Natural Product: NPC476811

Natural Product ID:  NPC476811
Common Name:   Tagalsin S
IUPAC Name:   (1Z,4aR,4bS,7S,8aS,10aS)-7-(2-hydroxyacetyl)-1-(hydroxymethylidene)-4b,7,10a-trimethyl-4,4a,5,6,8,8a,9,10-octahydro-3H-phenanthren-2-one
Synonyms:   Tagalsin S
Molecular Formula:   C20H30O4
Standard InCHIKey:  VMABUJQSXCDKJR-RGXHPBLDSA-N
Standard InCHI:  InChI=1S/C20H30O4/c1-18(17(24)12-22)8-9-19(2)13(10-18)6-7-20(3)14(11-21)15(23)4-5-16(19)20/h11,13,16,21-22H,4-10,12H2,1-3H3/b14-11+/t13-,16+,18-,19-,20+/m0/s1
Canonical SMILES:  OCC(=O)[C@@]1(C)CC[C@]2([C@H](C1)CC[C@]1([C@@H]2CCC(=O)/C/1=CO)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
NPO19887 Ceriops tagal Species Rhizophoraceae Eukaryota stems and twigs mangrove wetlands of Hainan Island, China 2002-JUL PMID[20886837]
NPO19887 Ceriops tagal Species Rhizophoraceae Eukaryota stems and twigs the mangrove wetlands of Hainan Island, China 2002-JUL PMID[20886837]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4696 Organism Brontispa longissima Brontispa longissima Activity = 51 % 20886837
NPT4696 Organism Brontispa longissima Brontispa longissima Activity = 45 % 20886837
NPT4696 Organism Brontispa longissima Brontispa longissima Activity = 25 % 20886837
NPT4696 Organism Brontispa longissima Brontispa longissima Activity = 47 % 20886837
NPT4696 Organism Brontispa longissima Brontispa longissima Activity = 37 % 20886837
NPT4696 Organism Brontispa longissima Brontispa longissima Activity = 36 % 20886837

  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 NPC476811 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
0.9324 High Similarity NPC476810
0.92 High Similarity NPC476812
0.8933 High Similarity NPC149249
0.8933 High Similarity NPC106078
0.8642 High Similarity NPC34190
0.8608 High Similarity NPC103486
0.8481 Intermediate Similarity NPC328264
0.8293 Intermediate Similarity NPC6185
0.8293 Intermediate Similarity NPC474680
0.8293 Intermediate Similarity NPC241512
0.8272 Intermediate Similarity NPC471036
0.8272 Intermediate Similarity NPC291320
0.8272 Intermediate Similarity NPC175410
0.8272 Intermediate Similarity NPC105803
0.8272 Intermediate Similarity NPC118800
0.825 Intermediate Similarity NPC55869
0.8228 Intermediate Similarity NPC201459
0.8228 Intermediate Similarity NPC192329
0.8205 Intermediate Similarity NPC472746
0.8205 Intermediate Similarity NPC212661
0.8205 Intermediate Similarity NPC471035
0.8171 Intermediate Similarity NPC474233
0.8171 Intermediate Similarity NPC146683
0.8171 Intermediate Similarity NPC237712
0.8161 Intermediate Similarity NPC23170
0.8133 Intermediate Similarity NPC163020
0.8125 Intermediate Similarity NPC18955
0.8125 Intermediate Similarity NPC108955
0.8125 Intermediate Similarity NPC2482
0.8125 Intermediate Similarity NPC472478
0.8101 Intermediate Similarity NPC30321
0.8101 Intermediate Similarity NPC476808
0.8095 Intermediate Similarity NPC153604
0.8095 Intermediate Similarity NPC174619
0.8095 Intermediate Similarity NPC259009
0.8082 Intermediate Similarity NPC103734
0.8077 Intermediate Similarity NPC92080
0.8072 Intermediate Similarity NPC263997
0.8072 Intermediate Similarity NPC8518
0.8072 Intermediate Similarity NPC190704
0.8072 Intermediate Similarity NPC76518
0.8072 Intermediate Similarity NPC132228
0.8072 Intermediate Similarity NPC102292
0.8072 Intermediate Similarity NPC471034
0.8049 Intermediate Similarity NPC53733
0.8046 Intermediate Similarity NPC211230
0.8025 Intermediate Similarity NPC103754
0.8025 Intermediate Similarity NPC116797
0.8025 Intermediate Similarity NPC3915
0.8025 Intermediate Similarity NPC474484
0.8025 Intermediate Similarity NPC121984
0.8023 Intermediate Similarity NPC474209
0.8023 Intermediate Similarity NPC475823
0.8 Intermediate Similarity NPC472490
0.8 Intermediate Similarity NPC474113
0.8 Intermediate Similarity NPC230387
0.7976 Intermediate Similarity NPC327115
0.7976 Intermediate Similarity NPC94666
0.7955 Intermediate Similarity NPC272635
0.7955 Intermediate Similarity NPC474882
0.7955 Intermediate Similarity NPC169751
0.7927 Intermediate Similarity NPC110780
0.7927 Intermediate Similarity NPC477858
0.7927 Intermediate Similarity NPC46881
0.7927 Intermediate Similarity NPC310989
0.7927 Intermediate Similarity NPC48362
0.7927 Intermediate Similarity NPC145143
0.7907 Intermediate Similarity NPC326627
0.7907 Intermediate Similarity NPC477973
0.7907 Intermediate Similarity NPC184663
0.7907 Intermediate Similarity NPC310010
0.7895 Intermediate Similarity NPC91369
0.7882 Intermediate Similarity NPC165895
0.7882 Intermediate Similarity NPC272039
0.7882 Intermediate Similarity NPC220930
0.7882 Intermediate Similarity NPC93778
0.7857 Intermediate Similarity NPC201655
0.7831 Intermediate Similarity NPC472743
0.7831 Intermediate Similarity NPC307258
0.7831 Intermediate Similarity NPC86370
0.7831 Intermediate Similarity NPC472498
0.7831 Intermediate Similarity NPC475726
0.7821 Intermediate Similarity NPC38426
0.7821 Intermediate Similarity NPC162164
0.7816 Intermediate Similarity NPC149761
0.7816 Intermediate Similarity NPC46758
0.7816 Intermediate Similarity NPC46441
0.7816 Intermediate Similarity NPC261994
0.7816 Intermediate Similarity NPC470378
0.7816 Intermediate Similarity NPC252737
0.7816 Intermediate Similarity NPC180849
0.7816 Intermediate Similarity NPC80401
0.7805 Intermediate Similarity NPC473217
0.7805 Intermediate Similarity NPC90055
0.7805 Intermediate Similarity NPC278459
0.7791 Intermediate Similarity NPC56413
0.7791 Intermediate Similarity NPC474677
0.7791 Intermediate Similarity NPC472739
0.7778 Intermediate Similarity NPC471475
0.7778 Intermediate Similarity NPC219353
0.7778 Intermediate Similarity NPC165616
0.7765 Intermediate Similarity NPC98236
0.7765 Intermediate Similarity NPC229717
0.7765 Intermediate Similarity NPC70661
0.7765 Intermediate Similarity NPC51014
0.7765 Intermediate Similarity NPC158393
0.7765 Intermediate Similarity NPC269396
0.7765 Intermediate Similarity NPC20688
0.7763 Intermediate Similarity NPC475952
0.7753 Intermediate Similarity NPC474328
0.775 Intermediate Similarity NPC474433
0.7738 Intermediate Similarity NPC58841
0.7738 Intermediate Similarity NPC227064
0.7738 Intermediate Similarity NPC321187
0.7738 Intermediate Similarity NPC161423
0.7738 Intermediate Similarity NPC85774
0.7738 Intermediate Similarity NPC180834
0.7738 Intermediate Similarity NPC329043
0.7738 Intermediate Similarity NPC476412
0.7738 Intermediate Similarity NPC474482
0.7738 Intermediate Similarity NPC475745
0.7738 Intermediate Similarity NPC214043
0.7733 Intermediate Similarity NPC263161
0.7727 Intermediate Similarity NPC168027
0.7727 Intermediate Similarity NPC476168
0.7727 Intermediate Similarity NPC299185
0.7727 Intermediate Similarity NPC99380
0.7727 Intermediate Similarity NPC250753
0.7727 Intermediate Similarity NPC185936
0.7727 Intermediate Similarity NPC470036
0.7727 Intermediate Similarity NPC474525
0.7727 Intermediate Similarity NPC278106
0.7727 Intermediate Similarity NPC174167
0.7727 Intermediate Similarity NPC198242
0.7727 Intermediate Similarity NPC211403
0.7727 Intermediate Similarity NPC198054
0.7711 Intermediate Similarity NPC151519
0.7711 Intermediate Similarity NPC212083
0.7711 Intermediate Similarity NPC170985
0.7701 Intermediate Similarity NPC474245
0.7701 Intermediate Similarity NPC475108
0.7701 Intermediate Similarity NPC68148
0.7701 Intermediate Similarity NPC112454
0.7701 Intermediate Similarity NPC65615
0.7692 Intermediate Similarity NPC472813
0.7692 Intermediate Similarity NPC244708
0.7692 Intermediate Similarity NPC36310
0.7692 Intermediate Similarity NPC330659
0.7692 Intermediate Similarity NPC161187
0.7683 Intermediate Similarity NPC164999
0.7683 Intermediate Similarity NPC476809
0.7674 Intermediate Similarity NPC158141
0.7674 Intermediate Similarity NPC173089
0.7667 Intermediate Similarity NPC280725
0.7662 Intermediate Similarity NPC235586
0.7654 Intermediate Similarity NPC189485
0.7654 Intermediate Similarity NPC62336
0.7647 Intermediate Similarity NPC292553
0.7647 Intermediate Similarity NPC133954
0.7647 Intermediate Similarity NPC476426
0.7647 Intermediate Similarity NPC255174
0.7647 Intermediate Similarity NPC133652
0.7647 Intermediate Similarity NPC32037
0.7647 Intermediate Similarity NPC274724
0.7647 Intermediate Similarity NPC469948
0.7647 Intermediate Similarity NPC469993
0.764 Intermediate Similarity NPC181594
0.764 Intermediate Similarity NPC233118
0.764 Intermediate Similarity NPC59350
0.764 Intermediate Similarity NPC12722
0.764 Intermediate Similarity NPC144739
0.764 Intermediate Similarity NPC59170
0.764 Intermediate Similarity NPC82138
0.764 Intermediate Similarity NPC294263
0.764 Intermediate Similarity NPC263780
0.7632 Intermediate Similarity NPC36616
0.7632 Intermediate Similarity NPC260319
0.7632 Intermediate Similarity NPC180777
0.7632 Intermediate Similarity NPC474954
0.7632 Intermediate Similarity NPC290445
0.7632 Intermediate Similarity NPC2568
0.7632 Intermediate Similarity NPC103647
0.7625 Intermediate Similarity NPC263582
0.7625 Intermediate Similarity NPC470525
0.7625 Intermediate Similarity NPC246445
0.7619 Intermediate Similarity NPC471037
0.7619 Intermediate Similarity NPC291999
0.7619 Intermediate Similarity NPC245866
0.7619 Intermediate Similarity NPC243347
0.7619 Intermediate Similarity NPC309309
0.7619 Intermediate Similarity NPC472740
0.7614 Intermediate Similarity NPC126993
0.7614 Intermediate Similarity NPC85173
0.7614 Intermediate Similarity NPC129913
0.7609 Intermediate Similarity NPC109059
0.7609 Intermediate Similarity NPC288
0.7595 Intermediate Similarity NPC130011
0.7595 Intermediate Similarity NPC470299
0.7595 Intermediate Similarity NPC254340
0.759 Intermediate Similarity NPC14151

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476811 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
0.85 High Similarity NPD4788 Approved
0.8354 Intermediate Similarity NPD4695 Discontinued
0.8101 Intermediate Similarity NPD3617 Approved
0.7907 Intermediate Similarity NPD4753 Phase 2
0.7895 Intermediate Similarity NPD4789 Approved
0.7738 Intermediate Similarity NPD3666 Approved
0.7738 Intermediate Similarity NPD3133 Approved
0.7738 Intermediate Similarity NPD3665 Phase 1
0.7711 Intermediate Similarity NPD3667 Approved
0.7701 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD5210 Approved
0.7667 Intermediate Similarity NPD4629 Approved
0.7582 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD5222 Approved
0.7582 Intermediate Similarity NPD5221 Approved
0.7558 Intermediate Similarity NPD5279 Phase 3
0.7558 Intermediate Similarity NPD3618 Phase 1
0.7532 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD3698 Phase 2
0.7532 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD4786 Approved
0.7529 Intermediate Similarity NPD4197 Approved
0.7528 Intermediate Similarity NPD7515 Phase 2
0.75 Intermediate Similarity NPD5173 Approved
0.7467 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD5329 Approved
0.7442 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD4245 Approved
0.7436 Intermediate Similarity NPD4244 Approved
0.7391 Intermediate Similarity NPD4697 Phase 3
0.7356 Intermediate Similarity NPD5690 Phase 2
0.7356 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD5286 Approved
0.734 Intermediate Similarity NPD5285 Approved
0.734 Intermediate Similarity NPD4696 Approved
0.7333 Intermediate Similarity NPD6079 Approved
0.7312 Intermediate Similarity NPD6084 Phase 2
0.7312 Intermediate Similarity NPD4755 Approved
0.7312 Intermediate Similarity NPD6083 Phase 2
0.7303 Intermediate Similarity NPD5328 Approved
0.7294 Intermediate Similarity NPD4221 Approved
0.7294 Intermediate Similarity NPD4223 Phase 3
0.7263 Intermediate Similarity NPD5223 Approved
0.7191 Intermediate Similarity NPD6672 Approved
0.7191 Intermediate Similarity NPD5737 Approved
0.7188 Intermediate Similarity NPD5211 Phase 2
0.7188 Intermediate Similarity NPD5225 Approved
0.7188 Intermediate Similarity NPD5226 Approved
0.7188 Intermediate Similarity NPD4633 Approved
0.7188 Intermediate Similarity NPD5224 Approved
0.7174 Intermediate Similarity NPD7748 Approved
0.7159 Intermediate Similarity NPD4694 Approved
0.7159 Intermediate Similarity NPD5280 Approved
0.7158 Intermediate Similarity NPD4700 Approved
0.7143 Intermediate Similarity NPD4224 Phase 2
0.7126 Intermediate Similarity NPD3668 Phase 3
0.7113 Intermediate Similarity NPD5174 Approved
0.7113 Intermediate Similarity NPD5175 Approved
0.7097 Intermediate Similarity NPD5695 Phase 3
0.7073 Intermediate Similarity NPD3703 Phase 2
0.7065 Intermediate Similarity NPD4202 Approved
0.7053 Intermediate Similarity NPD5696 Approved
0.7041 Intermediate Similarity NPD5141 Approved
0.6988 Remote Similarity NPD6117 Approved
0.6966 Remote Similarity NPD5205 Approved
0.6966 Remote Similarity NPD4688 Approved
0.6966 Remote Similarity NPD4623 Approved
0.6966 Remote Similarity NPD4138 Approved
0.6966 Remote Similarity NPD4693 Phase 3
0.6966 Remote Similarity NPD4689 Approved
0.6966 Remote Similarity NPD4519 Discontinued
0.6966 Remote Similarity NPD4690 Approved
0.6962 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6962 Remote Similarity NPD5360 Phase 3
0.6957 Remote Similarity NPD8034 Phase 2
0.6957 Remote Similarity NPD8035 Phase 2
0.6951 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6947 Remote Similarity NPD7902 Approved
0.6939 Remote Similarity NPD4754 Approved
0.6914 Remote Similarity NPD6081 Approved
0.6905 Remote Similarity NPD6116 Phase 1
0.69 Remote Similarity NPD5697 Approved
0.6882 Remote Similarity NPD6399 Phase 3
0.6842 Remote Similarity NPD7614 Phase 1
0.6832 Remote Similarity NPD4729 Approved
0.6832 Remote Similarity NPD6011 Approved
0.6832 Remote Similarity NPD6899 Approved
0.6832 Remote Similarity NPD5128 Approved
0.6832 Remote Similarity NPD5168 Approved
0.6832 Remote Similarity NPD4730 Approved
0.6832 Remote Similarity NPD6881 Approved
0.6824 Remote Similarity NPD3671 Phase 1
0.6824 Remote Similarity NPD6697 Approved
0.6824 Remote Similarity NPD6118 Approved
0.6824 Remote Similarity NPD6115 Approved
0.6824 Remote Similarity NPD6114 Approved
0.6813 Remote Similarity NPD7513 Clinical (unspecified phase)
0.68 Remote Similarity NPD5739 Approved
0.68 Remote Similarity NPD4768 Approved
0.68 Remote Similarity NPD7128 Approved
