Natural Product: NPC242756

Natural Product ID:  NPC242756
Common Name:   Cinnacasolide A
IUPAC Name:   methyl 3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxybenzoate
Synonyms:   Cinnacasolide A
Molecular Formula:   C19H26O12
Standard InCHIKey:  WKYIZIWATBNICO-XLBSEFGXSA-N
Standard InCHI:  InChI=1S/C19H26O12/c1-27-16(25)9-3-2-4-10(5-9)30-17-14(23)13(22)12(21)11(31-17)6-28-18-15(24)19(26,7-20)8-29-18/h2-5,11-15,17-18,20-24,26H,6-8H2,1H3/t11-,12-,13+,14-,15+,17-,18-,19-/m1/s1
Canonical SMILES:  COC(=O)c1cccc(c1)O[C@@H]1O[C@H](CO[C@@H]2OC[C@]([C@H]2O)(O)CO)[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
NPO31458 Cinnamomum cassia Species Lauraceae Eukaryota Twigs PMID[22677314]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT967 Individual Protein Xanthine dehydrogenase Homo sapiens Inhibition = 22.2 % 23398362
NPT967 Individual Protein Xanthine dehydrogenase Homo sapiens IC50 > 50 ug/ml 20718475

  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 NPC242756 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
0.931 High Similarity NPC183536
0.931 High Similarity NPC34965
0.9103 High Similarity NPC227980
0.9034 High Similarity NPC111785
0.9007 High Similarity NPC80098
0.898 High Similarity NPC134905
0.898 High Similarity NPC36130
0.8966 High Similarity NPC83975
0.8966 High Similarity NPC140722
0.8966 High Similarity NPC4958
0.8966 High Similarity NPC92054
0.8951 High Similarity NPC471028
0.8944 High Similarity NPC245219
0.8944 High Similarity NPC65833
0.8944 High Similarity NPC31081
0.8919 High Similarity NPC137813
0.8859 High Similarity NPC327032
0.8859 High Similarity NPC191046
0.8859 High Similarity NPC194095
0.8851 High Similarity NPC289438
0.8828 High Similarity NPC473867
0.8808 High Similarity NPC226759
0.88 High Similarity NPC10205
0.8792 High Similarity NPC215811
0.8784 High Similarity NPC93619
0.8742 High Similarity NPC471405
0.8741 High Similarity NPC79908
0.8733 High Similarity NPC470331
0.8723 High Similarity NPC294470
0.8716 High Similarity NPC205054
0.8716 High Similarity NPC104172
0.8716 High Similarity NPC88886
0.8714 High Similarity NPC34456
0.8699 High Similarity NPC291153
0.8699 High Similarity NPC474044
0.8684 High Similarity NPC133984
0.8681 High Similarity NPC164599
0.8667 High Similarity NPC310661
0.8667 High Similarity NPC105827
0.8667 High Similarity NPC157898
0.8652 High Similarity NPC212729
0.8652 High Similarity NPC185778
0.8649 High Similarity NPC22137
0.8639 High Similarity NPC473149
0.8627 High Similarity NPC57072
0.8627 High Similarity NPC160780
0.8627 High Similarity NPC289811
0.8627 High Similarity NPC279732
0.8627 High Similarity NPC231475
0.8609 High Similarity NPC230439
0.8609 High Similarity NPC279281
0.8609 High Similarity NPC299761
0.8609 High Similarity NPC92153
0.8609 High Similarity NPC260604
0.8609 High Similarity NPC299435
0.86 High Similarity NPC23253
0.8592 High Similarity NPC37468
0.8591 High Similarity NPC158635
0.8591 High Similarity NPC229882
0.8591 High Similarity NPC182350
0.8582 High Similarity NPC471029
0.8571 High Similarity NPC474936
0.8571 High Similarity NPC269421
0.8571 High Similarity NPC239966
0.8571 High Similarity NPC203020
0.8562 High Similarity NPC474441
0.8562 High Similarity NPC476026
0.8562 High Similarity NPC1913
0.8562 High Similarity NPC474401
0.8562 High Similarity NPC474398
0.8551 High Similarity NPC146540
0.8535 High Similarity NPC282551
0.8533 High Similarity NPC131874
0.8523 High Similarity NPC478242
0.8516 High Similarity NPC311803
0.8516 High Similarity NPC472859
0.8516 High Similarity NPC25389
0.8511 High Similarity NPC114116
0.8506 High Similarity NPC287872
0.8506 High Similarity NPC74319
0.8493 Intermediate Similarity NPC478250
0.8489 Intermediate Similarity NPC295970
0.8487 Intermediate Similarity NPC478232
0.8487 Intermediate Similarity NPC185103
0.8472 Intermediate Similarity NPC226005
0.8472 Intermediate Similarity NPC100389
0.8462 Intermediate Similarity NPC33298
0.8462 Intermediate Similarity NPC206815
0.8462 Intermediate Similarity NPC22324
0.8462 Intermediate Similarity NPC41009
0.8462 Intermediate Similarity NPC285108
0.8462 Intermediate Similarity NPC471345
0.8462 Intermediate Similarity NPC476011
0.8456 Intermediate Similarity NPC472969
0.8456 Intermediate Similarity NPC302989
0.8452 Intermediate Similarity NPC289346
0.8452 Intermediate Similarity NPC166277
0.8452 Intermediate Similarity NPC119125
0.8442 Intermediate Similarity NPC40920
0.8442 Intermediate Similarity NPC472860
0.8442 Intermediate Similarity NPC223335
0.8435 Intermediate Similarity NPC473090
0.8425 Intermediate Similarity NPC184053
0.8421 Intermediate Similarity NPC299706
0.8421 Intermediate Similarity NPC115466
0.8421 Intermediate Similarity NPC61604
0.8421 Intermediate Similarity NPC245615
0.84 Intermediate Similarity NPC98809
0.84 Intermediate Similarity NPC476394
0.8397 Intermediate Similarity NPC132737
0.8397 Intermediate Similarity NPC217950
0.8397 Intermediate Similarity NPC71780
0.8392 Intermediate Similarity NPC55040
0.8389 Intermediate Similarity NPC469700
0.8387 Intermediate Similarity NPC469654
0.838 Intermediate Similarity NPC25821
0.8377 Intermediate Similarity NPC163635
0.8369 Intermediate Similarity NPC281798
0.8367 Intermediate Similarity NPC478239
0.8367 Intermediate Similarity NPC475213
0.8367 Intermediate Similarity NPC152796
0.8356 Intermediate Similarity NPC215512
0.8356 Intermediate Similarity NPC476442
0.8356 Intermediate Similarity NPC186406
0.8354 Intermediate Similarity NPC180586
0.8354 Intermediate Similarity NPC178281
0.8354 Intermediate Similarity NPC280923
0.8345 Intermediate Similarity NPC220942
0.8344 Intermediate Similarity NPC4013
0.8344 Intermediate Similarity NPC473091
0.8344 Intermediate Similarity NPC90905
0.8344 Intermediate Similarity NPC246024
0.8333 Intermediate Similarity NPC470510
0.8333 Intermediate Similarity NPC186418
0.8333 Intermediate Similarity NPC157554
0.8333 Intermediate Similarity NPC218685
0.8333 Intermediate Similarity NPC169645
0.8333 Intermediate Similarity NPC44507
0.8333 Intermediate Similarity NPC84482
0.8323 Intermediate Similarity NPC470685
0.8323 Intermediate Similarity NPC177742
0.8312 Intermediate Similarity NPC186316
0.8311 Intermediate Similarity NPC473281
0.8311 Intermediate Similarity NPC77922
0.8311 Intermediate Similarity NPC110063
0.8302 Intermediate Similarity NPC301910
0.8302 Intermediate Similarity NPC130730
0.8301 Intermediate Similarity NPC44730
0.8299 Intermediate Similarity NPC157816
0.8299 Intermediate Similarity NPC145319
0.8291 Intermediate Similarity NPC475183
0.8291 Intermediate Similarity NPC120012
0.8289 Intermediate Similarity NPC213723
0.8289 Intermediate Similarity NPC158546
0.8289 Intermediate Similarity NPC289021
0.8289 Intermediate Similarity NPC473966
0.8289 Intermediate Similarity NPC475379
0.8288 Intermediate Similarity NPC202700
0.8278 Intermediate Similarity NPC478236
0.8278 Intermediate Similarity NPC478234
0.8278 Intermediate Similarity NPC75945
0.8273 Intermediate Similarity NPC233559
0.8272 Intermediate Similarity NPC316539
0.8269 Intermediate Similarity NPC43761
0.8267 Intermediate Similarity NPC296377
0.8267 Intermediate Similarity NPC474422
0.8261 Intermediate Similarity NPC212748
0.8261 Intermediate Similarity NPC287429
0.8258 Intermediate Similarity NPC17521
0.8258 Intermediate Similarity NPC478055
0.8258 Intermediate Similarity NPC149368
0.8258 Intermediate Similarity NPC265480
0.8255 Intermediate Similarity NPC213900
0.8255 Intermediate Similarity NPC108455
0.8255 Intermediate Similarity NPC138915
0.8252 Intermediate Similarity NPC254398
0.825 Intermediate Similarity NPC116745
0.8247 Intermediate Similarity NPC472128
0.8247 Intermediate Similarity NPC472127
0.8243 Intermediate Similarity NPC469367
0.8239 Intermediate Similarity NPC472131
0.8239 Intermediate Similarity NPC472130
0.8235 Intermediate Similarity NPC203664
0.8235 Intermediate Similarity NPC75695
0.8228 Intermediate Similarity NPC148273
0.8228 Intermediate Similarity NPC146837
0.8228 Intermediate Similarity NPC278329
0.8224 Intermediate Similarity NPC100818
0.8217 Intermediate Similarity NPC328093
0.8212 Intermediate Similarity NPC473428
0.8212 Intermediate Similarity NPC189631
0.8212 Intermediate Similarity NPC7388
0.8212 Intermediate Similarity NPC169510
0.821 Intermediate Similarity NPC474075
0.821 Intermediate Similarity NPC471922
0.821 Intermediate Similarity NPC20114
0.821 Intermediate Similarity NPC114550
0.821 Intermediate Similarity NPC292712
0.821 Intermediate Similarity NPC312006
0.821 Intermediate Similarity NPC471921

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC242756 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
0.8054 Intermediate Similarity NPD4628 Phase 3
0.8049 Intermediate Similarity NPD6559 Discontinued
0.8049 Intermediate Similarity NPD7685 Pre-registration
0.8025 Intermediate Similarity NPD3818 Discontinued
0.7975 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD1091 Approved
0.7848 Intermediate Similarity NPD5402 Approved
0.7844 Intermediate Similarity NPD8313 Approved
0.7844 Intermediate Similarity NPD8312 Approved
0.7806 Intermediate Similarity NPD1653 Approved
0.7799 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD8455 Phase 2
0.7784 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD7054 Approved
0.7755 Intermediate Similarity NPD447 Suspended
0.7742 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD7266 Discontinued
0.7711 Intermediate Similarity NPD7472 Approved
0.7711 Intermediate Similarity NPD7074 Phase 3
0.7697 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD6797 Phase 2
0.7635 Intermediate Similarity NPD1933 Approved
0.7628 Intermediate Similarity NPD5403 Approved
0.7619 Intermediate Similarity NPD7251 Discontinued
0.7613 Intermediate Similarity NPD5401 Approved
0.761 Intermediate Similarity NPD37 Approved
0.7584 Intermediate Similarity NPD6653 Approved
0.7578 Intermediate Similarity NPD4966 Approved
0.7578 Intermediate Similarity NPD4967 Phase 2
0.7578 Intermediate Similarity NPD4965 Approved
0.7574 Intermediate Similarity NPD7808 Phase 3
0.7562 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7548 Intermediate Similarity NPD6799 Approved
0.7545 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD6832 Phase 2
0.7532 Intermediate Similarity NPD6190 Approved
0.7531 Intermediate Similarity NPD7075 Discontinued
0.7529 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD230 Phase 1
0.7516 Intermediate Similarity NPD3817 Phase 2
0.75 Intermediate Similarity NPD6233 Phase 2
0.75 Intermediate Similarity NPD7199 Phase 2
0.7485 Intermediate Similarity NPD6234 Discontinued
0.7485 Intermediate Similarity NPD7228 Approved
0.7483 Intermediate Similarity NPD9717 Approved
0.7483 Intermediate Similarity NPD1608 Approved
0.7469 Intermediate Similarity NPD3882 Suspended
0.7453 Intermediate Similarity NPD7819 Suspended
0.7442 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD1551 Phase 2
0.7417 Intermediate Similarity NPD7097 Phase 1
0.7403 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD6355 Discontinued
0.7397 Intermediate Similarity NPD5647 Approved
0.7394 Intermediate Similarity NPD1778 Approved
0.7391 Intermediate Similarity NPD6801 Discontinued
0.7391 Intermediate Similarity NPD1934 Approved
0.7389 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD2346 Discontinued
0.7386 Intermediate Similarity NPD6004 Phase 3
0.7386 Intermediate Similarity NPD6002 Phase 3
0.7386 Intermediate Similarity NPD6005 Phase 3
0.7386 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD9545 Approved
0.7375 Intermediate Similarity NPD4380 Phase 2
0.7368 Intermediate Similarity NPD7033 Discontinued
0.7355 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD6273 Approved
0.7338 Intermediate Similarity NPD2424 Discontinued
0.7337 Intermediate Similarity NPD5844 Phase 1
0.7333 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD1203 Approved
0.732 Intermediate Similarity NPD2935 Discontinued
0.7315 Intermediate Similarity NPD3764 Approved
0.7315 Intermediate Similarity NPD2313 Discontinued
0.7315 Intermediate Similarity NPD6798 Discontinued
0.7315 Intermediate Similarity NPD411 Approved
0.7315 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD3226 Approved
0.7312 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD7240 Approved
0.7305 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD8434 Phase 2
0.7279 Intermediate Similarity NPD1019 Discontinued
0.7278 Intermediate Similarity NPD3751 Discontinued
0.7273 Intermediate Similarity NPD17 Approved
0.7267 Intermediate Similarity NPD6599 Discontinued
0.7267 Intermediate Similarity NPD4062 Phase 3
0.7262 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD6166 Phase 2
0.7261 Intermediate Similarity NPD5058 Phase 3
0.7255 Intermediate Similarity NPD2799 Discontinued
0.7255 Intermediate Similarity NPD4308 Phase 3
0.7246 Intermediate Similarity NPD3787 Discontinued
0.7239 Intermediate Similarity NPD2801 Approved
0.723 Intermediate Similarity NPD9494 Approved
0.7229 Intermediate Similarity NPD5494 Approved
0.7222 Intermediate Similarity NPD7411 Suspended
0.7222 Intermediate Similarity NPD3496 Discontinued
0.7211 Intermediate Similarity NPD1049 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD5585 Approved
0.7195 Intermediate Similarity NPD5353 Approved
0.7186 Intermediate Similarity NPD8127 Discontinued
0.7179 Intermediate Similarity NPD1652 Phase 2
0.7172 Intermediate Similarity NPD3705 Approved
0.717 Intermediate Similarity NPD2533 Approved
0.717 Intermediate Similarity NPD2532 Approved
0.717 Intermediate Similarity NPD2534 Approved
0.7161 Intermediate Similarity NPD5763 Approved
0.7161 Intermediate Similarity NPD5762 Approved
0.7143 Intermediate Similarity NPD1241 Discontinued
0.7134 Intermediate Similarity NPD4110 Phase 3
0.7134 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD3750 Approved
0.7134 Intermediate Similarity NPD1465 Phase 2
0.7133 Intermediate Similarity NPD7095 Approved
0.7122 Intermediate Similarity NPD969 Suspended
0.712 Intermediate Similarity NPD7435 Discontinued
0.7117 Intermediate Similarity NPD6385 Approved
0.7117 Intermediate Similarity NPD6386 Approved
0.7115 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD1549 Phase 2
0.7105 Intermediate Similarity NPD4307 Phase 2
0.7099 Intermediate Similarity NPD2651 Approved
0.7099 Intermediate Similarity NPD2649 Approved
0.7099 Intermediate Similarity NPD7458 Discontinued
0.7097 Intermediate Similarity NPD6032 Approved
0.7097 Intermediate Similarity NPD2796 Approved
0.7095 Intermediate Similarity NPD2797 Approved
0.7095 Intermediate Similarity NPD6362 Approved
0.7089 Intermediate Similarity NPD2354 Approved
0.7089 Intermediate Similarity NPD3887 Approved
0.7086 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD1357 Approved
0.7081 Intermediate Similarity NPD920 Approved
0.708 Intermediate Similarity NPD290 Approved
0.708 Intermediate Similarity NPD1358 Approved
0.7073 Intermediate Similarity NPD6844 Discontinued
0.7055 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD6777 Approved
0.7049 Intermediate Similarity NPD6782 Approved
0.7049 Intermediate Similarity NPD6776 Approved
0.7049 Intermediate Similarity NPD6779 Approved
0.7049 Intermediate Similarity NPD6780 Approved
0.7049 Intermediate Similarity NPD6778 Approved
0.7049 Intermediate Similarity NPD6781 Approved
0.7047 Intermediate Similarity NPD2798 Approved
0.7047 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD7999 Approved
0.7032 Intermediate Similarity NPD3748 Approved
0.7027 Intermediate Similarity NPD3225 Approved
0.7022 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD1894 Discontinued
0.7011 Intermediate Similarity NPD7038 Approved
0.7011 Intermediate Similarity NPD7039 Approved
0.7006 Intermediate Similarity NPD3749 Approved
0.7 Intermediate Similarity NPD1511 Approved
0.6993 Remote Similarity NPD9493 Approved
0.6987 Remote Similarity NPD2438 Suspended
0.6987 Remote Similarity NPD1501 Clinical (unspecified phase)
0.6974 Remote Similarity NPD3268 Approved
0.6973 Remote Similarity NPD6823 Phase 2
0.6964 Remote Similarity NPD919 Approved
0.6962 Remote Similarity NPD6674 Discontinued
0.6959 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6959 Remote Similarity NPD4359 Approved
0.6957 Remote Similarity NPD642 Clinical (unspecified phase)
0.6957 Remote Similarity NPD4378 Clinical (unspecified phase)
0.695 Remote Similarity NPD7843 Approved
0.6948 Remote Similarity NPD5124 Phase 1
0.6948 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6947 Remote Similarity NPD7783 Phase 2
0.6947 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6946 Remote Similarity NPD7768 Phase 2
0.6941 Remote Similarity NPD6232 Discontinued
0.6937 Remote Similarity NPD7440 Discontinued
0.6929 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7157 Approved
0.6915 Remote Similarity NPD7583 Approved
0.6914 Remote Similarity NPD5049 Phase 3
0.6914 Remote Similarity NPD1512 Approved
0.6908 Remote Similarity NPD3027 Phase 3
0.6906 Remote Similarity NPD2684 Approved
0.6905 Remote Similarity NPD6971 Discontinued
0.6899 Remote Similarity NPD5958 Discontinued
0.6899 Remote Similarity NPD4534 Discontinued
0.6895 Remote Similarity NPD7874 Approved
0.6895 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6892 Remote Similarity NPD1481 Phase 2
0.6889 Remote Similarity NPD3808 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   70692598
ChEMBL   CHEMBL2048804
ZINC  

Physicochemical Properties

Molecular Weight:  446.14
ALogP:  -3.6047
MLogP:  2.23
XLogP:  -1.054
# Rotatable Bonds:  15
Polar Surface Area:  184.6
# H-Bond Aceptor:  11
# H-Bond Donor:  6
# Rings:  3
# Heavy Atoms:  31

Download Data

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