Natural Product: NPC224414

Natural Product ID:  NPC224414
Common Name:   Acanthosessilioside D
IUPAC Name:  
Synonyms:   Acanthosessilioside D
Molecular Formula:   C36H56O10
Standard InCHIKey:  OHJNQGJFEVHLHX-CTCDHRCXSA-N
Standard InCHI:  InChI=1S/C36H56O10/c1-18(2)19-10-13-36(31(42)43)15-14-33(5)20(26(19)36)8-9-23-34(33,6)12-11-22-32(3,4)46-24(35(22,23)7)16-25(38)45-30-29(41)28(40)27(39)21(17-37)44-30/h19-24,26-30,37,39-41H,1,8-17H2,2-7H3,(H,42,43)/t19-,20+,21+,22-,23-,24+,26+,27+,28-,29+,30-,33+,34+,35-,36-/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC(=O)C[C@H]2OC([C@H]3[C@@]2(C)[C@H]2CC[C@H]4[C@@]([C@]2(C)CC3)(C)CC[C@@]2([C@@H]4[C@@H](CC2)C(=C)C)C(=O)O)(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 26465675
NPT165 Cell Line HeLa Homo sapiens IC50 < 10000 nM 22044209
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 < 10000 nM 19805556
NPT65 Cell Line HepG2 Homo sapiens IC50 < 10000 nM 19223615
NPT83 Cell Line MCF7 Homo sapiens IC50 < 10000 nM 16124767
NPT113 Cell Line RAW264.7 Mus musculus Activity = 95.2 % 8864236
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 < 10000 nM 17923494
NPT393 Cell Line HCT-116 Homo sapiens IC50 < 10000 nM 25856683
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 11900 nM 12381121

