Natural Product: NPC144625

Natural Product ID:  NPC144625
Common Name:   Schisandilactone E
IUPAC Name:  
Synonyms:   Schisandilactone E
Molecular Formula:   C29H36O12
Standard InCHIKey:  WCKMMTKBFVRBSL-OOMVBABASA-N
Standard InCHI:  InChI=1S/C29H36O12/c1-12-7-14(38-22(12)34)19-20-25(3,23(35)26(19,4)36)16(31)9-27-10-28-15(6-5-13(27)21(33)29(20,37)41-27)24(2,11-30)39-17(28)8-18(32)40-28/h7,13-15,17,19-21,30,33,36-37H,5-6,8-11H2,1-4H3/t13-,14+,15+,17-,19-,20+,21-,24+,25+,26-,27+,28-,29+/m1/s1
Canonical SMILES:  OC[C@]1(C)O[C@H]2[C@@]3([C@H]1CC[C@H]1[C@@]4(C3)CC(=O)[C@]3([C@@H]([C@@]([C@@H]1O)(O4)O)[C@@H]([C@H]1OC(=O)C(=C1)C)[C@@](C3=O)(C)O)C)OC(=O)C2
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
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota UNPD*
NPO7374 Seseli montanum Species Apiaceae Eukaryota UNPD*
NPO7128 Cynthia savignyi NA NA NA UNPD*
NPO6903 Lecanora straminea Species Lecanoraceae Eukaryota UNPD*
NPO11167 Prunus ssiori Species Rosaceae Eukaryota UNPD*
NPO9834 Veronica austriaca Species Plantaginaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 20681569
NPT139 Cell Line HT-29 Homo sapiens IC50 > 100000 nM 20681569
NPT111 Cell Line K562 Homo sapiens IC50 > 100000 nM 20681569

  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 NPC144625 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
0.9496 High Similarity NPC13071
0.9402 High Similarity NPC1538
0.9316 High Similarity NPC192309
0.9106 High Similarity NPC224623
0.9076 High Similarity NPC42747
0.8934 High Similarity NPC172823
0.879 High Similarity NPC469351
0.8699 High Similarity NPC11732
0.8455 Intermediate Similarity NPC129992
0.8455 Intermediate Similarity NPC186339
0.8361 Intermediate Similarity NPC147635
0.8361 Intermediate Similarity NPC163693
0.8167 Intermediate Similarity NPC209058
0.812 Intermediate Similarity NPC26617
0.8067 Intermediate Similarity NPC477103
0.8049 Intermediate Similarity NPC161060
0.8049 Intermediate Similarity NPC475401
0.8033 Intermediate Similarity NPC277583
0.8017 Intermediate Similarity NPC110989
0.8017 Intermediate Similarity NPC475945
0.8017 Intermediate Similarity NPC475871
0.8 Intermediate Similarity NPC474750
0.8 Intermediate Similarity NPC171759
0.8 Intermediate Similarity NPC477950
0.7984 Intermediate Similarity NPC477092
0.7983 Intermediate Similarity NPC477102
0.7967 Intermediate Similarity NPC475323
0.7967 Intermediate Similarity NPC36754
0.7967 Intermediate Similarity NPC475305
0.7966 Intermediate Similarity NPC176756
0.7949 Intermediate Similarity NPC203659
0.7931 Intermediate Similarity NPC474747
0.7931 Intermediate Similarity NPC225353
0.7917 Intermediate Similarity NPC471884
0.7917 Intermediate Similarity NPC257240
0.7899 Intermediate Similarity NPC167044
0.7899 Intermediate Similarity NPC10150
0.7895 Intermediate Similarity NPC477949
0.7881 Intermediate Similarity NPC168890
0.7879 Intermediate Similarity NPC471234
0.7874 Intermediate Similarity NPC469352
0.7863 Intermediate Similarity NPC472755
0.7851 Intermediate Similarity NPC287311
0.7846 Intermediate Similarity NPC475371
0.7845 Intermediate Similarity NPC474742
0.784 Intermediate Similarity NPC19028
0.784 Intermediate Similarity NPC9674
0.7833 Intermediate Similarity NPC187876
0.7823 Intermediate Similarity NPC471146
0.7823 Intermediate Similarity NPC471145
0.7807 Intermediate Similarity NPC126156
0.7805 Intermediate Similarity NPC471380
0.7805 Intermediate Similarity NPC471382
0.7803 Intermediate Similarity NPC88668
0.7797 Intermediate Similarity NPC474741
0.7797 Intermediate Similarity NPC100487
0.7778 Intermediate Similarity NPC86077
0.7778 Intermediate Similarity NPC472754
0.776 Intermediate Similarity NPC13710
0.776 Intermediate Similarity NPC475372
0.775 Intermediate Similarity NPC220773
0.775 Intermediate Similarity NPC278693
0.7739 Intermediate Similarity NPC213947
0.7739 Intermediate Similarity NPC108475
0.7739 Intermediate Similarity NPC170143
0.7731 Intermediate Similarity NPC243998
0.7731 Intermediate Similarity NPC223450
0.7731 Intermediate Similarity NPC54737
0.7724 Intermediate Similarity NPC46269
0.7724 Intermediate Similarity NPC106395
0.7717 Intermediate Similarity NPC471999
0.7717 Intermediate Similarity NPC472001
0.7717 Intermediate Similarity NPC472000
0.7717 Intermediate Similarity NPC470829
0.7717 Intermediate Similarity NPC473228
0.771 Intermediate Similarity NPC472770
0.7705 Intermediate Similarity NPC475495
0.7698 Intermediate Similarity NPC312536
0.7692 Intermediate Similarity NPC472753
0.7686 Intermediate Similarity NPC139838
0.7686 Intermediate Similarity NPC59489
0.7686 Intermediate Similarity NPC217041
0.768 Intermediate Similarity NPC473656
0.7661 Intermediate Similarity NPC67290
0.7661 Intermediate Similarity NPC133677
0.7661 Intermediate Similarity NPC138303
0.7652 Intermediate Similarity NPC476009
0.7652 Intermediate Similarity NPC91771
0.7652 Intermediate Similarity NPC142529
0.7647 Intermediate Similarity NPC472748
0.7647 Intermediate Similarity NPC472756
0.7642 Intermediate Similarity NPC76550
0.7642 Intermediate Similarity NPC475277
0.7642 Intermediate Similarity NPC123855
0.7642 Intermediate Similarity NPC471570
0.7642 Intermediate Similarity NPC138757
0.7642 Intermediate Similarity NPC473522
0.7642 Intermediate Similarity NPC477093
0.7638 Intermediate Similarity NPC472004
0.7627 Intermediate Similarity NPC49393
0.7627 Intermediate Similarity NPC105725
0.7627 Intermediate Similarity NPC149371
0.7623 Intermediate Similarity NPC182185
0.7623 Intermediate Similarity NPC475463
0.7619 Intermediate Similarity NPC288679
0.7607 Intermediate Similarity NPC280963
0.7603 Intermediate Similarity NPC308191
0.76 Intermediate Similarity NPC138372
0.76 Intermediate Similarity NPC106228
0.7597 Intermediate Similarity NPC472768
0.7594 Intermediate Similarity NPC472769
0.7586 Intermediate Similarity NPC311904
0.7586 Intermediate Similarity NPC474313
0.7583 Intermediate Similarity NPC41674
0.7583 Intermediate Similarity NPC228311
0.7583 Intermediate Similarity NPC472751
0.7583 Intermediate Similarity NPC179891
0.7583 Intermediate Similarity NPC469441
0.7583 Intermediate Similarity NPC291643
0.7583 Intermediate Similarity NPC472749
0.7565 Intermediate Similarity NPC163228
0.7565 Intermediate Similarity NPC475900
0.7563 Intermediate Similarity NPC475873
0.7563 Intermediate Similarity NPC472747
0.7563 Intermediate Similarity NPC472750
0.7542 Intermediate Similarity NPC47880
0.7542 Intermediate Similarity NPC150923
0.7542 Intermediate Similarity NPC185141
0.7542 Intermediate Similarity NPC128733
0.7542 Intermediate Similarity NPC110443
0.7542 Intermediate Similarity NPC133907
0.7542 Intermediate Similarity NPC46998
0.7542 Intermediate Similarity NPC475099
0.7541 Intermediate Similarity NPC475588
0.7541 Intermediate Similarity NPC38154
0.754 Intermediate Similarity NPC475238
0.7536 Intermediate Similarity NPC25887
0.7521 Intermediate Similarity NPC290247
0.7521 Intermediate Similarity NPC470188
0.7521 Intermediate Similarity NPC470192
0.7521 Intermediate Similarity NPC469787
0.7521 Intermediate Similarity NPC204884
0.7521 Intermediate Similarity NPC471144
0.7521 Intermediate Similarity NPC469788
0.752 Intermediate Similarity NPC178289
0.7519 Intermediate Similarity NPC473838
0.7519 Intermediate Similarity NPC475389
0.75 Intermediate Similarity NPC24956
0.75 Intermediate Similarity NPC98870
0.75 Intermediate Similarity NPC18019
0.75 Intermediate Similarity NPC311534
0.748 Intermediate Similarity NPC50223
0.748 Intermediate Similarity NPC475309
0.7478 Intermediate Similarity NPC473331
0.7463 Intermediate Similarity NPC475139
0.7463 Intermediate Similarity NPC180902
0.7463 Intermediate Similarity NPC34963
0.7459 Intermediate Similarity NPC117604
0.7459 Intermediate Similarity NPC475960
0.7459 Intermediate Similarity NPC329876
0.7444 Intermediate Similarity NPC470851
0.7444 Intermediate Similarity NPC231529
0.7444 Intermediate Similarity NPC35109
0.7438 Intermediate Similarity NPC44004
0.7438 Intermediate Similarity NPC475217
0.7438 Intermediate Similarity NPC252234
0.7436 Intermediate Similarity NPC471150
0.7436 Intermediate Similarity NPC161493
0.7429 Intermediate Similarity NPC471171
0.7424 Intermediate Similarity NPC471357
0.7424 Intermediate Similarity NPC146456
0.7424 Intermediate Similarity NPC117702
0.7424 Intermediate Similarity NPC287423
0.7424 Intermediate Similarity NPC469757
0.7417 Intermediate Similarity NPC474775
0.7417 Intermediate Similarity NPC4620
0.7417 Intermediate Similarity NPC473148
0.7414 Intermediate Similarity NPC36954
0.7414 Intermediate Similarity NPC52044
0.7414 Intermediate Similarity NPC37408
0.7414 Intermediate Similarity NPC67584
0.7407 Intermediate Similarity NPC58029
0.7407 Intermediate Similarity NPC469673
0.7402 Intermediate Similarity NPC239273
0.7398 Intermediate Similarity NPC47951
0.7391 Intermediate Similarity NPC81419
0.7391 Intermediate Similarity NPC308656
0.7391 Intermediate Similarity NPC200237
0.7391 Intermediate Similarity NPC473263
0.7391 Intermediate Similarity NPC60386
0.7391 Intermediate Similarity NPC476300
0.7391 Intermediate Similarity NPC153590
0.7391 Intermediate Similarity NPC473234
0.7391 Intermediate Similarity NPC473273
0.7391 Intermediate Similarity NPC179746
0.7388 Intermediate Similarity NPC196921
0.7388 Intermediate Similarity NPC213634
0.7388 Intermediate Similarity NPC279478
0.7388 Intermediate Similarity NPC241935
0.7388 Intermediate Similarity NPC220757

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC144625 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
0.812 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD6371 Approved
0.7313 Intermediate Similarity NPD7319 Approved
0.7293 Intermediate Similarity NPD7078 Approved
0.7273 Intermediate Similarity NPD7492 Approved
0.7265 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD6054 Approved
0.7218 Intermediate Similarity NPD7507 Approved
0.7218 Intermediate Similarity NPD6616 Approved
0.7121 Intermediate Similarity NPD6370 Approved
0.7111 Intermediate Similarity NPD7736 Approved
0.7099 Intermediate Similarity NPD6319 Approved
0.7099 Intermediate Similarity NPD6059 Approved
0.7073 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD6015 Approved
0.7045 Intermediate Similarity NPD6016 Approved
0.704 Intermediate Similarity NPD6686 Approved
0.7037 Intermediate Similarity NPD8293 Discontinued
0.6992 Remote Similarity NPD5988 Approved
0.6953 Remote Similarity NPD6053 Discontinued
0.6923 Remote Similarity NPD5785 Approved
0.6822 Remote Similarity NPD8297 Approved
0.6822 Remote Similarity NPD6882 Approved
0.6769 Remote Similarity NPD4632 Approved
0.6744 Remote Similarity NPD6649 Approved
0.6744 Remote Similarity NPD6650 Approved
0.6742 Remote Similarity NPD6009 Approved
0.6719 Remote Similarity NPD6373 Approved
0.6719 Remote Similarity NPD6372 Approved
0.6695 Remote Similarity NPD1695 Approved
0.6692 Remote Similarity NPD7328 Approved
0.6692 Remote Similarity NPD7327 Approved
0.6642 Remote Similarity NPD7516 Approved
0.6641 Remote Similarity NPD6881 Approved
0.6641 Remote Similarity NPD7320 Approved
0.6641 Remote Similarity NPD6899 Approved
0.6639 Remote Similarity NPD6698 Approved
0.6639 Remote Similarity NPD46 Approved
0.6619 Remote Similarity NPD6033 Approved
0.6617 Remote Similarity NPD7115 Discovery
0.6615 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6614 Remote Similarity NPD6675 Approved
0.6614 Remote Similarity NPD7128 Approved
0.6614 Remote Similarity NPD6402 Approved
0.6614 Remote Similarity NPD5739 Approved
0.6612 Remote Similarity NPD5282 Discontinued
0.6593 Remote Similarity NPD8377 Approved
0.6593 Remote Similarity NPD8294 Approved
0.6583 Remote Similarity NPD7983 Approved
0.6562 Remote Similarity NPD5697 Approved
0.6562 Remote Similarity NPD6412 Phase 2
0.6544 Remote Similarity NPD8296 Approved
0.6544 Remote Similarity NPD8380 Approved
0.6544 Remote Similarity NPD8378 Approved
0.6544 Remote Similarity NPD8033 Approved
0.6544 Remote Similarity NPD8379 Approved
0.6544 Remote Similarity NPD8335 Approved
0.6538 Remote Similarity NPD6883 Approved
0.6538 Remote Similarity NPD7102 Approved
0.6538 Remote Similarity NPD4634 Approved
0.6538 Remote Similarity NPD7290 Approved
0.6496 Remote Similarity NPD5363 Approved
0.6489 Remote Similarity NPD6617 Approved
0.6489 Remote Similarity NPD6847 Approved
0.6489 Remote Similarity NPD8130 Phase 1
0.6489 Remote Similarity NPD6869 Approved
0.6483 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6462 Remote Similarity NPD6013 Approved
0.6462 Remote Similarity NPD6012 Approved
0.6462 Remote Similarity NPD6014 Approved
0.6452 Remote Similarity NPD6084 Phase 2
0.6452 Remote Similarity NPD6083 Phase 2
0.6449 Remote Similarity NPD7604 Phase 2
0.6449 Remote Similarity NPD8328 Phase 3
0.6441 Remote Similarity NPD5786 Approved
0.6434 Remote Similarity NPD5701 Approved
0.6423 Remote Similarity NPD7503 Approved
0.6423 Remote Similarity NPD5983 Phase 2
0.6423 Remote Similarity NPD8517 Approved
0.6423 Remote Similarity NPD8516 Approved
0.6423 Remote Similarity NPD8515 Approved
0.6423 Remote Similarity NPD8513 Phase 3
0.6408 Remote Similarity NPD5956 Approved
0.64 Remote Similarity NPD4225 Approved
0.6385 Remote Similarity NPD6011 Approved
0.6385 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6379 Remote Similarity NPD6435 Approved
0.6364 Remote Similarity NPD7838 Discovery
0.6357 Remote Similarity NPD6336 Discontinued
0.6357 Remote Similarity NPD6008 Approved
0.6356 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6304 Remote Similarity NPD8269 Approved
0.6304 Remote Similarity NPD8267 Approved
0.6304 Remote Similarity NPD8266 Approved
0.6304 Remote Similarity NPD8268 Approved
0.6293 Remote Similarity NPD5369 Approved
0.629 Remote Similarity NPD5695 Phase 3
0.627 Remote Similarity NPD5696 Approved
0.627 Remote Similarity NPD8029 Clinical (unspecified phase)
0.627 Remote Similarity NPD7638 Approved
0.625 Remote Similarity NPD4250 Approved
0.625 Remote Similarity NPD4251 Approved
0.625 Remote Similarity NPD7260 Phase 2
0.625 Remote Similarity NPD5211 Phase 2
0.6241 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6239 Remote Similarity NPD4270 Approved
0.6239 Remote Similarity NPD4269 Approved
0.622 Remote Similarity NPD5286 Approved
0.622 Remote Similarity NPD5285 Approved
0.622 Remote Similarity NPD4696 Approved
0.622 Remote Similarity NPD7640 Approved
0.622 Remote Similarity NPD7639 Approved
0.6218 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6214 Remote Similarity NPD7642 Approved
0.6207 Remote Similarity NPD6845 Suspended
0.6207 Remote Similarity NPD5368 Approved
0.6197 Remote Similarity NPD8074 Phase 3
0.619 Remote Similarity NPD4755 Approved
0.6187 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5362 Discontinued
0.6176 Remote Similarity NPD6274 Approved
0.6167 Remote Similarity NPD4249 Approved
0.6159 Remote Similarity NPD7101 Approved
0.6159 Remote Similarity NPD7100 Approved
0.6154 Remote Similarity NPD5141 Approved
0.6148 Remote Similarity NPD8133 Approved
0.6124 Remote Similarity NPD5224 Approved
0.6124 Remote Similarity NPD4633 Approved
0.6124 Remote Similarity NPD5226 Approved
0.6124 Remote Similarity NPD5225 Approved
0.6102 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6094 Remote Similarity NPD4700 Approved
0.609 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6087 Remote Similarity NPD6335 Approved
0.6077 Remote Similarity NPD5175 Approved
0.6077 Remote Similarity NPD5174 Approved
0.6068 Remote Similarity NPD4252 Approved
0.6048 Remote Similarity NPD5693 Phase 1
0.6047 Remote Similarity NPD1700 Approved
0.6047 Remote Similarity NPD5223 Approved
0.6045 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6034 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6032 Remote Similarity NPD5210 Approved
0.6032 Remote Similarity NPD4629 Approved
0.6028 Remote Similarity NPD8080 Discontinued
0.6016 Remote Similarity NPD4753 Phase 2
0.6015 Remote Similarity NPD4729 Approved
0.6015 Remote Similarity NPD4730 Approved
0.6014 Remote Similarity NPD6317 Approved
0.6014 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6 Remote Similarity NPD5779 Approved
0.6 Remote Similarity NPD5778 Approved
0.5986 Remote Similarity NPD7830 Approved
0.5986 Remote Similarity NPD7829 Approved
0.5985 Remote Similarity NPD4767 Approved
0.5985 Remote Similarity NPD4768 Approved
0.5984 Remote Similarity NPD7839 Suspended
0.5971 Remote Similarity NPD6314 Approved
0.5971 Remote Similarity NPD6313 Approved
0.5957 Remote Similarity NPD6921 Approved
0.5957 Remote Similarity NPD6908 Approved
0.5957 Remote Similarity NPD6909 Approved
0.5957 Remote Similarity NPD8444 Approved
0.5941 Remote Similarity NPD7799 Discontinued
0.5932 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5932 Remote Similarity NPD4821 Approved
0.5932 Remote Similarity NPD4819 Approved
0.5932 Remote Similarity NPD4820 Approved
0.5932 Remote Similarity NPD4822 Approved
0.5929 Remote Similarity NPD4522 Approved
0.5926 Remote Similarity NPD5248 Approved
0.5926 Remote Similarity NPD5247 Approved
0.5926 Remote Similarity NPD5249 Phase 3
0.5926 Remote Similarity NPD5250 Approved
0.5926 Remote Similarity NPD5251 Approved
0.5923 Remote Similarity NPD5344 Discontinued
0.592 Remote Similarity NPD7637 Suspended
0.5906 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5903 Remote Similarity NPD8451 Approved
0.5896 Remote Similarity NPD5128 Approved
0.5894 Remote Similarity NPD6334 Approved
0.5894 Remote Similarity NPD6333 Approved
0.5887 Remote Similarity NPD6673 Approved
0.5887 Remote Similarity NPD6904 Approved
0.5887 Remote Similarity NPD6080 Approved
0.5882 Remote Similarity NPD4790 Discontinued
0.5874 Remote Similarity NPD6067 Discontinued
0.5873 Remote Similarity NPD6399 Phase 3
0.5862 Remote Similarity NPD8448 Approved
0.5857 Remote Similarity NPD7641 Discontinued
0.5845 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5209 Approved
0.5833 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4754 Approved
0.5822 Remote Similarity NPD8337 Approved
0.5822 Remote Similarity NPD8336 Approved
0.5821 Remote Similarity NPD5954 Clinical (unspecified phase)
0.582 Remote Similarity NPD1694 Approved
0.5806 Remote Similarity NPD5737 Approved

Structure

External Identifiers

PubChem CID   46918830
ChEMBL   CHEMBL1215354
ZINC  

Physicochemical Properties

Molecular Weight:  576.22
ALogP:  -2.3624
MLogP:  3.33
XLogP:  -0.748
# Rotatable Bonds:  10
Polar Surface Area:  186.12
# H-Bond Aceptor:  12
# H-Bond Donor:  4
# Rings:  7
# Heavy Atoms:  41

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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