Natural Product: NPC471254

Natural Product ID:  NPC471254
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C21H30O8
Standard InCHIKey:  FIJDDNUUPSIQJH-OKIPPPATSA-N
Standard InCHI:  InChI=1S/C21H30O8/c1-9-11-4-5-12-19-8-28-21(27,20(12,7-11)16(9)25)17(26)15(19)18(3,29-10(2)22)13(23)6-14(19)24/h9,11-15,17,23-24,26-27H,4-8H2,1-3H3/t9-,11-,12+,13+,14-,15-,17+,18-,19-,20+,21+/m1/s1
Canonical SMILES:  CC(=O)O[C@]1(C)[C@@H](O)C[C@H]([C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@]12[C@H]3CC[C@H](C1)[C@H](C2=O)C)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
NPO17800 Isodon rosthornii Species Lamiaceae Eukaryota Aerial parts PMID[23819871]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 19618920
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000 nM 11929285
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 25000 nM 20392109
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 17685651
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 12502331
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 22734800

  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 NPC471254 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
0.9688 High Similarity NPC471253
0.9485 High Similarity NPC473406
0.9381 High Similarity NPC470172
0.9 High Similarity NPC470167
0.8776 High Similarity NPC471241
0.8762 High Similarity NPC477489
0.875 High Similarity NPC85391
0.8713 High Similarity NPC107385
0.8586 High Similarity NPC472273
0.8585 High Similarity NPC473397
0.8571 High Similarity NPC320383
0.8571 High Similarity NPC137104
0.8571 High Similarity NPC474786
0.8558 High Similarity NPC473410
0.8558 High Similarity NPC471094
0.8558 High Similarity NPC469984
0.8558 High Similarity NPC469826
0.8529 High Similarity NPC34562
0.8515 High Similarity NPC298266
0.8515 High Similarity NPC259654
0.85 High Similarity NPC253995
0.8491 Intermediate Similarity NPC213320
0.8491 Intermediate Similarity NPC469824
0.8485 Intermediate Similarity NPC193785
0.8476 Intermediate Similarity NPC274827
0.8476 Intermediate Similarity NPC131903
0.8462 Intermediate Similarity NPC203974
0.8462 Intermediate Similarity NPC471474
0.8447 Intermediate Similarity NPC88469
0.8426 Intermediate Similarity NPC79193
0.8411 Intermediate Similarity NPC477492
0.8411 Intermediate Similarity NPC474927
0.8404 Intermediate Similarity NPC473350
0.8384 Intermediate Similarity NPC62407
0.8384 Intermediate Similarity NPC287354
0.8384 Intermediate Similarity NPC17336
0.8381 Intermediate Similarity NPC63841
0.8365 Intermediate Similarity NPC130511
0.8365 Intermediate Similarity NPC56656
0.8365 Intermediate Similarity NPC307660
0.8349 Intermediate Similarity NPC475490
0.8333 Intermediate Similarity NPC132668
0.8333 Intermediate Similarity NPC178853
0.8333 Intermediate Similarity NPC471252
0.8318 Intermediate Similarity NPC29505
0.8302 Intermediate Similarity NPC236753
0.8302 Intermediate Similarity NPC118721
0.8302 Intermediate Similarity NPC102741
0.8302 Intermediate Similarity NPC469825
0.8302 Intermediate Similarity NPC252679
0.8302 Intermediate Similarity NPC228190
0.83 Intermediate Similarity NPC116683
0.8286 Intermediate Similarity NPC186054
0.8269 Intermediate Similarity NPC469827
0.8247 Intermediate Similarity NPC200580
0.8241 Intermediate Similarity NPC473352
0.8229 Intermediate Similarity NPC263802
0.8224 Intermediate Similarity NPC471093
0.8224 Intermediate Similarity NPC470622
0.8211 Intermediate Similarity NPC477205
0.8208 Intermediate Similarity NPC189663
0.8208 Intermediate Similarity NPC89860
0.819 Intermediate Similarity NPC166079
0.8182 Intermediate Similarity NPC476189
0.8182 Intermediate Similarity NPC88945
0.8165 Intermediate Similarity NPC97002
0.8148 Intermediate Similarity NPC473062
0.8148 Intermediate Similarity NPC56025
0.8144 Intermediate Similarity NPC226491
0.8144 Intermediate Similarity NPC477614
0.8137 Intermediate Similarity NPC472144
0.8131 Intermediate Similarity NPC469983
0.8125 Intermediate Similarity NPC474215
0.8125 Intermediate Similarity NPC475729
0.8113 Intermediate Similarity NPC166993
0.8108 Intermediate Similarity NPC473304
0.8108 Intermediate Similarity NPC179429
0.8108 Intermediate Similarity NPC78836
0.81 Intermediate Similarity NPC477495
0.81 Intermediate Similarity NPC309127
0.81 Intermediate Similarity NPC247877
0.8095 Intermediate Similarity NPC100078
0.8081 Intermediate Similarity NPC216137
0.8077 Intermediate Similarity NPC80640
0.8073 Intermediate Similarity NPC157571
0.8061 Intermediate Similarity NPC24705
0.8061 Intermediate Similarity NPC61688
0.8061 Intermediate Similarity NPC477443
0.8061 Intermediate Similarity NPC56962
0.8061 Intermediate Similarity NPC477440
0.8058 Intermediate Similarity NPC20028
0.8056 Intermediate Similarity NPC471476
0.8041 Intermediate Similarity NPC239938
0.8041 Intermediate Similarity NPC470920
0.8039 Intermediate Similarity NPC472145
0.8037 Intermediate Similarity NPC207693
0.8037 Intermediate Similarity NPC273155
0.8037 Intermediate Similarity NPC55973
0.8037 Intermediate Similarity NPC232133
0.802 Intermediate Similarity NPC94582
0.802 Intermediate Similarity NPC215570
0.802 Intermediate Similarity NPC57964
0.8019 Intermediate Similarity NPC200957
0.8019 Intermediate Similarity NPC306776
0.8019 Intermediate Similarity NPC215408
0.8019 Intermediate Similarity NPC138908
0.8018 Intermediate Similarity NPC229752
0.8 Intermediate Similarity NPC194273
0.8 Intermediate Similarity NPC139347
0.8 Intermediate Similarity NPC320118
0.8 Intermediate Similarity NPC471248
0.7982 Intermediate Similarity NPC63244
0.7981 Intermediate Similarity NPC14634
0.7981 Intermediate Similarity NPC477172
0.798 Intermediate Similarity NPC477442
0.798 Intermediate Similarity NPC477433
0.798 Intermediate Similarity NPC477444
0.7963 Intermediate Similarity NPC227879
0.7963 Intermediate Similarity NPC87393
0.7963 Intermediate Similarity NPC208333
0.7963 Intermediate Similarity NPC22709
0.7959 Intermediate Similarity NPC476435
0.7959 Intermediate Similarity NPC476379
0.7959 Intermediate Similarity NPC471221
0.7944 Intermediate Similarity NPC67745
0.7944 Intermediate Similarity NPC471461
0.7944 Intermediate Similarity NPC126753
0.7941 Intermediate Similarity NPC163685
0.7941 Intermediate Similarity NPC475765
0.7941 Intermediate Similarity NPC235109
0.7941 Intermediate Similarity NPC475785
0.7938 Intermediate Similarity NPC83242
0.7928 Intermediate Similarity NPC470115
0.7928 Intermediate Similarity NPC17165
0.7928 Intermediate Similarity NPC470116
0.7928 Intermediate Similarity NPC477465
0.7928 Intermediate Similarity NPC243354
0.7925 Intermediate Similarity NPC202793
0.7925 Intermediate Similarity NPC267637
0.7925 Intermediate Similarity NPC301787
0.7921 Intermediate Similarity NPC470424
0.7917 Intermediate Similarity NPC50438
0.7917 Intermediate Similarity NPC473336
0.7917 Intermediate Similarity NPC477434
0.7917 Intermediate Similarity NPC471044
0.7909 Intermediate Similarity NPC471244
0.7909 Intermediate Similarity NPC473303
0.7905 Intermediate Similarity NPC213528
0.7905 Intermediate Similarity NPC310031
0.7905 Intermediate Similarity NPC80191
0.7905 Intermediate Similarity NPC244969
0.789 Intermediate Similarity NPC66513
0.789 Intermediate Similarity NPC473324
0.7885 Intermediate Similarity NPC41843
0.7885 Intermediate Similarity NPC80417
0.7879 Intermediate Similarity NPC67653
0.7879 Intermediate Similarity NPC471459
0.7876 Intermediate Similarity NPC204552
0.7876 Intermediate Similarity NPC188667
0.787 Intermediate Similarity NPC475319
0.787 Intermediate Similarity NPC202898
0.787 Intermediate Similarity NPC231278
0.787 Intermediate Similarity NPC472079
0.787 Intermediate Similarity NPC289702
0.787 Intermediate Similarity NPC208461
0.787 Intermediate Similarity NPC218123
0.787 Intermediate Similarity NPC92890
0.787 Intermediate Similarity NPC112895
0.7864 Intermediate Similarity NPC266417
0.785 Intermediate Similarity NPC273189
0.785 Intermediate Similarity NPC222833
0.785 Intermediate Similarity NPC184805
0.7843 Intermediate Similarity NPC82633
0.7838 Intermediate Similarity NPC94141
0.783 Intermediate Similarity NPC277074
0.783 Intermediate Similarity NPC122811
0.783 Intermediate Similarity NPC209298
0.7826 Intermediate Similarity NPC102822
0.7826 Intermediate Similarity NPC477046
0.7822 Intermediate Similarity NPC161035
0.7818 Intermediate Similarity NPC122339
0.7818 Intermediate Similarity NPC471243
0.7818 Intermediate Similarity NPC272242
0.7818 Intermediate Similarity NPC472003
0.7818 Intermediate Similarity NPC11035
0.7807 Intermediate Similarity NPC469488
0.78 Intermediate Similarity NPC185529
0.78 Intermediate Similarity NPC472146
0.78 Intermediate Similarity NPC77756
0.78 Intermediate Similarity NPC50443
0.78 Intermediate Similarity NPC470114
0.78 Intermediate Similarity NPC18536
0.7798 Intermediate Similarity NPC94086
0.7798 Intermediate Similarity NPC233433
0.7798 Intermediate Similarity NPC220836
0.7798 Intermediate Similarity NPC273002
0.7798 Intermediate Similarity NPC473817
0.7798 Intermediate Similarity NPC92297
0.7789 Intermediate Similarity NPC470156
0.7788 Intermediate Similarity NPC287343

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471254 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
0.7925 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.787 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD1700 Approved
0.7328 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD6114 Approved
0.7292 Intermediate Similarity NPD6697 Approved
0.7292 Intermediate Similarity NPD6118 Approved
0.7292 Intermediate Similarity NPD6115 Approved
0.7236 Intermediate Similarity NPD7319 Approved
0.7227 Intermediate Similarity NPD6921 Approved
0.7217 Intermediate Similarity NPD8133 Approved
0.7188 Intermediate Similarity NPD6116 Phase 1
0.7158 Intermediate Similarity NPD3703 Phase 2
0.7143 Intermediate Similarity NPD6319 Approved
0.7107 Intermediate Similarity NPD8328 Phase 3
0.7083 Intermediate Similarity NPD6117 Approved
0.6992 Remote Similarity NPD7507 Approved
0.6981 Remote Similarity NPD8171 Discontinued
0.6979 Remote Similarity NPD3702 Approved
0.6931 Remote Similarity NPD3669 Approved
0.6931 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6911 Remote Similarity NPD7492 Approved
0.69 Remote Similarity NPD1779 Approved
0.69 Remote Similarity NPD1780 Approved
0.688 Remote Similarity NPD7736 Approved
0.6875 Remote Similarity NPD6113 Clinical (unspecified phase)
0.687 Remote Similarity NPD4061 Clinical (unspecified phase)
0.686 Remote Similarity NPD6054 Approved
0.686 Remote Similarity NPD6059 Approved
0.6855 Remote Similarity NPD6616 Approved
0.681 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6940 Discontinued
0.6803 Remote Similarity NPD6016 Approved
0.6803 Remote Similarity NPD6015 Approved
0.68 Remote Similarity NPD7078 Approved
0.68 Remote Similarity NPD8293 Discontinued
0.678 Remote Similarity NPD4632 Approved
0.6777 Remote Similarity NPD7516 Approved
0.675 Remote Similarity NPD6009 Approved
0.6748 Remote Similarity NPD6370 Approved
0.6748 Remote Similarity NPD5988 Approved
0.6729 Remote Similarity NPD8034 Phase 2
0.6729 Remote Similarity NPD8035 Phase 2
0.6724 Remote Similarity NPD6373 Approved
0.6724 Remote Similarity NPD6372 Approved
0.6696 Remote Similarity NPD6412 Phase 2
0.6695 Remote Similarity NPD6882 Approved
0.6695 Remote Similarity NPD8297 Approved
0.6694 Remote Similarity NPD7328 Approved
0.6694 Remote Similarity NPD7327 Approved
0.6667 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6634 Remote Similarity NPD6928 Phase 2
0.6632 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6632 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6612 Remote Similarity NPD7115 Discovery
0.661 Remote Similarity NPD6650 Approved
0.661 Remote Similarity NPD6649 Approved
0.6609 Remote Similarity NPD5739 Approved
0.6609 Remote Similarity NPD6675 Approved
0.6609 Remote Similarity NPD7128 Approved
0.6609 Remote Similarity NPD6402 Approved
0.6562 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5697 Approved
0.6552 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5701 Approved
0.6532 Remote Similarity NPD8296 Approved
0.6532 Remote Similarity NPD8378 Approved
0.6532 Remote Similarity NPD8335 Approved
0.6532 Remote Similarity NPD8380 Approved
0.6532 Remote Similarity NPD8379 Approved
0.6525 Remote Similarity NPD4634 Approved
0.6496 Remote Similarity NPD6881 Approved
0.6496 Remote Similarity NPD7320 Approved
0.6496 Remote Similarity NPD6899 Approved
0.6491 Remote Similarity NPD8086 Approved
0.6491 Remote Similarity NPD8082 Approved
0.6491 Remote Similarity NPD8138 Approved
0.6491 Remote Similarity NPD8083 Approved
0.6491 Remote Similarity NPD8139 Approved
0.6491 Remote Similarity NPD8084 Approved
0.6491 Remote Similarity NPD8085 Approved
0.6476 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6466 Remote Similarity NPD6008 Approved
0.6458 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6452 Remote Similarity NPD8377 Approved
0.6452 Remote Similarity NPD8294 Approved
0.6441 Remote Similarity NPD6013 Approved
0.6441 Remote Similarity NPD6012 Approved
0.6441 Remote Similarity NPD6014 Approved
0.6436 Remote Similarity NPD4802 Phase 2
0.6436 Remote Similarity NPD4238 Approved
0.6435 Remote Similarity NPD8275 Approved
0.6435 Remote Similarity NPD8276 Approved
0.64 Remote Similarity NPD8033 Approved
0.64 Remote Similarity NPD5983 Phase 2
0.64 Remote Similarity NPD8515 Approved
0.64 Remote Similarity NPD8516 Approved
0.64 Remote Similarity NPD8513 Phase 3
0.64 Remote Similarity NPD8517 Approved
0.6387 Remote Similarity NPD7102 Approved
