Natural Product: NPC196381

Natural Product ID:  NPC196381
Common Name:   7-Deacetoxyyanuthone
IUPAC Name:   (1R,2R,6R)-2-hydroxy-3-methyl-6-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-7-oxabicyclo[4.1.0]hept-3-en-5-one
Synonyms:   7-Deacetoxyyanuthone
Molecular Formula:   C22H32O3
Standard InCHIKey:  DKOXVDVXOYHFHV-ITGDQCKOSA-N
Standard InCHI:  InChI=1S/C22H32O3/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-22-19(23)14-18(5)20(24)21(22)25-22/h8,10,12,14,20-21,24H,6-7,9,11,13H2,1-5H3/b16-10+,17-12+/t20-,21-,22+/m1/s1
Canonical SMILES:  C/C(=CC[C@]12O[C@@H]2[C@@H](C(=CC1=O)C)O)/CC/C=C(/CCC=C(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
NPO32492 penicillium notatum Species Aspergillaceae Eukaryota PMID[15974609]
NPO11907 Streptomyces nitrosporeus Species Streptomycetaceae Bacteria PMID[25304895]
NPO14234 Aspergillus niger Species Aspergillaceae Eukaryota PMID[24684908]
NPO16076 Penicillium chrysogenum Species Aspergillaceae Eukaryota PMID[15974609]
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota PMID[14640527]
NPO31318 Gliomastix sp. zsds1-f7 Species Bionectriaceae Eukaryota PMID[27417331]
NPO11907.4 Streptomyces nitrosporeus ybh10-5 Subspecies Streptomycetaceae Bacteria StreptomeDB*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 12 mm 15974609
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 12 mm 15974609
NPT20 Organism Candida albicans Candida albicans IZ = 13 mm 15974609

  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 NPC196381 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
0.9524 High Similarity NPC477684
0.8415 Intermediate Similarity NPC272267
0.8316 Intermediate Similarity NPC39996
0.8229 Intermediate Similarity NPC469980
0.8229 Intermediate Similarity NPC104161
0.8229 Intermediate Similarity NPC118902
0.814 Intermediate Similarity NPC253364
0.8068 Intermediate Similarity NPC187529
0.8 Intermediate Similarity NPC87335
0.798 Intermediate Similarity NPC266514
0.7976 Intermediate Similarity NPC97173
0.7955 Intermediate Similarity NPC469809
0.7841 Intermediate Similarity NPC477784
0.7841 Intermediate Similarity NPC477785
0.7841 Intermediate Similarity NPC477786
0.7816 Intermediate Similarity NPC159714
0.7816 Intermediate Similarity NPC221510
0.7765 Intermediate Similarity NPC82666
0.7692 Intermediate Similarity NPC472007
0.7692 Intermediate Similarity NPC23622
0.7674 Intermediate Similarity NPC478122
0.767 Intermediate Similarity NPC317107
0.7604 Intermediate Similarity NPC279722
0.7596 Intermediate Similarity NPC317687
0.7582 Intermediate Similarity NPC472009
0.7576 Intermediate Similarity NPC478176
0.75 Intermediate Similarity NPC471738
0.7475 Intermediate Similarity NPC112613
0.7475 Intermediate Similarity NPC207885
0.7471 Intermediate Similarity NPC68119
0.7471 Intermediate Similarity NPC13823
0.7471 Intermediate Similarity NPC231739
0.7449 Intermediate Similarity NPC306908
0.7442 Intermediate Similarity NPC474197
0.7419 Intermediate Similarity NPC472008
0.7404 Intermediate Similarity NPC89408
0.7379 Intermediate Similarity NPC322903
0.7379 Intermediate Similarity NPC264819
0.7379 Intermediate Similarity NPC327106
0.7368 Intermediate Similarity NPC476705
0.7368 Intermediate Similarity NPC32552
0.7368 Intermediate Similarity NPC142838
0.7368 Intermediate Similarity NPC475441
0.7347 Intermediate Similarity NPC471916
0.7333 Intermediate Similarity NPC47450
0.7282 Intermediate Similarity NPC469853
0.7263 Intermediate Similarity NPC131864
0.7263 Intermediate Similarity NPC471399
0.7245 Intermediate Similarity NPC94337
0.7234 Intermediate Similarity NPC287089
0.7222 Intermediate Similarity NPC474980
0.7222 Intermediate Similarity NPC67254
0.7216 Intermediate Similarity NPC121825
0.7209 Intermediate Similarity NPC122244
0.7195 Intermediate Similarity NPC472072
0.7184 Intermediate Similarity NPC469852
0.717 Intermediate Similarity NPC476023
0.7159 Intermediate Similarity NPC471061
0.7157 Intermediate Similarity NPC131366
0.713 Intermediate Similarity NPC80650
0.7129 Intermediate Similarity NPC224172
0.7113 Intermediate Similarity NPC282644
0.7113 Intermediate Similarity NPC469692
0.7113 Intermediate Similarity NPC29798
0.7113 Intermediate Similarity NPC469645
0.7108 Intermediate Similarity NPC269985
0.7097 Intermediate Similarity NPC77971
0.7093 Intermediate Similarity NPC323437
0.7093 Intermediate Similarity NPC29542
0.7093 Intermediate Similarity NPC201562
0.7083 Intermediate Similarity NPC469464
0.7053 Intermediate Similarity NPC476706
0.7053 Intermediate Similarity NPC476707
0.7033 Intermediate Similarity NPC275766
0.703 Intermediate Similarity NPC324667
0.701 Intermediate Similarity NPC146852
0.7 Intermediate Similarity NPC286528
0.7 Intermediate Similarity NPC167606
0.7 Intermediate Similarity NPC140055
0.7 Intermediate Similarity NPC471694
0.7 Intermediate Similarity NPC470492
0.7 Intermediate Similarity NPC312824
0.7 Intermediate Similarity NPC20066
0.7 Intermediate Similarity NPC236176
0.7 Intermediate Similarity NPC470493
0.7 Intermediate Similarity NPC183580
0.7 Intermediate Similarity NPC20302
0.699 Remote Similarity NPC473624
0.6989 Remote Similarity NPC60951
0.6966 Remote Similarity NPC473536
0.6961 Remote Similarity NPC474339
0.6961 Remote Similarity NPC133907
0.6961 Remote Similarity NPC164598
0.6961 Remote Similarity NPC46998
0.6961 Remote Similarity NPC110443
0.6961 Remote Similarity NPC128733
0.6961 Remote Similarity NPC476897
0.6961 Remote Similarity NPC185141
0.6952 Remote Similarity NPC474716
0.6947 Remote Similarity NPC179659
0.6939 Remote Similarity NPC61275
0.6937 Remote Similarity NPC709
0.6937 Remote Similarity NPC50774
0.6937 Remote Similarity NPC186525
0.6931 Remote Similarity NPC281608
0.6931 Remote Similarity NPC300584
0.6931 Remote Similarity NPC475284
0.6931 Remote Similarity NPC35717
0.6923 Remote Similarity NPC472948
0.6916 Remote Similarity NPC161816
0.6916 Remote Similarity NPC115257
0.6915 Remote Similarity NPC79573
0.6909 Remote Similarity NPC270929
0.6907 Remote Similarity NPC166554
0.6907 Remote Similarity NPC265856
0.6905 Remote Similarity NPC106613
0.6889 Remote Similarity NPC279532
0.6887 Remote Similarity NPC14862
0.6887 Remote Similarity NPC233379
0.6887 Remote Similarity NPC474664
0.6882 Remote Similarity NPC169941
0.6882 Remote Similarity NPC251475
0.6882 Remote Similarity NPC161045
0.6875 Remote Similarity NPC473274
0.6875 Remote Similarity NPC264954
0.6869 Remote Similarity NPC477241
0.6869 Remote Similarity NPC78159
0.6867 Remote Similarity NPC101670
0.6863 Remote Similarity NPC475949
0.686 Remote Similarity NPC107848
0.6854 Remote Similarity NPC256640
0.6854 Remote Similarity NPC271070
0.6854 Remote Similarity NPC205615
0.6854 Remote Similarity NPC16279
0.6848 Remote Similarity NPC286229
0.6847 Remote Similarity NPC243065
0.6842 Remote Similarity NPC262026
0.6837 Remote Similarity NPC230623
0.6837 Remote Similarity NPC472010
0.6837 Remote Similarity NPC116726
0.6832 Remote Similarity NPC474194
0.6827 Remote Similarity NPC472755
0.6822 Remote Similarity NPC15218
0.6822 Remote Similarity NPC471400
0.6822 Remote Similarity NPC475922
0.6818 Remote Similarity NPC160540
0.6814 Remote Similarity NPC474370
0.6813 Remote Similarity NPC471740
0.681 Remote Similarity NPC225049
0.6809 Remote Similarity NPC31086
0.68 Remote Similarity NPC471698
0.6796 Remote Similarity NPC469851
0.6796 Remote Similarity NPC472753
0.6792 Remote Similarity NPC72813
0.6792 Remote Similarity NPC324327
0.6792 Remote Similarity NPC194620
0.6792 Remote Similarity NPC474421
0.6792 Remote Similarity NPC326994
0.6792 Remote Similarity NPC473165
0.6792 Remote Similarity NPC473284
0.6789 Remote Similarity NPC473877
0.6786 Remote Similarity NPC475130
0.6786 Remote Similarity NPC329736
0.6786 Remote Similarity NPC137163
0.6786 Remote Similarity NPC251310
0.6786 Remote Similarity NPC474286
0.6778 Remote Similarity NPC49302
0.6778 Remote Similarity NPC474818
0.6778 Remote Similarity NPC176329
0.6778 Remote Similarity NPC125365
0.6778 Remote Similarity NPC51809
0.6771 Remote Similarity NPC266957
0.6768 Remote Similarity NPC165383
0.6765 Remote Similarity NPC161855
0.6762 Remote Similarity NPC72255
0.6762 Remote Similarity NPC472756
0.6754 Remote Similarity NPC470878
0.6754 Remote Similarity NPC67569
0.6754 Remote Similarity NPC473256
0.6747 Remote Similarity NPC475221
0.6744 Remote Similarity NPC477448
0.6744 Remote Similarity NPC477449
0.6739 Remote Similarity NPC91332
0.6739 Remote Similarity NPC74086
0.6739 Remote Similarity NPC162741
0.6737 Remote Similarity NPC15807
0.6737 Remote Similarity NPC11804
0.6735 Remote Similarity NPC316228
0.6735 Remote Similarity NPC473099
0.6735 Remote Similarity NPC475879
0.6733 Remote Similarity NPC473291
0.6733 Remote Similarity NPC135576
0.6733 Remote Similarity NPC93271
0.6731 Remote Similarity NPC472754
0.6731 Remote Similarity NPC471148
0.6729 Remote Similarity NPC55972
0.6729 Remote Similarity NPC151393
0.6729 Remote Similarity NPC327286
0.6729 Remote Similarity NPC169888
0.6727 Remote Similarity NPC477266

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC196381 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
0.7253 Intermediate Similarity NPD6110 Phase 1
0.7 Intermediate Similarity NPD7115 Discovery
0.6739 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6735 Remote Similarity NPD46 Approved
0.6735 Remote Similarity NPD6698 Approved
0.6602 Remote Similarity NPD4225 Approved
0.6562 Remote Similarity NPD1696 Phase 3
0.6545 Remote Similarity NPD7601 Clinical (unspecified phase)
0.6337 Remote Similarity NPD7983 Approved
0.6321 Remote Similarity NPD5344 Discontinued
0.6306 Remote Similarity NPD6371 Approved
0.6275 Remote Similarity NPD5778 Approved
0.6275 Remote Similarity NPD5779 Approved
0.6239 Remote Similarity NPD6675 Approved
0.6239 Remote Similarity NPD5739 Approved
0.6239 Remote Similarity NPD6402 Approved
0.6239 Remote Similarity NPD7128 Approved
0.6237 Remote Similarity NPD4756 Discovery
0.6224 Remote Similarity NPD5363 Approved
0.6216 Remote Similarity NPD6372 Approved
0.6216 Remote Similarity NPD6373 Approved
0.6214 Remote Similarity NPD5282 Discontinued
0.6211 Remote Similarity NPD4252 Approved
0.6207 Remote Similarity NPD3704 Approved
0.6207 Remote Similarity NPD7331 Phase 2
0.6195 Remote Similarity NPD8297 Approved
0.6182 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6162 Remote Similarity NPD3618 Phase 1
0.6129 Remote Similarity NPD819 Approved
0.6129 Remote Similarity NPD818 Approved
0.6126 Remote Similarity NPD6881 Approved
0.6126 Remote Similarity NPD7320 Approved
0.6126 Remote Similarity NPD6899 Approved
0.6118 Remote Similarity NPD368 Approved
0.6111 Remote Similarity NPD5211 Phase 2
0.6106 Remote Similarity NPD6649 Approved
0.6106 Remote Similarity NPD6650 Approved
0.6102 Remote Similarity NPD6319 Approved
0.6102 Remote Similarity NPD6054 Approved
0.6102 Remote Similarity NPD6059 Approved
0.6083 Remote Similarity NPD8328 Phase 3
0.6082 Remote Similarity NPD4270 Approved
0.6082 Remote Similarity NPD4269 Approved
0.6078 Remote Similarity NPD7838 Discovery
0.6078 Remote Similarity NPD5785 Approved
0.605 Remote Similarity NPD8516 Approved
0.605 Remote Similarity NPD8515 Approved
0.605 Remote Similarity NPD8513 Phase 3
0.605 Remote Similarity NPD8517 Approved
0.6038 Remote Similarity NPD6084 Phase 2
0.6038 Remote Similarity NPD4755 Approved
0.6038 Remote Similarity NPD6083 Phase 2
0.6036 Remote Similarity NPD5701 Approved
0.6036 Remote Similarity NPD5697 Approved
0.6023 Remote Similarity NPD6108 Clinical (unspecified phase)
0.602 Remote Similarity NPD7154 Phase 3
0.6018 Remote Similarity NPD4634 Approved
0.6018 Remote Similarity NPD7102 Approved
0.6018 Remote Similarity NPD7290 Approved
0.6018 Remote Similarity NPD6883 Approved
0.6 Remote Similarity NPD5786 Approved
0.6 Remote Similarity NPD6370 Approved
0.6 Remote Similarity NPD5141 Approved
0.598 Remote Similarity NPD5764 Clinical (unspecified phase)
0.598 Remote Similarity NPD5328 Approved
0.598 Remote Similarity NPD6101 Approved
0.5979 Remote Similarity NPD5369 Approved
0.5965 Remote Similarity NPD6617 Approved
0.5965 Remote Similarity NPD6847 Approved
0.5965 Remote Similarity NPD6869 Approved
0.5965 Remote Similarity NPD8130 Phase 1
0.596 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5952 Remote Similarity NPD6109 Phase 1
0.5943 Remote Similarity NPD4697 Phase 3
0.5929 Remote Similarity NPD6012 Approved
0.5929 Remote Similarity NPD6013 Approved
0.5929 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6014 Approved
0.5926 Remote Similarity NPD5285 Approved
0.5926 Remote Similarity NPD4700 Approved
0.5926 Remote Similarity NPD5286 Approved
0.5926 Remote Similarity NPD4696 Approved
0.5926 Remote Similarity NPD6648 Approved
0.5918 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5917 Remote Similarity NPD6015 Approved
0.5917 Remote Similarity NPD6016 Approved
0.5913 Remote Similarity NPD6882 Approved
0.5909 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5905 Remote Similarity NPD7748 Approved
0.5902 Remote Similarity NPD7492 Approved
0.5888 Remote Similarity NPD7902 Approved
0.5876 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5868 Remote Similarity NPD5988 Approved
0.5865 Remote Similarity NPD6411 Approved
0.5865 Remote Similarity NPD6079 Approved
0.5865 Remote Similarity NPD7515 Phase 2
0.5865 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5862 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5854 Remote Similarity NPD6616 Approved
0.5849 Remote Similarity NPD5695 Phase 3
0.5841 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5841 Remote Similarity NPD6011 Approved
0.5833 Remote Similarity NPD8779 Phase 3
0.5833 Remote Similarity NPD5696 Approved
0.5833 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5826 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5826 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5825 Remote Similarity NPD4753 Phase 2
0.5825 Remote Similarity NPD5370 Suspended
0.5818 Remote Similarity NPD5224 Approved
0.5818 Remote Similarity NPD5225 Approved
0.5818 Remote Similarity NPD5226 Approved
0.5818 Remote Similarity NPD4633 Approved
0.581 Remote Similarity NPD4202 Approved
0.5806 Remote Similarity NPD7078 Approved
0.5806 Remote Similarity NPD8293 Discontinued
0.5806 Remote Similarity NPD8074 Phase 3
0.58 Remote Similarity NPD4786 Approved
0.5795 Remote Similarity NPD3197 Phase 1
0.5794 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5794 Remote Similarity NPD5222 Approved
0.5794 Remote Similarity NPD7839 Suspended
0.5794 Remote Similarity NPD5221 Approved
0.578 Remote Similarity NPD7640 Approved
0.578 Remote Similarity NPD7639 Approved
0.5766 Remote Similarity NPD5175 Approved
0.5766 Remote Similarity NPD5174 Approved
0.576 Remote Similarity NPD7736 Approved
0.5758 Remote Similarity NPD3667 Approved
0.5743 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5743 Remote Similarity NPD1694 Approved
0.5741 Remote Similarity NPD5173 Approved
0.5739 Remote Similarity NPD5955 Clinical (unspecified phase)
0.573 Remote Similarity NPD7341 Phase 2
0.5727 Remote Similarity NPD5223 Approved
0.5726 Remote Similarity NPD4632 Approved
0.5714 Remote Similarity NPD4819 Approved
0.5714 Remote Similarity NPD7637 Suspended
0.5714 Remote Similarity NPD4822 Approved
0.5714 Remote Similarity NPD4820 Approved
0.5714 Remote Similarity NPD4821 Approved
0.5714 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5701 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5701 Remote Similarity NPD4629 Approved
0.5701 Remote Similarity NPD5210 Approved
0.57 Remote Similarity NPD5362 Discontinued
0.5691 Remote Similarity NPD7604 Phase 2
0.5688 Remote Similarity NPD7638 Approved
0.5686 Remote Similarity NPD5279 Phase 3
0.5686 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5684 Remote Similarity NPD8264 Approved
0.567 Remote Similarity NPD4271 Approved
0.567 Remote Similarity NPD5784 Clinical (unspecified phase)
0.567 Remote Similarity NPD4268 Approved
0.5664 Remote Similarity NPD4768 Approved
0.5664 Remote Similarity NPD4767 Approved
0.566 Remote Similarity NPD6399 Phase 3
0.5644 Remote Similarity NPD3133 Approved
0.5644 Remote Similarity NPD3666 Approved
0.5644 Remote Similarity NPD3665 Phase 1
0.5635 Remote Similarity NPD6033 Approved
0.5632 Remote Similarity NPD4246 Clinical (unspecified phase)
0.563 Remote Similarity NPD6274 Approved
0.5625 Remote Similarity NPD4754 Approved
0.562 Remote Similarity NPD7101 Approved
0.562 Remote Similarity NPD7100 Approved
0.5614 Remote Similarity NPD6412 Phase 2
0.5607 Remote Similarity NPD7900 Approved
0.5607 Remote Similarity NPD7901 Clinical (unspecified phase)
0.56 Remote Similarity NPD5209 Approved

Structure

External Identifiers

PubChem CID   10360155
ChEMBL   CHEMBL510701
ZINC  

Physicochemical Properties

Molecular Weight:  344.24
ALogP:  3.6266
MLogP:  3.55
XLogP:  3.807
# Rotatable Bonds:  14
Polar Surface Area:  49.83
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  25

Download Data

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