Natural Product: NPC225243

Natural Product ID:  NPC225243
Common Name:   Sennidin A
IUPAC Name:   9-(2-carboxy-4,5-dihydroxy-10-oxo-9H-anthracen-9-yl)-4,5-dihydroxy-10-oxo-9H-anthracene-2-carboxylic acid
Synonyms:  
Molecular Formula:   C30H18O10
Standard InCHIKey:  JPMRHWLJLNKRTJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C30H18O10/c31-17-5-1-3-13-21(15-7-11(29(37)38)9-19(33)25(15)27(35)23(13)17)22-14-4-2-6-18(32)24(14)28(36)26-16(22)8-12(30(39)40)10-20(26)34/h1-10,21-22,31-34H,(H,37,38)(H,39,40)
Canonical SMILES:  Oc1cccc2c1C(=O)c1c(C2C2c3cccc(c3C(=O)c3c2cc(cc3O)C(=O)O)O)cc(cc1O)C(=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
NPO28260 Senna alexandrina Species Fabaceae Eukaryota TM-MC*
NPO25238 Rheum coreanum Species Polygonaceae Eukaryota TM-MC*
NPO20881 Rheum officinale Species Polygonaceae Eukaryota TM-MC*
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota TM-MC*
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota TM-MC*
NPO28260 Senna alexandrina Species Fabaceae Eukaryota TCMID*
NPO2379 Senecio oryzetorum Species Asteraceae Eukaryota TCMID*
NPO20881 Rheum officinale Species Polygonaceae Eukaryota TCMID*
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota TCMID*
NPO23740 Jacobaea analoga Species Asteraceae Eukaryota TCMID*
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT878 Organism Streptococcus mutans Streptococcus mutans MIC > 250 ug/ml 17220400
NPT878 Organism Streptococcus mutans Streptococcus mutans Inhibition = 83.7 % 17220400

