Natural Product: NPC57065

Natural Product ID:  NPC57065
Common Name:   Saikosaponin-B1
IUPAC Name:   (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,4R,4aR,6aR,6bS,8S,8aS,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C42H68O13
Standard InCHIKey:  WRYJYFCCMSVEPQ-MNIDVGFKSA-N
Standard InCHI:  InChI=1S/C42H68O13/c1-21-29(47)34(55-35-32(50)31(49)30(48)24(18-43)53-35)33(51)36(52-21)54-28-11-12-38(4)25(39(28,5)19-44)10-13-40(6)26(38)9-8-22-23-16-37(2,3)14-15-42(23,20-45)27(46)17-41(22,40)7/h8-9,21,24-36,43-51H,10-20H2,1-7H3/t21-,24-,25-,26-,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,38+,39+,40-,41-,42-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]([C@@H]2O)C)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]2([C@@H]3C=CC3=C4CC(C)(C)CC[C@@]4([C@H](C[C@@]23C)O)CO)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
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota roots PMID[26259802]
NPO29401 Bupleurum chinense Species Apiaceae Eukaryota TM-MC*
NPO3107 Bupleurum falcatum Species Apiaceae Eukaryota TM-MC*
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 50000 nM 26259802
NPT65 Cell Line HepG2 Homo sapiens IC50 > 50000 nM 26259802
NPT2 Others Unspecified IC50 > 50000 nM 26259802
NPT1872 Cell Line Bcap37 Homo sapiens IC50 > 50000 nM 26259802
NPT83 Cell Line MCF7 Homo sapiens IC50 > 50000 nM 26259802

