Natural Product: NPC146584

Natural Product ID:  NPC146584
Common Name:   12,16-Epoxy-6,11,14,15-Tetrahydroxy-17(15->16)-Abeo-5,8,11,13-Abietatetraen-7-One
IUPAC Name:   (8R,9S,11bR)-5,7,8,11-tetrahydroxy-4,4,9,11b-tetramethyl-2,3,8,9-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-6-one
Synonyms:  
Molecular Formula:   C20H24O6
Standard InCHIKey:  ZBOBUWDPMWUBSY-RMWGXZMISA-N
Standard InCHI:  InChI=1S/C20H24O6/c1-8-12(21)10-13(22)9-11(15(24)17(10)26-8)20(4)7-5-6-19(2,3)18(20)16(25)14(9)23/h8,12,21-22,24-25H,5-7H2,1-4H3/t8-,12-,20+/m0/s1
Canonical SMILES:  C[C@@H]1Oc2c([C@H]1O)c(O)c1c(c2O)[C@@]2(C)CCCC(C2=C(C1=O)O)(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
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 % 24709561
NPT1 Others Radical scavenging activity IC50 = 71000 nM 17988094

  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 NPC146584 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
1.0 High Similarity NPC21016
0.9935 High Similarity NPC208120
0.9935 High Similarity NPC173587
0.981 High Similarity NPC213416
0.9747 High Similarity NPC232936
0.9557 High Similarity NPC475055
0.9497 High Similarity NPC102372
0.9313 High Similarity NPC29055
0.9172 High Similarity NPC273248
0.9167 High Similarity NPC228209
0.9108 High Similarity NPC161778
0.9057 High Similarity NPC276815
0.9057 High Similarity NPC25850
0.9053 High Similarity NPC8927
0.9018 High Similarity NPC473286
0.9018 High Similarity NPC326520
0.9006 High Similarity NPC240808
0.9 High Similarity NPC283301
0.8988 High Similarity NPC77179
0.8988 High Similarity NPC23553
0.8963 High Similarity NPC170245
0.8951 High Similarity NPC65746
0.8916 High Similarity NPC315306
0.8916 High Similarity NPC313717
0.8876 High Similarity NPC221820
0.8841 High Similarity NPC329669
0.8841 High Similarity NPC475985
0.8841 High Similarity NPC472278
0.8841 High Similarity NPC476822
0.8841 High Similarity NPC472281
0.8841 High Similarity NPC7483
0.8841 High Similarity NPC270837
0.8841 High Similarity NPC220313
0.8841 High Similarity NPC236132
0.8841 High Similarity NPC473313
0.8841 High Similarity NPC18100
0.8841 High Similarity NPC205265
0.8841 High Similarity NPC197168
0.8834 High Similarity NPC187354
0.883 High Similarity NPC246153
0.8802 High Similarity NPC472276
0.8795 High Similarity NPC117854
0.8795 High Similarity NPC477154
0.8795 High Similarity NPC45760
0.8795 High Similarity NPC6588
0.8788 High Similarity NPC470457
0.8788 High Similarity NPC475888
0.8788 High Similarity NPC472277
0.8788 High Similarity NPC25361
0.878 High Similarity NPC294965
0.878 High Similarity NPC470694
0.878 High Similarity NPC211107
0.878 High Similarity NPC81679
0.8773 High Similarity NPC56085
0.8773 High Similarity NPC155302
0.8773 High Similarity NPC228785
0.8773 High Similarity NPC161947
0.8773 High Similarity NPC14353
0.8743 High Similarity NPC165456
0.8735 High Similarity NPC472452
0.8727 High Similarity NPC41301
0.8727 High Similarity NPC470459
0.8727 High Similarity NPC474240
0.8721 High Similarity NPC182693
0.8721 High Similarity NPC240508
0.872 High Similarity NPC40491
0.872 High Similarity NPC32694
0.872 High Similarity NPC66288
0.872 High Similarity NPC61010
0.872 High Similarity NPC87431
0.872 High Similarity NPC117985
0.872 High Similarity NPC278052
0.872 High Similarity NPC474186
0.8712 High Similarity NPC250214
0.8712 High Similarity NPC329091
0.8712 High Similarity NPC85121
0.8712 High Similarity NPC95936
0.8712 High Similarity NPC100123
0.8706 High Similarity NPC478050
0.8698 High Similarity NPC470942
0.8683 High Similarity NPC470456
0.8683 High Similarity NPC126204
0.8683 High Similarity NPC158761
0.8683 High Similarity NPC474024
0.8675 High Similarity NPC316262
0.8675 High Similarity NPC314653
