Natural Product: NPC477536

Natural Product ID:  NPC477536
Common Name:   Mutisicoumaranone A
IUPAC Name:   2-[(2E)-3,7-dimethylocta-2,6-dienyl]-2-hydroxy-4-methyl-1-benzofuran-3-one
Synonyms:  
Molecular Formula:   C19H24O3
Standard InCHIKey:  LYYYGBZWTAWUFH-SDNWHVSQSA-N
Standard InCHI:  InChI=1S/C19H24O3/c1-13(2)7-5-8-14(3)11-12-19(21)18(20)17-15(4)9-6-10-16(17)22-19/h6-7,9-11,21H,5,8,12H2,1-4H3/b14-11+
Canonical SMILES:  C/C(=CCC1(O)Oc2c(C1=O)c(C)ccc2)/CCC=C(C)C
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
NPO15444 Mutisia friesiana Species Asteraceae Eukaryota aerial parts Jujuy, Departamento de Humahuaca, Argentina PMID[15165137]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT985 Organism Cladosporium cucumerinum Cladosporium cucumerinum IZ = 8 mm 15165137
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 10 mm 15165137

  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 NPC477536 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
0.9692 High Similarity NPC477534
0.9474 High Similarity NPC477535
0.9474 High Similarity NPC477537
0.938 High Similarity NPC324488
0.845 Intermediate Similarity NPC470092
0.8429 Intermediate Similarity NPC477408
0.8409 Intermediate Similarity NPC470163
0.8409 Intermediate Similarity NPC470162
0.8406 Intermediate Similarity NPC298900
0.8406 Intermediate Similarity NPC217914
0.8392 Intermediate Similarity NPC469385
0.8382 Intermediate Similarity NPC205360
0.8382 Intermediate Similarity NPC7012
0.8367 Intermediate Similarity NPC175617
0.8358 Intermediate Similarity NPC470841
0.8345 Intermediate Similarity NPC232996
0.8345 Intermediate Similarity NPC252208
0.8333 Intermediate Similarity NPC93730
0.8321 Intermediate Similarity NPC118253
0.8321 Intermediate Similarity NPC470160
0.8311 Intermediate Similarity NPC471349
0.8311 Intermediate Similarity NPC471347
0.8288 Intermediate Similarity NPC219560
0.8286 Intermediate Similarity NPC301341
0.8281 Intermediate Similarity NPC477453
0.8273 Intermediate Similarity NPC22222
0.8273 Intermediate Similarity NPC281513
0.8248 Intermediate Similarity NPC477412
0.8231 Intermediate Similarity NPC228906
0.8231 Intermediate Similarity NPC469416
0.8231 Intermediate Similarity NPC471348
0.8219 Intermediate Similarity NPC469425
0.8209 Intermediate Similarity NPC224657
0.8207 Intermediate Similarity NPC71210
0.8175 Intermediate Similarity NPC7569
0.8175 Intermediate Similarity NPC278787
0.8162 Intermediate Similarity NPC201419
0.8156 Intermediate Similarity NPC471542
0.8156 Intermediate Similarity NPC284184
0.8154 Intermediate Similarity NPC171023
0.8138 Intermediate Similarity NPC306816
0.8138 Intermediate Similarity NPC477409
0.8134 Intermediate Similarity NPC91475
0.8134 Intermediate Similarity NPC265910
0.8125 Intermediate Similarity NPC329493
0.8125 Intermediate Similarity NPC96692
0.8125 Intermediate Similarity NPC310128
0.8116 Intermediate Similarity NPC141549
0.8108 Intermediate Similarity NPC226578
0.8095 Intermediate Similarity NPC259632
0.8088 Intermediate Similarity NPC298884
