Natural Product: NPC228209

Natural Product ID:  NPC228209
Common Name:   12,16-Epoxy-6,11,14,17-Tetrahydroxy-17(15->16)-Abeo-5,8,11,13,15-Abietapentaen-7-One
IUPAC Name:   (11bR)-5,7,11-trihydroxy-9-(hydroxymethyl)-4,4,11b-trimethyl-2,3-dihydro-1H-naphtho[2,1-f][1]benzofuran-6-one
Synonyms:  
Molecular Formula:   C20H22O6
Standard InCHIKey:  XFWXVVIPMSCASB-HXUWFJFHSA-N
Standard InCHI:  InChI=1S/C20H22O6/c1-19(2)5-4-6-20(3)12-11(14(23)16(25)18(19)20)13(22)10-7-9(8-21)26-17(10)15(12)24/h7,21-22,24-25H,4-6,8H2,1-3H3/t20-/m1/s1
Canonical SMILES:  OCc1cc2c(o1)c(O)c1c(c2O)C(=O)C(=C2[C@]1(C)CCCC2(C)C)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
NPO24239 Teucrium polium Species Lamiaceae Eukaryota Roots PMID[21084196]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 50 % 24077526
NPT1 Others Radical scavenging activity IC50 = 120000 nM 18056275

  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 NPC228209 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
0.9881 High Similarity NPC8927
0.9824 High Similarity NPC240808
0.982 High Similarity NPC77179
0.982 High Similarity NPC23553
0.9702 High Similarity NPC221820
0.9647 High Similarity NPC246153
0.9532 High Similarity NPC240508
0.9302 High Similarity NPC476273
0.9186 High Similarity NPC8127
0.9186 High Similarity NPC49667
0.9176 High Similarity NPC28042
0.9172 High Similarity NPC247973
0.9167 High Similarity NPC21016
0.9167 High Similarity NPC146584
0.9128 High Similarity NPC245975
0.9128 High Similarity NPC289244
0.9128 High Similarity NPC287243
0.9107 High Similarity NPC208120
0.9107 High Similarity NPC270837
0.9107 High Similarity NPC173587
0.9107 High Similarity NPC133065
0.9101 High Similarity NPC60848
0.907 High Similarity NPC476640
0.907 High Similarity NPC65885
0.907 High Similarity NPC277510
0.907 High Similarity NPC82217
0.907 High Similarity NPC216842
0.907 High Similarity NPC30550
0.9059 High Similarity NPC95715
0.9053 High Similarity NPC473286
0.9053 High Similarity NPC326520
0.9053 High Similarity NPC39306
0.9053 High Similarity NPC37183
0.9048 High Similarity NPC294965
0.9048 High Similarity NPC470694
0.9045 High Similarity NPC295436
0.9034 High Similarity NPC476170
0.9023 High Similarity NPC246877
0.9017 High Similarity NPC227906
0.9012 High Similarity NPC230619
0.9012 High Similarity NPC54098
0.9006 High Similarity NPC247136
0.9006 High Similarity NPC213416
0.9 High Similarity NPC277480
0.9 High Similarity NPC170245
0.8994 High Similarity NPC197168
0.8994 High Similarity NPC329669
0.8994 High Similarity NPC236132
0.8994 High Similarity NPC18100
0.8994 High Similarity NPC475055
0.8994 High Similarity NPC472278
0.8994 High Similarity NPC220313
0.8994 High Similarity NPC7483
0.8994 High Similarity NPC473313
0.8988 High Similarity NPC66288
0.896 High Similarity NPC310794
0.8953 High Similarity NPC313717
0.8953 High Similarity NPC315306
0.8953 High Similarity NPC476641
0.8947 High Similarity NPC470704
0.8947 High Similarity NPC232936
0.8941 High Similarity NPC25361
0.8941 High Similarity NPC472277
0.8941 High Similarity NPC36320
0.8941 High Similarity NPC45449
0.8935 High Similarity NPC81679
0.8935 High Similarity NPC84515
0.8935 High Similarity NPC312056
0.8929 High Similarity NPC228785
0.8929 High Similarity NPC56085
0.8929 High Similarity NPC14353
0.8902 High Similarity NPC307286
0.8895 High Similarity NPC202470
0.8882 High Similarity NPC263092
0.8882 High Similarity NPC475985
0.8882 High Similarity NPC205265
0.8882 High Similarity NPC59295
0.8882 High Similarity NPC472281
0.8882 High Similarity NPC470459
0.8882 High Similarity NPC1755
0.8882 High Similarity NPC1706
0.8882 High Similarity NPC41301
0.8882 High Similarity NPC39305
0.8876 High Similarity NPC258331
0.8876 High Similarity NPC40491
