Natural Product: NPC229600

Natural Product ID:  NPC229600
Common Name:   Visartiside E
IUPAC Name:   [(3S,4R,5S)-5-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-phenylmethoxyoxan-4-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-phenylprop-2-enoate
Synonyms:   Visartiside E
Molecular Formula:   C27H32O11
Standard InCHIKey:  MHNSACWVEAXCGK-JVYJMAPHSA-N
Standard InCHI:  InChI=1S/C27H32O11/c28-13-19-21(30)23(22(31)25(37-19)34-14-18-9-5-2-6-10-18)38-26-24(32)27(33,16-36-26)15-35-20(29)12-11-17-7-3-1-4-8-17/h1-12,19,21-26,28,30-33H,13-16H2/b12-11+/t19-,21-,22-,23+,24+,25-,26+,27-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OCc2ccccc2)[C@@H]([C@H]([C@@H]1O)O[C@@H]1OC[C@]([C@H]1O)(O)COC(=O)/C=C/c1ccccc1)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
NPO16561 Viscum articulatum Species Viscaceae Eukaryota PMID[20121165]
NPO14062 Oophaga speciosa Species Dendrobatidae Eukaryota UNPD*
NPO15592 Swertia punctata Species Gentianaceae Eukaryota UNPD*
NPO539 Picea vulgaris Species Pinaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity ED50 > 0.1 nM 20121165
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 39600 nM 20121165
NPT113 Cell Line RAW264.7 Mus musculus Activity = 88.1 % 20121165

  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 NPC229600 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
0.9027 High Similarity NPC264784
0.9027 High Similarity NPC43584
0.896 High Similarity NPC478255
0.8943 High Similarity NPC148026
0.8871 High Similarity NPC225307
0.8862 High Similarity NPC114096
0.885 High Similarity NPC184633
0.8793 High Similarity NPC474641
0.8783 High Similarity NPC470825
0.8772 High Similarity NPC474148
0.8772 High Similarity NPC276061
0.872 High Similarity NPC301857
0.8696 High Similarity NPC30563
0.8661 High Similarity NPC138777
0.8661 High Similarity NPC225384
0.8661 High Similarity NPC246869
0.864 High Similarity NPC288416
0.8584 High Similarity NPC37714
0.8584 High Similarity NPC152384
0.8527 High Similarity NPC28637
0.8516 High Similarity NPC235294
0.8516 High Similarity NPC46137
0.8496 Intermediate Similarity NPC148060
0.8492 Intermediate Similarity NPC471882
0.8492 Intermediate Similarity NPC471881
0.8492 Intermediate Similarity NPC156692
0.8492 Intermediate Similarity NPC45224
0.8492 Intermediate Similarity NPC106677
0.8492 Intermediate Similarity NPC173150
0.8492 Intermediate Similarity NPC35288
0.8485 Intermediate Similarity NPC328273
0.8485 Intermediate Similarity NPC171134
0.8485 Intermediate Similarity NPC321638
0.8485 Intermediate Similarity NPC321184
0.848 Intermediate Similarity NPC83218
0.848 Intermediate Similarity NPC126991
0.8413 Intermediate Similarity NPC61181
0.8413 Intermediate Similarity NPC471157
0.8413 Intermediate Similarity NPC252114
0.84 Intermediate Similarity NPC57607
0.84 Intermediate Similarity NPC145287
0.839 Intermediate Similarity NPC265002
0.8387 Intermediate Similarity NPC52097
0.837 Intermediate Similarity NPC478250
0.8346 Intermediate Similarity NPC103533
0.8333 Intermediate Similarity NPC47286
0.8306 Intermediate Similarity NPC11724
0.8305 Intermediate Similarity NPC185840
0.8305 Intermediate Similarity NPC234376
0.8268 Intermediate Similarity NPC276047
0.8268 Intermediate Similarity NPC267733
0.8258 Intermediate Similarity NPC263829
0.8246 Intermediate Similarity NPC469527
0.824 Intermediate Similarity NPC141970
0.824 Intermediate Similarity NPC140561
0.8235 Intermediate Similarity NPC105005
0.8235 Intermediate Similarity NPC40305
0.8226 Intermediate Similarity NPC476872
0.8217 Intermediate Similarity NPC11025
0.8203 Intermediate Similarity NPC471025
0.8203 Intermediate Similarity NPC175333
0.8197 Intermediate Similarity NPC216605
0.8197 Intermediate Similarity NPC266389
0.8197 Intermediate Similarity NPC122245
0.8195 Intermediate Similarity NPC166180
0.8195 Intermediate Similarity NPC471345
0.8182 Intermediate Similarity NPC34293
0.8182 Intermediate Similarity NPC886
0.8182 Intermediate Similarity NPC287597
0.8175 Intermediate Similarity NPC296954
0.8175 Intermediate Similarity NPC300894
0.8175 Intermediate Similarity NPC141455
0.8175 Intermediate Similarity NPC110063
0.8175 Intermediate Similarity NPC232454
0.8175 Intermediate Similarity NPC196063
0.8175 Intermediate Similarity NPC178449
0.8175 Intermediate Similarity NPC470907
0.8168 Intermediate Similarity NPC473924
0.814 Intermediate Similarity NPC146540
0.814 Intermediate Similarity NPC471024
0.8134 Intermediate Similarity NPC78363
0.8134 Intermediate Similarity NPC260425
0.812 Intermediate Similarity NPC277788
0.811 Intermediate Similarity NPC244454
0.811 Intermediate Similarity NPC87153
0.811 Intermediate Similarity NPC162925
0.8106 Intermediate Similarity NPC254398
0.8099 Intermediate Similarity NPC29607
0.8095 Intermediate Similarity NPC471067
0.8092 Intermediate Similarity NPC219677
0.8092 Intermediate Similarity NPC281798
0.8092 Intermediate Similarity NPC254819
0.8088 Intermediate Similarity NPC134405
0.8088 Intermediate Similarity NPC476385
0.8088 Intermediate Similarity NPC476442
0.8088 Intermediate Similarity NPC215512
0.8077 Intermediate Similarity NPC295970
0.8077 Intermediate Similarity NPC253595
0.8077 Intermediate Similarity NPC27712
0.8074 Intermediate Similarity NPC472350
0.8074 Intermediate Similarity NPC476383
0.8074 Intermediate Similarity NPC205195
0.8074 Intermediate Similarity NPC81515
0.8074 Intermediate Similarity NPC64141
0.8074 Intermediate Similarity NPC68092
0.8074 Intermediate Similarity NPC197316
0.8074 Intermediate Similarity NPC89105
0.8071 Intermediate Similarity NPC469448
0.8058 Intermediate Similarity NPC229505
0.8047 Intermediate Similarity NPC476033
0.8047 Intermediate Similarity NPC77651
0.8047 Intermediate Similarity NPC28069
0.8045 Intermediate Similarity NPC471883
0.8034 Intermediate Similarity NPC472315
0.8034 Intermediate Similarity NPC475203
0.8034 Intermediate Similarity NPC474376
0.8034 Intermediate Similarity NPC472316
0.8029 Intermediate Similarity NPC222433
0.8029 Intermediate Similarity NPC265648
0.8017 Intermediate Similarity NPC120217
0.8015 Intermediate Similarity NPC17567
0.7986 Intermediate Similarity NPC216819
0.7986 Intermediate Similarity NPC262182
0.7986 Intermediate Similarity NPC83743
0.7986 Intermediate Similarity NPC287615
0.7985 Intermediate Similarity NPC476870
0.7984 Intermediate Similarity NPC63404
0.7984 Intermediate Similarity NPC198918
0.7984 Intermediate Similarity NPC10121
0.7984 Intermediate Similarity NPC231888
0.7984 Intermediate Similarity NPC124878
0.7984 Intermediate Similarity NPC204214
0.7984 Intermediate Similarity NPC92283
0.7984 Intermediate Similarity NPC290276
0.7984 Intermediate Similarity NPC35338
0.7984 Intermediate Similarity NPC10883
0.7971 Intermediate Similarity NPC302286
0.7971 Intermediate Similarity NPC237872
0.7971 Intermediate Similarity NPC471139
0.7971 Intermediate Similarity NPC116104
0.7971 Intermediate Similarity NPC88754
0.7971 Intermediate Similarity NPC263397
0.7958 Intermediate Similarity NPC188393
0.7958 Intermediate Similarity NPC470934
0.7956 Intermediate Similarity NPC476377
0.7956 Intermediate Similarity NPC186406
0.7956 Intermediate Similarity NPC47471
0.7941 Intermediate Similarity NPC49597
0.7939 Intermediate Similarity NPC477293
0.7939 Intermediate Similarity NPC477294
0.7939 Intermediate Similarity NPC229784
0.7937 Intermediate Similarity NPC476445
0.7937 Intermediate Similarity NPC476448
0.7937 Intermediate Similarity NPC469703
0.7937 Intermediate Similarity NPC469704
0.7937 Intermediate Similarity NPC160854
0.7937 Intermediate Similarity NPC201402
0.7937 Intermediate Similarity NPC469548
0.7923 Intermediate Similarity NPC231627
0.7923 Intermediate Similarity NPC469687
0.7923 Intermediate Similarity NPC230331
0.7914 Intermediate Similarity NPC471028
0.791 Intermediate Similarity NPC169398
0.7907 Intermediate Similarity NPC470510
0.7907 Intermediate Similarity NPC79608
0.7899 Intermediate Similarity NPC140502
0.7899 Intermediate Similarity NPC65833
0.7899 Intermediate Similarity NPC145319
0.7899 Intermediate Similarity NPC31081
0.7899 Intermediate Similarity NPC245219
0.7895 Intermediate Similarity NPC473285
0.7895 Intermediate Similarity NPC262826
0.7891 Intermediate Similarity NPC470815
0.7891 Intermediate Similarity NPC138798
0.7883 Intermediate Similarity NPC475530
0.7883 Intermediate Similarity NPC473799
0.7881 Intermediate Similarity NPC136962
0.7881 Intermediate Similarity NPC37115
0.7879 Intermediate Similarity NPC289415
0.7879 Intermediate Similarity NPC319995
0.7874 Intermediate Similarity NPC469686
0.7868 Intermediate Similarity NPC476376
0.7868 Intermediate Similarity NPC475195
0.7863 Intermediate Similarity NPC232880
0.7863 Intermediate Similarity NPC280616
0.7863 Intermediate Similarity NPC242913
0.7863 Intermediate Similarity NPC237182
0.7863 Intermediate Similarity NPC226101
0.7863 Intermediate Similarity NPC171831
0.7857 Intermediate Similarity NPC282409
0.7857 Intermediate Similarity NPC138915
0.7857 Intermediate Similarity NPC476382
0.7857 Intermediate Similarity NPC34587
0.7857 Intermediate Similarity NPC100998
0.7857 Intermediate Similarity NPC469702
0.7857 Intermediate Similarity NPC252292
0.7857 Intermediate Similarity NPC34927
0.7847 Intermediate Similarity NPC34066
0.7847 Intermediate Similarity NPC469422
0.7842 Intermediate Similarity NPC476380

