Natural Product: NPC206595

Natural Product ID:  NPC206595
Common Name:   Shinjulactone B
IUPAC Name:  
Synonyms:   Shinjulactone B
Molecular Formula:   C19H22O7
Standard InCHIKey:  SRNFRTSVHROPLE-ZUHTXRHNSA-N
Standard InCHI:  InChI=1S/C19H22O7/c1-8-4-12(21)26-17(8)18(3)6-11-19(7-20)10(5-13(22)25-11)9(2)14(23)15(24)16(18)19/h4,9-11,17,20,24H,5-7H2,1-3H3/t9-,10+,11-,17+,18+,19-/m1/s1
Canonical SMILES:  OC[C@]12[C@@H]3OC(=O)C[C@H]1[C@@H](C)C(=O)C(=C2[C@@](C3)(C)[C@H]1OC(=O)C=C1C)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
NPO15443 Ailanthus altissima Species Simaroubaceae Eukaryota PMID[23290052]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 > 50000 nM 16933872
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency 14715.7 nM 17269824
NPT2 Others Unspecified Potency 29092.9 nM 11754602
NPT2 Others Unspecified IC50 > 50000 nM 15270558
NPT2 Others Unspecified Potency 56.2 nM 18302334
NPT65 Cell Line HepG2 Homo sapiens IC50 > 50000 nM 10579870
NPT2 Others Unspecified Potency 3162.3 nM 20584605
NPT100 Individual Protein Glutaminase kidney isoform, mitochondrial Homo sapiens Potency 11220.2 nM 19113968
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency 13115.4 nM 22037378
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency 18348.9 nM 22037378
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency 16353.5 nM 23829449

  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 NPC206595 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
0.9099 High Similarity NPC471999
0.9099 High Similarity NPC472000
0.8761 High Similarity NPC472001
0.8725 High Similarity NPC69385
0.8641 High Similarity NPC222011
0.8559 High Similarity NPC178289
0.8333 Intermediate Similarity NPC109414
0.8273 Intermediate Similarity NPC470615
0.8261 Intermediate Similarity NPC9674
0.8261 Intermediate Similarity NPC19028
0.8214 Intermediate Similarity NPC126691
0.8214 Intermediate Similarity NPC221144
0.819 Intermediate Similarity NPC472004
0.8182 Intermediate Similarity NPC476479
0.8158 Intermediate Similarity NPC138372
0.8158 Intermediate Similarity NPC106228
0.8158 Intermediate Similarity NPC148458
0.8142 Intermediate Similarity NPC194100
0.8131 Intermediate Similarity NPC475099
0.8108 Intermediate Similarity NPC304495
0.8087 Intermediate Similarity NPC239273
0.8053 Intermediate Similarity NPC475524
0.8053 Intermediate Similarity NPC100267
0.8037 Intermediate Similarity NPC472644
0.8036 Intermediate Similarity NPC5103
0.8034 Intermediate Similarity NPC109973
0.8019 Intermediate Similarity NPC208094
0.8 Intermediate Similarity NPC295347
0.7982 Intermediate Similarity NPC312017
0.7982 Intermediate Similarity NPC474775
0.7982 Intermediate Similarity NPC275583
0.7982 Intermediate Similarity NPC9848
0.7966 Intermediate Similarity NPC470921
0.7965 Intermediate Similarity NPC231589
0.7965 Intermediate Similarity NPC43775
0.7965 Intermediate Similarity NPC214797
0.7965 Intermediate Similarity NPC118860
0.7963 Intermediate Similarity NPC472643
0.7963 Intermediate Similarity NPC474327
0.7946 Intermediate Similarity NPC241927
0.7946 Intermediate Similarity NPC258543
0.7944 Intermediate Similarity NPC222303
0.7944 Intermediate Similarity NPC23364
0.7928 Intermediate Similarity NPC475294
0.7909 Intermediate Similarity NPC235889
0.7909 Intermediate Similarity NPC258532
0.7905 Intermediate Similarity NPC53685
0.7899 Intermediate Similarity NPC222688
0.7899 Intermediate Similarity NPC470419
0.7895 Intermediate Similarity NPC170487
0.789 Intermediate Similarity NPC295791
0.789 Intermediate Similarity NPC475320
0.7886 Intermediate Similarity NPC213634
0.7885 Intermediate Similarity NPC221282
0.7881 Intermediate Similarity NPC79579
0.7881 Intermediate Similarity NPC474585
0.7876 Intermediate Similarity NPC50223
0.7876 Intermediate Similarity NPC473036
0.7876 Intermediate Similarity NPC272898
0.7876 Intermediate Similarity NPC179642
0.7876 Intermediate Similarity NPC41551
0.787 Intermediate Similarity NPC218383
0.787 Intermediate Similarity NPC54705
0.787 Intermediate Similarity NPC472972
0.7869 Intermediate Similarity NPC311534
0.7864 Intermediate Similarity NPC5509
0.7863 Intermediate Similarity NPC470420
0.7863 Intermediate Similarity NPC153440
0.7857 Intermediate Similarity NPC94529
0.7851 Intermediate Similarity NPC63186
0.785 Intermediate Similarity NPC477949
0.7845 Intermediate Similarity NPC54739
0.7845 Intermediate Similarity NPC72772
0.7845 Intermediate Similarity NPC190286
0.7845 Intermediate Similarity NPC469794
0.7843 Intermediate Similarity NPC312561
0.7838 Intermediate Similarity NPC469607
0.7838 Intermediate Similarity NPC181265
0.7838 Intermediate Similarity NPC196528
0.7838 Intermediate Similarity NPC190867
0.7838 Intermediate Similarity NPC60681
0.7833 Intermediate Similarity NPC473979
0.783 Intermediate Similarity NPC37408
0.7826 Intermediate Similarity NPC474271
0.7826 Intermediate Similarity NPC469454
0.7826 Intermediate Similarity NPC469463
0.7826 Intermediate Similarity NPC469496
0.7818 Intermediate Similarity NPC236390
0.7818 Intermediate Similarity NPC140723
0.7815 Intermediate Similarity NPC46570
0.7815 Intermediate Similarity NPC310511
0.7815 Intermediate Similarity NPC470418
0.781 Intermediate Similarity NPC475657
0.7807 Intermediate Similarity NPC304180
0.7807 Intermediate Similarity NPC179798
0.7805 Intermediate Similarity NPC104382
0.7805 Intermediate Similarity NPC175186
0.7798 Intermediate Similarity NPC471412
0.7798 Intermediate Similarity NPC171759
0.7798 Intermediate Similarity NPC477950
0.7797 Intermediate Similarity NPC5292
0.7797 Intermediate Similarity NPC476529
0.7797 Intermediate Similarity NPC472933
0.7797 Intermediate Similarity NPC475775
0.7797 Intermediate Similarity NPC475041
0.7797 Intermediate Similarity NPC270850
0.7797 Intermediate Similarity NPC305260
0.7788 Intermediate Similarity NPC281942
0.7788 Intermediate Similarity NPC232426
0.7788 Intermediate Similarity NPC77089
0.7788 Intermediate Similarity NPC286174
0.7788 Intermediate Similarity NPC77947
0.7787 Intermediate Similarity NPC287423
0.7778 Intermediate Similarity NPC197386
0.7778 Intermediate Similarity NPC176845
0.7778 Intermediate Similarity NPC472934
0.7778 Intermediate Similarity NPC472927
0.7769 Intermediate Similarity NPC24651
0.7768 Intermediate Similarity NPC44063
0.776 Intermediate Similarity NPC469674
0.7759 Intermediate Similarity NPC474181
0.7759 Intermediate Similarity NPC123117
0.7757 Intermediate Similarity NPC42042
0.775 Intermediate Similarity NPC107493
0.775 Intermediate Similarity NPC312833
0.7748 Intermediate Similarity NPC470104
0.7742 Intermediate Similarity NPC471170
0.7739 Intermediate Similarity NPC40608
0.7739 Intermediate Similarity NPC71348
0.7736 Intermediate Similarity NPC250075
0.7731 Intermediate Similarity NPC107338
0.7731 Intermediate Similarity NPC109607
0.7727 Intermediate Similarity NPC204450
0.7727 Intermediate Similarity NPC31058
0.7727 Intermediate Similarity NPC22388
0.7727 Intermediate Similarity NPC235369
0.7727 Intermediate Similarity NPC476081
0.7727 Intermediate Similarity NPC119601
0.7727 Intermediate Similarity NPC308726
0.7727 Intermediate Similarity NPC469606
0.7727 Intermediate Similarity NPC162973
0.7727 Intermediate Similarity NPC195290
0.7727 Intermediate Similarity NPC185530
0.7727 Intermediate Similarity NPC273005
0.7719 Intermediate Similarity NPC129689
0.7719 Intermediate Similarity NPC163314
0.7719 Intermediate Similarity NPC197428
0.7714 Intermediate Similarity NPC141831
0.7712 Intermediate Similarity NPC311554
0.7712 Intermediate Similarity NPC471249
0.7712 Intermediate Similarity NPC257457
0.7706 Intermediate Similarity NPC474720
0.7706 Intermediate Similarity NPC471413
0.7706 Intermediate Similarity NPC476274
0.7706 Intermediate Similarity NPC241221
0.7699 Intermediate Similarity NPC275539
0.7699 Intermediate Similarity NPC189075
0.7699 Intermediate Similarity NPC472825
0.7699 Intermediate Similarity NPC177064
0.7699 Intermediate Similarity NPC293850
0.7699 Intermediate Similarity NPC322903
0.7698 Intermediate Similarity NPC471234
0.7692 Intermediate Similarity NPC270958
0.7692 Intermediate Similarity NPC266728
0.7692 Intermediate Similarity NPC49492
0.7692 Intermediate Similarity NPC196931
0.7686 Intermediate Similarity NPC105926
0.7686 Intermediate Similarity NPC27363
0.7686 Intermediate Similarity NPC472768
0.7686 Intermediate Similarity NPC91693
0.7686 Intermediate Similarity NPC18945
0.7686 Intermediate Similarity NPC265557
0.7685 Intermediate Similarity NPC18319
0.7685 Intermediate Similarity NPC53844
0.7685 Intermediate Similarity NPC43747
0.768 Intermediate Similarity NPC471855
0.7679 Intermediate Similarity NPC119855
0.7679 Intermediate Similarity NPC231530
0.7679 Intermediate Similarity NPC28791
0.7679 Intermediate Similarity NPC278628
0.7679 Intermediate Similarity NPC123726
0.7679 Intermediate Similarity NPC220217
0.7679 Intermediate Similarity NPC472645
0.7679 Intermediate Similarity NPC284365
0.7672 Intermediate Similarity NPC202889
0.7672 Intermediate Similarity NPC71889
0.7672 Intermediate Similarity NPC472926
0.7672 Intermediate Similarity NPC159333
0.7672 Intermediate Similarity NPC52634
0.7672 Intermediate Similarity NPC56448
0.7672 Intermediate Similarity NPC101965
0.7672 Intermediate Similarity NPC962
0.7672 Intermediate Similarity NPC101400
0.7672 Intermediate Similarity NPC51978
0.7664 Intermediate Similarity NPC472932
0.7661 Intermediate Similarity NPC472770
0.7661 Intermediate Similarity NPC221414
0.7661 Intermediate Similarity NPC231529
0.7658 Intermediate Similarity NPC475321
0.7658 Intermediate Similarity NPC111323

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC206595 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
0.8214 Intermediate Similarity NPD6053 Discontinued
0.7857 Intermediate Similarity NPD7320 Approved
0.7838 Intermediate Similarity NPD5739 Approved
0.7838 Intermediate Similarity NPD6675 Approved
0.7838 Intermediate Similarity NPD6402 Approved
0.7838 Intermediate Similarity NPD7128 Approved
0.7778 Intermediate Similarity NPD5696 Approved
0.7768 Intermediate Similarity NPD5701 Approved
0.7768 Intermediate Similarity NPD5697 Approved
0.7699 Intermediate Similarity NPD6881 Approved
0.7699 Intermediate Similarity NPD6899 Approved
0.7685 Intermediate Similarity NPD6084 Phase 2
0.7685 Intermediate Similarity NPD6083 Phase 2
0.7664 Intermediate Similarity NPD5695 Phase 3
0.7632 Intermediate Similarity NPD6373 Approved
0.7632 Intermediate Similarity NPD6372 Approved
0.7632 Intermediate Similarity NPD6012 Approved
0.7632 Intermediate Similarity NPD6014 Approved
0.7632 Intermediate Similarity NPD6013 Approved
0.7565 Intermediate Similarity NPD7102 Approved
0.7565 Intermediate Similarity NPD7290 Approved
0.7565 Intermediate Similarity NPD6883 Approved
0.7561 Intermediate Similarity NPD7507 Approved
0.7544 Intermediate Similarity NPD6011 Approved
0.7523 Intermediate Similarity NPD4755 Approved
0.7522 Intermediate Similarity NPD6008 Approved
0.7521 Intermediate Similarity NPD4632 Approved
0.75 Intermediate Similarity NPD6649 Approved
0.75 Intermediate Similarity NPD8130 Phase 1
0.75 Intermediate Similarity NPD6847 Approved
0.75 Intermediate Similarity NPD6869 Approved
0.75 Intermediate Similarity NPD6650 Approved
0.75 Intermediate Similarity NPD6617 Approved
0.7455 Intermediate Similarity NPD7638 Approved
0.7438 Intermediate Similarity NPD6319 Approved
0.7436 Intermediate Similarity NPD8297 Approved
0.7436 Intermediate Similarity NPD6882 Approved
0.7411 Intermediate Similarity NPD5211 Phase 2
0.7402 Intermediate Similarity NPD7260 Phase 2
0.7391 Intermediate Similarity NPD6686 Approved
0.7387 Intermediate Similarity NPD5286 Approved
0.7387 Intermediate Similarity NPD7640 Approved
0.7387 Intermediate Similarity NPD4700 Approved
0.7387 Intermediate Similarity NPD4696 Approved
0.7387 Intermediate Similarity NPD5285 Approved
0.7387 Intermediate Similarity NPD7639 Approved
0.7383 Intermediate Similarity NPD5693 Phase 1
0.7381 Intermediate Similarity NPD7319 Approved
0.7358 Intermediate Similarity NPD4753 Phase 2
0.735 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD7492 Approved
0.7339 Intermediate Similarity NPD5210 Approved
0.7339 Intermediate Similarity NPD4629 Approved
0.7333 Intermediate Similarity NPD6009 Approved
0.7304 Intermediate Similarity NPD6412 Phase 2
0.7295 Intermediate Similarity NPD6054 Approved
0.7295 Intermediate Similarity NPD6059 Approved
0.7281 Intermediate Similarity NPD5141 Approved
0.728 Intermediate Similarity NPD6616 Approved
0.7257 Intermediate Similarity NPD5225 Approved
0.7257 Intermediate Similarity NPD4633 Approved
0.7257 Intermediate Similarity NPD5226 Approved
0.7257 Intermediate Similarity NPD5224 Approved
0.725 Intermediate Similarity NPD6274 Approved
0.7248 Intermediate Similarity NPD5282 Discontinued
0.7236 Intermediate Similarity NPD5983 Phase 2
0.7236 Intermediate Similarity NPD6016 Approved
0.7236 Intermediate Similarity NPD6015 Approved
0.7222 Intermediate Similarity NPD7078 Approved
0.7222 Intermediate Similarity NPD8293 Discontinued
0.7209 Intermediate Similarity NPD6845 Suspended
0.7193 Intermediate Similarity NPD5175 Approved
0.7193 Intermediate Similarity NPD5174 Approved
0.7182 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD6370 Approved
0.7177 Intermediate Similarity NPD5988 Approved
0.7168 Intermediate Similarity NPD5223 Approved
0.7165 Intermediate Similarity NPD7736 Approved
0.7156 Intermediate Similarity NPD6399 Phase 3
0.713 Intermediate Similarity NPD46 Approved
0.713 Intermediate Similarity NPD6698 Approved
0.712 Intermediate Similarity NPD7604 Phase 2
0.7119 Intermediate Similarity NPD6371 Approved
0.7119 Intermediate Similarity NPD4634 Approved
0.7103 Intermediate Similarity NPD6903 Approved
0.7103 Intermediate Similarity NPD5737 Approved
0.7103 Intermediate Similarity NPD6672 Approved
0.7075 Intermediate Similarity NPD7146 Approved
0.7075 Intermediate Similarity NPD6409 Approved
0.7075 Intermediate Similarity NPD6684 Approved
0.7075 Intermediate Similarity NPD5330 Approved
0.7075 Intermediate Similarity NPD7521 Approved
0.7075 Intermediate Similarity NPD7334 Approved
0.7073 Intermediate Similarity NPD7101 Approved
0.7073 Intermediate Similarity NPD7100 Approved
0.7069 Intermediate Similarity NPD4767 Approved
0.7069 Intermediate Similarity NPD4768 Approved
0.7049 Intermediate Similarity NPD6317 Approved
0.7048 Intermediate Similarity NPD3133 Approved
0.7048 Intermediate Similarity NPD3666 Approved
0.7048 Intermediate Similarity NPD3665 Phase 1
0.7043 Intermediate Similarity NPD4754 Approved
0.7037 Intermediate Similarity NPD6904 Approved
0.7037 Intermediate Similarity NPD6673 Approved
0.7037 Intermediate Similarity NPD6080 Approved
0.7034 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD6336 Discontinued
0.7 Intermediate Similarity NPD5779 Approved
0.7 Intermediate Similarity NPD5778 Approved
0.6992 Remote Similarity NPD6314 Approved
0.6992 Remote Similarity NPD6335 Approved
0.6992 Remote Similarity NPD7327 Approved
0.6992 Remote Similarity NPD7328 Approved
0.6992 Remote Similarity NPD6313 Approved
0.6972 Remote Similarity NPD5692 Phase 3
0.6972 Remote Similarity NPD5785 Approved
0.6964 Remote Similarity NPD5222 Approved
0.6964 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6964 Remote Similarity NPD5221 Approved
0.6964 Remote Similarity NPD4697 Phase 3
0.696 Remote Similarity NPD6291 Clinical (unspecified phase)
0.696 Remote Similarity NPD8033 Approved
0.696 Remote Similarity NPD6909 Approved
0.696 Remote Similarity NPD6908 Approved
0.6949 Remote Similarity NPD5128 Approved
0.6949 Remote Similarity NPD4730 Approved
0.6949 Remote Similarity NPD4729 Approved
0.6944 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6935 Remote Similarity NPD7516 Approved
0.6916 Remote Similarity NPD4249 Approved
0.6916 Remote Similarity NPD5279 Phase 3
0.6911 Remote Similarity NPD7115 Discovery
0.6909 Remote Similarity NPD6050 Approved
0.6909 Remote Similarity NPD5694 Approved
0.6909 Remote Similarity NPD5284 Approved
0.6909 Remote Similarity NPD6411 Approved
0.6909 Remote Similarity NPD5281 Approved
0.6903 Remote Similarity NPD5173 Approved
0.6887 Remote Similarity NPD4197 Approved
0.6881 Remote Similarity NPD5328 Approved
0.688 Remote Similarity NPD8377 Approved
0.688 Remote Similarity NPD8294 Approved
0.6857 Remote Similarity NPD6435 Approved
0.6852 Remote Similarity NPD4251 Approved
0.6852 Remote Similarity NPD4250 Approved
0.6847 Remote Similarity NPD4202 Approved
0.6833 Remote Similarity NPD5250 Approved
0.6833 Remote Similarity NPD5249 Phase 3
0.6833 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6833 Remote Similarity NPD5251 Approved
0.6833 Remote Similarity NPD5247 Approved
0.6833 Remote Similarity NPD5248 Approved
0.6825 Remote Similarity NPD8335 Approved
0.6825 Remote Similarity NPD8380 Approved
0.6825 Remote Similarity NPD7503 Approved
0.6825 Remote Similarity NPD8378 Approved
0.6825 Remote Similarity NPD8379 Approved
0.6825 Remote Similarity NPD8296 Approved
0.6822 Remote Similarity NPD5329 Approved
0.681 Remote Similarity NPD7632 Discontinued
0.6807 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6792 Remote Similarity NPD5362 Discontinued
0.6777 Remote Similarity NPD5215 Approved
0.6777 Remote Similarity NPD5217 Approved
0.6777 Remote Similarity NPD5216 Approved
0.6769 Remote Similarity NPD6033 Approved
0.6759 Remote Similarity NPD6098 Approved
0.6759 Remote Similarity NPD5280 Approved
0.6759 Remote Similarity NPD4694 Approved
0.6759 Remote Similarity NPD5690 Phase 2
0.6757 Remote Similarity NPD6079 Approved
0.6729 Remote Similarity NPD4786 Approved
0.6727 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6101 Approved
0.6726 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6719 Remote Similarity NPD8328 Phase 3
0.6698 Remote Similarity NPD4223 Phase 3
0.6698 Remote Similarity NPD3667 Approved
0.6698 Remote Similarity NPD4221 Approved
0.6696 Remote Similarity NPD4225 Approved
0.6694 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6694 Remote Similarity NPD5135 Approved
0.6694 Remote Similarity NPD5169 Approved
0.6694 Remote Similarity NPD6868 Approved
0.6691 Remote Similarity NPD6334 Approved
0.6691 Remote Similarity NPD6333 Approved
0.6667 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4695 Discontinued
0.6667 Remote Similarity NPD5207 Approved
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD5368 Approved
0.6639 Remote Similarity NPD5127 Approved
0.6637 Remote Similarity NPD7748 Approved
0.6636 Remote Similarity NPD5208 Approved
0.6609 Remote Similarity NPD7902 Approved
0.6607 Remote Similarity NPD7637 Suspended
0.6607 Remote Similarity NPD7515 Phase 2
0.6606 Remote Similarity NPD3618 Phase 1

Structure

External Identifiers

PubChem CID   21148461
ChEMBL   CHEMBL1723340
ZINC  

Physicochemical Properties

Molecular Weight:  362.14
ALogP:  -0.2188
MLogP:  2.78
XLogP:  -0.311
# Rotatable Bonds:  7
Polar Surface Area:  110.13
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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