  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 NPC57065 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 NPC109792
1.0 High Similarity NPC54521
0.9896 High Similarity NPC473129
0.9896 High Similarity NPC99627
0.9796 High Similarity NPC257964
0.9697 High Similarity NPC126147
0.9394 High Similarity NPC230948
0.9394 High Similarity NPC473734
0.93 High Similarity NPC138057
0.9286 High Similarity NPC117714
0.9286 High Similarity NPC263756
0.9192 High Similarity NPC30289
0.9192 High Similarity NPC76497
0.9192 High Similarity NPC256133
0.9192 High Similarity NPC213674
0.91 High Similarity NPC123796
0.91 High Similarity NPC162354
0.9062 High Similarity NPC305160
0.9062 High Similarity NPC72817
0.9062 High Similarity NPC477927
0.9057 High Similarity NPC473126
0.902 High Similarity NPC78034
0.901 High Similarity NPC473127
0.901 High Similarity NPC173583
0.901 High Similarity NPC471435
0.901 High Similarity NPC471434
0.901 High Similarity NPC187400
0.901 High Similarity NPC203354
0.901 High Similarity NPC221562
0.901 High Similarity NPC148603
0.901 High Similarity NPC110656
0.901 High Similarity NPC470885
0.9 High Similarity NPC272015
0.9 High Similarity NPC312553
0.9 High Similarity NPC159036
0.9 High Similarity NPC288694
0.899 High Similarity NPC64348
0.8952 High Similarity NPC195132
0.8952 High Similarity NPC161434
0.8922 High Similarity NPC470512
0.8922 High Similarity NPC242748
0.8922 High Similarity NPC173859
0.8911 High Similarity NPC31907
0.8911 High Similarity NPC157659
0.8911 High Similarity NPC155010
0.8911 High Similarity NPC473124
0.8911 High Similarity NPC473123
0.8911 High Similarity NPC473020
0.8911 High Similarity NPC189852
0.8911 High Similarity NPC16573
0.8911 High Similarity NPC114874
0.8911 High Similarity NPC245280
0.8911 High Similarity NPC16520
0.8911 High Similarity NPC8039
0.8911 High Similarity NPC472252
0.8911 High Similarity NPC211879
0.8911 High Similarity NPC120123
0.8911 High Similarity NPC286969
0.8911 High Similarity NPC131479
0.89 High Similarity NPC267510
0.8857 High Similarity NPC190837
0.8835 High Similarity NPC281939
0.8835 High Similarity NPC473469
0.8835 High Similarity NPC190395
0.8824 High Similarity NPC165033
0.8824 High Similarity NPC273879
0.8812 High Similarity NPC136816
0.88 High Similarity NPC473790
0.88 High Similarity NPC282669
0.88 High Similarity NPC473200
0.88 High Similarity NPC7341
0.8788 High Similarity NPC240372
0.8774 High Similarity NPC64106
0.8774 High Similarity NPC212968
0.8774 High Similarity NPC125923
0.8774 High Similarity NPC65590
0.8762 High Similarity NPC269095
0.8762 High Similarity NPC78046
0.875 High Similarity NPC7213
0.875 High Similarity NPC472897
0.875 High Similarity NPC472896
0.8738 High Similarity NPC208594
0.8738 High Similarity NPC152584
0.8738 High Similarity NPC473923
0.8738 High Similarity NPC269627
0.8738 High Similarity NPC470763
0.8738 High Similarity NPC470767
0.8738 High Similarity NPC473476
0.8738 High Similarity NPC160816
0.8738 High Similarity NPC309448
0.8738 High Similarity NPC194842
0.8738 High Similarity NPC208477
0.8738 High Similarity NPC127801
0.8738 High Similarity NPC69737
0.8725 High Similarity NPC473198
0.8713 High Similarity NPC88000
0.8713 High Similarity NPC129372
0.8713 High Similarity NPC309425
0.8713 High Similarity NPC4831
0.8713 High Similarity NPC472023
0.8713 High Similarity NPC160734
