Natural Product: NPC473397

Natural Product ID:  NPC473397
Common Name:   Xerophilusin Vi
IUPAC Name:  
Synonyms:   xerophilusin VI
Molecular Formula:   C22H30O9
Standard InCHIKey:  KAJBZGXKODDWJH-QVCHIIRQSA-N
Standard InCHI:  InChI=1S/C22H30O9/c1-9-11-6-12(24)14-20-8-31-22(29,21(14,16(9)26)17(11)27)18(28)15(20)19(3,5-4-13(20)25)7-30-10(2)23/h11-15,17-18,24-25,27-29H,1,4-8H2,2-3H3/t11-,12-,13+,14-,15+,17+,18-,19-,20-,21-,22-/m0/s1
Canonical SMILES:  CC(=O)OC[C@]1(C)CC[C@H]([C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@@]12[C@H]3[C@@H](O)C[C@H]([C@H]2O)C(=C)C1=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
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 > 10000 nM 26317881
NPT1097 Cell Line MKN-45 Homo sapiens IC50 > 10000 nM 8786361
NPT111 Cell Line K562 Homo sapiens IC50 > 10000 nM 24063582

  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 NPC473397 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
0.9903 High Similarity NPC213320
0.9808 High Similarity NPC474927
0.9714 High Similarity NPC132668
0.9714 High Similarity NPC471252
0.9712 High Similarity NPC29505
0.9709 High Similarity NPC118721
0.9709 High Similarity NPC102741
0.9709 High Similarity NPC252679
0.9619 High Similarity NPC473352
0.9615 High Similarity NPC471093
0.9615 High Similarity NPC137104
0.9615 High Similarity NPC320383
0.9615 High Similarity NPC85391
0.9615 High Similarity NPC474786
0.9612 High Similarity NPC473410
0.9612 High Similarity NPC469984
0.9612 High Similarity NPC189663
0.9612 High Similarity NPC471094
0.9612 High Similarity NPC89860
0.9533 High Similarity NPC88945
0.9519 High Similarity NPC274827
0.9519 High Similarity NPC131903
0.9515 High Similarity NPC471474
0.9444 High Similarity NPC78836
0.9444 High Similarity NPC473304
0.9429 High Similarity NPC471476
0.9423 High Similarity NPC63841
0.9423 High Similarity NPC55973
0.9417 High Similarity NPC56656
0.9417 High Similarity NPC307660
0.9417 High Similarity NPC130511
0.9352 High Similarity NPC229752
0.9346 High Similarity NPC471248
0.934 High Similarity NPC63244
0.9327 High Similarity NPC67745
0.9327 High Similarity NPC186054
0.9327 High Similarity NPC471461
0.932 High Similarity NPC202793
0.9259 High Similarity NPC17165
0.9259 High Similarity NPC243354
0.9252 High Similarity NPC471244
0.9252 High Similarity NPC473303
0.9245 High Similarity NPC473324
0.9167 High Similarity NPC194273
0.9167 High Similarity NPC94141
0.9159 High Similarity NPC122339
0.9159 High Similarity NPC56025
0.9143 High Similarity NPC469746
0.9074 High Similarity NPC145625
0.9074 High Similarity NPC471245
0.9074 High Similarity NPC157929
0.9057 High Similarity NPC232133
0.9057 High Similarity NPC218123
0.9057 High Similarity NPC273155
0.9057 High Similarity NPC231278
0.9057 High Similarity NPC112895
0.9038 High Similarity NPC139347
0.9029 High Similarity NPC14634
0.8991 High Similarity NPC320118
0.8981 High Similarity NPC329953
0.8981 High Similarity NPC471243
0.8972 High Similarity NPC469983
0.8972 High Similarity NPC469744
0.8962 High Similarity NPC166993
0.8952 High Similarity NPC474558
0.8942 High Similarity NPC475803
0.8942 High Similarity NPC309388
0.8879 High Similarity NPC469733
0.8879 High Similarity NPC469729
0.8868 High Similarity NPC200957
0.8868 High Similarity NPC138908
0.8857 High Similarity NPC87927
0.8857 High Similarity NPC277074
0.8857 High Similarity NPC209298
0.8857 High Similarity NPC122811
0.8774 High Similarity NPC13149
0.8774 High Similarity NPC301787
0.875 High Similarity NPC470388
0.875 High Similarity NPC470171
0.8692 High Similarity NPC12823
0.8692 High Similarity NPC222833
0.8692 High Similarity NPC4115
0.8679 High Similarity NPC96217
0.8679 High Similarity NPC471253
0.8679 High Similarity NPC473406
0.8667 High Similarity NPC52899
0.8667 High Similarity NPC236585
0.8667 High Similarity NPC252614
0.8667 High Similarity NPC471790
0.8667 High Similarity NPC163963
0.8667 High Similarity NPC289148
0.8654 High Similarity NPC474793
0.8611 High Similarity NPC96333
0.8611 High Similarity NPC88833
0.8585 High Similarity NPC76866
0.8585 High Similarity NPC286519
0.8585 High Similarity NPC246736
0.8585 High Similarity NPC275990
0.8585 High Similarity NPC88203
0.8585 High Similarity NPC471254
0.8585 High Similarity NPC148628
0.8585 High Similarity NPC214946
0.8585 High Similarity NPC470172
0.8585 High Similarity NPC304832
0.8584 High Similarity NPC218970
0.8571 High Similarity NPC287676
0.8571 High Similarity NPC127408
0.8571 High Similarity NPC291785
0.8509 High Similarity NPC204552
0.8509 High Similarity NPC188667
0.8505 High Similarity NPC216114
0.8491 Intermediate Similarity NPC148279
0.8491 Intermediate Similarity NPC46848
0.8482 Intermediate Similarity NPC73986
0.8476 Intermediate Similarity NPC78427
0.8476 Intermediate Similarity NPC471038
0.8476 Intermediate Similarity NPC16911
0.8468 Intermediate Similarity NPC94650
0.8462 Intermediate Similarity NPC13949
0.8448 Intermediate Similarity NPC102822
0.8448 Intermediate Similarity NPC477046
0.844 Intermediate Similarity NPC61071
0.8435 Intermediate Similarity NPC469488
0.8426 Intermediate Similarity NPC98603
0.8426 Intermediate Similarity NPC101842
0.8426 Intermediate Similarity NPC84928
0.8421 Intermediate Similarity NPC97908
0.8421 Intermediate Similarity NPC287343
0.8421 Intermediate Similarity NPC470854
0.8421 Intermediate Similarity NPC122033
0.8421 Intermediate Similarity NPC474654
0.8396 Intermediate Similarity NPC267921
0.8393 Intermediate Similarity NPC205534
0.8393 Intermediate Similarity NPC289312
0.8393 Intermediate Similarity NPC207845
0.8393 Intermediate Similarity NPC11252
0.8393 Intermediate Similarity NPC472719
0.8378 Intermediate Similarity NPC98069
0.8378 Intermediate Similarity NPC49730
0.8365 Intermediate Similarity NPC84018
0.8365 Intermediate Similarity NPC231060
0.8365 Intermediate Similarity NPC470232
0.8365 Intermediate Similarity NPC138245
0.8362 Intermediate Similarity NPC112038
0.8349 Intermediate Similarity NPC164600
0.8349 Intermediate Similarity NPC103172
0.8348 Intermediate Similarity NPC297179
0.8333 Intermediate Similarity NPC159442
0.8319 Intermediate Similarity NPC47113
0.8319 Intermediate Similarity NPC7921
0.8319 Intermediate Similarity NPC208998
0.8319 Intermediate Similarity NPC174367
0.8304 Intermediate Similarity NPC201992
0.8304 Intermediate Similarity NPC11035
0.8304 Intermediate Similarity NPC274833
0.8302 Intermediate Similarity NPC98837
0.8302 Intermediate Similarity NPC38296
0.8302 Intermediate Similarity NPC26270
0.8302 Intermediate Similarity NPC89099
0.8302 Intermediate Similarity NPC20479
0.8302 Intermediate Similarity NPC28864
0.8302 Intermediate Similarity NPC38471
0.8302 Intermediate Similarity NPC162459
0.8288 Intermediate Similarity NPC8431
0.8286 Intermediate Similarity NPC200054
0.8286 Intermediate Similarity NPC256227
0.8286 Intermediate Similarity NPC29410
0.8286 Intermediate Similarity NPC329910
0.8286 Intermediate Similarity NPC104568
0.8273 Intermediate Similarity NPC176949
