Natural Product: NPC476674

Natural Product ID:  NPC476674
Common Name:   Psilasteroside
IUPAC Name:   [(3S,5S,6S,8S,10S,13S,14S,17S)-6-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R)-5-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6R)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] sulfate
Synonyms:   Psilasteroside
Molecular Formula:   C61H100O32S.Na
Standard InCHIKey:  UQUDSNNROPHUHQ-FPKMPDBZSA-M
Standard InCHI:  InChI=1S/C61H100O32S.Na/c1-22(2)15-26(64)18-61(8,77)36-10-9-29-28-17-32(31-16-27(93-94(78,79)80)11-13-59(31,6)30(28)12-14-60(29,36)7)85-55-47(75)50(39(67)24(4)83-55)90-57-51(91-53-46(74)43(71)37(65)23(3)82-53)42(70)35(21-81-57)88-58-52(44(72)40(68)33(19-62)87-58)92-56-48(76)49(38(66)25(5)84-56)89-54-45(73)41(69)34(20-63)86-54;/h12,22-25,27-29,31-58,62-63,65-77H,9-11,13-21H2,1-8H3,(H,78,79,80);/q;+1/p-1/t23-,24-,25-,27+,28+,29+,31-,32+,33-,34+,35-,36+,37-,38+,39-,40+,41+,42+,43+,44+,45-,46-,47-,48-,49+,50+,51-,52-,53+,54+,55+,56+,57+,58+,59-,60+,61+;/m1./s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@@H]2CO[C@H]([C@@H]([C@H]2O)O[C@@H]2O[C@H](C)[C@H]([C@@H]([C@H]2O)O)O)O[C@H]2[C@H](O)[C@@H](C)O[C@H]([C@@H]2O)O[C@H]2C[C@@H]3C(=CC[C@]4([C@H]3CC[C@@H]4[C@](CC(=O)CC(C)C)(O)C)C)[C@@]3([C@@H]2C[C@H](CC3)OS(=O)(=O)[O-])C)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)O.[Na+]
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
NPO33624 Astropecten monacanthus Species Astropectinidae Eukaryota Cat Ba, Haiphong, Vietnam 2012-JUN PMID[24047259]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT521 Cell Line RBL-2H3 Rattus norvegicus IC50 = 5.4 ug/ml 12713404
NPT2 Others Unspecified IC50 > 50000 nM 24047259

  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 NPC476674 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
0.9737 High Similarity NPC476672
0.9573 High Similarity NPC476673
0.9397 High Similarity NPC476675
0.9344 High Similarity NPC478069
0.9333 High Similarity NPC477235
0.931 High Similarity NPC476670
0.913 High Similarity NPC279638
0.9123 High Similarity NPC476671
0.9032 High Similarity NPC477234
0.8908 High Similarity NPC275225
0.8908 High Similarity NPC68767
0.8908 High Similarity NPC293031
0.8908 High Similarity NPC51099
0.8898 High Similarity NPC477232
0.8898 High Similarity NPC477233
0.8889 High Similarity NPC477236
0.887 High Similarity NPC474265
0.887 High Similarity NPC210420
0.8843 High Similarity NPC248202
0.8843 High Similarity NPC473505
0.8843 High Similarity NPC473474
0.8833 High Similarity NPC15918
0.8833 High Similarity NPC169816
0.8833 High Similarity NPC305771
0.8833 High Similarity NPC94072
0.8824 High Similarity NPC153673
0.8824 High Similarity NPC144644
0.8824 High Similarity NPC110385
0.8824 High Similarity NPC142151
0.8824 High Similarity NPC475187
0.8824 High Similarity NPC37860
0.8824 High Similarity NPC267694
0.8814 High Similarity NPC470514
0.8814 High Similarity NPC470513
0.876 High Similarity NPC256983
0.876 High Similarity NPC160084
0.875 High Similarity NPC476543
0.875 High Similarity NPC476544
0.875 High Similarity NPC182900
0.875 High Similarity NPC476545
0.875 High Similarity NPC249553
0.875 High Similarity NPC477463
0.875 High Similarity NPC475182
0.8739 High Similarity NPC190939
0.8739 High Similarity NPC471577
0.8739 High Similarity NPC197003
0.8739 High Similarity NPC477464
0.8739 High Similarity NPC207738
0.8729 High Similarity NPC104137
0.8729 High Similarity NPC123522
0.8729 High Similarity NPC33012
0.8729 High Similarity NPC475209
0.8729 High Similarity NPC69811
0.8729 High Similarity NPC470876
0.8729 High Similarity NPC286457
