Natural Product: NPC259654

Natural Product ID:  NPC259654
Common Name:   Anisatin
IUPAC Name:  
Synonyms:   Anisatin
Molecular Formula:   C15H20O8
Standard InCHIKey:  GEVWHIDSUOMVRI-FDXYETPJSA-N
Standard InCHI:  InChI=1S/C15H20O8/c1-6-3-7(16)15(21)13(6)4-8(23-10(18)9(13)17)12(2,20)14(15)5-22-11(14)19/h6-9,16-17,20-21H,3-5H2,1-2H3/t6-,7-,8-,9-,12+,13+,14+,15-/m1/s1
Canonical SMILES:  O=C1O[C@@H]2C[C@@]3([C@@H]1O)[C@H](C)C[C@H]([C@@]3([C@@]1([C@@]2(C)O)COC1=O)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
NPO13274 Illicium verum Species Schisandraceae Eukaryota TM-MC*
NPO19042 Illicium henryi Species Schisandraceae Eukaryota TCMID*
NPO20732 Illicium merrillianum Species Schisandraceae Eukaryota TCMID*
NPO20825 Illicium anisatum Species Schisandraceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus LD50 = 1 mg/kg 9548851

  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 NPC259654 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 NPC298266
0.9368 High Similarity NPC253995
0.8614 High Similarity NPC471253
0.8515 High Similarity NPC471254
0.8431 Intermediate Similarity NPC473406
0.8333 Intermediate Similarity NPC470172
0.8333 Intermediate Similarity NPC470116
0.8333 Intermediate Similarity NPC470115
0.8218 Intermediate Similarity NPC211087
0.82 Intermediate Similarity NPC116683
0.8173 Intermediate Similarity NPC88469
0.8119 Intermediate Similarity NPC471241
0.81 Intermediate Similarity NPC287354
0.81 Intermediate Similarity NPC62407
0.8 Intermediate Similarity NPC470167
0.8 Intermediate Similarity NPC291310
0.798 Intermediate Similarity NPC216137
0.7959 Intermediate Similarity NPC477443
0.7959 Intermediate Similarity NPC477440
0.7928 Intermediate Similarity NPC475490
0.7921 Intermediate Similarity NPC17336
0.7917 Intermediate Similarity NPC473350
0.79 Intermediate Similarity NPC476189
0.789 Intermediate Similarity NPC472003
0.7879 Intermediate Similarity NPC477433
0.7879 Intermediate Similarity NPC477444
0.7879 Intermediate Similarity NPC477442
0.7835 Intermediate Similarity NPC475729
0.7835 Intermediate Similarity NPC474215
0.783 Intermediate Similarity NPC473701
0.783 Intermediate Similarity NPC473526
0.7822 Intermediate Similarity NPC470424
0.7822 Intermediate Similarity NPC477495
0.7818 Intermediate Similarity NPC477489
0.7807 Intermediate Similarity NPC472004
0.78 Intermediate Similarity NPC474065
0.7757 Intermediate Similarity NPC166079
0.7755 Intermediate Similarity NPC239938
0.7748 Intermediate Similarity NPC97002
0.7736 Intermediate Similarity NPC107385
0.7727 Intermediate Similarity NPC473062
0.7727 Intermediate Similarity NPC469824
0.7714 Intermediate Similarity NPC178853
0.7699 Intermediate Similarity NPC179429
0.7685 Intermediate Similarity NPC203974
0.7684 Intermediate Similarity NPC254123
0.7679 Intermediate Similarity NPC79193
0.7679 Intermediate Similarity NPC300051
0.7677 Intermediate Similarity NPC471221
0.7677 Intermediate Similarity NPC476435
0.7677 Intermediate Similarity NPC226491
0.7677 Intermediate Similarity NPC191221
0.7677 Intermediate Similarity NPC477614
0.7664 Intermediate Similarity NPC100078
0.7664 Intermediate Similarity NPC327093
0.7653 Intermediate Similarity NPC472272
0.7647 Intermediate Similarity NPC309127
0.7647 Intermediate Similarity NPC247877
0.7634 Intermediate Similarity NPC83108
0.7634 Intermediate Similarity NPC214030
0.7615 Intermediate Similarity NPC289702
0.7615 Intermediate Similarity NPC208461
0.76 Intermediate Similarity NPC24705
0.76 Intermediate Similarity NPC56962
0.76 Intermediate Similarity NPC200580