0.8273 Intermediate Similarity NPC471246
0.8273 Intermediate Similarity NPC201908
0.8269 Intermediate Similarity NPC302008
0.8269 Intermediate Similarity NPC470386
0.8269 Intermediate Similarity NPC191094
0.8269 Intermediate Similarity NPC475118
0.8269 Intermediate Similarity NPC470385
0.8257 Intermediate Similarity NPC96268
0.8257 Intermediate Similarity NPC470167
0.8246 Intermediate Similarity NPC300051
0.8246 Intermediate Similarity NPC18547
0.8246 Intermediate Similarity NPC474906
0.8235 Intermediate Similarity NPC473255
0.823 Intermediate Similarity NPC470543
0.823 Intermediate Similarity NPC243572
0.8224 Intermediate Similarity NPC293866
0.8214 Intermediate Similarity NPC100908
0.8214 Intermediate Similarity NPC255655
0.8214 Intermediate Similarity NPC124053
0.8214 Intermediate Similarity NPC130302
0.8208 Intermediate Similarity NPC96839
0.8208 Intermediate Similarity NPC10864
0.8205 Intermediate Similarity NPC476961
0.8198 Intermediate Similarity NPC37628
0.8198 Intermediate Similarity NPC293850
0.819 Intermediate Similarity NPC98639
0.819 Intermediate Similarity NPC41070
0.819 Intermediate Similarity NPC470229
0.819 Intermediate Similarity NPC210214
0.819 Intermediate Similarity NPC251310

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473397 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
0.7899 Intermediate Similarity NPD6319 Approved
0.7876 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7851 Intermediate Similarity NPD8328 Phase 3
0.7797 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD8133 Approved
0.768 Intermediate Similarity NPD7319 Approved
0.7652 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD7492 Approved
0.7603 Intermediate Similarity NPD6054 Approved
0.76 Intermediate Similarity NPD7736 Approved
0.7581 Intermediate Similarity NPD6616 Approved
0.7581 Intermediate Similarity NPD7507 Approved
0.7542 Intermediate Similarity NPD4632 Approved
0.7541 Intermediate Similarity NPD6016 Approved
0.7541 Intermediate Similarity NPD6015 Approved
0.752 Intermediate Similarity NPD7078 Approved
0.75 Intermediate Similarity NPD6009 Approved
0.748 Intermediate Similarity NPD5988 Approved
0.748 Intermediate Similarity NPD6370 Approved
0.7478 Intermediate Similarity NPD6412 Phase 2
0.7459 Intermediate Similarity NPD6059 Approved
0.7458 Intermediate Similarity NPD8297 Approved
0.7458 Intermediate Similarity NPD6882 Approved
0.7381 Intermediate Similarity NPD8293 Discontinued
0.7373 Intermediate Similarity NPD6650 Approved
0.7373 Intermediate Similarity NPD6649 Approved
0.7355 Intermediate Similarity NPD7115 Discovery
0.735 Intermediate Similarity NPD6373 Approved
0.735 Intermediate Similarity NPD6372 Approved
0.7328 Intermediate Similarity NPD5697 Approved
0.7304 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD4634 Approved
0.7265 Intermediate Similarity NPD6899 Approved
0.7265 Intermediate Similarity NPD6881 Approved
0.7265 Intermediate Similarity NPD6686 Approved
0.7258 Intermediate Similarity NPD6921 Approved
0.7248 Intermediate Similarity NPD8035 Phase 2
0.7248 Intermediate Similarity NPD8034 Phase 2
0.7241 Intermediate Similarity NPD6402 Approved
0.7241 Intermediate Similarity NPD5739 Approved
0.7241 Intermediate Similarity NPD6675 Approved
0.7241 Intermediate Similarity NPD6008 Approved
0.7241 Intermediate Similarity NPD7128 Approved
0.7236 Intermediate Similarity NPD7516 Approved
0.7203 Intermediate Similarity NPD6013 Approved
0.7203 Intermediate Similarity NPD6014 Approved
0.7203 Intermediate Similarity NPD6012 Approved
0.7179 Intermediate Similarity NPD5701 Approved
0.7154 Intermediate Similarity NPD7328 Approved
0.7154 Intermediate Similarity NPD7327 Approved
0.7143 Intermediate Similarity NPD7290 Approved
0.7143 Intermediate Similarity NPD7102 Approved
0.7143 Intermediate Similarity NPD6883 Approved
0.712 Intermediate Similarity NPD5983 Phase 2
0.712 Intermediate Similarity NPD8033 Approved
0.7119 Intermediate Similarity NPD7320 Approved
0.7119 Intermediate Similarity NPD6011 Approved
0.7083 Intermediate Similarity NPD8130 Phase 1
0.7083 Intermediate Similarity NPD6617 Approved
0.7083 Intermediate Similarity NPD6847 Approved
0.7083 Intermediate Similarity NPD6869 Approved
0.7059 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD8294 Approved
0.704 Intermediate Similarity NPD8377 Approved
0.7027 Intermediate Similarity NPD6399 Phase 3
0.7018 Intermediate Similarity NPD4225 Approved
0.7009 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD7604 Phase 2
0.7 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.6984 Remote Similarity NPD8378 Approved
0.6984 Remote Similarity NPD8513 Phase 3
0.6984 Remote Similarity NPD8515 Approved
0.6984 Remote Similarity NPD8516 Approved
0.6984 Remote Similarity NPD8517 Approved
0.6984 Remote Similarity NPD8335 Approved
0.6984 Remote Similarity NPD8380 Approved
0.6984 Remote Similarity NPD8296 Approved
0.6984 Remote Similarity NPD8379 Approved
0.6957 Remote Similarity NPD4696 Approved
0.6957 Remote Similarity NPD5286 Approved
0.6957 Remote Similarity NPD5285 Approved
0.693 Remote Similarity NPD4755 Approved
0.6923 Remote Similarity NPD6033 Approved
0.6899 Remote Similarity NPD6336 Discontinued
0.6855 Remote Similarity NPD6274 Approved
0.685 Remote Similarity NPD7503 Approved
0.6838 Remote Similarity NPD5224 Approved
0.6838 Remote Similarity NPD5226 Approved
0.6838 Remote Similarity NPD5225 Approved
0.6838 Remote Similarity NPD4633 Approved
0.6838 Remote Similarity NPD5211 Phase 2
0.681 Remote Similarity NPD4700 Approved
0.6803 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6079 Approved
0.6783 Remote Similarity NPD7902 Approved
0.678 Remote Similarity NPD5175 Approved
0.678 Remote Similarity NPD5174 Approved
0.6757 Remote Similarity NPD5328 Approved
0.6752 Remote Similarity NPD5223 Approved
0.6752 Remote Similarity NPD1700 Approved
0.675 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6724 Remote Similarity NPD7638 Approved
0.6723 Remote Similarity NPD5141 Approved
0.6696 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5221 Approved
0.6696 Remote Similarity NPD4697 Phase 3
0.6696 Remote Similarity NPD5222 Approved
0.6694 Remote Similarity NPD4730 Approved
0.6694 Remote Similarity NPD4729 Approved
0.6693 Remote Similarity NPD7100 Approved
0.6693 Remote Similarity NPD7101 Approved
0.6667 Remote Similarity NPD4767 Approved
0.6667 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD7639 Approved
0.6667 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6638 Remote Similarity NPD5173 Approved
0.6638 Remote Similarity NPD6084 Phase 2
0.6638 Remote Similarity NPD6083 Phase 2
0.6637 Remote Similarity NPD7515 Phase 2
0.6637 Remote Similarity NPD6411 Approved
0.6636 Remote Similarity NPD3618 Phase 1
0.6614 Remote Similarity NPD6335 Approved
0.6614 Remote Similarity NPD6314 Approved
0.6614 Remote Similarity NPD6313 Approved
0.6591 Remote Similarity NPD8074 Phase 3
0.6589 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6585 Remote Similarity NPD5248 Approved
0.6585 Remote Similarity NPD5247 Approved
0.6585 Remote Similarity NPD5249 Phase 3
0.6585 Remote Similarity NPD5250 Approved
0.6585 Remote Similarity NPD5251 Approved
0.6585 Remote Similarity NPD6371 Approved
0.6581 Remote Similarity NPD5696 Approved
0.6579 Remote Similarity NPD4202 Approved
0.6577 Remote Similarity NPD3573 Approved
0.6557 Remote Similarity NPD5128 Approved
0.6522 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7900 Approved
0.6514 Remote Similarity NPD4788 Approved
0.6509 Remote Similarity NPD6697 Approved
0.6509 Remote Similarity NPD6115 Approved
0.6509 Remote Similarity NPD6118 Approved
0.6509 Remote Similarity NPD6114 Approved
0.65 Remote Similarity NPD4754 Approved
0.6489 Remote Similarity NPD6067 Discontinued
0.6486 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6466 Remote Similarity NPD5695 Phase 3
0.6462 Remote Similarity NPD6908 Approved
0.6462 Remote Similarity NPD6909 Approved
0.646 Remote Similarity NPD6101 Approved
0.646 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6457 Remote Similarity NPD6868 Approved
0.6455 Remote Similarity NPD4786 Approved
0.6444 Remote Similarity NPD5956 Approved
0.6435 Remote Similarity NPD8171 Discontinued
0.6422 Remote Similarity NPD3667 Approved
0.6415 Remote Similarity NPD6116 Phase 1
0.64 Remote Similarity NPD5216 Approved
0.64 Remote Similarity NPD8413 Clinical (unspecified phase)
0.64 Remote Similarity NPD5215 Approved
0.64 Remote Similarity NPD5217 Approved
0.6381 Remote Similarity NPD3703 Phase 2
0.6372 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6357 Remote Similarity NPD6333 Approved
0.6357 Remote Similarity NPD6334 Approved
0.6349 Remote Similarity NPD6053 Discontinued
0.6348 Remote Similarity NPD7983 Approved
0.6339 Remote Similarity NPD7521 Approved
0.6339 Remote Similarity NPD7334 Approved
0.6339 Remote Similarity NPD5330 Approved
0.6339 Remote Similarity NPD6409 Approved
0.6339 Remote Similarity NPD7146 Approved
0.6339 Remote Similarity NPD6684 Approved
0.6325 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6325 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6325 Remote Similarity NPD5210 Approved
0.6325 Remote Similarity NPD4629 Approved
0.6321 Remote Similarity NPD6117 Approved
0.632 Remote Similarity NPD5134 Clinical (unspecified phase)
0.632 Remote Similarity NPD5169 Approved
0.632 Remote Similarity NPD5135 Approved
0.6316 Remote Similarity NPD4753 Phase 2
0.6306 Remote Similarity NPD3133 Approved
0.6306 Remote Similarity NPD3665 Phase 1
0.6306 Remote Similarity NPD3666 Approved
0.6293 Remote Similarity NPD5779 Approved
0.6293 Remote Similarity NPD5778 Approved
0.6281 Remote Similarity NPD7632 Discontinued
0.6277 Remote Similarity NPD7260 Phase 2
0.627 Remote Similarity NPD5127 Approved
0.6261 Remote Similarity NPD46 Approved
0.6261 Remote Similarity NPD6698 Approved
0.6239 Remote Similarity NPD5282 Discontinued
0.6232 Remote Similarity NPD8338 Approved
0.6228 Remote Similarity NPD5737 Approved
0.6228 Remote Similarity NPD6672 Approved
0.6228 Remote Similarity NPD6903 Approved
0.6226 Remote Similarity NPD3702 Approved

Structure

External Identifiers

PubChem CID   23626813
ChEMBL   CHEMBL411021
ZINC  

Physicochemical Properties

Molecular Weight:  438.19
ALogP:  -3.4524
MLogP:  2.89
XLogP:  -1.807
# Rotatable Bonds:  10
Polar Surface Area:  153.75
# H-Bond Aceptor:  9
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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