0.8729 High Similarity NPC475514
0.8729 High Similarity NPC473452
0.8729 High Similarity NPC85154
0.8729 High Similarity NPC309223
0.8729 High Similarity NPC102505
0.8729 High Similarity NPC8524
0.8729 High Similarity NPC471580
0.8729 High Similarity NPC191827
0.8729 High Similarity NPC220160
0.8718 High Similarity NPC474557
0.8718 High Similarity NPC473882
0.8699 High Similarity NPC292290
0.8696 High Similarity NPC154856
0.8696 High Similarity NPC52241
0.8696 High Similarity NPC475317
0.8678 High Similarity NPC156789
0.8667 High Similarity NPC308459
0.8667 High Similarity NPC129393
0.8667 High Similarity NPC473645
0.8667 High Similarity NPC476991
0.8655 High Similarity NPC86020
0.8655 High Similarity NPC105800
0.8655 High Similarity NPC475632
0.8655 High Similarity NPC237191
0.8655 High Similarity NPC232237
0.8655 High Similarity NPC475899
0.8644 High Similarity NPC476992
0.8644 High Similarity NPC75287
0.8644 High Similarity NPC26626
0.8644 High Similarity NPC305267
0.8644 High Similarity NPC288205
0.8644 High Similarity NPC51465
0.8618 High Similarity NPC104427
0.8609 High Similarity NPC302057
0.8607 High Similarity NPC228701
0.8583 High Similarity NPC51564
0.8583 High Similarity NPC473386
0.8583 High Similarity NPC135849
0.8583 High Similarity NPC25663
0.8583 High Similarity NPC161738
0.8571 High Similarity NPC473824
0.8571 High Similarity NPC475119
0.8559 High Similarity NPC204414
0.8559 High Similarity NPC67857
0.8559 High Similarity NPC475140
0.8559 High Similarity NPC76972
0.8559 High Similarity NPC293330
0.8559 High Similarity NPC123199
0.8559 High Similarity NPC477810
0.8559 High Similarity NPC65105
0.8559 High Similarity NPC71065
0.8559 High Similarity NPC202828
0.8559 High Similarity NPC473714
0.8559 High Similarity NPC475160
0.8559 High Similarity NPC298034
0.8559 High Similarity NPC4328
0.8559 High Similarity NPC475486
0.8559 High Similarity NPC236638
0.8559 High Similarity NPC41061
0.8559 High Similarity NPC476068
0.8559 High Similarity NPC469782
0.8559 High Similarity NPC119592
0.8559 High Similarity NPC161717
0.8559 High Similarity NPC100639
0.8559 High Similarity NPC57484
0.8559 High Similarity NPC305981
0.8559 High Similarity NPC43550
0.8559 High Similarity NPC261506
0.8559 High Similarity NPC70809
0.8559 High Similarity NPC164389
0.8559 High Similarity NPC79643
0.8559 High Similarity NPC471385
0.8559 High Similarity NPC294453
0.8559 High Similarity NPC224381
0.8559 High Similarity NPC227551
0.8559 High Similarity NPC471550
0.8559 High Similarity NPC309907
0.8559 High Similarity NPC60557
0.8559 High Similarity NPC250247
0.8559 High Similarity NPC54636
0.8547 High Similarity NPC130427
0.8534 High Similarity NPC101450
0.8525 High Similarity NPC131824
0.8522 High Similarity NPC220427
0.8522 High Similarity NPC159005
0.8522 High Similarity NPC6931
0.8509 High Similarity NPC63023
0.8509 High Similarity NPC95243
0.85 High Similarity NPC473459
0.85 High Similarity NPC36831
0.8487 Intermediate Similarity NPC472718
0.8487 Intermediate Similarity NPC291903
0.8487 Intermediate Similarity NPC37134
0.8475 Intermediate Similarity NPC295823
0.8475 Intermediate Similarity NPC477074
0.8475 Intermediate Similarity NPC241909
0.8475 Intermediate Similarity NPC473826
0.8475 Intermediate Similarity NPC174720
0.8475 Intermediate Similarity NPC323341
0.8475 Intermediate Similarity NPC146563
0.8475 Intermediate Similarity NPC251263
0.8475 Intermediate Similarity NPC309714
0.8475 Intermediate Similarity NPC46665
0.8475 Intermediate Similarity NPC155410
0.8475 Intermediate Similarity NPC114287
0.8475 Intermediate Similarity NPC219180
