Natural Product: NPC304690

Natural Product ID:  NPC304690
Common Name:   (1S,4S,5E,8R,9E,11S,14S)-4,8,14-Trimethyl-11-Propan-2-Yl-15-Oxabicyclo[12.1.0]Pentadeca-5,9-Diene-4,8-Diol
IUPAC Name:   (1S,4S,5E,8R,9E,11S,14S)-4,8,14-trimethyl-11-propan-2-yl-15-oxabicyclo[12.1.0]pentadeca-5,9-diene-4,8-diol
Synonyms:  
Molecular Formula:   C20H34O3
Standard InCHIKey:  QRMNRAACAJROBR-JYOVSBJDSA-N
Standard InCHI:  InChI=1S/C20H34O3/c1-15(2)16-7-12-18(3,21)10-6-11-19(4,22)13-9-17-20(5,23-17)14-8-16/h6-7,11-12,15-17,21-22H,8-10,13-14H2,1-5H3/b11-6+,12-7+/t16-,17-,18+,19+,20-/m0/s1
Canonical SMILES:  CC([C@H]1/C=C/[C@](C)(O)C/C=C/[C@@](CC[C@H]2[C@@](CC1)(C)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
NPO33233 sarcophyton sp. Species NA Eukaryota Australia PMID[12193019]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1315 Individual Protein Adenosine A1 receptor Rattus norvegicus IC50 = 300000 nM 20804165

  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 NPC304690 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 NPC74722
0.8955 High Similarity NPC305698
0.8806 High Similarity NPC259299
0.8611 High Similarity NPC268111
0.8551 High Similarity NPC239373
0.8551 High Similarity NPC329989
0.8529 High Similarity NPC73603
0.8493 Intermediate Similarity NPC476703
0.8356 Intermediate Similarity NPC170148
0.8333 Intermediate Similarity NPC190859
0.8194 Intermediate Similarity NPC329763
0.8194 Intermediate Similarity NPC476709
0.8133 Intermediate Similarity NPC477089
0.8088 Intermediate Similarity NPC300593
0.803 Intermediate Similarity NPC122239
0.8 Intermediate Similarity NPC84360
0.7941 Intermediate Similarity NPC473508
0.7879 Intermediate Similarity NPC226848
0.7867 Intermediate Similarity NPC271070
0.7857 Intermediate Similarity NPC311736
0.7857 Intermediate Similarity NPC267027
0.7838 Intermediate Similarity NPC471525
0.7792 Intermediate Similarity NPC476701
0.7763 Intermediate Similarity NPC471454
0.7763 Intermediate Similarity NPC476439
0.7761 Intermediate Similarity NPC475931
0.7746 Intermediate Similarity NPC163290
0.7722 Intermediate Similarity NPC259858
0.7714 Intermediate Similarity NPC308844
0.7711 Intermediate Similarity NPC128066
0.7692 Intermediate Similarity NPC223604
0.7671 Intermediate Similarity NPC129630
0.7671 Intermediate Similarity NPC470041
0.7662 Intermediate Similarity NPC137345
0.7662 Intermediate Similarity NPC181838
0.7662 Intermediate Similarity NPC68119
0.7662 Intermediate Similarity NPC13823
0.7647 Intermediate Similarity NPC99487
0.7639 Intermediate Similarity NPC224532
0.7632 Intermediate Similarity NPC236228
0.7632 Intermediate Similarity NPC256720
0.7619 Intermediate Similarity NPC191323
0.7612 Intermediate Similarity NPC181872
0.7595 Intermediate Similarity NPC471661
0.7568 Intermediate Similarity NPC477084
0.7564 Intermediate Similarity NPC471537
0.7534 Intermediate Similarity NPC269841
0.75 Intermediate Similarity NPC12696
0.75 Intermediate Similarity NPC477390
0.75 Intermediate Similarity NPC82337
0.75 Intermediate Similarity NPC113639
0.75 Intermediate Similarity NPC477385
0.7468 Intermediate Similarity NPC474739
0.7468 Intermediate Similarity NPC96362
0.7467 Intermediate Similarity NPC477085
0.7465 Intermediate Similarity NPC471200
0.7465 Intermediate Similarity NPC61503
0.7436 Intermediate Similarity NPC475980
0.7436 Intermediate Similarity NPC476314
0.7432 Intermediate Similarity NPC4299
0.7429 Intermediate Similarity NPC50435
0.7407 Intermediate Similarity NPC231601
0.7397 Intermediate Similarity NPC471238
0.7391 Intermediate Similarity NPC127824
0.7391 Intermediate Similarity NPC66020
0.7375 Intermediate Similarity NPC476646
0.7375 Intermediate Similarity NPC112868
0.7375 Intermediate Similarity NPC474894
0.7368 Intermediate Similarity NPC144995
0.7368 Intermediate Similarity NPC306727
0.7368 Intermediate Similarity NPC227814
0.7353 Intermediate Similarity NPC155025
0.7349 Intermediate Similarity NPC255143
0.7349 Intermediate Similarity NPC311163
0.7342 Intermediate Similarity NPC233295
0.7342 Intermediate Similarity NPC86971
0.7333 Intermediate Similarity NPC471272
0.7333 Intermediate Similarity NPC472254
0.7333 Intermediate Similarity NPC477086
0.7333 Intermediate Similarity NPC471662
0.7333 Intermediate Similarity NPC477087
0.7324 Intermediate Similarity NPC309300
0.7324 Intermediate Similarity NPC287744
0.7324 Intermediate Similarity NPC140233
0.7317 Intermediate Similarity NPC160517
0.7317 Intermediate Similarity NPC78673
0.7317 Intermediate Similarity NPC186155
0.7308 Intermediate Similarity NPC477425
0.7308 Intermediate Similarity NPC477427
0.7308 Intermediate Similarity NPC474826
0.7308 Intermediate Similarity NPC40049
0.7308 Intermediate Similarity NPC476007
0.7308 Intermediate Similarity NPC477426
0.7297 Intermediate Similarity NPC472947
0.7297 Intermediate Similarity NPC16964
0.7297 Intermediate Similarity NPC144647
0.7297 Intermediate Similarity NPC471560
0.7297 Intermediate Similarity NPC101622
0.7294 Intermediate Similarity NPC115607
0.7294 Intermediate Similarity NPC49783
0.7286 Intermediate Similarity NPC68679
0.7286 Intermediate Similarity NPC207007
0.7286 Intermediate Similarity NPC225342
0.7286 Intermediate Similarity NPC321867
0.7284 Intermediate Similarity NPC472465
0.7273 Intermediate Similarity NPC93213
0.7273 Intermediate Similarity NPC23231
0.7273 Intermediate Similarity NPC32832
0.7273 Intermediate Similarity NPC60818
0.726 Intermediate Similarity NPC472255
0.726 Intermediate Similarity NPC472253
0.726 Intermediate Similarity NPC114651
0.725 Intermediate Similarity NPC474592
0.7246 Intermediate Similarity NPC143810
0.7246 Intermediate Similarity NPC83838
0.7237 Intermediate Similarity NPC130665
0.7229 Intermediate Similarity NPC298595
0.7222 Intermediate Similarity NPC250836
0.7222 Intermediate Similarity NPC19569
0.7215 Intermediate Similarity NPC4436
0.7209 Intermediate Similarity NPC3952
0.72 Intermediate Similarity NPC34834
0.7195 Intermediate Similarity NPC475789
0.7191 Intermediate Similarity NPC210717
0.7191 Intermediate Similarity NPC103165
0.7188 Intermediate Similarity NPC131623
0.7179 Intermediate Similarity NPC476607
0.7179 Intermediate Similarity NPC301525
0.7179 Intermediate Similarity NPC329626
0.7179 Intermediate Similarity NPC253190
0.7179 Intermediate Similarity NPC310643
0.7179 Intermediate Similarity NPC265588
0.7162 Intermediate Similarity NPC272961
0.716 Intermediate Similarity NPC315731
0.716 Intermediate Similarity NPC471270
0.716 Intermediate Similarity NPC249423
0.7143 Intermediate Similarity NPC281316
0.7143 Intermediate Similarity NPC240506
0.7143 Intermediate Similarity NPC61527
0.7143 Intermediate Similarity NPC471659
0.7143 Intermediate Similarity NPC477389
0.7143 Intermediate Similarity NPC258788
0.7143 Intermediate Similarity NPC477387
0.7126 Intermediate Similarity NPC476705
0.7125 Intermediate Similarity NPC55304
0.7125 Intermediate Similarity NPC139712
0.7125 Intermediate Similarity NPC325869
0.7125 Intermediate Similarity NPC226226
0.7123 Intermediate Similarity NPC272125
0.7123 Intermediate Similarity NPC326310
0.7123 Intermediate Similarity NPC202017
0.7111 Intermediate Similarity NPC261807
0.7108 Intermediate Similarity NPC474047
0.7108 Intermediate Similarity NPC83702
0.7108 Intermediate Similarity NPC102048
0.7105 Intermediate Similarity NPC23954
0.7105 Intermediate Similarity NPC306085
0.7105 Intermediate Similarity NPC471660
0.7093 Intermediate Similarity NPC97103
0.7089 Intermediate Similarity NPC91594
0.7089 Intermediate Similarity NPC186109
0.7073 Intermediate Similarity NPC50964
0.7073 Intermediate Similarity NPC145963
0.7067 Intermediate Similarity NPC329656
0.7059 Intermediate Similarity NPC477388
0.7059 Intermediate Similarity NPC24443
0.7059 Intermediate Similarity NPC477386
0.7059 Intermediate Similarity NPC274396
0.7059 Intermediate Similarity NPC474765
0.7045 Intermediate Similarity NPC119379
0.7042 Intermediate Similarity NPC210346
0.7042 Intermediate Similarity NPC475251
0.7042 Intermediate Similarity NPC63111
0.7037 Intermediate Similarity NPC471266
0.7037 Intermediate Similarity NPC324772
0.7037 Intermediate Similarity NPC95124
0.7037 Intermediate Similarity NPC236707
0.7037 Intermediate Similarity NPC190008
0.7027 Intermediate Similarity NPC69649
0.7027 Intermediate Similarity NPC68703
0.7027 Intermediate Similarity NPC136813
0.7027 Intermediate Similarity NPC477791
0.7024 Intermediate Similarity NPC471494
0.7013 Intermediate Similarity NPC220939
0.7013 Intermediate Similarity NPC265485
0.7011 Intermediate Similarity NPC472466
0.7011 Intermediate Similarity NPC473448
0.7 Intermediate Similarity NPC57664
0.7 Intermediate Similarity NPC474005
0.7 Intermediate Similarity NPC83351
0.7 Intermediate Similarity NPC470944
0.7 Intermediate Similarity NPC167891
0.6988 Remote Similarity NPC250315
0.6988 Remote Similarity NPC23748
0.6988 Remote Similarity NPC49208
0.6986 Remote Similarity NPC469326
0.6986 Remote Similarity NPC205618
0.6986 Remote Similarity NPC261782
0.6986 Remote Similarity NPC473722
0.6974 Remote Similarity NPC471781

