Natural Product: NPC26139

Natural Product ID:  NPC26139
Common Name:   (+)-7-Oxo-13-Epi-Pimara-8,15-Dien-18-Oic Acid
IUPAC Name:   (1R,4aS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,5,6,8,10,10a-octahydrophenanthrene-1-carboxylic acid
Synonyms:  
Molecular Formula:   C20H28O3
Standard InCHIKey:  MKABKMLRRKPPCP-GSEOLPGOSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-5-18(2)10-7-14-13(12-18)15(21)11-16-19(14,3)8-6-9-20(16,4)17(22)23/h5,16H,1,6-12H2,2-4H3,(H,22,23)/t16-,18+,19-,20-/m1/s1
Canonical SMILES:  C=C[C@@]1(C)CCC2=C(C1)C(=O)C[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=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
NPO11730 Delphinium cossonianum Species Ranunculaceae Eukaryota UNPD*
NPO13539 Thuja occidentalis Species Cupressaceae Eukaryota PMID[11000026]
NPO12385 Ventilago viminalis Species Rhamnaceae Eukaryota UNPD*
NPO10243 Trametes quercina Species Coriolaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 12.6 nM 11000026
NPT1856 Individual Protein Ornithine decarboxylase Mus musculus Activity = 0.98 nM 11000026
NPT2 Others Unspecified IC50 > 60000 nM 11000026
NPT91 Cell Line KB Homo sapiens IC50 > 60000 nM 11000026

  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 NPC26139 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
0.9231 High Similarity NPC302661
0.9231 High Similarity NPC238991
0.8947 High Similarity NPC180886
0.8875 High Similarity NPC102197
0.8831 High Similarity NPC165711
0.8718 High Similarity NPC74410
0.8684 High Similarity NPC241854
0.8684 High Similarity NPC476046
0.8684 High Similarity NPC251970
0.8659 High Similarity NPC94531
0.8659 High Similarity NPC473038
0.8659 High Similarity NPC474537
0.8659 High Similarity NPC311702
0.8659 High Similarity NPC123319
0.8625 High Similarity NPC278459
0.8625 High Similarity NPC471898
0.8571 High Similarity NPC192540
0.8571 High Similarity NPC279666
0.8553 High Similarity NPC177826
0.8537 High Similarity NPC209882
0.8519 High Similarity NPC320514
0.8481 Intermediate Similarity NPC189485
0.8462 Intermediate Similarity NPC69143
0.8462 Intermediate Similarity NPC309399
0.8452 Intermediate Similarity NPC476409
0.8442 Intermediate Similarity NPC183503
0.8442 Intermediate Similarity NPC161923
0.8442 Intermediate Similarity NPC103958
0.8442 Intermediate Similarity NPC283908
0.8434 Intermediate Similarity NPC29447
0.8434 Intermediate Similarity NPC11711
0.8421 Intermediate Similarity NPC160817
0.8415 Intermediate Similarity NPC168188
0.8415 Intermediate Similarity NPC105803
0.8415 Intermediate Similarity NPC470015
0.8415 Intermediate Similarity NPC49019
0.8395 Intermediate Similarity NPC201912
0.8395 Intermediate Similarity NPC38350
0.8395 Intermediate Similarity NPC189237
0.8395 Intermediate Similarity NPC477372
0.8375 Intermediate Similarity NPC192329
0.8354 Intermediate Similarity NPC472300
0.8354 Intermediate Similarity NPC97377
0.8333 Intermediate Similarity NPC6247
0.8313 Intermediate Similarity NPC96095
0.8293 Intermediate Similarity NPC73882
0.8293 Intermediate Similarity NPC260956
0.8276 Intermediate Similarity NPC230064
0.8272 Intermediate Similarity NPC108955
0.8272 Intermediate Similarity NPC476809
0.825 Intermediate Similarity NPC471409
0.825 Intermediate Similarity NPC275494
0.825 Intermediate Similarity NPC179028
0.8228 Intermediate Similarity NPC92080
0.8214 Intermediate Similarity NPC474680
0.8214 Intermediate Similarity NPC142649
0.8205 Intermediate Similarity NPC301065
0.8193 Intermediate Similarity NPC69279
0.8193 Intermediate Similarity NPC83569
0.8182 Intermediate Similarity NPC131840
0.8171 Intermediate Similarity NPC55869
0.8171 Intermediate Similarity NPC147066
0.8171 Intermediate Similarity NPC263272
0.8171 Intermediate Similarity NPC267691
0.8171 Intermediate Similarity NPC225515
0.8171 Intermediate Similarity NPC274050
0.8171 Intermediate Similarity NPC162632
0.8171 Intermediate Similarity NPC221647
0.8171 Intermediate Similarity NPC116797
0.8161 Intermediate Similarity NPC476437
0.8161 Intermediate Similarity NPC476369
0.8148 Intermediate Similarity NPC477371
0.8148 Intermediate Similarity NPC231431
0.814 Intermediate Similarity NPC72397
0.8125 Intermediate Similarity NPC471899
0.8125 Intermediate Similarity NPC107039
0.8125 Intermediate Similarity NPC471897
0.8118 Intermediate Similarity NPC229717
0.8101 Intermediate Similarity NPC476346
0.8101 Intermediate Similarity NPC201027
0.8101 Intermediate Similarity NPC476795
0.8095 Intermediate Similarity NPC320801
0.8077 Intermediate Similarity NPC180015
0.8077 Intermediate Similarity NPC130016
0.8077 Intermediate Similarity NPC56747
0.8077 Intermediate Similarity NPC109576
0.8072 Intermediate Similarity NPC69101
0.8072 Intermediate Similarity NPC251779
0.8068 Intermediate Similarity NPC204341
0.8049 Intermediate Similarity NPC37038
0.8049 Intermediate Similarity NPC469637
0.8049 Intermediate Similarity NPC2482
0.8046 Intermediate Similarity NPC262043
0.8046 Intermediate Similarity NPC112454
0.8026 Intermediate Similarity NPC188292
0.8026 Intermediate Similarity NPC260474
0.8025 Intermediate Similarity NPC280654
0.8025 Intermediate Similarity NPC110094
0.8025 Intermediate Similarity NPC260385
0.8025 Intermediate Similarity NPC321514
0.8025 Intermediate Similarity NPC30321
0.8023 Intermediate Similarity NPC136948
0.8 Intermediate Similarity NPC476426
0.8 Intermediate Similarity NPC8571
0.8 Intermediate Similarity NPC1254
0.8 Intermediate Similarity NPC89294
0.7976 Intermediate Similarity NPC271784
0.7976 Intermediate Similarity NPC53733
0.7976 Intermediate Similarity NPC70834
0.7976 Intermediate Similarity NPC469561
0.7975 Intermediate Similarity NPC237591
0.7975 Intermediate Similarity NPC3753
0.7952 Intermediate Similarity NPC121984
0.7952 Intermediate Similarity NPC44963
0.7952 Intermediate Similarity NPC472684
0.7952 Intermediate Similarity NPC90055
0.7952 Intermediate Similarity NPC142244
0.7931 Intermediate Similarity NPC48107
0.7927 Intermediate Similarity NPC474113
0.7927 Intermediate Similarity NPC199595
0.7927 Intermediate Similarity NPC27817
0.7927 Intermediate Similarity NPC472490
0.7927 Intermediate Similarity NPC16394
0.7912 Intermediate Similarity NPC456
0.7912 Intermediate Similarity NPC472941
0.7907 Intermediate Similarity NPC118648
0.7907 Intermediate Similarity NPC222613
0.7907 Intermediate Similarity NPC475022
0.7901 Intermediate Similarity NPC266193
0.7901 Intermediate Similarity NPC61952
0.7901 Intermediate Similarity NPC257666
0.7889 Intermediate Similarity NPC56525
0.7882 Intermediate Similarity NPC473246
0.7875 Intermediate Similarity NPC476844
0.7865 Intermediate Similarity NPC174167
0.7865 Intermediate Similarity NPC470036
0.7857 Intermediate Similarity NPC327969
0.7857 Intermediate Similarity NPC193347
0.7857 Intermediate Similarity NPC3511
0.7857 Intermediate Similarity NPC142253
0.7857 Intermediate Similarity NPC103486
0.7857 Intermediate Similarity NPC321289
0.7857 Intermediate Similarity NPC100297
0.7857 Intermediate Similarity NPC133391
0.7849 Intermediate Similarity NPC51370
0.7849 Intermediate Similarity NPC287833
0.7848 Intermediate Similarity NPC35656
0.7841 Intermediate Similarity NPC118011
0.7841 Intermediate Similarity NPC477973
0.7841 Intermediate Similarity NPC184663
0.7841 Intermediate Similarity NPC36668
0.7841 Intermediate Similarity NPC469546
0.7831 Intermediate Similarity NPC472478
0.7831 Intermediate Similarity NPC477057
0.7831 Intermediate Similarity NPC104545
0.7826 Intermediate Similarity NPC43747
0.7816 Intermediate Similarity NPC30421
0.7816 Intermediate Similarity NPC471792
0.7816 Intermediate Similarity NPC136548
0.7805 Intermediate Similarity NPC59436
0.7805 Intermediate Similarity NPC62336
0.7805 Intermediate Similarity NPC476808
0.7805 Intermediate Similarity NPC198240
0.7802 Intermediate Similarity NPC171395
0.7802 Intermediate Similarity NPC37646
0.7802 Intermediate Similarity NPC255809
0.7802 Intermediate Similarity NPC241156
0.7792 Intermediate Similarity NPC87141
0.7791 Intermediate Similarity NPC8518
0.7791 Intermediate Similarity NPC132228
0.7791 Intermediate Similarity NPC469948
0.7791 Intermediate Similarity NPC263997
0.7791 Intermediate Similarity NPC33663
0.7778 Intermediate Similarity NPC899
0.7778 Intermediate Similarity NPC263780
0.7778 Intermediate Similarity NPC263582
0.7778 Intermediate Similarity NPC470525
0.7778 Intermediate Similarity NPC40353
0.7765 Intermediate Similarity NPC97913
0.7765 Intermediate Similarity NPC477852
0.7765 Intermediate Similarity NPC477373
0.7753 Intermediate Similarity NPC129913
0.7753 Intermediate Similarity NPC252737
0.775 Intermediate Similarity NPC166797
0.775 Intermediate Similarity NPC213223
0.7738 Intermediate Similarity NPC473420
0.7738 Intermediate Similarity NPC327002
0.7738 Intermediate Similarity NPC473217
0.7738 Intermediate Similarity NPC474955
0.7722 Intermediate Similarity NPC133253
0.7717 Intermediate Similarity NPC3772
0.7717 Intermediate Similarity NPC40765
0.7717 Intermediate Similarity NPC125622
0.7717 Intermediate Similarity NPC243525
0.7711 Intermediate Similarity NPC327674
0.7711 Intermediate Similarity NPC28319
0.7701 Intermediate Similarity NPC475181
0.7701 Intermediate Similarity NPC327115
0.7701 Intermediate Similarity NPC94666
0.7701 Intermediate Similarity NPC158393

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC26139 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
0.8111 Intermediate Similarity NPD7614 Phase 1
0.8068 Intermediate Similarity NPD5281 Approved
0.8068 Intermediate Similarity NPD5284 Approved
0.8046 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7907 Intermediate Similarity NPD5690 Phase 2
0.7857 Intermediate Similarity NPD4223 Phase 3
0.7857 Intermediate Similarity NPD4221 Approved
0.7831 Intermediate Similarity NPD4695 Discontinued
0.7816 Intermediate Similarity NPD3573 Approved
0.7805 Intermediate Similarity NPD3617 Approved
0.7701 Intermediate Similarity NPD4519 Discontinued
0.7701 Intermediate Similarity NPD4623 Approved
0.7701 Intermediate Similarity NPD4694 Approved
0.7701 Intermediate Similarity NPD5280 Approved
0.7674 Intermediate Similarity NPD4197 Approved
0.7674 Intermediate Similarity NPD3665 Phase 1
0.7674 Intermediate Similarity NPD3666 Approved
0.7674 Intermediate Similarity NPD3133 Approved
0.7667 Intermediate Similarity NPD7515 Phase 2
0.7609 Intermediate Similarity NPD5695 Phase 3
0.7586 Intermediate Similarity NPD5329 Approved
0.7556 Intermediate Similarity NPD5207 Approved
0.7553 Intermediate Similarity NPD5696 Approved
0.7531 Intermediate Similarity NPD4687 Approved
0.7527 Intermediate Similarity NPD7732 Phase 3
0.75 Intermediate Similarity NPD7748 Approved
0.75 Intermediate Similarity NPD6684 Approved
0.75 Intermediate Similarity NPD4693 Phase 3
0.75 Intermediate Similarity NPD4690 Approved
0.75 Intermediate Similarity NPD4138 Approved
0.75 Intermediate Similarity NPD5205 Approved
0.75 Intermediate Similarity NPD7334 Approved
0.75 Intermediate Similarity NPD4689 Approved
0.75 Intermediate Similarity NPD7146 Approved
0.75 Intermediate Similarity NPD7521 Approved
0.75 Intermediate Similarity NPD4688 Approved
0.75 Intermediate Similarity NPD6409 Approved
0.75 Intermediate Similarity NPD3618 Phase 1
0.75 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5279 Phase 3
0.75 Intermediate Similarity NPD5330 Approved
0.7473 Intermediate Similarity NPD5694 Approved
0.7473 Intermediate Similarity NPD6079 Approved
0.7468 Intermediate Similarity NPD4137 Phase 3
0.7444 Intermediate Similarity NPD5328 Approved
0.7442 Intermediate Similarity NPD3667 Approved
0.7419 Intermediate Similarity NPD5210 Approved
0.7419 Intermediate Similarity NPD4629 Approved
0.7375 Intermediate Similarity NPD4691 Approved
0.7375 Intermediate Similarity NPD4747 Approved
0.7363 Intermediate Similarity NPD5692 Phase 3
0.7333 Intermediate Similarity NPD6903 Approved
0.7333 Intermediate Similarity NPD5737 Approved
0.7333 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6672 Approved
0.7333 Intermediate Similarity NPD5208 Approved
0.7326 Intermediate Similarity NPD4139 Approved
0.7326 Intermediate Similarity NPD4692 Approved
0.7317 Intermediate Similarity NPD5733 Approved
0.7317 Intermediate Similarity NPD4058 Approved
0.7308 Intermediate Similarity NPD7331 Phase 2
0.7294 Intermediate Similarity NPD4195 Approved
0.7284 Intermediate Similarity NPD5276 Approved
0.7283 Intermediate Similarity NPD6050 Approved
0.7273 Intermediate Similarity NPD4786 Approved
0.7263 Intermediate Similarity NPD7902 Approved
0.7263 Intermediate Similarity NPD6083 Phase 2
0.7263 Intermediate Similarity NPD6084 Phase 2
0.7253 Intermediate Similarity NPD4753 Phase 2
0.7253 Intermediate Similarity NPD6904 Approved
0.7253 Intermediate Similarity NPD6673 Approved
0.7253 Intermediate Similarity NPD6080 Approved
0.7204 Intermediate Similarity NPD5133 Approved
0.7204 Intermediate Similarity NPD6399 Phase 3
0.7179 Intermediate Similarity NPD7341 Phase 2
0.7174 Intermediate Similarity NPD4096 Approved
0.7158 Intermediate Similarity NPD5221 Approved
0.7158 Intermediate Similarity NPD5222 Approved
0.7158 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4518 Approved
0.7111 Intermediate Similarity NPD6098 Approved
0.7097 Intermediate Similarity NPD6411 Approved
0.7097 Intermediate Similarity NPD5693 Phase 1
0.7083 Intermediate Similarity NPD5173 Approved
0.7053 Intermediate Similarity NPD5654 Approved
0.703 Intermediate Similarity NPD5697 Approved
0.7021 Intermediate Similarity NPD4202 Approved
0.7 Intermediate Similarity NPD1694 Approved
0.6979 Remote Similarity NPD4697 Phase 3
0.697 Remote Similarity NPD5091 Approved
0.6961 Remote Similarity NPD6011 Approved
0.6961 Remote Similarity NPD6899 Approved
0.6961 Remote Similarity NPD6881 Approved
0.6947 Remote Similarity NPD6001 Approved
0.6947 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6947 Remote Similarity NPD7900 Approved
0.6939 Remote Similarity NPD5286 Approved
0.6939 Remote Similarity NPD4696 Approved
0.6939 Remote Similarity NPD6404 Discontinued
0.6939 Remote Similarity NPD5285 Approved
0.6931 Remote Similarity NPD5739 Approved
0.6931 Remote Similarity NPD6675 Approved
0.6931 Remote Similarity NPD7128 Approved
0.6931 Remote Similarity NPD6402 Approved
0.6914 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6907 Remote Similarity NPD5959 Approved
0.6907 Remote Similarity NPD4755 Approved
0.6893 Remote Similarity NPD6014 Approved
0.6893 Remote Similarity NPD6012 Approved
0.6893 Remote Similarity NPD6013 Approved
0.6889 Remote Similarity NPD3668 Phase 3
0.6882 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6882 Remote Similarity NPD6101 Approved
0.6875 Remote Similarity NPD4224 Phase 2
0.6875 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6869 Remote Similarity NPD5223 Approved
0.6867 Remote Similarity NPD6081 Approved
0.6863 Remote Similarity NPD5701 Approved
0.6854 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6827 Remote Similarity NPD7290 Approved
0.6827 Remote Similarity NPD6883 Approved
0.6827 Remote Similarity NPD7102 Approved
0.68 Remote Similarity NPD5225 Approved
0.68 Remote Similarity NPD5226 Approved
0.68 Remote Similarity NPD5224 Approved
0.68 Remote Similarity NPD4633 Approved
0.68 Remote Similarity NPD5211 Phase 2
0.6796 Remote Similarity NPD7320 Approved
0.6778 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6768 Remote Similarity NPD4700 Approved
0.6762 Remote Similarity NPD6869 Approved
0.6762 Remote Similarity NPD6649 Approved
0.6762 Remote Similarity NPD6847 Approved
0.6762 Remote Similarity NPD8130 Phase 1
0.6762 Remote Similarity NPD6650 Approved
0.6762 Remote Similarity NPD6617 Approved
0.6742 Remote Similarity NPD8028 Phase 2
0.6733 Remote Similarity NPD5175 Approved
0.6733 Remote Similarity NPD5174 Approved
0.6731 Remote Similarity NPD6372 Approved
0.6731 Remote Similarity NPD6373 Approved
0.6699 Remote Similarity NPD6614 Approved
0.6698 Remote Similarity NPD6882 Approved
0.6698 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD5141 Approved
0.6636 Remote Similarity NPD4632 Approved
0.663 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6629 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6623 Remote Similarity NPD287 Approved
0.6604 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6598 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6593 Remote Similarity NPD4788 Approved
0.6591 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6569 Remote Similarity NPD4754 Approved
0.6514 Remote Similarity NPD6868 Approved
0.6512 Remote Similarity NPD4784 Approved
0.6512 Remote Similarity NPD4785 Approved
0.65 Remote Similarity NPD2664 Clinical (unspecified phase)
0.65 Remote Similarity NPD7638 Approved
0.6495 Remote Similarity NPD5778 Approved
0.6495 Remote Similarity NPD5779 Approved
0.6476 Remote Similarity NPD4730 Approved
0.6476 Remote Similarity NPD5168 Approved
0.6476 Remote Similarity NPD4729 Approved
0.6471 Remote Similarity NPD4243 Approved
0.6455 Remote Similarity NPD6009 Approved
0.6455 Remote Similarity NPD6317 Approved
0.6452 Remote Similarity NPD1696 Phase 3
0.6444 Remote Similarity NPD5368 Approved
0.6442 Remote Similarity NPD4768 Approved
0.6442 Remote Similarity NPD6008 Approved
0.6442 Remote Similarity NPD4767 Approved
0.6437 Remote Similarity NPD8039 Approved
0.6436 Remote Similarity NPD7640 Approved
0.6436 Remote Similarity NPD7639 Approved
0.6408 Remote Similarity NPD6052 Approved
0.64 Remote Similarity NPD3172 Approved
0.6396 Remote Similarity NPD6335 Approved
0.6396 Remote Similarity NPD6313 Approved
0.6396 Remote Similarity NPD6314 Approved
0.6381 Remote Similarity NPD6412 Phase 2
0.6375 Remote Similarity NPD4192 Approved
0.6375 Remote Similarity NPD4194 Approved
0.6375 Remote Similarity NPD4193 Approved
0.6375 Remote Similarity NPD4191 Approved
0.6364 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6274 Approved
0.6355 Remote Similarity NPD5247 Approved
0.6355 Remote Similarity NPD5251 Approved
0.6355 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5249 Phase 3
0.6355 Remote Similarity NPD5135 Approved
0.6355 Remote Similarity NPD5248 Approved
0.6355 Remote Similarity NPD5250 Approved
0.6355 Remote Similarity NPD4634 Approved
0.6355 Remote Similarity NPD5169 Approved
0.6339 Remote Similarity NPD7101 Approved
0.6339 Remote Similarity NPD7100 Approved
0.6321 Remote Similarity NPD5128 Approved
0.6316 Remote Similarity NPD3194 Approved

Structure

External Identifiers

PubChem CID   38349737
ChEMBL   CHEMBL470444
ZINC  

Physicochemical Properties

Molecular Weight:  316.20
ALogP:  1.4188
MLogP:  3.33
XLogP:  3.809
# Rotatable Bonds:  6
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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