0.8713 High Similarity NPC47566
0.87 High Similarity NPC234287
0.87 High Similarity NPC280825
0.87 High Similarity NPC158088
0.87 High Similarity NPC477928
0.8679 High Similarity NPC108748
0.8679 High Similarity NPC30397
0.8679 High Similarity NPC211798
0.8679 High Similarity NPC114188
0.8679 High Similarity NPC235841
0.8679 High Similarity NPC473481
0.8679 High Similarity NPC297208
0.8667 High Similarity NPC137917
0.8667 High Similarity NPC195116
0.8667 High Similarity NPC285253
0.8667 High Similarity NPC221110
0.8667 High Similarity NPC180459
0.8667 High Similarity NPC302057
0.8654 High Similarity NPC181467
0.8654 High Similarity NPC14946
0.8654 High Similarity NPC208650
0.8654 High Similarity NPC234160
0.8654 High Similarity NPC63368
0.8654 High Similarity NPC231340
0.8641 High Similarity NPC75608
0.8641 High Similarity NPC470768
0.86 High Similarity NPC473890
0.86 High Similarity NPC243728
0.8598 High Similarity NPC256798
0.8598 High Similarity NPC128925
0.8585 High Similarity NPC274507
0.8585 High Similarity NPC472717
0.8585 High Similarity NPC279554
0.8585 High Similarity NPC29069
0.8585 High Similarity NPC174679
0.8585 High Similarity NPC90856
0.8585 High Similarity NPC220984
0.8585 High Similarity NPC474589
0.8585 High Similarity NPC127056
0.8585 High Similarity NPC59804
0.8585 High Similarity NPC164194
0.8585 High Similarity NPC270667
0.8585 High Similarity NPC475296
0.8585 High Similarity NPC56713
0.8585 High Similarity NPC136877
0.8571 High Similarity NPC476539
0.8571 High Similarity NPC472988
0.8571 High Similarity NPC38376
0.8571 High Similarity NPC476540
0.8571 High Similarity NPC180183
0.8571 High Similarity NPC246124
0.8571 High Similarity NPC220427
0.8571 High Similarity NPC38217
0.8571 High Similarity NPC476541
0.8571 High Similarity NPC476538
0.8571 High Similarity NPC80210
0.8571 High Similarity NPC159005
0.8571 High Similarity NPC6931
0.8558 High Similarity NPC472898
0.8558 High Similarity NPC181845
0.8558 High Similarity NPC472899
0.8558 High Similarity NPC472900
0.8558 High Similarity NPC474569
0.8544 High Similarity NPC213190
0.8519 High Similarity NPC189884
0.8519 High Similarity NPC124296
0.8519 High Similarity NPC47063
0.8519 High Similarity NPC258885
0.8519 High Similarity NPC138334
0.8519 High Similarity NPC204458
0.8505 High Similarity NPC164419
0.8505 High Similarity NPC191763
0.8505 High Similarity NPC110494
0.8505 High Similarity NPC157474
0.8505 High Similarity NPC197231
0.8505 High Similarity NPC473021
0.8505 High Similarity NPC179434
0.8505 High Similarity NPC472715
0.8505 High Similarity NPC472987
0.85 High Similarity NPC90583
0.85 High Similarity NPC207617
0.8491 Intermediate Similarity NPC477026
0.8491 Intermediate Similarity NPC296761
0.8491 Intermediate Similarity NPC167383
0.8491 Intermediate Similarity NPC204407
0.8491 Intermediate Similarity NPC477027
0.8491 Intermediate Similarity NPC70204
0.8491 Intermediate Similarity NPC125361
0.8491 Intermediate Similarity NPC475670
0.8491 Intermediate Similarity NPC306131
0.8491 Intermediate Similarity NPC237503
0.8491 Intermediate Similarity NPC157530
0.8491 Intermediate Similarity NPC51925
0.8491 Intermediate Similarity NPC43976
0.8491 Intermediate Similarity NPC250089
0.8491 Intermediate Similarity NPC57362
0.8491 Intermediate Similarity NPC14630
0.8491 Intermediate Similarity NPC154085
0.8491 Intermediate Similarity NPC306746