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC229600 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
0.8305 Intermediate Similarity NPD969 Suspended
0.8145 Intermediate Similarity NPD5126 Approved
0.8145 Intermediate Similarity NPD5125 Phase 3
0.8074 Intermediate Similarity NPD7266 Discontinued
0.763 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7462 Intermediate Similarity NPD1091 Approved
0.731 Intermediate Similarity NPD8389 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD4198 Discontinued
0.7162 Intermediate Similarity NPD1653 Approved
0.7103 Intermediate Similarity NPD6190 Approved
0.7092 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD689 Discontinued
0.7039 Intermediate Similarity NPD8455 Phase 2
0.7023 Intermediate Similarity NPD7741 Discontinued
0.7 Intermediate Similarity NPD694 Clinical (unspecified phase)
0.6942 Remote Similarity NPD1238 Approved
0.6939 Remote Similarity NPD5058 Phase 3
0.6914 Remote Similarity NPD7685 Pre-registration
0.6911 Remote Similarity NPD6647 Phase 2
0.6903 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7799 Discontinued
0.6853 Remote Similarity NPD7097 Phase 1
0.6832 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6809 Remote Similarity NPD4404 Approved
0.68 Remote Similarity NPD5048 Discontinued
0.6797 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6779 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6738 Remote Similarity NPD3764 Approved
0.6735 Remote Similarity NPD1652 Phase 2
0.6719 Remote Similarity NPD2067 Discontinued
0.6718 Remote Similarity NPD2629 Approved
0.6718 Remote Similarity NPD690 Clinical (unspecified phase)
0.6715 Remote Similarity NPD7876 Discontinued
0.6713 Remote Similarity NPD4340 Discontinued
0.6707 Remote Similarity NPD6559 Discontinued
0.6693 Remote Similarity NPD1358 Approved
0.669 Remote Similarity NPD6233 Phase 2
0.669 Remote Similarity NPD7033 Discontinued
0.6689 Remote Similarity NPD4628 Phase 3
0.6667 Remote Similarity NPD7228 Approved
0.6667 Remote Similarity NPD3818 Discontinued
0.6667 Remote Similarity NPD7798 Approved
0.6645 Remote Similarity NPD37 Approved
0.6645 Remote Similarity NPD5403 Approved
0.6644 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6641 Remote Similarity NPD2182 Approved
0.664 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6627 Remote Similarity NPD8312 Approved
0.6627 Remote Similarity NPD8313 Approved
0.6624 Remote Similarity NPD4967 Phase 2
0.6624 Remote Similarity NPD4965 Approved
0.6624 Remote Similarity NPD4966 Approved
0.6623 Remote Similarity NPD5401 Approved
0.6621 Remote Similarity NPD41 Approved
0.6621 Remote Similarity NPD5886 Approved
0.6614 Remote Similarity NPD6685 Approved
0.6597 Remote Similarity NPD5124 Phase 1
0.6597 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6585 Remote Similarity NPD9495 Approved
0.6581 Remote Similarity NPD1282 Approved
0.6575 Remote Similarity NPD5588 Approved
0.6548 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6547 Remote Similarity NPD3225 Approved
0.6544 Remote Similarity NPD5723 Approved
0.6541 Remote Similarity NPD6234 Discontinued
0.6536 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6524 Remote Similarity NPD7054 Approved
0.6524 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6519 Remote Similarity NPD9545 Approved
0.6516 Remote Similarity NPD4380 Phase 2
0.651 Remote Similarity NPD6674 Discontinued
0.6508 Remote Similarity NPD5765 Approved
0.6506 Remote Similarity NPD7240 Approved
0.6503 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6503 Remote Similarity NPD6798 Discontinued
0.6497 Remote Similarity NPD7096 Clinical (unspecified phase)
0.649 Remote Similarity NPD7236 Approved
0.6489 Remote Similarity NPD6912 Phase 3
0.6488 Remote Similarity NPD8407 Phase 2
0.6486 Remote Similarity NPD5763 Approved
0.6486 Remote Similarity NPD5762 Approved
0.6485 Remote Similarity NPD7472 Approved
0.6485 Remote Similarity NPD7074 Phase 3
0.6484 Remote Similarity NPD3134 Approved
0.6483 Remote Similarity NPD6355 Discontinued
0.6483 Remote Similarity NPD1933 Approved
0.6478 Remote Similarity NPD7075 Discontinued
0.6467 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6467 Remote Similarity NPD2575 Approved
0.646 Remote Similarity NPD7199 Phase 2
0.6457 Remote Similarity NPD5909 Discontinued
0.6457 Remote Similarity NPD1237 Approved
0.6456 Remote Similarity NPD5402 Approved
0.6453 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6452 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6449 Remote Similarity NPD3705 Approved
0.6439 Remote Similarity NPD7843 Approved
0.6438 Remote Similarity NPD6653 Approved
0.6434 Remote Similarity NPD5454 Clinical (unspecified phase)
0.6434 Remote Similarity NPD290 Approved
0.6434 Remote Similarity NPD7095 Approved
0.6434 Remote Similarity NPD6686 Approved
0.6434 Remote Similarity NPD3027 Phase 3
0.6429 Remote Similarity NPD5667 Approved
0.6415 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6414 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6414 Remote Similarity NPD6310 Approved
0.6414 Remote Similarity NPD1613 Approved
0.6414 Remote Similarity NPD6309 Approved
0.6414 Remote Similarity NPD6311 Approved
0.6408 Remote Similarity NPD5204 Approved
0.6407 Remote Similarity NPD8368 Discontinued
0.6407 Remote Similarity NPD7251 Discontinued
0.6395 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6395 Remote Similarity NPD4538 Approved
0.6395 Remote Similarity NPD4536 Approved
0.6393 Remote Similarity NPD1202 Approved
0.6387 Remote Similarity NPD7239 Suspended
0.6383 Remote Similarity NPD2626 Approved
0.6383 Remote Similarity NPD2625 Approved
0.6383 Remote Similarity NPD2159 Approved
0.6383 Remote Similarity NPD2160 Approved
0.6383 Remote Similarity NPD2627 Approved
0.6383 Remote Similarity NPD2628 Approved
0.6377 Remote Similarity NPD4106 Approved
0.6377 Remote Similarity NPD4135 Approved
0.6377 Remote Similarity NPD4136 Approved
0.6376 Remote Similarity NPD7702 Clinical (unspecified phase)
0.637 Remote Similarity NPD5291 Approved
0.637 Remote Similarity NPD5292 Approved
0.6369 Remote Similarity NPD7808 Phase 3
0.6364 Remote Similarity NPD4617 Approved
0.6364 Remote Similarity NPD4620 Approved
0.6364 Remote Similarity NPD6832 Phase 2
0.6364 Remote Similarity NPD5201 Approved
0.6364 Remote Similarity NPD5203 Approved
0.6358 Remote Similarity NPD7488 Clinical (unspecified phase)
0.6351 Remote Similarity NPD5960 Phase 3
0.635 Remote Similarity NPD1357 Approved
0.635 Remote Similarity NPD7503 Approved
0.6347 Remote Similarity NPD6797 Phase 2
0.6345 Remote Similarity NPD4062 Phase 3
0.634 Remote Similarity NPD6799 Approved
0.6338 Remote Similarity NPD7247 Discontinued
0.6336 Remote Similarity NPD5236 Approved
0.6336 Remote Similarity NPD5237 Approved
0.6336 Remote Similarity NPD5240 Approved
0.6336 Remote Similarity NPD5235 Approved
0.6336 Remote Similarity NPD5239 Approved
0.6333 Remote Similarity NPD2424 Discontinued
0.6331 Remote Similarity NPD4807 Approved
0.6331 Remote Similarity NPD4806 Approved
0.6329 Remote Similarity NPD6801 Discontinued
0.6328 Remote Similarity NPD164 Approved
0.632 Remote Similarity NPD5926 Approved
0.6319 Remote Similarity NPD7008 Discontinued
0.6316 Remote Similarity NPD5535 Approved
0.6304 Remote Similarity NPD5305 Approved
0.6304 Remote Similarity NPD5306 Approved
0.6299 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7157 Approved
0.6294 Remote Similarity NPD2861 Phase 2
0.6291 Remote Similarity NPD7421 Clinical (unspecified phase)
0.628 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6277 Remote Similarity NPD1894 Discontinued
0.6269 Remote Similarity NPD6010 Discontinued
0.6268 Remote Similarity NPD2797 Approved
0.6268 Remote Similarity NPD6362 Approved
0.6267 Remote Similarity NPD6005 Phase 3
0.6267 Remote Similarity NPD6004 Phase 3
0.6267 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6267 Remote Similarity NPD6002 Phase 3
0.6267 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6265 Remote Similarity NPD3751 Discontinued
0.626 Remote Similarity NPD6831 Clinical (unspecified phase)
0.626 Remote Similarity NPD2684 Approved
0.6259 Remote Similarity NPD3496 Discontinued
0.6259 Remote Similarity NPD230 Phase 1
0.6258 Remote Similarity NPD7314 Clinical (unspecified phase)
0.625 Remote Similarity NPD5202 Clinical (unspecified phase)
0.625 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6242 Remote Similarity NPD7458 Discontinued
0.6241 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6241 Remote Similarity NPD4571 Approved
0.6241 Remote Similarity NPD4572 Approved
0.6241 Remote Similarity NPD4573 Approved
0.6232 Remote Similarity NPD4105 Approved
0.6232 Remote Similarity NPD4102 Approved
0.6231 Remote Similarity NPD3526 Approved
0.6231 Remote Similarity NPD968 Approved
0.6231 Remote Similarity NPD3524 Approved
0.6221 Remote Similarity NPD8434 Phase 2
0.6221 Remote Similarity NPD8424 Clinical (unspecified phase)
0.622 Remote Similarity NPD2552 Approved
0.622 Remote Similarity NPD3787 Discontinued
0.622 Remote Similarity NPD2555 Approved
0.622 Remote Similarity NPD2553 Approved

Structure

External Identifiers

PubChem CID   46184806
ChEMBL   CHEMBL1082561
ZINC  

Physicochemical Properties

Molecular Weight:  532.19
ALogP:  -2.874
MLogP:  3.22
XLogP:  3.83
# Rotatable Bonds:  16
Polar Surface Area:  164.37
# H-Bond Aceptor:  11
# H-Bond Donor:  5
# Rings:  4
# Heavy Atoms:  38

Download Data

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