Natural Product: NPC473334

Natural Product ID:  NPC473334
Common Name:   Spicatolide F
IUPAC Name:  
Synonyms:   spicatolide F
Molecular Formula:   C16H22O7
Standard InCHIKey:  NUZJLAKIDYZHSP-UGGSBELWSA-N
Standard InCHI:  InChI=1S/C16H22O7/c1-14(20)5-4-11(18)15(2)6-10(17)12-9(7-21-3)13(19)22-16(12,8-14)23-15/h10,17,20H,4-8H2,1-3H3/t10-,14+,15+,16-/m0/s1
Canonical SMILES:  COCC1=C2[C@@H](O)C[C@]3(O[C@@]2(OC1=O)C[C@](C)(O)CCC3=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
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
NPT2 Others Unspecified IC50 = 3.2 ug/ml 21131198
NPT81 Cell Line A549 Homo sapiens IC50 > 5 ug/ml 19361174
NPT65 Cell Line HepG2 Homo sapiens IC50 > 5 ug/ml 18260613
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 5 ug/ml 16643039
NPT83 Cell Line MCF7 Homo sapiens IC50 = 2.4 ug/ml 9514014

  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 NPC473334 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
0.9663 High Similarity NPC471496
0.82 Intermediate Similarity NPC313569
0.7857 Intermediate Similarity NPC469632
0.78 Intermediate Similarity NPC218064
0.7755 Intermediate Similarity NPC471483
0.7684 Intermediate Similarity NPC261721
0.7677 Intermediate Similarity NPC121825
0.767 Intermediate Similarity NPC303653
0.767 Intermediate Similarity NPC189609
0.767 Intermediate Similarity NPC197835
0.767 Intermediate Similarity NPC291500
0.767 Intermediate Similarity NPC140591
0.7624 Intermediate Similarity NPC471462
0.7624 Intermediate Similarity NPC266842
0.7619 Intermediate Similarity NPC472751
0.7619 Intermediate Similarity NPC472749
0.76 Intermediate Similarity NPC227494
0.7596 Intermediate Similarity NPC472747
0.7596 Intermediate Similarity NPC472750
0.7576 Intermediate Similarity NPC469692
0.7576 Intermediate Similarity NPC469645
0.7573 Intermediate Similarity NPC474339
0.7573 Intermediate Similarity NPC164598
0.7525 Intermediate Similarity NPC17578
0.7525 Intermediate Similarity NPC230800
0.7525 Intermediate Similarity NPC240673
0.7524 Intermediate Similarity NPC472748
0.75 Intermediate Similarity NPC89408
0.75 Intermediate Similarity NPC474338
0.7477 Intermediate Similarity NPC322903
0.7451 Intermediate Similarity NPC40812
0.7449 Intermediate Similarity NPC205548
0.7449 Intermediate Similarity NPC295312
0.7429 Intermediate Similarity NPC475871
0.7429 Intermediate Similarity NPC472755
0.7429 Intermediate Similarity NPC475945
0.7423 Intermediate Similarity NPC197333
0.7423 Intermediate Similarity NPC160138
0.7416 Intermediate Similarity NPC144419
0.7407 Intermediate Similarity NPC38154
0.7404 Intermediate Similarity NPC133907
0.7404 Intermediate Similarity NPC474742
0.7404 Intermediate Similarity NPC472753
0.7404 Intermediate Similarity NPC185141
0.7404 Intermediate Similarity NPC128733
0.7404 Intermediate Similarity NPC201718
0.7404 Intermediate Similarity NPC46998
0.7404 Intermediate Similarity NPC110443
0.74 Intermediate Similarity NPC228451
0.74 Intermediate Similarity NPC475838
0.74 Intermediate Similarity NPC125674
0.7396 Intermediate Similarity NPC261380
0.7396 Intermediate Similarity NPC471223
0.7396 Intermediate Similarity NPC67081
0.7379 Intermediate Similarity NPC255592
0.7379 Intermediate Similarity NPC187268
0.7379 Intermediate Similarity NPC83895
0.7379 Intermediate Similarity NPC261377
0.7379 Intermediate Similarity NPC187761
0.7379 Intermediate Similarity NPC308567
0.7374 Intermediate Similarity NPC71533
0.7374 Intermediate Similarity NPC179394
0.7374 Intermediate Similarity NPC475855
0.7374 Intermediate Similarity NPC106510
0.7374 Intermediate Similarity NPC473448
0.7374 Intermediate Similarity NPC144133
0.7368 Intermediate Similarity NPC69469
0.7358 Intermediate Similarity NPC474917
0.7358 Intermediate Similarity NPC472756
0.7347 Intermediate Similarity NPC469653
0.7347 Intermediate Similarity NPC471047
0.7347 Intermediate Similarity NPC469628
0.7347 Intermediate Similarity NPC475906
0.7347 Intermediate Similarity NPC469631
0.7333 Intermediate Similarity NPC471148
0.7333 Intermediate Similarity NPC474747
0.7333 Intermediate Similarity NPC149371
0.7333 Intermediate Similarity NPC472754
0.7333 Intermediate Similarity NPC39996
0.7327 Intermediate Similarity NPC474554
0.7327 Intermediate Similarity NPC475832
0.7327 Intermediate Similarity NPC474555
0.7327 Intermediate Similarity NPC474247
0.7327 Intermediate Similarity NPC475927
0.732 Intermediate Similarity NPC38576
0.732 Intermediate Similarity NPC279859
0.7315 Intermediate Similarity NPC475960
0.7308 Intermediate Similarity NPC288876
0.73 Intermediate Similarity NPC141831
0.73 Intermediate Similarity NPC20713
0.729 Intermediate Similarity NPC472645
0.7282 Intermediate Similarity NPC475709
0.7273 Intermediate Similarity NPC317107
0.7264 Intermediate Similarity NPC320154
0.7264 Intermediate Similarity NPC159533
0.7255 Intermediate Similarity NPC476487
0.7255 Intermediate Similarity NPC304886
0.7255 Intermediate Similarity NPC469873
0.7255 Intermediate Similarity NPC476488
0.7245 Intermediate Similarity NPC472007
0.7245 Intermediate Similarity NPC471738
0.7245 Intermediate Similarity NPC72513
0.7238 Intermediate Similarity NPC47880
0.7238 Intermediate Similarity NPC473332
0.7238 Intermediate Similarity NPC476270
0.7228 Intermediate Similarity NPC320089
0.7228 Intermediate Similarity NPC475302
0.7228 Intermediate Similarity NPC476049
0.7228 Intermediate Similarity NPC475912
0.7222 Intermediate Similarity NPC266514
0.7222 Intermediate Similarity NPC477513
0.7216 Intermediate Similarity NPC473353
0.7212 Intermediate Similarity NPC472015
0.7212 Intermediate Similarity NPC300584
0.7212 Intermediate Similarity NPC471144
0.7207 Intermediate Similarity NPC317687
0.7207 Intermediate Similarity NPC66108
0.72 Intermediate Similarity NPC77337
0.72 Intermediate Similarity NPC281942
0.72 Intermediate Similarity NPC232426
0.7196 Intermediate Similarity NPC100487
0.7196 Intermediate Similarity NPC220964
0.7196 Intermediate Similarity NPC474741
0.7196 Intermediate Similarity NPC475676
0.7188 Intermediate Similarity NPC250315
0.7184 Intermediate Similarity NPC473333
0.7184 Intermediate Similarity NPC301596
0.7184 Intermediate Similarity NPC279621
0.7184 Intermediate Similarity NPC172998
0.7184 Intermediate Similarity NPC143446
0.7184 Intermediate Similarity NPC299396
0.7182 Intermediate Similarity NPC476766
0.7182 Intermediate Similarity NPC235014
0.7179 Intermediate Similarity NPC186339
0.7172 Intermediate Similarity NPC475902
0.7157 Intermediate Similarity NPC96541
0.7157 Intermediate Similarity NPC71589
0.7156 Intermediate Similarity NPC233379
0.7156 Intermediate Similarity NPC474664
0.7156 Intermediate Similarity NPC476765
0.7156 Intermediate Similarity NPC14862
0.7143 Intermediate Similarity NPC305475
0.7143 Intermediate Similarity NPC469483
0.7143 Intermediate Similarity NPC475461
0.7143 Intermediate Similarity NPC54705
0.7143 Intermediate Similarity NPC472009
0.713 Intermediate Similarity NPC475802
0.7129 Intermediate Similarity NPC470373
0.7129 Intermediate Similarity NPC329952
0.7129 Intermediate Similarity NPC472814
0.7129 Intermediate Similarity NPC472705
0.7129 Intermediate Similarity NPC158061
0.7129 Intermediate Similarity NPC473707
0.7129 Intermediate Similarity NPC470379
0.7129 Intermediate Similarity NPC261607
0.7129 Intermediate Similarity NPC177037
0.7129 Intermediate Similarity NPC470520
0.7129 Intermediate Similarity NPC111114
0.7129 Intermediate Similarity NPC300312
0.7117 Intermediate Similarity NPC126897
0.7117 Intermediate Similarity NPC297945
0.7115 Intermediate Similarity NPC2666
0.7115 Intermediate Similarity NPC53844
0.7115 Intermediate Similarity NPC477949
0.7113 Intermediate Similarity NPC31086
0.7103 Intermediate Similarity NPC4620
0.7103 Intermediate Similarity NPC475873
0.71 Intermediate Similarity NPC475971
0.71 Intermediate Similarity NPC32922
0.71 Intermediate Similarity NPC173926
0.71 Intermediate Similarity NPC212664
0.7091 Intermediate Similarity NPC313668
0.7091 Intermediate Similarity NPC15218
0.7091 Intermediate Similarity NPC31522
0.7091 Intermediate Similarity NPC476759
0.7091 Intermediate Similarity NPC315836
0.7087 Intermediate Similarity NPC471141
0.7087 Intermediate Similarity NPC273197
0.7087 Intermediate Similarity NPC214694
0.7087 Intermediate Similarity NPC14961
0.7087 Intermediate Similarity NPC272050
0.7087 Intermediate Similarity NPC36954
0.7087 Intermediate Similarity NPC270013
0.7087 Intermediate Similarity NPC471142
0.7087 Intermediate Similarity NPC234339
0.7083 Intermediate Similarity NPC471296
0.7083 Intermediate Similarity NPC85772
0.7083 Intermediate Similarity NPC476859
0.7075 Intermediate Similarity NPC471075
0.7075 Intermediate Similarity NPC469851
0.7075 Intermediate Similarity NPC472643
0.7075 Intermediate Similarity NPC207885
0.7071 Intermediate Similarity NPC179659
0.7064 Intermediate Similarity NPC469853
0.7064 Intermediate Similarity NPC194620
0.7064 Intermediate Similarity NPC326994
0.7064 Intermediate Similarity NPC72813
0.7064 Intermediate Similarity NPC474421
0.7064 Intermediate Similarity NPC324327
0.7059 Intermediate Similarity NPC472641

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473334 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
0.7117 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD46 Approved
0.703 Intermediate Similarity NPD6698 Approved
0.7 Intermediate Similarity NPD6686 Approved
0.699 Remote Similarity NPD5282 Discontinued
0.6909 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6887 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6371 Approved
0.6699 Remote Similarity NPD5785 Approved
0.6698 Remote Similarity NPD7839 Suspended
0.6667 Remote Similarity NPD8080 Discontinued
0.6604 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6571 Remote Similarity NPD5778 Approved
0.6571 Remote Similarity NPD5779 Approved
0.6535 Remote Similarity NPD5363 Approved
0.6491 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6476 Remote Similarity NPD7983 Approved
0.6446 Remote Similarity NPD8515 Approved
0.6446 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6446 Remote Similarity NPD8517 Approved
0.6446 Remote Similarity NPD8516 Approved
0.6446 Remote Similarity NPD8513 Phase 3
0.6436 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6435 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6422 Remote Similarity NPD4225 Approved
0.64 Remote Similarity NPD4269 Approved
0.64 Remote Similarity NPD4270 Approved
0.6385 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7640 Approved
0.6364 Remote Similarity NPD7639 Approved
0.6349 Remote Similarity NPD7319 Approved
0.6341 Remote Similarity NPD8328 Phase 3
0.6341 Remote Similarity NPD7642 Approved
0.6337 Remote Similarity NPD7154 Phase 3
0.633 Remote Similarity NPD6083 Phase 2
0.633 Remote Similarity NPD6084 Phase 2
0.6311 Remote Similarity NPD5786 Approved
0.63 Remote Similarity NPD5369 Approved
0.6296 Remote Similarity NPD5695 Phase 3
0.629 Remote Similarity NPD7492 Approved
0.6273 Remote Similarity NPD7638 Approved
0.6273 Remote Similarity NPD5696 Approved
0.6261 Remote Similarity NPD5345 Clinical (unspecified phase)
0.625 Remote Similarity NPD7632 Discontinued
0.625 Remote Similarity NPD8295 Clinical (unspecified phase)
0.625 Remote Similarity NPD7115 Discovery
0.624 Remote Similarity NPD7507 Approved
0.624 Remote Similarity NPD6616 Approved
0.6238 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6238 Remote Similarity NPD4752 Clinical (unspecified phase)
0.623 Remote Similarity NPD6054 Approved
0.623 Remote Similarity NPD6059 Approved
0.6226 Remote Similarity NPD7838 Discovery
0.6224 Remote Similarity NPD4756 Discovery
0.6214 Remote Similarity NPD1694 Approved
0.6214 Remote Similarity NPD1733 Clinical (unspecified phase)
0.62 Remote Similarity NPD4252 Approved
0.6196 Remote Similarity NPD3704 Approved
0.619 Remote Similarity NPD8074 Phase 3
0.619 Remote Similarity NPD7078 Approved
0.619 Remote Similarity NPD8293 Discontinued
0.6186 Remote Similarity NPD6882 Approved
0.6186 Remote Similarity NPD6053 Discontinued
0.6179 Remote Similarity NPD6016 Approved
0.6179 Remote Similarity NPD6015 Approved
0.6176 Remote Similarity NPD6110 Phase 1
0.6174 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6174 Remote Similarity NPD6412 Phase 2
0.6162 Remote Similarity NPD4802 Phase 2
0.6162 Remote Similarity NPD4238 Approved
0.6142 Remote Similarity NPD7736 Approved
0.6132 Remote Similarity NPD6101 Approved
0.6132 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6132 Remote Similarity NPD1695 Approved
0.6129 Remote Similarity NPD6370 Approved
0.6129 Remote Similarity NPD5988 Approved
0.6116 Remote Similarity NPD6009 Approved
0.6116 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6098 Remote Similarity NPD6319 Approved
0.6087 Remote Similarity NPD6402 Approved
0.6087 Remote Similarity NPD7128 Approved
0.6087 Remote Similarity NPD5739 Approved
0.6087 Remote Similarity NPD6675 Approved
0.6068 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6068 Remote Similarity NPD6372 Approved
0.6068 Remote Similarity NPD6373 Approved
0.6034 Remote Similarity NPD5701 Approved
0.6034 Remote Similarity NPD5697 Approved
0.6019 Remote Similarity NPD5693 Phase 1
0.6019 Remote Similarity NPD7637 Suspended
0.6019 Remote Similarity NPD6411 Approved
0.6019 Remote Similarity NPD5362 Discontinued
0.6018 Remote Similarity NPD5344 Discontinued
0.6 Remote Similarity NPD4249 Approved
0.6 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5984 Remote Similarity NPD8451 Approved
0.5983 Remote Similarity NPD6881 Approved
0.5983 Remote Similarity NPD6899 Approved
0.5983 Remote Similarity NPD7320 Approved
0.5966 Remote Similarity NPD6650 Approved
0.5966 Remote Similarity NPD6649 Approved
0.5952 Remote Similarity NPD7829 Approved
0.5952 Remote Similarity NPD7830 Approved
0.5943 Remote Similarity NPD4250 Approved
0.5943 Remote Similarity NPD4251 Approved
0.594 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5938 Remote Similarity NPD8448 Approved
0.5935 Remote Similarity NPD7327 Approved
0.5935 Remote Similarity NPD7328 Approved
0.5932 Remote Similarity NPD6013 Approved
0.5932 Remote Similarity NPD6014 Approved
0.5932 Remote Similarity NPD6012 Approved
0.5922 Remote Similarity NPD5209 Approved
0.5922 Remote Similarity NPD6435 Approved
0.592 Remote Similarity NPD8444 Approved
0.5914 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5914 Remote Similarity NPD7341 Phase 2
0.5906 Remote Similarity NPD8341 Approved
0.5906 Remote Similarity NPD8342 Approved
0.5906 Remote Similarity NPD8340 Approved
0.5906 Remote Similarity NPD8299 Approved
0.5905 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5737 Approved
0.5888 Remote Similarity NPD6672 Approved
0.5887 Remote Similarity NPD7516 Approved
0.5882 Remote Similarity NPD7102 Approved
0.5882 Remote Similarity NPD7290 Approved
0.5882 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4822 Approved
0.5882 Remote Similarity NPD4820 Approved
0.5882 Remote Similarity NPD4819 Approved
0.5882 Remote Similarity NPD4821 Approved
0.5882 Remote Similarity NPD6883 Approved
0.5872 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5868 Remote Similarity NPD8133 Approved
0.5847 Remote Similarity NPD6011 Approved
0.584 Remote Similarity NPD8294 Approved
0.584 Remote Similarity NPD8377 Approved
0.5833 Remote Similarity NPD6847 Approved
0.5833 Remote Similarity NPD8130 Phase 1
0.5833 Remote Similarity NPD6869 Approved
0.5833 Remote Similarity NPD6617 Approved
0.5833 Remote Similarity NPD4753 Phase 2
0.5833 Remote Similarity NPD5370 Suspended
0.5806 Remote Similarity NPD7641 Discontinued
0.5802 Remote Similarity NPD5956 Approved
0.5802 Remote Similarity NPD8392 Approved
0.5802 Remote Similarity NPD8390 Approved
0.5802 Remote Similarity NPD8391 Approved
0.5794 Remote Similarity NPD8033 Approved
0.5794 Remote Similarity NPD8296 Approved
0.5794 Remote Similarity NPD8380 Approved
0.5794 Remote Similarity NPD8378 Approved
0.5794 Remote Similarity NPD8335 Approved
0.5794 Remote Similarity NPD8379 Approved
0.5789 Remote Similarity NPD6648 Approved
0.5785 Remote Similarity NPD8297 Approved
0.5769 Remote Similarity NPD6033 Approved
0.5746 Remote Similarity NPD8415 Approved
0.5738 Remote Similarity NPD1376 Discontinued
0.5738 Remote Similarity NPD4632 Approved
0.5736 Remote Similarity NPD8273 Phase 1
0.5728 Remote Similarity NPD5368 Approved
0.5726 Remote Similarity NPD7500 Approved
0.5714 Remote Similarity NPD4629 Approved
0.5714 Remote Similarity NPD5210 Approved
0.5702 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5701 Remote Similarity NPD5279 Phase 3
0.57 Remote Similarity NPD8039 Approved
0.569 Remote Similarity NPD5211 Phase 2
0.5688 Remote Similarity NPD6904 Approved
0.5688 Remote Similarity NPD6673 Approved
0.5688 Remote Similarity NPD6080 Approved
0.5686 Remote Similarity NPD4268 Approved
0.5686 Remote Similarity NPD4271 Approved
0.5684 Remote Similarity NPD7331 Phase 2
0.5682 Remote Similarity NPD6914 Discontinued
0.5678 Remote Similarity NPD4211 Phase 1
0.5676 Remote Similarity NPD6399 Phase 3
0.5669 Remote Similarity NPD8266 Approved
0.5669 Remote Similarity NPD8267 Approved
0.5669 Remote Similarity NPD6921 Approved
0.5669 Remote Similarity NPD8268 Approved
0.5669 Remote Similarity NPD7503 Approved
0.5669 Remote Similarity NPD8269 Approved
0.5669 Remote Similarity NPD5983 Phase 2
0.5645 Remote Similarity NPD6274 Approved
0.5639 Remote Similarity NPD7260 Phase 2
0.5636 Remote Similarity NPD5692 Phase 3
0.5625 Remote Similarity NPD7748 Approved
0.562 Remote Similarity NPD4634 Approved
0.562 Remote Similarity NPD2067 Discontinued
0.5614 Remote Similarity NPD4755 Approved
0.5614 Remote Similarity NPD7902 Approved
0.5607 Remote Similarity NPD1696 Phase 3

Structure

External Identifiers

PubChem CID   24179852
ChEMBL   CHEMBL401285
ZINC  

Physicochemical Properties

Molecular Weight:  326.14
ALogP:  -0.3128
MLogP:  2.45
XLogP:  -1.286
# Rotatable Bonds:  7
Polar Surface Area:  102.29
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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