Natural Product: NPC125674

Natural Product ID:  NPC125674
Common Name:   Epoxynobilin
IUPAC Name:  
Synonyms:   Epoxynobilin
Molecular Formula:   C20H26O6
Standard InCHIKey:  DZTWAOVNNLDWNH-AUWKULLQSA-N
Standard InCHI:  InChI=1S/C20H26O6/c1-6-10(2)18(22)25-15-9-20(5)16(26-20)8-13(21)11(3)7-14-17(15)12(4)19(23)24-14/h6-7,13-17,21H,4,8-9H2,1-3,5H3/b10-6-,11-7-/t13-,14+,15+,16+,17-,20+/m0/s1
Canonical SMILES:  C/C=C(C(=O)O[C@@H]1C[C@@]2(C)O[C@@H]2C[C@@H](/C(=C[C@@H]2[C@@H]1C(=C)C(=O)O2)/C)O)/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
NPO8147 Calea hispida Species Asteraceae Eukaryota UNPD*
NPO17285 Taraxacum udum Species Asteraceae Eukaryota UNPD*
NPO13648 Phialocephala fortinii Species NA Eukaryota UNPD*
NPO16661 Duboisia myoporoides Species Solanaceae Eukaryota UNPD*
NPO17194 Linum capitatum Species Linaceae Eukaryota UNPD*
NPO15368 Trifolium medium Species Fabaceae Eukaryota UNPD*
NPO22725 Cirsium microspicatum Species Asteraceae Eukaryota UNPD*
NPO26523 Alicyclobacillus acidocaldarius Species Alicyclobacillaceae Bacteria UNPD*
NPO19134 Boronia bipinnata Species Rutaceae Eukaryota UNPD*
NPO1198 Viguiera eriophora Species Asteraceae Eukaryota UNPD*
NPO28004 Pseudodistoma megalarva Species Pseudodistomidae Eukaryota UNPD*
NPO18310 Pecten jacobaeus Species Pectinidae Eukaryota UNPD*
NPO15676 Tricholoma scalpturatum Species Tricholomataceae Eukaryota UNPD*
NPO33469 Asteraceae Family Asteraceae Eukaryota PMID[18329753]
NPO17248 Viguiera quinqueradiata Species Asteraceae Eukaryota PMID[23501116]
NPO18581 Pyrrosia davidii Species Polypodiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 = 0.99 umol/ml 18329753
NPT840 Individual Protein Transcriptional activator Myb Gallus gallus IC50 = 29648.31 nM 23501116
NPT2 Others Unspecified IC50 > 30000 nM 23501116
NPT840 Individual Protein Transcriptional activator Myb Gallus gallus IC50 = 29660 nM 23501116

  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 NPC125674 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 NPC228451
1.0 High Similarity NPC475838
0.9885 High Similarity NPC474247
0.9663 High Similarity NPC230800
0.9663 High Similarity NPC279621
0.954 High Similarity NPC475855
0.9348 High Similarity NPC288876
0.9318 High Similarity NPC144133
0.9318 High Similarity NPC179394
0.9302 High Similarity NPC50637
0.9302 High Similarity NPC475461
0.9302 High Similarity NPC305475
0.9222 High Similarity NPC303942
0.9222 High Similarity NPC57405
0.9205 High Similarity NPC166919
0.9186 High Similarity NPC255307
0.9121 High Similarity NPC14961
0.9121 High Similarity NPC471141
0.9121 High Similarity NPC270013
0.907 High Similarity NPC191476
0.907 High Similarity NPC114979
0.9032 High Similarity NPC473326
0.9022 High Similarity NPC476315
0.9022 High Similarity NPC473859
0.9011 High Similarity NPC81386
0.9011 High Similarity NPC474035
0.8953 High Similarity NPC473390
0.8953 High Similarity NPC131669
0.8953 High Similarity NPC40746
0.8953 High Similarity NPC169575
0.8913 High Similarity NPC475659
0.8913 High Similarity NPC304886
0.8901 High Similarity NPC212486
0.8901 High Similarity NPC475912
0.8889 High Similarity NPC469368
0.8864 High Similarity NPC150755
0.8851 High Similarity NPC141193
0.8851 High Similarity NPC476804
0.8851 High Similarity NPC96259
0.8842 High Similarity NPC164598
0.8842 High Similarity NPC474339
0.8837 High Similarity NPC229825
0.883 High Similarity NPC474213
0.8804 High Similarity NPC474338
0.8804 High Similarity NPC473316
0.8804 High Similarity NPC473330
0.8804 High Similarity NPC140543
0.8791 High Similarity NPC473321
0.8778 High Similarity NPC151770
0.8778 High Similarity NPC474032
0.8778 High Similarity NPC295312
0.8764 High Similarity NPC160138