0.8082 Intermediate Similarity NPC473951
0.8082 Intermediate Similarity NPC47152
0.8071 Intermediate Similarity NPC265793
0.8071 Intermediate Similarity NPC477210
0.8069 Intermediate Similarity NPC471520
0.806 Intermediate Similarity NPC182646
0.8058 Intermediate Similarity NPC477406
0.8027 Intermediate Similarity NPC301949
0.8027 Intermediate Similarity NPC308799
0.8015 Intermediate Similarity NPC51037
0.8014 Intermediate Similarity NPC274085
0.8014 Intermediate Similarity NPC105381
0.8014 Intermediate Similarity NPC89664
0.8014 Intermediate Similarity NPC10302
0.8014 Intermediate Similarity NPC22644
0.8 Intermediate Similarity NPC56332
0.8 Intermediate Similarity NPC470871
0.8 Intermediate Similarity NPC193976
0.8 Intermediate Similarity NPC23668
0.7985 Intermediate Similarity NPC46634
0.7985 Intermediate Similarity NPC311219
0.7974 Intermediate Similarity NPC161650
0.7973 Intermediate Similarity NPC61284
0.7973 Intermediate Similarity NPC113428
0.7972 Intermediate Similarity NPC265181
0.7972 Intermediate Similarity NPC98395
0.7971 Intermediate Similarity NPC473019
0.7971 Intermediate Similarity NPC187907
0.797 Intermediate Similarity NPC272454
0.797 Intermediate Similarity NPC222876
0.797 Intermediate Similarity NPC292665
0.797 Intermediate Similarity NPC179092
0.797 Intermediate Similarity NPC301987
0.797 Intermediate Similarity NPC26433
0.797 Intermediate Similarity NPC159760
0.797 Intermediate Similarity NPC178395
0.797 Intermediate Similarity NPC35856
0.797 Intermediate Similarity NPC115188
0.797 Intermediate Similarity NPC244994
0.7958 Intermediate Similarity NPC278832
0.7958 Intermediate Similarity NPC64157
0.7958 Intermediate Similarity NPC242712
0.7956 Intermediate Similarity NPC181715
0.7956 Intermediate Similarity NPC45537
0.7955 Intermediate Similarity NPC35744
0.7955 Intermediate Similarity NPC54243
0.7955 Intermediate Similarity NPC184579
0.7955 Intermediate Similarity NPC233165
0.7947 Intermediate Similarity NPC142308
0.7947 Intermediate Similarity NPC207624
0.7941 Intermediate Similarity NPC287473
0.7933 Intermediate Similarity NPC475717
0.7929 Intermediate Similarity NPC312560
0.7922 Intermediate Similarity NPC311574
0.7922 Intermediate Similarity NPC264932
0.7917 Intermediate Similarity NPC268691
0.7905 Intermediate Similarity NPC211565
0.7905 Intermediate Similarity NPC471346
0.7905 Intermediate Similarity NPC60389
0.7902 Intermediate Similarity NPC130976
0.7899 Intermediate Similarity NPC237225
0.7895 Intermediate Similarity NPC290927
0.7895 Intermediate Similarity NPC235333
0.7891 Intermediate Similarity NPC471305
0.7881 Intermediate Similarity NPC106372
0.7881 Intermediate Similarity NPC115324
0.7881 Intermediate Similarity NPC58668
0.7879 Intermediate Similarity NPC32298
0.7872 Intermediate Similarity NPC43627
0.7872 Intermediate Similarity NPC171968
0.7871 Intermediate Similarity NPC65784
0.7871 Intermediate Similarity NPC172687
0.7871 Intermediate Similarity NPC313368
0.7868 Intermediate Similarity NPC4012
0.7868 Intermediate Similarity NPC193805
