity NPD9493 Approved
0.7152 Intermediate Similarity NPD4307 Phase 2
0.715 Intermediate Similarity NPD8151 Discontinued
0.7143 Intermediate Similarity NPD5406 Approved
0.7143 Intermediate Similarity NPD5408 Approved
0.7143 Intermediate Similarity NPD5405 Approved
0.7143 Intermediate Similarity NPD2797 Approved
0.7143 Intermediate Similarity NPD5404 Approved
0.7143 Intermediate Similarity NPD8150 Discontinued
0.7134 Intermediate Similarity NPD3268 Approved
0.7126 Intermediate Similarity NPD920 Approved
0.7117 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD2800 Approved
0.7114 Intermediate Similarity NPD5536 Phase 2
0.7113 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD7874 Approved
0.7105 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD2344 Approved
0.7099 Intermediate Similarity NPD7266 Discontinued
0.709 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD7801 Approved
0.7074 Intermediate Similarity NPD7699 Phase 2
0.7074 Intermediate Similarity NPD7700 Phase 2
0.7063 Intermediate Similarity NPD6651 Approved
0.7056 Intermediate Similarity NPD7240 Approved
0.7048 Intermediate Similarity NPD4357 Discontinued
0.7045 Intermediate Similarity NPD5242 Approved
0.7043 Intermediate Similarity NPD6213 Phase 3
0.7043 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD6212 Phase 3
0.7041 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD1243 Approved
0.7006 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5953 Discontinued
0.7 Intermediate Similarity NPD7028 Phase 2
0.6989 Remote Similarity NPD5711 Approved
0.6989 Remote Similarity NPD5710 Approved
0.6983 Remote Similarity NPD7286 Phase 2
0.697 Remote Similarity NPD7003 Approved
0.6962 Remote Similarity NPD4625 Phase 3
0.6957 Remote Similarity NPD8434 Phase 2
0.6948 Remote Similarity NPD3972 Approved
0.6943 Remote Similarity NPD3018 Phase 2
0.6928 Remote Similarity NPD2309 Approved
0.6908 Remote Similarity NPD9268 Approved
0.6905 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6904 Remote Similarity NPD7783 Phase 2
0.6904 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6903 Remote Similarity NPD4749 Approved
0.6886 Remote Similarity NPD643 Clinical (unspecified phase)
0.6886 Remote Similarity NPD3300 Phase 2
0.6875 Remote Similarity NPD6233 Phase 2
0.6872 Remote Similarity NPD7584 Approved
0.6871 Remote Similarity NPD7033 Discontinued
0.6867 Remote Similarity NPD8166 Discontinued
0.686 Remote Similarity NPD6385 Approved
0.686 Remote Similarity NPD6386 Approved
0.6839 Remote Similarity NPD5353 Approved
0.6839 Remote Similarity NPD5005 Approved
0.6839 Remote Similarity NPD5006 Approved
0.6832 Remote Similarity NPD2899 Discontinued

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3314705
ZINC  

Physicochemical Properties

Molecular Weight:  368.13
ALogP:  0.7034
MLogP:  3.11
XLogP:  3.946
# Rotatable Bonds:  10
Polar Surface Area:  85.22
# H-Bond Aceptor:  1
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  27

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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