Natural Product: NPC167231

Natural Product ID:  NPC167231
Common Name:   Yuccaol C
IUPAC Name:   (2'R,3R)-4-[(E)-2-(3,5-dihydroxy-4-methoxyphenyl)ethenyl]-4',6,6'-trihydroxy-2'-(4-hydroxyphenyl)spiro[1-benzofuran-3,3'-2H-1-benzofuran]-2-one
Synonyms:   Yuccaol C
Molecular Formula:   C30H22O10
Standard InCHIKey:  UMQRRGZFEXVPFD-BGGPHIJQSA-N
Standard InCHI:  InChI=1S/C30H22O10/c1-38-27-21(35)8-14(9-22(27)36)2-3-16-10-18(32)12-23-25(16)30(29(37)40-23)26-20(34)11-19(33)13-24(26)39-28(30)15-4-6-17(31)7-5-15/h2-13,28,31-36H,1H3/b3-2+/t28-,30-/m1/s1
Canonical SMILES:  COc1c(O)cc(cc1O)/C=C/c1cc(O)cc2c1[C@]1(C(=O)O2)[C@H](Oc2c1c(O)cc(c2)O)c1ccc(cc1)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
NPO1943 Yucca schidigera Species Asparagaceae Eukaryota bark PMID[15165156]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 71.7 % DrugMatrix in vivo data: Hematology
NPT2 Others Unspecified Activity = 1.598 nM 7381849
NPT2 Others Unspecified Activity = 59.5 % 25856683