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC304690 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
0.7317 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7286 Intermediate Similarity NPD368 Approved
0.7195 Intermediate Similarity NPD6695 Phase 3
0.7037 Intermediate Similarity NPD4820 Approved
0.7037 Intermediate Similarity NPD7332 Phase 2
0.7037 Intermediate Similarity NPD6930 Phase 2
0.7037 Intermediate Similarity NPD6931 Approved
0.7037 Intermediate Similarity NPD7514 Phase 3
0.7037 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD4819 Approved
0.7037 Intermediate Similarity NPD4821 Approved
0.7037 Intermediate Similarity NPD4822 Approved
0.7011 Intermediate Similarity NPD7838 Discovery
0.6951 Remote Similarity NPD6902 Approved
0.6914 Remote Similarity NPD6929 Approved
0.6882 Remote Similarity NPD5344 Discontinued
0.686 Remote Similarity NPD7750 Discontinued
0.686 Remote Similarity NPD7524 Approved
0.686 Remote Similarity NPD4251 Approved
0.686 Remote Similarity NPD4250 Approved
0.6835 Remote Similarity NPD8264 Approved
0.679 Remote Similarity NPD4268 Approved
0.679 Remote Similarity NPD4271 Approved
0.679 Remote Similarity NPD7145 Approved
0.679 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6648 Approved
0.6757 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4249 Approved
0.6709 Remote Similarity NPD6924 Approved
0.6709 Remote Similarity NPD6926 Approved
0.6667 Remote Similarity NPD5776 Phase 2
0.6667 Remote Similarity NPD342 Phase 1
0.6667 Remote Similarity NPD5779 Approved
0.6667 Remote Similarity NPD6932 Approved
0.6667 Remote Similarity NPD6925 Approved
0.6667 Remote Similarity NPD5778 Approved
0.6629 Remote Similarity NPD6698 Approved
0.6629 Remote Similarity NPD46 Approved
0.6628 Remote Similarity NPD6893 Approved
0.6588 Remote Similarity NPD5362 Discontinued
0.6588 Remote Similarity NPD7154 Phase 3
0.6582 Remote Similarity NPD4732 Discontinued
0.6556 Remote Similarity NPD7087 Discontinued
0.6556 Remote Similarity NPD7983 Approved
0.6548 Remote Similarity NPD6898 Phase 1
0.6543 Remote Similarity NPD6933 Approved
0.6477 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4270 Approved
0.6471 Remote Similarity NPD4269 Approved
0.6444 Remote Similarity NPD3168 Discontinued
0.6429 Remote Similarity NPD7509 Discontinued
0.6395 Remote Similarity NPD5332 Approved
0.6395 Remote Similarity NPD5331 Approved
0.6386 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6374 Remote Similarity NPD7637 Suspended
0.6364 Remote Similarity NPD5786 Approved
0.6353 Remote Similarity NPD4790 Discontinued
0.6353 Remote Similarity NPD5369 Approved
0.6329 Remote Similarity NPD7143 Approved
0.6329 Remote Similarity NPD7144 Approved
0.6316 Remote Similarity NPD8029 Clinical (unspecified phase)
0.631 Remote Similarity NPD6683 Phase 2
0.6279 Remote Similarity NPD6435 Approved
0.625 Remote Similarity NPD6082 Clinical (unspecified phase)
0.625 Remote Similarity NPD7151 Approved
0.625 Remote Similarity NPD7150 Approved
0.625 Remote Similarity NPD7152 Approved
0.625 Remote Similarity NPD5363 Approved
0.6237 Remote Similarity NPD5282 Discontinued
0.6235 Remote Similarity NPD7525 Registered
0.6235 Remote Similarity NPD4252 Approved
0.622 Remote Similarity NPD7339 Approved
0.622 Remote Similarity NPD6942 Approved
0.6203 Remote Similarity NPD6922 Approved
0.6203 Remote Similarity NPD6923 Approved
0.6154 Remote Similarity NPD1695 Approved
0.6145 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6118 Remote Similarity NPD7645 Phase 2
0.6105 Remote Similarity NPD7839 Suspended
0.6098 Remote Similarity NPD4785 Approved
0.6098 Remote Similarity NPD4784 Approved
0.6087 Remote Similarity NPD5785 Approved
0.6061 Remote Similarity NPD4265 Approved
0.6047 Remote Similarity NPD5368 Approved
0.6029 Remote Similarity NPD9410 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6371 Approved
0.6 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5978 Remote Similarity NPD6101 Approved
0.5978 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5949 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5946 Remote Similarity NPD585 Clinical (unspecified phase)
0.5941 Remote Similarity NPD5357 Phase 1
0.5918 Remote Similarity NPD7639 Approved
0.5918 Remote Similarity NPD7640 Approved
0.5914 Remote Similarity NPD7136 Phase 2
0.589 Remote Similarity NPD4219 Approved
0.5889 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5854 Remote Similarity NPD4243 Approved
0.5851 Remote Similarity NPD6411 Approved
0.5843 Remote Similarity NPD6110 Phase 1
0.5823 Remote Similarity NPD7331 Phase 2
0.5816 Remote Similarity NPD7638 Approved
0.581 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5370 Suspended
0.58 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6399 Phase 3
0.5778 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5778 Remote Similarity NPD4786 Approved
0.5773 Remote Similarity NPD4792 Clinical (unspecified phase)
0.573 Remote Similarity NPD3667 Approved
0.5696 Remote Similarity NPD7341 Phase 2
0.5684 Remote Similarity NPD4810 Clinical (unspecified phase)
0.567 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5657 Remote Similarity NPD4225 Approved
0.5652 Remote Similarity NPD4519 Discontinued
0.5652 Remote Similarity NPD4623 Approved
0.5647 Remote Similarity NPD8039 Approved
0.5641 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5638 Remote Similarity NPD6051 Approved
0.5631 Remote Similarity NPD6640 Phase 3
0.5607 Remote Similarity NPD6053 Discontinued

Structure

External Identifiers

PubChem CID   10064750
ChEMBL   CHEMBL485456
ZINC  

Physicochemical Properties

Molecular Weight:  322.25
ALogP:  1.0823
MLogP:  3.33
XLogP:  3.839
# Rotatable Bonds:  8
Polar Surface Area:  52.99
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# 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