0.7596 Intermediate Similarity NPC472273
0.7593 Intermediate Similarity NPC306776
0.7576 Intermediate Similarity NPC263802
0.7576 Intermediate Similarity NPC470920
0.7551 Intermediate Similarity NPC477445
0.7551 Intermediate Similarity NPC266651
0.7551 Intermediate Similarity NPC477205
0.7545 Intermediate Similarity NPC236753
0.7545 Intermediate Similarity NPC208333
0.7545 Intermediate Similarity NPC227879
0.7545 Intermediate Similarity NPC228190
0.7542 Intermediate Similarity NPC473255
0.7526 Intermediate Similarity NPC69953
0.7526 Intermediate Similarity NPC15091
0.7525 Intermediate Similarity NPC77756
0.7524 Intermediate Similarity NPC476294
0.7523 Intermediate Similarity NPC166993
0.75 Intermediate Similarity NPC470156
0.75 Intermediate Similarity NPC473397
0.75 Intermediate Similarity NPC476379
0.75 Intermediate Similarity NPC193785
0.75 Intermediate Similarity NPC477492
0.75 Intermediate Similarity NPC477264
0.75 Intermediate Similarity NPC476728
0.7477 Intermediate Similarity NPC244969
0.7477 Intermediate Similarity NPC213528
0.7477 Intermediate Similarity NPC85391
0.7476 Intermediate Similarity NPC76136
0.7476 Intermediate Similarity NPC329713
0.7476 Intermediate Similarity NPC470423
0.7476 Intermediate Similarity NPC206878
0.7476 Intermediate Similarity NPC217567
0.7475 Intermediate Similarity NPC476727
0.7475 Intermediate Similarity NPC476726
0.7475 Intermediate Similarity NPC477441
0.7475 Intermediate Similarity NPC476717
0.7455 Intermediate Similarity NPC112895
0.7455 Intermediate Similarity NPC218123
0.7455 Intermediate Similarity NPC231278
0.7455 Intermediate Similarity NPC316930
0.7455 Intermediate Similarity NPC273155
0.7455 Intermediate Similarity NPC469826
0.7449 Intermediate Similarity NPC477434
0.7449 Intermediate Similarity NPC475689
0.7434 Intermediate Similarity NPC471252
0.7434 Intermediate Similarity NPC94509
0.7431 Intermediate Similarity NPC138908
0.7431 Intermediate Similarity NPC200957
0.7426 Intermediate Similarity NPC61688
0.7423 Intermediate Similarity NPC470155
0.7423 Intermediate Similarity NPC477446
0.7423 Intermediate Similarity NPC477447
0.7411 Intermediate Similarity NPC56025
0.7411 Intermediate Similarity NPC157476
0.7411 Intermediate Similarity NPC94650
0.7411 Intermediate Similarity NPC213320
0.7411 Intermediate Similarity NPC29505
0.7407 Intermediate Similarity NPC34562
0.7404 Intermediate Similarity NPC215570
0.7404 Intermediate Similarity NPC470191
0.7404 Intermediate Similarity NPC470031
0.74 Intermediate Similarity NPC31349
0.74 Intermediate Similarity NPC5943
0.7391 Intermediate Similarity NPC287343
0.7391 Intermediate Similarity NPC470775
0.7391 Intermediate Similarity NPC122033
0.7391 Intermediate Similarity NPC470854
0.7391 Intermediate Similarity NPC176513
0.7391 Intermediate Similarity NPC97908
0.7391 Intermediate Similarity NPC474654
0.7387 Intermediate Similarity NPC320475
0.7387 Intermediate Similarity NPC321661
0.7374 Intermediate Similarity NPC478111
0.7368 Intermediate Similarity NPC299849
0.7368 Intermediate Similarity NPC45218
0.7368 Intermediate Similarity NPC323821
0.7368 Intermediate Similarity NPC143268
0.7368 Intermediate Similarity NPC268238
0.7368 Intermediate Similarity NPC178289
0.7353 Intermediate Similarity NPC470114
0.7353 Intermediate Similarity NPC476296
0.735 Intermediate Similarity NPC142882
0.7347 Intermediate Similarity NPC227170
0.7345 Intermediate Similarity NPC474927
0.7345 Intermediate Similarity NPC280782
0.7339 Intermediate Similarity NPC301787
0.7339 Intermediate Similarity NPC47281
0.7333 Intermediate Similarity NPC235109