0.8876 High Similarity NPC278052
0.8876 High Similarity NPC188486
0.8876 High Similarity NPC61010
0.8876 High Similarity NPC187354
0.8876 High Similarity NPC32694
0.8876 High Similarity NPC269117
0.8869 High Similarity NPC196879
0.8869 High Similarity NPC100123
0.8864 High Similarity NPC104682
0.8864 High Similarity NPC183843
0.8851 High Similarity NPC471969
0.8844 High Similarity NPC472276
0.8844 High Similarity NPC109827
0.8844 High Similarity NPC124470
0.8844 High Similarity NPC131866
0.8837 High Similarity NPC6588
0.8837 High Similarity NPC117854
0.8837 High Similarity NPC126204
0.8837 High Similarity NPC477154
0.8837 High Similarity NPC241820
0.8837 High Similarity NPC50394
0.883 High Similarity NPC475888
0.883 High Similarity NPC470457
0.8824 High Similarity NPC238995
0.8824 High Similarity NPC272722
0.8824 High Similarity NPC211107
0.8817 High Similarity NPC84571
0.8817 High Similarity NPC320359
0.8817 High Similarity NPC474287
0.8817 High Similarity NPC246478
0.8817 High Similarity NPC235018
0.8817 High Similarity NPC119224
0.8817 High Similarity NPC475886
0.8817 High Similarity NPC45146
0.8814 High Similarity NPC475996
0.881 High Similarity NPC262286
0.881 High Similarity NPC165977
0.881 High Similarity NPC217677
0.881 High Similarity NPC300727
0.881 High Similarity NPC36852
0.881 High Similarity NPC241904
0.8807 High Similarity NPC297807
0.8793 High Similarity NPC121333
0.8793 High Similarity NPC158226
0.8793 High Similarity NPC28589
0.8793 High Similarity NPC260263
0.8793 High Similarity NPC248593
0.8793 High Similarity NPC174700
0.8786 High Similarity NPC165979
0.8786 High Similarity NPC152477
0.8786 High Similarity NPC288813
0.8786 High Similarity NPC163130
0.8786 High Similarity NPC165456
0.8779 High Similarity NPC470462
0.8779 High Similarity NPC37870
0.8772 High Similarity NPC474240
0.8772 High Similarity NPC476822
0.8772 High Similarity NPC152659
0.8772 High Similarity NPC124038
0.8772 High Similarity NPC236521
0.8772 High Similarity NPC248638
0.8765 High Similarity NPC474187
0.8765 High Similarity NPC474186
0.8765 High Similarity NPC311740
0.8765 High Similarity NPC308992
0.8765 High Similarity NPC474351
0.8765 High Similarity NPC475883
0.8765 High Similarity NPC472275
0.8764 High Similarity NPC471842
0.8764 High Similarity NPC182693
0.8757 High Similarity NPC235448
0.8757 High Similarity NPC329091
0.8757 High Similarity NPC172770
0.8757 High Similarity NPC85121
0.8757 High Similarity NPC195832
0.8757 High Similarity NPC16935
0.8757 High Similarity NPC476242
0.8757 High Similarity NPC185258
0.875 High Similarity NPC274730
0.875 High Similarity NPC478050
0.875 High Similarity NPC45131
0.875 High Similarity NPC138243
0.875 High Similarity NPC180924
0.875 High Similarity NPC142339
0.8743 High Similarity NPC233956
0.8743 High Similarity NPC473834
0.8736 High Similarity NPC17219
0.8736 High Similarity NPC101107
0.8728 High Similarity NPC45760
0.8728 High Similarity NPC474024
0.8728 High Similarity NPC478060
0.8728 High Similarity NPC158761
0.8728 High Similarity NPC471975
0.8728 High Similarity NPC470374
0.8728 High Similarity NPC470377
0.8728 High Similarity NPC470456
0.8728 High Similarity NPC478059
0.8728 High Similarity NPC150131
0.8728 High Similarity NPC473094
0.8722 High Similarity NPC174486
0.8721 High Similarity NPC291110
0.8721 High Similarity NPC472450
0.8721 High Similarity NPC102372
0.8721 High Similarity NPC316262
0.8721 High Similarity NPC275780
0.8721 High Similarity NPC314653
0.8721 High Similarity NPC26386
0.8721 High Similarity NPC303174
0.8721 High Similarity NPC38914
0.8721 High Similarity NPC239752
0.8713 High Similarity NPC219861
0.8713 High Similarity NPC25152
0.8706 High Similarity NPC287328
0.8706 High Similarity NPC80375
0.8706 High Similarity NPC470326