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC57065 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
0.7982 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7845 Intermediate Similarity NPD8033 Approved
0.7807 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD8377 Approved
0.7759 Intermediate Similarity NPD8294 Approved
0.7712 Intermediate Similarity NPD8328 Phase 3
0.7692 Intermediate Similarity NPD8378 Approved
0.7692 Intermediate Similarity NPD7503 Approved
0.7692 Intermediate Similarity NPD8296 Approved
0.7692 Intermediate Similarity NPD8335 Approved
0.7692 Intermediate Similarity NPD8380 Approved
0.7692 Intermediate Similarity NPD8379 Approved
0.7477 Intermediate Similarity NPD6412 Phase 2
0.7436 Intermediate Similarity NPD7327 Approved
0.7436 Intermediate Similarity NPD7328 Approved
0.7423 Intermediate Similarity NPD7645 Phase 2
0.7391 Intermediate Similarity NPD8133 Approved
0.7373 Intermediate Similarity NPD7516 Approved
0.7333 Intermediate Similarity NPD8171 Discontinued
0.725 Intermediate Similarity NPD8513 Phase 3
0.725 Intermediate Similarity NPD8515 Approved
0.725 Intermediate Similarity NPD8516 Approved
0.725 Intermediate Similarity NPD8517 Approved
0.7105 Intermediate Similarity NPD6686 Approved
0.7016 Intermediate Similarity NPD7507 Approved
0.6953 Remote Similarity NPD8449 Approved
0.6905 Remote Similarity NPD7736 Approved
0.6899 Remote Similarity NPD8450 Suspended
0.6857 Remote Similarity NPD7524 Approved
0.685 Remote Similarity NPD7319 Approved
0.6832 Remote Similarity NPD7525 Registered
0.6789 Remote Similarity NPD7748 Approved
0.6774 Remote Similarity NPD6370 Approved
0.6757 Remote Similarity NPD7902 Approved
0.6731 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6696 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8264 Approved
0.6635 Remote Similarity NPD6695 Phase 3
0.6613 Remote Similarity NPD6054 Approved
0.6606 Remote Similarity NPD6411 Approved
0.6606 Remote Similarity NPD7515 Phase 2
0.6562 Remote Similarity NPD8293 Discontinued
0.6549 Remote Similarity NPD7638 Approved
0.6549 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6542 Remote Similarity NPD7750 Discontinued
0.65 Remote Similarity NPD8413 Clinical (unspecified phase)
0.65 Remote Similarity NPD6942 Approved
0.65 Remote Similarity NPD7339 Approved
0.6491 Remote Similarity NPD7639 Approved
0.6491 Remote Similarity NPD7640 Approved
0.6486 Remote Similarity NPD7900 Approved
0.6486 Remote Similarity NPD7901 Clinical (unspecified phase)
0.648 Remote Similarity NPD6059 Approved
0.6457 Remote Similarity NPD6067 Discontinued
0.6446 Remote Similarity NPD6882 Approved
0.6446 Remote Similarity NPD8297 Approved
0.6436 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6436 Remote Similarity NPD6933 Approved
0.6434 Remote Similarity NPD8074 Phase 3
0.6429 Remote Similarity NPD6016 Approved
0.6429 Remote Similarity NPD6015 Approved
0.6422 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6101 Approved
0.6408 Remote Similarity NPD6929 Approved
0.6406 Remote Similarity NPD7492 Approved
0.64 Remote Similarity NPD1811 Approved
0.64 Remote Similarity NPD1810 Approved
0.6378 Remote Similarity NPD5988 Approved
0.6373 Remote Similarity NPD6932 Approved
0.6371 Remote Similarity NPD6009 Approved
0.6364 Remote Similarity NPD3168 Discontinued
0.6364 Remote Similarity NPD7838 Discovery
0.6357 Remote Similarity NPD6616 Approved
0.6349 Remote Similarity NPD6319 Approved
0.6346 Remote Similarity NPD6930 Phase 2
0.6346 Remote Similarity NPD6931 Approved
0.6346 Remote Similarity NPD6928 Phase 2
0.6311 Remote Similarity NPD7145 Approved
0.6308 Remote Similarity NPD7078 Approved
0.6293 Remote Similarity NPD5344 Discontinued
0.6261 Remote Similarity NPD4225 Approved
0.626 Remote Similarity NPD4632 Approved
0.625 Remote Similarity NPD6399 Phase 3
0.625 Remote Similarity NPD5345 Clinical (unspecified phase)
0.625 Remote Similarity NPD5779 Approved
0.625 Remote Similarity NPD5778 Approved
0.624 Remote Similarity NPD7115 Discovery
0.6238 Remote Similarity NPD6924 Approved
0.6238 Remote Similarity NPD6926 Approved
0.6214 Remote Similarity NPD5776 Phase 2
0.6214 Remote Similarity NPD6925 Approved
0.6207 Remote Similarity NPD6648 Approved
0.62 Remote Similarity NPD7152 Approved
0.62 Remote Similarity NPD7151 Approved
0.62 Remote Similarity NPD7150 Approved
0.6198 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6197 Remote Similarity NPD7625 Phase 1
0.619 Remote Similarity NPD7509 Discontinued
0.619 Remote Similarity NPD7332 Phase 2
0.619 Remote Similarity NPD7514 Phase 3
0.6161 Remote Similarity NPD7637 Suspended
0.6161 Remote Similarity NPD8035 Phase 2
