Natural Product: NPC243572

Natural Product ID:  NPC243572
Common Name:   Acanthosessilioside F
IUPAC Name:  
Synonyms:   Acanthosessilioside F
Molecular Formula:   C36H54O11
Standard InCHIKey:  IGMUSZZWHAZFBJ-AHTCGHMCSA-N
Standard InCHI:  InChI=1S/C36H54O11/c1-16(2)18-12-24(39)36(32(44)47-31-29(43)28(42)27(41)22(15-37)46-31)11-10-33(5)20(26(18)36)13-21-30-34(33,6)9-8-19(17(3)4)35(30,7)23(38)14-25(40)45-21/h18-24,26-31,37-39,41-43H,1,3,8-15H2,2,4-7H3/t18-,19-,20+,21+,22+,23+,24-,26+,27+,28-,29+,30-,31-,33+,34+,35+,36+/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC(=O)[C@]23CC[C@@]4([C@@H]([C@H]3[C@@H](C[C@@H]2O)C(=C)C)C[C@@H]2[C@H]3[C@@]4(C)CC[C@H]([C@]3(C)[C@@H](CC(=O)O2)O)C(=C)C)C)[C@@H]([C@H]([C@@H]1O)O)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
NPO30633 Acanthopanax sessiliflorus NA NA NA Fruits PMID[22691179]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT373 Cell Line SK-MEL-5 Homo sapiens IC50 < 10000 nM 23145884
NPT165 Cell Line HeLa Homo sapiens IC50 < 10000 nM PubChem BioAssay data set
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000 nM 24597894
NPT65 Cell Line HepG2 Homo sapiens IC50 < 10000 nM 10.1039/C5MD00325C
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 < 10000 nM 17461599
NPT83 Cell Line MCF7 Homo sapiens IC50 < 10000 nM 10096852
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 < 10000 nM 10.6019/CHEMBL1201861
NPT393 Cell Line HCT-116 Homo sapiens IC50 < 10000 nM 17665951

  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 NPC243572 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
0.9626 High Similarity NPC156651
0.9619 High Similarity NPC470543
0.9528 High Similarity NPC102619
0.9439 High Similarity NPC54395
0.934 High Similarity NPC11035
0.934 High Similarity NPC272242
0.9245 High Similarity NPC106760
0.9238 High Similarity NPC88744
0.9167 High Similarity NPC146563
0.9167 High Similarity NPC73986
0.9151 High Similarity NPC51947
0.9151 High Similarity NPC240125
0.9151 High Similarity NPC473844
0.9151 High Similarity NPC91583
0.9126 High Similarity NPC94919
0.9057 High Similarity NPC224414
0.9 High Similarity NPC469823
0.9 High Similarity NPC137414
0.9 High Similarity NPC469820
0.8981 High Similarity NPC91838
0.8981 High Similarity NPC275668
0.8981 High Similarity NPC1876
0.8981 High Similarity NPC240734
0.8981 High Similarity NPC204392
0.8839 High Similarity NPC239293
0.8839 High Similarity NPC469822
0.8807 High Similarity NPC263827
0.8807 High Similarity NPC285410
0.8807 High Similarity NPC250481
0.8796 High Similarity NPC8431
0.8785 High Similarity NPC287269
0.875 High Similarity NPC473304
0.8739 High Similarity NPC469821
0.8716 High Similarity NPC129340
0.8704 High Similarity NPC195708
0.8661 High Similarity NPC88945
0.8649 High Similarity NPC260665
0.8636 High Similarity NPC274833
0.8636 High Similarity NPC31839
0.8632 High Similarity NPC273962
0.8624 High Similarity NPC265655
0.8609 High Similarity NPC470478
0.8571 High Similarity NPC116024
0.8559 High Similarity NPC472719
0.8559 High Similarity NPC471245
0.8559 High Similarity NPC1046
0.8559 High Similarity NPC233003
0.8559 High Similarity NPC207845
0.8559 High Similarity NPC80843
0.8559 High Similarity NPC48249
0.8545 High Similarity NPC114961
0.8545 High Similarity NPC27551
0.8545 High Similarity NPC250956
0.8545 High Similarity NPC242611
0.8544 High Similarity NPC205173
0.8532 High Similarity NPC295389
0.8532 High Similarity NPC230888
0.8522 High Similarity NPC471406
0.8522 High Similarity NPC281840
0.8519 High Similarity NPC473199
0.8519 High Similarity NPC165405
0.8496 Intermediate Similarity NPC244127
0.8491 Intermediate Similarity NPC31346
0.8482 Intermediate Similarity NPC475208
0.8482 Intermediate Similarity NPC238935
0.8482 Intermediate Similarity NPC132668
0.8482 Intermediate Similarity NPC251309
0.8482 Intermediate Similarity NPC471252
0.8476 Intermediate Similarity NPC157739
0.8475 Intermediate Similarity NPC47113
0.8475 Intermediate Similarity NPC174367
0.8468 Intermediate Similarity NPC329953
0.8468 Intermediate Similarity NPC471251
0.8468 Intermediate Similarity NPC114188
0.8468 Intermediate Similarity NPC292196
0.8468 Intermediate Similarity NPC270586
0.8468 Intermediate Similarity NPC470311
0.8468 Intermediate Similarity NPC122339
0.8462 Intermediate Similarity NPC472989
0.8455 Intermediate Similarity NPC204407
0.8455 Intermediate Similarity NPC477070
0.8455 Intermediate Similarity NPC471250
0.8455 Intermediate Similarity NPC218853
0.8455 Intermediate Similarity NPC57362
0.8455 Intermediate Similarity NPC167383
0.8455 Intermediate Similarity NPC306746
0.8455 Intermediate Similarity NPC137917
0.8455 Intermediate Similarity NPC477069
0.8455 Intermediate Similarity NPC237503
0.8455 Intermediate Similarity NPC131903
0.8448 Intermediate Similarity NPC475182
0.844 Intermediate Similarity NPC470169
0.844 Intermediate Similarity NPC234160
0.844 Intermediate Similarity NPC470170
0.8426 Intermediate Similarity NPC469827
0.8407 Intermediate Similarity NPC477580
0.8407 Intermediate Similarity NPC475486
0.8407 Intermediate Similarity NPC164389
0.8407 Intermediate Similarity NPC473882
0.8403 Intermediate Similarity NPC471357
0.8403 Intermediate Similarity NPC117702
0.8403 Intermediate Similarity NPC469757
0.8403 Intermediate Similarity NPC146456
0.8396 Intermediate Similarity NPC317019
0.8396 Intermediate Similarity NPC41843
0.8396 Intermediate Similarity NPC108371
0.8393 Intermediate Similarity NPC477253
0.8393 Intermediate Similarity NPC474927
0.8393 Intermediate Similarity NPC471244
0.8393 Intermediate Similarity NPC100383
0.8393 Intermediate Similarity NPC145625
0.8393 Intermediate Similarity NPC473303
0.839 Intermediate Similarity NPC248202
0.8381 Intermediate Similarity NPC472273
0.8381 Intermediate Similarity NPC473555
0.8381 Intermediate Similarity NPC471770
0.8381 Intermediate Similarity NPC76486
0.8381 Intermediate Similarity NPC278939
0.8378 Intermediate Similarity NPC29069
0.8378 Intermediate Similarity NPC476885
0.8378 Intermediate Similarity NPC7870
0.8378 Intermediate Similarity NPC476884
0.8378 Intermediate Similarity NPC108709
0.8378 Intermediate Similarity NPC52241
0.8378 Intermediate Similarity NPC279554
0.8378 Intermediate Similarity NPC476880
0.8378 Intermediate Similarity NPC110139
0.8378 Intermediate Similarity NPC75747
0.8378 Intermediate Similarity NPC101450
0.8378 Intermediate Similarity NPC475296
0.8378 Intermediate Similarity NPC476883
0.8378 Intermediate Similarity NPC199457
0.8378 Intermediate Similarity NPC476887
0.8378 Intermediate Similarity NPC137104
0.8378 Intermediate Similarity NPC320383
0.8378 Intermediate Similarity NPC474589
0.8378 Intermediate Similarity NPC127056
0.8378 Intermediate Similarity NPC56713
0.8378 Intermediate Similarity NPC136877
0.8378 Intermediate Similarity NPC471093
0.8378 Intermediate Similarity NPC476882
0.8378 Intermediate Similarity NPC68419
0.8378 Intermediate Similarity NPC274507
0.8378 Intermediate Similarity NPC474786
0.8378 Intermediate Similarity NPC476881
0.8378 Intermediate Similarity NPC270667
0.8378 Intermediate Similarity NPC164194
0.8378 Intermediate Similarity NPC475317
0.8378 Intermediate Similarity NPC473324
0.8378 Intermediate Similarity NPC102914
0.8378 Intermediate Similarity NPC154856
0.8378 Intermediate Similarity NPC220984
0.8378 Intermediate Similarity NPC269095
0.8378 Intermediate Similarity NPC90856
0.8378 Intermediate Similarity NPC59804
0.8378 Intermediate Similarity NPC476886
0.8378 Intermediate Similarity NPC78046
0.8378 Intermediate Similarity NPC174679
0.8376 Intermediate Similarity NPC156789
0.8365 Intermediate Similarity NPC215570
0.8364 Intermediate Similarity NPC38217
0.8364 Intermediate Similarity NPC177246
0.8364 Intermediate Similarity NPC476123
0.8364 Intermediate Similarity NPC284807
0.8364 Intermediate Similarity NPC472988
0.8364 Intermediate Similarity NPC28198
0.8364 Intermediate Similarity NPC63841
0.8362 Intermediate Similarity NPC470312
0.8349 Intermediate Similarity NPC285927
0.8348 Intermediate Similarity NPC475632
0.8348 Intermediate Similarity NPC105800
0.8348 Intermediate Similarity NPC86020
0.8348 Intermediate Similarity NPC232237
0.8333 Intermediate Similarity NPC291903
0.8333 Intermediate Similarity NPC75287
0.8333 Intermediate Similarity NPC51465
0.8333 Intermediate Similarity NPC229752
0.8333 Intermediate Similarity NPC37134
0.8333 Intermediate Similarity NPC305267
0.8333 Intermediate Similarity NPC472718
0.8333 Intermediate Similarity NPC26626
0.8333 Intermediate Similarity NPC288205
0.8333 Intermediate Similarity NPC476992
0.8319 Intermediate Similarity NPC73455
0.8319 Intermediate Similarity NPC200944
0.8319 Intermediate Similarity NPC144068
0.8318 Intermediate Similarity NPC477172
0.8305 Intermediate Similarity NPC160084
0.8305 Intermediate Similarity NPC27363
0.8304 Intermediate Similarity NPC29505
0.8304 Intermediate Similarity NPC269466
0.8304 Intermediate Similarity NPC469824
0.8304 Intermediate Similarity NPC473481
0.8304 Intermediate Similarity NPC211798
0.8304 Intermediate Similarity NPC235841
0.8304 Intermediate Similarity NPC63244
0.8304 Intermediate Similarity NPC297208
0.8304 Intermediate Similarity NPC477073
0.8304 Intermediate Similarity NPC213320
0.8304 Intermediate Similarity NPC30397

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC243572 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
0.8649 High Similarity NPD8133 Approved
0.8264 Intermediate Similarity NPD7319 Approved
0.8167 Intermediate Similarity NPD7507 Approved
0.8108 Intermediate Similarity NPD6412 Phase 2
0.8033 Intermediate Similarity NPD7736 Approved
0.7965 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7949 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7928 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7899 Intermediate Similarity NPD8377 Approved
0.7899 Intermediate Similarity NPD8294 Approved
0.7881 Intermediate Similarity NPD7328 Approved
0.7881 Intermediate Similarity NPD7327 Approved
0.7851 Intermediate Similarity NPD8328 Phase 3
0.7833 Intermediate Similarity NPD8378 Approved
0.7833 Intermediate Similarity NPD8033 Approved
0.7833 Intermediate Similarity NPD8335 Approved
0.7833 Intermediate Similarity NPD8380 Approved
0.7833 Intermediate Similarity NPD8379 Approved
0.7833 Intermediate Similarity NPD8296 Approved
0.7815 Intermediate Similarity NPD7516 Approved
0.7805 Intermediate Similarity NPD8293 Discontinued
0.7736 Intermediate Similarity NPD8034 Phase 2
0.7736 Intermediate Similarity NPD8035 Phase 2
0.7623 Intermediate Similarity NPD6370 Approved
0.7565 Intermediate Similarity NPD6686 Approved
0.75 Intermediate Similarity NPD7492 Approved
0.75 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8171 Discontinued
0.7459 Intermediate Similarity NPD6059 Approved
0.7459 Intermediate Similarity NPD6054 Approved
0.7459 Intermediate Similarity NPD6319 Approved
0.744 Intermediate Similarity NPD6616 Approved
0.7398 Intermediate Similarity NPD7503 Approved
0.7381 Intermediate Similarity NPD7078 Approved
0.7311 Intermediate Similarity NPD8297 Approved
0.7311 Intermediate Similarity NPD6882 Approved
0.7258 Intermediate Similarity NPD6016 Approved
0.7258 Intermediate Similarity NPD6015 Approved
0.7213 Intermediate Similarity NPD6009 Approved
0.72 Intermediate Similarity NPD5988 Approved
0.7168 Intermediate Similarity NPD7638 Approved
0.7119 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD4632 Approved
0.7105 Intermediate Similarity NPD7639 Approved
0.7105 Intermediate Similarity NPD7640 Approved
0.7094 Intermediate Similarity NPD6675 Approved
0.7094 Intermediate Similarity NPD6402 Approved
0.7094 Intermediate Similarity NPD5739 Approved
0.7094 Intermediate Similarity NPD7128 Approved
0.7059 Intermediate Similarity NPD6373 Approved
0.7059 Intermediate Similarity NPD6372 Approved
0.7008 Intermediate Similarity NPD6067 Discontinued
0.6992 Remote Similarity NPD6940 Discontinued
0.699 Remote Similarity NPD6118 Approved
0.699 Remote Similarity NPD6697 Approved
0.699 Remote Similarity NPD6114 Approved
0.699 Remote Similarity NPD6115 Approved
0.6984 Remote Similarity NPD8516 Approved
0.6984 Remote Similarity NPD8513 Phase 3
0.6984 Remote Similarity NPD8515 Approved
0.6984 Remote Similarity NPD8517 Approved
0.6975 Remote Similarity NPD6899 Approved
0.6975 Remote Similarity NPD6881 Approved
0.6975 Remote Similarity NPD7320 Approved
0.6942 Remote Similarity NPD6649 Approved
0.6942 Remote Similarity NPD8130 Phase 1
0.6942 Remote Similarity NPD6650 Approved
0.6935 Remote Similarity NPD7115 Discovery
0.6923 Remote Similarity NPD6033 Approved
0.6893 Remote Similarity NPD6116 Phase 1
0.6891 Remote Similarity NPD5701 Approved
0.6891 Remote Similarity NPD5697 Approved
0.6875 Remote Similarity NPD6399 Phase 3
0.686 Remote Similarity NPD6883 Approved
0.686 Remote Similarity NPD4634 Approved
0.686 Remote Similarity NPD7290 Approved
0.686 Remote Similarity NPD7102 Approved
0.6857 Remote Similarity NPD6928 Phase 2
0.6814 Remote Similarity NPD7748 Approved
0.6803 Remote Similarity NPD6617 Approved
0.6803 Remote Similarity NPD6847 Approved
0.6803 Remote Similarity NPD6869 Approved
0.6796 Remote Similarity NPD6117 Approved
0.6783 Remote Similarity NPD7902 Approved
0.6783 Remote Similarity NPD6084 Phase 2
0.6783 Remote Similarity NPD6083 Phase 2
0.6777 Remote Similarity NPD6014 Approved
0.6777 Remote Similarity NPD6012 Approved
0.6777 Remote Similarity NPD6013 Approved
0.6744 Remote Similarity NPD7604 Phase 2
0.6719 Remote Similarity NPD5983 Phase 2
0.6695 Remote Similarity NPD7632 Discontinued
0.6694 Remote Similarity NPD6011 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4788 Approved
0.6667 Remote Similarity NPD3669 Approved
0.6641 Remote Similarity NPD6336 Discontinued
0.6639 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6638 Remote Similarity NPD4755 Approved
0.6637 Remote Similarity NPD7515 Phase 2
0.6602 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6589 Remote Similarity NPD6921 Approved
0.6579 Remote Similarity NPD4202 Approved
0.6525 Remote Similarity NPD5285 Approved
0.6525 Remote Similarity NPD5286 Approved
0.6525 Remote Similarity NPD4700 Approved
0.6525 Remote Similarity NPD4696 Approved
0.6522 Remote Similarity NPD7900 Approved
0.6522 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6486 Remote Similarity NPD7334 Approved
0.6486 Remote Similarity NPD5330 Approved
0.6486 Remote Similarity NPD7146 Approved
0.6486 Remote Similarity NPD7521 Approved
0.6486 Remote Similarity NPD6684 Approved
0.6486 Remote Similarity NPD6409 Approved
0.6481 Remote Similarity NPD1780 Approved
0.6481 Remote Similarity NPD1779 Approved
0.648 Remote Similarity NPD6053 Discontinued
0.6466 Remote Similarity NPD5695 Phase 3
0.646 Remote Similarity NPD5328 Approved
0.6457 Remote Similarity NPD6274 Approved
0.6455 Remote Similarity NPD4786 Approved
0.6452 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6444 Remote Similarity NPD5956 Approved
0.6441 Remote Similarity NPD4225 Approved
0.6441 Remote Similarity NPD5696 Approved
0.6434 Remote Similarity NPD7100 Approved
0.6434 Remote Similarity NPD7101 Approved
0.6418 Remote Similarity NPD8337 Approved
0.6418 Remote Similarity NPD8336 Approved
0.6417 Remote Similarity NPD4633 Approved
0.6417 Remote Similarity NPD5224 Approved
0.6417 Remote Similarity NPD5211 Phase 2
0.6417 Remote Similarity NPD5225 Approved
0.6417 Remote Similarity NPD5226 Approved
0.64 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6393 Remote Similarity NPD4767 Approved
0.6393 Remote Similarity NPD4768 Approved
0.6389 Remote Similarity NPD7525 Registered
0.6381 Remote Similarity NPD3702 Approved
0.6372 Remote Similarity NPD6903 Approved
0.6364 Remote Similarity NPD5175 Approved
0.6364 Remote Similarity NPD5174 Approved
0.6357 Remote Similarity NPD6335 Approved
0.635 Remote Similarity NPD8338 Approved
0.635 Remote Similarity NPD8449 Approved
0.6348 Remote Similarity NPD7637 Suspended
0.6348 Remote Similarity NPD6411 Approved
0.6348 Remote Similarity NPD6079 Approved
0.6345 Remote Similarity NPD7625 Phase 1
0.6343 Remote Similarity NPD8074 Phase 3
0.6341 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6339 Remote Similarity NPD3618 Phase 1
0.6336 Remote Similarity NPD6908 Approved
0.6336 Remote Similarity NPD6909 Approved
0.6333 Remote Similarity NPD5223 Approved
0.6333 Remote Similarity NPD1700 Approved
0.6325 Remote Similarity NPD6356 Clinical (unspecified phase)
0.632 Remote Similarity NPD6371 Approved
0.6316 Remote Similarity NPD4753 Phase 2
0.6311 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6311 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5141 Approved
0.6306 Remote Similarity NPD3666 Approved
0.6306 Remote Similarity NPD3133 Approved
0.6306 Remote Similarity NPD3665 Phase 1
0.6304 Remote Similarity NPD8450 Suspended
0.629 Remote Similarity NPD4730 Approved
0.629 Remote Similarity NPD4729 Approved
0.6279 Remote Similarity NPD6317 Approved
0.6273 Remote Similarity NPD3667 Approved
0.625 Remote Similarity NPD5777 Approved
0.625 Remote Similarity NPD4809 Clinical (unspecified phase)
0.625 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6231 Remote Similarity NPD6314 Approved
0.6231 Remote Similarity NPD6313 Approved
0.623 Remote Similarity NPD4754 Approved
0.6228 Remote Similarity NPD5737 Approved
0.6228 Remote Similarity NPD6672 Approved
0.6226 Remote Similarity NPD3703 Phase 2
0.621 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6207 Remote Similarity NPD7983 Approved
0.6195 Remote Similarity NPD6098 Approved
0.619 Remote Similarity NPD5251 Approved
0.619 Remote Similarity NPD5249 Phase 3
0.619 Remote Similarity NPD5250 Approved
0.619 Remote Similarity NPD5248 Approved
0.619 Remote Similarity NPD5247 Approved
0.6186 Remote Similarity NPD7991 Discontinued
0.6174 Remote Similarity NPD6080 Approved
0.6174 Remote Similarity NPD6101 Approved
0.6174 Remote Similarity NPD6904 Approved
0.6174 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6174 Remote Similarity NPD6673 Approved
0.616 Remote Similarity NPD5128 Approved
0.6154 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4245 Approved

Structure

External Identifiers

PubChem CID   60155148
ChEMBL   CHEMBL2063161
ZINC  

Physicochemical Properties

Molecular Weight:  662.37
ALogP:  -0.025
MLogP:  4.21
XLogP:  4.27
# Rotatable Bonds:  17
Polar Surface Area:  183.21
# H-Bond Aceptor:  11
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  47

Download Data

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Biological Activities  
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