Natural Product: NPC272472

Natural Product ID:  NPC272472
Common Name:   Xerophilusin Ii
IUPAC Name:  
Synonyms:   xerophilusin II
Molecular Formula:   C20H26O6
Standard InCHIKey:  FXRPURAFXBTHQC-IMRIKLNESA-N
Standard InCHI:  InChI=1S/C20H26O6/c1-9-10-7-11(22)13-19(8-21)6-4-5-18(2,3)14(19)12(23)17(26)20(13,15(9)24)16(10)25/h8,10-14,16,22-23,25H,1,4-7H2,2-3H3/t10-,11-,12-,13-,14+,16+,19+,20-/m0/s1
Canonical SMILES:  O=C[C@]12CCCC([C@H]2[C@@H](C(=O)[C@]23[C@H]1[C@@H](O)C[C@H]([C@H]2O)C(=C)C3=O)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
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota PMID[17665952]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 = 4500 nM 26907204
NPT1097 Cell Line MKN-45 Homo sapiens IC50 > 10000 nM DrugMatrix in vitro pharmacology data
NPT111 Cell Line K562 Homo sapiens IC50 = 1000 nM 6631435

  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 NPC272472 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
0.9479 High Similarity NPC60947
0.9255 High Similarity NPC191094
0.9255 High Similarity NPC302008
0.9175 High Similarity NPC55503
0.9175 High Similarity NPC156324
0.9158 High Similarity NPC138245
0.9158 High Similarity NPC84018
0.9158 High Similarity NPC29112
0.9158 High Similarity NPC231060
0.9149 High Similarity NPC82138
0.9062 High Similarity NPC140242
0.9062 High Similarity NPC135548
0.9062 High Similarity NPC264979
0.9043 High Similarity NPC476168
0.8947 High Similarity NPC59350
0.8947 High Similarity NPC181594
0.8947 High Similarity NPC59170
0.8947 High Similarity NPC144739
0.8936 High Similarity NPC80401
0.8878 High Similarity NPC288
0.8878 High Similarity NPC109059
0.8854 High Similarity NPC111524
0.8854 High Similarity NPC29247
0.8854 High Similarity NPC261333
0.8854 High Similarity NPC101233
0.8854 High Similarity NPC153775
0.8854 High Similarity NPC91772
0.8854 High Similarity NPC129004
0.8854 High Similarity NPC289539
0.8854 High Similarity NPC104371
0.8854 High Similarity NPC215271
0.8854 High Similarity NPC64006
0.8854 High Similarity NPC292374
0.8842 High Similarity NPC278106
0.8842 High Similarity NPC299185
0.8788 High Similarity NPC291785
0.8788 High Similarity NPC127408
0.8737 High Similarity NPC470378
0.8737 High Similarity NPC261994
0.8737 High Similarity NPC149761
0.8737 High Similarity NPC180849
0.8673 High Similarity NPC165616
0.8617 High Similarity NPC259009
0.8617 High Similarity NPC153604
0.8529 High Similarity NPC87927
0.8529 High Similarity NPC216114
0.8529 High Similarity NPC266
0.8511 High Similarity NPC34190
0.8485 Intermediate Similarity NPC470387
0.8454 Intermediate Similarity NPC198242
0.8454 Intermediate Similarity NPC211403
0.8447 Intermediate Similarity NPC98603
0.8447 Intermediate Similarity NPC13149
0.8447 Intermediate Similarity NPC84928
0.8421 Intermediate Similarity NPC174619
0.8421 Intermediate Similarity NPC165895
0.8404 Intermediate Similarity NPC102292
0.8404 Intermediate Similarity NPC190704
0.8404 Intermediate Similarity NPC471034
0.8381 Intermediate Similarity NPC211224
0.8351 Intermediate Similarity NPC100313
0.835 Intermediate Similarity NPC96217
0.8333 Intermediate Similarity NPC289148
0.8333 Intermediate Similarity NPC163963
0.8333 Intermediate Similarity NPC148279
0.8333 Intermediate Similarity NPC52899
0.8333 Intermediate Similarity NPC471790
0.8317 Intermediate Similarity NPC471038
0.8317 Intermediate Similarity NPC26270
0.83 Intermediate Similarity NPC13949
0.8298 Intermediate Similarity NPC146683
0.8283 Intermediate Similarity NPC470385
0.8283 Intermediate Similarity NPC470386
0.8283 Intermediate Similarity NPC280804