  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 NPC167231 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 NPC215802
0.9874 High Similarity NPC91043
0.9427 High Similarity NPC166116
0.9427 High Similarity NPC55463
0.9074 High Similarity NPC186228
0.9018 High Similarity NPC174311
0.9018 High Similarity NPC55121
0.8994 High Similarity NPC473236
0.8862 High Similarity NPC476279
0.8861 High Similarity NPC125570
0.8788 High Similarity NPC476200
0.8788 High Similarity NPC192258
0.8765 High Similarity NPC125709
0.8765 High Similarity NPC292385
0.8758 High Similarity NPC178574
0.8758 High Similarity NPC65591
0.875 High Similarity NPC186100
0.875 High Similarity NPC41494
0.875 High Similarity NPC216403
0.8735 High Similarity NPC272750
0.8735 High Similarity NPC134047
0.8735 High Similarity NPC223006
0.8735 High Similarity NPC173729
0.8704 High Similarity NPC7178
0.8704 High Similarity NPC62903
0.8698 High Similarity NPC180768
0.8696 High Similarity NPC476434
0.8675 High Similarity NPC144557
0.8667 High Similarity NPC150943
0.8667 High Similarity NPC53889
0.8667 High Similarity NPC91634
0.8667 High Similarity NPC119910
0.8667 High Similarity NPC268718
0.8659 High Similarity NPC163527
0.8659 High Similarity NPC181168
0.8659 High Similarity NPC115281
0.865 High Similarity NPC142479
0.865 High Similarity NPC155015
0.8623 High Similarity NPC116759
0.8623 High Similarity NPC14294
0.8614 High Similarity NPC139540
0.8614 High Similarity NPC109061
0.8614 High Similarity NPC177100
0.8614 High Similarity NPC216916
0.8608 High Similarity NPC223185
0.8606 High Similarity NPC87317
0.8606 High Similarity NPC36354
0.8598 High Similarity NPC165483
0.8598 High Similarity NPC54928
0.8589 High Similarity NPC136757
0.8588 High Similarity NPC476365
0.858 High Similarity NPC473818
0.858 High Similarity NPC477699
0.8571 High Similarity NPC222531
0.8563 High Similarity NPC476371
0.8563 High Similarity NPC476372
0.8554 High Similarity NPC200594
0.8554 High Similarity NPC24164
0.8545 High Similarity NPC114179
0.8545 High Similarity NPC19947
0.8545 High Similarity NPC156818
0.8545 High Similarity NPC36077
0.8545 High Similarity NPC125495
0.8545 High Similarity NPC207584
0.8545 High Similarity NPC160512
0.8545 High Similarity NPC289322
0.8545 High Similarity NPC38779
0.8545 High Similarity NPC68324
0.8544 High Similarity NPC15659
0.8544 High Similarity NPC27159
0.8544 High Similarity NPC304894
0.8538 High Similarity NPC476370
0.8529 High Similarity NPC117911
0.8528 High Similarity NPC476154
0.8528 High Similarity NPC474656
0.8519 High Similarity NPC324517
0.8519 High Similarity NPC329343
0.8519 High Similarity NPC321972
0.8512 High Similarity NPC45943
0.8503 High Similarity NPC288149
0.8503 High Similarity NPC115624
0.8494 Intermediate Similarity NPC24339
0.8494 Intermediate Similarity NPC7543
0.8494 Intermediate Similarity NPC166456
0.8494 Intermediate Similarity NPC98083
0.8494 Intermediate Similarity NPC94220
0.8488 Intermediate Similarity NPC476374
0.8485 Intermediate Similarity NPC318432
0.8485 Intermediate Similarity NPC104983
0.8485 Intermediate Similarity NPC227062
0.8485 Intermediate Similarity NPC150227
0.8485 Intermediate Similarity NPC250436
0.8485 Intermediate Similarity NPC291948
0.8485 Intermediate Similarity NPC300845
0.8485 Intermediate Similarity NPC237946
0.8485 Intermediate Similarity NPC32373
0.8485 Intermediate Similarity NPC88803
0.8485 Intermediate Similarity NPC478055
0.8481 Intermediate Similarity NPC477697
0.8481 Intermediate Similarity NPC106920
0.8481 Intermediate Similarity NPC163508
0.8481 Intermediate Similarity NPC477696
0.8481 Intermediate Similarity NPC173203
0.8481 Intermediate Similarity NPC470811
0.8481 Intermediate Similarity NPC273657
0.8476 Intermediate Similarity NPC30009
0.8476 Intermediate Similarity NPC157333
0.8476 Intermediate Similarity NPC103197
0.8471 Intermediate Similarity NPC311912
0.8471 Intermediate Similarity NPC185498
0.8466 Intermediate Similarity NPC56184
0.8462 Intermediate Similarity NPC477840
0.8462 Intermediate Similarity NPC472277
0.8462 Intermediate Similarity NPC142614
0.8452 Intermediate Similarity NPC473445
0.8452 Intermediate Similarity NPC249070
0.8452 Intermediate Similarity NPC42797
0.8452 Intermediate Similarity NPC477841
0.8452 Intermediate Similarity NPC219927
0.8447 Intermediate Similarity NPC329836
0.8444 Intermediate Similarity NPC476358
0.8443 Intermediate Similarity NPC96593
0.8443 Intermediate Similarity NPC301089
0.8443 Intermediate Similarity NPC476373
0.8443 Intermediate Similarity NPC24627
0.8438 Intermediate Similarity NPC324492
0.8438 Intermediate Similarity NPC317053
0.8434 Intermediate Similarity NPC190020
0.8434 Intermediate Similarity NPC77679
0.8434 Intermediate Similarity NPC143328
0.8434 Intermediate Similarity NPC84935
0.843 Intermediate Similarity NPC174700
0.8424 Intermediate Similarity NPC199926
0.8424 Intermediate Similarity NPC79998
0.8424 Intermediate Similarity NPC476642
0.8421 Intermediate Similarity NPC288813
0.8421 Intermediate Similarity NPC88557
0.8415 Intermediate Similarity NPC199773
0.8412 Intermediate Similarity NPC472452
0.8412 Intermediate Similarity NPC9309
0.8412 Intermediate Similarity NPC174734
0.8412 Intermediate Similarity NPC474042
0.8409 Intermediate Similarity NPC150977
0.8408 Intermediate Similarity NPC22317
0.8402 Intermediate Similarity NPC205265
0.8402 Intermediate Similarity NPC472281
0.8402 Intermediate Similarity NPC18100
0.8402 Intermediate Similarity NPC291977
0.8402 Intermediate Similarity NPC475985
0.84 Intermediate Similarity NPC80956
0.8395 Intermediate Similarity NPC474965
0.8395 Intermediate Similarity NPC668
0.8395 Intermediate Similarity NPC470826
0.8395 Intermediate Similarity NPC293757
0.8395 Intermediate Similarity NPC113790
0.8395 Intermediate Similarity NPC145569
0.8395 Intermediate Similarity NPC174512
0.8395 Intermediate Similarity NPC470098
0.8395 Intermediate Similarity NPC477695
0.8395 Intermediate Similarity NPC473266
0.8395 Intermediate Similarity NPC216223
0.8393 Intermediate Similarity NPC158188
0.8393 Intermediate Similarity NPC155754
0.8393 Intermediate Similarity NPC100465
0.8393 Intermediate Similarity NPC152424
0.8393 Intermediate Similarity NPC124747
0.8391 Intermediate Similarity NPC196771
0.8391 Intermediate Similarity NPC23593
0.8391 Intermediate Similarity NPC263955
0.8385 Intermediate Similarity NPC472333
0.8385 Intermediate Similarity NPC320970
0.8385 Intermediate Similarity NPC328567
0.8385 Intermediate Similarity NPC208507
0.8385 Intermediate Similarity NPC320671
0.8385 Intermediate Similarity NPC327412
0.8383 Intermediate Similarity NPC267627
0.8383 Intermediate Similarity NPC172202
0.8383 Intermediate Similarity NPC476410
0.8383 Intermediate Similarity NPC284127
0.8383 Intermediate Similarity NPC40702
0.8383 Intermediate Similarity NPC37502
0.8372 Intermediate Similarity NPC279209
0.8372 Intermediate Similarity NPC102277
0.8372 Intermediate Similarity NPC179240
0.8363 Intermediate Similarity NPC79322
0.8362 Intermediate Similarity NPC231254
0.8354 Intermediate Similarity NPC476391
0.8353 Intermediate Similarity NPC300053
0.8353 Intermediate Similarity NPC471788
0.8353 Intermediate Similarity NPC326520
0.8353 Intermediate Similarity NPC473286
0.8352 Intermediate Similarity NPC117668
0.8352 Intermediate Similarity NPC53680
0.8352 Intermediate Similarity NPC208797
0.8343 Intermediate Similarity NPC297807
0.8343 Intermediate Similarity NPC475783
0.8343 Intermediate Similarity NPC29587
0.8343 Intermediate Similarity NPC140346
0.8343 Intermediate Similarity NPC471745
0.8343 Intermediate Similarity NPC22324

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC167231 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
0.872 High Similarity NPD6234 Discontinued
0.8485 Intermediate Similarity NPD4966 Approved
0.8485 Intermediate Similarity NPD4965 Approved
0.8485 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8485 Intermediate Similarity NPD4967 Phase 2
0.8471 Intermediate Similarity NPD7228 Approved
0.8393 Intermediate Similarity NPD7199 Phase 2
0.8303 Intermediate Similarity NPD37 Approved
0.8294 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8246 Intermediate Similarity NPD6166 Phase 2
0.8246 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8246 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD6232 Discontinued
0.8208 Intermediate Similarity NPD5844 Phase 1
0.8193 Intermediate Similarity NPD1934 Approved
0.815 Intermediate Similarity NPD3818 Discontinued
0.8144 Intermediate Similarity NPD1465 Phase 2
0.8114 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8092 Intermediate Similarity NPD7473 Discontinued
0.8047 Intermediate Similarity NPD3882 Suspended
0.8036 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8036 Intermediate Similarity NPD2801 Approved
0.7988 Intermediate Similarity NPD3817 Phase 2
0.7966 Intermediate Similarity NPD7240 Approved
0.7956 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7955 Intermediate Similarity NPD7074 Phase 3
0.7921 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7898 Intermediate Similarity NPD7054 Approved
0.7895 Intermediate Similarity NPD3749 Approved
0.7861 Intermediate Similarity NPD6959 Discontinued
0.7853 Intermediate Similarity NPD7472 Approved
0.7836 Intermediate Similarity NPD7768 Phase 2
0.7803 Intermediate Similarity NPD5494 Approved
0.779 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD8127 Discontinued
0.7736 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD1613 Approved
0.7719 Intermediate Similarity NPD7819 Suspended
0.7711 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD1511 Approved
0.7709 Intermediate Similarity NPD6797 Phase 2
0.7688 Intermediate Similarity NPD7075 Discontinued
0.7674 Intermediate Similarity NPD5402 Approved
0.7667 Intermediate Similarity NPD7251 Discontinued
0.7667 Intermediate Similarity NPD6559 Discontinued
0.7658 Intermediate Similarity NPD3027 Phase 3
0.7644 Intermediate Similarity NPD7680 Approved
0.7637 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD3750 Approved
0.7627 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD7808 Phase 3
0.7619 Intermediate Similarity NPD1512 Approved
0.7619 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7616 Intermediate Similarity NPD8455 Phase 2
0.7614 Intermediate Similarity NPD7229 Phase 3
0.7614 Intermediate Similarity NPD3787 Discontinued
0.7602 Intermediate Similarity NPD7411 Suspended
0.7595 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD8312 Approved
0.7582 Intermediate Similarity NPD8313 Approved
0.7574 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7572 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.756 Intermediate Similarity NPD2532 Approved
0.756 Intermediate Similarity NPD2533 Approved
0.756 Intermediate Similarity NPD2534 Approved
0.7544 Intermediate Similarity NPD6599 Discontinued
0.7544 Intermediate Similarity NPD4380 Phase 2
0.7532 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD1653 Approved
0.7514 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6798 Discontinued
0.7484 Intermediate Similarity NPD4908 Phase 1
0.7471 Intermediate Similarity NPD5403 Approved
0.7457 Intermediate Similarity NPD6801 Discontinued
0.7425 Intermediate Similarity NPD4110 Phase 3
0.7425 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD4628 Phase 3
0.7412 Intermediate Similarity NPD6273 Approved
0.741 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD6799 Approved
0.7391 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD3226 Approved
0.7381 Intermediate Similarity NPD6190 Approved
0.7374 Intermediate Similarity NPD3926 Phase 2
0.7362 Intermediate Similarity NPD447 Suspended
0.7362 Intermediate Similarity NPD6355 Discontinued
0.7353 Intermediate Similarity NPD5401 Approved
0.7353 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD3751 Discontinued
0.7346 Intermediate Similarity NPD6233 Phase 2
0.7345 Intermediate Similarity NPD919 Approved
0.7333 Intermediate Similarity NPD3748 Approved
0.7321 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD1549 Phase 2
0.7302 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD4060 Phase 1
0.7289 Intermediate Similarity NPD6100 Approved
0.7289 Intermediate Similarity NPD6099 Approved
0.7273 Intermediate Similarity NPD8434 Phase 2
0.7256 Intermediate Similarity NPD230 Phase 1
0.7229 Intermediate Similarity NPD7033 Discontinued
0.7222 Intermediate Similarity NPD7095 Approved
0.7219 Intermediate Similarity NPD8166 Discontinued
0.72 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7189 Intermediate Similarity NPD7685 Pre-registration
0.7186 Intermediate Similarity NPD1551 Phase 2
0.7186 Intermediate Similarity NPD2935 Discontinued
0.7186 Intermediate Similarity NPD2796 Approved
0.7184 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD2494 Approved
0.7179 Intermediate Similarity NPD2493 Approved
0.7178 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD3764 Approved
0.716 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD2800 Approved
0.7151 Intermediate Similarity NPD7549 Discontinued
0.7126 Intermediate Similarity NPD1510 Phase 2
0.7118 Intermediate Similarity NPD7003 Approved
0.711 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD8151 Discontinued
0.7093 Intermediate Similarity NPD7390 Discontinued
0.7092 Intermediate Similarity NPD3452 Approved
0.7092 Intermediate Similarity NPD3450 Approved
0.7091 Intermediate Similarity NPD4140 Approved
0.7091 Intermediate Similarity NPD3620 Phase 2
0.7091 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5405 Approved
0.7083 Intermediate Similarity NPD5404 Approved
0.7083 Intermediate Similarity NPD5408 Approved
0.7083 Intermediate Similarity NPD5406 Approved
0.7081 Intermediate Similarity NPD2797 Approved
0.7072 Intermediate Similarity NPD1247 Approved
0.7071 Intermediate Similarity NPD4583 Approved
0.7071 Intermediate Similarity NPD4582 Approved
0.7069 Intermediate Similarity NPD920 Approved
0.7066 Intermediate Similarity NPD7097 Phase 1
0.7059 Intermediate Similarity NPD6674 Discontinued
0.7056 Intermediate Similarity NPD5006 Approved
0.7056 Intermediate Similarity NPD5005 Approved
0.7044 Intermediate Similarity NPD1610 Phase 2
0.7041 Intermediate Similarity NPD6005 Phase 3
0.7041 Intermediate Similarity NPD6002 Phase 3
0.7041 Intermediate Similarity NPD7266 Discontinued
0.7041 Intermediate Similarity NPD2346 Discontinued
0.7041 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD6004 Phase 3
0.7041 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD7315 Approved
0.7033 Intermediate Similarity NPD5711 Approved
0.7033 Intermediate Similarity NPD5710 Approved
0.703 Intermediate Similarity NPD7783 Phase 2
0.703 Intermediate Similarity NPD8032 Phase 2
0.703 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD4004 Approved
0.702 Intermediate Similarity NPD4002 Approved
0.7016 Intermediate Similarity NPD4287 Approved
0.7012 Intermediate Similarity NPD4625 Phase 3
0.7 Intermediate Similarity NPD1608 Approved
0.6994 Remote Similarity NPD2861 Phase 2
0.6988 Remote Similarity NPD1240 Approved
0.6988 Remote Similarity NPD943 Approved
0.6984 Remote Similarity NPD8053 Approved
0.6984 Remote Similarity NPD8054 Approved
0.6982 Remote Similarity NPD2438 Suspended
0.6979 Remote Similarity NPD2488 Approved
0.6979 Remote Similarity NPD2490 Approved
0.6974 Remote Similarity NPD2974 Approved
0.6974 Remote Similarity NPD2975 Approved
0.6974 Remote Similarity NPD2973 Approved
0.697 Remote Similarity NPD3268 Approved
0.6963 Remote Similarity NPD7906 Approved
0.6959 Remote Similarity NPD1652 Phase 2
0.6954 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6954 Remote Similarity NPD642 Clinical (unspecified phase)
0.6951 Remote Similarity NPD6832 Phase 2
0.6946 Remote Similarity NPD5124 Phase 1
0.6946 Remote Similarity NPD1933 Approved
0.6946 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6941 Remote Similarity NPD5762 Approved
0.6941 Remote Similarity NPD5763 Approved
0.6939 Remote Similarity NPD4420 Approved
0.6937 Remote Similarity NPD422 Phase 1
0.6935 Remote Similarity NPD7435 Discontinued
0.6928 Remote Similarity NPD6663 Approved
0.6923 Remote Similarity NPD6746 Phase 2
0.6923 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6923 Remote Similarity NPD2799 Discontinued
0.6919 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6915 Remote Similarity NPD7038 Approved
0.6915 Remote Similarity NPD7039 Approved
0.6911 Remote Similarity NPD8150 Discontinued
0.6906 Remote Similarity NPD6971 Discontinued

Structure

External Identifiers

PubChem CID   11757098
ChEMBL   CHEMBL479343
ZINC  

Physicochemical Properties

Molecular Weight:  542.12
ALogP:  -3.0112
MLogP:  3.66
XLogP:  2.559
# Rotatable Bonds:  11
Polar Surface Area:  166.14
# H-Bond Aceptor:  1
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  40

Download Data

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