Natural Product: NPC115303

Natural Product ID:  NPC115303
Common Name:   Ganoderic Acid K
IUPAC Name:   (6R)-6-[(3S,5R,7S,10S,12S,13R,14R,17R)-12-acetyloxy-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid
Synonyms:   Ganoderic Acid K
Molecular Formula:   C32H46O9
Standard InCHIKey:  OEHYQHPDUCRLMW-BHYSALSHSA-N
Standard InCHI:  InChI=1S/C32H46O9/c1-15(11-18(34)12-16(2)28(39)40)19-13-23(37)32(8)24-20(35)14-21-29(4,5)22(36)9-10-30(21,6)25(24)26(38)27(31(19,32)7)41-17(3)33/h15-16,19-22,27,35-36H,9-14H2,1-8H3,(H,39,40)/t15-,16?,19-,20+,21+,22+,27-,30+,31+,32+/m1/s1
Canonical SMILES:  O=C(CC(C(=O)O)C)C[C@H]([C@H]1CC(=O)[C@@]2([C@]1(C)[C@H](OC(=O)C)C(=O)C1=C2[C@@H](O)C[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)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
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting body PMID[22047696]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota TM-MC*
NPO16609 Ganoderma sinense Species Ganodermataceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT41 Individual Protein Aldose reductase Homo sapiens IC50 > 174200 nM 22047696
NPT515 Cell Line SGC-7901 Homo sapiens IC50 = 7250 nM 23092389
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 7250 nM 23092389
NPT168 Cell Line P388 Mus musculus IC50 = 7250 nM 23092389
NPT165 Cell Line HeLa Homo sapiens IC50 > 300000 nM 23092389
NPT2 Others Unspecified IC50 > 600000 nM 24070782
NPT2 Others Unspecified IC50 = 3650 nM 27335254
NPT2 Others Unspecified Activity = 98.45 % 27335254

  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 NPC115303 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
0.9902 High Similarity NPC129689
0.9804 High Similarity NPC77947
0.9804 High Similarity NPC286174
0.951 High Similarity NPC51452
0.9412 High Similarity NPC216245
0.9412 High Similarity NPC470251
0.9412 High Similarity NPC2436
0.9412 High Similarity NPC135854
0.9352 High Similarity NPC472927
0.9314 High Similarity NPC251017
0.9314 High Similarity NPC33973
0.9314 High Similarity NPC70967
0.9216 High Similarity NPC53222
0.9216 High Similarity NPC281702
0.9182 High Similarity NPC472933
0.9151 High Similarity NPC272898
0.9151 High Similarity NPC473036
0.9118 High Similarity NPC124211
0.9074 High Similarity NPC472929
0.9074 High Similarity NPC472926
0.9048 High Similarity NPC473037
0.902 High Similarity NPC144660
0.902 High Similarity NPC88198
0.902 High Similarity NPC299971
0.902 High Similarity NPC157787
0.902 High Similarity NPC307954
0.9 High Similarity NPC472934
0.8962 High Similarity NPC295244
0.8922 High Similarity NPC16021
0.8922 High Similarity NPC112753
0.8922 High Similarity NPC275439
0.8889 High Similarity NPC472928
0.8857 High Similarity NPC28656
0.8824 High Similarity NPC216904
0.8824 High Similarity NPC106557
0.8824 High Similarity NPC122294
0.8824 High Similarity NPC121339
0.8762 High Similarity NPC55872
0.8725 High Similarity NPC40765
0.8725 High Similarity NPC243525
0.8725 High Similarity NPC3772
0.8725 High Similarity NPC7124
0.8667 High Similarity NPC234892
0.8667 High Similarity NPC56498
0.8654 High Similarity NPC327431
0.8627 High Similarity NPC37646
0.8627 High Similarity NPC297199
0.8627 High Similarity NPC255809
0.8529 High Similarity NPC184870
0.8519 High Similarity NPC472925
0.8491 Intermediate Similarity NPC119601
0.8491 Intermediate Similarity NPC308726
0.8491 Intermediate Similarity NPC293753
0.8476 Intermediate Similarity NPC51370
0.8476 Intermediate Similarity NPC205899
0.8468 Intermediate Similarity NPC147180
0.8468 Intermediate Similarity NPC264634
0.8462 Intermediate Similarity NPC320306
0.8462 Intermediate Similarity NPC43747
0.8435 Intermediate Similarity NPC109973
0.8431 Intermediate Similarity NPC470254
0.8407 Intermediate Similarity NPC270958
0.8396 Intermediate Similarity NPC163372
0.8396 Intermediate Similarity NPC302537
0.8393 Intermediate Similarity NPC202889
0.8381 Intermediate Similarity NPC10364
0.8365 Intermediate Similarity NPC328371
0.8365 Intermediate Similarity NPC96859
0.8365 Intermediate Similarity NPC125622
0.8365 Intermediate Similarity NPC305483
0.8365 Intermediate Similarity NPC95565
0.8365 Intermediate Similarity NPC328162
0.8333 Intermediate Similarity NPC107690
0.8302 Intermediate Similarity NPC287833
0.8286 Intermediate Similarity NPC18319
0.8269 Intermediate Similarity NPC174948
0.8269 Intermediate Similarity NPC469995
0.8269 Intermediate Similarity NPC470016
0.8269 Intermediate Similarity NPC318282
0.8269 Intermediate Similarity NPC241156
0.8269 Intermediate Similarity NPC173875
0.8269 Intermediate Similarity NPC317586
0.8261 Intermediate Similarity NPC118638
0.8257 Intermediate Similarity NPC181357
0.8257 Intermediate Similarity NPC323834
0.8246 Intermediate Similarity NPC148458
0.8241 Intermediate Similarity NPC275583
0.8241 Intermediate Similarity NPC236390
0.823 Intermediate Similarity NPC962
0.8214 Intermediate Similarity NPC34315
0.8198 Intermediate Similarity NPC304495
0.8174 Intermediate Similarity NPC471854
0.8173 Intermediate Similarity NPC166906
0.8165 Intermediate Similarity NPC96268
0.8148 Intermediate Similarity NPC136289
0.8148 Intermediate Similarity NPC473788
0.8148 Intermediate Similarity NPC195290
0.8148 Intermediate Similarity NPC475558
0.8148 Intermediate Similarity NPC204450
0.8142 Intermediate Similarity NPC170487
0.8142 Intermediate Similarity NPC285956
0.8142 Intermediate Similarity NPC71348
0.8142 Intermediate Similarity NPC280782
0.8136 Intermediate Similarity NPC222688
0.8131 Intermediate Similarity NPC476274
0.8131 Intermediate Similarity NPC472972
0.8125 Intermediate Similarity NPC197428
0.8125 Intermediate Similarity NPC286880
0.8125 Intermediate Similarity NPC470496
0.812 Intermediate Similarity NPC17938
0.8113 Intermediate Similarity NPC23680
0.8108 Intermediate Similarity NPC94529
0.8095 Intermediate Similarity NPC477438
0.8095 Intermediate Similarity NPC477437
0.8091 Intermediate Similarity NPC472935
0.8091 Intermediate Similarity NPC196528
0.8087 Intermediate Similarity NPC49492
0.8087 Intermediate Similarity NPC266728
0.8077 Intermediate Similarity NPC25750
0.8073 Intermediate Similarity NPC159442
0.807 Intermediate Similarity NPC52634
0.807 Intermediate Similarity NPC250109
0.8056 Intermediate Similarity NPC476240
0.8056 Intermediate Similarity NPC81530
0.8056 Intermediate Similarity NPC476223
0.8056 Intermediate Similarity NPC472924
0.8056 Intermediate Similarity NPC224720
0.8053 Intermediate Similarity NPC214797
0.8053 Intermediate Similarity NPC118860
0.8053 Intermediate Similarity NPC188738
0.8053 Intermediate Similarity NPC231589
0.8051 Intermediate Similarity NPC202051
0.8036 Intermediate Similarity NPC141350
0.8019 Intermediate Similarity NPC472941
0.8019 Intermediate Similarity NPC456
0.8019 Intermediate Similarity NPC42042
0.8018 Intermediate Similarity NPC475294
0.8017 Intermediate Similarity NPC239273
0.8 Intermediate Similarity NPC474922
0.8 Intermediate Similarity NPC477439
0.7982 Intermediate Similarity NPC221144
0.7982 Intermediate Similarity NPC100267
0.7982 Intermediate Similarity NPC80781
0.7982 Intermediate Similarity NPC475524
0.7981 Intermediate Similarity NPC63748
0.7981 Intermediate Similarity NPC233116
0.7965 Intermediate Similarity NPC210005
0.7963 Intermediate Similarity NPC198880
0.7963 Intermediate Similarity NPC241221
0.7963 Intermediate Similarity NPC316964
0.7949 Intermediate Similarity NPC311554
0.7949 Intermediate Similarity NPC21326
0.7949 Intermediate Similarity NPC257457
0.7946 Intermediate Similarity NPC476479
0.7946 Intermediate Similarity NPC154608
0.7946 Intermediate Similarity NPC277017
0.7946 Intermediate Similarity NPC192813