0.7321 Intermediate Similarity NPC137104
0.7321 Intermediate Similarity NPC100908
0.7321 Intermediate Similarity NPC320383
0.7321 Intermediate Similarity NPC471093
0.7321 Intermediate Similarity NPC474786
0.732 Intermediate Similarity NPC475743
0.732 Intermediate Similarity NPC470154
0.7311 Intermediate Similarity NPC135038
0.7311 Intermediate Similarity NPC43252
0.7304 Intermediate Similarity NPC213084
0.7304 Intermediate Similarity NPC173686
0.7304 Intermediate Similarity NPC190185
0.7304 Intermediate Similarity NPC89929
0.7304 Intermediate Similarity NPC16081
0.73 Intermediate Similarity NPC302111
0.73 Intermediate Similarity NPC470657
0.73 Intermediate Similarity NPC131365
0.7297 Intermediate Similarity NPC473410
0.7297 Intermediate Similarity NPC63841
0.7297 Intermediate Similarity NPC471094
0.7297 Intermediate Similarity NPC469984
0.7297 Intermediate Similarity NPC472079
0.7282 Intermediate Similarity NPC473066
0.7282 Intermediate Similarity NPC52756
0.7281 Intermediate Similarity NPC7921
0.7281 Intermediate Similarity NPC194100
0.7281 Intermediate Similarity NPC132668
0.7281 Intermediate Similarity NPC208998
0.7273 Intermediate Similarity NPC50438
0.7273 Intermediate Similarity NPC471044
0.7273 Intermediate Similarity NPC28791
0.7273 Intermediate Similarity NPC79308
0.7273 Intermediate Similarity NPC470882
0.7273 Intermediate Similarity NPC295366
0.7273 Intermediate Similarity NPC65133
0.7273 Intermediate Similarity NPC473265
0.7273 Intermediate Similarity NPC473336
0.7273 Intermediate Similarity NPC222833
0.7273 Intermediate Similarity NPC50535
0.7263 Intermediate Similarity NPC307865
0.7248 Intermediate Similarity NPC209298
0.7248 Intermediate Similarity NPC122811
0.7248 Intermediate Similarity NPC277074
0.7248 Intermediate Similarity NPC72842
0.7245 Intermediate Similarity NPC121121
0.7245 Intermediate Similarity NPC202688
0.7245 Intermediate Similarity NPC477936

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC259654 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
0.8416 Intermediate Similarity NPD1700 Approved
0.7615 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD6319 Approved
0.7027 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6921 Approved
0.6875 Remote Similarity NPD3702 Approved
0.6838 Remote Similarity NPD4632 Approved
0.6837 Remote Similarity NPD6697 Approved
0.6837 Remote Similarity NPD6118 Approved
0.6837 Remote Similarity NPD6114 Approved
0.6837 Remote Similarity NPD6115 Approved
0.6829 Remote Similarity NPD7492 Approved
0.6783 Remote Similarity NPD6372 Approved
0.6783 Remote Similarity NPD6373 Approved
0.6777 Remote Similarity NPD6059 Approved
0.6777 Remote Similarity NPD6054 Approved
0.6774 Remote Similarity NPD6616 Approved
0.6752 Remote Similarity NPD8297 Approved
0.6746 Remote Similarity NPD7319 Approved
0.6735 Remote Similarity NPD6116 Phase 1
0.6724 Remote Similarity NPD4634 Approved
0.6721 Remote Similarity NPD6015 Approved
0.6721 Remote Similarity NPD6016 Approved
0.672 Remote Similarity NPD8293 Discontinued
0.672 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD7128 Approved
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD6370 Approved
0.6667 Remote Similarity NPD6402 Approved
0.6667 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6633 Remote Similarity NPD6117 Approved
0.6609 Remote Similarity NPD5697 Approved
0.6609 Remote Similarity NPD5701 Approved
0.6552 Remote Similarity NPD6881 Approved
0.6552 Remote Similarity NPD7320 Approved
0.6552 Remote Similarity NPD6899 Approved
0.6531 Remote Similarity NPD3703 Phase 2
0.6529 Remote Similarity NPD6009 Approved
0.6508 Remote Similarity NPD7507 Approved
0.6496 Remote Similarity NPD6012 Approved
0.6496 Remote Similarity NPD6013 Approved
0.6496 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6014 Approved
0.6471 Remote Similarity NPD6882 Approved
0.6452 Remote Similarity NPD5983 Phase 2
0.6441 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6441 Remote Similarity NPD6883 Approved
0.6441 Remote Similarity NPD7290 Approved
0.6441 Remote Similarity NPD7102 Approved
0.6429 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6417 Remote Similarity NPD8133 Approved
0.641 Remote Similarity NPD6011 Approved
0.6387 Remote Similarity NPD8130 Phase 1
0.6387 Remote Similarity NPD6869 Approved
0.6387 Remote Similarity NPD6847 Approved
0.6387 Remote Similarity NPD6617 Approved
0.6356 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6349 Remote Similarity NPD7604 Phase 2
0.6349 Remote Similarity NPD8328 Phase 3
0.6344 Remote Similarity NPD371 Approved
0.6339 Remote Similarity NPD4755 Approved
0.6311 Remote Similarity NPD1779 Approved
0.6311 Remote Similarity NPD1780 Approved
0.629 Remote Similarity NPD7516 Approved
0.6279 Remote Similarity NPD6033 Approved
0.6273 Remote Similarity NPD8171 Discontinued
0.625 Remote Similarity NPD6401 Clinical (unspecified phase)
0.625 Remote Similarity NPD6336 Discontinued
0.6239 Remote Similarity NPD6008 Approved
0.6228 Remote Similarity NPD5285 Approved
0.6228 Remote Similarity NPD5286 Approved
0.6228 Remote Similarity NPD4700 Approved
0.6228 Remote Similarity NPD4696 Approved
0.621 Remote Similarity NPD7328 Approved
0.621 Remote Similarity NPD7327 Approved
0.619 Remote Similarity NPD3670 Clinical (unspecified phase)
0.619 Remote Similarity NPD3669 Approved
0.6186 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6182 Remote Similarity NPD8034 Phase 2
0.6182 Remote Similarity NPD8035 Phase 2
0.6179 Remote Similarity NPD6274 Approved
0.6176 Remote Similarity NPD4238 Approved
0.6176 Remote Similarity NPD4802 Phase 2
0.6122 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6121 Remote Similarity NPD5224 Approved
0.6121 Remote Similarity NPD5211 Phase 2
0.6121 Remote Similarity NPD4633 Approved
0.6121 Remote Similarity NPD5226 Approved
0.6121 Remote Similarity NPD5225 Approved
0.6102 Remote Similarity NPD4768 Approved
0.6102 Remote Similarity NPD4767 Approved
0.6068 Remote Similarity NPD5174 Approved
0.6068 Remote Similarity NPD5175 Approved
0.6061 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6061 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6061 Remote Similarity NPD5777 Approved
0.6058 Remote Similarity NPD6928 Phase 2
0.6053 Remote Similarity NPD6083 Phase 2
0.6053 Remote Similarity NPD6084 Phase 2
0.605 Remote Similarity NPD6412 Phase 2
0.6048 Remote Similarity NPD6940 Discontinued
0.6034 Remote Similarity NPD5223 Approved
0.6032 Remote Similarity NPD7100 Approved
0.6032 Remote Similarity NPD7101 Approved
0.602 Remote Similarity NPD3699 Clinical (unspecified phase)
0.602 Remote Similarity NPD3698 Phase 2
0.602 Remote Similarity NPD3700 Clinical (unspecified phase)
0.602 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6018 Remote Similarity NPD5695 Phase 3
0.6017 Remote Similarity NPD5141 Approved
0.6 Remote Similarity NPD5696 Approved
0.6 Remote Similarity NPD7115 Discovery
0.6 Remote Similarity NPD4729 Approved
0.6 Remote Similarity NPD4730 Approved
0.6 Remote Similarity NPD6317 Approved
0.596 Remote Similarity NPD4789 Approved
0.596 Remote Similarity NPD4245 Approved
0.596 Remote Similarity NPD4244 Approved
0.5952 Remote Similarity NPD6313 Approved
0.5952 Remote Similarity NPD6335 Approved
0.5952 Remote Similarity NPD6314 Approved
0.5938 Remote Similarity NPD8380 Approved
0.5938 Remote Similarity NPD6909 Approved
0.5938 Remote Similarity NPD8379 Approved
0.5938 Remote Similarity NPD6908 Approved
0.5938 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5938 Remote Similarity NPD8296 Approved
0.5938 Remote Similarity NPD8335 Approved
0.5938 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5938 Remote Similarity NPD8378 Approved
0.5932 Remote Similarity NPD4754 Approved
0.5926 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5902 Remote Similarity NPD5251 Approved
0.5902 Remote Similarity NPD5247 Approved
0.5902 Remote Similarity NPD5248 Approved
0.5902 Remote Similarity NPD5249 Phase 3
0.5902 Remote Similarity NPD5250 Approved
0.5868 Remote Similarity NPD5128 Approved
0.5862 Remote Similarity NPD7638 Approved
0.5859 Remote Similarity NPD8294 Approved
0.5859 Remote Similarity NPD8377 Approved
0.5847 Remote Similarity NPD8082 Approved
0.5847 Remote Similarity NPD8084 Approved
0.5847 Remote Similarity NPD8138 Approved
0.5847 Remote Similarity NPD8085 Approved
0.5847 Remote Similarity NPD8083 Approved
0.5847 Remote Similarity NPD8139 Approved
0.5847 Remote Similarity NPD8086 Approved
0.5841 Remote Similarity NPD6399 Phase 3
0.5826 Remote Similarity NPD4697 Phase 3
0.5816 Remote Similarity NPD897 Approved
0.5816 Remote Similarity NPD896 Approved
0.5816 Remote Similarity NPD898 Approved
0.5814 Remote Similarity NPD8033 Approved
0.5812 Remote Similarity NPD7640 Approved
0.5812 Remote Similarity NPD7639 Approved
0.5798 Remote Similarity NPD8276 Approved
0.5798 Remote Similarity NPD8275 Approved
0.5785 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5360 Phase 3
0.5758 Remote Similarity NPD229 Approved
0.575 Remote Similarity NPD8081 Approved
0.5743 Remote Similarity NPD6081 Approved
0.5738 Remote Similarity NPD6686 Approved
0.5726 Remote Similarity NPD4225 Approved
0.5726 Remote Similarity NPD5217 Approved
0.5726 Remote Similarity NPD5215 Approved
0.5726 Remote Similarity NPD5216 Approved
0.5714 Remote Similarity NPD4753 Phase 2
0.5714 Remote Similarity NPD4224 Phase 2
0.5714 Remote Similarity NPD7632 Discontinued
0.5704 Remote Similarity NPD5956 Approved
0.5702 Remote Similarity NPD8393 Approved
0.5702 Remote Similarity NPD4202 Approved
0.5699 Remote Similarity NPD8959 Approved
0.5692 Remote Similarity NPD8516 Approved
0.5692 Remote Similarity NPD8517 Approved
0.5692 Remote Similarity NPD7503 Approved
0.5692 Remote Similarity NPD8515 Approved
0.5692 Remote Similarity NPD8513 Phase 3
0.569 Remote Similarity NPD5221 Approved
0.569 Remote Similarity NPD5222 Approved
0.569 Remote Similarity NPD5220 Clinical (unspecified phase)
0.568 Remote Similarity NPD6053 Discontinued
0.5678 Remote Similarity NPD8418 Phase 2
0.5659 Remote Similarity NPD4522 Approved
0.5645 Remote Similarity NPD5169 Approved
0.5645 Remote Similarity NPD6371 Approved
0.5645 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5645 Remote Similarity NPD5135 Approved
0.5643 Remote Similarity NPD6333 Approved
0.5643 Remote Similarity NPD6334 Approved

Structure

External Identifiers

PubChem CID   44575426
ChEMBL   CHEMBL517697
ZINC  

Physicochemical Properties

Molecular Weight:  328.12
ALogP:  -2.6882
MLogP:  2.23
XLogP:  -0.948
# Rotatable Bonds:  6
Polar Surface Area:  133.52
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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