Natural Product: NPC148417

Natural Product ID:  NPC148417
Common Name:   3-O-Beta-D-Glucopyranosyl-(1->4)-Alpha-L-Arabinopyranosyl Siaresinolic Acid 28-O-Alpha-L-Rhamnopyranosyl-(1->4)-Beta-D-Glucopyranosyl-(1->6)-Beta-D-Glucopyranosyl Ester
IUPAC Name:   [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
Synonyms:  
Molecular Formula:   C59H96O27
Standard InCHIKey:  LKXSEJWOAPOCIO-SIOYIREESA-N
Standard InCHI:  InChI=1S/C59H96O27/c1-23-33(62)37(66)42(71)50(79-23)85-46-26(20-61)81-48(45(74)40(46)69)77-21-27-35(64)39(68)44(73)52(83-27)86-53(76)59-17-15-54(2,3)47(75)32(59)24-9-10-30-56(6)13-12-31(55(4,5)29(56)11-14-58(30,8)57(24,7)16-18-59)84-49-41(70)36(65)28(22-78-49)82-51-43(72)38(67)34(63)25(19-60)80-51/h9,23,25-52,60-75H,10-22H2,1-8H3/t23-,25+,26+,27+,28-,29-,30+,31-,32+,33-,34+,35+,36-,37+,38-,39-,40+,41+,42+,43+,44+,45+,46+,47-,48+,49-,50-,51-,52-,56-,57+,58+,59-/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CCC([C@H]([C@H]4C4=CC[C@H]5[C@@]([C@@]4(CC3)C)(C)CC[C@@H]3[C@]5(C)CC[C@@H](C3(C)C)O[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O)O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)(C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)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
NPO32682 anemone taipaiensis Species Ranunculaceae Eukaryota Rhizomes PMID[23992864]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 > 80000 nM 19331379
NPT2 Others Unspecified IC50 = 29040 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens IC50 > 80000 nM 22840694
NPT165 Cell Line HeLa Homo sapiens IC50 > 80000 nM 23398362
NPT81 Cell Line A549 Homo sapiens IC50 > 80000 nM 7623046

  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 NPC148417 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
1.0 High Similarity NPC110633
1.0 High Similarity NPC136768
0.9907 High Similarity NPC36831
0.9907 High Similarity NPC161674
0.9907 High Similarity NPC471384
0.9815 High Similarity NPC68175
0.9813 High Similarity NPC202828
0.9813 High Similarity NPC294453
0.9813 High Similarity NPC309907
0.9813 High Similarity NPC65105
0.9813 High Similarity NPC204414
0.9813 High Similarity NPC4328
0.9813 High Similarity NPC41061
0.9813 High Similarity NPC469782
0.9813 High Similarity NPC298034
0.9813 High Similarity NPC475160
0.9813 High Similarity NPC161717
0.9813 High Similarity NPC100639
0.9813 High Similarity NPC475140
0.9813 High Similarity NPC119592
0.9813 High Similarity NPC54636
0.9813 High Similarity NPC43550
0.9813 High Similarity NPC57484
0.9813 High Similarity NPC224381
0.9813 High Similarity NPC79643
0.9813 High Similarity NPC305981
0.9813 High Similarity NPC70809
0.9813 High Similarity NPC60557
0.9813 High Similarity NPC471550
0.9813 High Similarity NPC250247
0.9813 High Similarity NPC261506
0.9813 High Similarity NPC473714
0.9813 High Similarity NPC76972
0.9813 High Similarity NPC227551
0.9813 High Similarity NPC71065
0.9813 High Similarity NPC471385
0.9813 High Similarity NPC67857
0.9813 High Similarity NPC476068
0.9813 High Similarity NPC236638
0.9813 High Similarity NPC293330
0.9813 High Similarity NPC123199
0.9727 High Similarity NPC268184
0.9722 High Similarity NPC160415
0.9722 High Similarity NPC58448
0.972 High Similarity NPC124296
0.972 High Similarity NPC46665
0.972 High Similarity NPC241909
0.972 High Similarity NPC475287
0.972 High Similarity NPC174720
0.972 High Similarity NPC475467
0.972 High Similarity NPC323341
0.972 High Similarity NPC133818
0.972 High Similarity NPC151543
0.972 High Similarity NPC309714
0.972 High Similarity NPC166422
0.972 High Similarity NPC473826
0.972 High Similarity NPC114287
0.972 High Similarity NPC295823
0.972 High Similarity NPC114304
0.972 High Similarity NPC155410
0.972 High Similarity NPC258885
0.972 High Similarity NPC251263
0.972 High Similarity NPC219180
0.972 High Similarity NPC192600
0.9633 High Similarity NPC309223
0.9633 High Similarity NPC102505
0.9633 High Similarity NPC470876
0.9633 High Similarity NPC104137
0.9633 High Similarity NPC123522
0.9633 High Similarity NPC33012
0.9633 High Similarity NPC473824
0.9633 High Similarity NPC475209
0.9633 High Similarity NPC185466
0.9633 High Similarity NPC85154
0.9633 High Similarity NPC69811
0.9633 High Similarity NPC191827
0.9633 High Similarity NPC220160
0.9633 High Similarity NPC475119
0.9633 High Similarity NPC473452
0.9633 High Similarity NPC8524
0.9633 High Similarity NPC475514
0.9633 High Similarity NPC286457
0.9626 High Similarity NPC256798
0.9626 High Similarity NPC104400
0.9626 High Similarity NPC471383
0.9626 High Similarity NPC104071
0.9626 High Similarity NPC324875
0.9626 High Similarity NPC276093
0.9626 High Similarity NPC109079
0.9626 High Similarity NPC79718
0.9626 High Similarity NPC475504
0.9626 High Similarity NPC292677
0.9626 High Similarity NPC101744
0.9626 High Similarity NPC473373
0.9626 High Similarity NPC128925
0.9626 High Similarity NPC10320
0.9626 High Similarity NPC139044
0.9626 High Similarity NPC469946
0.9626 High Similarity NPC102439
0.9626 High Similarity NPC257468
0.9626 High Similarity NPC475516
0.9545 High Similarity NPC237191
0.9541 High Similarity NPC51465
0.9541 High Similarity NPC37134
0.9541 High Similarity NPC476992
0.9541 High Similarity NPC288205
0.9541 High Similarity NPC75287
0.9541 High Similarity NPC26626
0.9541 High Similarity NPC291903
0.9541 High Similarity NPC305267
0.9537 High Similarity NPC189884
0.9537 High Similarity NPC134835
0.9537 High Similarity NPC473343
0.9537 High Similarity NPC138334
0.9537 High Similarity NPC204458
0.9537 High Similarity NPC47063
0.9537 High Similarity NPC163183
0.9537 High Similarity NPC150400
0.9537 High Similarity NPC96641
0.9537 High Similarity NPC73318
0.9533 High Similarity NPC211798
0.9533 High Similarity NPC191763
0.9533 High Similarity NPC235841
0.9533 High Similarity NPC164419
0.9533 High Similarity NPC297208
0.9533 High Similarity NPC473481
0.9533 High Similarity NPC108748
0.9533 High Similarity NPC30397
0.9459 High Similarity NPC473386
0.9459 High Similarity NPC207738
0.9459 High Similarity NPC477464
0.9459 High Similarity NPC471577
0.9455 High Similarity NPC471580
0.9455 High Similarity NPC300419
0.945 High Similarity NPC475486
0.945 High Similarity NPC164389
0.9444 High Similarity NPC116794
0.9444 High Similarity NPC37739
0.9444 High Similarity NPC139894
0.9444 High Similarity NPC46388
0.9444 High Similarity NPC473383
0.9439 High Similarity NPC136877
0.9439 High Similarity NPC56713
0.9439 High Similarity NPC475296
0.9439 High Similarity NPC59804
0.9439 High Similarity NPC90856
0.9439 High Similarity NPC174679
0.9439 High Similarity NPC279554
0.9439 High Similarity NPC270667
0.9439 High Similarity NPC474589
0.9439 High Similarity NPC29069
0.9439 High Similarity NPC164194
0.9439 High Similarity NPC127056
0.9439 High Similarity NPC274507
0.9375 High Similarity NPC476991
0.9369 High Similarity NPC105800
0.9369 High Similarity NPC109588
0.9369 High Similarity NPC475899
0.9369 High Similarity NPC473459
0.9369 High Similarity NPC470513
0.9369 High Similarity NPC232237
0.9369 High Similarity NPC470514
0.9358 High Similarity NPC271138
0.9358 High Similarity NPC269315
0.9352 High Similarity NPC179434
0.9346 High Similarity NPC57362
0.9346 High Similarity NPC167383
0.9346 High Similarity NPC204407
0.9346 High Similarity NPC237503
0.9346 High Similarity NPC306746
0.9298 High Similarity NPC283417
0.9298 High Similarity NPC200049
0.9298 High Similarity NPC302543
0.9298 High Similarity NPC258617
0.9292 High Similarity NPC51099
0.9292 High Similarity NPC477463
0.9292 High Similarity NPC275225
0.9292 High Similarity NPC293031
0.9292 High Similarity NPC68767
0.9286 High Similarity NPC192791
0.9286 High Similarity NPC135849
0.9286 High Similarity NPC25663
0.9286 High Similarity NPC51564
0.9279 High Similarity NPC323359
0.9279 High Similarity NPC471547
0.9273 High Similarity NPC475633
0.9266 High Similarity NPC1046
0.9266 High Similarity NPC80843
0.9259 High Similarity NPC476882
0.9259 High Similarity NPC476887
0.9259 High Similarity NPC108709
0.9259 High Similarity NPC75747
0.9259 High Similarity NPC110139
0.9259 High Similarity NPC199457
0.9259 High Similarity NPC476883
0.9259 High Similarity NPC476884
0.9259 High Similarity NPC68419
0.9259 High Similarity NPC476886
0.9259 High Similarity NPC475501
0.9259 High Similarity NPC476885

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC148417 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
0.8803 High Similarity NPD8328 Phase 3
0.8772 High Similarity NPD8295 Clinical (unspecified phase)
0.8649 High Similarity NPD8132 Clinical (unspecified phase)
0.8348 Intermediate Similarity NPD8133 Approved
0.7869 Intermediate Similarity NPD8516 Approved
0.7869 Intermediate Similarity NPD8515 Approved
0.7869 Intermediate Similarity NPD8517 Approved
0.7826 Intermediate Similarity NPD6412 Phase 2
0.7787 Intermediate Similarity NPD8294 Approved
0.7787 Intermediate Similarity NPD8377 Approved
0.7759 Intermediate Similarity NPD6686 Approved
0.7748 Intermediate Similarity NPD7902 Approved
0.7724 Intermediate Similarity NPD8378 Approved
0.7724 Intermediate Similarity NPD8033 Approved
0.7724 Intermediate Similarity NPD8296 Approved
0.7724 Intermediate Similarity NPD8379 Approved
0.7724 Intermediate Similarity NPD8380 Approved
0.7724 Intermediate Similarity NPD8513 Phase 3
0.7724 Intermediate Similarity NPD8335 Approved
0.7636 Intermediate Similarity NPD7748 Approved
0.7619 Intermediate Similarity NPD7507 Approved
0.7563 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD7900 Approved
0.7455 Intermediate Similarity NPD7515 Phase 2
0.7442 Intermediate Similarity NPD7319 Approved
0.7364 Intermediate Similarity NPD7736 Approved
0.7339 Intermediate Similarity NPD7327 Approved
0.7339 Intermediate Similarity NPD7328 Approved
0.728 Intermediate Similarity NPD7516 Approved
0.7203 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD7503 Approved
0.7154 Intermediate Similarity NPD8293 Discontinued
0.7143 Intermediate Similarity NPD8034 Phase 2
0.7143 Intermediate Similarity NPD8035 Phase 2
0.708 Intermediate Similarity NPD6399 Phase 3
0.6977 Remote Similarity NPD6370 Approved
0.6935 Remote Similarity NPD8297 Approved
0.6935 Remote Similarity NPD6882 Approved
0.6923 Remote Similarity NPD7638 Approved
0.6885 Remote Similarity NPD5345 Clinical (unspecified phase)
0.687 Remote Similarity NPD7492 Approved
0.6864 Remote Similarity NPD7639 Approved
0.6864 Remote Similarity NPD7640 Approved
0.685 Remote Similarity NPD7115 Discovery
0.685 Remote Similarity NPD6009 Approved
0.6829 Remote Similarity NPD6373 Approved
0.6829 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6372 Approved
0.6822 Remote Similarity NPD6054 Approved
0.6822 Remote Similarity NPD7645 Phase 2
0.6822 Remote Similarity NPD6319 Approved
0.6822 Remote Similarity NPD6059 Approved
0.6818 Remote Similarity NPD6616 Approved
0.6794 Remote Similarity NPD6067 Discontinued
0.6783 Remote Similarity NPD8171 Discontinued
0.6774 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6767 Remote Similarity NPD8074 Phase 3
0.6767 Remote Similarity NPD7078 Approved
0.6757 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6746 Remote Similarity NPD4632 Approved
0.6721 Remote Similarity NPD6402 Approved
0.6721 Remote Similarity NPD5739 Approved
0.6721 Remote Similarity NPD7128 Approved
0.6721 Remote Similarity NPD6675 Approved
0.672 Remote Similarity NPD6650 Approved
0.672 Remote Similarity NPD6649 Approved
0.6715 Remote Similarity NPD8450 Suspended
0.6696 Remote Similarity NPD6411 Approved
0.6642 Remote Similarity NPD8449 Approved
0.6641 Remote Similarity NPD6015 Approved
0.6641 Remote Similarity NPD6016 Approved
0.6639 Remote Similarity NPD4225 Approved
0.6613 Remote Similarity NPD7320 Approved
0.6613 Remote Similarity NPD6899 Approved
0.6613 Remote Similarity NPD6881 Approved
0.6609 Remote Similarity NPD6698 Approved
0.6609 Remote Similarity NPD46 Approved
0.6591 Remote Similarity NPD5988 Approved
0.6587 Remote Similarity NPD8130 Phase 1
0.6585 Remote Similarity NPD6008 Approved
0.6549 Remote Similarity NPD3618 Phase 1
0.6532 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6532 Remote Similarity NPD5697 Approved
0.6532 Remote Similarity NPD5701 Approved
0.6522 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6101 Approved
0.6518 Remote Similarity NPD4786 Approved
0.6508 Remote Similarity NPD7290 Approved
0.6508 Remote Similarity NPD6883 Approved
0.6508 Remote Similarity NPD7102 Approved
0.65 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6486 Remote Similarity NPD3667 Approved
0.6457 Remote Similarity NPD6847 Approved
0.6457 Remote Similarity NPD6869 Approved
0.6457 Remote Similarity NPD6617 Approved
0.6435 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6012 Approved
0.6429 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6013 Approved
0.6429 Remote Similarity NPD3669 Approved
0.6429 Remote Similarity NPD6014 Approved
0.6418 Remote Similarity NPD7604 Phase 2
0.6417 Remote Similarity NPD6084 Phase 2
0.6417 Remote Similarity NPD6083 Phase 2
0.641 Remote Similarity NPD7983 Approved
0.6391 Remote Similarity NPD6921 Approved
0.6391 Remote Similarity NPD5983 Phase 2
0.6379 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6379 Remote Similarity NPD5328 Approved
0.6356 Remote Similarity NPD5778 Approved
0.6356 Remote Similarity NPD5779 Approved
0.635 Remote Similarity NPD6033 Approved
0.6349 Remote Similarity NPD6011 Approved
0.6348 Remote Similarity NPD3573 Approved
0.6341 Remote Similarity NPD7632 Discontinued
0.6328 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6324 Remote Similarity NPD6336 Discontinued
0.6281 Remote Similarity NPD4755 Approved
0.6277 Remote Similarity NPD8448 Approved
0.6271 Remote Similarity NPD6079 Approved
0.6261 Remote Similarity NPD6409 Approved
0.6261 Remote Similarity NPD7146 Approved
0.6261 Remote Similarity NPD5330 Approved
0.6261 Remote Similarity NPD7521 Approved
0.6261 Remote Similarity NPD7334 Approved
0.6261 Remote Similarity NPD6684 Approved
0.626 Remote Similarity NPD6940 Discontinued
0.6259 Remote Similarity NPD8392 Approved
0.6259 Remote Similarity NPD8391 Approved
0.6259 Remote Similarity NPD8390 Approved
0.625 Remote Similarity NPD1780 Approved
0.625 Remote Similarity NPD8342 Approved
0.625 Remote Similarity NPD8299 Approved
0.625 Remote Similarity NPD4634 Approved
0.625 Remote Similarity NPD8340 Approved
0.625 Remote Similarity NPD1779 Approved
0.625 Remote Similarity NPD8341 Approved
0.623 Remote Similarity NPD5696 Approved
0.6218 Remote Similarity NPD4202 Approved
0.6212 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6204 Remote Similarity NPD8451 Approved
0.6198 Remote Similarity NPD4697 Phase 3
0.6179 Remote Similarity NPD5285 Approved
0.6179 Remote Similarity NPD4700 Approved
0.6179 Remote Similarity NPD5286 Approved
0.6179 Remote Similarity NPD4696 Approved
0.6174 Remote Similarity NPD7625 Phase 1
0.6165 Remote Similarity NPD7641 Discontinued
0.6161 Remote Similarity NPD7525 Registered
0.6154 Remote Similarity NPD6903 Approved
0.6154 Remote Similarity NPD5737 Approved
0.6154 Remote Similarity NPD6672 Approved
0.6136 Remote Similarity NPD6274 Approved
0.6129 Remote Similarity NPD5344 Discontinued
0.6126 Remote Similarity NPD6697 Approved
0.6126 Remote Similarity NPD6118 Approved
0.6126 Remote Similarity NPD6115 Approved
0.6126 Remote Similarity NPD6114 Approved
0.6119 Remote Similarity NPD7101 Approved
0.6119 Remote Similarity NPD7100 Approved
0.6116 Remote Similarity NPD5695 Phase 3
0.6116 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6115 Remote Similarity NPD8336 Approved
0.6115 Remote Similarity NPD8337 Approved
0.6087 Remote Similarity NPD3665 Phase 1
0.6087 Remote Similarity NPD3133 Approved
0.6087 Remote Similarity NPD3668 Phase 3
0.6087 Remote Similarity NPD3666 Approved
0.608 Remote Similarity NPD5224 Approved
0.608 Remote Similarity NPD5225 Approved
0.608 Remote Similarity NPD5226 Approved
0.608 Remote Similarity NPD4633 Approved
0.608 Remote Similarity NPD5211 Phase 2
0.6066 Remote Similarity NPD7839 Suspended
0.6066 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6066 Remote Similarity NPD5222 Approved
0.6066 Remote Similarity NPD5221 Approved
0.6063 Remote Similarity NPD4768 Approved
0.6063 Remote Similarity NPD4767 Approved
0.6058 Remote Similarity NPD7830 Approved
0.6058 Remote Similarity NPD7829 Approved
0.605 Remote Similarity NPD7838 Discovery
0.6045 Remote Similarity NPD6335 Approved
0.6036 Remote Similarity NPD6116 Phase 1
0.6032 Remote Similarity NPD5175 Approved
0.6032 Remote Similarity NPD5174 Approved
0.6031 Remote Similarity NPD6053 Discontinued
0.6029 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6029 Remote Similarity NPD6908 Approved
0.6029 Remote Similarity NPD6909 Approved
0.6029 Remote Similarity NPD8444 Approved
0.6016 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6016 Remote Similarity NPD5173 Approved
0.6015 Remote Similarity NPD6868 Approved
0.6013 Remote Similarity NPD8455 Phase 2
0.6 Remote Similarity NPD7637 Suspended
0.6 Remote Similarity NPD5223 Approved
0.6 Remote Similarity NPD6371 Approved
0.5986 Remote Similarity NPD7260 Phase 2

Structure

External Identifiers

PubChem CID   72189232
ChEMBL   CHEMBL2430032
ZINC  

Physicochemical Properties

Molecular Weight:  1236.61
ALogP:  -6.5834
MLogP:  4.98
XLogP:  0.248
# Rotatable Bonds:  38
Polar Surface Area:  433.05
# H-Bond Aceptor:  27
# H-Bond Donor:  16
# Rings:  10
# Heavy Atoms:  86

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs