Natural Product: NPC99627

Natural Product ID:  NPC99627
Common Name:   Prosaikogenin A
IUPAC Name:   (2R,3R,4S,5R,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]-6-methyloxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C36H58O8
Standard InCHIKey:  UAUUFLADFXKYAU-AKICHWIXSA-N
Standard InCHI:  InChI=1S/C36H58O8/c1-20-27(40)28(41)29(42)30(43-20)44-26-11-12-32(4)23(33(26,5)18-37)10-13-34(6)24(32)9-8-21-22-16-31(2,3)14-15-36(22,19-38)25(39)17-35(21,34)7/h8-9,20,23-30,37-42H,10-19H2,1-7H3/t20-,23-,24-,25+,26+,27+,28+,29-,30+,32+,33+,34-,35-,36-/m1/s1
Canonical SMILES:  OC[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2C=CC2=C3[C@]([C@H](C[C@@]12C)O)(CO)CCC(C3)(C)C)C)C)O[C@@H]1O[C@H](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]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 19780 nM 17826102
NPT81 Cell Line A549 Homo sapiens IC50 > 50000 nM 12617583
NPT65 Cell Line HepG2 Homo sapiens IC50 = 26180 nM 12729671
NPT1872 Cell Line Bcap37 Homo sapiens IC50 = 43180 nM 18183025
NPT83 Cell Line MCF7 Homo sapiens IC50 = 42100 nM 12729671

  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 NPC99627 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 NPC473129
0.9896 High Similarity NPC109792
0.9896 High Similarity NPC54521
0.9896 High Similarity NPC57065
0.9694 High Similarity NPC257964
0.9596 High Similarity NPC126147
0.9293 High Similarity NPC230948
0.9293 High Similarity NPC473734
0.92 High Similarity NPC138057
0.9184 High Similarity NPC117714
0.9184 High Similarity NPC263756
0.9158 High Similarity NPC72817
0.9158 High Similarity NPC477927
0.9158 High Similarity NPC305160
0.9091 High Similarity NPC256133
0.9091 High Similarity NPC76497
0.9091 High Similarity NPC213674
0.9091 High Similarity NPC30289
0.9 High Similarity NPC473123
0.9 High Similarity NPC162354
0.9 High Similarity NPC123796
0.9 High Similarity NPC473124
0.899 High Similarity NPC267510
0.8962 High Similarity NPC473126
0.8942 High Similarity NPC190837
0.8922 High Similarity NPC78034
0.8911 High Similarity NPC221562
0.8911 High Similarity NPC187400
0.8911 High Similarity NPC470885
0.8911 High Similarity NPC148603
0.8911 High Similarity NPC471434
0.8911 High Similarity NPC173583
0.8911 High Similarity NPC473127
0.8911 High Similarity NPC110656
0.8911 High Similarity NPC203354
0.8911 High Similarity NPC471435
0.89 High Similarity NPC288694
0.89 High Similarity NPC136816
0.89 High Similarity NPC312553
0.89 High Similarity NPC272015
0.89 High Similarity NPC159036
0.8889 High Similarity NPC64348
0.8889 High Similarity NPC473200
0.8889 High Similarity NPC7341
0.8889 High Similarity NPC473790
0.8889 High Similarity NPC282669
0.8878 High Similarity NPC240372
0.8857 High Similarity NPC161434
0.8857 High Similarity NPC212968
0.8857 High Similarity NPC65590
0.8857 High Similarity NPC125923
0.8857 High Similarity NPC64106
0.8857 High Similarity NPC195132
0.8824 High Similarity NPC242748
0.8824 High Similarity NPC173859
0.8824 High Similarity NPC470512
0.8812 High Similarity NPC472252
0.8812 High Similarity NPC473198
0.8812 High Similarity NPC16573
0.8812 High Similarity NPC189852
0.8812 High Similarity NPC245280
0.8812 High Similarity NPC114874
0.8812 High Similarity NPC286969
0.8812 High Similarity NPC155010
0.8812 High Similarity NPC473020
0.8812 High Similarity NPC120123
0.8812 High Similarity NPC131479
0.8812 High Similarity NPC16520
0.8812 High Similarity NPC8039
0.8812 High Similarity NPC211879
0.8812 High Similarity NPC157659
0.8812 High Similarity NPC31907
0.88 High Similarity NPC129372
0.88 High Similarity NPC160734
0.88 High Similarity NPC88000
0.88 High Similarity NPC309425
0.88 High Similarity NPC4831
0.88 High Similarity NPC472023
0.88 High Similarity NPC47566
0.8788 High Similarity NPC280825
0.8788 High Similarity NPC234287
0.8788 High Similarity NPC158088
0.8788 High Similarity NPC477928
0.875 High Similarity NPC137917
0.8738 High Similarity NPC281939
0.8738 High Similarity NPC473469
0.8738 High Similarity NPC190395
0.8725 High Similarity NPC75608
0.8725 High Similarity NPC165033
0.8725 High Similarity NPC273879
0.8687 High Similarity NPC473890
0.8687 High Similarity NPC243728
0.8667 High Similarity NPC220984
0.8667 High Similarity NPC269095
0.8667 High Similarity NPC274507
0.8667 High Similarity NPC78046
0.8654 High Similarity NPC38376
0.8654 High Similarity NPC472897
0.8654 High Similarity NPC472896
0.8654 High Similarity NPC7213
0.8654 High Similarity NPC80210
0.8641 High Similarity NPC472898
0.8641 High Similarity NPC472900
0.8641 High Similarity NPC127801
0.8641 High Similarity NPC472899
0.8641 High Similarity NPC208477
0.8641 High Similarity NPC160816
0.8641 High Similarity NPC208594
0.8641 High Similarity NPC194842
0.8641 High Similarity NPC152584
0.8641 High Similarity NPC309448
0.8641 High Similarity NPC69737
0.8641 High Similarity NPC470767
0.8641 High Similarity NPC473923
0.8641 High Similarity NPC470763
0.8641 High Similarity NPC473476
0.8641 High Similarity NPC269627
0.8627 High Similarity NPC213190
0.8586 High Similarity NPC207617
0.8586 High Similarity NPC90583
0.8585 High Similarity NPC108748
0.8585 High Similarity NPC211798
0.8585 High Similarity NPC191763
0.8585 High Similarity NPC235841
0.8585 High Similarity NPC473481
0.8585 High Similarity NPC297208
0.8585 High Similarity NPC114188
0.8585 High Similarity NPC30397
0.8571 High Similarity NPC167383
0.8571 High Similarity NPC221110
0.8571 High Similarity NPC180459
0.8571 High Similarity NPC57362
0.8571 High Similarity NPC195116
0.8571 High Similarity NPC204407
0.8571 High Similarity NPC237503
0.8571 High Similarity NPC302057
0.8571 High Similarity NPC306746
0.8571 High Similarity NPC285253
0.8558 High Similarity NPC231340
0.8558 High Similarity NPC63368
0.8558 High Similarity NPC234160
0.8558 High Similarity NPC208650
0.8558 High Similarity NPC14946
0.8558 High Similarity NPC33053
0.8558 High Similarity NPC181467
0.8544 High Similarity NPC470768
0.8544 High Similarity NPC475365
0.8544 High Similarity NPC312774
0.8544 High Similarity NPC93352
0.8505 High Similarity NPC116794
0.8505 High Similarity NPC128925
0.8505 High Similarity NPC37739
0.8505 High Similarity NPC231797
0.8505 High Similarity NPC256798
0.8505 High Similarity NPC46388
0.8491 Intermediate Similarity NPC199457
0.8491 Intermediate Similarity NPC174679
0.8491 Intermediate Similarity NPC68419
0.8491 Intermediate Similarity NPC476887
0.8491 Intermediate Similarity NPC90856
0.8491 Intermediate Similarity NPC476880
0.8491 Intermediate Similarity NPC110139
0.8491 Intermediate Similarity NPC59804
0.8491 Intermediate Similarity NPC476882
0.8491 Intermediate Similarity NPC476886
0.8491 Intermediate Similarity NPC475296
0.8491 Intermediate Similarity NPC127056
0.8491 Intermediate Similarity NPC7870
0.8491 Intermediate Similarity NPC270667
0.8491 Intermediate Similarity NPC29069
0.8491 Intermediate Similarity NPC56713
0.8491 Intermediate Similarity NPC136877
0.8491 Intermediate Similarity NPC476883
0.8491 Intermediate Similarity NPC476885
0.8491 Intermediate Similarity NPC474589
0.8491 Intermediate Similarity NPC102914
0.8491 Intermediate Similarity NPC75747
0.8491 Intermediate Similarity NPC472717
0.8491 Intermediate Similarity NPC108709
0.8491 Intermediate Similarity NPC476884
0.8491 Intermediate Similarity NPC279554
0.8491 Intermediate Similarity NPC164194
0.8491 Intermediate Similarity NPC476881
0.8476 Intermediate Similarity NPC28198
0.8476 Intermediate Similarity NPC159005
0.8476 Intermediate Similarity NPC220427
0.8476 Intermediate Similarity NPC476539
0.8476 Intermediate Similarity NPC180183
0.8476 Intermediate Similarity NPC246124
0.8476 Intermediate Similarity NPC476540
0.8476 Intermediate Similarity NPC38217
0.8476 Intermediate Similarity NPC472988
0.8476 Intermediate Similarity NPC476538
0.8476 Intermediate Similarity NPC284807
0.8476 Intermediate Similarity NPC476123
0.8476 Intermediate Similarity NPC476541
0.8476 Intermediate Similarity NPC6931
0.8476 Intermediate Similarity NPC177246
0.8462 Intermediate Similarity NPC474569
0.8462 Intermediate Similarity NPC473199

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC99627 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
0.8056 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD7503 Approved
0.7759 Intermediate Similarity NPD8033 Approved
0.7719 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7672 Intermediate Similarity NPD8294 Approved
0.7672 Intermediate Similarity NPD8377 Approved
0.7627 Intermediate Similarity NPD8328 Phase 3
0.7607 Intermediate Similarity NPD8379 Approved
0.7607 Intermediate Similarity NPD8296 Approved
0.7607 Intermediate Similarity NPD8378 Approved
0.7607 Intermediate Similarity NPD8380 Approved
0.7607 Intermediate Similarity NPD8335 Approved
0.7545 Intermediate Similarity NPD6412 Phase 2
0.75 Intermediate Similarity NPD7328 Approved
0.75 Intermediate Similarity NPD7645 Phase 2
0.75 Intermediate Similarity NPD7327 Approved
0.7436 Intermediate Similarity NPD7516 Approved
0.7304 Intermediate Similarity NPD8133 Approved
0.7238 Intermediate Similarity NPD8171 Discontinued
0.7168 Intermediate Similarity NPD6686 Approved
0.7167 Intermediate Similarity NPD8516 Approved
0.7167 Intermediate Similarity NPD8513 Phase 3
0.7167 Intermediate Similarity NPD8515 Approved
0.7167 Intermediate Similarity NPD8517 Approved
0.7073 Intermediate Similarity NPD7507 Approved
0.696 Remote Similarity NPD7736 Approved
0.6923 Remote Similarity NPD7524 Approved
0.6905 Remote Similarity NPD7319 Approved
0.69 Remote Similarity NPD7525 Registered
0.6875 Remote Similarity NPD8449 Approved
0.6852 Remote Similarity NPD7748 Approved
0.6829 Remote Similarity NPD6370 Approved
0.6822 Remote Similarity NPD8450 Suspended
0.6818 Remote Similarity NPD7902 Approved
0.6796 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6735 Remote Similarity NPD8264 Approved
0.6699 Remote Similarity NPD6695 Phase 3
0.6667 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD7515 Phase 2
0.6614 Remote Similarity NPD8293 Discontinued
0.6609 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6607 Remote Similarity NPD7638 Approved
0.6604 Remote Similarity NPD7750 Discontinued
0.6566 Remote Similarity NPD6942 Approved
0.6566 Remote Similarity NPD7339 Approved
0.6549 Remote Similarity NPD7639 Approved
0.6549 Remote Similarity NPD7640 Approved
0.6545 Remote Similarity NPD7900 Approved
0.6545 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6059 Approved
0.6508 Remote Similarity NPD6067 Discontinued
0.65 Remote Similarity NPD3701 Clinical (unspecified phase)
0.65 Remote Similarity NPD8297 Approved
0.65 Remote Similarity NPD6882 Approved
0.65 Remote Similarity NPD6933 Approved
0.6481 Remote Similarity NPD6101 Approved
0.6481 Remote Similarity NPD5764 Clinical (unspecified phase)
0.648 Remote Similarity NPD6015 Approved
0.648 Remote Similarity NPD6016 Approved
0.6471 Remote Similarity NPD6929 Approved
0.646 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6457 Remote Similarity NPD7492 Approved
0.6436 Remote Similarity NPD6932 Approved
0.6429 Remote Similarity NPD5988 Approved
0.6423 Remote Similarity NPD6009 Approved
0.6422 Remote Similarity NPD3168 Discontinued
0.6422 Remote Similarity NPD7838 Discovery
0.6417 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6408 Remote Similarity NPD6928 Phase 2
0.6408 Remote Similarity NPD6931 Approved
0.6408 Remote Similarity NPD6930 Phase 2
0.6406 Remote Similarity NPD6616 Approved
0.64 Remote Similarity NPD6319 Approved
0.6373 Remote Similarity NPD7145 Approved
0.6357 Remote Similarity NPD7078 Approved
0.6357 Remote Similarity NPD8074 Phase 3
0.6348 Remote Similarity NPD5344 Discontinued
0.6316 Remote Similarity NPD4225 Approved
0.6311 Remote Similarity NPD4632 Approved
0.6306 Remote Similarity NPD6399 Phase 3
0.6306 Remote Similarity NPD5778 Approved
0.6306 Remote Similarity NPD5779 Approved
0.6303 Remote Similarity NPD5345 Clinical (unspecified phase)
0.63 Remote Similarity NPD6926 Approved
0.63 Remote Similarity NPD1811 Approved
0.63 Remote Similarity NPD1810 Approved
0.63 Remote Similarity NPD6924 Approved
0.629 Remote Similarity NPD7115 Discovery
0.6275 Remote Similarity NPD5776 Phase 2
0.6275 Remote Similarity NPD6925 Approved
0.6263 Remote Similarity NPD7150 Approved
0.6263 Remote Similarity NPD7152 Approved
0.6263 Remote Similarity NPD7151 Approved
0.6261 Remote Similarity NPD6648 Approved
0.625 Remote Similarity NPD4061 Clinical (unspecified phase)
0.625 Remote Similarity NPD7514 Phase 3
0.625 Remote Similarity NPD7332 Phase 2
0.625 Remote Similarity NPD7509 Discontinued
0.6216 Remote Similarity NPD8035 Phase 2
0.6216 Remote Similarity NPD7983 Approved
0.6216 Remote Similarity NPD8034 Phase 2
0.6216 Remote Similarity NPD7637 Suspended
0.6216 Remote Similarity NPD7087 Discontinued
0.619 Remote Similarity NPD6902 Approved
0.6182 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6172 Remote Similarity NPD5125 Phase 3
0.6172 Remote Similarity NPD5126 Approved
0.6168 Remote Similarity NPD4786 Approved
0.6167 Remote Similarity NPD6899 Approved
0.6167 Remote Similarity NPD6881 Approved
0.6162 Remote Similarity NPD7143 Approved
0.6162 Remote Similarity NPD7144 Approved
0.6154 Remote Similarity NPD6683 Phase 2
0.6148 Remote Similarity NPD6650 Approved
0.6148 Remote Similarity NPD8130 Phase 1
0.6148 Remote Similarity NPD6649 Approved
0.6147 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6134 Remote Similarity NPD5739 Approved
0.6134 Remote Similarity NPD6675 Approved
0.6134 Remote Similarity NPD7128 Approved
0.6134 Remote Similarity NPD6402 Approved
0.6132 Remote Similarity NPD3667 Approved
0.6127 Remote Similarity NPD7625 Phase 1
0.6116 Remote Similarity NPD6372 Approved
0.6116 Remote Similarity NPD6373 Approved
0.6111 Remote Similarity NPD6893 Approved
0.6083 Remote Similarity NPD5697 Approved
0.6071 Remote Similarity NPD6079 Approved
0.6066 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6066 Remote Similarity NPD4634 Approved
0.6066 Remote Similarity NPD6883 Approved
0.6066 Remote Similarity NPD7290 Approved
0.6066 Remote Similarity NPD7102 Approved
0.6061 Remote Similarity NPD6033 Approved
0.6061 Remote Similarity NPD6922 Approved
0.6061 Remote Similarity NPD6923 Approved
0.6056 Remote Similarity NPD6674 Discontinued
0.6055 Remote Similarity NPD3618 Phase 1
0.6038 Remote Similarity NPD6898 Phase 1
0.6036 Remote Similarity NPD5328 Approved
0.6033 Remote Similarity NPD7320 Approved
0.6017 Remote Similarity NPD7632 Discontinued
0.6016 Remote Similarity NPD6617 Approved
0.6016 Remote Similarity NPD6847 Approved
0.6016 Remote Similarity NPD6869 Approved
0.6 Remote Similarity NPD7604 Phase 2
0.6 Remote Similarity NPD5357 Phase 1
0.6 Remote Similarity NPD2686 Approved
0.6 Remote Similarity NPD2687 Approved
0.6 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6 Remote Similarity NPD2254 Approved
0.5984 Remote Similarity NPD6014 Approved
0.5984 Remote Similarity NPD6012 Approved
0.5984 Remote Similarity NPD6013 Approved
0.5983 Remote Similarity NPD5285 Approved
0.5983 Remote Similarity NPD5286 Approved
0.5983 Remote Similarity NPD4696 Approved
0.5982 Remote Similarity NPD46 Approved
0.5982 Remote Similarity NPD6698 Approved
0.598 Remote Similarity NPD4784 Approved
0.598 Remote Similarity NPD4785 Approved
0.5969 Remote Similarity NPD5983 Phase 2
0.5963 Remote Similarity NPD7520 Clinical (unspecified phase)
0.595 Remote Similarity NPD5701 Approved
0.5948 Remote Similarity NPD4755 Approved
0.5943 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5943 Remote Similarity NPD4748 Discontinued
0.5932 Remote Similarity NPD4159 Approved
0.5926 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5926 Remote Similarity NPD3669 Approved
0.5909 Remote Similarity NPD6336 Discontinued
0.5905 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5902 Remote Similarity NPD6011 Approved
0.59 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5211 Phase 2
0.5882 Remote Similarity NPD5225 Approved
0.5882 Remote Similarity NPD5224 Approved
0.5882 Remote Similarity NPD5226 Approved
0.5882 Remote Similarity NPD4633 Approved
0.5877 Remote Similarity NPD4202 Approved
0.5872 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5868 Remote Similarity NPD6008 Approved
0.5868 Remote Similarity NPD6640 Phase 3
0.5862 Remote Similarity NPD5221 Approved
0.5862 Remote Similarity NPD7839 Suspended
0.5862 Remote Similarity NPD5222 Approved
0.5862 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5859 Remote Similarity NPD7641 Discontinued
0.5856 Remote Similarity NPD3573 Approved
0.5847 Remote Similarity NPD4700 Approved
0.5846 Remote Similarity NPD6921 Approved
0.5841 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5841 Remote Similarity NPD7136 Phase 2
0.584 Remote Similarity NPD6429 Approved
0.584 Remote Similarity NPD6430 Approved
0.5833 Remote Similarity NPD8342 Approved
0.5833 Remote Similarity NPD5174 Approved
0.5833 Remote Similarity NPD8340 Approved
0.5833 Remote Similarity NPD5175 Approved

Structure

External Identifiers

PubChem CID   10009004
ChEMBL   CHEMBL3613728
ZINC  

Physicochemical Properties

Molecular Weight:  618.41
ALogP:  -0.3847
MLogP:  4.54
XLogP:  5.936
# Rotatable Bonds:  17
Polar Surface Area:  139.84
# H-Bond Aceptor:  8
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  44

Download Data

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