0.8269 Intermediate Similarity NPC474558
0.8252 Intermediate Similarity NPC88203
0.8252 Intermediate Similarity NPC304832
0.8252 Intermediate Similarity NPC214946
0.8252 Intermediate Similarity NPC76866
0.8252 Intermediate Similarity NPC148628
0.8252 Intermediate Similarity NPC246736
0.8252 Intermediate Similarity NPC286519
0.8252 Intermediate Similarity NPC309388
0.8252 Intermediate Similarity NPC475803
0.8235 Intermediate Similarity NPC287676
0.8235 Intermediate Similarity NPC470388
0.8208 Intermediate Similarity NPC112895
0.8208 Intermediate Similarity NPC469733
0.8208 Intermediate Similarity NPC469729
0.8208 Intermediate Similarity NPC9013
0.8208 Intermediate Similarity NPC231278
0.8208 Intermediate Similarity NPC218123
0.82 Intermediate Similarity NPC470232
0.82 Intermediate Similarity NPC142352
0.82 Intermediate Similarity NPC98639
0.82 Intermediate Similarity NPC41070
0.8191 Intermediate Similarity NPC118800
0.8191 Intermediate Similarity NPC471036
0.8191 Intermediate Similarity NPC291320
0.8155 Intermediate Similarity NPC46848
0.8155 Intermediate Similarity NPC71706
0.8148 Intermediate Similarity NPC470281
0.8137 Intermediate Similarity NPC78427
0.8137 Intermediate Similarity NPC16911
0.8119 Intermediate Similarity NPC219353
0.8119 Intermediate Similarity NPC329910
0.8119 Intermediate Similarity NPC29410
0.8119 Intermediate Similarity NPC200054
0.8113 Intermediate Similarity NPC469746
0.8113 Intermediate Similarity NPC201908
0.8113 Intermediate Similarity NPC176949
0.81 Intermediate Similarity NPC475118
0.8085 Intermediate Similarity NPC110780
0.8081 Intermediate Similarity NPC250753
0.8077 Intermediate Similarity NPC275990
0.8058 Intermediate Similarity NPC15390
0.8058 Intermediate Similarity NPC267921
0.8041 Intermediate Similarity NPC472495
0.8039 Intermediate Similarity NPC170978
0.8039 Intermediate Similarity NPC10864
0.8037 Intermediate Similarity NPC55973
0.802 Intermediate Similarity NPC210214
0.802 Intermediate Similarity NPC470229
0.8019 Intermediate Similarity NPC12823
0.8019 Intermediate Similarity NPC4115
0.8019 Intermediate Similarity NPC265127
0.8 Intermediate Similarity NPC159442
0.8 Intermediate Similarity NPC209298
0.8 Intermediate Similarity NPC122811
0.8 Intermediate Similarity NPC139347
0.8 Intermediate Similarity NPC469985
0.8 Intermediate Similarity NPC277074
0.7982 Intermediate Similarity NPC29505
0.7982 Intermediate Similarity NPC329953
0.7981 Intermediate Similarity NPC14634
0.7981 Intermediate Similarity NPC236585
0.798 Intermediate Similarity NPC46758
0.7963 Intermediate Similarity NPC118721
0.7963 Intermediate Similarity NPC252679
0.7963 Intermediate Similarity NPC469744
0.7961 Intermediate Similarity NPC162459
0.7961 Intermediate Similarity NPC38471
0.7961 Intermediate Similarity NPC98837
0.7961 Intermediate Similarity NPC28864
0.7961 Intermediate Similarity NPC20479
0.7961 Intermediate Similarity NPC474793
0.7961 Intermediate Similarity NPC38296
0.7961 Intermediate Similarity NPC89099
0.7959 Intermediate Similarity NPC472739
0.7944 Intermediate Similarity NPC67745
0.7944 Intermediate Similarity NPC471461
0.7941 Intermediate Similarity NPC192428
0.7941 Intermediate Similarity NPC223169
0.7925 Intermediate Similarity NPC96268
0.7925 Intermediate Similarity NPC202793
0.7921 Intermediate Similarity NPC169751
0.7921 Intermediate Similarity NPC272635
0.7921 Intermediate Similarity NPC47853
0.7909 Intermediate Similarity NPC40608
0.7909 Intermediate Similarity NPC473352
0.7909 Intermediate Similarity NPC473303
0.7905 Intermediate Similarity NPC163249