0.8475 Intermediate Similarity NPC151543
0.8475 Intermediate Similarity NPC260665
0.8475 Intermediate Similarity NPC475467
0.8475 Intermediate Similarity NPC251309
0.8475 Intermediate Similarity NPC192600
0.8475 Intermediate Similarity NPC114304
0.8475 Intermediate Similarity NPC166422
0.8475 Intermediate Similarity NPC475287
0.8475 Intermediate Similarity NPC133818
0.8468 Intermediate Similarity NPC470218
0.8462 Intermediate Similarity NPC285410
0.8462 Intermediate Similarity NPC269466
0.8462 Intermediate Similarity NPC263827
0.8462 Intermediate Similarity NPC250481
0.8462 Intermediate Similarity NPC272242
0.8455 Intermediate Similarity NPC476542
0.8435 Intermediate Similarity NPC63368
0.8435 Intermediate Similarity NPC190395
0.8435 Intermediate Similarity NPC14946
0.8435 Intermediate Similarity NPC208650
0.8421 Intermediate Similarity NPC100955
0.8421 Intermediate Similarity NPC121566
0.8417 Intermediate Similarity NPC477807
0.8417 Intermediate Similarity NPC300419
0.8417 Intermediate Similarity NPC136768
0.8417 Intermediate Similarity NPC323359
0.8417 Intermediate Similarity NPC148417
0.8417 Intermediate Similarity NPC110633
0.8417 Intermediate Similarity NPC68175
0.8417 Intermediate Similarity NPC185466
0.8403 Intermediate Similarity NPC167183
0.8403 Intermediate Similarity NPC116024
0.8403 Intermediate Similarity NPC32707
0.8403 Intermediate Similarity NPC477808
0.8403 Intermediate Similarity NPC165439
0.8403 Intermediate Similarity NPC54395
0.84 Intermediate Similarity NPC2757
0.839 Intermediate Similarity NPC233003
0.839 Intermediate Similarity NPC1046

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476674 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
0.8017 Intermediate Similarity NPD8133 Approved
0.8016 Intermediate Similarity NPD8328 Phase 3
0.7966 Intermediate Similarity NPD6412 Phase 2
0.7937 Intermediate Similarity NPD6370 Approved
0.7907 Intermediate Similarity NPD7736 Approved
0.7833 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD8293 Discontinued
0.7778 Intermediate Similarity NPD6054 Approved
0.7778 Intermediate Similarity NPD8294 Approved
0.7778 Intermediate Similarity NPD8377 Approved
0.7778 Intermediate Similarity NPD6059 Approved
0.7717 Intermediate Similarity NPD8380 Approved
0.7717 Intermediate Similarity NPD8335 Approved
0.7717 Intermediate Similarity NPD8379 Approved
0.7717 Intermediate Similarity NPD8378 Approved
0.7717 Intermediate Similarity NPD8296 Approved
0.771 Intermediate Similarity NPD7319 Approved
0.768 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7615 Intermediate Similarity NPD7507 Approved
0.7578 Intermediate Similarity NPD8516 Approved
0.7578 Intermediate Similarity NPD6015 Approved
0.7578 Intermediate Similarity NPD8515 Approved
0.7578 Intermediate Similarity NPD8517 Approved
0.7578 Intermediate Similarity NPD8033 Approved
0.7578 Intermediate Similarity NPD6016 Approved
0.7538 Intermediate Similarity NPD7492 Approved
0.7519 Intermediate Similarity NPD5988 Approved
0.7481 Intermediate Similarity NPD6616 Approved
0.7442 Intermediate Similarity NPD8513 Phase 3
0.7424 Intermediate Similarity NPD7078 Approved
0.7344 Intermediate Similarity NPD7328 Approved
0.7344 Intermediate Similarity NPD7327 Approved
0.7328 Intermediate Similarity NPD6067 Discontinued
0.7287 Intermediate Similarity NPD7516 Approved
0.7239 Intermediate Similarity NPD6033 Approved
0.7231 Intermediate Similarity NPD6319 Approved
0.7177 Intermediate Similarity NPD6686 Approved
0.7176 Intermediate Similarity NPD7503 Approved
0.7094 Intermediate Similarity NPD8171 Discontinued
0.7087 Intermediate Similarity NPD8297 Approved
0.7087 Intermediate Similarity NPD6882 Approved
0.7008 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7115 Discovery
0.7 Intermediate Similarity NPD6009 Approved
0.6978 Remote Similarity NPD8450 Suspended
0.6929 Remote Similarity NPD4634 Approved
0.6906 Remote Similarity NPD8449 Approved
0.6905 Remote Similarity NPD7320 Approved
0.6899 Remote Similarity NPD4632 Approved
0.688 Remote Similarity NPD7128 Approved
0.688 Remote Similarity NPD6402 Approved
0.688 Remote Similarity NPD6675 Approved
0.688 Remote Similarity NPD5739 Approved
0.685 Remote Similarity NPD6373 Approved
0.685 Remote Similarity NPD6372 Approved
0.6807 Remote Similarity NPD6399 Phase 3
0.6772 Remote Similarity NPD6899 Approved
0.6772 Remote Similarity NPD6881 Approved
0.6763 Remote Similarity NPD5956 Approved
0.675 Remote Similarity NPD7748 Approved
0.6746 Remote Similarity NPD6008 Approved
0.6744 Remote Similarity NPD6649 Approved
0.6744 Remote Similarity NPD8130 Phase 1
0.6744 Remote Similarity NPD6650 Approved
0.6721 Remote Similarity NPD7902 Approved
0.6721 Remote Similarity NPD4755 Approved
0.6696 Remote Similarity NPD4786 Approved
0.6695 Remote Similarity NPD5328 Approved
0.6693 Remote Similarity NPD5697 Approved
0.6693 Remote Similarity NPD5701 Approved
0.6667 Remote Similarity NPD4202 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD7102 Approved
0.6641 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6615 Remote Similarity NPD6847 Approved
0.6615 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6615 Remote Similarity NPD6617 Approved
0.6615 Remote Similarity NPD6869 Approved
0.6613 Remote Similarity NPD5285 Approved
0.6613 Remote Similarity NPD4700 Approved
0.6613 Remote Similarity NPD4696 Approved
0.6613 Remote Similarity NPD5286 Approved
0.6589 Remote Similarity NPD6013 Approved
0.6589 Remote Similarity NPD6014 Approved
0.6589 Remote Similarity NPD6012 Approved
0.6585 Remote Similarity NPD6083 Phase 2
0.6585 Remote Similarity NPD6084 Phase 2
0.6583 Remote Similarity NPD8034 Phase 2
0.6583 Remote Similarity NPD8035 Phase 2
0.6583 Remote Similarity NPD7515 Phase 2
0.6583 Remote Similarity NPD6079 Approved
0.6581 Remote Similarity NPD3618 Phase 1
0.6569 Remote Similarity NPD7604 Phase 2
0.6552 Remote Similarity NPD3668 Phase 3
0.6547 Remote Similarity NPD8074 Phase 3
0.6544 Remote Similarity NPD5983 Phase 2
0.6532 Remote Similarity NPD7638 Approved
0.6522 Remote Similarity NPD3667 Approved
0.6512 Remote Similarity NPD6011 Approved
0.6508 Remote Similarity NPD5224 Approved
0.6508 Remote Similarity NPD4633 Approved
0.6508 Remote Similarity NPD5211 Phase 2
0.6508 Remote Similarity NPD5225 Approved
0.6508 Remote Similarity NPD5226 Approved
0.65 Remote Similarity NPD8337 Approved
0.65 Remote Similarity NPD8336 Approved
0.6484 Remote Similarity NPD4768 Approved
0.6484 Remote Similarity NPD4767 Approved
0.648 Remote Similarity NPD7640 Approved
0.648 Remote Similarity NPD7639 Approved
0.6475 Remote Similarity NPD6336 Discontinued
0.6475 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6475 Remote Similarity NPD7900 Approved
0.6462 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6457 Remote Similarity NPD4754 Approved
0.6457 Remote Similarity NPD5174 Approved
0.6457 Remote Similarity NPD5175 Approved
0.6429 Remote Similarity NPD5223 Approved
0.6423 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6417 Remote Similarity NPD4753 Phase 2
0.6406 Remote Similarity NPD5141 Approved
0.6385 Remote Similarity NPD4730 Approved
0.6385 Remote Similarity NPD4729 Approved
0.6371 Remote Similarity NPD5222 Approved