  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 NPC224414 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
0.9802 High Similarity NPC106760
0.9706 High Similarity NPC272242
0.9519 High Similarity NPC102619
0.9495 High Similarity NPC94919
0.9143 High Similarity NPC11035
0.9126 High Similarity NPC287269
0.9057 High Similarity NPC470543
0.9057 High Similarity NPC243572
0.9038 High Similarity NPC88744
0.8972 High Similarity NPC73986
0.8972 High Similarity NPC146563
0.8952 High Similarity NPC473844
0.8952 High Similarity NPC91583
0.8952 High Similarity NPC240125
0.8952 High Similarity NPC51947
0.8889 High Similarity NPC54395
0.8807 High Similarity NPC469820
0.8807 High Similarity NPC469823
0.8807 High Similarity NPC137414
0.8785 High Similarity NPC91838
0.8785 High Similarity NPC240734
0.8785 High Similarity NPC1876
0.8785 High Similarity NPC275668
0.8785 High Similarity NPC204392
0.8774 High Similarity NPC8431
0.8727 High Similarity NPC156651
0.8692 High Similarity NPC101450
0.8679 High Similarity NPC295389
0.8667 High Similarity NPC63023
0.8667 High Similarity NPC95243
0.8649 High Similarity NPC239293
0.8649 High Similarity NPC469822
0.8611 High Similarity NPC263827
0.8611 High Similarity NPC250481
0.8611 High Similarity NPC274833
0.8611 High Similarity NPC285410
0.8571 High Similarity NPC121566
0.8571 High Similarity NPC223741
0.8571 High Similarity NPC100955
0.8545 High Similarity NPC469821
0.8545 High Similarity NPC473882
0.8545 High Similarity NPC116024
0.8532 High Similarity NPC207845
0.8532 High Similarity NPC472719
0.8529 High Similarity NPC253586
0.8519 High Similarity NPC114961
0.8519 High Similarity NPC154856
0.8519 High Similarity NPC475317
0.8519 High Similarity NPC52241
0.8519 High Similarity NPC129340
0.8519 High Similarity NPC27551
0.8515 High Similarity NPC215570
0.8505 High Similarity NPC195708
0.8505 High Similarity NPC230888
0.8491 Intermediate Similarity NPC162033
0.8491 Intermediate Similarity NPC473199
0.8455 Intermediate Similarity NPC477944
0.8448 Intermediate Similarity NPC273962
0.8447 Intermediate Similarity NPC157739
0.844 Intermediate Similarity NPC31839
0.8431 Intermediate Similarity NPC472989
0.8426 Intermediate Similarity NPC265655
0.8426 Intermediate Similarity NPC477070
0.8426 Intermediate Similarity NPC218853
0.8426 Intermediate Similarity NPC477069
0.8421 Intermediate Similarity NPC470478
0.8407 Intermediate Similarity NPC477071
0.8393 Intermediate Similarity NPC473304
0.8384 Intermediate Similarity NPC269267
0.8365 Intermediate Similarity NPC108371
0.8364 Intermediate Similarity NPC80843
0.8364 Intermediate Similarity NPC130427
0.8364 Intermediate Similarity NPC233003
0.8364 Intermediate Similarity NPC48249
0.8364 Intermediate Similarity NPC210420
0.8364 Intermediate Similarity NPC1046
0.8364 Intermediate Similarity NPC474265
0.835 Intermediate Similarity NPC473555
0.835 Intermediate Similarity NPC471770
0.835 Intermediate Similarity NPC278939
0.8349 Intermediate Similarity NPC242611
0.8348 Intermediate Similarity NPC156789
0.8333 Intermediate Similarity NPC470312
0.8333 Intermediate Similarity NPC473645
0.8333 Intermediate Similarity NPC110385
0.8333 Intermediate Similarity NPC258323
0.8333 Intermediate Similarity NPC472988
0.8333 Intermediate Similarity NPC38217
0.8333 Intermediate Similarity NPC37860
0.8333 Intermediate Similarity NPC144644
0.8333 Intermediate Similarity NPC153673
0.8333 Intermediate Similarity NPC142151
0.8333 Intermediate Similarity NPC267694
0.8319 Intermediate Similarity NPC86020
0.8319 Intermediate Similarity NPC232237
0.8319 Intermediate Similarity NPC475632
0.8319 Intermediate Similarity NPC105800
0.8318 Intermediate Similarity NPC165405
0.8304 Intermediate Similarity NPC472718
0.8304 Intermediate Similarity NPC244127
0.8304 Intermediate Similarity NPC88945
0.8302 Intermediate Similarity NPC213190
0.8291 Intermediate Similarity NPC47113
0.8291 Intermediate Similarity NPC174367