0.6161 Remote Similarity NPD7087 Discontinued
0.6161 Remote Similarity NPD8034 Phase 2
0.6161 Remote Similarity NPD7983 Approved
0.6132 Remote Similarity NPD6902 Approved
0.6126 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6124 Remote Similarity NPD5126 Approved
0.6124 Remote Similarity NPD5125 Phase 3
0.6116 Remote Similarity NPD6881 Approved
0.6116 Remote Similarity NPD6899 Approved
0.6111 Remote Similarity NPD4786 Approved
0.61 Remote Similarity NPD2687 Approved
0.61 Remote Similarity NPD2254 Approved
0.61 Remote Similarity NPD7144 Approved
0.61 Remote Similarity NPD7143 Approved
0.61 Remote Similarity NPD2686 Approved
0.6098 Remote Similarity NPD8130 Phase 1
0.6098 Remote Similarity NPD6650 Approved
0.6098 Remote Similarity NPD6649 Approved
0.6095 Remote Similarity NPD6683 Phase 2
0.6091 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6083 Remote Similarity NPD6402 Approved
0.6083 Remote Similarity NPD7128 Approved
0.6083 Remote Similarity NPD5739 Approved
0.6083 Remote Similarity NPD6675 Approved
0.6075 Remote Similarity NPD3667 Approved
0.6066 Remote Similarity NPD6372 Approved
0.6066 Remote Similarity NPD6373 Approved
0.6055 Remote Similarity NPD6893 Approved
0.6033 Remote Similarity NPD5697 Approved
0.6019 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6019 Remote Similarity NPD3669 Approved
0.6018 Remote Similarity NPD6079 Approved
0.6016 Remote Similarity NPD7102 Approved
0.6016 Remote Similarity NPD4634 Approved
0.6016 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6016 Remote Similarity NPD7290 Approved
0.6016 Remote Similarity NPD6883 Approved
0.6015 Remote Similarity NPD6033 Approved
0.6014 Remote Similarity NPD6674 Discontinued
0.6 Remote Similarity NPD6923 Approved
0.6 Remote Similarity NPD3618 Phase 1
0.6 Remote Similarity NPD6922 Approved
0.5984 Remote Similarity NPD7320 Approved
0.5982 Remote Similarity NPD5328 Approved
0.5981 Remote Similarity NPD6898 Phase 1
0.5968 Remote Similarity NPD6617 Approved
0.5968 Remote Similarity NPD6847 Approved
0.5968 Remote Similarity NPD6869 Approved
0.5966 Remote Similarity NPD7632 Discontinued
0.5954 Remote Similarity NPD7604 Phase 2
0.595 Remote Similarity NPD5357 Phase 1
0.5941 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5935 Remote Similarity NPD6014 Approved
0.5935 Remote Similarity NPD6013 Approved
0.5935 Remote Similarity NPD6012 Approved
0.5932 Remote Similarity NPD5286 Approved
0.5932 Remote Similarity NPD4696 Approved
0.5932 Remote Similarity NPD5285 Approved
0.5929 Remote Similarity NPD6698 Approved
0.5929 Remote Similarity NPD46 Approved
0.5923 Remote Similarity NPD5983 Phase 2
0.5922 Remote Similarity NPD4784 Approved
0.5922 Remote Similarity NPD4785 Approved
0.592 Remote Similarity NPD6430 Approved
0.592 Remote Similarity NPD6429 Approved
0.5909 Remote Similarity NPD8341 Approved
0.5909 Remote Similarity NPD8340 Approved
0.5909 Remote Similarity NPD8342 Approved
0.5909 Remote Similarity NPD8299 Approved
0.5909 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5902 Remote Similarity NPD5701 Approved
0.5897 Remote Similarity NPD4755 Approved
0.5888 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5888 Remote Similarity NPD4748 Discontinued
0.5882 Remote Similarity NPD4159 Approved
0.5865 Remote Similarity NPD6336 Discontinued
0.5865 Remote Similarity NPD8451 Approved
0.5854 Remote Similarity NPD6011 Approved
0.5849 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5842 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5226 Approved
0.5833 Remote Similarity NPD7829 Approved
0.5833 Remote Similarity NPD5211 Phase 2
0.5833 Remote Similarity NPD7830 Approved
0.5833 Remote Similarity NPD5225 Approved
0.5833 Remote Similarity NPD4633 Approved
0.5833 Remote Similarity NPD5224 Approved
0.5826 Remote Similarity NPD4202 Approved
0.5821 Remote Similarity NPD8448 Approved
0.582 Remote Similarity NPD6008 Approved
0.582 Remote Similarity NPD6640 Phase 3
0.5818 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5814 Remote Similarity NPD7641 Discontinued
0.5812 Remote Similarity NPD5221 Approved
0.5812 Remote Similarity NPD7839 Suspended
0.5812 Remote Similarity NPD5222 Approved
0.5812 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5809 Remote Similarity NPD8392 Approved

Structure

External Identifiers

PubChem CID   9875547
ChEMBL   CHEMBL3613729
ZINC  

Physicochemical Properties

Molecular Weight:  780.47
ALogP:  -2.1316
MLogP:  4.65
XLogP:  3.97
# Rotatable Bonds:  23
Polar Surface Area:  218.99
# H-Bond Aceptor:  13
# H-Bond Donor:  9
# Rings:  7
# Heavy Atoms:  55

Download Data

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