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC228209 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
0.8639 High Similarity NPD3882 Suspended
0.8547 High Similarity NPD1247 Approved
0.8521 High Similarity NPD2801 Approved
0.8412 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8382 Intermediate Similarity NPD5494 Approved
0.8362 Intermediate Similarity NPD5844 Phase 1
0.8353 Intermediate Similarity NPD1934 Approved
0.8305 Intermediate Similarity NPD3818 Discontinued
0.8295 Intermediate Similarity NPD6166 Phase 2
0.8295 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8295 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8286 Intermediate Similarity NPD6232 Discontinued
0.8249 Intermediate Similarity NPD7473 Discontinued
0.8122 Intermediate Similarity NPD6559 Discontinued
0.8107 Intermediate Similarity NPD1512 Approved
0.8077 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8046 Intermediate Similarity NPD3817 Phase 2
0.8034 Intermediate Similarity NPD3926 Phase 2
0.8023 Intermediate Similarity NPD6599 Discontinued
0.8023 Intermediate Similarity NPD6959 Discontinued
0.8011 Intermediate Similarity NPD919 Approved
0.8 Intermediate Similarity NPD8434 Phase 2
0.7988 Intermediate Similarity NPD1511 Approved
0.7955 Intermediate Similarity NPD7075 Discontinued
0.7941 Intermediate Similarity NPD2534 Approved
0.7941 Intermediate Similarity NPD2532 Approved
0.7941 Intermediate Similarity NPD2533 Approved
0.7919 Intermediate Similarity NPD4380 Phase 2
0.7914 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7912 Intermediate Similarity NPD7074 Phase 3
0.7898 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7886 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7886 Intermediate Similarity NPD7819 Suspended
0.7886 Intermediate Similarity NPD1465 Phase 2
0.7869 Intermediate Similarity NPD6797 Phase 2
0.7857 Intermediate Similarity NPD2800 Approved
0.7857 Intermediate Similarity NPD7054 Approved
0.7829 Intermediate Similarity NPD6801 Discontinued
0.7826 Intermediate Similarity NPD7251 Discontinued
0.7814 Intermediate Similarity NPD7472 Approved
0.7784 Intermediate Similarity NPD7808 Phase 3
0.7772 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD3749 Approved
0.774 Intermediate Similarity NPD5402 Approved
0.774 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7737 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD6799 Approved
0.767 Intermediate Similarity NPD7411 Suspended
0.7663 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7657 Intermediate Similarity NPD3226 Approved
0.7654 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7611 Intermediate Similarity NPD6234 Discontinued
0.7609 Intermediate Similarity NPD3751 Discontinued
0.7596 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD1549 Phase 2
0.7566 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7543 Intermediate Similarity NPD920 Approved
0.7529 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD37 Approved
0.7515 Intermediate Similarity NPD1510 Phase 2
0.7515 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4966 Approved
0.75 Intermediate Similarity NPD4965 Approved
0.75 Intermediate Similarity NPD4967 Phase 2
0.75 Intermediate Similarity NPD4628 Phase 3
0.75 Intermediate Similarity NPD1607 Approved
0.7471 Intermediate Similarity NPD2796 Approved
0.7462 Intermediate Similarity NPD6777 Approved
0.7462 Intermediate Similarity NPD6781 Approved
0.7462 Intermediate Similarity NPD6779 Approved
0.7462 Intermediate Similarity NPD6776 Approved
0.7462 Intermediate Similarity NPD6780 Approved
0.7462 Intermediate Similarity NPD6778 Approved
0.7462 Intermediate Similarity NPD6782 Approved
0.7446 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD1243 Approved
0.744 Intermediate Similarity NPD4665 Approved
0.744 Intermediate Similarity NPD4111 Phase 1
0.7435 Intermediate Similarity NPD8150 Discontinued
0.7432 Intermediate Similarity NPD7199 Phase 2
0.7429 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD1471 Phase 3
0.7427 Intermediate Similarity NPD2344 Approved
0.7419 Intermediate Similarity NPD7228 Approved
0.7412 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD7768 Phase 2
0.7399 Intermediate Similarity NPD3750 Approved
0.7391 Intermediate Similarity NPD5711 Approved
0.7391 Intermediate Similarity NPD3787 Discontinued
0.7391 Intermediate Similarity NPD5710 Approved
0.7384 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD1240 Approved
0.7381 Intermediate Similarity NPD943 Approved
0.7371 Intermediate Similarity NPD7390 Discontinued
0.7368 Intermediate Similarity NPD7907 Approved
0.7368 Intermediate Similarity NPD2935 Discontinued
0.7368 Intermediate Similarity NPD6099 Approved
0.7368 Intermediate Similarity NPD6100 Approved
0.735 Intermediate Similarity NPD7435 Discontinued
0.7345 Intermediate Similarity NPD5403 Approved
0.7341 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD2346 Discontinued
0.7322 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7277 Intermediate Similarity NPD8313 Approved
0.7277 Intermediate Similarity NPD8312 Approved
0.7264 Intermediate Similarity NPD7697 Approved
0.7264 Intermediate Similarity NPD7698 Approved
0.7264 Intermediate Similarity NPD7696 Phase 3
0.7257 Intermediate Similarity NPD2309 Approved
0.7255 Intermediate Similarity NPD8151 Discontinued
0.7247 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD230 Phase 1
0.7232 Intermediate Similarity NPD5401 Approved
0.7228 Intermediate Similarity NPD7870 Phase 2
0.7228 Intermediate Similarity NPD7871 Phase 2
0.7225 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD2403 Approved
0.7208 Intermediate Similarity NPD6534 Approved
0.7208 Intermediate Similarity NPD6535 Approved
0.7206 Intermediate Similarity NPD7701 Phase 2
0.7198 Intermediate Similarity NPD5760 Phase 2
0.7198 Intermediate Similarity NPD5761 Phase 2
0.7193 Intermediate Similarity NPD6651 Approved
0.7176 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD1613 Approved
0.7168 Intermediate Similarity NPD1551 Phase 2
0.7159 Intermediate Similarity NPD6190 Approved
0.7143 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2163 Approved
0.7136 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7136 Intermediate Similarity NPD7874 Approved
0.7135 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD3057 Approved
0.7129 Intermediate Similarity NPD2491 Approved
0.7112 Intermediate Similarity NPD7229 Phase 3
0.711 Intermediate Similarity NPD3748 Approved
0.7101 Intermediate Similarity NPD3027 Phase 3
0.7101 Intermediate Similarity NPD7783 Phase 2
0.7101 Intermediate Similarity NPD7801 Approved
0.7101 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD7699 Phase 2
0.71 Intermediate Similarity NPD7700 Phase 2
0.7083 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD2493 Approved
0.7079 Intermediate Similarity NPD2494 Approved
0.7072 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD3448 Approved
0.7044 Intermediate Similarity NPD2972 Approved
0.7044 Intermediate Similarity NPD6823 Phase 2
0.7044 Intermediate Similarity NPD3533 Approved
0.7041 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD447 Suspended
0.7031 Intermediate Similarity NPD5953 Discontinued
0.7017 Intermediate Similarity NPD1653 Approved
0.7016 Intermediate Similarity NPD7286 Phase 2
0.7011 Intermediate Similarity NPD2799 Discontinued
0.7 Intermediate Similarity NPD4625 Phase 3
0.6995 Remote Similarity NPD7240 Approved
0.6995 Remote Similarity NPD6765 Approved
0.6995 Remote Similarity NPD3452 Approved
0.6995 Remote Similarity NPD6764 Approved
0.6995 Remote Similarity NPD3658 Clinical (unspecified phase)
0.6995 Remote Similarity NPD3450 Approved
0.6983 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6978 Remote Similarity NPD7458 Discontinued
0.6976 Remote Similarity NPD4582 Approved
0.6976 Remote Similarity NPD4583 Approved
0.6968 Remote Similarity NPD8127 Discontinued
0.6965 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6959 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6934 Remote Similarity NPD8404 Phase 2
0.6932 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6927 Remote Similarity NPD4002 Approved
0.6927 Remote Similarity NPD4004 Approved
0.6919 Remote Similarity NPD4287 Approved
0.691 Remote Similarity NPD1878 Clinical (unspecified phase)
0.691 Remote Similarity NPD7003 Approved
0.6907 Remote Similarity NPD7685 Pre-registration
0.6906 Remote Similarity NPD6273 Approved
0.6888 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6884 Remote Similarity NPD2488 Approved
0.6884 Remote Similarity NPD2490 Approved
0.6882 Remote Similarity NPD9494 Approved
0.6881 Remote Similarity NPD2974 Approved
0.6881 Remote Similarity NPD2973 Approved
0.6881 Remote Similarity NPD2975 Approved
0.6879 Remote Similarity NPD4060 Phase 1
0.6875 Remote Similarity NPD5406 Approved
0.6875 Remote Similarity NPD5404 Approved
0.6875 Remote Similarity NPD5408 Approved
0.6875 Remote Similarity NPD5405 Approved
0.6861 Remote Similarity NPD7048 Phase 3

Structure

External Identifiers

PubChem CID   52949734
ChEMBL   CHEMBL1287849
ZINC  

Physicochemical Properties

Molecular Weight:  358.14
ALogP:  -1.0549
MLogP:  3
XLogP:  2.011
# Rotatable Bonds:  8
Polar Surface Area:  111.13
# H-Bond Aceptor:  3
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  26

Download Data

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