Natural Product: NPC168319

Natural Product ID:  NPC168319
Common Name:   Stellettin C
IUPAC Name:   [(3E,3aS,5aR,7S,9aR,9bS)-3a,6,6,9a-tetramethyl-3-[(3E,5E)-6-(5-methyl-6-oxopyran-2-yl)hepta-3,5-dien-2-ylidene]-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate
Synonyms:   stellettin C
Molecular Formula:   C32H42O5
Standard InCHIKey:  FXUTZQWZMMBKRZ-GGFYILIVSA-N
Standard InCHI:  InChI=1S/C32H42O5/c1-19(24-13-12-21(3)29(35)37-24)10-9-11-20(2)28-23(34)18-26-31(7)17-15-27(36-22(4)33)30(5,6)25(31)14-16-32(26,28)8/h9-13,25-27H,14-18H2,1-8H3/b11-9+,19-10+,28-20-/t25-,26-,27-,31-,32-/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@]1([C@H]2CC(=O)/C/1=C(/C=C/C=C(/c1ccc(c(=O)o1)C)C)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
NPO32624 rhabdastrella aff. distincta Species Ancorinidae Eukaryota PMID[15620246]
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota PMID[11858759]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 2450 nM 11421735
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 300 nM DrugMatrix in vitro pharmacology data
NPT2 Others Unspecified IC50 > 5 ug/ml 9748371
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 5 ug/ml 11858752
NPT116 Cell Line HL-60 Homo sapiens IC50 > 5 ug/ml 11858752
NPT165 Cell Line HeLa Homo sapiens IC50 > 5 ug/ml 11858752
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 5 ug/ml 11858752
NPT2 Others Unspecified IC50 = 3.1 ug/ml 22277277

  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 NPC168319 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 NPC194028
0.9388 High Similarity NPC266570
0.9263 High Similarity NPC110937
0.9062 High Similarity NPC2049
0.9032 High Similarity NPC475965
0.9032 High Similarity NPC474842
0.902 High Similarity NPC16270
0.9 High Similarity NPC189863
0.8969 High Similarity NPC57079
0.8969 High Similarity NPC108368
0.8889 High Similarity NPC114540
0.8889 High Similarity NPC155332
0.8889 High Similarity NPC32577
0.88 High Similarity NPC329345
0.88 High Similarity NPC475526
0.88 High Similarity NPC473283
0.875 High Similarity NPC471078
0.875 High Similarity NPC473431
0.875 High Similarity NPC473435
0.875 High Similarity NPC473280
0.8723 High Similarity NPC474844
0.871 High Similarity NPC75315
0.871 High Similarity NPC163016
0.87 High Similarity NPC320447
0.8687 High Similarity NPC266955
0.866 High Similarity NPC33473
0.8614 High Similarity NPC72151
0.86 High Similarity NPC115899
0.8571 High Similarity NPC250757
0.8571 High Similarity NPC151725
0.8571 High Similarity NPC106425
0.8571 High Similarity NPC122324
0.8571 High Similarity NPC301534
0.8485 Intermediate Similarity NPC253826
0.8462 Intermediate Similarity NPC473482
0.8462 Intermediate Similarity NPC475418
0.8462 Intermediate Similarity NPC318363
0.8438 Intermediate Similarity NPC161638
0.8431 Intermediate Similarity NPC180204
0.8421 Intermediate Similarity NPC472302
0.8421 Intermediate Similarity NPC473879
0.8416 Intermediate Similarity NPC310981
0.8411 Intermediate Similarity NPC73050
0.84 Intermediate Similarity NPC252295
0.84 Intermediate Similarity NPC98868
0.8396 Intermediate Similarity NPC474315
0.8381 Intermediate Similarity NPC475065
0.8367 Intermediate Similarity NPC38830
0.8367 Intermediate Similarity NPC477130
0.8367 Intermediate Similarity NPC477129
0.8351 Intermediate Similarity NPC473986
0.8351 Intermediate Similarity NPC474018
0.835 Intermediate Similarity NPC189616
0.835 Intermediate Similarity NPC165969
0.8333 Intermediate Similarity NPC50070
0.8333 Intermediate Similarity NPC177141
0.8317 Intermediate Similarity NPC35751
0.8317 Intermediate Similarity NPC201406
0.83 Intermediate Similarity NPC38530
0.83 Intermediate Similarity NPC84335
0.8288 Intermediate Similarity NPC145074
0.8288 Intermediate Similarity NPC41123
0.8288 Intermediate Similarity NPC114939
0.8283 Intermediate Similarity NPC474909
0.828 Intermediate Similarity NPC474976
0.828 Intermediate Similarity NPC474790
0.8273 Intermediate Similarity NPC146786
0.8265 Intermediate Similarity NPC79117
0.8252 Intermediate Similarity NPC171014
0.8252 Intermediate Similarity NPC112009
0.8247 Intermediate Similarity NPC212679
0.8247 Intermediate Similarity NPC273199
0.8247 Intermediate Similarity NPC469595
0.8247 Intermediate Similarity NPC8062
0.8247 Intermediate Similarity NPC220454
0.8235 Intermediate Similarity NPC282524
0.8229 Intermediate Similarity NPC472220
0.8229 Intermediate Similarity NPC97884
0.8208 Intermediate Similarity NPC228477
0.8208 Intermediate Similarity NPC137911
0.82 Intermediate Similarity NPC307164
0.82 Intermediate Similarity NPC16967
0.82 Intermediate Similarity NPC471153
0.819 Intermediate Similarity NPC475294
0.819 Intermediate Similarity NPC330011
0.819 Intermediate Similarity NPC43063
0.819 Intermediate Similarity NPC473284
0.819 Intermediate Similarity NPC329048
0.819 Intermediate Similarity NPC79298
0.8182 Intermediate Similarity NPC84893
0.8182 Intermediate Similarity NPC299100
0.8148 Intermediate Similarity NPC264634
0.8144 Intermediate Similarity NPC73995
0.8144 Intermediate Similarity NPC284561
0.8137 Intermediate Similarity NPC470906
0.8125 Intermediate Similarity NPC477228
0.8119 Intermediate Similarity NPC202705
0.8113 Intermediate Similarity NPC220155
0.8105 Intermediate Similarity NPC474013
0.8105 Intermediate Similarity NPC189311
0.81 Intermediate Similarity NPC171395
0.81 Intermediate Similarity NPC88310
0.81 Intermediate Similarity NPC180950
0.81 Intermediate Similarity NPC281134
0.81 Intermediate Similarity NPC293052
0.8095 Intermediate Similarity NPC295843
0.8095 Intermediate Similarity NPC34768
0.8081 Intermediate Similarity NPC139692
0.8081 Intermediate Similarity NPC474185
0.8081 Intermediate Similarity NPC38232
0.8073 Intermediate Similarity NPC122056
0.807 Intermediate Similarity NPC6193
0.8061 Intermediate Similarity NPC302280
0.8061 Intermediate Similarity NPC469372
0.8061 Intermediate Similarity NPC471896
0.8058 Intermediate Similarity NPC99411
0.8058 Intermediate Similarity NPC118174
0.8041 Intermediate Similarity NPC215831
0.8039 Intermediate Similarity NPC176845
0.8037 Intermediate Similarity NPC75389
0.8021 Intermediate Similarity NPC264127
0.8021 Intermediate Similarity NPC195640
0.8019 Intermediate Similarity NPC302788
0.8019 Intermediate Similarity NPC179380
0.8 Intermediate Similarity NPC470697
0.8 Intermediate Similarity NPC191521
0.8 Intermediate Similarity NPC30486
0.8 Intermediate Similarity NPC147912
0.8 Intermediate Similarity NPC67259
0.8 Intermediate Similarity NPC472868
0.8 Intermediate Similarity NPC474690
0.7982 Intermediate Similarity NPC69291
0.7982 Intermediate Similarity NPC147180
0.7981 Intermediate Similarity NPC40918
0.798 Intermediate Similarity NPC473944
0.798 Intermediate Similarity NPC471329
0.798 Intermediate Similarity NPC296114
0.798 Intermediate Similarity NPC218301
0.7979 Intermediate Similarity NPC200513
0.7965 Intermediate Similarity NPC184555
0.7963 Intermediate Similarity NPC103491
0.7961 Intermediate Similarity NPC476299
0.7961 Intermediate Similarity NPC471413
0.7961 Intermediate Similarity NPC117685
0.7961 Intermediate Similarity NPC474012
0.7961 Intermediate Similarity NPC476303
0.7961 Intermediate Similarity NPC251680
0.7959 Intermediate Similarity NPC288699
0.7959 Intermediate Similarity NPC475049
0.7959 Intermediate Similarity NPC285982
0.7959 Intermediate Similarity NPC173042
0.7946 Intermediate Similarity NPC473828
0.7946 Intermediate Similarity NPC473617
0.7944 Intermediate Similarity NPC275060
0.7944 Intermediate Similarity NPC304276
0.7944 Intermediate Similarity NPC137462
0.7941 Intermediate Similarity NPC108078
0.7941 Intermediate Similarity NPC151488
0.7941 Intermediate Similarity NPC292133
0.7941 Intermediate Similarity NPC141401
0.7938 Intermediate Similarity NPC141292
0.7925 Intermediate Similarity NPC478208
0.7925 Intermediate Similarity NPC478052
0.7925 Intermediate Similarity NPC469874
0.7921 Intermediate Similarity NPC209355
0.7921 Intermediate Similarity NPC84383
0.7921 Intermediate Similarity NPC139459
0.7921 Intermediate Similarity NPC295347
0.7917 Intermediate Similarity NPC470048
0.7917 Intermediate Similarity NPC177932
0.7917 Intermediate Similarity NPC323765
0.7913 Intermediate Similarity NPC55602
0.7905 Intermediate Similarity NPC476889
0.7905 Intermediate Similarity NPC471364
0.7905 Intermediate Similarity NPC475050
0.7905 Intermediate Similarity NPC254202
0.7905 Intermediate Similarity NPC297617
0.7905 Intermediate Similarity NPC476237
0.7905 Intermediate Similarity NPC132395
0.7905 Intermediate Similarity NPC176883
0.7905 Intermediate Similarity NPC471365
0.79 Intermediate Similarity NPC472871
0.79 Intermediate Similarity NPC162615
0.79 Intermediate Similarity NPC229976
0.79 Intermediate Similarity NPC205034
0.79 Intermediate Similarity NPC152778
0.7895 Intermediate Similarity NPC470047
0.7895 Intermediate Similarity NPC470046
0.789 Intermediate Similarity NPC470960
0.7885 Intermediate Similarity NPC476240
0.7885 Intermediate Similarity NPC224720
0.7885 Intermediate Similarity NPC476223
0.7885 Intermediate Similarity NPC476888
0.7885 Intermediate Similarity NPC93744
0.7885 Intermediate Similarity NPC471412
0.7879 Intermediate Similarity NPC213636
0.7879 Intermediate Similarity NPC152467
0.7879 Intermediate Similarity NPC280592
0.7879 Intermediate Similarity NPC175628
0.7879 Intermediate Similarity NPC253177

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC168319 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
0.8039 Intermediate Similarity NPD7638 Approved
0.8021 Intermediate Similarity NPD6684 Approved
0.8021 Intermediate Similarity NPD7334 Approved
0.8021 Intermediate Similarity NPD7146 Approved
0.8021 Intermediate Similarity NPD7521 Approved
0.8021 Intermediate Similarity NPD6409 Approved
0.8021 Intermediate Similarity NPD5330 Approved
0.7979 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7961 Intermediate Similarity NPD7640 Approved
0.7961 Intermediate Similarity NPD7639 Approved
0.7917 Intermediate Similarity NPD1694 Approved
0.7857 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD6672 Approved
0.7857 Intermediate Similarity NPD5737 Approved
0.7857 Intermediate Similarity NPD6903 Approved
0.7857 Intermediate Similarity NPD7115 Discovery
0.7822 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7822 Intermediate Similarity NPD7900 Approved
0.7822 Intermediate Similarity NPD7748 Approved
0.7624 Intermediate Similarity NPD6079 Approved
0.7624 Intermediate Similarity NPD5693 Phase 1
0.7615 Intermediate Similarity NPD6881 Approved
0.7615 Intermediate Similarity NPD6899 Approved
0.7596 Intermediate Similarity NPD7902 Approved
0.7576 Intermediate Similarity NPD3573 Approved
0.7573 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD8130 Phase 1
0.7549 Intermediate Similarity NPD6399 Phase 3
0.7523 Intermediate Similarity NPD5697 Approved
0.75 Intermediate Similarity NPD8297 Approved
0.7477 Intermediate Similarity NPD6883 Approved
0.7477 Intermediate Similarity NPD7290 Approved
0.7477 Intermediate Similarity NPD7102 Approved
0.7475 Intermediate Similarity NPD3618 Phase 1
0.7455 Intermediate Similarity NPD6011 Approved
0.7451 Intermediate Similarity NPD6050 Approved
0.7451 Intermediate Similarity NPD7515 Phase 2
0.7451 Intermediate Similarity NPD5694 Approved
0.7431 Intermediate Similarity NPD6402 Approved
0.7431 Intermediate Similarity NPD5739 Approved
0.7431 Intermediate Similarity NPD6675 Approved
0.7431 Intermediate Similarity NPD7128 Approved
0.7426 Intermediate Similarity NPD6904 Approved
0.7426 Intermediate Similarity NPD6673 Approved
0.7426 Intermediate Similarity NPD5328 Approved
0.7426 Intermediate Similarity NPD6080 Approved
0.7411 Intermediate Similarity NPD6617 Approved
0.7411 Intermediate Similarity NPD6650 Approved
0.7411 Intermediate Similarity NPD6869 Approved
0.7411 Intermediate Similarity NPD6649 Approved
0.7411 Intermediate Similarity NPD6847 Approved
0.7387 Intermediate Similarity NPD6012 Approved
0.7387 Intermediate Similarity NPD6014 Approved
0.7387 Intermediate Similarity NPD6013 Approved
0.7353 Intermediate Similarity NPD5207 Approved
0.7353 Intermediate Similarity NPD5692 Phase 3
0.7345 Intermediate Similarity NPD6882 Approved
0.7333 Intermediate Similarity NPD5221 Approved
0.7333 Intermediate Similarity NPD5222 Approved
0.7333 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD7632 Discontinued
0.7297 Intermediate Similarity NPD7320 Approved
0.7282 Intermediate Similarity NPD8035 Phase 2
0.7282 Intermediate Similarity NPD8034 Phase 2
0.7273 Intermediate Similarity NPD6008 Approved
0.7264 Intermediate Similarity NPD6083 Phase 2
0.7264 Intermediate Similarity NPD5173 Approved
0.7264 Intermediate Similarity NPD6084 Phase 2
0.7255 Intermediate Similarity NPD6051 Approved
0.7234 Intermediate Similarity NPD8039 Approved
0.7232 Intermediate Similarity NPD6373 Approved
0.7232 Intermediate Similarity NPD6372 Approved
0.7207 Intermediate Similarity NPD5701 Approved
0.7196 Intermediate Similarity NPD4225 Approved
0.7157 Intermediate Similarity NPD5208 Approved
0.7156 Intermediate Similarity NPD5211 Phase 2
0.7155 Intermediate Similarity NPD6868 Approved
0.7143 Intermediate Similarity NPD7503 Approved
0.7143 Intermediate Similarity NPD6001 Approved
0.713 Intermediate Similarity NPD4696 Approved
0.713 Intermediate Similarity NPD5286 Approved
0.713 Intermediate Similarity NPD5285 Approved
0.7129 Intermediate Similarity NPD6098 Approved
0.7128 Intermediate Similarity NPD4058 Approved
0.7115 Intermediate Similarity NPD5284 Approved
0.7115 Intermediate Similarity NPD5281 Approved
0.7105 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD3668 Phase 3
0.71 Intermediate Similarity NPD3665 Phase 1
0.71 Intermediate Similarity NPD3133 Approved
0.71 Intermediate Similarity NPD3666 Approved
0.71 Intermediate Similarity NPD4786 Approved
0.7075 Intermediate Similarity NPD5695 Phase 3
0.7071 Intermediate Similarity NPD5209 Approved
0.7071 Intermediate Similarity NPD3667 Approved
0.7064 Intermediate Similarity NPD5223 Approved
0.7048 Intermediate Similarity NPD4202 Approved
0.7037 Intermediate Similarity NPD5696 Approved
0.7034 Intermediate Similarity NPD6335 Approved
0.703 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5141 Approved
0.7019 Intermediate Similarity NPD5785 Approved
0.7009 Intermediate Similarity NPD4697 Phase 3
0.7 Intermediate Similarity NPD5226 Approved
0.7 Intermediate Similarity NPD5225 Approved
0.7 Intermediate Similarity NPD4633 Approved
0.7 Intermediate Similarity NPD5224 Approved
0.6991 Remote Similarity NPD6686 Approved
0.6983 Remote Similarity NPD4632 Approved
0.6975 Remote Similarity NPD7100 Approved
0.6975 Remote Similarity NPD7101 Approved
0.6961 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6961 Remote Similarity NPD5279 Phase 3
0.6949 Remote Similarity NPD6317 Approved
0.6944 Remote Similarity NPD4755 Approved
0.6937 Remote Similarity NPD5174 Approved
0.6937 Remote Similarity NPD5175 Approved
0.6923 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6916 Remote Similarity NPD5654 Approved
0.6903 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6053 Discontinued
0.6891 Remote Similarity NPD6314 Approved
0.6891 Remote Similarity NPD6313 Approved
0.6864 Remote Similarity NPD6274 Approved
0.6838 Remote Similarity NPD6858 Approved
0.6838 Remote Similarity NPD7094 Approved
0.6818 Remote Similarity NPD4700 Approved
0.6809 Remote Similarity NPD4691 Approved
0.6807 Remote Similarity NPD6009 Approved
0.6792 Remote Similarity NPD6411 Approved
0.6792 Remote Similarity NPD7637 Suspended
0.6789 Remote Similarity NPD5959 Approved
0.6783 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6777 Remote Similarity NPD6319 Approved
0.6774 Remote Similarity NPD7507 Approved
0.6772 Remote Similarity NPD7260 Phase 2
0.6771 Remote Similarity NPD4687 Approved
0.6771 Remote Similarity NPD5733 Approved
0.6762 Remote Similarity NPD4753 Phase 2
0.6759 Remote Similarity NPD5210 Approved
0.6759 Remote Similarity NPD4629 Approved
0.6754 Remote Similarity NPD6614 Approved
0.6748 Remote Similarity NPD7604 Phase 2
0.6733 Remote Similarity NPD4221 Approved
0.6733 Remote Similarity NPD4223 Phase 3
0.6724 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6721 Remote Similarity NPD5983 Phase 2
0.6721 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6702 Remote Similarity NPD4137 Phase 3
0.67 Remote Similarity NPD4695 Discontinued
0.6699 Remote Similarity NPD5329 Approved
0.6697 Remote Similarity NPD7732 Phase 3
0.6696 Remote Similarity NPD4730 Approved
0.6696 Remote Similarity NPD5168 Approved
0.6696 Remote Similarity NPD4729 Approved
0.6694 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD3617 Approved
0.6667 Remote Similarity NPD6404 Discontinued
0.6667 Remote Similarity NPD4788 Approved
0.6667 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.664 Remote Similarity NPD6616 Approved
0.664 Remote Similarity NPD6336 Discontinued
0.6639 Remote Similarity NPD6054 Approved
0.6637 Remote Similarity NPD6052 Approved
0.6637 Remote Similarity NPD4754 Approved
0.6635 Remote Similarity NPD5280 Approved
0.6635 Remote Similarity NPD4694 Approved
0.6635 Remote Similarity NPD5690 Phase 2
0.6635 Remote Similarity NPD4623 Approved
0.6635 Remote Similarity NPD4519 Discontinued
0.6632 Remote Similarity NPD4747 Approved
0.6614 Remote Similarity NPD7319 Approved
0.6609 Remote Similarity NPD6412 Phase 2
0.6604 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6604 Remote Similarity NPD6101 Approved
0.6602 Remote Similarity NPD4197 Approved
0.6587 Remote Similarity NPD7078 Approved
0.6585 Remote Similarity NPD6908 Approved
0.6585 Remote Similarity NPD6909 Approved
0.6581 Remote Similarity NPD5247 Approved
0.6581 Remote Similarity NPD5249 Phase 3
0.6581 Remote Similarity NPD5250 Approved
0.6581 Remote Similarity NPD5251 Approved
0.6581 Remote Similarity NPD5135 Approved
0.6581 Remote Similarity NPD4634 Approved
0.6581 Remote Similarity NPD5169 Approved
0.6581 Remote Similarity NPD5248 Approved
0.6581 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6574 Remote Similarity NPD5779 Approved
0.6574 Remote Similarity NPD5778 Approved
0.6562 Remote Similarity NPD5276 Approved
0.6562 Remote Similarity NPD5777 Approved
0.6552 Remote Similarity NPD5128 Approved
0.6538 Remote Similarity NPD5363 Approved
0.6535 Remote Similarity NPD7525 Registered
0.6532 Remote Similarity NPD6370 Approved
0.6525 Remote Similarity NPD5216 Approved
0.6525 Remote Similarity NPD5127 Approved
0.6525 Remote Similarity NPD5215 Approved

Structure

External Identifiers

PubChem CID   5352081
ChEMBL   CHEMBL487082
ZINC  

Physicochemical Properties

Molecular Weight:  506.30
ALogP:  3.8733
MLogP:  4.43
XLogP:  6.278
# Rotatable Bonds:  13
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  37

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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