0.6371 Remote Similarity NPD5221 Approved
0.6371 Remote Similarity NPD4697 Phase 3
0.6371 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6356 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6348 Remote Similarity NPD7525 Registered
0.632 Remote Similarity NPD5173 Approved
0.6319 Remote Similarity NPD8338 Approved
0.6316 Remote Similarity NPD7625 Phase 1
0.6304 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6303 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6274 Approved
0.629 Remote Similarity NPD5695 Phase 3
0.6288 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6288 Remote Similarity NPD5251 Approved
0.6288 Remote Similarity NPD5250 Approved
0.6288 Remote Similarity NPD5249 Phase 3
0.6288 Remote Similarity NPD5247 Approved
0.6288 Remote Similarity NPD5248 Approved
0.6277 Remote Similarity NPD7100 Approved
0.6277 Remote Similarity NPD7101 Approved
0.6271 Remote Similarity NPD3133 Approved
0.6271 Remote Similarity NPD3665 Phase 1
0.6271 Remote Similarity NPD3666 Approved
0.627 Remote Similarity NPD5696 Approved
0.627 Remote Similarity NPD4225 Approved
0.626 Remote Similarity NPD5128 Approved
0.625 Remote Similarity NPD6317 Approved
0.621 Remote Similarity NPD5282 Discontinued
0.6204 Remote Similarity NPD6335 Approved
0.6198 Remote Similarity NPD6672 Approved
0.6198 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6198 Remote Similarity NPD6903 Approved
0.6198 Remote Similarity NPD5737 Approved
0.6187 Remote Similarity NPD6921 Approved
0.6187 Remote Similarity NPD6909 Approved
0.6187 Remote Similarity NPD6908 Approved
0.6179 Remote Similarity NPD6411 Approved
0.6167 Remote Similarity NPD6684 Approved
0.6167 Remote Similarity NPD7334 Approved
0.6167 Remote Similarity NPD7521 Approved
0.6167 Remote Similarity NPD7146 Approved
0.6167 Remote Similarity NPD5330 Approved
0.6167 Remote Similarity NPD6409 Approved
0.6165 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6165 Remote Similarity NPD5135 Approved
0.616 Remote Similarity NPD4629 Approved
0.616 Remote Similarity NPD5210 Approved
0.6159 Remote Similarity NPD4522 Approved
0.6131 Remote Similarity NPD7799 Discontinued
0.6121 Remote Similarity NPD7645 Phase 2
0.6119 Remote Similarity NPD5217 Approved
0.6119 Remote Similarity NPD5215 Approved
0.6119 Remote Similarity NPD5216 Approved
0.6116 Remote Similarity NPD7524 Approved
0.6102 Remote Similarity NPD4221 Approved
0.6102 Remote Similarity NPD4223 Phase 3
0.6087 Remote Similarity NPD6313 Approved
0.6087 Remote Similarity NPD6314 Approved
0.6083 Remote Similarity NPD5329 Approved
0.608 Remote Similarity NPD6001 Approved
0.6074 Remote Similarity NPD6053 Discontinued
0.6068 Remote Similarity NPD6928 Phase 2
0.6061 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6061 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6058 Remote Similarity NPD6940 Discontinued
0.6058 Remote Similarity NPD6868 Approved
0.6048 Remote Similarity NPD7637 Suspended
0.6045 Remote Similarity NPD5169 Approved
0.6033 Remote Similarity NPD6098 Approved
0.6033 Remote Similarity NPD5279 Phase 3
0.6016 Remote Similarity NPD6101 Approved
0.6016 Remote Similarity NPD6904 Approved
0.6016 Remote Similarity NPD6673 Approved
0.6016 Remote Similarity NPD5764 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   23675065
ChEMBL   CHEMBL499215
ZINC  

Physicochemical Properties

Molecular Weight:  1375.58
ALogP:  -8.1094
MLogP:  4.54
XLogP:  -3.961
# Rotatable Bonds:  45
Polar Surface Area:  506.09
# H-Bond Aceptor:  32
# H-Bond Donor:  15
# Rings:  10
# Heavy Atoms:  94

Download Data

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