Natural Product: NPC213320

Natural Product ID:  NPC213320
Common Name:   Xerophilusin G
IUPAC Name:  
Synonyms:   xerophilusin G
Molecular Formula:   C22H30O8
Standard InCHIKey:  WXIZMFKMNALSKU-GWUMUZJOSA-N
Standard InCHI:  InChI=1S/C22H30O8/c1-10-12-4-5-13-20-9-30-22(28,21(13,16(10)25)17(12)26)18(27)15(20)19(3,7-6-14(20)24)8-29-11(2)23/h12-15,17-18,24,26-28H,1,4-9H2,2-3H3/t12-,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]3CC[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]
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota HerDing*
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 > 10000 nM 17665952
NPT1097 Cell Line MKN-45 Homo sapiens IC50 > 10000 nM 17665952
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 17665952

  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 NPC213320 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 NPC473397
0.9903 High Similarity NPC474927
0.9808 High Similarity NPC132668
0.9804 High Similarity NPC102741
0.9712 High Similarity NPC473352
0.9709 High Similarity NPC137104
0.9709 High Similarity NPC85391
0.9709 High Similarity NPC474786
0.9709 High Similarity NPC320383
0.9709 High Similarity NPC471093
0.9706 High Similarity NPC189663
0.9706 High Similarity NPC471094
0.9706 High Similarity NPC469984
0.9706 High Similarity NPC473410
0.9706 High Similarity NPC89860
0.9623 High Similarity NPC88945
0.9619 High Similarity NPC471252
0.9615 High Similarity NPC29505
0.9612 High Similarity NPC118721
0.9612 High Similarity NPC252679
0.9612 High Similarity NPC274827
0.9612 High Similarity NPC131903
0.9608 High Similarity NPC471474
0.9519 High Similarity NPC471476
0.9515 High Similarity NPC63841
0.9515 High Similarity NPC55973
0.951 High Similarity NPC307660
0.951 High Similarity NPC130511
0.951 High Similarity NPC56656
0.9439 High Similarity NPC229752
0.9429 High Similarity NPC63244
0.9417 High Similarity NPC67745
0.9417 High Similarity NPC471461
0.9417 High Similarity NPC186054
0.9412 High Similarity NPC202793
0.9352 High Similarity NPC473304
0.9352 High Similarity NPC78836
0.9346 High Similarity NPC243354
0.934 High Similarity NPC471244
0.9333 High Similarity NPC473324
0.9252 High Similarity NPC471248
0.9252 High Similarity NPC194273
0.9252 High Similarity NPC94141
0.9245 High Similarity NPC122339
0.9245 High Similarity NPC56025
0.9167 High Similarity NPC17165
0.9159 High Similarity NPC471245
0.9159 High Similarity NPC157929
0.9159 High Similarity NPC145625
0.9159 High Similarity NPC473303
0.9143 High Similarity NPC273155
0.9143 High Similarity NPC232133
0.9126 High Similarity NPC139347
0.9118 High Similarity NPC14634
0.9074 High Similarity NPC320118
0.9065 High Similarity NPC471243
0.9057 High Similarity NPC469983
0.9048 High Similarity NPC166993
0.9048 High Similarity NPC469746
0.9038 High Similarity NPC474558
0.9029 High Similarity NPC475803
0.9029 High Similarity NPC309388
0.8962 High Similarity NPC218123
0.8962 High Similarity NPC231278
0.8962 High Similarity NPC112895
0.8952 High Similarity NPC138908
0.8952 High Similarity NPC200957
0.8942 High Similarity NPC277074
0.8942 High Similarity NPC122811
0.8942 High Similarity NPC209298
0.8889 High Similarity NPC329953
0.8879 High Similarity NPC469744
0.8857 High Similarity NPC301787
0.8835 High Similarity NPC470388
0.8829 High Similarity NPC470171
0.8785 High Similarity NPC469733
0.8785 High Similarity NPC469729
0.8774 High Similarity NPC222833
0.8774 High Similarity NPC4115
0.8774 High Similarity NPC12823
0.8762 High Similarity NPC96217
0.8762 High Similarity NPC87927
0.875 High Similarity NPC52899
0.875 High Similarity NPC236585
0.875 High Similarity NPC252614
0.875 High Similarity NPC471790
0.875 High Similarity NPC289148
0.875 High Similarity NPC163963
0.8738 High Similarity NPC474793
0.8692 High Similarity NPC88833
0.8692 High Similarity NPC96333
0.8679 High Similarity NPC13149
0.8667 High Similarity NPC286519
0.8667 High Similarity NPC214946
0.8667 High Similarity NPC470172
0.8667 High Similarity NPC148628
0.8667 High Similarity NPC275990
0.8667 High Similarity NPC88203
0.8667 High Similarity NPC76866
0.8667 High Similarity NPC304832
0.8667 High Similarity NPC246736
0.8661 High Similarity NPC218970
0.8654 High Similarity NPC287676
0.8585 High Similarity NPC471253
0.8585 High Similarity NPC216114
0.8585 High Similarity NPC473406
0.8571 High Similarity NPC148279
0.8571 High Similarity NPC46848
0.8559 High Similarity NPC73986
0.8558 High Similarity NPC471038
0.8558 High Similarity NPC16911
0.8558 High Similarity NPC78427
0.8544 High Similarity NPC13949
0.8519 High Similarity NPC61071
0.8505 High Similarity NPC98603
0.8505 High Similarity NPC84928
0.8505 High Similarity NPC101842
0.8491 Intermediate Similarity NPC471254
0.8476 Intermediate Similarity NPC127408
0.8476 Intermediate Similarity NPC267921
0.8476 Intermediate Similarity NPC291785
0.8468 Intermediate Similarity NPC207845
0.8468 Intermediate Similarity NPC289312
0.8468 Intermediate Similarity NPC11252
0.8468 Intermediate Similarity NPC472719
0.8468 Intermediate Similarity NPC205534
0.8455 Intermediate Similarity NPC49730
0.8455 Intermediate Similarity NPC98069
0.8447 Intermediate Similarity NPC470232
0.8426 Intermediate Similarity NPC164600
0.8426 Intermediate Similarity NPC103172
0.8421 Intermediate Similarity NPC204552
0.8421 Intermediate Similarity NPC297179
0.8421 Intermediate Similarity NPC188667
0.8411 Intermediate Similarity NPC159442
0.839 Intermediate Similarity NPC47113
0.839 Intermediate Similarity NPC174367
0.8381 Intermediate Similarity NPC162459
0.8381 Intermediate Similarity NPC38296
0.8381 Intermediate Similarity NPC26270
0.8381 Intermediate Similarity NPC20479
0.8381 Intermediate Similarity NPC89099
0.8381 Intermediate Similarity NPC38471
0.8381 Intermediate Similarity NPC28864
0.8381 Intermediate Similarity NPC98837
0.8378 Intermediate Similarity NPC274833
0.8378 Intermediate Similarity NPC11035
0.8378 Intermediate Similarity NPC94650
0.8378 Intermediate Similarity NPC201992
0.8365 Intermediate Similarity NPC256227
0.8365 Intermediate Similarity NPC200054
0.8365 Intermediate Similarity NPC104568
0.8365 Intermediate Similarity NPC329910
0.8365 Intermediate Similarity NPC29410
0.8364 Intermediate Similarity NPC8431
0.8362 Intermediate Similarity NPC102822
0.8362 Intermediate Similarity NPC477046
0.835 Intermediate Similarity NPC475118
0.835 Intermediate Similarity NPC470385
0.835 Intermediate Similarity NPC470386
0.8349 Intermediate Similarity NPC471246
0.8349 Intermediate Similarity NPC201908
0.8349 Intermediate Similarity NPC176949
0.8348 Intermediate Similarity NPC469488
0.8333 Intermediate Similarity NPC470854
0.8333 Intermediate Similarity NPC474654
0.8333 Intermediate Similarity NPC287343
0.8333 Intermediate Similarity NPC97908
0.8333 Intermediate Similarity NPC122033
0.8333 Intermediate Similarity NPC96268
0.8319 Intermediate Similarity NPC474906
0.8319 Intermediate Similarity NPC18547
0.8305 Intermediate Similarity NPC473255
0.8304 Intermediate Similarity NPC243572
0.8304 Intermediate Similarity NPC470543
0.8302 Intermediate Similarity NPC293866
0.8288 Intermediate Similarity NPC124053
0.8288 Intermediate Similarity NPC100908
0.8288 Intermediate Similarity NPC130302
0.8288 Intermediate Similarity NPC255655
0.8286 Intermediate Similarity NPC10864
0.8286 Intermediate Similarity NPC96839
0.8276 Intermediate Similarity NPC476961
0.8276 Intermediate Similarity NPC112038
0.8273 Intermediate Similarity NPC293850
0.8273 Intermediate Similarity NPC37628
0.8269 Intermediate Similarity NPC138245
0.8269 Intermediate Similarity NPC84018
0.8269 Intermediate Similarity NPC231060
0.8269 Intermediate Similarity NPC41070
0.8269 Intermediate Similarity NPC210214
0.8269 Intermediate Similarity NPC470229
0.8269 Intermediate Similarity NPC98639
0.8261 Intermediate Similarity NPC17772
0.8257 Intermediate Similarity NPC295366
0.8257 Intermediate Similarity NPC37600
0.8257 Intermediate Similarity NPC285927
0.8252 Intermediate Similarity NPC181594
0.8252 Intermediate Similarity NPC144739
0.8246 Intermediate Similarity NPC472718

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC213320 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
0.7966 Intermediate Similarity NPD6319 Approved
0.7917 Intermediate Similarity NPD8328 Phase 3
0.7863 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7788 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD8133 Approved
0.7742 Intermediate Similarity NPD7319 Approved
0.7719 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7705 Intermediate Similarity NPD7492 Approved
0.7667 Intermediate Similarity NPD6054 Approved
0.7661 Intermediate Similarity NPD7736 Approved
0.7642 Intermediate Similarity NPD6616 Approved
0.7642 Intermediate Similarity NPD7507 Approved
0.7607 Intermediate Similarity NPD4632 Approved
0.7603 Intermediate Similarity NPD6015 Approved
0.7603 Intermediate Similarity NPD6016 Approved
0.7581 Intermediate Similarity NPD7078 Approved
0.7563 Intermediate Similarity NPD6009 Approved
0.7544 Intermediate Similarity NPD6412 Phase 2
0.7541 Intermediate Similarity NPD5988 Approved
0.7541 Intermediate Similarity NPD6370 Approved
0.7521 Intermediate Similarity NPD6059 Approved
0.7521 Intermediate Similarity NPD6882 Approved
0.7521 Intermediate Similarity NPD8297 Approved
0.744 Intermediate Similarity NPD8293 Discontinued
0.7436 Intermediate Similarity NPD6649 Approved
0.7436 Intermediate Similarity NPD6650 Approved
0.7417 Intermediate Similarity NPD7115 Discovery
0.7414 Intermediate Similarity NPD6373 Approved
0.7414 Intermediate Similarity NPD6372 Approved
0.7391 Intermediate Similarity NPD5697 Approved
0.7368 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD4634 Approved
0.7328 Intermediate Similarity NPD6899 Approved
0.7328 Intermediate Similarity NPD6881 Approved
0.7328 Intermediate Similarity NPD6686 Approved
0.7315 Intermediate Similarity NPD8034 Phase 2
0.7315 Intermediate Similarity NPD8035 Phase 2
0.7304 Intermediate Similarity NPD7128 Approved
0.7304 Intermediate Similarity NPD5739 Approved
0.7304 Intermediate Similarity NPD6675 Approved
0.7304 Intermediate Similarity NPD6008 Approved
0.7304 Intermediate Similarity NPD6402 Approved
0.7265 Intermediate Similarity NPD6012 Approved
0.7265 Intermediate Similarity NPD6014 Approved
0.7265 Intermediate Similarity NPD6013 Approved
0.7241 Intermediate Similarity NPD5701 Approved
0.7203 Intermediate Similarity NPD7290 Approved
0.7203 Intermediate Similarity NPD6883 Approved
0.7203 Intermediate Similarity NPD7102 Approved
0.7179 Intermediate Similarity NPD7320 Approved
0.7179 Intermediate Similarity NPD6011 Approved
0.7177 Intermediate Similarity NPD8033 Approved
0.7177 Intermediate Similarity NPD5983 Phase 2
0.7177 Intermediate Similarity NPD6921 Approved
0.7154 Intermediate Similarity NPD7516 Approved
0.7143 Intermediate Similarity NPD6869 Approved
0.7143 Intermediate Similarity NPD6617 Approved
0.7143 Intermediate Similarity NPD6847 Approved
0.7143 Intermediate Similarity NPD8130 Phase 1
0.7097 Intermediate Similarity NPD8294 Approved
0.7097 Intermediate Similarity NPD8377 Approved
0.7091 Intermediate Similarity NPD6399 Phase 3
0.708 Intermediate Similarity NPD4225 Approved
0.7075 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD7327 Approved
0.7073 Intermediate Similarity NPD7328 Approved
0.7063 Intermediate Similarity NPD7604 Phase 2
0.704 Intermediate Similarity NPD8296 Approved
0.704 Intermediate Similarity NPD8516 Approved
0.704 Intermediate Similarity NPD8380 Approved
0.704 Intermediate Similarity NPD8513 Phase 3
0.704 Intermediate Similarity NPD8379 Approved
0.704 Intermediate Similarity NPD8378 Approved
0.704 Intermediate Similarity NPD8515 Approved
0.704 Intermediate Similarity NPD8517 Approved
0.704 Intermediate Similarity NPD8335 Approved
0.7018 Intermediate Similarity NPD5286 Approved
0.7018 Intermediate Similarity NPD5285 Approved
0.7018 Intermediate Similarity NPD4696 Approved
0.6991 Remote Similarity NPD4755 Approved
0.6977 Remote Similarity NPD6033 Approved
0.6975 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6953 Remote Similarity NPD6336 Discontinued
0.6917 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6911 Remote Similarity NPD6274 Approved
0.6905 Remote Similarity NPD7503 Approved
0.6897 Remote Similarity NPD5211 Phase 2
0.6897 Remote Similarity NPD4633 Approved
0.6897 Remote Similarity NPD5226 Approved
0.6897 Remote Similarity NPD5225 Approved
0.6897 Remote Similarity NPD5224 Approved
0.687 Remote Similarity NPD4700 Approved
0.686 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6847 Remote Similarity NPD6079 Approved
0.6842 Remote Similarity NPD7902 Approved
0.6838 Remote Similarity NPD5174 Approved
0.6838 Remote Similarity NPD5175 Approved
0.6818 Remote Similarity NPD5328 Approved
0.681 Remote Similarity NPD5223 Approved
0.6783 Remote Similarity NPD7638 Approved
0.678 Remote Similarity NPD5141 Approved
0.6754 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6754 Remote Similarity NPD5222 Approved
0.6754 Remote Similarity NPD5221 Approved
0.6754 Remote Similarity NPD4697 Phase 3
0.675 Remote Similarity NPD4730 Approved
0.675 Remote Similarity NPD4729 Approved
0.6746 Remote Similarity NPD7101 Approved
0.6746 Remote Similarity NPD7100 Approved
0.6726 Remote Similarity NPD7748 Approved
0.6724 Remote Similarity NPD7640 Approved
0.6724 Remote Similarity NPD7639 Approved
0.6723 Remote Similarity NPD4767 Approved
0.6723 Remote Similarity NPD4768 Approved
0.672 Remote Similarity NPD6317 Approved
0.6697 Remote Similarity NPD3618 Phase 1
0.6696 Remote Similarity NPD7515 Phase 2
0.6696 Remote Similarity NPD6083 Phase 2
0.6696 Remote Similarity NPD6411 Approved
0.6696 Remote Similarity NPD6084 Phase 2
0.6696 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6335 Approved
0.6667 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD1700 Approved
0.6641 Remote Similarity NPD8074 Phase 3
0.6641 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5250 Approved
0.6639 Remote Similarity NPD5248 Approved
0.6639 Remote Similarity NPD6371 Approved
0.6639 Remote Similarity NPD5247 Approved
0.6639 Remote Similarity NPD5249 Phase 3
0.6639 Remote Similarity NPD5251 Approved
0.6638 Remote Similarity NPD5696 Approved
0.6637 Remote Similarity NPD4202 Approved
0.6636 Remote Similarity NPD3573 Approved
0.6612 Remote Similarity NPD5128 Approved
0.6579 Remote Similarity NPD7900 Approved
0.6579 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6574 Remote Similarity NPD4788 Approved
0.6571 Remote Similarity NPD6118 Approved
0.6571 Remote Similarity NPD6115 Approved
0.6571 Remote Similarity NPD6114 Approved
0.6571 Remote Similarity NPD6697 Approved
0.6555 Remote Similarity NPD4754 Approved
0.6545 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6067 Discontinued
0.6522 Remote Similarity NPD5695 Phase 3
0.6518 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6518 Remote Similarity NPD6101 Approved
0.6514 Remote Similarity NPD4786 Approved
0.6512 Remote Similarity NPD6908 Approved
0.6512 Remote Similarity NPD6909 Approved
0.6508 Remote Similarity NPD6868 Approved
0.6493 Remote Similarity NPD5956 Approved
0.6491 Remote Similarity NPD8171 Discontinued
0.6481 Remote Similarity NPD3667 Approved
0.6476 Remote Similarity NPD6116 Phase 1
0.6452 Remote Similarity NPD5217 Approved
0.6452 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5216 Approved
0.6452 Remote Similarity NPD5215 Approved
0.6442 Remote Similarity NPD3703 Phase 2
0.6429 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6404 Remote Similarity NPD7983 Approved
0.6403 Remote Similarity NPD6333 Approved
0.6403 Remote Similarity NPD6334 Approved
0.64 Remote Similarity NPD6053 Discontinued
0.6396 Remote Similarity NPD6409 Approved
0.6396 Remote Similarity NPD7334 Approved
0.6396 Remote Similarity NPD6684 Approved
0.6396 Remote Similarity NPD5330 Approved
0.6396 Remote Similarity NPD7521 Approved
0.6396 Remote Similarity NPD7146 Approved
0.6381 Remote Similarity NPD6117 Approved
0.6379 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6379 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6379 Remote Similarity NPD5210 Approved
0.6379 Remote Similarity NPD4629 Approved
0.6372 Remote Similarity NPD4753 Phase 2
0.6371 Remote Similarity NPD5169 Approved
0.6371 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6371 Remote Similarity NPD5135 Approved
0.6364 Remote Similarity NPD3666 Approved
0.6364 Remote Similarity NPD3133 Approved
0.6364 Remote Similarity NPD3665 Phase 1
0.6348 Remote Similarity NPD5779 Approved
0.6348 Remote Similarity NPD5778 Approved
0.6333 Remote Similarity NPD7632 Discontinued
0.6324 Remote Similarity NPD7260 Phase 2
0.632 Remote Similarity NPD5127 Approved
0.6316 Remote Similarity NPD46 Approved
0.6316 Remote Similarity NPD6698 Approved
0.6293 Remote Similarity NPD5282 Discontinued
0.6286 Remote Similarity NPD3702 Approved
0.6283 Remote Similarity NPD6672 Approved
0.6283 Remote Similarity NPD6903 Approved
0.6283 Remote Similarity NPD5737 Approved
0.6273 Remote Similarity NPD3669 Approved

Structure

External Identifiers

PubChem CID   11729514
ChEMBL   CHEMBL2368526
ZINC  

Physicochemical Properties

Molecular Weight:  422.19
ALogP:  -2.6861
MLogP:  3
XLogP:  -0.566
# Rotatable Bonds:  9
Polar Surface Area:  133.52
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  30

Download Data

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