Natural Product: NPC471490

Natural Product ID:  NPC471490
Common Name:   Spicatolide E
IUPAC Name:  
Synonyms:   spicatolide E
Molecular Formula:   C21H28O8
Standard InCHIKey:  KQQVPPZTGZRRJD-FXCQTAGDSA-N
Standard InCHI:  InChI=1S/C21H28O8/c1-6-12(2)17(22)27-15-10-20(4,24)21(25)8-7-19(3,29-21)9-14-16(15)13(11-26-5)18(23)28-14/h6,9,15,24-25H,7-8,10-11H2,1-5H3/b12-6+,14-9+/t15-,19+,20-,21-/m0/s1
Canonical SMILES:  COCC1=C2[C@@H](OC(=O)/C(=C/C)/C)C[C@](C)(O)[C@]3(O[C@](/C=C2/OC1=O)(C)CC3)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
NPO32710 pseudoelephantopus spicatus Species NA NA PMID[17970595]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 5 ug/ml 9051914
NPT65 Cell Line HepG2 Homo sapiens IC50 > 5 ug/ml 8676127
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 5 ug/ml 11374948

  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 NPC471490 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
0.9778 High Similarity NPC471492
0.9565 High Similarity NPC2666
0.9457 High Similarity NPC473333
0.9231 High Similarity NPC175842
0.9231 High Similarity NPC32494
0.8925 High Similarity NPC59646
0.883 High Similarity NPC470521
0.8804 High Similarity NPC64913
0.8804 High Similarity NPC242877
0.871 High Similarity NPC3436
0.8617 High Similarity NPC470520
0.8602 High Similarity NPC225283
0.8447 Intermediate Similarity NPC38154
0.8367 Intermediate Similarity NPC471462
0.8333 Intermediate Similarity NPC471483
0.8298 Intermediate Similarity NPC260343
0.8283 Intermediate Similarity NPC187268
0.8061 Intermediate Similarity NPC474338
0.8041 Intermediate Similarity NPC158061
0.8039 Intermediate Similarity NPC197835
0.8039 Intermediate Similarity NPC303653
0.8039 Intermediate Similarity NPC189609
0.8039 Intermediate Similarity NPC140591
0.8039 Intermediate Similarity NPC291500
0.79 Intermediate Similarity NPC288350
0.79 Intermediate Similarity NPC301596
0.79 Intermediate Similarity NPC173329
0.79 Intermediate Similarity NPC299396
0.7895 Intermediate Similarity NPC204048
0.7879 Intermediate Similarity NPC256368
0.78 Intermediate Similarity NPC471141
0.7778 Intermediate Similarity NPC476300
0.7767 Intermediate Similarity NPC219038
0.7767 Intermediate Similarity NPC98859
0.7767 Intermediate Similarity NPC4637
0.7755 Intermediate Similarity NPC177668
0.7745 Intermediate Similarity NPC203627
0.7723 Intermediate Similarity NPC172998
0.7692 Intermediate Similarity NPC149371
0.7692 Intermediate Similarity NPC471599
0.7653 Intermediate Similarity NPC133450
0.7624 Intermediate Similarity NPC36954
0.7624 Intermediate Similarity NPC234339
0.7624 Intermediate Similarity NPC273197
0.7604 Intermediate Similarity NPC130030
0.76 Intermediate Similarity NPC81419
0.76 Intermediate Similarity NPC238090
0.76 Intermediate Similarity NPC179746
0.76 Intermediate Similarity NPC472195
0.76 Intermediate Similarity NPC472196
0.76 Intermediate Similarity NPC475098
0.76 Intermediate Similarity NPC189651
0.76 Intermediate Similarity NPC475912
0.7596 Intermediate Similarity NPC474339
0.7596 Intermediate Similarity NPC164598
0.7596 Intermediate Similarity NPC47880
0.7576 Intermediate Similarity NPC474323
0.7576 Intermediate Similarity NPC51004
0.7576 Intermediate Similarity NPC118078
0.7576 Intermediate Similarity NPC206614
0.7576 Intermediate Similarity NPC80875
0.7576 Intermediate Similarity NPC473904
0.7573 Intermediate Similarity NPC475068
0.7573 Intermediate Similarity NPC473326
0.7573 Intermediate Similarity NPC151093
0.7573 Intermediate Similarity NPC471144
0.757 Intermediate Similarity NPC26617
0.7551 Intermediate Similarity NPC280621
0.7551 Intermediate Similarity NPC233551
0.7551 Intermediate Similarity NPC48338
0.7551 Intermediate Similarity NPC20339
0.7551 Intermediate Similarity NPC40376
0.7551 Intermediate Similarity NPC21208
0.7549 Intermediate Similarity NPC279621
0.7549 Intermediate Similarity NPC230800
0.7547 Intermediate Similarity NPC100487
0.7526 Intermediate Similarity NPC311163
0.7526 Intermediate Similarity NPC469483
0.7525 Intermediate Similarity NPC159698
0.75 Intermediate Similarity NPC30515
0.75 Intermediate Similarity NPC12172
0.75 Intermediate Similarity NPC244878
0.75 Intermediate Similarity NPC288876
0.75 Intermediate Similarity NPC473807
0.75 Intermediate Similarity NPC184463
0.75 Intermediate Similarity NPC208886
0.7477 Intermediate Similarity NPC239961
0.7475 Intermediate Similarity NPC14901
0.7475 Intermediate Similarity NPC139418
0.7475 Intermediate Similarity NPC307411
0.7475 Intermediate Similarity NPC130359
0.7475 Intermediate Similarity NPC473564
0.7453 Intermediate Similarity NPC472755
0.7453 Intermediate Similarity NPC475945
0.7453 Intermediate Similarity NPC475871
0.7451 Intermediate Similarity NPC475659
0.7451 Intermediate Similarity NPC14961
0.7451 Intermediate Similarity NPC471142
0.7451 Intermediate Similarity NPC270013
0.7451 Intermediate Similarity NPC220221
0.7449 Intermediate Similarity NPC475037
0.7449 Intermediate Similarity NPC160138
0.7449 Intermediate Similarity NPC178215
0.7429 Intermediate Similarity NPC474742
0.7429 Intermediate Similarity NPC473332
0.7429 Intermediate Similarity NPC20673
0.7426 Intermediate Similarity NPC32862
0.7426 Intermediate Similarity NPC272293
0.7426 Intermediate Similarity NPC40821
0.7426 Intermediate Similarity NPC212486
0.7426 Intermediate Similarity NPC156553
0.7423 Intermediate Similarity NPC477014
0.7423 Intermediate Similarity NPC477013
0.7423 Intermediate Similarity NPC329615
0.7423 Intermediate Similarity NPC120398
0.7423 Intermediate Similarity NPC471567
0.7423 Intermediate Similarity NPC11804
0.7423 Intermediate Similarity NPC475034
0.7423 Intermediate Similarity NPC329838
0.7423 Intermediate Similarity NPC471494
0.7407 Intermediate Similarity NPC477513
0.7407 Intermediate Similarity NPC254538
0.7407 Intermediate Similarity NPC474285
0.7404 Intermediate Similarity NPC161855
0.74 Intermediate Similarity NPC239517
0.74 Intermediate Similarity NPC476004
0.74 Intermediate Similarity NPC474761
0.74 Intermediate Similarity NPC474232
0.74 Intermediate Similarity NPC473448
0.7387 Intermediate Similarity NPC66108
0.7383 Intermediate Similarity NPC474741
0.7383 Intermediate Similarity NPC203659
0.7383 Intermediate Similarity NPC474917
0.7379 Intermediate Similarity NPC472995
0.7379 Intermediate Similarity NPC473859
0.7379 Intermediate Similarity NPC476315
0.7374 Intermediate Similarity NPC202672
0.7374 Intermediate Similarity NPC89001
0.7374 Intermediate Similarity NPC320458
0.7374 Intermediate Similarity NPC473905
0.7368 Intermediate Similarity NPC184208
0.7368 Intermediate Similarity NPC8538
0.7368 Intermediate Similarity NPC474894
0.7358 Intermediate Similarity NPC471148
0.7358 Intermediate Similarity NPC86077
0.7358 Intermediate Similarity NPC472754
0.7358 Intermediate Similarity NPC474747
0.7353 Intermediate Similarity NPC474035
0.7353 Intermediate Similarity NPC473330
0.7353 Intermediate Similarity NPC474247
0.7353 Intermediate Similarity NPC81386
0.7353 Intermediate Similarity NPC140543
0.7353 Intermediate Similarity NPC473316
0.7353 Intermediate Similarity NPC477131
0.7347 Intermediate Similarity NPC240695
0.7347 Intermediate Similarity NPC134865
0.7347 Intermediate Similarity NPC231096
0.7347 Intermediate Similarity NPC103523
0.7347 Intermediate Similarity NPC232555
0.7347 Intermediate Similarity NPC107717
0.7347 Intermediate Similarity NPC475581
0.7347 Intermediate Similarity NPC162071
0.7347 Intermediate Similarity NPC477015
0.7347 Intermediate Similarity NPC171174
0.7347 Intermediate Similarity NPC62118
0.7347 Intermediate Similarity NPC142117
0.7347 Intermediate Similarity NPC114694
0.7347 Intermediate Similarity NPC61527
0.7339 Intermediate Similarity NPC181994
0.7339 Intermediate Similarity NPC475960
0.7339 Intermediate Similarity NPC193765
0.7333 Intermediate Similarity NPC475053
0.7327 Intermediate Similarity NPC327760
0.7321 Intermediate Similarity NPC287075
0.732 Intermediate Similarity NPC156804
0.732 Intermediate Similarity NPC475706
0.732 Intermediate Similarity NPC163093
0.7315 Intermediate Similarity NPC223450
0.7315 Intermediate Similarity NPC82251
0.7308 Intermediate Similarity NPC120299
0.7308 Intermediate Similarity NPC153559
0.7308 Intermediate Similarity NPC475332
0.7308 Intermediate Similarity NPC266842
0.7308 Intermediate Similarity NPC218064
0.7308 Intermediate Similarity NPC472998
0.7308 Intermediate Similarity NPC40812
0.7308 Intermediate Similarity NPC199099
0.73 Intermediate Similarity NPC40066
0.73 Intermediate Similarity NPC91067
0.73 Intermediate Similarity NPC318963
0.73 Intermediate Similarity NPC295312
0.73 Intermediate Similarity NPC20621
0.73 Intermediate Similarity NPC477016
0.73 Intermediate Similarity NPC473504
0.73 Intermediate Similarity NPC81778
0.73 Intermediate Similarity NPC477011
0.73 Intermediate Similarity NPC477017
0.73 Intermediate Similarity NPC42598
0.73 Intermediate Similarity NPC93794
0.7292 Intermediate Similarity NPC475046

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471490 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
0.7938 Intermediate Similarity NPD7838 Discovery
0.757 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD46 Approved
0.7228 Intermediate Similarity NPD6698 Approved
0.7157 Intermediate Similarity NPD7983 Approved
0.7027 Intermediate Similarity NPD6686 Approved
0.6916 Remote Similarity NPD4225 Approved
0.6903 Remote Similarity NPD6371 Approved
0.6852 Remote Similarity NPD6648 Approved
0.6789 Remote Similarity NPD5344 Discontinued
0.675 Remote Similarity NPD7503 Approved
0.6698 Remote Similarity NPD5282 Discontinued
0.6696 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4249 Approved
0.6636 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6612 Remote Similarity NPD8515 Approved
0.6612 Remote Similarity NPD8516 Approved
0.6612 Remote Similarity NPD8517 Approved
0.6612 Remote Similarity NPD8513 Phase 3
0.6602 Remote Similarity NPD4251 Approved
0.6602 Remote Similarity NPD4250 Approved
0.6569 Remote Similarity NPD1733 Clinical (unspecified phase)
0.65 Remote Similarity NPD7328 Approved
0.65 Remote Similarity NPD7327 Approved
0.6476 Remote Similarity NPD1695 Approved
0.6475 Remote Similarity NPD8033 Approved
0.6471 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6446 Remote Similarity NPD7516 Approved
0.6422 Remote Similarity NPD7839 Suspended
0.6393 Remote Similarity NPD8294 Approved
0.6393 Remote Similarity NPD8377 Approved
0.6378 Remote Similarity NPD7319 Approved
0.6371 Remote Similarity NPD7829 Approved
0.6371 Remote Similarity NPD7830 Approved
0.6356 Remote Similarity NPD6053 Discontinued
0.6349 Remote Similarity NPD8074 Phase 3
0.6341 Remote Similarity NPD8380 Approved
0.6341 Remote Similarity NPD8296 Approved
0.6341 Remote Similarity NPD8335 Approved
0.6341 Remote Similarity NPD8379 Approved
0.6341 Remote Similarity NPD8378 Approved
0.6304 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5779 Approved
0.6296 Remote Similarity NPD5778 Approved
0.6288 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5209 Approved
0.627 Remote Similarity NPD7507 Approved
0.6214 Remote Similarity NPD7154 Phase 3
0.6204 Remote Similarity NPD7637 Suspended
0.6148 Remote Similarity NPD7500 Approved
0.6148 Remote Similarity NPD7505 Discontinued
0.6142 Remote Similarity NPD8451 Approved
0.6111 Remote Similarity NPD7642 Approved
0.6111 Remote Similarity NPD5785 Approved
0.6102 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6095 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6094 Remote Similarity NPD8448 Approved
0.608 Remote Similarity NPD8444 Approved
0.605 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6032 Remote Similarity NPD8080 Discontinued
0.6018 Remote Similarity NPD7638 Approved
0.6016 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6016 Remote Similarity NPD7115 Discovery
0.6016 Remote Similarity NPD8273 Phase 1
0.6 Remote Similarity NPD2204 Approved
0.5981 Remote Similarity NPD7524 Approved
0.5968 Remote Similarity NPD7641 Discontinued
0.5965 Remote Similarity NPD7640 Approved
0.5965 Remote Similarity NPD7639 Approved
0.5962 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5954 Remote Similarity NPD8390 Approved
0.5954 Remote Similarity NPD8392 Approved
0.5954 Remote Similarity NPD8391 Approved
0.595 Remote Similarity NPD969 Suspended
0.5943 Remote Similarity NPD5363 Approved
0.5941 Remote Similarity NPD4756 Discovery
0.5938 Remote Similarity NPD8340 Approved
0.5938 Remote Similarity NPD8342 Approved
0.5938 Remote Similarity NPD7492 Approved
0.5938 Remote Similarity NPD8341 Approved
0.5938 Remote Similarity NPD8299 Approved
0.5922 Remote Similarity NPD4820 Approved
0.5922 Remote Similarity NPD4819 Approved
0.5922 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5922 Remote Similarity NPD4822 Approved
0.5922 Remote Similarity NPD4821 Approved
0.5891 Remote Similarity NPD6616 Approved
0.5873 Remote Similarity NPD6319 Approved
0.5873 Remote Similarity NPD6054 Approved
0.5872 Remote Similarity NPD6101 Approved
0.5872 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5849 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5846 Remote Similarity NPD7078 Approved
0.5827 Remote Similarity NPD6015 Approved
0.5827 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5827 Remote Similarity NPD6016 Approved
0.5802 Remote Similarity NPD7736 Approved
0.5798 Remote Similarity NPD6412 Phase 2
0.5798 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5789 Remote Similarity NPD7260 Phase 2
0.5785 Remote Similarity NPD2067 Discontinued
0.5781 Remote Similarity NPD5988 Approved
0.5781 Remote Similarity NPD6370 Approved
0.5766 Remote Similarity NPD6411 Approved
0.5755 Remote Similarity NPD5362 Discontinued
0.5755 Remote Similarity NPD6110 Phase 1
0.5755 Remote Similarity NPD6695 Phase 3
0.5748 Remote Similarity NPD6059 Approved
0.5746 Remote Similarity NPD6845 Suspended
0.5738 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5728 Remote Similarity NPD4268 Approved
0.5728 Remote Similarity NPD4271 Approved
0.5725 Remote Similarity NPD8293 Discontinued
0.5714 Remote Similarity NPD4211 Phase 1
0.5714 Remote Similarity NPD5369 Approved
0.5676 Remote Similarity NPD3168 Discontinued
0.566 Remote Similarity NPD4269 Approved
0.566 Remote Similarity NPD4270 Approved
0.5648 Remote Similarity NPD1694 Approved
0.5645 Remote Similarity NPD8133 Approved
0.5625 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5615 Remote Similarity NPD8328 Phase 3
0.5607 Remote Similarity NPD5332 Approved
0.5607 Remote Similarity NPD5331 Approved

Structure

External Identifiers

PubChem CID   44445360
ChEMBL   CHEMBL252916
ZINC  

Physicochemical Properties

Molecular Weight:  408.18
ALogP:  0.6562
MLogP:  2.89
XLogP:  1.616
# Rotatable Bonds:  12
Polar Surface Area:  111.52
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  29

Download Data

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Biological Activities  
Similar NPs/Drugs