0.7867 Intermediate Similarity NPC198927
0.7857 Intermediate Similarity NPC473982
0.7857 Intermediate Similarity NPC279596
0.7857 Intermediate Similarity NPC210048
0.7857 Intermediate Similarity NPC301717
0.7857 Intermediate Similarity NPC177742
0.7857 Intermediate Similarity NPC476404
0.7857 Intermediate Similarity NPC317900
0.7857 Intermediate Similarity NPC294300
0.7852 Intermediate Similarity NPC210320
0.7843 Intermediate Similarity NPC99199
0.7843 Intermediate Similarity NPC213936
0.7843 Intermediate Similarity NPC80534
0.7843 Intermediate Similarity NPC56786
0.7843 Intermediate Similarity NPC148938
0.7843 Intermediate Similarity NPC297531
0.7842 Intermediate Similarity NPC57552
0.7842 Intermediate Similarity NPC939
0.7838 Intermediate Similarity NPC134621
0.7838 Intermediate Similarity NPC312789
0.7838 Intermediate Similarity NPC29577
0.7832 Intermediate Similarity NPC472881
0.7832 Intermediate Similarity NPC141934
0.7832 Intermediate Similarity NPC471670
0.7829 Intermediate Similarity NPC473967
0.7826 Intermediate Similarity NPC71525
0.7823 Intermediate Similarity NPC476310
0.7823 Intermediate Similarity NPC158871
0.7823 Intermediate Similarity NPC51106
0.7823 Intermediate Similarity NPC472006
0.7823 Intermediate Similarity NPC476164
0.7823 Intermediate Similarity NPC316691
0.7823 Intermediate Similarity NPC310340
0.7817 Intermediate Similarity NPC209858
0.7817 Intermediate Similarity NPC474097
0.7815 Intermediate Similarity NPC158866
0.7815 Intermediate Similarity NPC227122
0.781 Intermediate Similarity NPC470858
0.7808 Intermediate Similarity NPC275734
0.7808 Intermediate Similarity NPC67650
0.7808 Intermediate Similarity NPC1704
0.7808 Intermediate Similarity NPC124365
0.7808 Intermediate Similarity NPC90411
0.7803 Intermediate Similarity NPC269414
0.7803 Intermediate Similarity NPC125252
0.7803 Intermediate Similarity NPC240664
0.78 Intermediate Similarity NPC73411
0.78 Intermediate Similarity NPC37139
0.78 Intermediate Similarity NPC215711
0.78 Intermediate Similarity NPC280025
0.7794 Intermediate Similarity NPC118853
0.7794 Intermediate Similarity NPC141252
0.7794 Intermediate Similarity NPC473942
0.7794 Intermediate Similarity NPC11799
0.7793 Intermediate Similarity NPC57380
0.7793 Intermediate Similarity NPC473988
0.7793 Intermediate Similarity NPC276905
0.7793 Intermediate Similarity NPC1268
0.7792 Intermediate Similarity NPC164244
0.7786 Intermediate Similarity NPC470725
0.7786 Intermediate Similarity NPC282230
0.7786 Intermediate Similarity NPC196621
0.7786 Intermediate Similarity NPC473271
0.7786 Intermediate Similarity NPC198305
0.7786 Intermediate Similarity NPC183348
0.7785 Intermediate Similarity NPC306488
0.7785 Intermediate Similarity NPC237208
0.7785 Intermediate Similarity NPC107625
0.7785 Intermediate Similarity NPC5820
0.7785 Intermediate Similarity NPC178343
0.7778 Intermediate Similarity NPC470331
0.7778 Intermediate Similarity NPC121243
0.7778 Intermediate Similarity NPC84721
0.7778 Intermediate Similarity NPC189130

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477536 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
0.8421 Intermediate Similarity NPD2798 Approved
0.8357 Intermediate Similarity NPD2346 Discontinued
0.8085 Intermediate Similarity NPD2799 Discontinued
0.8043 Intermediate Similarity NPD2313 Discontinued
0.7985 Intermediate Similarity NPD9717 Approved
0.7972 Intermediate Similarity NPD2344 Approved
0.7972 Intermediate Similarity NPD1471 Phase 3
0.7872 Intermediate Similarity NPD447 Suspended
0.7867 Intermediate Similarity NPD3226 Approved
0.7786 Intermediate Similarity NPD411 Approved
0.7778 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD2935 Discontinued
0.7755 Intermediate Similarity NPD2309 Approved
0.7724 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7718 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7681 Intermediate Similarity NPD1203 Approved
0.7681 Intermediate Similarity NPD2797 Approved
0.7662 Intermediate Similarity NPD7819 Suspended
0.7643 Intermediate Similarity NPD6832 Phase 2
0.7622 Intermediate Similarity NPD6355 Discontinued
0.7622 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD2532 Approved
0.76 Intermediate Similarity NPD2534 Approved
0.76 Intermediate Similarity NPD2533 Approved
0.7594 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7591 Intermediate Similarity NPD1608 Approved
0.7564 Intermediate Similarity NPD3882 Suspended
0.7551 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7535 Intermediate Similarity NPD3268 Approved
0.7533 Intermediate Similarity NPD6799 Approved
0.7518 Intermediate Similarity NPD1201 Approved
0.75 Intermediate Similarity NPD4626 Approved
0.75 Intermediate Similarity NPD1019 Discontinued
0.75 Intermediate Similarity NPD3817 Phase 2
0.7482 Intermediate Similarity NPD1876 Approved
0.7468 Intermediate Similarity NPD6599 Discontinued
0.7463 Intermediate Similarity NPD9493 Approved
0.745 Intermediate Similarity NPD3750 Approved
0.7445 Intermediate Similarity NPD3496 Discontinued
0.7436 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD6273 Approved
0.7434 Intermediate Similarity NPD1512 Approved
0.7431 Intermediate Similarity NPD4060 Phase 1
0.7426 Intermediate Similarity NPD5691 Approved
0.7415 Intermediate Similarity NPD2796 Approved
0.7413 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD6798 Discontinued
0.7389 Intermediate Similarity NPD5402 Approved
0.7388 Intermediate Similarity NPD6671 Approved
0.7383 Intermediate Similarity NPD2800 Approved
0.7379 Intermediate Similarity NPD1933 Approved
0.7372 Intermediate Similarity NPD1778 Approved
0.7372 Intermediate Similarity NPD17 Approved
0.7368 Intermediate Similarity NPD1241 Discontinued
0.7361 Intermediate Similarity NPD8032 Phase 2
0.7357 Intermediate Similarity NPD1283 Approved
0.7347 Intermediate Similarity NPD4308 Phase 3
0.7347 Intermediate Similarity NPD3748 Approved
0.7343 Intermediate Similarity NPD7095 Approved
0.7333 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD1240 Approved
0.7305 Intermediate Similarity NPD3267 Approved
0.7305 Intermediate Similarity NPD3266 Approved
0.7305 Intermediate Similarity NPD1470 Approved
0.7303 Intermediate Similarity NPD1511 Approved
0.7299 Intermediate Similarity NPD1651 Approved
0.7297 Intermediate Similarity NPD4476 Approved
0.7297 Intermediate Similarity NPD4477 Approved
0.7296 Intermediate Similarity NPD3749 Approved
0.7296 Intermediate Similarity NPD7075 Discontinued
0.729 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5403 Approved
0.7267 Intermediate Similarity NPD1243 Approved
0.7267 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD6844 Discontinued
0.7261 Intermediate Similarity NPD1934 Approved
0.7256 Intermediate Similarity NPD3818 Discontinued
0.7255 Intermediate Similarity NPD5401 Approved
0.7248 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD5762 Approved
0.7248 Intermediate Similarity NPD5763 Approved
0.7234 Intermediate Similarity NPD6696 Suspended
0.7229 Intermediate Similarity NPD6797 Phase 2
0.7219 Intermediate Similarity NPD7003 Approved
0.7215 Intermediate Similarity NPD2801 Approved
0.7214 Intermediate Similarity NPD3972 Approved
0.7212 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD1607 Approved
0.7208 Intermediate Similarity NPD5049 Phase 3
0.72 Intermediate Similarity NPD2897 Discontinued
0.72 Intermediate Similarity NPD1549 Phase 2
0.7192 Intermediate Similarity NPD4307 Phase 2
0.7188 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD6559 Discontinued
0.7186 Intermediate Similarity NPD7251 Discontinued
0.7181 Intermediate Similarity NPD1551 Phase 2
0.7181 Intermediate Similarity NPD6099 Approved
0.7181 Intermediate Similarity NPD6100 Approved