0.7934 Intermediate Similarity NPC63186
0.7928 Intermediate Similarity NPC50535
0.7928 Intermediate Similarity NPC231530
0.7928 Intermediate Similarity NPC278628
0.7928 Intermediate Similarity NPC475571
0.7928 Intermediate Similarity NPC475494
0.7925 Intermediate Similarity NPC200702
0.7925 Intermediate Similarity NPC473648
0.7925 Intermediate Similarity NPC48330
0.7913 Intermediate Similarity NPC25909
0.7909 Intermediate Similarity NPC55954
0.7909 Intermediate Similarity NPC249187
0.7909 Intermediate Similarity NPC85742
0.7909 Intermediate Similarity NPC218513
0.7909 Intermediate Similarity NPC247957
0.7905 Intermediate Similarity NPC69454
0.7905 Intermediate Similarity NPC477436
0.7905 Intermediate Similarity NPC477435
0.7899 Intermediate Similarity NPC470921
0.7895 Intermediate Similarity NPC43775
0.7895 Intermediate Similarity NPC470281
0.789 Intermediate Similarity NPC473514
0.7885 Intermediate Similarity NPC477149
0.7885 Intermediate Similarity NPC477147
0.7885 Intermediate Similarity NPC20388
0.7881 Intermediate Similarity NPC268958
0.7881 Intermediate Similarity NPC475041
0.7876 Intermediate Similarity NPC470615
0.7876 Intermediate Similarity NPC241927
0.7876 Intermediate Similarity NPC258543
0.787 Intermediate Similarity NPC471717
0.787 Intermediate Similarity NPC478056
0.787 Intermediate Similarity NPC197386
0.787 Intermediate Similarity NPC114274
0.7863 Intermediate Similarity NPC55296
0.7863 Intermediate Similarity NPC243065
0.7857 Intermediate Similarity NPC185
0.7857 Intermediate Similarity NPC201908
0.7857 Intermediate Similarity NPC230541
0.7857 Intermediate Similarity NPC3316
0.7857 Intermediate Similarity NPC144854
0.7857 Intermediate Similarity NPC202524
0.7857 Intermediate Similarity NPC176949

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC115303 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
0.8198 Intermediate Similarity NPD6372 Approved
0.8198 Intermediate Similarity NPD6373 Approved
0.8053 Intermediate Similarity NPD6650 Approved
0.8053 Intermediate Similarity NPD6649 Approved
0.7928 Intermediate Similarity NPD5739 Approved
0.7928 Intermediate Similarity NPD7128 Approved
0.7928 Intermediate Similarity NPD6675 Approved
0.7928 Intermediate Similarity NPD6402 Approved
0.7826 Intermediate Similarity NPD8297 Approved
0.7788 Intermediate Similarity NPD6899 Approved
0.7788 Intermediate Similarity NPD6881 Approved
0.7788 Intermediate Similarity NPD7320 Approved
0.7739 Intermediate Similarity NPD8130 Phase 1
0.7699 Intermediate Similarity NPD5697 Approved
0.7699 Intermediate Similarity NPD5701 Approved
0.7685 Intermediate Similarity NPD4697 Phase 3
0.7672 Intermediate Similarity NPD6882 Approved
0.7652 Intermediate Similarity NPD6883 Approved
0.7652 Intermediate Similarity NPD7290 Approved
0.7652 Intermediate Similarity NPD7102 Approved
0.7636 Intermediate Similarity NPD7640 Approved
0.7636 Intermediate Similarity NPD7639 Approved
0.7632 Intermediate Similarity NPD6011 Approved
0.7586 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD6617 Approved
0.7586 Intermediate Similarity NPD6847 Approved
0.7586 Intermediate Similarity NPD6869 Approved
0.757 Intermediate Similarity NPD6399 Phase 3
0.7565 Intermediate Similarity NPD6013 Approved
0.7565 Intermediate Similarity NPD6012 Approved
0.7565 Intermediate Similarity NPD6014 Approved
0.7545 Intermediate Similarity NPD7638 Approved
0.7545 Intermediate Similarity NPD5696 Approved
0.7521 Intermediate Similarity NPD6319 Approved
0.75 Intermediate Similarity NPD7632 Discontinued
0.7458 Intermediate Similarity NPD4632 Approved
0.7456 Intermediate Similarity NPD6008 Approved
0.7455 Intermediate Similarity NPD6083 Phase 2
0.7455 Intermediate Similarity NPD6084 Phase 2
0.7453 Intermediate Similarity NPD5328 Approved
0.7431 Intermediate Similarity NPD5695 Phase 3
0.7417 Intermediate Similarity NPD6009 Approved
0.7364 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7364 Intermediate Similarity NPD5221 Approved
0.7364 Intermediate Similarity NPD5222 Approved
0.7358 Intermediate Similarity NPD6672 Approved
0.7358 Intermediate Similarity NPD5737 Approved
0.7345 Intermediate Similarity NPD5211 Phase 2
0.7339 Intermediate Similarity NPD7604 Phase 2
0.7333 Intermediate Similarity NPD6868 Approved
0.7317 Intermediate Similarity NPD5983 Phase 2
0.7315 Intermediate Similarity NPD6079 Approved
0.7302 Intermediate Similarity NPD8293 Discontinued
0.7297 Intermediate Similarity NPD5173 Approved
0.7297 Intermediate Similarity NPD4755 Approved
0.7297 Intermediate Similarity NPD7902 Approved
0.728 Intermediate Similarity NPD7492 Approved
0.7273 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7115 Discovery
0.7265 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD7736 Approved
0.7236 Intermediate Similarity NPD6054 Approved
0.7236 Intermediate Similarity NPD6059 Approved
0.7222 Intermediate Similarity NPD6336 Discontinued
0.7222 Intermediate Similarity NPD6616 Approved
0.7217 Intermediate Similarity NPD5141 Approved
0.7213 Intermediate Similarity NPD6335 Approved
0.7209 Intermediate Similarity NPD7260 Phase 2
0.7203 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD8328 Phase 3
0.719 Intermediate Similarity NPD6274 Approved
0.7182 Intermediate Similarity NPD7748 Approved
0.717 Intermediate Similarity NPD3618 Phase 1
0.7168 Intermediate Similarity NPD4700 Approved
0.7168 Intermediate Similarity NPD5286 Approved
0.7168 Intermediate Similarity NPD4696 Approved
0.7168 Intermediate Similarity NPD5285 Approved
0.7165 Intermediate Similarity NPD7078 Approved
0.7156 Intermediate Similarity NPD8035 Phase 2
0.7156 Intermediate Similarity NPD8034 Phase 2
0.7154 Intermediate Similarity NPD7101 Approved
0.7154 Intermediate Similarity NPD7100 Approved
0.7154 Intermediate Similarity NPD6845 Suspended
0.7131 Intermediate Similarity NPD6317 Approved
0.712 Intermediate Similarity NPD6370 Approved
0.7105 Intermediate Similarity NPD5223 Approved
0.7073 Intermediate Similarity NPD6314 Approved
0.7073 Intermediate Similarity NPD6313 Approved
0.7043 Intermediate Similarity NPD4633 Approved
0.7043 Intermediate Similarity NPD5226 Approved
0.7043 Intermediate Similarity NPD5224 Approved
0.7043 Intermediate Similarity NPD5225 Approved
0.704 Intermediate Similarity NPD6909 Approved
0.704 Intermediate Similarity NPD6015 Approved
0.704 Intermediate Similarity NPD6016 Approved
0.704 Intermediate Similarity NPD6908 Approved
0.7027 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD7900 Approved
0.7009 Intermediate Similarity NPD5279 Phase 3
0.7009 Intermediate Similarity NPD4768 Approved
0.7009 Intermediate Similarity NPD4767 Approved
0.7 Intermediate Similarity NPD7515 Phase 2
0.7 Intermediate Similarity NPD6050 Approved
0.6984 Remote Similarity NPD5988 Approved
0.6983 Remote Similarity NPD5175 Approved
0.6983 Remote Similarity NPD4754 Approved
0.6983 Remote Similarity NPD5174 Approved
0.6981 Remote Similarity NPD4786 Approved
0.6975 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6972 Remote Similarity NPD6904 Approved
0.6972 Remote Similarity NPD6673 Approved
0.6972 Remote Similarity NPD6080 Approved
0.6964 Remote Similarity NPD4629 Approved
0.6964 Remote Similarity NPD5210 Approved
0.6953 Remote Similarity NPD7507 Approved
0.6949 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6942 Remote Similarity NPD6053 Discontinued
0.6937 Remote Similarity NPD5779 Approved
0.6937 Remote Similarity NPD5778 Approved
0.6917 Remote Similarity NPD4634 Approved
0.6909 Remote Similarity NPD5692 Phase 3
0.6905 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6891 Remote Similarity NPD4730 Approved
0.6891 Remote Similarity NPD4729 Approved
0.6852 Remote Similarity NPD7334 Approved
0.6852 Remote Similarity NPD6409 Approved
0.6852 Remote Similarity NPD5330 Approved
0.6852 Remote Similarity NPD6684 Approved
0.6852 Remote Similarity NPD7146 Approved
0.6852 Remote Similarity NPD7521 Approved
0.6847 Remote Similarity NPD5693 Phase 1
0.6847 Remote Similarity NPD5694 Approved
0.6846 Remote Similarity NPD6033 Approved
0.6818 Remote Similarity NPD4753 Phase 2
0.6814 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6794 Remote Similarity NPD7319 Approved
0.6792 Remote Similarity NPD3667 Approved
0.6786 Remote Similarity NPD4202 Approved
0.6777 Remote Similarity NPD5250 Approved
0.6777 Remote Similarity NPD5251 Approved
0.6777 Remote Similarity NPD5247 Approved
0.6777 Remote Similarity NPD5248 Approved
0.6777 Remote Similarity NPD5249 Phase 3
0.6759 Remote Similarity NPD7520 Clinical (unspecified phase)
0.675 Remote Similarity NPD5128 Approved
0.675 Remote Similarity NPD5345 Clinical (unspecified phase)
0.675 Remote Similarity NPD5168 Approved
0.6731 Remote Similarity NPD6697 Approved
0.6731 Remote Similarity NPD6114 Approved
0.6731 Remote Similarity NPD3617 Approved
0.6731 Remote Similarity NPD6115 Approved
0.6731 Remote Similarity NPD6118 Approved
0.6727 Remote Similarity NPD6903 Approved
0.6727 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6697 Remote Similarity NPD6098 Approved
0.6696 Remote Similarity NPD5281 Approved
0.6696 Remote Similarity NPD6411 Approved
0.6696 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD3133 Approved
0.6667 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3666 Approved
0.6667 Remote Similarity NPD6412 Phase 2
0.6667 Remote Similarity NPD3665 Phase 1
0.6667 Remote Similarity NPD5654 Approved
0.6639 Remote Similarity NPD5135 Approved
0.6639 Remote Similarity NPD5169 Approved
0.6639 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6638 Remote Similarity NPD4225 Approved
0.6612 Remote Similarity NPD6686 Approved
0.6606 Remote Similarity NPD5329 Approved
0.6606 Remote Similarity NPD1694 Approved
0.6585 Remote Similarity NPD5217 Approved
0.6585 Remote Similarity NPD5127 Approved
0.6585 Remote Similarity NPD5216 Approved
0.6585 Remote Similarity NPD5215 Approved
0.6552 Remote Similarity NPD5959 Approved
0.6549 Remote Similarity NPD7637 Suspended
0.6545 Remote Similarity NPD5280 Approved
0.6545 Remote Similarity NPD4694 Approved
0.6545 Remote Similarity NPD5690 Phase 2
0.6545 Remote Similarity NPD5786 Approved
0.6545 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6117 Approved
0.6529 Remote Similarity NPD6614 Approved
0.6522 Remote Similarity NPD6333 Approved
0.6522 Remote Similarity NPD6334 Approved
0.6518 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6518 Remote Similarity NPD6101 Approved
0.6514 Remote Similarity NPD4197 Approved
0.6512 Remote Similarity NPD8033 Approved
0.6486 Remote Similarity NPD3573 Approved
0.6476 Remote Similarity NPD6116 Phase 1
0.646 Remote Similarity NPD5785 Approved
0.646 Remote Similarity NPD5207 Approved
0.6442 Remote Similarity NPD3703 Phase 2
0.6435 Remote Similarity NPD6001 Approved
0.6434 Remote Similarity NPD8294 Approved
0.6434 Remote Similarity NPD8377 Approved
0.6429 Remote Similarity NPD5167 Approved
0.6415 Remote Similarity NPD5784 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   57403756
ChEMBL   CHEMBL1922177
ZINC  

Physicochemical Properties

Molecular Weight:  574.31
ALogP:  -0.0861
MLogP:  3.99
XLogP:  1.637
# Rotatable Bonds:  19
Polar Surface Area:  155.27
# H-Bond Aceptor:  9
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  41

Download Data

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Structure MOL file  
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Biological Activities  
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