0.8667 High Similarity NPC215612
0.8659 High Similarity NPC246478
0.8659 High Similarity NPC235018
0.8659 High Similarity NPC287328
0.8659 High Similarity NPC476283
0.8659 High Similarity NPC45146
0.8659 High Similarity NPC313368
0.8659 High Similarity NPC470810
0.8659 High Similarity NPC320359
0.8659 High Similarity NPC263449
0.8659 High Similarity NPC282009
0.8659 High Similarity NPC80375
0.8659 High Similarity NPC475886
0.8659 High Similarity NPC119224
0.8659 High Similarity NPC470326
0.8659 High Similarity NPC36217
0.8659 High Similarity NPC474287
0.8655 High Similarity NPC246877
0.865 High Similarity NPC179732
0.865 High Similarity NPC223787
0.865 High Similarity NPC300727
0.865 High Similarity NPC165977
0.865 High Similarity NPC241904
0.865 High Similarity NPC217677
0.8647 High Similarity NPC245975
0.8644 High Similarity NPC314020
0.8639 High Similarity NPC121333
0.8634 High Similarity NPC218628
0.8631 High Similarity NPC152477
0.8631 High Similarity NPC326877
0.8631 High Similarity NPC475805
0.8631 High Similarity NPC288813
0.8631 High Similarity NPC242395
0.8623 High Similarity NPC37870
0.8623 High Similarity NPC470462
0.8623 High Similarity NPC43319
0.8614 High Similarity NPC248638
0.8614 High Similarity NPC152659
0.8614 High Similarity NPC124038
0.8614 High Similarity NPC236521
0.8614 High Similarity NPC273959
0.8606 High Similarity NPC474239
0.8606 High Similarity NPC474187
0.8606 High Similarity NPC308992
0.8606 High Similarity NPC475883
0.8606 High Similarity NPC471499
0.8606 High Similarity NPC474351
0.8605 High Similarity NPC476273
0.8598 High Similarity NPC22192
0.8598 High Similarity NPC477410
0.8598 High Similarity NPC235448
0.8598 High Similarity NPC476242
0.8596 High Similarity NPC8127
0.8596 High Similarity NPC49667
0.8589 High Similarity NPC274730
0.8589 High Similarity NPC142339
0.8588 High Similarity NPC471969
0.858 High Similarity NPC101107
0.858 High Similarity NPC17219
0.858 High Similarity NPC279209
0.858 High Similarity NPC102277
0.8571 High Similarity NPC473094
0.8571 High Similarity NPC218226
0.8571 High Similarity NPC174486
0.8571 High Similarity NPC247973
0.8571 High Similarity NPC150131
0.8563 High Similarity NPC275780
0.8563 High Similarity NPC224280
0.8563 High Similarity NPC239752
0.8563 High Similarity NPC62261
0.8563 High Similarity NPC472450
0.8554 High Similarity NPC25152
0.8554 High Similarity NPC472402
0.8554 High Similarity NPC472635
0.8554 High Similarity NPC201800
0.8554 High Similarity NPC220912
0.8553 High Similarity NPC251188
0.8545 High Similarity NPC472624
0.8545 High Similarity NPC84571
0.8545 High Similarity NPC321399
0.8538 High Similarity NPC227906
0.8538 High Similarity NPC287243
0.8537 High Similarity NPC162869
0.8537 High Similarity NPC474208
0.8537 High Similarity NPC79053
0.8537 High Similarity NPC262286
0.8537 High Similarity NPC236796
0.8537 High Similarity NPC474055
0.8537 High Similarity NPC48208
0.8537 High Similarity NPC180011
0.8537 High Similarity NPC36852
0.8537 High Similarity NPC475267
0.8537 High Similarity NPC474836
0.8537 High Similarity NPC219867
0.8537 High Similarity NPC472598
0.8537 High Similarity NPC469584
0.8537 High Similarity NPC78225
0.8537 High Similarity NPC470402
0.8537 High Similarity NPC156057
0.8529 High Similarity NPC158226
0.8528 High Similarity NPC470327
0.8528 High Similarity NPC45849
0.8528 High Similarity NPC200761
0.8528 High Similarity NPC477671
0.8528 High Similarity NPC477687
0.8528 High Similarity NPC477503
0.8521 High Similarity NPC163130
0.8521 High Similarity NPC473095
0.8521 High Similarity NPC177480
0.8521 High Similarity NPC476637
0.8521 High Similarity NPC247136
0.8521 High Similarity NPC473096
0.8521 High Similarity NPC165979
0.8519 High Similarity NPC38469

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC146584 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
0.8364 Intermediate Similarity NPD3882 Suspended
0.8354 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8354 Intermediate Similarity NPD2801 Approved
0.8293 Intermediate Similarity NPD1934 Approved
0.8235 Intermediate Similarity NPD6166 Phase 2
0.8235 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8228 Intermediate Similarity NPD2800 Approved
0.8214 Intermediate Similarity NPD5494 Approved
0.8199 Intermediate Similarity NPD2533 Approved
0.8199 Intermediate Similarity NPD2532 Approved
0.8199 Intermediate Similarity NPD2534 Approved
0.814 Intermediate Similarity NPD3818 Discontinued
0.8092 Intermediate Similarity NPD5844 Phase 1
0.8012 Intermediate Similarity NPD6232 Discontinued
0.8011 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7977 Intermediate Similarity NPD7473 Discontinued
0.7953 Intermediate Similarity NPD6959 Discontinued
0.7927 Intermediate Similarity NPD1512 Approved
0.787 Intermediate Similarity NPD3817 Phase 2
0.7866 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7841 Intermediate Similarity NPD7074 Phase 3
0.7805 Intermediate Similarity NPD1511 Approved
0.7797 Intermediate Similarity NPD6797 Phase 2
0.7784 Intermediate Similarity NPD7054 Approved
0.7778 Intermediate Similarity NPD7075 Discontinued
0.7753 Intermediate Similarity NPD7251 Discontinued
0.7751 Intermediate Similarity NPD6801 Discontinued
0.7746 Intermediate Similarity NPD1247 Approved
0.774 Intermediate Similarity NPD7472 Approved
0.7738 Intermediate Similarity NPD6599 Discontinued
0.7738 Intermediate Similarity NPD4380 Phase 2
0.7736 Intermediate Similarity NPD6651 Approved
0.7719 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7709 Intermediate Similarity NPD7808 Phase 3
0.7706 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD6559 Discontinued
0.765 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD7819 Suspended
0.7602 Intermediate Similarity NPD1465 Phase 2
0.76 Intermediate Similarity NPD5710 Approved
0.76 Intermediate Similarity NPD5711 Approved
0.7598 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD5402 Approved
0.7541 Intermediate Similarity NPD8434 Phase 2
0.7529 Intermediate Similarity NPD6234 Discontinued
0.7484 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD3926 Phase 2
0.7457 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD37 Approved
0.7439 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD919 Approved
0.7414 Intermediate Similarity NPD4967 Phase 2
0.7414 Intermediate Similarity NPD4965 Approved
0.7414 Intermediate Similarity NPD4966 Approved
0.7394 Intermediate Similarity NPD1549 Phase 2
0.7391 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD6799 Approved
0.7337 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7228 Approved
0.7333 Intermediate Similarity NPD3751 Discontinued
0.7305 Intermediate Similarity NPD4628 Phase 3
0.7292 Intermediate Similarity NPD6776 Approved
0.7292 Intermediate Similarity NPD6781 Approved
0.7292 Intermediate Similarity NPD6777 Approved
0.7292 Intermediate Similarity NPD6782 Approved
0.7292 Intermediate Similarity NPD6778 Approved
0.7292 Intermediate Similarity NPD6779 Approved
0.7292 Intermediate Similarity NPD6780 Approved
0.7289 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6100 Approved
0.7273 Intermediate Similarity NPD2796 Approved
0.7273 Intermediate Similarity NPD6099 Approved
0.7263 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD8150 Discontinued
0.7247 Intermediate Similarity NPD7199 Phase 2
0.7232 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD1510 Phase 2
0.7212 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD3787 Discontinued
0.7195 Intermediate Similarity NPD1607 Approved
0.7192 Intermediate Similarity NPD4665 Approved
0.7192 Intermediate Similarity NPD4111 Phase 1
0.7184 Intermediate Similarity NPD7411 Suspended
0.7179 Intermediate Similarity NPD7435 Discontinued
0.7175 Intermediate Similarity NPD3749 Approved
0.7168 Intermediate Similarity NPD3226 Approved
0.7151 Intermediate Similarity NPD5403 Approved
0.7135 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD2346 Discontinued
0.7122 Intermediate Similarity NPD7907 Approved
0.712 Intermediate Similarity NPD6535 Approved
0.712 Intermediate Similarity NPD6534 Approved
0.7113 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD3750 Approved
0.7097 Intermediate Similarity NPD8312 Approved
0.7097 Intermediate Similarity NPD8313 Approved
0.7092 Intermediate Similarity NPD7698 Approved
0.7092 Intermediate Similarity NPD7697 Approved
0.7092 Intermediate Similarity NPD7696 Phase 3
0.7077 Intermediate Similarity NPD2494 Approved
0.7077 Intermediate Similarity NPD2493 Approved
0.7076 Intermediate Similarity NPD7390 Discontinued
0.7073 Intermediate Similarity NPD1613 Approved
0.7073 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD1240 Approved
0.7073 Intermediate Similarity NPD943 Approved
0.7066 Intermediate Similarity NPD2935 Discontinued
0.7056 Intermediate Similarity NPD7871 Phase 2
0.7056 Intermediate Similarity NPD7870 Phase 2
0.7052 Intermediate Similarity NPD920 Approved
0.7043 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD6674 Discontinued
0.7035 Intermediate Similarity NPD5401 Approved
0.7035 Intermediate Similarity NPD7701 Phase 2
0.7033 Intermediate Similarity NPD2403 Approved
0.7033 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD230 Phase 1
0.7022 Intermediate Similarity NPD7768 Phase 2
0.701 Intermediate Similarity NPD7700 Phase 2
0.701 Intermediate Similarity NPD7699 Phase 2
0.7 Intermediate Similarity NPD8151 Discontinued
0.6994 Remote Similarity NPD3027 Phase 3
0.699 Remote Similarity NPD3450 Approved
0.699 Remote Similarity NPD3452 Approved
0.697 Remote Similarity NPD4583 Approved
0.697 Remote Similarity NPD4582 Approved
0.6965 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6965 Remote Similarity NPD7874 Approved
0.6959 Remote Similarity NPD6190 Approved
0.6954 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6936 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6931 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6931 Remote Similarity NPD7801 Approved
0.6931 Remote Similarity NPD7783 Phase 2
0.6919 Remote Similarity NPD4004 Approved
0.6919 Remote Similarity NPD4002 Approved
0.6914 Remote Similarity NPD1653 Approved
0.691 Remote Similarity NPD5760 Phase 2
0.691 Remote Similarity NPD5761 Phase 2
0.6901 Remote Similarity NPD7982 Clinical (unspecified phase)
0.6898 Remote Similarity NPD7240 Approved
0.6875 Remote Similarity NPD2488 Approved
0.6875 Remote Similarity NPD2490 Approved
0.6872 Remote Similarity NPD2974 Approved
0.6872 Remote Similarity NPD2975 Approved
0.6872 Remote Similarity NPD2973 Approved
0.6871 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6869 Remote Similarity NPD3057 Approved
0.6869 Remote Similarity NPD6823 Phase 2
0.6869 Remote Similarity NPD2491 Approved
0.6868 Remote Similarity NPD8127 Discontinued
0.6864 Remote Similarity NPD1551 Phase 2
0.6848 Remote Similarity NPD7985 Registered
0.6848 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1243 Approved
0.6842 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6839 Remote Similarity NPD642 Clinical (unspecified phase)
0.6831 Remote Similarity NPD7229 Phase 3
0.6829 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6828 Remote Similarity NPD7286 Phase 2
0.6826 Remote Similarity NPD447 Suspended
0.6824 Remote Similarity NPD2344 Approved
0.681 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6805 Remote Similarity NPD3748 Approved
0.6794 Remote Similarity NPD8366 Approved
0.679 Remote Similarity NPD6696 Suspended
0.6786 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6784 Remote Similarity NPD3533 Approved
0.6784 Remote Similarity NPD2972 Approved
0.6784 Remote Similarity NPD3448 Approved
0.6782 Remote Similarity NPD6143 Clinical (unspecified phase)
0.678 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6768 Remote Similarity NPD4580 Approved
0.6766 Remote Similarity NPD3620 Phase 2
0.6766 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6755 Remote Similarity NPD5953 Discontinued
0.6725 Remote Similarity NPD1471 Phase 3
0.6724 Remote Similarity NPD643 Clinical (unspecified phase)
0.672 Remote Similarity NPD7685 Pre-registration
0.6718 Remote Similarity NPD6213 Phase 3
0.6718 Remote Similarity NPD6212 Phase 3
0.6718 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6706 Remote Similarity NPD2799 Discontinued
0.6705 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6705 Remote Similarity NPD6273 Approved
0.6702 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6687 Remote Similarity NPD4625 Phase 3
0.6685 Remote Similarity NPD7458 Discontinued
0.6684 Remote Similarity NPD4360 Phase 2
0.6684 Remote Similarity NPD4363 Phase 3
0.6667 Remote Similarity NPD4060 Phase 1
0.6667 Remote Similarity NPD2309 Approved
0.6667 Remote Similarity NPD8491 Approved

Structure

External Identifiers

PubChem CID   52943627
ChEMBL   CHEMBL1287879
ZINC  

Physicochemical Properties

Molecular Weight:  360.16
ALogP:  -1.116
MLogP:  3
XLogP:  1.83
# Rotatable Bonds:  8
Polar Surface Area:  107.22
# 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  
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Biological Activities  
Similar NPs/Drugs