0.68 Remote Similarity NPD6675 Approved
0.68 Remote Similarity NPD4767 Approved
0.68 Remote Similarity NPD6402 Approved
0.679 Remote Similarity NPD4691 Approved
0.6782 Remote Similarity NPD4139 Approved
0.6782 Remote Similarity NPD4692 Approved
0.6778 Remote Similarity NPD6684 Approved
0.6778 Remote Similarity NPD7146 Approved
0.6778 Remote Similarity NPD5330 Approved
0.6778 Remote Similarity NPD7521 Approved
0.6778 Remote Similarity NPD7334 Approved
0.6778 Remote Similarity NPD6409 Approved
0.6765 Remote Similarity NPD6014 Approved
0.6765 Remote Similarity NPD6012 Approved
0.6765 Remote Similarity NPD6013 Approved
0.6744 Remote Similarity NPD4195 Approved
0.6739 Remote Similarity NPD6673 Approved
0.6739 Remote Similarity NPD6080 Approved
0.6739 Remote Similarity NPD6904 Approved
0.6733 Remote Similarity NPD5701 Approved
0.6707 Remote Similarity NPD4758 Discontinued
0.6705 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6702 Remote Similarity NPD5133 Approved
0.6699 Remote Similarity NPD6883 Approved
0.6699 Remote Similarity NPD5247 Approved
0.6699 Remote Similarity NPD7290 Approved
0.6699 Remote Similarity NPD5250 Approved
0.6699 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6699 Remote Similarity NPD5251 Approved
0.6699 Remote Similarity NPD5248 Approved
0.6699 Remote Similarity NPD4634 Approved
0.6699 Remote Similarity NPD7102 Approved
0.6699 Remote Similarity NPD5249 Phase 3
0.6699 Remote Similarity NPD5135 Approved
0.6699 Remote Similarity NPD5169 Approved
0.6667 Remote Similarity NPD4137 Phase 3
0.6667 Remote Similarity NPD7320 Approved
0.6667 Remote Similarity NPD5091 Approved
0.6667 Remote Similarity NPD7525 Registered
0.6635 Remote Similarity NPD5215 Approved
0.6635 Remote Similarity NPD5127 Approved
0.6635 Remote Similarity NPD8130 Phase 1
0.6635 Remote Similarity NPD6617 Approved
0.6635 Remote Similarity NPD5216 Approved
0.6635 Remote Similarity NPD6869 Approved
0.6635 Remote Similarity NPD5217 Approved
0.6635 Remote Similarity NPD6649 Approved
0.6635 Remote Similarity NPD6650 Approved
0.6635 Remote Similarity NPD6847 Approved
0.6632 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6632 Remote Similarity NPD7900 Approved
0.663 Remote Similarity NPD6903 Approved
0.6602 Remote Similarity NPD6372 Approved
0.6602 Remote Similarity NPD6373 Approved
0.6596 Remote Similarity NPD5281 Approved
0.6596 Remote Similarity NPD5693 Phase 1
0.6596 Remote Similarity NPD5284 Approved
0.6593 Remote Similarity NPD6098 Approved
0.6588 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6585 Remote Similarity NPD4747 Approved
0.6571 Remote Similarity NPD8297 Approved
0.6571 Remote Similarity NPD6882 Approved
0.6552 Remote Similarity NPD7645 Phase 2
0.6548 Remote Similarity NPD4058 Approved
0.6538 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6531 Remote Similarity NPD7638 Approved
0.6522 Remote Similarity NPD3573 Approved
0.6509 Remote Similarity NPD4632 Approved
0.6506 Remote Similarity NPD5777 Approved
0.65 Remote Similarity NPD3704 Approved
0.6495 Remote Similarity NPD7732 Phase 3
0.6489 Remote Similarity NPD5692 Phase 3
0.6484 Remote Similarity NPD1696 Phase 3
0.6477 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6471 Remote Similarity NPD3702 Approved
0.6471 Remote Similarity NPD7339 Approved
0.6471 Remote Similarity NPD6942 Approved
0.6465 Remote Similarity NPD7639 Approved
0.6465 Remote Similarity NPD7640 Approved
0.6449 Remote Similarity NPD5167 Approved
0.6437 Remote Similarity NPD5364 Discontinued
0.6421 Remote Similarity NPD5694 Approved
0.6421 Remote Similarity NPD6050 Approved
0.6408 Remote Similarity NPD6412 Phase 2
0.6389 Remote Similarity NPD6274 Approved
0.6389 Remote Similarity NPD6868 Approved
0.6375 Remote Similarity NPD7341 Phase 2
0.6346 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6341 Remote Similarity NPD3621 Clinical (unspecified phase)
0.633 Remote Similarity NPD6009 Approved
0.633 Remote Similarity NPD6317 Approved
0.6316 Remote Similarity NPD4096 Approved
0.6289 Remote Similarity NPD5282 Discontinued
0.6277 Remote Similarity NPD5208 Approved
0.6273 Remote Similarity NPD6313 Approved
0.6273 Remote Similarity NPD6314 Approved
0.6273 Remote Similarity NPD6335 Approved

Structure

External Identifiers

PubChem CID   49831546
ChEMBL   CHEMBL1271366
ZINC  

Physicochemical Properties

Molecular Weight:  334.21
ALogP:  -0.1208
MLogP:  3.22
XLogP:  3.614
# Rotatable Bonds:  7
Polar Surface Area:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  24

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
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