0.6387 Remote Similarity NPD6883 Approved
0.6387 Remote Similarity NPD7290 Approved
0.6383 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6379 Remote Similarity NPD8081 Approved
0.6364 Remote Similarity NPD6399 Phase 3
0.6357 Remote Similarity NPD6033 Approved
0.6356 Remote Similarity NPD6011 Approved
0.6356 Remote Similarity NPD6686 Approved
0.6354 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6354 Remote Similarity NPD5360 Phase 3
0.6333 Remote Similarity NPD6617 Approved
0.6333 Remote Similarity NPD8130 Phase 1
0.6333 Remote Similarity NPD6847 Approved
0.6333 Remote Similarity NPD6869 Approved
0.6327 Remote Similarity NPD6081 Approved
0.6327 Remote Similarity NPD5777 Approved
0.6325 Remote Similarity NPD8393 Approved
0.6316 Remote Similarity NPD4224 Phase 2
0.6299 Remote Similarity NPD7604 Phase 2
0.6289 Remote Similarity NPD3698 Phase 2
0.6283 Remote Similarity NPD4755 Approved
0.6277 Remote Similarity NPD371 Approved
0.6224 Remote Similarity NPD4789 Approved
0.6224 Remote Similarity NPD4244 Approved
0.6224 Remote Similarity NPD4245 Approved
0.6202 Remote Similarity NPD6336 Discontinued
0.62 Remote Similarity NPD1811 Approved
0.62 Remote Similarity NPD1810 Approved
0.6198 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6174 Remote Similarity NPD5285 Approved
0.6174 Remote Similarity NPD4700 Approved
0.6174 Remote Similarity NPD4696 Approved
0.6174 Remote Similarity NPD5286 Approved
0.6162 Remote Similarity NPD4758 Discontinued
0.6142 Remote Similarity NPD7503 Approved
0.6129 Remote Similarity NPD6274 Approved
0.6117 Remote Similarity NPD3671 Phase 1
0.6091 Remote Similarity NPD5328 Approved
0.6087 Remote Similarity NPD7638 Approved
0.6068 Remote Similarity NPD4633 Approved
0.6068 Remote Similarity NPD5224 Approved
0.6068 Remote Similarity NPD5225 Approved
0.6068 Remote Similarity NPD5211 Phase 2
0.6068 Remote Similarity NPD5226 Approved
0.6058 Remote Similarity NPD7329 Approved
0.6053 Remote Similarity NPD4697 Phase 3
0.605 Remote Similarity NPD4768 Approved
0.605 Remote Similarity NPD4767 Approved
0.6034 Remote Similarity NPD7640 Approved
0.6034 Remote Similarity NPD7639 Approved
0.6034 Remote Similarity NPD8418 Phase 2
0.6031 Remote Similarity NPD8074 Phase 3
0.6017 Remote Similarity NPD5174 Approved
0.6017 Remote Similarity NPD5175 Approved
0.6 Remote Similarity NPD6083 Phase 2
0.6 Remote Similarity NPD7902 Approved
0.6 Remote Similarity NPD6084 Phase 2
0.6 Remote Similarity NPD8140 Approved
0.6 Remote Similarity NPD8307 Discontinued
0.5984 Remote Similarity NPD7101 Approved
0.5984 Remote Similarity NPD7100 Approved
0.5983 Remote Similarity NPD5223 Approved
0.5982 Remote Similarity NPD6079 Approved
0.5966 Remote Similarity NPD5141 Approved
0.5963 Remote Similarity NPD3618 Phase 1
0.5962 Remote Similarity NPD5364 Discontinued
0.5952 Remote Similarity NPD6317 Approved
0.595 Remote Similarity NPD4729 Approved
0.595 Remote Similarity NPD4730 Approved
0.5948 Remote Similarity NPD5696 Approved
0.5948 Remote Similarity NPD4225 Approved
0.5932 Remote Similarity NPD7632 Discontinued
0.5929 Remote Similarity NPD4202 Approved
0.5913 Remote Similarity NPD5221 Approved
0.5913 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5913 Remote Similarity NPD5222 Approved
0.5906 Remote Similarity NPD6314 Approved
0.5906 Remote Similarity NPD6313 Approved
0.5906 Remote Similarity NPD6335 Approved
0.5902 Remote Similarity NPD8306 Approved
0.5902 Remote Similarity NPD8305 Approved
0.59 Remote Similarity NPD2687 Approved
0.59 Remote Similarity NPD2254 Approved
0.59 Remote Similarity NPD2686 Approved
0.5891 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5891 Remote Similarity NPD6909 Approved
0.5891 Remote Similarity NPD6908 Approved
0.5882 Remote Similarity NPD4754 Approved
0.5877 Remote Similarity NPD7748 Approved
0.5862 Remote Similarity NPD5173 Approved
0.5854 Remote Similarity NPD5247 Approved
0.5854 Remote Similarity NPD5251 Approved
0.5854 Remote Similarity NPD8087 Discontinued
0.5854 Remote Similarity NPD5250 Approved
0.5854 Remote Similarity NPD5249 Phase 3
0.5854 Remote Similarity NPD5248 Approved

Structure

External Identifiers

PubChem CID   73350630
ChEMBL   CHEMBL2407397
ZINC  

Physicochemical Properties

Molecular Weight:  410.19
ALogP:  -2.677
MLogP:  2.89
XLogP:  -0.343
# Rotatable Bonds:  9
Polar Surface Area:  133.52
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  29

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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