Natural Product: NPC46407

Natural Product ID:  NPC46407
Common Name:   Spionoside B
IUPAC Name:   (1S,5S,8S)-8-hydroxy-1,5-dimethyl-8-[(E,3S)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-1-enyl]-6-oxabicyclo[3.2.1]octan-3-one
Synonyms:  
Molecular Formula:   C19H30O9
Standard InCHIKey:  AQDQRSAVDNFBEA-YPVHWGLSSA-N
Standard InCHI:  InChI=1S/C19H30O9/c1-10(27-16-15(24)14(23)13(22)12(8-20)28-16)4-5-19(25)17(2)6-11(21)7-18(19,3)26-9-17/h4-5,10,12-16,20,22-25H,6-9H2,1-3H3/b5-4+/t10-,12+,13+,14-,15+,16+,17-,18-,19-/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H](/C=C/[C@]2(O)[C@]3(C)CO[C@@]2(C)CC(=O)C3)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
NPO18521 Capparis flavicans Species Capparaceae Eukaryota Aerial parts Khon Kaen Province, Thailand 2006-AUG PMID[19943620]
NPO1099 Capparis spinosa Species Capparaceae Eukaryota TCM_Taiwan*
NPO29638 Asteris radix et rhizoma NA NA NA TCMSP*
NPO1099 Capparis spinosa Species Capparaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens Activity < 0.1 nM 19943620
NPT83 Cell Line MCF7 Homo sapiens Activity = 0.015 nM 19943620
NPT396 Cell Line T47D Homo sapiens Activity = 0.2 nM 19943620
NPT396 Cell Line T47D Homo sapiens Activity = 0.061 nM 19943620
NPT396 Cell Line T47D Homo sapiens Activity > 0.1 nM 19943620

  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 NPC46407 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
0.8835 High Similarity NPC154127
0.8416 Intermediate Similarity NPC230623
0.8393 Intermediate Similarity NPC181145
0.8364 Intermediate Similarity NPC83005
0.8348 Intermediate Similarity NPC48692
0.8348 Intermediate Similarity NPC473130
0.8304 Intermediate Similarity NPC311592
0.8304 Intermediate Similarity NPC75167
0.8304 Intermediate Similarity NPC264153
0.8286 Intermediate Similarity NPC81483
0.8286 Intermediate Similarity NPC169468
0.8286 Intermediate Similarity NPC307517
0.8286 Intermediate Similarity NPC61630
0.8261 Intermediate Similarity NPC122971
0.8235 Intermediate Similarity NPC470780
0.8224 Intermediate Similarity NPC223834
0.8214 Intermediate Similarity NPC174836
0.8198 Intermediate Similarity NPC119550
0.8198 Intermediate Similarity NPC235014
0.819 Intermediate Similarity NPC474194
0.8182 Intermediate Similarity NPC128795
0.8182 Intermediate Similarity NPC135015
0.8182 Intermediate Similarity NPC48548
0.8182 Intermediate Similarity NPC217921
0.8148 Intermediate Similarity NPC473070
0.8108 Intermediate Similarity NPC40728
0.8108 Intermediate Similarity NPC316974
0.8091 Intermediate Similarity NPC88013
0.8091 Intermediate Similarity NPC125423
0.8087 Intermediate Similarity NPC477116
0.8087 Intermediate Similarity NPC27999
0.8073 Intermediate Similarity NPC194941
0.8073 Intermediate Similarity NPC473068
0.8067 Intermediate Similarity NPC470922
0.8056 Intermediate Similarity NPC150463
0.8018 Intermediate Similarity NPC311223
0.8017 Intermediate Similarity NPC473620
0.7982 Intermediate Similarity NPC151516
0.7951 Intermediate Similarity NPC476966
0.7946 Intermediate Similarity NPC315836
0.7946 Intermediate Similarity NPC143706
0.7946 Intermediate Similarity NPC313668
0.7946 Intermediate Similarity NPC472534
0.7944 Intermediate Similarity NPC312325
0.7931 Intermediate Similarity NPC469684
0.7931 Intermediate Similarity NPC23046
0.7931 Intermediate Similarity NPC176513
0.7931 Intermediate Similarity NPC470775
0.7931 Intermediate Similarity NPC473968
0.7931 Intermediate Similarity NPC13713
0.7928 Intermediate Similarity NPC112780
0.7928 Intermediate Similarity NPC184512
0.7928 Intermediate Similarity NPC293512
0.7913 Intermediate Similarity NPC472274
0.7913 Intermediate Similarity NPC117712
0.7909 Intermediate Similarity NPC258532
0.7903 Intermediate Similarity NPC478151
