Natural Product: NPC300051

Natural Product ID:  NPC300051
Common Name:   Xerophilusin F
IUPAC Name:  
Synonyms:   Xerophilusin F
Molecular Formula:   C22H28O7
Standard InCHIKey:  MOEKVDYJSLTUSU-PYEDPNNMSA-N
Standard InCHI:  InChI=1S/C22H28O7/c1-9-11-8-12(29-10(2)23)13-20-7-5-6-19(3,4)14(20)17(26)22(28,18(20)27)21(13,15(9)24)16(11)25/h11-14,16,18,25,27-28H,1,5-8H2,2-4H3/t11-,12-,13-,14+,16+,18-,20+,21-,22-/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@H]2C(=C)C(=O)[C@@]3([C@@H]1[C@]14CCCC([C@H]1C(=O)[C@@]3([C@H]4O)O)(C)C)[C@@H]2O
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 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 = 4300 nM 17665952
NPT1097 Cell Line MKN-45 Homo sapiens IC50 > 10000 nM 17665952
NPT65 Cell Line HepG2 Homo sapiens IC50 = 4900 nM 17665952
NPT2 Others Unspecified IC50 = 1600 nM 19719246
NPT113 Cell Line RAW264.7 Mus musculus Activity > 97.5 % 19719246
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 52400 nM 19719246
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 673 nM 19719246

  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 NPC300051 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
0.9429 High Similarity NPC9013
0.8621 High Similarity NPC470921
0.8545 High Similarity NPC112895
0.8545 High Similarity NPC218123
0.8545 High Similarity NPC231278
0.8519 High Similarity NPC87927
0.8403 Intermediate Similarity NPC473255
0.8378 Intermediate Similarity NPC211224
0.8349 Intermediate Similarity NPC216114
0.8333 Intermediate Similarity NPC289148
0.8333 Intermediate Similarity NPC163963
0.8333 Intermediate Similarity NPC52899
0.8319 Intermediate Similarity NPC470281
0.8319 Intermediate Similarity NPC29505
0.8288 Intermediate Similarity NPC201908
0.8288 Intermediate Similarity NPC176949
0.8273 Intermediate Similarity NPC98603
0.8273 Intermediate Similarity NPC84928
0.8273 Intermediate Similarity NPC13149
0.8264 Intermediate Similarity NPC473265
0.8257 Intermediate Similarity NPC88203
0.8257 Intermediate Similarity NPC304832
0.8257 Intermediate Similarity NPC214946
0.8257 Intermediate Similarity NPC76866
0.8257 Intermediate Similarity NPC148628
0.8257 Intermediate Similarity NPC246736
0.8257 Intermediate Similarity NPC286519
0.8246 Intermediate Similarity NPC473397
0.8241 Intermediate Similarity NPC287676
0.8241 Intermediate Similarity NPC470388
0.823 Intermediate Similarity NPC471093
0.8214 Intermediate Similarity NPC273155
0.8198 Intermediate Similarity NPC265127
0.8198 Intermediate Similarity NPC474101
0.8182 Intermediate Similarity NPC209298
0.8182 Intermediate Similarity NPC277074
0.8174 Intermediate Similarity NPC471252
0.8165 Intermediate Similarity NPC46848
0.8158 Intermediate Similarity NPC213320
0.8158 Intermediate Similarity NPC94650
0.8148 Intermediate Similarity NPC16911
0.8148 Intermediate Similarity NPC89099
0.8148 Intermediate Similarity NPC474793
0.8148 Intermediate Similarity NPC78427
0.8148 Intermediate Similarity NPC471038
0.8142 Intermediate Similarity NPC118721
0.8142 Intermediate Similarity NPC252679
0.8142 Intermediate Similarity NPC102741
0.8131 Intermediate Similarity NPC13949
0.813 Intermediate Similarity NPC470880
0.8125 Intermediate Similarity NPC166993
0.8115 Intermediate Similarity NPC473253
0.8115 Intermediate Similarity NPC470882
0.8108 Intermediate Similarity NPC474558
0.8108 Intermediate Similarity NPC202793
0.8091 Intermediate Similarity NPC275990
0.8087 Intermediate Similarity NPC280782
0.8087 Intermediate Similarity NPC473352
0.8087 Intermediate Similarity NPC474927
0.8083 Intermediate Similarity NPC222688
0.8073 Intermediate Similarity NPC291785
0.8073 Intermediate Similarity NPC293866
0.8073 Intermediate Similarity NPC267921
0.8073 Intermediate Similarity NPC108371
0.8073 Intermediate Similarity NPC127408
0.8056 Intermediate Similarity NPC10864
0.8053 Intermediate Similarity NPC63841
0.8053 Intermediate Similarity NPC89860
0.8053 Intermediate Similarity NPC473410
0.8053 Intermediate Similarity NPC189663
0.8053 Intermediate Similarity NPC469984
0.8053 Intermediate Similarity NPC471094
0.8053 Intermediate Similarity NPC55973
0.8037 Intermediate Similarity NPC231060
0.8037 Intermediate Similarity NPC138245
0.8037 Intermediate Similarity NPC84018
0.8037 Intermediate Similarity NPC470232
0.8036 Intermediate Similarity NPC37600
0.8036 Intermediate Similarity NPC200957
0.8036 Intermediate Similarity NPC222833
0.8036 Intermediate Similarity NPC138908
0.8034 Intermediate Similarity NPC207217
0.8018 Intermediate Similarity NPC96217
0.8018 Intermediate Similarity NPC159442
0.8018 Intermediate Similarity NPC469985
0.8018 Intermediate Similarity NPC470310
0.8018 Intermediate Similarity NPC139347
0.8018 Intermediate Similarity NPC122811
0.8017 Intermediate Similarity NPC194100
0.8017 Intermediate Similarity NPC132668
0.8017 Intermediate Similarity NPC52634
0.8 Intermediate Similarity NPC236585
0.8 Intermediate Similarity NPC148279
0.8 Intermediate Similarity NPC471790
0.8 Intermediate Similarity NPC329953
0.8 Intermediate Similarity NPC39683
0.7982 Intermediate Similarity NPC38471
0.7982 Intermediate Similarity NPC98837
0.7982 Intermediate Similarity NPC162459
0.7982 Intermediate Similarity NPC28864
0.7982 Intermediate Similarity NPC20479
0.7982 Intermediate Similarity NPC38296
0.7966 Intermediate Similarity NPC473304
0.7966 Intermediate Similarity NPC78836
0.7965 Intermediate Similarity NPC186054
0.7965 Intermediate Similarity NPC96333
0.7965 Intermediate Similarity NPC67745
0.7965 Intermediate Similarity NPC471474
0.7965 Intermediate Similarity NPC469746
0.7965 Intermediate Similarity NPC88833
0.7965 Intermediate Similarity NPC471461
0.7963 Intermediate Similarity NPC29410
0.7963 Intermediate Similarity NPC200054
0.7963 Intermediate Similarity NPC104568
0.7963 Intermediate Similarity NPC329910
0.7949 Intermediate Similarity NPC243354
0.7946 Intermediate Similarity NPC47281
0.7946 Intermediate Similarity NPC310586
0.7946 Intermediate Similarity NPC96268
0.7946 Intermediate Similarity NPC301787
0.7944 Intermediate Similarity NPC470385
0.7944 Intermediate Similarity NPC470386
0.7944 Intermediate Similarity NPC191094
0.7944 Intermediate Similarity NPC302008
0.7944 Intermediate Similarity NPC475118
0.7931 Intermediate Similarity NPC473303
0.7931 Intermediate Similarity NPC40608
0.7928 Intermediate Similarity NPC309388
0.7928 Intermediate Similarity NPC15396
0.7928 Intermediate Similarity NPC475803
0.7917 Intermediate Similarity NPC472004
0.7913 Intermediate Similarity NPC6206
0.7913 Intermediate Similarity NPC235077
0.7913 Intermediate Similarity NPC471476
0.7913 Intermediate Similarity NPC85391
0.7913 Intermediate Similarity NPC137104
0.7913 Intermediate Similarity NPC474786
0.7913 Intermediate Similarity NPC320383
0.7913 Intermediate Similarity NPC98069
0.7913 Intermediate Similarity NPC100908
0.7913 Intermediate Similarity NPC473324
0.7913 Intermediate Similarity NPC49730
0.7909 Intermediate Similarity NPC55503
0.7909 Intermediate Similarity NPC156324
0.7895 Intermediate Similarity NPC469508
0.7895 Intermediate Similarity NPC469729
0.7895 Intermediate Similarity NPC469733
0.7895 Intermediate Similarity NPC255082
0.789 Intermediate Similarity NPC190080
0.789 Intermediate Similarity NPC253586
0.789 Intermediate Similarity NPC111187
0.7881 Intermediate Similarity NPC229752
0.7881 Intermediate Similarity NPC88945
0.7876 Intermediate Similarity NPC28791
0.7876 Intermediate Similarity NPC50535
0.7876 Intermediate Similarity NPC295366
0.7876 Intermediate Similarity NPC56656
0.7876 Intermediate Similarity NPC130511
0.7876 Intermediate Similarity NPC307660
0.787 Intermediate Similarity NPC98639
0.787 Intermediate Similarity NPC470229
0.787 Intermediate Similarity NPC210214
0.7863 Intermediate Similarity NPC202889
0.7863 Intermediate Similarity NPC471248
0.7857 Intermediate Similarity NPC34963
0.785 Intermediate Similarity NPC59170
0.785 Intermediate Similarity NPC181594
0.785 Intermediate Similarity NPC144739
0.7845 Intermediate Similarity NPC171888
0.7845 Intermediate Similarity NPC146945
0.7845 Intermediate Similarity NPC56025
0.7845 Intermediate Similarity NPC157476
0.7845 Intermediate Similarity NPC122339
0.7845 Intermediate Similarity NPC472003
0.7845 Intermediate Similarity NPC63244
0.784 Intermediate Similarity NPC231529
0.7838 Intermediate Similarity NPC252614
0.7838 Intermediate Similarity NPC60947
0.7838 Intermediate Similarity NPC14634
0.7838 Intermediate Similarity NPC121218
0.7838 Intermediate Similarity NPC253886
0.7833 Intermediate Similarity NPC473203
0.7826 Intermediate Similarity NPC10064
0.7826 Intermediate Similarity NPC170221
0.7826 Intermediate Similarity NPC131903
0.7826 Intermediate Similarity NPC469744
0.7826 Intermediate Similarity NPC274827
0.7818 Intermediate Similarity NPC26270
0.7818 Intermediate Similarity NPC253995
0.7815 Intermediate Similarity NPC122033
0.7815 Intermediate Similarity NPC287343
0.7815 Intermediate Similarity NPC474654
0.7815 Intermediate Similarity NPC470854
0.7815 Intermediate Similarity NPC97908
0.7807 Intermediate Similarity NPC251824
0.7807 Intermediate Similarity NPC44063
0.7807 Intermediate Similarity NPC59530
0.7807 Intermediate Similarity NPC471246
0.7807 Intermediate Similarity NPC284732
0.7807 Intermediate Similarity NPC86852

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC300051 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
0.822 Intermediate Similarity NPD6319 Approved
0.8115 Intermediate Similarity NPD7078 Approved
0.7951 Intermediate Similarity NPD7492 Approved
0.7917 Intermediate Similarity NPD6054 Approved
0.7913 Intermediate Similarity NPD4634 Approved
0.7895 Intermediate Similarity NPD7320 Approved
0.7886 Intermediate Similarity NPD6616 Approved
0.7863 Intermediate Similarity NPD4632 Approved
0.7851 Intermediate Similarity NPD6015 Approved
0.7851 Intermediate Similarity NPD6016 Approved
0.7845 Intermediate Similarity NPD6649 Approved
0.7845 Intermediate Similarity NPD6650 Approved
0.7826 Intermediate Similarity NPD6373 Approved
0.7826 Intermediate Similarity NPD6372 Approved
0.7807 Intermediate Similarity NPD5697 Approved
0.7787 Intermediate Similarity NPD5988 Approved
0.7787 Intermediate Similarity NPD6370 Approved
0.7769 Intermediate Similarity NPD6059 Approved
0.776 Intermediate Similarity NPD7736 Approved
0.7739 Intermediate Similarity NPD6899 Approved
0.7739 Intermediate Similarity NPD6881 Approved
0.7719 Intermediate Similarity NPD5739 Approved
0.7719 Intermediate Similarity NPD7128 Approved
0.7719 Intermediate Similarity NPD6675 Approved
0.7719 Intermediate Similarity NPD6402 Approved
0.768 Intermediate Similarity NPD8293 Discontinued
0.7672 Intermediate Similarity NPD6013 Approved
0.7672 Intermediate Similarity NPD6012 Approved
0.7672 Intermediate Similarity NPD6014 Approved
0.7652 Intermediate Similarity NPD5701 Approved
0.7627 Intermediate Similarity NPD8297 Approved
0.7607 Intermediate Similarity NPD7102 Approved
0.7607 Intermediate Similarity NPD6883 Approved
0.7607 Intermediate Similarity NPD7290 Approved
0.7586 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD6011 Approved
0.7565 Intermediate Similarity NPD6008 Approved
0.7542 Intermediate Similarity NPD6617 Approved
0.7542 Intermediate Similarity NPD8130 Phase 1
0.7542 Intermediate Similarity NPD6869 Approved
0.7542 Intermediate Similarity NPD6847 Approved
0.7521 Intermediate Similarity NPD6009 Approved
0.7479 Intermediate Similarity NPD6882 Approved
0.7434 Intermediate Similarity NPD4696 Approved
0.7434 Intermediate Similarity NPD5286 Approved
0.7434 Intermediate Similarity NPD5285 Approved
0.7419 Intermediate Similarity NPD5983 Phase 2
0.7411 Intermediate Similarity NPD4755 Approved
0.7368 Intermediate Similarity NPD1700 Approved
0.7304 Intermediate Similarity NPD4633 Approved
0.7304 Intermediate Similarity NPD5226 Approved
0.7304 Intermediate Similarity NPD5211 Phase 2
0.7304 Intermediate Similarity NPD5225 Approved
0.7304 Intermediate Similarity NPD5224 Approved
0.7302 Intermediate Similarity NPD7604 Phase 2
0.7295 Intermediate Similarity NPD6274 Approved
0.7281 Intermediate Similarity NPD4700 Approved
0.725 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD5175 Approved
0.7241 Intermediate Similarity NPD5174 Approved
0.7217 Intermediate Similarity NPD5223 Approved
0.7209 Intermediate Similarity NPD6033 Approved
0.7188 Intermediate Similarity NPD6336 Discontinued
0.7179 Intermediate Similarity NPD5141 Approved
0.7154 Intermediate Similarity NPD7319 Approved
0.7143 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD7100 Approved
0.712 Intermediate Similarity NPD7101 Approved
0.7117 Intermediate Similarity NPD8035 Phase 2
0.7117 Intermediate Similarity NPD8034 Phase 2
0.7105 Intermediate Similarity NPD6083 Phase 2
0.7105 Intermediate Similarity NPD6084 Phase 2
0.7097 Intermediate Similarity NPD6317 Approved
0.7097 Intermediate Similarity NPD7115 Discovery
0.7054 Intermediate Similarity NPD6399 Phase 3
0.7054 Intermediate Similarity NPD7507 Approved
0.7043 Intermediate Similarity NPD5696 Approved
0.704 Intermediate Similarity NPD6313 Approved
0.704 Intermediate Similarity NPD6335 Approved
0.704 Intermediate Similarity NPD6314 Approved
0.7018 Intermediate Similarity NPD4697 Phase 3
0.7 Intermediate Similarity NPD5128 Approved
0.7 Intermediate Similarity NPD4729 Approved
0.7 Intermediate Similarity NPD4730 Approved
0.6975 Remote Similarity NPD4767 Approved
0.6975 Remote Similarity NPD4768 Approved
0.6949 Remote Similarity NPD4754 Approved
0.693 Remote Similarity NPD5695 Phase 3
0.6899 Remote Similarity NPD8328 Phase 3
0.6885 Remote Similarity NPD5247 Approved
0.6885 Remote Similarity NPD5250 Approved
0.6885 Remote Similarity NPD5248 Approved
0.6885 Remote Similarity NPD5249 Phase 3
0.6885 Remote Similarity NPD5251 Approved
0.6875 Remote Similarity NPD6908 Approved
0.6875 Remote Similarity NPD6921 Approved
0.6875 Remote Similarity NPD6909 Approved
0.687 Remote Similarity NPD5220 Clinical (unspecified phase)
0.687 Remote Similarity NPD5222 Approved
0.687 Remote Similarity NPD5221 Approved
0.6829 Remote Similarity NPD5217 Approved
0.6829 Remote Similarity NPD5215 Approved
0.6829 Remote Similarity NPD5216 Approved
0.6825 Remote Similarity NPD8295 Clinical (unspecified phase)
0.681 Remote Similarity NPD5173 Approved
0.6786 Remote Similarity NPD4753 Phase 2
0.6783 Remote Similarity NPD5210 Approved
0.6783 Remote Similarity NPD4629 Approved
0.6777 Remote Similarity NPD6412 Phase 2
0.6774 Remote Similarity NPD6053 Discontinued
0.6754 Remote Similarity NPD4202 Approved
0.6752 Remote Similarity NPD4225 Approved
0.6752 Remote Similarity NPD7638 Approved
0.6748 Remote Similarity NPD5135 Approved
0.6748 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6748 Remote Similarity NPD5169 Approved
0.6739 Remote Similarity NPD6333 Approved
0.6739 Remote Similarity NPD6334 Approved
0.6727 Remote Similarity NPD7520 Clinical (unspecified phase)
0.672 Remote Similarity NPD8133 Approved
0.6719 Remote Similarity NPD4522 Approved
0.6716 Remote Similarity NPD5956 Approved
0.6697 Remote Similarity NPD4788 Approved
0.6695 Remote Similarity NPD7640 Approved
0.6695 Remote Similarity NPD7639 Approved
0.6694 Remote Similarity NPD5127 Approved
0.6667 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6079 Approved
0.6641 Remote Similarity NPD7327 Approved
0.6641 Remote Similarity NPD7328 Approved
0.6639 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6638 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6637 Remote Similarity NPD5328 Approved
0.6614 Remote Similarity NPD6868 Approved
0.6613 Remote Similarity NPD6371 Approved
0.6613 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6612 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6612 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6589 Remote Similarity NPD7516 Approved
0.6552 Remote Similarity NPD5282 Discontinued
0.6549 Remote Similarity NPD6903 Approved
0.6535 Remote Similarity NPD5167 Approved
0.6532 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6525 Remote Similarity NPD7902 Approved
0.6518 Remote Similarity NPD3618 Phase 1
0.6518 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6491 Remote Similarity NPD6673 Approved
0.6491 Remote Similarity NPD6080 Approved
0.6491 Remote Similarity NPD6904 Approved
0.6489 Remote Similarity NPD8033 Approved
0.6475 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6412 Remote Similarity NPD8377 Approved
0.6412 Remote Similarity NPD8294 Approved
0.641 Remote Similarity NPD6001 Approved
0.6404 Remote Similarity NPD5737 Approved
0.6404 Remote Similarity NPD6672 Approved
0.6391 Remote Similarity NPD6067 Discontinued
0.6389 Remote Similarity NPD6115 Approved
0.6389 Remote Similarity NPD6118 Approved
0.6389 Remote Similarity NPD6114 Approved
0.6389 Remote Similarity NPD6697 Approved
0.6379 Remote Similarity NPD5284 Approved
0.6379 Remote Similarity NPD5693 Phase 1
0.6379 Remote Similarity NPD5281 Approved
0.6372 Remote Similarity NPD5330 Approved
0.6372 Remote Similarity NPD7521 Approved
0.6372 Remote Similarity NPD6098 Approved
0.6372 Remote Similarity NPD7146 Approved
0.6372 Remote Similarity NPD6684 Approved
0.6372 Remote Similarity NPD7334 Approved
0.6372 Remote Similarity NPD6409 Approved
0.6371 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8296 Approved
0.6364 Remote Similarity NPD8380 Approved
0.6364 Remote Similarity NPD8335 Approved
0.6364 Remote Similarity NPD8378 Approved
0.6364 Remote Similarity NPD8379 Approved
0.6356 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6339 Remote Similarity NPD4197 Approved
0.6339 Remote Similarity NPD3666 Approved
0.6339 Remote Similarity NPD3665 Phase 1
0.6339 Remote Similarity NPD3133 Approved
0.6339 Remote Similarity NPD4786 Approved
0.632 Remote Similarity NPD6686 Approved
0.632 Remote Similarity NPD5168 Approved
0.6311 Remote Similarity NPD7632 Discontinued
0.6306 Remote Similarity NPD3667 Approved
0.6296 Remote Similarity NPD6116 Phase 1
0.6293 Remote Similarity NPD5692 Phase 3
0.6283 Remote Similarity NPD5329 Approved
0.6271 Remote Similarity NPD7748 Approved
0.6271 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7900 Approved
0.6262 Remote Similarity NPD3703 Phase 2
0.6262 Remote Similarity NPD3702 Approved
0.6261 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6241 Remote Similarity NPD7503 Approved
0.6239 Remote Similarity NPD7515 Phase 2
0.6239 Remote Similarity NPD6050 Approved
0.6239 Remote Similarity NPD5694 Approved

Structure

External Identifiers

PubChem CID   44445779
ChEMBL   CHEMBL401393
ZINC  

Physicochemical Properties

Molecular Weight:  404.18
ALogP:  -2.2286
MLogP:  3.11
XLogP:  0.555
# Rotatable Bonds:  8
Polar Surface Area:  121.13
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  29

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs