Natural Product: NPC287354

Natural Product ID:  NPC287354
Common Name:   Tenuifolin M
IUPAC Name:  
Synonyms:   Tenuifolin M
Molecular Formula:   C25H36O9
Standard InCHIKey:  OTJFFMFHSOWOQW-KVLNNNEYSA-N
Standard InCHI:  InChI=1S/C25H36O9/c1-11(26)33-15-7-13-9-25(21(30)14(13)10-32-6)19(15)24(5)17(34-12(2)27)8-16(28)23(3,4)20(24)18(29)22(25)31/h13-17,19-20,22,28,31H,7-10H2,1-6H3/t13-,14-,15+,16+,17+,19+,20-,22+,24+,25+/m1/s1
Canonical SMILES:  COC[C@@H]1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)(C2)[C@@H](O)C(=O)[C@H]1[C@@]3(C)[C@@H](OC(=O)C)C[C@@H](C1(C)C)O)OC(=O)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
NPO33364 isodon tenuifolius Species Lamiaceae Eukaryota PMID[23327668]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 24033131
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 18381238
NPT116 Cell Line HL-60 Homo sapiens IC50 = 4400 nM 10978206
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 25000 nM 23398362
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 20430633
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000 nM 20008780

  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 NPC287354 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 NPC62407
0.9121 High Similarity NPC476189
0.8977 High Similarity NPC473350
0.8864 High Similarity NPC473336
0.8864 High Similarity NPC471044
0.8791 High Similarity NPC67653
0.8791 High Similarity NPC477440
0.8791 High Similarity NPC477443
0.8791 High Similarity NPC61688
0.8791 High Similarity NPC471459
0.8788 High Similarity NPC201908
0.8788 High Similarity NPC176949
0.8696 High Similarity NPC477444
0.8696 High Similarity NPC477433
0.8696 High Similarity NPC477442
0.8696 High Similarity NPC476296
0.8681 High Similarity NPC226491
0.8681 High Similarity NPC477614
0.8667 High Similarity NPC83242
0.8667 High Similarity NPC302111
0.8652 High Similarity NPC50438
0.8587 High Similarity NPC200580
0.8586 High Similarity NPC327093
0.8586 High Similarity NPC88469
0.8571 High Similarity NPC275990
0.8556 High Similarity NPC477445
0.8495 Intermediate Similarity NPC88337
0.8495 Intermediate Similarity NPC475211
0.8478 Intermediate Similarity NPC473319
0.8478 Intermediate Similarity NPC131104
0.8478 Intermediate Similarity NPC3032
0.8469 Intermediate Similarity NPC46848
0.8454 Intermediate Similarity NPC476294
0.8444 Intermediate Similarity NPC477434
0.8444 Intermediate Similarity NPC237938
0.8444 Intermediate Similarity NPC219535
0.8438 Intermediate Similarity NPC116683
0.8438 Intermediate Similarity NPC193785
0.8431 Intermediate Similarity NPC321661
0.8431 Intermediate Similarity NPC320475
0.8404 Intermediate Similarity NPC52756
0.84 Intermediate Similarity NPC47281
0.8387 Intermediate Similarity NPC56962
0.8387 Intermediate Similarity NPC24705
0.8384 Intermediate Similarity NPC470172
0.8384 Intermediate Similarity NPC471254
0.837 Intermediate Similarity NPC263802
0.8367 Intermediate Similarity NPC293866
0.8333 Intermediate Similarity NPC316930
0.8317 Intermediate Similarity NPC200957
0.8317 Intermediate Similarity NPC28791
0.8317 Intermediate Similarity NPC138908
0.8317 Intermediate Similarity NPC50535
0.8317 Intermediate Similarity NPC295366
0.83 Intermediate Similarity NPC473406
0.8298 Intermediate Similarity NPC77756
0.8295 Intermediate Similarity NPC80891
0.8295 Intermediate Similarity NPC320144
0.8295 Intermediate Similarity NPC201276
0.828 Intermediate Similarity NPC236459
0.8265 Intermediate Similarity NPC89099
0.8265 Intermediate Similarity NPC38296
0.8265 Intermediate Similarity NPC162459
0.8265 Intermediate Similarity NPC38471
0.8265 Intermediate Similarity NPC98837
0.8265 Intermediate Similarity NPC471038
0.8265 Intermediate Similarity NPC28864
0.8265 Intermediate Similarity NPC20479
0.8261 Intermediate Similarity NPC477441
0.8261 Intermediate Similarity NPC120395
0.8261 Intermediate Similarity NPC248216
0.8242 Intermediate Similarity NPC319909
0.8242 Intermediate Similarity NPC473299
0.8235 Intermediate Similarity NPC166993
0.8235 Intermediate Similarity NPC251824
0.8235 Intermediate Similarity NPC86852
0.8222 Intermediate Similarity NPC61107
0.8222 Intermediate Similarity NPC289486
0.8211 Intermediate Similarity NPC216137
0.82 Intermediate Similarity NPC214946
0.82 Intermediate Similarity NPC304832
0.82 Intermediate Similarity NPC76866
0.82 Intermediate Similarity NPC246736
0.82 Intermediate Similarity NPC88203
0.82 Intermediate Similarity NPC148628
0.82 Intermediate Similarity NPC286519
0.8182 Intermediate Similarity NPC171426
0.8182 Intermediate Similarity NPC224802
0.8182 Intermediate Similarity NPC34046
0.8182 Intermediate Similarity NPC185465
0.8182 Intermediate Similarity NPC80089
0.8182 Intermediate Similarity NPC94906
0.8182 Intermediate Similarity NPC324700
0.8172 Intermediate Similarity NPC470920
0.8172 Intermediate Similarity NPC239938
0.8163 Intermediate Similarity NPC10864
0.8163 Intermediate Similarity NPC472273
0.8155 Intermediate Similarity NPC273155
0.8152 Intermediate Similarity NPC477205
0.8144 Intermediate Similarity NPC305808
0.8144 Intermediate Similarity NPC17336
0.8137 Intermediate Similarity NPC37600
0.8137 Intermediate Similarity NPC222833
0.8132 Intermediate Similarity NPC15091
0.8132 Intermediate Similarity NPC327451
0.8131 Intermediate Similarity NPC475490
0.8119 Intermediate Similarity NPC469985
0.8119 Intermediate Similarity NPC122811
0.8119 Intermediate Similarity NPC87927
0.8119 Intermediate Similarity NPC471253
0.8105 Intermediate Similarity NPC470114
0.81 Intermediate Similarity NPC163963
0.81 Intermediate Similarity NPC289148
0.81 Intermediate Similarity NPC259654
0.81 Intermediate Similarity NPC298266
0.81 Intermediate Similarity NPC253886
0.81 Intermediate Similarity NPC52899
0.81 Intermediate Similarity NPC236585
0.81 Intermediate Similarity NPC121218
0.8095 Intermediate Similarity NPC470281
0.8085 Intermediate Similarity NPC90676
0.8081 Intermediate Similarity NPC472028
0.8081 Intermediate Similarity NPC474793
0.8081 Intermediate Similarity NPC253995
0.8068 Intermediate Similarity NPC317913
0.8068 Intermediate Similarity NPC477918
0.8068 Intermediate Similarity NPC207010
0.8065 Intermediate Similarity NPC472272
0.8065 Intermediate Similarity NPC476727
0.8065 Intermediate Similarity NPC476726
0.8061 Intermediate Similarity NPC476728
0.8061 Intermediate Similarity NPC329910
0.8061 Intermediate Similarity NPC29410
0.8061 Intermediate Similarity NPC200054
0.8061 Intermediate Similarity NPC477264
0.8058 Intermediate Similarity NPC203974
0.8043 Intermediate Similarity NPC181871
0.8043 Intermediate Similarity NPC475689
0.8043 Intermediate Similarity NPC9060
0.8041 Intermediate Similarity NPC477495
0.8041 Intermediate Similarity NPC309127
0.8041 Intermediate Similarity NPC470424
0.8041 Intermediate Similarity NPC247877
0.8039 Intermediate Similarity NPC84928
0.8039 Intermediate Similarity NPC98603
0.8039 Intermediate Similarity NPC29705
0.8039 Intermediate Similarity NPC301787
0.8022 Intermediate Similarity NPC121121
0.8021 Intermediate Similarity NPC475878
0.802 Intermediate Similarity NPC124544
0.802 Intermediate Similarity NPC170615
0.8 Intermediate Similarity NPC37047
0.8 Intermediate Similarity NPC477851
0.8 Intermediate Similarity NPC287676
0.8 Intermediate Similarity NPC180733
0.8 Intermediate Similarity NPC293890
0.8 Intermediate Similarity NPC41971
0.7981 Intermediate Similarity NPC112895
0.7981 Intermediate Similarity NPC218123
0.7981 Intermediate Similarity NPC211224
0.7981 Intermediate Similarity NPC231278
0.798 Intermediate Similarity NPC111187
0.798 Intermediate Similarity NPC471241
0.798 Intermediate Similarity NPC190080
0.798 Intermediate Similarity NPC253586
0.7959 Intermediate Similarity NPC470031
0.7959 Intermediate Similarity NPC263135
0.7959 Intermediate Similarity NPC470232
0.7959 Intermediate Similarity NPC288906
0.7959 Intermediate Similarity NPC98639
0.7959 Intermediate Similarity NPC470229
0.7957 Intermediate Similarity NPC474572
0.7955 Intermediate Similarity NPC472487
0.7955 Intermediate Similarity NPC471046
0.7955 Intermediate Similarity NPC472486
0.7955 Intermediate Similarity NPC477933
0.7955 Intermediate Similarity NPC4209
0.7955 Intermediate Similarity NPC474020
0.7955 Intermediate Similarity NPC477932
0.7944 Intermediate Similarity NPC97002
0.7941 Intermediate Similarity NPC209298
0.7941 Intermediate Similarity NPC34562
0.7941 Intermediate Similarity NPC277074
0.7941 Intermediate Similarity NPC96217
0.7941 Intermediate Similarity NPC139347
0.7941 Intermediate Similarity NPC216114
0.7938 Intermediate Similarity NPC474379
0.7938 Intermediate Similarity NPC161035
0.7925 Intermediate Similarity NPC473062
0.7921 Intermediate Similarity NPC477052
0.7921 Intermediate Similarity NPC252614
0.7921 Intermediate Similarity NPC75941
0.7921 Intermediate Similarity NPC477053
0.7921 Intermediate Similarity NPC477051
0.7912 Intermediate Similarity NPC475743
0.7912 Intermediate Similarity NPC58631
0.7905 Intermediate Similarity NPC228190
0.7905 Intermediate Similarity NPC236753
0.79 Intermediate Similarity NPC78427
0.79 Intermediate Similarity NPC16911

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC287354 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
0.8182 Intermediate Similarity NPD6114 Approved
0.8182 Intermediate Similarity NPD6115 Approved
0.8182 Intermediate Similarity NPD6697 Approved
0.8182 Intermediate Similarity NPD6118 Approved
0.8068 Intermediate Similarity NPD6116 Phase 1
0.7955 Intermediate Similarity NPD6117 Approved
0.7841 Intermediate Similarity NPD3703 Phase 2
0.7727 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7573 Intermediate Similarity NPD1700 Approved
0.757 Intermediate Similarity NPD6372 Approved
0.757 Intermediate Similarity NPD6373 Approved
0.75 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD8035 Phase 2
0.7475 Intermediate Similarity NPD8034 Phase 2
0.7431 Intermediate Similarity NPD6650 Approved
0.7431 Intermediate Similarity NPD6649 Approved
0.7386 Intermediate Similarity NPD4789 Approved
0.7358 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD6402 Approved
0.729 Intermediate Similarity NPD5739 Approved
0.729 Intermediate Similarity NPD6675 Approved
0.729 Intermediate Similarity NPD7128 Approved
0.7273 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD6319 Approved
0.7156 Intermediate Similarity NPD6881 Approved
0.7156 Intermediate Similarity NPD7320 Approved
0.7156 Intermediate Similarity NPD6899 Approved
0.7111 Intermediate Similarity NPD5777 Approved
0.7111 Intermediate Similarity NPD6081 Approved
0.7105 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD3702 Approved
0.7064 Intermediate Similarity NPD5697 Approved
0.7064 Intermediate Similarity NPD5701 Approved
0.7059 Intermediate Similarity NPD6399 Phase 3
0.7054 Intermediate Similarity NPD6882 Approved
0.7054 Intermediate Similarity NPD8297 Approved
0.7041 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD6883 Approved
0.7027 Intermediate Similarity NPD7290 Approved
0.7027 Intermediate Similarity NPD7102 Approved
0.7009 Intermediate Similarity NPD6921 Approved
0.7 Intermediate Similarity NPD4244 Approved
0.7 Intermediate Similarity NPD4245 Approved
0.6975 Remote Similarity NPD7492 Approved
0.6966 Remote Similarity NPD5360 Phase 3
0.6966 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6964 Remote Similarity NPD6869 Approved
0.6964 Remote Similarity NPD6617 Approved
0.6964 Remote Similarity NPD6847 Approved
0.6964 Remote Similarity NPD8130 Phase 1
0.6942 Remote Similarity NPD7736 Approved
0.6937 Remote Similarity NPD6012 Approved
0.6937 Remote Similarity NPD6013 Approved
0.6937 Remote Similarity NPD6014 Approved
0.6932 Remote Similarity NPD4224 Phase 2
0.6923 Remote Similarity NPD6054 Approved
0.6923 Remote Similarity NPD6059 Approved
0.6917 Remote Similarity NPD6616 Approved
0.6891 Remote Similarity NPD8328 Phase 3
0.6889 Remote Similarity NPD3698 Phase 2
0.686 Remote Similarity NPD8293 Discontinued
0.686 Remote Similarity NPD7078 Approved
0.6857 Remote Similarity NPD4697 Phase 3
0.6847 Remote Similarity NPD6011 Approved
0.6842 Remote Similarity NPD4632 Approved
0.6818 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6370 Approved
0.6792 Remote Similarity NPD4755 Approved
0.6786 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6748 Remote Similarity NPD7319 Approved
0.6729 Remote Similarity NPD7638 Approved
0.6726 Remote Similarity NPD4634 Approved
0.6723 Remote Similarity NPD6015 Approved
0.6723 Remote Similarity NPD6016 Approved
0.6703 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6701 Remote Similarity NPD6928 Phase 2
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD3671 Phase 1
0.6667 Remote Similarity NPD8418 Phase 2
0.6667 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD7639 Approved
0.6667 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD7640 Approved
0.6636 Remote Similarity NPD7902 Approved
0.6636 Remote Similarity NPD6084 Phase 2
0.6636 Remote Similarity NPD6083 Phase 2
0.6612 Remote Similarity NPD7604 Phase 2
0.6602 Remote Similarity NPD5328 Approved
0.6583 Remote Similarity NPD5983 Phase 2
0.6581 Remote Similarity NPD6274 Approved
0.6579 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6559 Remote Similarity NPD4758 Discontinued
0.6555 Remote Similarity NPD7101 Approved
0.6555 Remote Similarity NPD7100 Approved
0.6552 Remote Similarity NPD8133 Approved
0.6545 Remote Similarity NPD4633 Approved
0.6545 Remote Similarity NPD5226 Approved
0.6545 Remote Similarity NPD7632 Discontinued
0.6545 Remote Similarity NPD5224 Approved
0.6545 Remote Similarity NPD5225 Approved
0.6545 Remote Similarity NPD5211 Phase 2
0.6542 Remote Similarity NPD5222 Approved
0.6542 Remote Similarity NPD5221 Approved
0.6542 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6518 Remote Similarity NPD4767 Approved
0.6518 Remote Similarity NPD4768 Approved
0.6504 Remote Similarity NPD7507 Approved
0.6504 Remote Similarity NPD6336 Discontinued
0.6495 Remote Similarity NPD4238 Approved
0.6495 Remote Similarity NPD5364 Discontinued
0.6495 Remote Similarity NPD4802 Phase 2
0.6486 Remote Similarity NPD5175 Approved
0.6486 Remote Similarity NPD5174 Approved
0.6481 Remote Similarity NPD5173 Approved
0.6476 Remote Similarity NPD6079 Approved
0.6471 Remote Similarity NPD6335 Approved
0.6455 Remote Similarity NPD5223 Approved
0.6446 Remote Similarity NPD6909 Approved
0.6446 Remote Similarity NPD6908 Approved
0.6441 Remote Similarity NPD6940 Discontinued
0.6441 Remote Similarity NPD6868 Approved
0.6429 Remote Similarity NPD5141 Approved
0.6429 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6422 Remote Similarity NPD5696 Approved
0.6415 Remote Similarity NPD8171 Discontinued
0.6404 Remote Similarity NPD4730 Approved
0.6404 Remote Similarity NPD4729 Approved
0.64 Remote Similarity NPD6033 Approved
0.6387 Remote Similarity NPD7115 Discovery
0.6387 Remote Similarity NPD6317 Approved
0.6355 Remote Similarity NPD7900 Approved
0.6355 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6355 Remote Similarity NPD7748 Approved
0.6348 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6346 Remote Similarity NPD6672 Approved
0.6346 Remote Similarity NPD5737 Approved
0.6339 Remote Similarity NPD4754 Approved
0.6337 Remote Similarity NPD3669 Approved
0.6337 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6313 Approved
0.6333 Remote Similarity NPD6314 Approved
0.6321 Remote Similarity NPD7515 Phase 2
0.6316 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6311 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6311 Remote Similarity NPD3618 Phase 1
0.6296 Remote Similarity NPD5695 Phase 3
0.6293 Remote Similarity NPD5248 Approved
0.6293 Remote Similarity NPD5247 Approved
0.6293 Remote Similarity NPD5249 Phase 3
0.6293 Remote Similarity NPD5250 Approved
0.6293 Remote Similarity NPD5251 Approved
0.6275 Remote Similarity NPD4786 Approved
0.6261 Remote Similarity NPD5128 Approved
0.6237 Remote Similarity NPD229 Approved
0.6176 Remote Similarity NPD4788 Approved
0.6174 Remote Similarity NPD6412 Phase 2
0.6168 Remote Similarity NPD7637 Suspended
0.6168 Remote Similarity NPD6411 Approved
0.6139 Remote Similarity NPD1780 Approved
0.6139 Remote Similarity NPD1779 Approved
0.6134 Remote Similarity NPD8298 Phase 2
0.6132 Remote Similarity NPD4753 Phase 2
0.6111 Remote Similarity NPD4202 Approved
0.6105 Remote Similarity NPD4787 Phase 1
0.6102 Remote Similarity NPD5215 Approved
0.6102 Remote Similarity NPD5217 Approved
0.6102 Remote Similarity NPD5216 Approved
0.609 Remote Similarity NPD6333 Approved
0.609 Remote Similarity NPD6334 Approved
0.6078 Remote Similarity NPD3667 Approved
0.6066 Remote Similarity NPD7327 Approved
0.6066 Remote Similarity NPD7328 Approved
0.604 Remote Similarity NPD7525 Registered
0.6038 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6017 Remote Similarity NPD5169 Approved
0.6017 Remote Similarity NPD5135 Approved
0.6017 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6016 Remote Similarity NPD7516 Approved
0.6 Remote Similarity NPD5330 Approved
0.6 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6 Remote Similarity NPD5210 Approved
0.6 Remote Similarity NPD6098 Approved
0.6 Remote Similarity NPD4629 Approved
0.6 Remote Similarity NPD6409 Approved
0.6 Remote Similarity NPD7334 Approved
0.6 Remote Similarity NPD7146 Approved
0.6 Remote Similarity NPD6684 Approved
0.6 Remote Similarity NPD7521 Approved
0.6 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5983 Remote Similarity NPD5168 Approved
0.5983 Remote Similarity NPD6686 Approved

Structure

External Identifiers

PubChem CID   71577599
ChEMBL   CHEMBL2334856
ZINC  

Physicochemical Properties

Molecular Weight:  480.24
ALogP:  -1.5801
MLogP:  3.22
XLogP:  0.182
# Rotatable Bonds:  14
Polar Surface Area:  136.43
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  34

Download Data

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Biological Activities  
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