0.875 High Similarity NPC471148
0.875 High Similarity NPC470755
0.8736 High Similarity NPC250315
0.8736 High Similarity NPC116543
0.8721 High Similarity NPC24417
0.8721 High Similarity NPC141810
0.871 High Similarity NPC471142
0.871 High Similarity NPC36954
0.8696 High Similarity NPC273579
0.8696 High Similarity NPC288240
0.8696 High Similarity NPC295204
0.8696 High Similarity NPC162205
0.8681 High Similarity NPC473619
0.8681 High Similarity NPC312042
0.8667 High Similarity NPC202672
0.8667 High Similarity NPC476805
0.8667 High Similarity NPC475819
0.8667 High Similarity NPC473715
0.8646 High Similarity NPC473332
0.8636 High Similarity NPC158756
0.8632 High Similarity NPC187268
0.8602 High Similarity NPC476267
0.8602 High Similarity NPC477131
0.8587 High Similarity NPC30515
0.8587 High Similarity NPC184463
0.8586 High Similarity NPC477513
0.8556 High Similarity NPC231889
0.8556 High Similarity NPC475703
0.8539 High Similarity NPC165162
0.8523 High Similarity NPC272814
0.8523 High Similarity NPC59097
0.8511 High Similarity NPC477922
0.8506 High Similarity NPC52861
0.8495 Intermediate Similarity NPC179746
0.8495 Intermediate Similarity NPC81419
0.8495 Intermediate Similarity NPC476300
0.8488 Intermediate Similarity NPC167881
0.8488 Intermediate Similarity NPC98557
0.8488 Intermediate Similarity NPC617
0.8485 Intermediate Similarity NPC243998
0.8478 Intermediate Similarity NPC475748
0.8478 Intermediate Similarity NPC476004
0.8478 Intermediate Similarity NPC51004
0.8478 Intermediate Similarity NPC474761
0.8478 Intermediate Similarity NPC473448
0.8462 Intermediate Similarity NPC476803
0.8454 Intermediate Similarity NPC201718
0.8454 Intermediate Similarity NPC476270
0.8454 Intermediate Similarity NPC150923
0.8444 Intermediate Similarity NPC122502
0.8444 Intermediate Similarity NPC469910
0.8438 Intermediate Similarity NPC221615
0.8438 Intermediate Similarity NPC471144
0.8421 Intermediate Similarity NPC477921
0.8404 Intermediate Similarity NPC471147
0.8404 Intermediate Similarity NPC323008
0.8404 Intermediate Similarity NPC198853
0.8404 Intermediate Similarity NPC470010
0.8404 Intermediate Similarity NPC470013
0.8404 Intermediate Similarity NPC262133
0.8387 Intermediate Similarity NPC475925
0.8387 Intermediate Similarity NPC158061
0.8387 Intermediate Similarity NPC131209
0.8387 Intermediate Similarity NPC208886
0.8387 Intermediate Similarity NPC133698
0.8387 Intermediate Similarity NPC12172
0.8372 Intermediate Similarity NPC471465
0.8372 Intermediate Similarity NPC93763
0.8372 Intermediate Similarity NPC108816
0.8372 Intermediate Similarity NPC196653
0.837 Intermediate Similarity NPC307411
0.8367 Intermediate Similarity NPC140591
0.8367 Intermediate Similarity NPC197835
0.8367 Intermediate Similarity NPC149371
0.8367 Intermediate Similarity NPC303653
0.8367 Intermediate Similarity NPC86077
0.8367 Intermediate Similarity NPC291500
0.8367 Intermediate Similarity NPC189609
0.8351 Intermediate Similarity NPC475949
0.8333 Intermediate Similarity NPC319795
0.8333 Intermediate Similarity NPC215364
0.8333 Intermediate Similarity NPC38468
0.8333 Intermediate Similarity NPC261380
0.8333 Intermediate Similarity NPC161493
0.8333 Intermediate Similarity NPC471462
0.8333 Intermediate Similarity NPC471140
0.8333 Intermediate Similarity NPC50362
0.8316 Intermediate Similarity NPC170120
0.8316 Intermediate Similarity NPC67584
0.8316 Intermediate Similarity NPC52044
0.8316 Intermediate Similarity NPC213698
0.83 Intermediate Similarity NPC223450
0.8298 Intermediate Similarity NPC475302
0.828 Intermediate Similarity NPC251385
0.828 Intermediate Similarity NPC62815
0.828 Intermediate Similarity NPC49342
0.828 Intermediate Similarity NPC129419
0.828 Intermediate Similarity NPC474232
0.8276 Intermediate Similarity NPC89128
0.8276 Intermediate Similarity NPC270126
0.8265 Intermediate Similarity NPC264477
0.8265 Intermediate Similarity NPC47880
0.8265 Intermediate Similarity NPC477511
0.8256 Intermediate Similarity NPC141789
0.8256 Intermediate Similarity NPC171204
0.8256 Intermediate Similarity NPC7563
0.8256 Intermediate Similarity NPC320630
0.8256 Intermediate Similarity NPC116177
0.8256 Intermediate Similarity NPC476028
0.8247 Intermediate Similarity NPC279561
0.8247 Intermediate Similarity NPC208233
0.8242 Intermediate Similarity NPC470242
0.8242 Intermediate Similarity NPC284902
0.8229 Intermediate Similarity NPC17585
0.8229 Intermediate Similarity NPC35498
0.8229 Intermediate Similarity NPC213078
0.8211 Intermediate Similarity NPC127019
0.8202 Intermediate Similarity NPC89555
0.82 Intermediate Similarity NPC100487
0.82 Intermediate Similarity NPC474741
0.8191 Intermediate Similarity NPC476705
0.8191 Intermediate Similarity NPC475881
0.8191 Intermediate Similarity NPC20713
0.8191 Intermediate Similarity NPC70251
0.8182 Intermediate Similarity NPC281132
0.8172 Intermediate Similarity NPC206001
0.8172 Intermediate Similarity NPC218927
0.8172 Intermediate Similarity NPC268298
0.8163 Intermediate Similarity NPC475053
0.8161 Intermediate Similarity NPC267231
0.8152 Intermediate Similarity NPC72513
0.8152 Intermediate Similarity NPC5130
0.814 Intermediate Similarity NPC235906
0.814 Intermediate Similarity NPC68819
0.8137 Intermediate Similarity NPC14862
0.8137 Intermediate Similarity NPC474664
0.8137 Intermediate Similarity NPC233379
0.8132 Intermediate Similarity NPC474547
0.8132 Intermediate Similarity NPC137033
0.8132 Intermediate Similarity NPC21469
0.8125 Intermediate Similarity NPC474947
0.8125 Intermediate Similarity NPC107476
0.8119 Intermediate Similarity NPC166115
0.8119 Intermediate Similarity NPC475802
0.8111 Intermediate Similarity NPC231601
0.8105 Intermediate Similarity NPC469645
0.8105 Intermediate Similarity NPC476049
0.8105 Intermediate Similarity NPC469692

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC125674 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
0.8333 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.828 Intermediate Similarity NPD6698 Approved
0.828 Intermediate Similarity NPD46 Approved
0.7979 Intermediate Similarity NPD1695 Approved
0.7895 Intermediate Similarity NPD7838 Discovery
0.781 Intermediate Similarity NPD6371 Approved
0.7692 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD5344 Discontinued
0.7353 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD5785 Approved
0.734 Intermediate Similarity NPD7154 Phase 3
0.7292 Intermediate Similarity NPD4249 Approved
0.7273 Intermediate Similarity NPD7983 Approved
0.7248 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD4251 Approved
0.7216 Intermediate Similarity NPD4250 Approved
0.7188 Intermediate Similarity NPD5363 Approved
0.7184 Intermediate Similarity NPD4225 Approved
0.713 Intermediate Similarity NPD6686 Approved
0.7129 Intermediate Similarity NPD5282 Discontinued
0.7115 Intermediate Similarity NPD6648 Approved
0.703 Intermediate Similarity NPD5779 Approved
0.703 Intermediate Similarity NPD5778 Approved
0.7027 Intermediate Similarity NPD6053 Discontinued
0.7021 Intermediate Similarity NPD4819 Approved
0.7021 Intermediate Similarity NPD4820 Approved
0.7021 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD4822 Approved
0.7021 Intermediate Similarity NPD4821 Approved
0.6979 Remote Similarity NPD5362 Discontinued
0.6977 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6952 Remote Similarity NPD7639 Approved
0.6952 Remote Similarity NPD7640 Approved
0.693 Remote Similarity NPD7115 Discovery
0.6909 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4270 Approved
0.6875 Remote Similarity NPD4269 Approved
0.6857 Remote Similarity NPD7638 Approved
0.6847 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6837 Remote Similarity NPD1694 Approved
0.6837 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6809 Remote Similarity NPD4268 Approved
0.6809 Remote Similarity NPD4271 Approved
0.6771 Remote Similarity NPD5369 Approved
0.6768 Remote Similarity NPD5786 Approved
0.6701 Remote Similarity NPD6435 Approved
0.6667 Remote Similarity NPD4252 Approved
0.6667 Remote Similarity NPD7839 Suspended
0.6636 Remote Similarity NPD6008 Approved
0.6632 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6577 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6555 Remote Similarity NPD8517 Approved
0.6555 Remote Similarity NPD8513 Phase 3
0.6555 Remote Similarity NPD8515 Approved
0.6555 Remote Similarity NPD8516 Approved
0.6531 Remote Similarity NPD5209 Approved
0.6495 Remote Similarity NPD5368 Approved
0.6465 Remote Similarity NPD5331 Approved
0.6465 Remote Similarity NPD5332 Approved
0.6446 Remote Similarity NPD7642 Approved
0.6442 Remote Similarity NPD7637 Suspended
0.6429 Remote Similarity NPD4790 Discontinued
0.6408 Remote Similarity NPD6101 Approved
0.6408 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6381 Remote Similarity NPD6399 Phase 3
0.6364 Remote Similarity NPD7632 Discontinued
0.6354 Remote Similarity NPD4756 Discovery
0.6341 Remote Similarity NPD8273 Phase 1
0.6311 Remote Similarity NPD7829 Approved
0.6311 Remote Similarity NPD7830 Approved
0.6296 Remote Similarity NPD6083 Phase 2
0.6296 Remote Similarity NPD6084 Phase 2
0.629 Remote Similarity NPD8074 Phase 3
0.6286 Remote Similarity NPD6411 Approved
0.6283 Remote Similarity NPD5697 Approved
0.6262 Remote Similarity NPD5695 Phase 3
0.625 Remote Similarity NPD5370 Suspended
0.6239 Remote Similarity NPD5696 Approved
0.6238 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6228 Remote Similarity NPD6899 Approved
0.6228 Remote Similarity NPD6881 Approved
0.621 Remote Similarity NPD7507 Approved
0.6207 Remote Similarity NPD6649 Approved
0.6207 Remote Similarity NPD6650 Approved
0.6195 Remote Similarity NPD6675 Approved
0.6195 Remote Similarity NPD7128 Approved
0.6195 Remote Similarity NPD5739 Approved
0.6195 Remote Similarity NPD6402 Approved
0.6174 Remote Similarity NPD6013 Approved
0.6174 Remote Similarity NPD6012 Approved
0.6174 Remote Similarity NPD6014 Approved
0.6174 Remote Similarity NPD6373 Approved
0.6174 Remote Similarity NPD6372 Approved
0.6147 Remote Similarity NPD7902 Approved
0.6146 Remote Similarity NPD8039 Approved
0.614 Remote Similarity NPD6412 Phase 2
0.614 Remote Similarity NPD5701 Approved
0.6139 Remote Similarity NPD6695 Phase 3
0.6139 Remote Similarity NPD6110 Phase 1
0.6132 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6883 Approved
0.6121 Remote Similarity NPD7102 Approved
0.6121 Remote Similarity NPD7290 Approved
0.6107 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6102 Remote Similarity NPD4632 Approved
0.6087 Remote Similarity NPD6011 Approved
0.6087 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6087 Remote Similarity NPD7320 Approved
0.6071 Remote Similarity NPD5211 Phase 2
0.6068 Remote Similarity NPD8130 Phase 1
0.6068 Remote Similarity NPD6847 Approved
0.6068 Remote Similarity NPD6617 Approved
0.6068 Remote Similarity NPD6869 Approved
0.6066 Remote Similarity NPD6319 Approved
0.6063 Remote Similarity NPD7319 Approved
0.6033 Remote Similarity NPD7641 Discontinued
0.6019 Remote Similarity NPD7748 Approved
0.6017 Remote Similarity NPD8297 Approved
0.6017 Remote Similarity NPD6882 Approved
0.6 Remote Similarity NPD7492 Approved
0.5981 Remote Similarity NPD5281 Approved
0.5981 Remote Similarity NPD5284 Approved
0.5981 Remote Similarity NPD5693 Phase 1
0.5981 Remote Similarity NPD7515 Phase 2
0.5978 Remote Similarity NPD7331 Phase 2
0.5969 Remote Similarity NPD7260 Phase 2
0.5965 Remote Similarity NPD5141 Approved
0.5963 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5963 Remote Similarity NPD5210 Approved
0.5963 Remote Similarity NPD4629 Approved
0.5962 Remote Similarity NPD7334 Approved
0.5962 Remote Similarity NPD3618 Phase 1
0.5962 Remote Similarity NPD7521 Approved
0.5962 Remote Similarity NPD6684 Approved
0.5962 Remote Similarity NPD7146 Approved
0.5962 Remote Similarity NPD6409 Approved
0.5962 Remote Similarity NPD5330 Approved
0.5952 Remote Similarity NPD6616 Approved
0.5952 Remote Similarity NPD8451 Approved
0.595 Remote Similarity NPD6009 Approved
0.595 Remote Similarity NPD7500 Approved
0.5948 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5943 Remote Similarity NPD4753 Phase 2
0.5935 Remote Similarity NPD6054 Approved
0.5922 Remote Similarity NPD3666 Approved
0.5922 Remote Similarity NPD3133 Approved
0.5922 Remote Similarity NPD3665 Phase 1
0.592 Remote Similarity NPD7604 Phase 2
0.5906 Remote Similarity NPD7078 Approved
0.5906 Remote Similarity NPD8448 Approved
0.5905 Remote Similarity NPD7524 Approved
0.5905 Remote Similarity NPD7750 Discontinued
0.5902 Remote Similarity NPD7327 Approved
0.5902 Remote Similarity NPD7328 Approved
0.5893 Remote Similarity NPD5285 Approved
0.5893 Remote Similarity NPD4696 Approved
0.5893 Remote Similarity NPD5286 Approved
0.5891 Remote Similarity NPD6007 Clinical (unspecified phase)
0.5887 Remote Similarity NPD6016 Approved
0.5887 Remote Similarity NPD5983 Phase 2
0.5887 Remote Similarity NPD6015 Approved
0.5887 Remote Similarity NPD7503 Approved
0.5887 Remote Similarity NPD8033 Approved
0.5882 Remote Similarity NPD3667 Approved
0.5877 Remote Similarity NPD6647 Phase 2
0.5873 Remote Similarity NPD8340 Approved
0.5873 Remote Similarity NPD8341 Approved
0.5873 Remote Similarity NPD8342 Approved
0.5873 Remote Similarity NPD8299 Approved
0.5872 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5872 Remote Similarity NPD7900 Approved
0.587 Remote Similarity NPD7341 Phase 2
0.5868 Remote Similarity NPD6274 Approved
0.5865 Remote Similarity NPD1696 Phase 3
0.5859 Remote Similarity NPD7736 Approved
0.5856 Remote Similarity NPD4755 Approved
0.5854 Remote Similarity NPD7516 Approved
0.5849 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5849 Remote Similarity NPD6903 Approved
0.5849 Remote Similarity NPD5737 Approved
0.5849 Remote Similarity NPD6672 Approved
0.5847 Remote Similarity NPD6421 Discontinued
0.5842 Remote Similarity NPD6930 Phase 2
0.5842 Remote Similarity NPD6931 Approved
0.5842 Remote Similarity NPD4695 Discontinued
0.584 Remote Similarity NPD6370 Approved
0.584 Remote Similarity NPD5988 Approved
0.5833 Remote Similarity NPD8133 Approved
0.581 Remote Similarity NPD6422 Discontinued
0.581 Remote Similarity NPD5279 Phase 3
0.581 Remote Similarity NPD4519 Discontinued
0.581 Remote Similarity NPD4623 Approved
0.5806 Remote Similarity NPD6059 Approved
0.5806 Remote Similarity NPD8294 Approved
0.5806 Remote Similarity NPD8377 Approved
0.5802 Remote Similarity NPD6845 Suspended
0.5798 Remote Similarity NPD7116 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   9998730
ChEMBL   CHEMBL483867
ZINC  

Physicochemical Properties

Molecular Weight:  362.17
ALogP:  1.5977
MLogP:  3
XLogP:  1.814
# Rotatable Bonds:  8
Polar Surface Area:  85.36
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  26

Download Data

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