  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 NPC225243 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
0.9403 High Similarity NPC287604
0.9403 High Similarity NPC472262
0.9403 High Similarity NPC161964
0.9281 High Similarity NPC257644
0.9214 High Similarity NPC471682
0.9143 High Similarity NPC19631
0.9143 High Similarity NPC239136
0.9085 High Similarity NPC471683
0.9058 High Similarity NPC62272
0.9058 High Similarity NPC245923
0.8986 High Similarity NPC474813
0.8978 High Similarity NPC288089
0.8905 High Similarity NPC115458
0.8889 High Similarity NPC147250
0.8849 High Similarity NPC272268
0.8832 High Similarity NPC58685
0.8828 High Similarity NPC37709
0.8815 High Similarity NPC48248
0.8815 High Similarity NPC282923
0.8811 High Similarity NPC293545
0.8811 High Similarity NPC174905
0.8811 High Similarity NPC296752
0.8811 High Similarity NPC313047
0.8811 High Similarity NPC295712
0.8811 High Similarity NPC451542
0.8811 High Similarity NPC474203
0.8784 High Similarity NPC474533
0.8784 High Similarity NPC474534
0.8777 High Similarity NPC283088
0.8776 High Similarity NPC315520
0.8768 High Similarity NPC225051
0.8759 High Similarity NPC474517
0.8759 High Similarity NPC205992
0.8759 High Similarity NPC72669
0.875 High Similarity NPC10764
0.875 High Similarity NPC227841
0.8732 High Similarity NPC315578
0.8731 High Similarity NPC103540
0.8725 High Similarity NPC474621
0.8725 High Similarity NPC474622
0.8714 High Similarity NPC155211
0.8699 High Similarity NPC119767
0.8696 High Similarity NPC70622
0.8675 High Similarity NPC317580
0.8667 High Similarity NPC318270
0.8662 High Similarity NPC26924
0.8657 High Similarity NPC173978
0.8643 High Similarity NPC161632
0.863 High Similarity NPC314437
0.863 High Similarity NPC110882
0.863 High Similarity NPC271944
0.863 High Similarity NPC85393
0.8618 High Similarity NPC326084
0.8613 High Similarity NPC34414
0.8613 High Similarity NPC99731
0.8613 High Similarity NPC146647
0.8611 High Similarity NPC85310
0.8601 High Similarity NPC96421
0.86 High Similarity NPC470408
0.86 High Similarity NPC182921
0.86 High Similarity NPC218870
0.86 High Similarity NPC474824
0.8592 High Similarity NPC13715
0.8582 High Similarity NPC275145
0.8582 High Similarity NPC472308
0.8582 High Similarity NPC375356
0.8581 High Similarity NPC477221
0.8571 High Similarity NPC290194
0.8562 High Similarity NPC475449
0.8551 High Similarity NPC55949
0.8551 High Similarity NPC199253
0.8551 High Similarity NPC136588
0.8551 High Similarity NPC31539
0.8543 High Similarity NPC266469
0.8543 High Similarity NPC66029
0.8542 High Similarity NPC477275
0.8529 High Similarity NPC3224
0.8529 High Similarity NPC96915
0.8523 High Similarity NPC205766
0.8519 High Similarity NPC142956
0.8511 High Similarity NPC80035
0.8507 High Similarity NPC300274
0.8487 Intermediate Similarity NPC474861
0.8483 Intermediate Similarity NPC469520
0.8472 Intermediate Similarity NPC181560
0.8472 Intermediate Similarity NPC169452
0.8462 Intermediate Similarity NPC4214
0.8435 Intermediate Similarity NPC68441
0.8414 Intermediate Similarity NPC246638
0.8414 Intermediate Similarity NPC290550
0.8403 Intermediate Similarity NPC242994
0.8403 Intermediate Similarity NPC138099
0.8392 Intermediate Similarity NPC44960
0.8392 Intermediate Similarity NPC305060
0.8392 Intermediate Similarity NPC474110
0.8382 Intermediate Similarity NPC236189
0.8369 Intermediate Similarity NPC52407
0.8369 Intermediate Similarity NPC53896
0.8369 Intermediate Similarity NPC314048
0.8367 Intermediate Similarity NPC218866
0.8367 Intermediate Similarity NPC48130
0.8367 Intermediate Similarity NPC84568
0.8367 Intermediate Similarity NPC300684
0.8357 Intermediate Similarity NPC244699
0.8356 Intermediate Similarity NPC474300
0.8356 Intermediate Similarity NPC193555
0.8345 Intermediate Similarity NPC183345
0.8333 Intermediate Similarity NPC97637
0.8333 Intermediate Similarity NPC187934
0.8322 Intermediate Similarity NPC118919
0.8311 Intermediate Similarity NPC12402
0.8311 Intermediate Similarity NPC170055
0.831 Intermediate Similarity NPC50924
0.8299 Intermediate Similarity NPC476473
0.8288 Intermediate Similarity NPC124365
0.8288 Intermediate Similarity NPC106519
0.8288 Intermediate Similarity NPC91019
0.8286 Intermediate Similarity NPC31799
0.8276 Intermediate Similarity NPC1268
0.8264 Intermediate Similarity NPC53206
0.8264 Intermediate Similarity NPC53414
0.8264 Intermediate Similarity NPC471905
0.8261 Intermediate Similarity NPC306765
0.8255 Intermediate Similarity NPC285122
0.8235 Intermediate Similarity NPC244351
0.8235 Intermediate Similarity NPC209393
0.8235 Intermediate Similarity NPC307174
0.8235 Intermediate Similarity NPC205172
0.8231 Intermediate Similarity NPC69755
0.8224 Intermediate Similarity NPC35
0.8219 Intermediate Similarity NPC220496
0.8219 Intermediate Similarity NPC32749
0.8219 Intermediate Similarity NPC42262
0.8219 Intermediate Similarity NPC147542
0.8219 Intermediate Similarity NPC37992
0.8219 Intermediate Similarity NPC241349
0.8219 Intermediate Similarity NPC327916
0.8207 Intermediate Similarity NPC61398
0.8207 Intermediate Similarity NPC416
0.8205 Intermediate Similarity NPC472060
0.8205 Intermediate Similarity NPC470342
0.8205 Intermediate Similarity NPC472052
0.8201 Intermediate Similarity NPC471530
0.82 Intermediate Similarity NPC215593
0.82 Intermediate Similarity NPC472135
0.8194 Intermediate Similarity NPC193358
0.8194 Intermediate Similarity NPC254847
0.8194 Intermediate Similarity NPC191976
0.8182 Intermediate Similarity NPC282780
0.8182 Intermediate Similarity NPC174599
0.8182 Intermediate Similarity NPC3449
0.8182 Intermediate Similarity NPC82190
0.8182 Intermediate Similarity NPC166480
0.8182 Intermediate Similarity NPC44437
0.8182 Intermediate Similarity NPC12070
0.8182 Intermediate Similarity NPC192219
0.8176 Intermediate Similarity NPC66593
0.8176 Intermediate Similarity NPC477835
0.8175 Intermediate Similarity NPC477153
0.8169 Intermediate Similarity NPC110609
0.8169 Intermediate Similarity NPC242358
0.8169 Intermediate Similarity NPC246693
0.816 Intermediate Similarity NPC170018
0.816 Intermediate Similarity NPC76112
0.816 Intermediate Similarity NPC92403
0.816 Intermediate Similarity NPC66820
0.8156 Intermediate Similarity NPC108129
0.8151 Intermediate Similarity NPC295339
0.8151 Intermediate Similarity NPC29771
0.8151 Intermediate Similarity NPC299405
0.8151 Intermediate Similarity NPC190457
0.8151 Intermediate Similarity NPC143438
0.8151 Intermediate Similarity NPC306835
0.8151 Intermediate Similarity NPC476477
0.8151 Intermediate Similarity NPC471602
0.8151 Intermediate Similarity NPC256463
0.8151 Intermediate Similarity NPC111422
0.8151 Intermediate Similarity NPC216312
0.8146 Intermediate Similarity NPC142846
0.8146 Intermediate Similarity NPC471907
0.8143 Intermediate Similarity NPC96024
0.8133 Intermediate Similarity NPC472134
0.8129 Intermediate Similarity NPC283480
0.8129 Intermediate Similarity NPC231774
0.8129 Intermediate Similarity NPC148323
0.8125 Intermediate Similarity NPC249272
0.8125 Intermediate Similarity NPC290803
0.8116 Intermediate Similarity NPC234890
0.8116 Intermediate Similarity NPC68756
0.8116 Intermediate Similarity NPC74507
0.8116 Intermediate Similarity NPC152525
0.8113 Intermediate Similarity NPC71390
0.8112 Intermediate Similarity NPC267205
0.8112 Intermediate Similarity NPC114183
0.8108 Intermediate Similarity NPC474961
0.8108 Intermediate Similarity NPC137649
0.8108 Intermediate Similarity NPC135524
0.8102 Intermediate Similarity NPC297193
0.8102 Intermediate Similarity NPC283514
0.8101 Intermediate Similarity NPC315772

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC225243 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
0.9058 High Similarity NPD5408 Approved
0.9058 High Similarity NPD5406 Approved
0.9058 High Similarity NPD5405 Approved
0.9058 High Similarity NPD5404 Approved
0.875 High Similarity NPD7390 Discontinued
0.8731 High Similarity NPD1470 Approved
0.8571 High Similarity NPD1201 Approved
0.8435 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.8212 Intermediate Similarity NPD3226 Approved
0.8194 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.816 Intermediate Similarity NPD8312 Approved
0.816 Intermediate Similarity NPD8313 Approved
0.8082 Intermediate Similarity NPD2346 Discontinued
0.8041 Intermediate Similarity NPD7003 Approved
0.7852 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD7473 Discontinued
0.7811 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3764 Approved
0.7764 Intermediate Similarity NPD6232 Discontinued
0.7702 Intermediate Similarity NPD6959 Discontinued
0.7697 Intermediate Similarity NPD3300 Phase 2
0.7676 Intermediate Similarity NPD1164 Approved
0.7655 Intermediate Similarity NPD2313 Discontinued
0.7651 Intermediate Similarity NPD2935 Discontinued
0.7628 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD8150 Discontinued
0.7584 Intermediate Similarity NPD2799 Discontinued
0.7574 Intermediate Similarity NPD5951 Approved
0.7516 Intermediate Similarity NPD7458 Discontinued
0.75 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD7768 Phase 2
0.7451 Intermediate Similarity NPD8166 Discontinued
0.7438 Intermediate Similarity NPD7819 Suspended
0.7432 Intermediate Similarity NPD943 Approved
0.7414 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD3749 Approved
0.7379 Intermediate Similarity NPD2798 Approved
0.7376 Intermediate Similarity NPD3019 Approved
0.7351 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD3750 Approved
0.7313 Intermediate Similarity NPD2342 Discontinued
0.7312 Intermediate Similarity NPD7411 Suspended
0.7284 Intermediate Similarity NPD8438 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD7177 Discontinued
0.7261 Intermediate Similarity NPD2534 Approved
0.7261 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD2532 Approved
0.7261 Intermediate Similarity NPD2533 Approved
0.7259 Intermediate Similarity NPD9266 Approved
0.7259 Intermediate Similarity NPD74 Approved
0.7254 Intermediate Similarity NPD2932 Approved
0.7237 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD7008 Discontinued
0.7185 Intermediate Similarity NPD9267 Approved
0.7185 Intermediate Similarity NPD9264 Approved
0.7185 Intermediate Similarity NPD9263 Approved
0.7178 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD7635 Approved
0.7143 Intermediate Similarity NPD4380 Phase 2
0.7123 Intermediate Similarity NPD1283 Approved
0.7118 Intermediate Similarity NPD5844 Phase 1
0.7107 Intermediate Similarity NPD6273 Approved
0.7097 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD9493 Approved
0.7078 Intermediate Similarity NPD1551 Phase 2
0.7075 Intermediate Similarity NPD1203 Approved
0.7073 Intermediate Similarity NPD5402 Approved
0.7065 Intermediate Similarity NPD8319 Approved
0.7065 Intermediate Similarity NPD8320 Phase 1
0.7044 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD6534 Approved
0.7039 Intermediate Similarity NPD6535 Approved
0.7032 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD6663 Approved
0.7015 Intermediate Similarity NPD1930 Approved
0.7015 Intermediate Similarity NPD1929 Approved
0.7015 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD1510 Phase 2
0.7013 Intermediate Similarity NPD3748 Approved
0.7011 Intermediate Similarity NPD7435 Discontinued
0.7006 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.6994 Remote Similarity NPD6559 Discontinued
0.6993 Remote Similarity NPD1607 Approved
0.6988 Remote Similarity NPD7075 Discontinued
0.6986 Remote Similarity NPD4878 Approved
0.6983 Remote Similarity NPD6212 Phase 3
0.6983 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6983 Remote Similarity NPD6213 Phase 3
0.698 Remote Similarity NPD5736 Approved
0.6973 Remote Similarity NPD7871 Phase 2
0.6973 Remote Similarity NPD7870 Phase 2
0.6966 Remote Similarity NPD3023 Approved
0.6966 Remote Similarity NPD3026 Approved
0.695 Remote Similarity NPD9281 Approved
0.6944 Remote Similarity NPD3024 Approved
0.6944 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6944 Remote Similarity NPD3025 Approved
0.694 Remote Similarity NPD6778 Approved
0.694 Remote Similarity NPD6780 Approved
0.694 Remote Similarity NPD6777 Approved
0.694 Remote Similarity NPD6781 Approved
0.694 Remote Similarity NPD6776 Approved
0.694 Remote Similarity NPD6782 Approved
0.694 Remote Similarity NPD6779 Approved
0.6936 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6934 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7699 Phase 2
0.6923 Remote Similarity NPD2344 Approved
0.6923 Remote Similarity NPD7700 Phase 2
0.6918 Remote Similarity NPD1281 Approved
0.6915 Remote Similarity NPD8151 Discontinued
0.6909 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6903 Remote Similarity NPD4308 Phase 3
0.6899 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6899 Remote Similarity NPD3400 Discontinued
0.6897 Remote Similarity NPD5031 Approved
0.6897 Remote Similarity NPD5029 Approved
0.6897 Remote Similarity NPD5027 Approved
0.6897 Remote Similarity NPD4626 Approved
0.6889 Remote Similarity NPD9261 Approved
0.6884 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6865 Remote Similarity NPD6823 Phase 2
0.6863 Remote Similarity NPD2979 Phase 3
0.6863 Remote Similarity NPD1240 Approved
0.6852 Remote Similarity NPD5403 Approved
0.6846 Remote Similarity NPD2797 Approved
0.6842 Remote Similarity NPD3268 Approved
0.6842 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6842 Remote Similarity NPD411 Approved
0.6842 Remote Similarity NPD6166 Phase 2
0.6828 Remote Similarity NPD7698 Approved
0.6828 Remote Similarity NPD7697 Approved
0.6828 Remote Similarity NPD7696 Phase 3
0.6821 Remote Similarity NPD6832 Phase 2
0.6818 Remote Similarity NPD447 Suspended
0.6815 Remote Similarity NPD1932 Approved
0.6807 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6807 Remote Similarity NPD8455 Phase 2
0.6807 Remote Similarity NPD1465 Phase 2
0.68 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6792 Remote Similarity NPD4628 Phase 3
0.6791 Remote Similarity NPD2066 Phase 3
0.6789 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6789 Remote Similarity NPD7874 Approved
0.6786 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6772 Remote Similarity NPD1549 Phase 2
0.677 Remote Similarity NPD1511 Approved
0.6761 Remote Similarity NPD36 Approved
0.6761 Remote Similarity NPD4955 Approved
0.6761 Remote Similarity NPD5034 Approved
0.6761 Remote Similarity NPD5028 Approved
0.6761 Remote Similarity NPD4954 Approved
0.6761 Remote Similarity NPD5026 Approved
0.6757 Remote Similarity NPD9717 Approved
0.6757 Remote Similarity NPD1608 Approved
0.6757 Remote Similarity NPD9269 Phase 2
0.675 Remote Similarity NPD2309 Approved
0.675 Remote Similarity NPD6190 Approved
0.6747 Remote Similarity NPD6801 Discontinued
0.6747 Remote Similarity NPD37 Approved
0.6728 Remote Similarity NPD5401 Approved
0.6727 Remote Similarity NPD6599 Discontinued
0.6725 Remote Similarity NPD5711 Approved
0.6725 Remote Similarity NPD5710 Approved
0.6714 Remote Similarity NPD4750 Phase 3
0.6712 Remote Similarity NPD1651 Approved
0.6712 Remote Similarity NPD9268 Approved
0.671 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6709 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6709 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6707 Remote Similarity NPD2801 Approved
0.6706 Remote Similarity NPD5494 Approved
0.6705 Remote Similarity NPD5030 Phase 2
0.6704 Remote Similarity NPD5037 Approved
0.6704 Remote Similarity NPD5038 Approved
0.6689 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6687 Remote Similarity NPD1512 Approved
0.6686 Remote Similarity NPD8005 Clinical (unspecified phase)
0.6685 Remote Similarity NPD7282 Approved
0.6684 Remote Similarity NPD7701 Phase 2
0.6667 Remote Similarity NPD3817 Phase 2
0.6667 Remote Similarity NPD8127 Discontinued
0.6667 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6966 Discovery
0.6667 Remote Similarity NPD2286 Discontinued
0.6667 Remote Similarity NPD7801 Approved
0.6667 Remote Similarity NPD3818 Discontinued
0.6648 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6648 Remote Similarity NPD5036 Approved
0.6647 Remote Similarity NPD6234 Discontinued
0.6647 Remote Similarity NPD1934 Approved
0.6646 Remote Similarity NPD6100 Approved
0.6646 Remote Similarity NPD6099 Approved
0.6646 Remote Similarity NPD2438 Suspended

Structure

External Identifiers

PubChem CID   122839
ChEMBL   CHEMBL227796
ZINC  

Physicochemical Properties

Molecular Weight:  538.09
ALogP:  -2.8514
MLogP:  3.66
XLogP:  2.878
# Rotatable Bonds:  9
Polar Surface Area:  189.66
# H-Bond Aceptor:  6
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  40

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs