Natural Product: NPC474291

Natural Product ID:  NPC474291
Common Name:   (3E,7S,11Z)-7-Hydroxy-3,11,15-Cembratrien-20,8-Olide
IUPAC Name:   (6E,10S,11R)-10-hydroxy-7,11-dimethyl-4-prop-1-en-2-yl-16-oxabicyclo[9.3.2]hexadeca-1(14),6-dien-15-one
Synonyms:  
Molecular Formula:   C20H30O3
Standard InCHIKey:  MAFNJZZUTPINDH-BVQOYPTGSA-N
Standard InCHI:  InChI=1S/C20H30O3/c1-14(2)16-9-7-15(3)8-12-18(21)20(4)13-5-6-17(11-10-16)19(22)23-20/h6-7,16,18,21H,1,5,8-13H2,2-4H3/b15-7+/t16?,18-,20+/m0/s1
Canonical SMILES:  C/C/1=CCC(CCC2=CCC[C@@]([C@H](CC1)O)(C)OC2=O)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
NPO24413 Eunicea tourneforti Species Plexauridae Eukaryota Caribbean PMID[7595587]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 > 3000 ug/ml 18752959

  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 NPC474291 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
0.881 High Similarity NPC153805
0.878 High Similarity NPC9868
0.878 High Similarity NPC70424
0.878 High Similarity NPC243618
0.875 High Similarity NPC233377
0.869 High Similarity NPC248602
0.8588 High Similarity NPC227379
0.8588 High Similarity NPC281516
0.8588 High Similarity NPC474471
0.8554 High Similarity NPC72464
0.8452 Intermediate Similarity NPC261380
0.8452 Intermediate Similarity NPC137033
0.8434 Intermediate Similarity NPC11620
0.8415 Intermediate Similarity NPC325031
0.8395 Intermediate Similarity NPC470244
0.8395 Intermediate Similarity NPC470239
0.8391 Intermediate Similarity NPC474761
0.8391 Intermediate Similarity NPC476004
0.8391 Intermediate Similarity NPC473448
0.8353 Intermediate Similarity NPC164393
0.8295 Intermediate Similarity NPC30515
0.8295 Intermediate Similarity NPC303697
0.8289 Intermediate Similarity NPC310210
0.8235 Intermediate Similarity NPC99395
0.8235 Intermediate Similarity NPC197903
0.8202 Intermediate Similarity NPC81419
0.8202 Intermediate Similarity NPC475912
0.8202 Intermediate Similarity NPC469692
0.8202 Intermediate Similarity NPC179746
0.8202 Intermediate Similarity NPC469645
0.8182 Intermediate Similarity NPC51004
0.8161 Intermediate Similarity NPC202672
0.8148 Intermediate Similarity NPC320630
0.8148 Intermediate Similarity NPC116177
0.8148 Intermediate Similarity NPC7563
0.814 Intermediate Similarity NPC469483
0.814 Intermediate Similarity NPC261721
0.814 Intermediate Similarity NPC305475
0.814 Intermediate Similarity NPC475461
0.8125 Intermediate Similarity NPC329852
0.8118 Intermediate Similarity NPC82297
0.8118 Intermediate Similarity NPC474776
0.8111 Intermediate Similarity NPC81386
0.8111 Intermediate Similarity NPC474035
0.8111 Intermediate Similarity NPC65829
0.8111 Intermediate Similarity NPC121825
0.8095 Intermediate Similarity NPC85772
0.809 Intermediate Similarity NPC12172
0.809 Intermediate Similarity NPC184463
0.809 Intermediate Similarity NPC208886
0.8072 Intermediate Similarity NPC103634
0.8068 Intermediate Similarity NPC212598
0.8068 Intermediate Similarity NPC307411
0.8049 Intermediate Similarity NPC93763
0.8049 Intermediate Similarity NPC267231
0.8049 Intermediate Similarity NPC108816
0.8046 Intermediate Similarity NPC474765
0.8023 Intermediate Similarity NPC21469
0.8023 Intermediate Similarity NPC165162
0.8023 Intermediate Similarity NPC11804
0.8023 Intermediate Similarity NPC255307
0.8023 Intermediate Similarity NPC329749
0.8022 Intermediate Similarity NPC270013
0.8022 Intermediate Similarity NPC14961
0.8022 Intermediate Similarity NPC36954
0.8022 Intermediate Similarity NPC272050
0.8 Intermediate Similarity NPC250315
0.8 Intermediate Similarity NPC212486
0.8 Intermediate Similarity NPC476300
0.7957 Intermediate Similarity NPC187268
0.7952 Intermediate Similarity NPC469617
0.7952 Intermediate Similarity NPC89128
0.7935 Intermediate Similarity NPC279621
0.7931 Intermediate Similarity NPC475019
0.7931 Intermediate Similarity NPC122502
0.7931 Intermediate Similarity NPC474949
0.7931 Intermediate Similarity NPC150755
0.7927 Intermediate Similarity NPC180290
0.7927 Intermediate Similarity NPC65603
0.7927 Intermediate Similarity NPC476794
0.7927 Intermediate Similarity NPC470240
0.7912 Intermediate Similarity NPC71589
0.7907 Intermediate Similarity NPC191476
0.7907 Intermediate Similarity NPC114979
0.7907 Intermediate Similarity NPC474780
0.7895 Intermediate Similarity NPC86077
0.7889 Intermediate Similarity NPC475972
0.7882 Intermediate Similarity NPC94875
0.7882 Intermediate Similarity NPC475159
0.7882 Intermediate Similarity NPC65930
0.7882 Intermediate Similarity NPC73310
0.7882 Intermediate Similarity NPC89555
0.7882 Intermediate Similarity NPC473712
0.7882 Intermediate Similarity NPC473780
0.7882 Intermediate Similarity NPC131002
0.7882 Intermediate Similarity NPC473529
0.7882 Intermediate Similarity NPC145914
0.7882 Intermediate Similarity NPC329829
0.7882 Intermediate Similarity NPC180363
0.7882 Intermediate Similarity NPC11332
0.7872 Intermediate Similarity NPC475053
0.7865 Intermediate Similarity NPC295312
0.7865 Intermediate Similarity NPC268298
0.7865 Intermediate Similarity NPC474032
0.7865 Intermediate Similarity NPC473564
0.7849 Intermediate Similarity NPC40812
0.7848 Intermediate Similarity NPC67183
0.7841 Intermediate Similarity NPC160138
0.7841 Intermediate Similarity NPC312561
0.7831 Intermediate Similarity NPC471465
0.7831 Intermediate Similarity NPC196653
0.7831 Intermediate Similarity NPC128276
0.7826 Intermediate Similarity NPC304886
0.7816 Intermediate Similarity NPC86316
0.7816 Intermediate Similarity NPC106416
0.7812 Intermediate Similarity NPC475871
0.7812 Intermediate Similarity NPC475945
0.7805 Intermediate Similarity NPC235906
0.7805 Intermediate Similarity NPC271070
0.7802 Intermediate Similarity NPC162205
0.7802 Intermediate Similarity NPC476049
0.7802 Intermediate Similarity NPC475838
0.7802 Intermediate Similarity NPC228451
0.7802 Intermediate Similarity NPC125674
0.7802 Intermediate Similarity NPC295204
0.7802 Intermediate Similarity NPC273579
0.7802 Intermediate Similarity NPC288240
0.7791 Intermediate Similarity NPC169575
0.7791 Intermediate Similarity NPC253801
0.7791 Intermediate Similarity NPC144415
0.7791 Intermediate Similarity NPC53867
0.7791 Intermediate Similarity NPC44261
0.7791 Intermediate Similarity NPC161045
0.7791 Intermediate Similarity NPC473390
0.7791 Intermediate Similarity NPC40746
0.7791 Intermediate Similarity NPC131669
0.7791 Intermediate Similarity NPC475947
0.7789 Intermediate Similarity NPC46998
0.7789 Intermediate Similarity NPC150923
0.7789 Intermediate Similarity NPC185141
0.7789 Intermediate Similarity NPC474742
0.7789 Intermediate Similarity NPC110443
0.7789 Intermediate Similarity NPC133907
0.7789 Intermediate Similarity NPC128733
0.7778 Intermediate Similarity NPC77337
0.7778 Intermediate Similarity NPC476355
0.7778 Intermediate Similarity NPC472966
0.7778 Intermediate Similarity NPC129419
0.7778 Intermediate Similarity NPC473619
0.7778 Intermediate Similarity NPC265856
0.7778 Intermediate Similarity NPC145666
0.7778 Intermediate Similarity NPC475855
0.7778 Intermediate Similarity NPC160540
0.7778 Intermediate Similarity NPC166554
0.7766 Intermediate Similarity NPC83895
0.7766 Intermediate Similarity NPC473326
0.7766 Intermediate Similarity NPC187761
0.7765 Intermediate Similarity NPC112868
0.7765 Intermediate Similarity NPC141810
0.7765 Intermediate Similarity NPC25684
0.7765 Intermediate Similarity NPC474894
0.7765 Intermediate Similarity NPC281949
0.7765 Intermediate Similarity NPC301477
0.7753 Intermediate Similarity NPC476803
0.775 Intermediate Similarity NPC163003
0.7742 Intermediate Similarity NPC476315
0.7738 Intermediate Similarity NPC98557
0.7738 Intermediate Similarity NPC167881
0.7738 Intermediate Similarity NPC617
0.7732 Intermediate Similarity NPC100487
0.7727 Intermediate Similarity NPC474762
0.7727 Intermediate Similarity NPC476015
0.7727 Intermediate Similarity NPC116575
0.7727 Intermediate Similarity NPC311163
0.7727 Intermediate Similarity NPC469910
0.7722 Intermediate Similarity NPC101622
0.7722 Intermediate Similarity NPC265574
0.7717 Intermediate Similarity NPC477131
0.7717 Intermediate Similarity NPC469632
0.7717 Intermediate Similarity NPC474247
0.7711 Intermediate Similarity NPC41780
0.7711 Intermediate Similarity NPC40049
0.7711 Intermediate Similarity NPC57744
0.7711 Intermediate Similarity NPC187568
0.7708 Intermediate Similarity NPC474747
0.7701 Intermediate Similarity NPC163093
0.7701 Intermediate Similarity NPC96259
0.7701 Intermediate Similarity NPC476804
0.7701 Intermediate Similarity NPC14575
0.7701 Intermediate Similarity NPC156804
0.7701 Intermediate Similarity NPC141193
0.7701 Intermediate Similarity NPC156485
0.7701 Intermediate Similarity NPC196487
0.7692 Intermediate Similarity NPC177037
0.7692 Intermediate Similarity NPC219874
0.7692 Intermediate Similarity NPC473321
0.7692 Intermediate Similarity NPC472814
0.7692 Intermediate Similarity NPC470373
0.7692 Intermediate Similarity NPC470379
0.7684 Intermediate Similarity NPC288876