0.8288 Intermediate Similarity NPC475208
0.8288 Intermediate Similarity NPC73455
0.8288 Intermediate Similarity NPC251309
0.8288 Intermediate Similarity NPC200944
0.8288 Intermediate Similarity NPC238935
0.8283 Intermediate Similarity NPC250687
0.8283 Intermediate Similarity NPC229407
0.8283 Intermediate Similarity NPC48824
0.8283 Intermediate Similarity NPC255176
0.8283 Intermediate Similarity NPC254572
0.8276 Intermediate Similarity NPC160084
0.8276 Intermediate Similarity NPC41129
0.8273 Intermediate Similarity NPC292196
0.8273 Intermediate Similarity NPC470311
0.8273 Intermediate Similarity NPC471251
0.8273 Intermediate Similarity NPC270586
0.8273 Intermediate Similarity NPC477073
0.8261 Intermediate Similarity NPC51099
0.8261 Intermediate Similarity NPC293031
0.8261 Intermediate Similarity NPC68767
0.8261 Intermediate Similarity NPC275225
0.8261 Intermediate Similarity NPC475182
0.8257 Intermediate Similarity NPC131903
0.8257 Intermediate Similarity NPC246205
0.8257 Intermediate Similarity NPC296761
0.8257 Intermediate Similarity NPC137917
0.8257 Intermediate Similarity NPC471250
0.8257 Intermediate Similarity NPC167383
0.8257 Intermediate Similarity NPC237503
0.8257 Intermediate Similarity NPC118225
0.8257 Intermediate Similarity NPC306746
0.8257 Intermediate Similarity NPC204407
0.8257 Intermediate Similarity NPC43976
0.8257 Intermediate Similarity NPC125361
0.8257 Intermediate Similarity NPC51925
0.8257 Intermediate Similarity NPC57362
0.8257 Intermediate Similarity NPC154085
0.8246 Intermediate Similarity NPC207738
0.8241 Intermediate Similarity NPC234160
0.8235 Intermediate Similarity NPC477235
0.8224 Intermediate Similarity NPC85593
0.8224 Intermediate Similarity NPC31430
0.8224 Intermediate Similarity NPC469827
0.822 Intermediate Similarity NPC469757
0.822 Intermediate Similarity NPC117702
0.822 Intermediate Similarity NPC471357
0.822 Intermediate Similarity NPC146456
0.8218 Intermediate Similarity NPC471747
0.8214 Intermediate Similarity NPC474557
0.8214 Intermediate Similarity NPC477580
0.8214 Intermediate Similarity NPC164389
0.8214 Intermediate Similarity NPC475486
0.8214 Intermediate Similarity NPC220293
0.8205 Intermediate Similarity NPC476674
0.8205 Intermediate Similarity NPC473474
0.8198 Intermediate Similarity NPC37739
0.8198 Intermediate Similarity NPC100383
0.8198 Intermediate Similarity NPC471245
0.8198 Intermediate Similarity NPC46388
0.8198 Intermediate Similarity NPC477253
0.819 Intermediate Similarity NPC317019
0.819 Intermediate Similarity NPC167974
0.8182 Intermediate Similarity NPC90856
0.8182 Intermediate Similarity NPC476882
0.8182 Intermediate Similarity NPC199457
0.8182 Intermediate Similarity NPC108709
0.8182 Intermediate Similarity NPC476880
0.8182 Intermediate Similarity NPC164194
0.8182 Intermediate Similarity NPC320383
0.8182 Intermediate Similarity NPC474786
0.8182 Intermediate Similarity NPC476886
0.8182 Intermediate Similarity NPC476883
0.8182 Intermediate Similarity NPC476885
0.8182 Intermediate Similarity NPC137104
0.8182 Intermediate Similarity NPC270667
0.8182 Intermediate Similarity NPC110139
0.8182 Intermediate Similarity NPC279554
0.8182 Intermediate Similarity NPC474589
0.8182 Intermediate Similarity NPC29069
0.8182 Intermediate Similarity NPC475296
0.8182 Intermediate Similarity NPC56713
0.8182 Intermediate Similarity NPC136877
0.8182 Intermediate Similarity NPC274507
0.8182 Intermediate Similarity NPC269095
0.8182 Intermediate Similarity NPC220984
0.8182 Intermediate Similarity NPC102914
0.8182 Intermediate Similarity NPC75747
0.8182 Intermediate Similarity NPC250956
0.8182 Intermediate Similarity NPC78046
0.8182 Intermediate Similarity NPC7870
0.8182 Intermediate Similarity NPC476881
0.8182 Intermediate Similarity NPC127056
0.8182 Intermediate Similarity NPC59804
0.8182 Intermediate Similarity NPC68419
0.8182 Intermediate Similarity NPC174679
0.8182 Intermediate Similarity NPC476884

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC224414 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
0.8624 High Similarity NPD8133 Approved
0.8083 Intermediate Similarity NPD7319 Approved
0.8073 Intermediate Similarity NPD6412 Phase 2
0.8 Intermediate Similarity NPD7736 Approved
0.7983 Intermediate Similarity NPD7507 Approved
0.789 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD6686 Approved
0.7769 Intermediate Similarity NPD8293 Discontinued
0.7768 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD8294 Approved
0.7712 Intermediate Similarity NPD8377 Approved
0.7692 Intermediate Similarity NPD7327 Approved
0.7692 Intermediate Similarity NPD7328 Approved
0.7667 Intermediate Similarity NPD8328 Phase 3
0.7647 Intermediate Similarity NPD8296 Approved
0.7647 Intermediate Similarity NPD8033 Approved
0.7647 Intermediate Similarity NPD8380 Approved
0.7647 Intermediate Similarity NPD8335 Approved
0.7647 Intermediate Similarity NPD8379 Approved
0.7647 Intermediate Similarity NPD8378 Approved
0.7627 Intermediate Similarity NPD7516 Approved
0.7583 Intermediate Similarity NPD6370 Approved
0.7524 Intermediate Similarity NPD8034 Phase 2
0.7524 Intermediate Similarity NPD8035 Phase 2
0.7459 Intermediate Similarity NPD7492 Approved
0.7453 Intermediate Similarity NPD8171 Discontinued
0.7417 Intermediate Similarity NPD6059 Approved
0.7417 Intermediate Similarity NPD6054 Approved
0.7398 Intermediate Similarity NPD6616 Approved
0.7339 Intermediate Similarity NPD7078 Approved
0.7282 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD7503 Approved
0.7213 Intermediate Similarity NPD6016 Approved
0.7213 Intermediate Similarity NPD6015 Approved
0.7154 Intermediate Similarity NPD5988 Approved
0.7131 Intermediate Similarity NPD6319 Approved
0.7073 Intermediate Similarity NPD8513 Phase 3
0.7073 Intermediate Similarity NPD8516 Approved
0.7073 Intermediate Similarity NPD8515 Approved
0.7073 Intermediate Similarity NPD8517 Approved
0.7069 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.6975 Remote Similarity NPD8297 Approved
0.6975 Remote Similarity NPD6882 Approved
0.6972 Remote Similarity NPD6399 Phase 3
0.6942 Remote Similarity NPD6940 Discontinued
0.6891 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6885 Remote Similarity NPD6009 Approved
0.6885 Remote Similarity NPD7115 Discovery
0.6875 Remote Similarity NPD6084 Phase 2
0.6875 Remote Similarity NPD6033 Approved
0.6875 Remote Similarity NPD6083 Phase 2
0.6825 Remote Similarity NPD6067 Discontinued
0.6814 Remote Similarity NPD7638 Approved
0.6796 Remote Similarity NPD6928 Phase 2
0.678 Remote Similarity NPD7320 Approved
0.6777 Remote Similarity NPD4632 Approved
0.6769 Remote Similarity NPD5956 Approved
0.6765 Remote Similarity NPD6115 Approved
0.6765 Remote Similarity NPD6118 Approved
0.6765 Remote Similarity NPD6697 Approved
0.6765 Remote Similarity NPD6114 Approved
0.6762 Remote Similarity NPD4788 Approved
0.6754 Remote Similarity NPD7640 Approved
0.6754 Remote Similarity NPD7639 Approved
0.6752 Remote Similarity NPD7128 Approved
0.6752 Remote Similarity NPD5739 Approved
0.6752 Remote Similarity NPD6675 Approved
0.6752 Remote Similarity NPD6402 Approved
0.6723 Remote Similarity NPD6373 Approved
0.6723 Remote Similarity NPD6372 Approved
0.6667 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6116 Phase 1
0.6667 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6881 Approved
0.6639 Remote Similarity NPD6899 Approved
0.6615 Remote Similarity NPD8337 Approved
0.6615 Remote Similarity NPD8336 Approved
0.6612 Remote Similarity NPD6649 Approved
0.6612 Remote Similarity NPD6650 Approved
0.6612 Remote Similarity NPD8130 Phase 1
0.661 Remote Similarity NPD6008 Approved
0.6607 Remote Similarity NPD7748 Approved
0.6606 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6583 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6579 Remote Similarity NPD7902 Approved
0.6577 Remote Similarity NPD7637 Suspended
0.6569 Remote Similarity NPD6117 Approved
0.6555 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6555 Remote Similarity NPD5697 Approved
0.6555 Remote Similarity NPD5701 Approved
0.6549 Remote Similarity NPD5695 Phase 3
0.6542 Remote Similarity NPD4786 Approved
0.6535 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6921 Approved
0.6529 Remote Similarity NPD6883 Approved
0.6529 Remote Similarity NPD4634 Approved
0.6529 Remote Similarity NPD7290 Approved
0.6529 Remote Similarity NPD7102 Approved
0.6522 Remote Similarity NPD5696 Approved
0.648 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6475 Remote Similarity NPD6869 Approved
0.6475 Remote Similarity NPD6617 Approved
0.6475 Remote Similarity NPD6847 Approved
0.6471 Remote Similarity NPD3702 Approved
0.6455 Remote Similarity NPD6903 Approved
0.6455 Remote Similarity NPD5737 Approved
0.6455 Remote Similarity NPD6672 Approved
0.6449 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6449 Remote Similarity NPD3669 Approved
0.6446 Remote Similarity NPD6014 Approved
0.6446 Remote Similarity NPD6013 Approved
0.6446 Remote Similarity NPD6012 Approved
0.6434 Remote Similarity NPD7604 Phase 2
0.6429 Remote Similarity NPD7983 Approved
0.6429 Remote Similarity NPD7515 Phase 2
0.6429 Remote Similarity NPD6411 Approved
0.6423 Remote Similarity NPD6053 Discontinued
0.6422 Remote Similarity NPD6684 Approved
0.6422 Remote Similarity NPD6409 Approved
0.6422 Remote Similarity NPD7521 Approved
0.6422 Remote Similarity NPD5330 Approved
0.6422 Remote Similarity NPD7334 Approved
0.6422 Remote Similarity NPD7146 Approved
0.6418 Remote Similarity NPD8449 Approved
0.6412 Remote Similarity NPD8074 Phase 3
0.6406 Remote Similarity NPD5983 Phase 2
0.6404 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6396 Remote Similarity NPD4753 Phase 2
0.6393 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6379 Remote Similarity NPD4225 Approved
0.637 Remote Similarity NPD8450 Suspended
0.6364 Remote Similarity NPD6011 Approved
0.6364 Remote Similarity NPD7524 Approved
0.6356 Remote Similarity NPD7632 Discontinued
0.6355 Remote Similarity NPD3667 Approved
0.6341 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6339 Remote Similarity NPD46 Approved
0.6339 Remote Similarity NPD6698 Approved
0.6336 Remote Similarity NPD6336 Discontinued
0.6321 Remote Similarity NPD7525 Registered
0.6316 Remote Similarity NPD7900 Approved
0.6316 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5282 Discontinued
0.6293 Remote Similarity NPD4755 Approved
0.6279 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6273 Remote Similarity NPD6098 Approved
0.6271 Remote Similarity NPD1700 Approved
0.6262 Remote Similarity NPD1780 Approved
0.6262 Remote Similarity NPD1779 Approved
0.626 Remote Similarity NPD6371 Approved
0.625 Remote Similarity NPD5764 Clinical (unspecified phase)
0.625 Remote Similarity NPD6673 Approved
0.625 Remote Similarity NPD6904 Approved
0.625 Remote Similarity NPD5328 Approved
0.625 Remote Similarity NPD6101 Approved
0.625 Remote Similarity NPD6080 Approved
0.6239 Remote Similarity NPD3133 Approved
0.6239 Remote Similarity NPD3666 Approved
0.6239 Remote Similarity NPD3665 Phase 1
0.6239 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6231 Remote Similarity NPD8080 Discontinued
0.6228 Remote Similarity NPD4202 Approved
0.6218 Remote Similarity NPD8082 Approved
0.6218 Remote Similarity NPD8139 Approved
0.6218 Remote Similarity NPD8086 Approved
0.6218 Remote Similarity NPD8138 Approved
0.6218 Remote Similarity NPD8083 Approved
0.6218 Remote Similarity NPD8085 Approved
0.6218 Remote Similarity NPD8084 Approved
0.6186 Remote Similarity NPD4700 Approved
0.6186 Remote Similarity NPD5285 Approved
0.6186 Remote Similarity NPD5286 Approved
0.6186 Remote Similarity NPD4696 Approved
0.6183 Remote Similarity NPD7122 Discontinued
0.6181 Remote Similarity NPD7625 Phase 1
0.6176 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6176 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6081 Approved
0.6176 Remote Similarity NPD5777 Approved
0.6176 Remote Similarity NPD8338 Approved
0.6167 Remote Similarity NPD8276 Approved
0.6167 Remote Similarity NPD8275 Approved
0.6154 Remote Similarity NPD8266 Approved
0.6154 Remote Similarity NPD8269 Approved
0.6154 Remote Similarity NPD8268 Approved
0.6154 Remote Similarity NPD8267 Approved
0.6148 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6695 Phase 3
0.6142 Remote Similarity NPD6274 Approved
0.614 Remote Similarity NPD5281 Approved
0.614 Remote Similarity NPD5284 Approved
0.614 Remote Similarity NPD6079 Approved
0.6136 Remote Similarity NPD8340 Approved
0.6136 Remote Similarity NPD8341 Approved
0.6136 Remote Similarity NPD8342 Approved
0.6136 Remote Similarity NPD8299 Approved
0.6126 Remote Similarity NPD3618 Phase 1
0.6124 Remote Similarity NPD7100 Approved
0.6124 Remote Similarity NPD4522 Approved

Structure

External Identifiers

PubChem CID   60155054
ChEMBL   CHEMBL2063159
ZINC  

Physicochemical Properties

Molecular Weight:  648.39
ALogP:  0.5484
MLogP:  4.32
XLogP:  6.427
# Rotatable Bonds:  18
Polar Surface Area:  162.98
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  46

Download Data

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