0.7899 Intermediate Similarity NPC28532
0.7895 Intermediate Similarity NPC302146
0.789 Intermediate Similarity NPC214277
0.7886 Intermediate Similarity NPC173435
0.7886 Intermediate Similarity NPC476074
0.7886 Intermediate Similarity NPC262796
0.7886 Intermediate Similarity NPC45346
0.7886 Intermediate Similarity NPC264566
0.7886 Intermediate Similarity NPC475377
0.7886 Intermediate Similarity NPC329993
0.7886 Intermediate Similarity NPC134914
0.7886 Intermediate Similarity NPC475167
0.7886 Intermediate Similarity NPC478065
0.7886 Intermediate Similarity NPC478064
0.7886 Intermediate Similarity NPC172374
0.7886 Intermediate Similarity NPC301639
0.7881 Intermediate Similarity NPC112038
0.7881 Intermediate Similarity NPC475003
0.7876 Intermediate Similarity NPC5103
0.7869 Intermediate Similarity NPC245094
0.7869 Intermediate Similarity NPC476091
0.7869 Intermediate Similarity NPC311534
0.7869 Intermediate Similarity NPC476078
0.7863 Intermediate Similarity NPC45475
0.7863 Intermediate Similarity NPC470776
0.7863 Intermediate Similarity NPC234522
0.7857 Intermediate Similarity NPC473288
0.7857 Intermediate Similarity NPC473069
0.7857 Intermediate Similarity NPC251998
0.7851 Intermediate Similarity NPC225049
0.785 Intermediate Similarity NPC17326
0.785 Intermediate Similarity NPC134454
0.785 Intermediate Similarity NPC266842
0.7845 Intermediate Similarity NPC277583
0.7845 Intermediate Similarity NPC471816
0.7845 Intermediate Similarity NPC474046
0.7845 Intermediate Similarity NPC470628
0.7845 Intermediate Similarity NPC259306
0.784 Intermediate Similarity NPC471234
0.7838 Intermediate Similarity NPC127609
0.7838 Intermediate Similarity NPC239961
0.7838 Intermediate Similarity NPC252296
0.7833 Intermediate Similarity NPC67251
0.7826 Intermediate Similarity NPC293658
0.7826 Intermediate Similarity NPC474410
0.7823 Intermediate Similarity NPC478150
0.7823 Intermediate Similarity NPC231240
0.7823 Intermediate Similarity NPC478154
0.7823 Intermediate Similarity NPC471855
0.7823 Intermediate Similarity NPC478153
0.7823 Intermediate Similarity NPC478152
0.7818 Intermediate Similarity NPC7613
0.7818 Intermediate Similarity NPC127933
0.7818 Intermediate Similarity NPC475889
0.7818 Intermediate Similarity NPC7644
0.7815 Intermediate Similarity NPC170880
0.7815 Intermediate Similarity NPC469812
0.7815 Intermediate Similarity NPC473228
0.7815 Intermediate Similarity NPC470829
0.7815 Intermediate Similarity NPC183353
0.7807 Intermediate Similarity NPC471243
0.7805 Intermediate Similarity NPC476851
0.7805 Intermediate Similarity NPC472770
0.7805 Intermediate Similarity NPC473593
0.7805 Intermediate Similarity NPC162495
0.7798 Intermediate Similarity NPC198992
0.7797 Intermediate Similarity NPC470186
0.7797 Intermediate Similarity NPC477071
0.7797 Intermediate Similarity NPC476529
0.7797 Intermediate Similarity NPC475775
0.7797 Intermediate Similarity NPC469488
0.7795 Intermediate Similarity NPC295885
0.7795 Intermediate Similarity NPC596
0.7795 Intermediate Similarity NPC140045
0.7788 Intermediate Similarity NPC42662
0.7787 Intermediate Similarity NPC298841
0.7787 Intermediate Similarity NPC42399
0.7778 Intermediate Similarity NPC278008
0.7778 Intermediate Similarity NPC474483
0.7778 Intermediate Similarity NPC262813
0.7778 Intermediate Similarity NPC470171
0.7778 Intermediate Similarity NPC218970
0.7778 Intermediate Similarity NPC473590
0.7769 Intermediate Similarity NPC318135
0.7769 Intermediate Similarity NPC476729
0.7769 Intermediate Similarity NPC24651
0.7768 Intermediate Similarity NPC230541
0.776 Intermediate Similarity NPC168879
0.776 Intermediate Similarity NPC316915
0.7759 Intermediate Similarity NPC475163
0.7759 Intermediate Similarity NPC469877
0.7759 Intermediate Similarity NPC470919
0.7757 Intermediate Similarity NPC256230
0.7757 Intermediate Similarity NPC21302
0.7757 Intermediate Similarity NPC11396
0.775 Intermediate Similarity NPC473231
0.775 Intermediate Similarity NPC312833
0.7748 Intermediate Similarity NPC146731
0.7748 Intermediate Similarity NPC201880
0.7748 Intermediate Similarity NPC473207
0.7748 Intermediate Similarity NPC81567
0.7748 Intermediate Similarity NPC296950
0.7748 Intermediate Similarity NPC470321
0.7748 Intermediate Similarity NPC264867
0.7742 Intermediate Similarity NPC251564
0.7742 Intermediate Similarity NPC475314
0.7742 Intermediate Similarity NPC475389
0.7742 Intermediate Similarity NPC473838
0.7742 Intermediate Similarity NPC478155
0.7742 Intermediate Similarity NPC475606
0.7742 Intermediate Similarity NPC476863
0.7742 Intermediate Similarity NPC25998
0.7742 Intermediate Similarity NPC476862
0.7742 Intermediate Similarity NPC476852
0.7742 Intermediate Similarity NPC173347
0.7742 Intermediate Similarity NPC477189
0.7739 Intermediate Similarity NPC269530
0.7739 Intermediate Similarity NPC470025
0.7739 Intermediate Similarity NPC328074
0.7739 Intermediate Similarity NPC321272
0.7739 Intermediate Similarity NPC317460
0.7736 Intermediate Similarity NPC2003
0.7736 Intermediate Similarity NPC25701
0.7731 Intermediate Similarity NPC109607
0.7731 Intermediate Similarity NPC107338
0.7727 Intermediate Similarity NPC471363
0.7727 Intermediate Similarity NPC238397
0.7724 Intermediate Similarity NPC477075
0.7724 Intermediate Similarity NPC476859
0.7724 Intermediate Similarity NPC329923
0.7724 Intermediate Similarity NPC475281
0.7724 Intermediate Similarity NPC270109
0.7724 Intermediate Similarity NPC477078
0.7719 Intermediate Similarity NPC42776
0.7719 Intermediate Similarity NPC470065
0.7717 Intermediate Similarity NPC471089
0.7717 Intermediate Similarity NPC141215
0.7717 Intermediate Similarity NPC190065
0.7714 Intermediate Similarity NPC324157
0.7712 Intermediate Similarity NPC473617
0.7712 Intermediate Similarity NPC204552
0.7712 Intermediate Similarity NPC297179
0.7712 Intermediate Similarity NPC473828

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC46407 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
0.7815 Intermediate Similarity NPD8517 Approved
0.7815 Intermediate Similarity NPD8513 Phase 3
0.7815 Intermediate Similarity NPD8515 Approved
0.7815 Intermediate Similarity NPD8516 Approved
0.7699 Intermediate Similarity NPD6686 Approved
0.7544 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.752 Intermediate Similarity NPD7319 Approved
0.7455 Intermediate Similarity NPD4225 Approved
0.7419 Intermediate Similarity NPD7507 Approved
0.7317 Intermediate Similarity NPD6370 Approved
0.7258 Intermediate Similarity NPD8328 Phase 3
0.7222 Intermediate Similarity NPD8074 Phase 3
0.7203 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7155 Intermediate Similarity NPD6412 Phase 2
0.7154 Intermediate Similarity NPD6054 Approved
0.7097 Intermediate Similarity NPD6016 Approved
0.7097 Intermediate Similarity NPD6015 Approved
0.7073 Intermediate Similarity NPD7516 Approved
0.7049 Intermediate Similarity NPD7115 Discovery
0.704 Intermediate Similarity NPD5988 Approved
0.7031 Intermediate Similarity NPD7736 Approved
0.7016 Intermediate Similarity NPD6059 Approved
0.6992 Remote Similarity NPD7328 Approved
0.6992 Remote Similarity NPD7327 Approved
0.696 Remote Similarity NPD7503 Approved
0.696 Remote Similarity NPD6921 Approved
0.696 Remote Similarity NPD8033 Approved
0.6953 Remote Similarity NPD8293 Discontinued
0.6942 Remote Similarity NPD8133 Approved
0.6929 Remote Similarity NPD7492 Approved
0.6909 Remote Similarity NPD7983 Approved
0.688 Remote Similarity NPD6319 Approved
0.688 Remote Similarity NPD8294 Approved
0.688 Remote Similarity NPD8377 Approved
0.6875 Remote Similarity NPD6616 Approved
0.6875 Remote Similarity NPD8451 Approved
0.6847 Remote Similarity NPD5779 Approved
0.6847 Remote Similarity NPD5778 Approved
0.6842 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6833 Remote Similarity NPD6371 Approved
0.6825 Remote Similarity NPD8296 Approved
0.6825 Remote Similarity NPD8335 Approved
0.6825 Remote Similarity NPD8378 Approved
0.6825 Remote Similarity NPD8380 Approved
0.6825 Remote Similarity NPD8379 Approved
0.6822 Remote Similarity NPD8448 Approved
0.6822 Remote Similarity NPD7078 Approved
0.6797 Remote Similarity NPD8342 Approved
0.6797 Remote Similarity NPD8341 Approved
0.6797 Remote Similarity NPD8340 Approved
0.6797 Remote Similarity NPD8299 Approved
0.6786 Remote Similarity NPD5282 Discontinued
0.675 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6726 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6724 Remote Similarity NPD5344 Discontinued
0.6719 Remote Similarity NPD7642 Approved
0.6694 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6693 Remote Similarity NPD8444 Approved
0.6667 Remote Similarity NPD6698 Approved
0.6667 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD8390 Approved
0.6667 Remote Similarity NPD8392 Approved
0.6667 Remote Similarity NPD8391 Approved
0.664 Remote Similarity NPD6009 Approved
0.6638 Remote Similarity NPD7640 Approved
0.6638 Remote Similarity NPD7639 Approved
0.6607 Remote Similarity NPD6411 Approved
0.6589 Remote Similarity NPD7829 Approved
0.6589 Remote Similarity NPD7830 Approved
0.6585 Remote Similarity NPD6882 Approved
0.6583 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6557 Remote Similarity NPD4634 Approved
0.6552 Remote Similarity NPD7638 Approved
0.6532 Remote Similarity NPD4632 Approved
0.6522 Remote Similarity NPD7839 Suspended
0.6515 Remote Similarity NPD6033 Approved
0.6496 Remote Similarity NPD7966 Clinical (unspecified phase)
0.646 Remote Similarity NPD7637 Suspended
0.6452 Remote Similarity NPD8297 Approved
0.6446 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6101 Approved
0.6417 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6396 Remote Similarity NPD7524 Approved
0.6387 Remote Similarity NPD5211 Phase 2
0.6372 Remote Similarity NPD5785 Approved
0.6371 Remote Similarity NPD6650 Approved
0.6371 Remote Similarity NPD6649 Approved
0.6364 Remote Similarity NPD6008 Approved
0.6356 Remote Similarity NPD6648 Approved
0.6341 Remote Similarity NPD6372 Approved
0.6341 Remote Similarity NPD6373 Approved
0.6336 Remote Similarity NPD6067 Discontinued
0.6311 Remote Similarity NPD5697 Approved
0.6306 Remote Similarity NPD5786 Approved
0.6281 Remote Similarity NPD5141 Approved
0.6273 Remote Similarity NPD6400 Clinical (unspecified phase)
0.626 Remote Similarity NPD6881 Approved
0.626 Remote Similarity NPD6899 Approved
0.625 Remote Similarity NPD7260 Phase 2
0.625 Remote Similarity NPD8137 Clinical (unspecified phase)
0.623 Remote Similarity NPD6402 Approved
0.623 Remote Similarity NPD6675 Approved
0.623 Remote Similarity NPD5739 Approved
0.623 Remote Similarity NPD7128 Approved
0.6228 Remote Similarity NPD7838 Discovery
0.6218 Remote Similarity NPD5286 Approved
0.6218 Remote Similarity NPD4696 Approved
0.6218 Remote Similarity NPD5285 Approved
0.6216 Remote Similarity NPD1694 Approved
0.621 Remote Similarity NPD6012 Approved
0.621 Remote Similarity NPD6014 Approved
0.621 Remote Similarity NPD6013 Approved
0.6202 Remote Similarity NPD7641 Discontinued
0.619 Remote Similarity NPD6053 Discontinued
0.6187 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6186 Remote Similarity NPD4755 Approved
0.6183 Remote Similarity NPD8268 Approved
0.6183 Remote Similarity NPD5983 Phase 2
0.6183 Remote Similarity NPD8267 Approved
0.6183 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6183 Remote Similarity NPD8269 Approved
0.6183 Remote Similarity NPD8266 Approved
0.6179 Remote Similarity NPD5701 Approved
0.6176 Remote Similarity NPD6914 Discontinued
0.6176 Remote Similarity NPD5956 Approved
0.6161 Remote Similarity NPD4249 Approved
0.616 Remote Similarity NPD6883 Approved
0.616 Remote Similarity NPD7290 Approved
0.616 Remote Similarity NPD7102 Approved
0.6136 Remote Similarity NPD8080 Discontinued
0.6129 Remote Similarity NPD6011 Approved
0.6129 Remote Similarity NPD7320 Approved
0.6126 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6399 Phase 3
0.6116 Remote Similarity NPD5224 Approved
0.6116 Remote Similarity NPD7632 Discontinued
0.6116 Remote Similarity NPD5225 Approved
0.6116 Remote Similarity NPD5226 Approved
0.6116 Remote Similarity NPD4633 Approved
0.6115 Remote Similarity NPD8415 Approved
0.6111 Remote Similarity NPD6847 Approved
0.6111 Remote Similarity NPD6617 Approved
0.6111 Remote Similarity NPD6869 Approved
0.6111 Remote Similarity NPD8130 Phase 1
0.6106 Remote Similarity NPD4251 Approved
0.6106 Remote Similarity NPD4250 Approved
0.6091 Remote Similarity NPD4270 Approved
0.6091 Remote Similarity NPD4269 Approved
0.609 Remote Similarity NPD7604 Phase 2
0.6083 Remote Similarity NPD4700 Approved
0.6071 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6066 Remote Similarity NPD5175 Approved
0.6066 Remote Similarity NPD5174 Approved
0.6036 Remote Similarity NPD6695 Phase 3
0.6036 Remote Similarity NPD3669 Approved
0.6036 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6034 Remote Similarity NPD6079 Approved
0.6033 Remote Similarity NPD5223 Approved
0.6018 Remote Similarity NPD3618 Phase 1
0.6 Remote Similarity NPD5328 Approved
0.6 Remote Similarity NPD6336 Discontinued
0.6 Remote Similarity NPD4729 Approved
0.6 Remote Similarity NPD4730 Approved
0.6 Remote Similarity NPD5369 Approved
0.5971 Remote Similarity NPD6845 Suspended
0.5968 Remote Similarity NPD4767 Approved
0.5968 Remote Similarity NPD4768 Approved
0.5966 Remote Similarity NPD5221 Approved
0.5966 Remote Similarity NPD5222 Approved
0.5966 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5966 Remote Similarity NPD4697 Phase 3
0.5948 Remote Similarity NPD3168 Discontinued
0.5946 Remote Similarity NPD3667 Approved
0.5946 Remote Similarity NPD6435 Approved
0.5946 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5929 Remote Similarity NPD5363 Approved
0.5926 Remote Similarity NPD7799 Discontinued
0.5917 Remote Similarity NPD5173 Approved
0.5917 Remote Similarity NPD7902 Approved
0.5909 Remote Similarity NPD4819 Approved
0.5909 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4252 Approved
0.5909 Remote Similarity NPD4820 Approved
0.5909 Remote Similarity NPD4822 Approved
0.5909 Remote Similarity NPD4821 Approved
0.5906 Remote Similarity NPD5248 Approved
0.5906 Remote Similarity NPD5250 Approved
0.5906 Remote Similarity NPD5251 Approved
0.5906 Remote Similarity NPD5249 Phase 3
0.5906 Remote Similarity NPD5247 Approved
0.5896 Remote Similarity NPD5126 Approved
0.5896 Remote Similarity NPD5125 Phase 3
0.5893 Remote Similarity NPD6110 Phase 1
0.5887 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5887 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5882 Remote Similarity NPD8273 Phase 1
0.5877 Remote Similarity NPD3574 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   46881259
ChEMBL   CHEMBL1088198
ZINC  

Physicochemical Properties

Molecular Weight:  402.19
ALogP:  -2.3936
MLogP:  2.56
XLogP:  -1.294
# Rotatable Bonds:  13
Polar Surface Area:  145.91
# H-Bond Aceptor:  9
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  28

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
Similar NPs/Drugs