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474291 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
0.7978 Intermediate Similarity NPD46 Approved
0.7978 Intermediate Similarity NPD6698 Approved
0.7582 Intermediate Similarity NPD7838 Discovery
0.7436 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD6371 Approved
0.7273 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD4225 Approved
0.7204 Intermediate Similarity NPD5785 Approved
0.7191 Intermediate Similarity NPD7154 Phase 3
0.7157 Intermediate Similarity NPD6686 Approved
0.7128 Intermediate Similarity NPD7983 Approved
0.7041 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD1694 Approved
0.7033 Intermediate Similarity NPD5363 Approved
0.7 Intermediate Similarity NPD5362 Discontinued
0.6915 Remote Similarity NPD1695 Approved
0.69 Remote Similarity NPD5344 Discontinued
0.6875 Remote Similarity NPD3197 Phase 1
0.686 Remote Similarity NPD8039 Approved
0.6848 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6789 Remote Similarity NPD7115 Discovery
0.6778 Remote Similarity NPD5369 Approved
0.6707 Remote Similarity NPD7331 Phase 2
0.6703 Remote Similarity NPD5209 Approved
0.6703 Remote Similarity NPD4269 Approved
0.6703 Remote Similarity NPD6435 Approved
0.6703 Remote Similarity NPD4270 Approved
0.6701 Remote Similarity NPD5778 Approved
0.6701 Remote Similarity NPD5779 Approved
0.67 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD4821 Approved
0.6667 Remote Similarity NPD4819 Approved
0.6667 Remote Similarity NPD4820 Approved
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4822 Approved
0.6636 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6634 Remote Similarity NPD7640 Approved
0.6634 Remote Similarity NPD7639 Approved
0.6604 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6596 Remote Similarity NPD5786 Approved
0.6585 Remote Similarity NPD7341 Phase 2
0.6574 Remote Similarity NPD6053 Discontinued
0.6562 Remote Similarity NPD6101 Approved
0.6562 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6517 Remote Similarity NPD4756 Discovery
0.6484 Remote Similarity NPD5368 Approved
0.6484 Remote Similarity NPD4252 Approved
0.6471 Remote Similarity NPD6648 Approved
0.6465 Remote Similarity NPD7748 Approved
0.6452 Remote Similarity NPD5332 Approved
0.6452 Remote Similarity NPD5331 Approved
0.6444 Remote Similarity NPD4268 Approved
0.6444 Remote Similarity NPD4271 Approved
0.6436 Remote Similarity NPD6084 Phase 2
0.6436 Remote Similarity NPD6083 Phase 2
0.6429 Remote Similarity NPD7515 Phase 2
0.6429 Remote Similarity NPD6411 Approved
0.6421 Remote Similarity NPD6684 Approved
0.6421 Remote Similarity NPD7521 Approved
0.6421 Remote Similarity NPD7334 Approved
0.6421 Remote Similarity NPD6409 Approved
0.6421 Remote Similarity NPD7146 Approved
0.6421 Remote Similarity NPD5330 Approved
0.6413 Remote Similarity NPD4790 Discontinued
0.64 Remote Similarity NPD5695 Phase 3
0.6383 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6383 Remote Similarity NPD3665 Phase 1
0.6383 Remote Similarity NPD3666 Approved
0.6383 Remote Similarity NPD3133 Approved
0.6337 Remote Similarity NPD7839 Suspended
0.633 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6289 Remote Similarity NPD6903 Approved
0.6289 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6277 Remote Similarity NPD6110 Phase 1
0.6275 Remote Similarity NPD7902 Approved
0.6273 Remote Similarity NPD8297 Approved
0.6263 Remote Similarity NPD5693 Phase 1
0.6262 Remote Similarity NPD5697 Approved
0.625 Remote Similarity NPD5279 Phase 3
0.625 Remote Similarity NPD3618 Phase 1
0.625 Remote Similarity NPD4249 Approved
0.6239 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6234 Remote Similarity NPD3172 Approved
0.6216 Remote Similarity NPD4632 Approved
0.6214 Remote Similarity NPD5696 Approved
0.6204 Remote Similarity NPD6881 Approved
0.6204 Remote Similarity NPD6899 Approved
0.6204 Remote Similarity NPD6011 Approved
0.62 Remote Similarity NPD6399 Phase 3
0.6186 Remote Similarity NPD4251 Approved
0.6186 Remote Similarity NPD7507 Approved
0.6186 Remote Similarity NPD3573 Approved
0.6186 Remote Similarity NPD4250 Approved
0.617 Remote Similarity NPD3667 Approved
0.617 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6168 Remote Similarity NPD7128 Approved
0.6168 Remote Similarity NPD5739 Approved
0.6168 Remote Similarity NPD6675 Approved
0.6168 Remote Similarity NPD6402 Approved
0.6154 Remote Similarity NPD4266 Approved
0.6154 Remote Similarity NPD3196 Approved
0.6154 Remote Similarity NPD3194 Approved
0.6154 Remote Similarity NPD3195 Phase 2
0.6147 Remote Similarity NPD6014 Approved
0.6147 Remote Similarity NPD6013 Approved
0.6147 Remote Similarity NPD6012 Approved
0.6139 Remote Similarity NPD5282 Discontinued
0.6129 Remote Similarity NPD4695 Discontinued
0.6122 Remote Similarity NPD5737 Approved
0.6122 Remote Similarity NPD6672 Approved
0.6111 Remote Similarity NPD6412 Phase 2
0.6111 Remote Similarity NPD5701 Approved
0.61 Remote Similarity NPD6079 Approved
0.6091 Remote Similarity NPD7290 Approved
0.6091 Remote Similarity NPD7102 Approved
0.6091 Remote Similarity NPD6883 Approved
0.6082 Remote Similarity NPD4519 Discontinued
0.6082 Remote Similarity NPD4623 Approved
0.6082 Remote Similarity NPD6422 Discontinued
0.6071 Remote Similarity NPD7909 Approved
0.6061 Remote Similarity NPD5370 Suspended
0.6061 Remote Similarity NPD5328 Approved
0.6061 Remote Similarity NPD4753 Phase 2
0.6055 Remote Similarity NPD7320 Approved
0.605 Remote Similarity NPD8273 Phase 1
0.6049 Remote Similarity NPD6109 Phase 1
0.6042 Remote Similarity NPD4786 Approved
0.604 Remote Similarity NPD4202 Approved
0.6038 Remote Similarity NPD7632 Discontinued
0.6036 Remote Similarity NPD6847 Approved
0.6036 Remote Similarity NPD8130 Phase 1
0.6036 Remote Similarity NPD6869 Approved
0.6036 Remote Similarity NPD6650 Approved
0.6036 Remote Similarity NPD6617 Approved
0.6036 Remote Similarity NPD6649 Approved
0.6034 Remote Similarity NPD6319 Approved
0.6033 Remote Similarity NPD7319 Approved
0.6024 Remote Similarity NPD368 Approved
0.6019 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6017 Remote Similarity NPD7829 Approved
0.6017 Remote Similarity NPD7642 Approved
0.6017 Remote Similarity NPD7830 Approved
0.6 Remote Similarity NPD4221 Approved
0.6 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD4223 Phase 3
0.6 Remote Similarity NPD6373 Approved
0.5983 Remote Similarity NPD8516 Approved
0.5983 Remote Similarity NPD8515 Approved
0.5983 Remote Similarity NPD8513 Phase 3
0.5983 Remote Similarity NPD8517 Approved
0.5982 Remote Similarity NPD6882 Approved
0.5981 Remote Similarity NPD6647 Phase 2
0.598 Remote Similarity NPD7900 Approved
0.598 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5974 Remote Similarity NPD6927 Phase 3
0.5965 Remote Similarity NPD2629 Approved
0.5963 Remote Similarity NPD5954 Clinical (unspecified phase)
0.596 Remote Similarity NPD5208 Approved
0.5952 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5949 Remote Similarity NPD3730 Approved
0.5949 Remote Similarity NPD3728 Approved
0.5946 Remote Similarity NPD6421 Discontinued
0.5941 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5941 Remote Similarity NPD7637 Suspended
0.5941 Remote Similarity NPD5284 Approved
0.5941 Remote Similarity NPD5281 Approved
0.593 Remote Similarity NPD3704 Approved
0.5922 Remote Similarity NPD4629 Approved
0.5922 Remote Similarity NPD5210 Approved
0.5918 Remote Similarity NPD5690 Phase 2
0.5914 Remote Similarity NPD3732 Approved
0.5913 Remote Similarity NPD6009 Approved
0.5909 Remote Similarity NPD5345 Clinical (unspecified phase)
0.59 Remote Similarity NPD6051 Approved
0.59 Remote Similarity NPD6673 Approved
0.59 Remote Similarity NPD6080 Approved
0.59 Remote Similarity NPD6904 Approved
0.5897 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5893 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5211 Phase 2
0.5882 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5876 Remote Similarity NPD4197 Approved
0.5875 Remote Similarity NPD342 Phase 1
0.587 Remote Similarity NPD6933 Approved
0.5865 Remote Similarity NPD5221 Approved
0.5865 Remote Similarity NPD5222 Approved
0.5865 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5862 Remote Similarity NPD7327 Approved
0.5862 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5862 Remote Similarity NPD7328 Approved
0.5862 Remote Similarity NPD7641 Discontinued
0.5859 Remote Similarity NPD7524 Approved
0.5849 Remote Similarity NPD4696 Approved
0.5849 Remote Similarity NPD5286 Approved
0.5849 Remote Similarity NPD5285 Approved

Structure

External Identifiers

PubChem CID   44584117
ChEMBL   CHEMBL464769
ZINC  

Physicochemical Properties

Molecular Weight:  318.22
ALogP:  2.253
MLogP:  3.33
XLogP:  4.283
# Rotatable Bonds:  5
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  23

Download Data

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