0.7179 Intermediate Similarity NPD2651 Approved
0.7179 Intermediate Similarity NPD2649 Approved
0.7174 Intermediate Similarity NPD5585 Approved
0.7172 Intermediate Similarity NPD3764 Approved
0.7171 Intermediate Similarity NPD2354 Approved
0.717 Intermediate Similarity NPD2296 Approved
0.716 Intermediate Similarity NPD6959 Discontinued
0.7152 Intermediate Similarity NPD6801 Discontinued
0.7143 Intermediate Similarity NPD7808 Phase 3
0.7143 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD919 Approved
0.7143 Intermediate Similarity NPD4661 Approved
0.7143 Intermediate Similarity NPD1281 Approved
0.7143 Intermediate Similarity NPD1611 Approved
0.7143 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4662 Approved
0.7134 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD6166 Phase 2
0.7134 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD6002 Phase 3
0.7133 Intermediate Similarity NPD5647 Approved
0.7133 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD6004 Phase 3
0.7133 Intermediate Similarity NPD6005 Phase 3
0.7132 Intermediate Similarity NPD709 Approved
0.7123 Intermediate Similarity NPD6233 Phase 2
0.7117 Intermediate Similarity NPD3787 Discontinued
0.7114 Intermediate Similarity NPD1510 Phase 2
0.7105 Intermediate Similarity NPD4628 Phase 3
0.7105 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD8312 Approved
0.7101 Intermediate Similarity NPD8313 Approved
0.7099 Intermediate Similarity NPD5494 Approved
0.7089 Intermediate Similarity NPD7411 Suspended
0.7083 Intermediate Similarity NPD1712 Approved
0.7078 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD2979 Phase 3
0.7073 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD3926 Phase 2
0.7066 Intermediate Similarity NPD7074 Phase 3
0.7063 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD5616 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD1247 Approved
0.7051 Intermediate Similarity NPD920 Approved
0.7048 Intermediate Similarity NPD3751 Discontinued
0.7045 Intermediate Similarity NPD9263 Approved
0.7045 Intermediate Similarity NPD9264 Approved
0.7045 Intermediate Similarity NPD9267 Approved
0.7044 Intermediate Similarity NPD6279 Approved
0.7044 Intermediate Similarity NPD6280 Approved
0.7041 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD2353 Approved
0.702 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD7768 Phase 2
0.7013 Intermediate Similarity NPD3300 Phase 2
0.7013 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD6232 Discontinued
0.7011 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD4062 Phase 3
0.7006 Intermediate Similarity NPD7054 Approved
0.7 Intermediate Similarity NPD7033 Discontinued
0.7 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.6992 Remote Similarity NPD74 Approved
0.6992 Remote Similarity NPD9266 Approved
0.6988 Remote Similarity NPD7473 Discontinued
0.698 Remote Similarity NPD6653 Approved
0.6978 Remote Similarity NPD1894 Discontinued
0.6974 Remote Similarity NPD5958 Discontinued
0.6974 Remote Similarity NPD4534 Discontinued
0.6972 Remote Similarity NPD1481 Phase 2
0.6964 Remote Similarity NPD7472 Approved
0.6962 Remote Similarity NPD7458 Discontinued
0.6959 Remote Similarity NPD4140 Approved
0.6948 Remote Similarity NPD3887 Approved
0.6944 Remote Similarity NPD987 Approved
0.6939 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4359 Approved
0.6923 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6918 Remote Similarity NPD7028 Phase 2
0.6918 Remote Similarity NPD4380 Phase 2
0.6913 Remote Similarity NPD4622 Approved
0.6913 Remote Similarity NPD4618 Approved
0.6909 Remote Similarity NPD5710 Approved
0.6909 Remote Similarity NPD5711 Approved
0.6901 Remote Similarity NPD1535 Discovery
0.6901 Remote Similarity NPD3705 Approved
0.6899 Remote Similarity NPD2370 Clinical (unspecified phase)
0.6894 Remote Similarity NPD9697 Approved
0.6883 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6883 Remote Similarity NPD4110 Phase 3
0.6879 Remote Similarity NPD3019 Approved
0.6879 Remote Similarity NPD2932 Approved
0.6875 Remote Similarity NPD3225 Approved
0.6871 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6871 Remote Similarity NPD4625 Phase 3
0.687 Remote Similarity NPD9261 Approved
0.6867 Remote Similarity NPD2157 Approved

Structure

External Identifiers

PubChem CID   10470095
ChEMBL   CHEMBL470460
ZINC  

Physicochemical Properties

Molecular Weight:  300.17
ALogP:  2.8278
MLogP:  3.22
XLogP:  4.889
# Rotatable Bonds:  10
Polar Surface Area:  46.53
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  22

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Biological Activities  
Similar NPs/Drugs