Natural Product: NPC476593

Natural Product ID:  NPC476593
Common Name:   Anthenoside E
IUPAC Name:   (3R,5S,6S,7R,9R,10R,13R,16R,17R)-16-[(2R,3R,4R,5S)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(1S)-1-hydroxy-2-methoxyethyl]oxolan-2-yl]oxy-3-hydroxy-5-[(1S)-1-hydroxy-2-methoxyethyl]oxolan-2-yl]oxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,7-triol
Synonyms:   Anthenoside E
Molecular Formula:   C41H70O14
Standard InCHIKey:  NPMVUFZESHCHRF-ZLHKTGAUSA-N
Standard InCHI:  InChI=1S/C41H70O14/c1-19(2)9-8-10-20(3)29-27(16-23-28-22(12-14-41(23,29)5)40(4)13-11-21(42)15-24(40)30(45)31(28)46)52-39-34(49)37(36(54-39)26(44)18-51-7)55-38-33(48)32(47)35(53-38)25(43)17-50-6/h19-22,24-27,29-39,42-49H,8-18H2,1-7H3/t20-,21-,22+,24-,25+,26+,27-,29+,30+,31-,32-,33-,34-,35+,36+,37-,38+,39-,40-,41+/m1/s1
Canonical SMILES:  COC[C@@H]([C@@H]1O[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)[C@H](COC)O)O)O[C@@H]1CC2=C3[C@@H](O)[C@@H](O)[C@@H]4[C@]([C@H]3CC[C@@]2([C@H]1[C@@H](CCCC(C)C)C)C)(C)CC[C@H](C4)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
NPO19207 Anthenea chinensis Species NA NA at a depth of 2-20 m, Sanya Bay in the South China Sea 2007-OCT PMID[20184290]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 6100 nM 20184290
NPT2 Others Unspecified IC50 > 25400 nM 20184290
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 8300 nM 20184290

  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 NPC476593 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 NPC476595
0.9796 High Similarity NPC476594
0.9694 High Similarity NPC476592
0.8641 High Similarity NPC75608
0.8585 High Similarity NPC141433
0.8476 Intermediate Similarity NPC226642
0.8411 Intermediate Similarity NPC247037
0.8396 Intermediate Similarity NPC476539
0.8396 Intermediate Similarity NPC476541
0.8396 Intermediate Similarity NPC476538
0.8396 Intermediate Similarity NPC476540
0.8381 Intermediate Similarity NPC472900
0.8381 Intermediate Similarity NPC472898
0.8381 Intermediate Similarity NPC26798
0.8381 Intermediate Similarity NPC242748
0.8381 Intermediate Similarity NPC181845
0.8381 Intermediate Similarity NPC472899
0.8365 Intermediate Similarity NPC473198
0.835 Intermediate Similarity NPC470434
0.8349 Intermediate Similarity NPC307642
0.8349 Intermediate Similarity NPC51154
0.8349 Intermediate Similarity NPC476693
0.8349 Intermediate Similarity NPC144068
0.8333 Intermediate Similarity NPC275865
0.8333 Intermediate Similarity NPC216260
0.8333 Intermediate Similarity NPC197231
0.8333 Intermediate Similarity NPC13190
0.8333 Intermediate Similarity NPC5358
0.8333 Intermediate Similarity NPC476547
0.8333 Intermediate Similarity NPC309493
0.8318 Intermediate Similarity NPC250089
0.8318 Intermediate Similarity NPC476835
0.8318 Intermediate Similarity NPC475670
0.8318 Intermediate Similarity NPC477026
0.8318 Intermediate Similarity NPC477027
0.8318 Intermediate Similarity NPC14630
0.8318 Intermediate Similarity NPC70204
0.8318 Intermediate Similarity NPC306131
0.8318 Intermediate Similarity NPC157530
0.8302 Intermediate Similarity NPC283829
0.8302 Intermediate Similarity NPC470432
0.8302 Intermediate Similarity NPC230507
0.8302 Intermediate Similarity NPC113044
0.8302 Intermediate Similarity NPC161676
0.8302 Intermediate Similarity NPC14704
0.8302 Intermediate Similarity NPC305423
0.8288 Intermediate Similarity NPC476690
0.8288 Intermediate Similarity NPC100048
0.8286 Intermediate Similarity NPC475365
0.8286 Intermediate Similarity NPC93352
0.8257 Intermediate Similarity NPC473567
0.8257 Intermediate Similarity NPC19888
0.8257 Intermediate Similarity NPC216595
0.8257 Intermediate Similarity NPC31896
0.8257 Intermediate Similarity NPC254255
0.8257 Intermediate Similarity NPC244431
0.8257 Intermediate Similarity NPC112274
0.8257 Intermediate Similarity NPC32361
0.8257 Intermediate Similarity NPC210569
0.8257 Intermediate Similarity NPC263359
0.8252 Intermediate Similarity NPC91497
0.8252 Intermediate Similarity NPC469942
0.8252 Intermediate Similarity NPC64348
0.8241 Intermediate Similarity NPC170974
0.8241 Intermediate Similarity NPC103627
0.8241 Intermediate Similarity NPC191439
0.8241 Intermediate Similarity NPC65155
0.8235 Intermediate Similarity NPC240372
0.8224 Intermediate Similarity NPC98696
0.8214 Intermediate Similarity NPC10366
0.8208 Intermediate Similarity NPC473476
0.8208 Intermediate Similarity NPC473923
0.819 Intermediate Similarity NPC475701
0.819 Intermediate Similarity NPC213190
0.8182 Intermediate Similarity NPC79900
0.8165 Intermediate Similarity NPC294129
0.8165 Intermediate Similarity NPC475247
0.8148 Intermediate Similarity NPC475550
0.8148 Intermediate Similarity NPC22779
0.8148 Intermediate Similarity NPC232054
0.8148 Intermediate Similarity NPC171073
0.8148 Intermediate Similarity NPC28844
0.8148 Intermediate Similarity NPC470433
0.8148 Intermediate Similarity NPC42482
0.8148 Intermediate Similarity NPC224098
0.8148 Intermediate Similarity NPC194207
0.8148 Intermediate Similarity NPC73243
0.8148 Intermediate Similarity NPC309278
0.8148 Intermediate Similarity NPC473328
0.8148 Intermediate Similarity NPC300557
0.8148 Intermediate Similarity NPC477809
0.8148 Intermediate Similarity NPC150372
0.8148 Intermediate Similarity NPC475333
0.8148 Intermediate Similarity NPC46190
0.8148 Intermediate Similarity NPC218571
0.8148 Intermediate Similarity NPC6806
0.8148 Intermediate Similarity NPC84956
0.8148 Intermediate Similarity NPC102016
0.8148 Intermediate Similarity NPC208383
0.8148 Intermediate Similarity NPC95051
0.8148 Intermediate Similarity NPC40440
0.8148 Intermediate Similarity NPC473318
0.8148 Intermediate Similarity NPC244086
0.8148 Intermediate Similarity NPC249265
0.8148 Intermediate Similarity NPC248746
0.8137 Intermediate Similarity NPC90583
0.8131 Intermediate Similarity NPC473469
0.8131 Intermediate Similarity NPC33053
0.8131 Intermediate Similarity NPC231340
0.8119 Intermediate Similarity NPC477927
0.8119 Intermediate Similarity NPC72817
0.8113 Intermediate Similarity NPC31430
0.8113 Intermediate Similarity NPC470885
0.8113 Intermediate Similarity NPC187400
0.8113 Intermediate Similarity NPC85593
0.8113 Intermediate Similarity NPC474464
0.8113 Intermediate Similarity NPC221562
0.8113 Intermediate Similarity NPC312774
0.8113 Intermediate Similarity NPC471111
0.8108 Intermediate Similarity NPC32707
0.8108 Intermediate Similarity NPC167183
0.8108 Intermediate Similarity NPC11548
0.8108 Intermediate Similarity NPC477810
0.81 Intermediate Similarity NPC114389
0.8095 Intermediate Similarity NPC136816
0.8091 Intermediate Similarity NPC42171
0.8091 Intermediate Similarity NPC477050
0.8091 Intermediate Similarity NPC231797
0.8081 Intermediate Similarity NPC477917
0.8081 Intermediate Similarity NPC20822
0.8077 Intermediate Similarity NPC324598
0.8077 Intermediate Similarity NPC471247
0.8077 Intermediate Similarity NPC7341
0.8077 Intermediate Similarity NPC473200
0.8073 Intermediate Similarity NPC23808
0.8073 Intermediate Similarity NPC224314
0.8073 Intermediate Similarity NPC269297
0.8073 Intermediate Similarity NPC477811
0.8073 Intermediate Similarity NPC222202
0.8073 Intermediate Similarity NPC87998
0.8058 Intermediate Similarity NPC473890
0.8058 Intermediate Similarity NPC243728
0.8058 Intermediate Similarity NPC76486
0.8056 Intermediate Similarity NPC7213
0.8056 Intermediate Similarity NPC128123
0.8056 Intermediate Similarity NPC472896
0.8056 Intermediate Similarity NPC472897
0.8053 Intermediate Similarity NPC475403
0.8053 Intermediate Similarity NPC476691
0.8053 Intermediate Similarity NPC160888
0.8053 Intermediate Similarity NPC476692
0.8037 Intermediate Similarity NPC474569
0.8037 Intermediate Similarity NPC470055
0.8037 Intermediate Similarity NPC474015
0.8037 Intermediate Similarity NPC470056
0.8036 Intermediate Similarity NPC477029
0.8036 Intermediate Similarity NPC477030
0.8019 Intermediate Similarity NPC471886
0.8019 Intermediate Similarity NPC471885
0.8019 Intermediate Similarity NPC162354
0.8019 Intermediate Similarity NPC471888
0.8019 Intermediate Similarity NPC16573
0.8019 Intermediate Similarity NPC471887
0.8018 Intermediate Similarity NPC476546
0.8017 Intermediate Similarity NPC257207
0.8017 Intermediate Similarity NPC295133
0.8 Intermediate Similarity NPC73385
0.8 Intermediate Similarity NPC31346
0.8 Intermediate Similarity NPC65034
0.8 Intermediate Similarity NPC129372
0.8 Intermediate Similarity NPC114188
0.8 Intermediate Similarity NPC88000
0.8 Intermediate Similarity NPC4831
0.8 Intermediate Similarity NPC124677
0.8 Intermediate Similarity NPC160734
0.8 Intermediate Similarity NPC92710
0.8 Intermediate Similarity NPC477028
0.8 Intermediate Similarity NPC47566
0.8 Intermediate Similarity NPC13193
0.8 Intermediate Similarity NPC472023
0.8 Intermediate Similarity NPC477032
0.8 Intermediate Similarity NPC208189
0.8 Intermediate Similarity NPC470168
0.8 Intermediate Similarity NPC309425
0.7982 Intermediate Similarity NPC476085
0.7982 Intermediate Similarity NPC128133
0.7982 Intermediate Similarity NPC472901
0.7982 Intermediate Similarity NPC473633
0.7981 Intermediate Similarity NPC158088
0.7981 Intermediate Similarity NPC234287
0.7981 Intermediate Similarity NPC280825
0.7965 Intermediate Similarity NPC203862
0.7965 Intermediate Similarity NPC20979
0.7963 Intermediate Similarity NPC54619
0.7963 Intermediate Similarity NPC190395
0.7963 Intermediate Similarity NPC94272
0.7946 Intermediate Similarity NPC208832
0.7944 Intermediate Similarity NPC470057
0.7944 Intermediate Similarity NPC470768
0.7944 Intermediate Similarity NPC470062

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476593 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
0.7692 Intermediate Similarity NPD8033 Approved
0.7672 Intermediate Similarity NPD7516 Approved
0.7607 Intermediate Similarity NPD8294 Approved
0.7607 Intermediate Similarity NPD8377 Approved
0.7586 Intermediate Similarity NPD7328 Approved
0.7586 Intermediate Similarity NPD7327 Approved
0.7542 Intermediate Similarity NPD8296 Approved
0.7542 Intermediate Similarity NPD8335 Approved
0.7542 Intermediate Similarity NPD8379 Approved
0.7542 Intermediate Similarity NPD8380 Approved
0.7542 Intermediate Similarity NPD8378 Approved
0.75 Intermediate Similarity NPD8171 Discontinued
0.7345 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD6412 Phase 2
0.725 Intermediate Similarity NPD7503 Approved
0.7154 Intermediate Similarity NPD7507 Approved
0.7049 Intermediate Similarity NPD6370 Approved
0.7019 Intermediate Similarity NPD7524 Approved
0.6984 Remote Similarity NPD7319 Approved
0.696 Remote Similarity NPD8293 Discontinued
0.6957 Remote Similarity NPD6686 Approved
0.6917 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7736 Approved
0.6885 Remote Similarity NPD6054 Approved
0.6885 Remote Similarity NPD6059 Approved
0.6875 Remote Similarity NPD4159 Approved
0.6855 Remote Similarity NPD6067 Discontinued
0.6842 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6928 Phase 2
0.6822 Remote Similarity NPD8449 Approved
0.6807 Remote Similarity NPD8133 Approved
0.6786 Remote Similarity NPD7640 Approved
0.6786 Remote Similarity NPD7639 Approved
0.6769 Remote Similarity NPD8450 Suspended
0.6731 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6698 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6696 Remote Similarity NPD7638 Approved
0.6694 Remote Similarity NPD6016 Approved
0.6694 Remote Similarity NPD6015 Approved
0.6693 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD7632 Discontinued
0.664 Remote Similarity NPD5988 Approved
0.6635 Remote Similarity NPD6695 Phase 3
0.6614 Remote Similarity NPD6616 Approved
0.661 Remote Similarity NPD4061 Clinical (unspecified phase)
0.66 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6549 Remote Similarity NPD4225 Approved
0.6542 Remote Similarity NPD7750 Discontinued
0.6505 Remote Similarity NPD7525 Registered
0.6457 Remote Similarity NPD8328 Phase 3
0.6446 Remote Similarity NPD6882 Approved
0.6446 Remote Similarity NPD8297 Approved
0.6429 Remote Similarity NPD8517 Approved
0.6429 Remote Similarity NPD8515 Approved
0.6429 Remote Similarity NPD8516 Approved
0.6429 Remote Similarity NPD8513 Phase 3
0.6417 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6408 Remote Similarity NPD6929 Approved
0.6385 Remote Similarity NPD6033 Approved
0.6371 Remote Similarity NPD6009 Approved
0.6349 Remote Similarity NPD6319 Approved
0.6346 Remote Similarity NPD6930 Phase 2
0.6346 Remote Similarity NPD6931 Approved
0.6346 Remote Similarity NPD4748 Discontinued
0.6337 Remote Similarity NPD6942 Approved
0.6337 Remote Similarity NPD7339 Approved
0.6312 Remote Similarity NPD7625 Phase 1
0.6293 Remote Similarity NPD5344 Discontinued
0.626 Remote Similarity NPD4632 Approved
0.625 Remote Similarity NPD7320 Approved
0.625 Remote Similarity NPD7645 Phase 2
0.624 Remote Similarity NPD7115 Discovery
0.6218 Remote Similarity NPD6008 Approved
0.6218 Remote Similarity NPD6675 Approved
0.6218 Remote Similarity NPD7128 Approved
0.6218 Remote Similarity NPD5739 Approved
0.6218 Remote Similarity NPD6402 Approved
0.6214 Remote Similarity NPD5776 Phase 2
0.6214 Remote Similarity NPD6925 Approved
0.6198 Remote Similarity NPD6372 Approved
0.6198 Remote Similarity NPD6373 Approved
0.619 Remote Similarity NPD7514 Phase 3
0.6167 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7637 Suspended
0.6161 Remote Similarity NPD7087 Discontinued
0.6154 Remote Similarity NPD7145 Approved
0.614 Remote Similarity NPD7991 Discontinued
0.6132 Remote Similarity NPD6902 Approved
0.6117 Remote Similarity NPD6933 Approved
0.6116 Remote Similarity NPD6881 Approved
0.6116 Remote Similarity NPD6899 Approved
0.6106 Remote Similarity NPD6399 Phase 3
0.6102 Remote Similarity NPD5211 Phase 2
0.61 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6098 Remote Similarity NPD8130 Phase 1
0.6098 Remote Similarity NPD6650 Approved
0.6098 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6098 Remote Similarity NPD6649 Approved
0.6091 Remote Similarity NPD4250 Approved
0.6091 Remote Similarity NPD4251 Approved
0.6071 Remote Similarity NPD3168 Discontinued
0.6055 Remote Similarity NPD6893 Approved
0.6038 Remote Similarity NPD7332 Phase 2
0.6034 Remote Similarity NPD4755 Approved
0.6033 Remote Similarity NPD5701 Approved
0.6033 Remote Similarity NPD5697 Approved
0.6019 Remote Similarity NPD8264 Approved
0.6016 Remote Similarity NPD4634 Approved
0.6016 Remote Similarity NPD7102 Approved
0.6016 Remote Similarity NPD7290 Approved
0.6016 Remote Similarity NPD6883 Approved
0.6 Remote Similarity NPD4249 Approved
0.6 Remote Similarity NPD5141 Approved
0.6 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5982 Remote Similarity NPD6051 Approved
0.5968 Remote Similarity NPD6869 Approved
0.5968 Remote Similarity NPD6617 Approved
0.5968 Remote Similarity NPD6847 Approved
0.5965 Remote Similarity NPD4202 Approved
0.5963 Remote Similarity NPD4786 Approved
0.5963 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5954 Remote Similarity NPD7604 Phase 2
0.594 Remote Similarity NPD8074 Phase 3
0.5935 Remote Similarity NPD6013 Approved
0.5935 Remote Similarity NPD6014 Approved
0.5935 Remote Similarity NPD6012 Approved
0.5932 Remote Similarity NPD5285 Approved
0.5932 Remote Similarity NPD6648 Approved
0.5932 Remote Similarity NPD4700 Approved
0.5932 Remote Similarity NPD5286 Approved
0.5932 Remote Similarity NPD4696 Approved
0.5926 Remote Similarity NPD5956 Approved
0.5926 Remote Similarity NPD3667 Approved
0.5923 Remote Similarity NPD5983 Phase 2
0.5922 Remote Similarity NPD6924 Approved
0.5922 Remote Similarity NPD1810 Approved
0.5922 Remote Similarity NPD4785 Approved
0.5922 Remote Similarity NPD1811 Approved
0.5922 Remote Similarity NPD6926 Approved
0.5922 Remote Similarity NPD4784 Approved
0.592 Remote Similarity NPD6053 Discontinued
0.5905 Remote Similarity NPD6932 Approved
0.5902 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5897 Remote Similarity NPD6083 Phase 2
0.5897 Remote Similarity NPD6084 Phase 2
0.5882 Remote Similarity NPD4243 Approved
0.5877 Remote Similarity NPD8034 Phase 2
0.5877 Remote Similarity NPD8035 Phase 2
0.5865 Remote Similarity NPD6336 Discontinued
0.5856 Remote Similarity NPD3618 Phase 1
0.5854 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5854 Remote Similarity NPD6011 Approved
0.5847 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5328 Approved
0.584 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5225 Approved
0.5833 Remote Similarity NPD5226 Approved
0.5833 Remote Similarity NPD5224 Approved
0.5833 Remote Similarity NPD4633 Approved
0.5833 Remote Similarity NPD6898 Phase 1
0.582 Remote Similarity NPD6640 Phase 3
0.582 Remote Similarity NPD4767 Approved
0.582 Remote Similarity NPD4768 Approved
0.5818 Remote Similarity NPD3133 Approved
0.5818 Remote Similarity NPD3666 Approved
0.5818 Remote Similarity NPD3665 Phase 1
0.5794 Remote Similarity NPD6683 Phase 2
0.5789 Remote Similarity NPD7838 Discovery
0.5785 Remote Similarity NPD5175 Approved
0.5785 Remote Similarity NPD5174 Approved
0.5776 Remote Similarity NPD7748 Approved
0.5763 Remote Similarity NPD7902 Approved
0.5752 Remote Similarity NPD6903 Approved
0.575 Remote Similarity NPD5223 Approved
0.5741 Remote Similarity NPD7509 Discontinued
0.5741 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5739 Remote Similarity NPD6079 Approved
0.5739 Remote Similarity NPD7983 Approved
0.5728 Remote Similarity NPD7151 Approved
0.5728 Remote Similarity NPD7152 Approved
0.5728 Remote Similarity NPD7150 Approved
0.5726 Remote Similarity NPD4730 Approved
0.5726 Remote Similarity NPD4729 Approved
0.5726 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7146 Approved
0.5714 Remote Similarity NPD6409 Approved
0.5714 Remote Similarity NPD6684 Approved
0.5714 Remote Similarity NPD7521 Approved
0.5714 Remote Similarity NPD5330 Approved
0.5714 Remote Similarity NPD7334 Approved
0.5702 Remote Similarity NPD4753 Phase 2
0.5701 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5691 Remote Similarity NPD5357 Phase 1
0.569 Remote Similarity NPD5778 Approved
0.569 Remote Similarity NPD5779 Approved
0.5686 Remote Similarity NPD6922 Approved
0.5686 Remote Similarity NPD6923 Approved
0.5659 Remote Similarity NPD6274 Approved
0.5656 Remote Similarity NPD4754 Approved

Structure

External Identifiers

PubChem CID   46886868
ChEMBL   CHEMBL1097916
ZINC  

Physicochemical Properties

Molecular Weight:  786.48
ALogP:  -3.23
MLogP:  4.43
XLogP:  2.353
# Rotatable Bonds:  30
Polar Surface Area:  217.22
# H-Bond Aceptor:  14
# H-Bond Donor:  8
# Rings:  6
# Heavy Atoms:  55

Download Data

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Biological Activities  
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