Natural Product: NPC473304

Natural Product ID:  NPC473304
Common Name:   Xerophilusin Xii
IUPAC Name:  
Synonyms:   xerophilusin XII
Molecular Formula:   C23H32O8
Standard InCHIKey:  CWUBYYIFICODJA-DJZGZRMASA-N
Standard InCHI:  InChI=1S/C23H32O8/c1-10-12-9-13(30-11(2)24)14-21-8-6-7-20(3,4)15(21)18(27)23(28,31-19(21)29-5)22(14,16(10)25)17(12)26/h12-15,17-19,26-28H,1,6-9H2,2-5H3/t12-,13-,14-,15+,17+,18-,19-,21+,22-,23-/m0/s1
Canonical SMILES:  CO[C@H]1O[C@@]2(O)[C@H]([C@H]3[C@@]1(CCCC3(C)C)[C@H]1[C@]32C(=O)C(=C)[C@@H]([C@H]3O)C[C@@H]1OC(=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
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
NPT111 Cell Line K562 Homo sapiens IC50 = 3600 nM PubChem BioAssay data set
NPT1097 Cell Line MKN-45 Homo sapiens IC50 = 2100 nM 15217296
NPT65 Cell Line HepG2 Homo sapiens IC50 = 4900 nM 21565516

  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 NPC473304 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
0.9722 High Similarity NPC88945
0.972 High Similarity NPC471252
0.9626 High Similarity NPC473303
0.9626 High Similarity NPC471245
0.9537 High Similarity NPC132668
0.9533 High Similarity NPC122339
0.9533 High Similarity NPC29505
0.9533 High Similarity NPC329953
0.9455 High Similarity NPC78836
0.9444 High Similarity NPC474927
0.9444 High Similarity NPC473397
0.9444 High Similarity NPC471244
0.9439 High Similarity NPC471093
0.9439 High Similarity NPC473324
0.9364 High Similarity NPC229752
0.9358 High Similarity NPC471248
0.9352 High Similarity NPC213320
0.9352 High Similarity NPC63244
0.9273 High Similarity NPC17165
0.9266 High Similarity NPC145625
0.9259 High Similarity NPC471476
0.9259 High Similarity NPC137104
0.9259 High Similarity NPC320383
0.9259 High Similarity NPC474786
0.9252 High Similarity NPC469729
0.9252 High Similarity NPC469733
0.9252 High Similarity NPC63841
0.9252 High Similarity NPC55973
0.9182 High Similarity NPC94141
0.9167 High Similarity NPC102741
0.9167 High Similarity NPC118721
0.9167 High Similarity NPC469744
0.9167 High Similarity NPC274827
0.9167 High Similarity NPC131903
0.9167 High Similarity NPC252679
0.9159 High Similarity NPC186054
0.9159 High Similarity NPC471461
0.9159 High Similarity NPC67745
0.9091 High Similarity NPC473352
0.9091 High Similarity NPC157929
0.9083 High Similarity NPC85391
0.9074 High Similarity NPC89860
0.9074 High Similarity NPC218123
0.9074 High Similarity NPC473410
0.9074 High Similarity NPC273155
0.9074 High Similarity NPC469984
0.9074 High Similarity NPC231278
0.9074 High Similarity NPC189663
0.9074 High Similarity NPC471094
0.9074 High Similarity NPC112895
0.9065 High Similarity NPC12823
0.9009 High Similarity NPC73986
0.8981 High Similarity NPC166993
0.8981 High Similarity NPC469746
0.8981 High Similarity NPC471474
0.8929 High Similarity NPC243354
0.8899 High Similarity NPC232133
0.8889 High Similarity NPC138908
0.8889 High Similarity NPC56656
0.8889 High Similarity NPC4115
0.8889 High Similarity NPC200957
0.8889 High Similarity NPC307660
0.8889 High Similarity NPC130511
0.8879 High Similarity NPC87927
0.8879 High Similarity NPC209298
0.8879 High Similarity NPC277074
0.8879 High Similarity NPC122811
0.8879 High Similarity NPC139347
0.8818 High Similarity NPC469983
0.8818 High Similarity NPC8431
0.8796 High Similarity NPC202793
0.8796 High Similarity NPC301787
0.8785 High Similarity NPC475803
0.8785 High Similarity NPC309388
0.875 High Similarity NPC207845
0.875 High Similarity NPC243572
0.875 High Similarity NPC472719
0.8716 High Similarity NPC222833
0.8692 High Similarity NPC163963
0.8692 High Similarity NPC289148
0.8692 High Similarity NPC52899
0.8692 High Similarity NPC252614
0.8673 High Similarity NPC102619
0.8673 High Similarity NPC194273
0.8661 High Similarity NPC274833
0.8661 High Similarity NPC11035
0.8661 High Similarity NPC471243
0.8661 High Similarity NPC272242
0.8661 High Similarity NPC56025
0.8655 High Similarity NPC174367
0.8655 High Similarity NPC47113
0.8649 High Similarity NPC91583
0.8649 High Similarity NPC240125
0.8636 High Similarity NPC88833
0.8636 High Similarity NPC96333
0.8624 High Similarity NPC13149
0.8611 High Similarity NPC246736
0.8611 High Similarity NPC88203
0.8611 High Similarity NPC76866
0.8611 High Similarity NPC275990
0.8611 High Similarity NPC304832
0.8611 High Similarity NPC214946
0.8611 High Similarity NPC148628
0.8611 High Similarity NPC286519
0.8598 High Similarity NPC287676
0.8598 High Similarity NPC470388
0.8584 High Similarity NPC470543
0.8571 High Similarity NPC49730
0.8571 High Similarity NPC98069
0.8559 High Similarity NPC88744
0.8547 High Similarity NPC281840
0.8545 High Similarity NPC103172
0.8545 High Similarity NPC164600
0.8534 High Similarity NPC239293
0.8522 High Similarity NPC472718
0.8519 High Similarity NPC471790
0.8519 High Similarity NPC46848
0.8519 High Similarity NPC236585
0.8519 High Similarity NPC14634
0.8509 High Similarity NPC146563
0.8509 High Similarity NPC320118
0.8505 High Similarity NPC78427
0.8505 High Similarity NPC474793
0.8505 High Similarity NPC471038
0.8505 High Similarity NPC16911
0.85 High Similarity NPC273962
0.8496 Intermediate Similarity NPC94650
0.8496 Intermediate Similarity NPC471251
0.8482 Intermediate Similarity NPC473844
0.8482 Intermediate Similarity NPC51947
0.8475 Intermediate Similarity NPC470478
0.8468 Intermediate Similarity NPC470170
0.8468 Intermediate Similarity NPC61071
0.8468 Intermediate Similarity NPC470169
0.8455 Intermediate Similarity NPC474558
0.8455 Intermediate Similarity NPC101842
0.8455 Intermediate Similarity NPC98603
0.8455 Intermediate Similarity NPC470167
0.8448 Intermediate Similarity NPC477252
0.8448 Intermediate Similarity NPC156651
0.844 Intermediate Similarity NPC94919
0.8435 Intermediate Similarity NPC475633
0.8435 Intermediate Similarity NPC54395
0.8426 Intermediate Similarity NPC291785
0.8426 Intermediate Similarity NPC127408
0.8417 Intermediate Similarity NPC469841
0.8417 Intermediate Similarity NPC469842
0.8407 Intermediate Similarity NPC106760
0.8393 Intermediate Similarity NPC230888
0.8393 Intermediate Similarity NPC224414
0.839 Intermediate Similarity NPC471406
0.8364 Intermediate Similarity NPC96217
0.8364 Intermediate Similarity NPC473406
0.8364 Intermediate Similarity NPC216114
0.8362 Intermediate Similarity NPC137414
0.8362 Intermediate Similarity NPC469820
0.8362 Intermediate Similarity NPC469823
0.8361 Intermediate Similarity NPC311534
0.8333 Intermediate Similarity NPC28864
0.8333 Intermediate Similarity NPC20479
0.8333 Intermediate Similarity NPC263827
0.8333 Intermediate Similarity NPC1876
0.8333 Intermediate Similarity NPC162459
0.8333 Intermediate Similarity NPC250481
0.8333 Intermediate Similarity NPC38471
0.8333 Intermediate Similarity NPC98837
0.8333 Intermediate Similarity NPC38296
0.8333 Intermediate Similarity NPC285410
0.8333 Intermediate Similarity NPC240734
0.8333 Intermediate Similarity NPC91838
0.8333 Intermediate Similarity NPC204392
0.8333 Intermediate Similarity NPC275668
0.8319 Intermediate Similarity NPC471250
0.8319 Intermediate Similarity NPC202051
0.8318 Intermediate Similarity NPC29410
0.8318 Intermediate Similarity NPC329910
0.8318 Intermediate Similarity NPC200054
0.8318 Intermediate Similarity NPC13949
0.8306 Intermediate Similarity NPC471855
0.8305 Intermediate Similarity NPC319570
0.8305 Intermediate Similarity NPC258592
0.8305 Intermediate Similarity NPC178548
0.8304 Intermediate Similarity NPC176949
0.8304 Intermediate Similarity NPC201908
0.8293 Intermediate Similarity NPC476966
0.8291 Intermediate Similarity NPC470171
0.8291 Intermediate Similarity NPC309433
0.8288 Intermediate Similarity NPC84928
0.8279 Intermediate Similarity NPC471357
0.8279 Intermediate Similarity NPC146456
0.8279 Intermediate Similarity NPC117702
0.8279 Intermediate Similarity NPC469757
0.8276 Intermediate Similarity NPC102088
0.8276 Intermediate Similarity NPC472274
0.8273 Intermediate Similarity NPC470172
0.8264 Intermediate Similarity NPC248202
0.8261 Intermediate Similarity NPC116794
0.8261 Intermediate Similarity NPC48249
0.8261 Intermediate Similarity NPC477253
0.8257 Intermediate Similarity NPC293866

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473304 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 NPD8328 Phase 3
0.8145 Intermediate Similarity NPD7319 Approved
0.8136 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD7736 Approved
0.8049 Intermediate Similarity NPD7507 Approved
0.8034 Intermediate Similarity NPD8133 Approved
0.8 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD6412 Phase 2
0.7805 Intermediate Similarity NPD6370 Approved
0.7759 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7705 Intermediate Similarity NPD7516 Approved
0.7698 Intermediate Similarity NPD8293 Discontinued
0.768 Intermediate Similarity NPD7492 Approved
0.7652 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD6054 Approved
0.7642 Intermediate Similarity NPD6319 Approved
0.7623 Intermediate Similarity NPD7327 Approved
0.7623 Intermediate Similarity NPD7328 Approved
0.7619 Intermediate Similarity NPD6616 Approved
0.7607 Intermediate Similarity NPD6686 Approved
0.7559 Intermediate Similarity NPD7078 Approved
0.75 Intermediate Similarity NPD6882 Approved
0.75 Intermediate Similarity NPD6059 Approved
0.744 Intermediate Similarity NPD8033 Approved
0.744 Intermediate Similarity NPD6015 Approved
0.744 Intermediate Similarity NPD6016 Approved
0.7398 Intermediate Similarity NPD6009 Approved
0.7381 Intermediate Similarity NPD5988 Approved
0.736 Intermediate Similarity NPD8377 Approved
0.736 Intermediate Similarity NPD8294 Approved
0.7355 Intermediate Similarity NPD8297 Approved
0.7302 Intermediate Similarity NPD8379 Approved
0.7302 Intermediate Similarity NPD8335 Approved
0.7302 Intermediate Similarity NPD8380 Approved
0.7302 Intermediate Similarity NPD8378 Approved
0.7302 Intermediate Similarity NPD8296 Approved
0.7297 Intermediate Similarity NPD8034 Phase 2
0.7297 Intermediate Similarity NPD8035 Phase 2
0.7295 Intermediate Similarity NPD4632 Approved
0.7273 Intermediate Similarity NPD6650 Approved
0.7273 Intermediate Similarity NPD6649 Approved
0.7258 Intermediate Similarity NPD7115 Discovery
0.725 Intermediate Similarity NPD6373 Approved
0.725 Intermediate Similarity NPD6372 Approved
0.7167 Intermediate Similarity NPD6899 Approved
0.7167 Intermediate Similarity NPD6881 Approved
0.7165 Intermediate Similarity NPD7503 Approved
0.7165 Intermediate Similarity NPD8513 Phase 3
0.7165 Intermediate Similarity NPD8515 Approved
0.7165 Intermediate Similarity NPD8517 Approved
0.7165 Intermediate Similarity NPD6921 Approved
0.7165 Intermediate Similarity NPD8516 Approved
0.7143 Intermediate Similarity NPD7128 Approved
0.7143 Intermediate Similarity NPD5739 Approved
0.7143 Intermediate Similarity NPD6402 Approved
0.7143 Intermediate Similarity NPD6675 Approved
0.7083 Intermediate Similarity NPD5697 Approved
0.7064 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD7290 Approved
0.7049 Intermediate Similarity NPD7102 Approved
0.7049 Intermediate Similarity NPD6883 Approved
0.7049 Intermediate Similarity NPD4634 Approved
0.7025 Intermediate Similarity NPD7320 Approved
0.7 Intermediate Similarity NPD6008 Approved
0.6992 Remote Similarity NPD6617 Approved
0.6992 Remote Similarity NPD8130 Phase 1
0.6992 Remote Similarity NPD6847 Approved
0.6992 Remote Similarity NPD6869 Approved
0.697 Remote Similarity NPD6033 Approved
0.6967 Remote Similarity NPD6014 Approved
0.6967 Remote Similarity NPD6012 Approved
0.6967 Remote Similarity NPD6013 Approved
0.6942 Remote Similarity NPD5701 Approved
0.693 Remote Similarity NPD6399 Phase 3
0.6923 Remote Similarity NPD7604 Phase 2
0.6899 Remote Similarity NPD5983 Phase 2
0.6885 Remote Similarity NPD6011 Approved
0.6838 Remote Similarity NPD7902 Approved
0.6829 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6818 Remote Similarity NPD6336 Discontinued
0.6794 Remote Similarity NPD6067 Discontinued
0.6783 Remote Similarity NPD8171 Discontinued
0.678 Remote Similarity NPD4225 Approved
0.678 Remote Similarity NPD7638 Approved
0.6774 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6724 Remote Similarity NPD7748 Approved
0.6723 Remote Similarity NPD4696 Approved
0.6723 Remote Similarity NPD5286 Approved
0.6723 Remote Similarity NPD7640 Approved
0.6723 Remote Similarity NPD5285 Approved
0.6723 Remote Similarity NPD7639 Approved
0.672 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6696 Remote Similarity NPD7515 Phase 2
0.6696 Remote Similarity NPD6079 Approved
0.6695 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD5328 Approved
0.6641 Remote Similarity NPD6274 Approved
0.6641 Remote Similarity NPD6940 Discontinued
0.6615 Remote Similarity NPD7101 Approved
0.6615 Remote Similarity NPD7100 Approved
0.6612 Remote Similarity NPD5211 Phase 2
0.6612 Remote Similarity NPD5224 Approved
0.6612 Remote Similarity NPD5225 Approved
0.6612 Remote Similarity NPD5226 Approved
0.6612 Remote Similarity NPD4633 Approved
0.6583 Remote Similarity NPD4700 Approved
0.6581 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6581 Remote Similarity NPD7900 Approved
0.6577 Remote Similarity NPD4788 Approved
0.6574 Remote Similarity NPD6118 Approved
0.6574 Remote Similarity NPD6114 Approved
0.6574 Remote Similarity NPD6697 Approved
0.6574 Remote Similarity NPD6115 Approved
0.6557 Remote Similarity NPD5175 Approved
0.6557 Remote Similarity NPD5174 Approved
0.6555 Remote Similarity NPD6084 Phase 2
0.6555 Remote Similarity NPD6083 Phase 2
0.6552 Remote Similarity NPD6411 Approved
0.6538 Remote Similarity NPD6335 Approved
0.6532 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6529 Remote Similarity NPD1700 Approved
0.6529 Remote Similarity NPD5223 Approved
0.6522 Remote Similarity NPD8338 Approved
0.6519 Remote Similarity NPD8074 Phase 3
0.6508 Remote Similarity NPD6371 Approved
0.6504 Remote Similarity NPD5141 Approved
0.6481 Remote Similarity NPD6116 Phase 1
0.648 Remote Similarity NPD4730 Approved
0.648 Remote Similarity NPD4729 Approved
0.6471 Remote Similarity NPD4697 Phase 3
0.6471 Remote Similarity NPD5222 Approved
0.6471 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5221 Approved
0.6462 Remote Similarity NPD6317 Approved
0.6452 Remote Similarity NPD4768 Approved
0.6452 Remote Similarity NPD4767 Approved
0.6435 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6417 Remote Similarity NPD5173 Approved
0.6412 Remote Similarity NPD6313 Approved
0.6412 Remote Similarity NPD6314 Approved
0.6404 Remote Similarity NPD3618 Phase 1
0.6391 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6391 Remote Similarity NPD6909 Approved
0.6391 Remote Similarity NPD6908 Approved
0.6389 Remote Similarity NPD6117 Approved
0.6385 Remote Similarity NPD6868 Approved
0.6379 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6379 Remote Similarity NPD6101 Approved
0.6378 Remote Similarity NPD5250 Approved
0.6378 Remote Similarity NPD5247 Approved
0.6378 Remote Similarity NPD5251 Approved
0.6378 Remote Similarity NPD5248 Approved
0.6378 Remote Similarity NPD5249 Phase 3
0.6377 Remote Similarity NPD5956 Approved
0.6372 Remote Similarity NPD4786 Approved
0.6364 Remote Similarity NPD5696 Approved
0.6356 Remote Similarity NPD4202 Approved
0.635 Remote Similarity NPD8337 Approved
0.635 Remote Similarity NPD8336 Approved
0.6349 Remote Similarity NPD5128 Approved
0.6348 Remote Similarity NPD3573 Approved
0.6341 Remote Similarity NPD7632 Discontinued
0.6328 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6928 Phase 2
0.6296 Remote Similarity NPD7799 Discontinued
0.6296 Remote Similarity NPD3703 Phase 2
0.629 Remote Similarity NPD4754 Approved
0.6288 Remote Similarity NPD7641 Discontinued
0.6283 Remote Similarity NPD3669 Approved
0.6283 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6279 Remote Similarity NPD6053 Discontinued
0.6271 Remote Similarity NPD7983 Approved
0.6261 Remote Similarity NPD7521 Approved
0.6261 Remote Similarity NPD7146 Approved
0.6261 Remote Similarity NPD5330 Approved
0.6261 Remote Similarity NPD6684 Approved
0.6261 Remote Similarity NPD7334 Approved
0.6261 Remote Similarity NPD6409 Approved
0.6261 Remote Similarity NPD3574 Clinical (unspecified phase)
0.625 Remote Similarity NPD6356 Clinical (unspecified phase)
0.625 Remote Similarity NPD1780 Approved
0.625 Remote Similarity NPD5695 Phase 3
0.625 Remote Similarity NPD1779 Approved
0.624 Remote Similarity NPD4057 Clinical (unspecified phase)
0.624 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6222 Remote Similarity NPD8080 Discontinued
0.6218 Remote Similarity NPD5778 Approved
0.6218 Remote Similarity NPD5779 Approved
0.6214 Remote Similarity NPD7260 Phase 2
0.6212 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6202 Remote Similarity NPD5215 Approved
0.6202 Remote Similarity NPD5216 Approved
0.6202 Remote Similarity NPD5217 Approved
0.6195 Remote Similarity NPD3667 Approved
0.6186 Remote Similarity NPD6698 Approved
0.6186 Remote Similarity NPD46 Approved
0.6181 Remote Similarity NPD6334 Approved
0.6181 Remote Similarity NPD6333 Approved
0.6174 Remote Similarity NPD7625 Phase 1

Structure

External Identifiers

PubChem CID   44445751
ChEMBL   CHEMBL399080
ZINC  

Physicochemical Properties

Molecular Weight:  436.21
ALogP:  -1.7198
MLogP:  3.11
XLogP:  1.183
# Rotatable Bonds:  10
Polar Surface Area:  122.52
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  31

Download Data

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