0.7905 Intermediate Similarity NPC15396
0.79 Intermediate Similarity NPC99380
0.789 Intermediate Similarity NPC473324
0.789 Intermediate Similarity NPC471093
0.7885 Intermediate Similarity NPC293890
0.7885 Intermediate Similarity NPC46761
0.7885 Intermediate Similarity NPC293866
0.787 Intermediate Similarity NPC189663
0.787 Intermediate Similarity NPC89860
0.787 Intermediate Similarity NPC273155
0.7864 Intermediate Similarity NPC96839
0.7864 Intermediate Similarity NPC190554
0.7864 Intermediate Similarity NPC273269
0.7857 Intermediate Similarity NPC57469
0.7857 Intermediate Similarity NPC472497
0.785 Intermediate Similarity NPC37600
0.785 Intermediate Similarity NPC200957
0.785 Intermediate Similarity NPC138908
0.7843 Intermediate Similarity NPC266431
0.7843 Intermediate Similarity NPC472485
0.7838 Intermediate Similarity NPC471248
0.7838 Intermediate Similarity NPC471252
0.783 Intermediate Similarity NPC470310
0.7822 Intermediate Similarity NPC224060
0.7822 Intermediate Similarity NPC244356
0.7822 Intermediate Similarity NPC294263
0.7822 Intermediate Similarity NPC472496
0.7818 Intermediate Similarity NPC122339
0.7818 Intermediate Similarity NPC472928
0.781 Intermediate Similarity NPC295276
0.781 Intermediate Similarity NPC252614
0.78 Intermediate Similarity NPC476296
0.7798 Intermediate Similarity NPC470615
0.7778 Intermediate Similarity NPC166993
0.7778 Intermediate Similarity NPC186054
0.7778 Intermediate Similarity NPC96333
0.7778 Intermediate Similarity NPC165873
0.7778 Intermediate Similarity NPC88833

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC272472 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
0.7941 Intermediate Similarity NPD4697 Phase 3
0.7727 Intermediate Similarity NPD4634 Approved
0.7714 Intermediate Similarity NPD5286 Approved
0.7714 Intermediate Similarity NPD5285 Approved
0.7714 Intermediate Similarity NPD4696 Approved
0.7692 Intermediate Similarity NPD4755 Approved
0.7642 Intermediate Similarity NPD5223 Approved
0.7596 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7596 Intermediate Similarity NPD5221 Approved
0.7596 Intermediate Similarity NPD5222 Approved
0.757 Intermediate Similarity NPD5211 Phase 2
0.757 Intermediate Similarity NPD5225 Approved
0.757 Intermediate Similarity NPD5226 Approved
0.757 Intermediate Similarity NPD4633 Approved
0.757 Intermediate Similarity NPD5224 Approved
0.7547 Intermediate Similarity NPD4700 Approved
0.7524 Intermediate Similarity NPD5173 Approved
0.75 Intermediate Similarity NPD5175 Approved
0.75 Intermediate Similarity NPD5174 Approved
0.7431 Intermediate Similarity NPD5141 Approved
0.7379 Intermediate Similarity NPD6079 Approved
0.7353 Intermediate Similarity NPD5328 Approved
0.7339 Intermediate Similarity NPD4754 Approved
0.7333 Intermediate Similarity NPD4629 Approved
0.7333 Intermediate Similarity NPD5210 Approved
0.7297 Intermediate Similarity NPD5697 Approved
0.7273 Intermediate Similarity NPD4788 Approved
0.7232 Intermediate Similarity NPD4729 Approved
0.7232 Intermediate Similarity NPD5128 Approved
0.7232 Intermediate Similarity NPD4730 Approved
0.7232 Intermediate Similarity NPD6881 Approved
0.7232 Intermediate Similarity NPD6011 Approved
0.7232 Intermediate Similarity NPD6899 Approved
0.7228 Intermediate Similarity NPD3618 Phase 1
0.7217 Intermediate Similarity NPD4632 Approved
0.7207 Intermediate Similarity NPD6675 Approved
0.7207 Intermediate Similarity NPD7128 Approved
0.7207 Intermediate Similarity NPD5739 Approved
0.7207 Intermediate Similarity NPD6402 Approved
0.7207 Intermediate Similarity NPD4767 Approved
0.7207 Intermediate Similarity NPD4768 Approved
0.7193 Intermediate Similarity NPD6649 Approved
0.7193 Intermediate Similarity NPD6650 Approved
0.7168 Intermediate Similarity NPD6012 Approved
0.7168 Intermediate Similarity NPD6373 Approved
0.7168 Intermediate Similarity NPD6014 Approved
0.7168 Intermediate Similarity NPD6013 Approved
0.7168 Intermediate Similarity NPD6372 Approved
0.7158 Intermediate Similarity NPD3703 Phase 2
0.7143 Intermediate Similarity NPD6054 Approved
0.7143 Intermediate Similarity NPD4202 Approved
0.7143 Intermediate Similarity NPD6319 Approved
0.7143 Intermediate Similarity NPD5701 Approved
0.7129 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD5248 Approved
0.7105 Intermediate Similarity NPD5251 Approved
0.7105 Intermediate Similarity NPD5249 Phase 3
0.7105 Intermediate Similarity NPD5250 Approved
0.7105 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD6883 Approved
0.7105 Intermediate Similarity NPD7290 Approved
0.7105 Intermediate Similarity NPD7102 Approved
0.7105 Intermediate Similarity NPD5169 Approved
0.7105 Intermediate Similarity NPD5247 Approved
0.7105 Intermediate Similarity NPD5135 Approved
0.7083 Intermediate Similarity NPD6016 Approved
0.7083 Intermediate Similarity NPD6015 Approved
0.708 Intermediate Similarity NPD7320 Approved
0.7059 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD8035 Phase 2
0.7048 Intermediate Similarity NPD8034 Phase 2
0.7043 Intermediate Similarity NPD6847 Approved
0.7043 Intermediate Similarity NPD6617 Approved
0.7043 Intermediate Similarity NPD5127 Approved
0.7043 Intermediate Similarity NPD6869 Approved
0.7043 Intermediate Similarity NPD8130 Phase 1
0.7043 Intermediate Similarity NPD5215 Approved
0.7043 Intermediate Similarity NPD5216 Approved
0.7043 Intermediate Similarity NPD5217 Approved
0.7034 Intermediate Similarity NPD6009 Approved
0.703 Intermediate Similarity NPD4786 Approved
0.7025 Intermediate Similarity NPD5988 Approved
0.7025 Intermediate Similarity NPD6370 Approved
0.7019 Intermediate Similarity NPD4753 Phase 2
0.7 Intermediate Similarity NPD6059 Approved
0.7 Intermediate Similarity NPD3667 Approved
0.6983 Remote Similarity NPD8297 Approved
0.6983 Remote Similarity NPD6882 Approved
0.693 Remote Similarity NPD5345 Clinical (unspecified phase)
0.693 Remote Similarity NPD5168 Approved
0.6911 Remote Similarity NPD7492 Approved
0.6903 Remote Similarity NPD6008 Approved
0.6897 Remote Similarity NPD6401 Clinical (unspecified phase)
0.688 Remote Similarity NPD7736 Approved
0.6864 Remote Similarity NPD5167 Approved
0.6863 Remote Similarity NPD3133 Approved
0.6863 Remote Similarity NPD3666 Approved
0.6863 Remote Similarity NPD3665 Phase 1
0.6855 Remote Similarity NPD6616 Approved
0.6822 Remote Similarity NPD6399 Phase 3
0.6818 Remote Similarity NPD5696 Approved
0.6807 Remote Similarity NPD6274 Approved
0.6803 Remote Similarity NPD5983 Phase 2
0.68 Remote Similarity NPD7078 Approved
0.6768 Remote Similarity NPD6118 Approved
0.6768 Remote Similarity NPD6114 Approved
0.6768 Remote Similarity NPD6697 Approved
0.6768 Remote Similarity NPD6115 Approved
0.675 Remote Similarity NPD6317 Approved
0.6731 Remote Similarity NPD5279 Phase 3
0.6729 Remote Similarity NPD7515 Phase 2
0.6699 Remote Similarity NPD4197 Approved
0.6694 Remote Similarity NPD6335 Approved
0.6694 Remote Similarity NPD6314 Approved
0.6694 Remote Similarity NPD7604 Phase 2
0.6694 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6116 Phase 1
0.6667 Remote Similarity NPD8293 Discontinued
0.6639 Remote Similarity NPD7101 Approved
0.6639 Remote Similarity NPD7100 Approved
0.6635 Remote Similarity NPD5329 Approved
0.6634 Remote Similarity NPD4695 Discontinued
0.6634 Remote Similarity NPD7525 Registered
0.6632 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6632 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6614 Remote Similarity NPD6033 Approved
0.6587 Remote Similarity NPD6336 Discontinued
0.6577 Remote Similarity NPD6083 Phase 2
0.6577 Remote Similarity NPD6084 Phase 2
0.6577 Remote Similarity NPD7902 Approved
0.6571 Remote Similarity NPD5690 Phase 2
0.6566 Remote Similarity NPD6117 Approved
0.6562 Remote Similarity NPD7319 Approved
0.6562 Remote Similarity NPD4789 Approved
0.656 Remote Similarity NPD8328 Phase 3
0.6538 Remote Similarity NPD3668 Phase 3
0.6529 Remote Similarity NPD6868 Approved
0.6518 Remote Similarity NPD7638 Approved
0.6505 Remote Similarity NPD4223 Phase 3
0.6505 Remote Similarity NPD4221 Approved
0.6504 Remote Similarity NPD4522 Approved
0.6491 Remote Similarity NPD5091 Approved
0.6475 Remote Similarity NPD7115 Discovery
0.6475 Remote Similarity NPD8295 Clinical (unspecified phase)
0.646 Remote Similarity NPD7640 Approved
0.646 Remote Similarity NPD7639 Approved
0.6458 Remote Similarity NPD3698 Phase 2
0.6457 Remote Similarity NPD7507 Approved
0.6455 Remote Similarity NPD7748 Approved
0.6436 Remote Similarity NPD3617 Approved
0.6415 Remote Similarity NPD5280 Approved
0.6415 Remote Similarity NPD4694 Approved
0.64 Remote Similarity NPD6909 Approved
0.64 Remote Similarity NPD6908 Approved
0.6396 Remote Similarity NPD5695 Phase 3
0.6392 Remote Similarity NPD4244 Approved
0.6392 Remote Similarity NPD4245 Approved
0.6364 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6306 Remote Similarity NPD5282 Discontinued
0.6306 Remote Similarity NPD7900 Approved
0.6306 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6334 Approved
0.6296 Remote Similarity NPD6672 Approved
0.6296 Remote Similarity NPD5737 Approved
0.6296 Remote Similarity NPD6333 Approved
0.6273 Remote Similarity NPD5284 Approved
0.6273 Remote Similarity NPD5281 Approved
0.6271 Remote Similarity NPD6412 Phase 2
0.627 Remote Similarity NPD6921 Approved
0.6262 Remote Similarity NPD5205 Approved
0.6262 Remote Similarity NPD4690 Approved
0.6262 Remote Similarity NPD4688 Approved
0.6262 Remote Similarity NPD4693 Phase 3
0.6262 Remote Similarity NPD4138 Approved
0.6262 Remote Similarity NPD4689 Approved
0.6238 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6228 Remote Similarity NPD4225 Approved
0.6211 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5360 Phase 3
0.6162 Remote Similarity NPD6081 Approved
0.6147 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6139 Remote Similarity NPD6942 Approved
0.6139 Remote Similarity NPD7339 Approved
0.6126 Remote Similarity NPD6411 Approved
0.6121 Remote Similarity NPD1700 Approved
0.6117 Remote Similarity NPD3671 Phase 1
0.6111 Remote Similarity NPD6409 Approved
0.6111 Remote Similarity NPD7146 Approved
0.6111 Remote Similarity NPD6684 Approved
0.6111 Remote Similarity NPD7334 Approved
0.6111 Remote Similarity NPD7521 Approved
0.6111 Remote Similarity NPD5330 Approved
0.6106 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6098 Remote Similarity NPD8133 Approved
0.6091 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6091 Remote Similarity NPD6904 Approved

Structure

External Identifiers

PubChem CID   23626809
ChEMBL   CHEMBL401391
ZINC  

Physicochemical Properties

Molecular Weight:  362.17
ALogP:  -2.1478
MLogP:  3
XLogP:  0.602
# Rotatable Bonds:  6
Polar Surface Area:  111.9
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs