Natural Product: NPC28791

Natural Product ID:  NPC28791
Common Name:   Adenanthin K
IUPAC Name:  
Synonyms:   Adenanthin K
Molecular Formula:   C26H36O9
Standard InCHIKey:  RQAVBFNKRIQRDR-ALUVBQLPSA-N
Standard InCHI:  InChI=1S/C26H36O9/c1-11-15-8-16(33-12(2)27)20-25(7)18(34-13(3)28)9-17(30)24(5,6)21(25)19(31)22(32)26(20,10-15)23(11)35-14(4)29/h15-18,20-23,30,32H,1,8-10H2,2-7H3/t15-,16+,17+,18+,20+,21-,22+,23-,25+,26-/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]1(C)[C@@H](OC(=O)C)C[C@@H](C([C@H]1C(=O)[C@@H]3O)(C)C)O)[C@@H](C2=C)OC(=O)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
NPO8269 Isodon nervosus Species Lamiaceae Eukaryota PMID[18345641]
NPO15942 Isodon wikstroemioides Species Lamiaceae Eukaryota PMID[24697496]
NPO6720 Rabdosia adenantha 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 > 100000 nM 18345641
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 18345641
NPT65 Cell Line HepG2 Homo sapiens IC50 > 100000 nM 18345641
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 24697496
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 24697496
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 24697496
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 24697496
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000 nM 24697496

  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 NPC28791 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
0.9898 High Similarity NPC86852
0.9898 High Similarity NPC251824
0.9694 High Similarity NPC47281
0.9691 High Similarity NPC170615
0.9596 High Similarity NPC50535
0.9596 High Similarity NPC295366
0.9388 High Similarity NPC121218
0.9388 High Similarity NPC253886
0.902 High Similarity NPC37600
0.901 High Similarity NPC469985
0.9 High Similarity NPC295276
0.899 High Similarity NPC28864
0.899 High Similarity NPC162459
0.899 High Similarity NPC38471
0.899 High Similarity NPC38296
0.899 High Similarity NPC20479
0.899 High Similarity NPC98837
0.8952 High Similarity NPC94650
0.8932 High Similarity NPC201908
0.8932 High Similarity NPC176949
0.8911 High Similarity NPC275990
0.89 High Similarity NPC293866
0.8868 High Similarity NPC40608
0.8812 High Similarity NPC46848
0.88 High Similarity NPC89099
0.8788 High Similarity NPC29410
0.8788 High Similarity NPC200054
0.8763 High Similarity NPC130840
0.8738 High Similarity NPC301787
0.8738 High Similarity NPC29705
0.8725 High Similarity NPC76866
0.8725 High Similarity NPC214946
0.8725 High Similarity NPC246736
0.8725 High Similarity NPC304832
0.8725 High Similarity NPC148628
0.8725 High Similarity NPC286519
0.8725 High Similarity NPC88203
0.8713 High Similarity NPC293890
0.87 High Similarity NPC10864
0.8687 High Similarity NPC98639
0.8679 High Similarity NPC124053
0.8654 High Similarity NPC222833
0.8654 High Similarity NPC200957
0.8654 High Similarity NPC138908
0.8641 High Similarity NPC87927
0.8627 High Similarity NPC52899
0.8627 High Similarity NPC252614
0.8627 High Similarity NPC289148
0.8627 High Similarity NPC163963
0.8614 High Similarity NPC471038
0.8598 High Similarity NPC471251
0.8598 High Similarity NPC470281
0.8586 High Similarity NPC3359
0.8571 High Similarity NPC166993
0.8571 High Similarity NPC198054
0.8529 High Similarity NPC287676
0.8515 High Similarity NPC274793
0.8491 Intermediate Similarity NPC94529
0.8491 Intermediate Similarity NPC211224
0.8491 Intermediate Similarity NPC218123
0.8491 Intermediate Similarity NPC112895
0.8491 Intermediate Similarity NPC273155
0.8491 Intermediate Similarity NPC231278
0.8485 Intermediate Similarity NPC199543
0.8485 Intermediate Similarity NPC294263
0.8476 Intermediate Similarity NPC196528
0.8469 Intermediate Similarity NPC123252
0.8469 Intermediate Similarity NPC194485
0.8469 Intermediate Similarity NPC53890
0.8469 Intermediate Similarity NPC100313
0.8469 Intermediate Similarity NPC219937
0.8462 Intermediate Similarity NPC266
0.8462 Intermediate Similarity NPC122811
0.8447 Intermediate Similarity NPC39683
0.8447 Intermediate Similarity NPC236585
0.8431 Intermediate Similarity NPC469986
0.8431 Intermediate Similarity NPC474793
0.8431 Intermediate Similarity NPC78427
0.8431 Intermediate Similarity NPC16911
0.8416 Intermediate Similarity NPC219353
0.8416 Intermediate Similarity NPC329910
0.8411 Intermediate Similarity NPC471250
0.84 Intermediate Similarity NPC280804
0.8381 Intermediate Similarity NPC310586
0.8381 Intermediate Similarity NPC84928
0.8381 Intermediate Similarity NPC98603
0.8365 Intermediate Similarity NPC15396
0.835 Intermediate Similarity NPC37047
0.835 Intermediate Similarity NPC41971
0.835 Intermediate Similarity NPC94906
0.835 Intermediate Similarity NPC180733
0.835 Intermediate Similarity NPC108371
0.8349 Intermediate Similarity NPC476964
0.8349 Intermediate Similarity NPC280782
0.8333 Intermediate Similarity NPC255655
0.8317 Intermediate Similarity NPC470229
0.8317 Intermediate Similarity NPC259042
0.8317 Intermediate Similarity NPC470232
0.8317 Intermediate Similarity NPC157686
0.8317 Intermediate Similarity NPC241047
0.8317 Intermediate Similarity NPC62407
0.8317 Intermediate Similarity NPC287354
0.8302 Intermediate Similarity NPC278628
0.8302 Intermediate Similarity NPC231530
0.8302 Intermediate Similarity NPC265127
0.83 Intermediate Similarity NPC26046
0.83 Intermediate Similarity NPC244356
0.83 Intermediate Similarity NPC224060
0.8286 Intermediate Similarity NPC139347
0.8286 Intermediate Similarity NPC140723
0.8286 Intermediate Similarity NPC221421
0.8286 Intermediate Similarity NPC96217
0.8286 Intermediate Similarity NPC216114
0.8286 Intermediate Similarity NPC209298
0.8286 Intermediate Similarity NPC277074
0.8283 Intermediate Similarity NPC46758
0.8273 Intermediate Similarity NPC202889
0.8269 Intermediate Similarity NPC477052
0.8269 Intermediate Similarity NPC477051
0.8269 Intermediate Similarity NPC477053
0.8269 Intermediate Similarity NPC471790
0.8269 Intermediate Similarity NPC75941
0.8269 Intermediate Similarity NPC49532
0.8265 Intermediate Similarity NPC160304
0.8252 Intermediate Similarity NPC476806
0.8252 Intermediate Similarity NPC474724
0.8252 Intermediate Similarity NPC476807
0.8252 Intermediate Similarity NPC472028
0.8247 Intermediate Similarity NPC472505
0.8235 Intermediate Similarity NPC292718
0.8235 Intermediate Similarity NPC13949
0.8235 Intermediate Similarity NPC111834
0.8235 Intermediate Similarity NPC234564
0.8235 Intermediate Similarity NPC306797
0.8235 Intermediate Similarity NPC169270
0.8224 Intermediate Similarity NPC471246
0.8218 Intermediate Similarity NPC225474
0.8218 Intermediate Similarity NPC470386
0.8218 Intermediate Similarity NPC475118
0.8218 Intermediate Similarity NPC272635
0.8218 Intermediate Similarity NPC169751
0.8218 Intermediate Similarity NPC469596
0.8218 Intermediate Similarity NPC148000
0.8218 Intermediate Similarity NPC47853
0.8218 Intermediate Similarity NPC470385
0.819 Intermediate Similarity NPC124544
0.819 Intermediate Similarity NPC477054
0.8174 Intermediate Similarity NPC222688
0.8173 Intermediate Similarity NPC218383
0.8173 Intermediate Similarity NPC470388
0.8165 Intermediate Similarity NPC100908
0.8163 Intermediate Similarity NPC472497
0.8163 Intermediate Similarity NPC472495
0.8155 Intermediate Similarity NPC473963
0.8155 Intermediate Similarity NPC190080
0.8155 Intermediate Similarity NPC111187
0.8155 Intermediate Similarity NPC253586
0.8148 Intermediate Similarity NPC289702
0.8148 Intermediate Similarity NPC476479
0.8148 Intermediate Similarity NPC208461
0.8142 Intermediate Similarity NPC324253
0.8137 Intermediate Similarity NPC288906
0.8137 Intermediate Similarity NPC210214
0.8137 Intermediate Similarity NPC263135
0.8137 Intermediate Similarity NPC205173
0.8131 Intermediate Similarity NPC475571
0.8131 Intermediate Similarity NPC285927
0.8131 Intermediate Similarity NPC4115
0.8125 Intermediate Similarity NPC148458
0.8125 Intermediate Similarity NPC469794
0.8125 Intermediate Similarity NPC72772
0.8125 Intermediate Similarity NPC270958
0.8119 Intermediate Similarity NPC476189
0.8119 Intermediate Similarity NPC472496
0.8113 Intermediate Similarity NPC470310
0.8108 Intermediate Similarity NPC52634
0.8108 Intermediate Similarity NPC962
0.8108 Intermediate Similarity NPC471252
0.8095 Intermediate Similarity NPC474327
0.8095 Intermediate Similarity NPC148279
0.8095 Intermediate Similarity NPC475958
0.8091 Intermediate Similarity NPC157476
0.8091 Intermediate Similarity NPC329953
0.8091 Intermediate Similarity NPC470311
0.8091 Intermediate Similarity NPC270586
0.8077 Intermediate Similarity NPC119036
0.8073 Intermediate Similarity NPC469983
0.8067 Intermediate Similarity NPC221414
0.8058 Intermediate Similarity NPC473964
0.8058 Intermediate Similarity NPC256227
0.8058 Intermediate Similarity NPC470387
0.8058 Intermediate Similarity NPC93245
0.8056 Intermediate Similarity NPC284732
0.8056 Intermediate Similarity NPC78966
0.8053 Intermediate Similarity NPC473590
0.8053 Intermediate Similarity NPC239273
0.8041 Intermediate Similarity NPC299963
0.8039 Intermediate Similarity NPC24861
0.8039 Intermediate Similarity NPC261333
0.8039 Intermediate Similarity NPC469982

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC28791 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
0.8241 Intermediate Similarity NPD6373 Approved
0.8241 Intermediate Similarity NPD6372 Approved
0.8148 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.8131 Intermediate Similarity NPD7128 Approved
0.8131 Intermediate Similarity NPD5739 Approved
0.8131 Intermediate Similarity NPD6675 Approved
0.8131 Intermediate Similarity NPD6402 Approved
0.8091 Intermediate Similarity NPD6650 Approved
0.8091 Intermediate Similarity NPD6649 Approved
0.7982 Intermediate Similarity NPD6881 Approved
0.7982 Intermediate Similarity NPD6899 Approved
0.7982 Intermediate Similarity NPD7320 Approved
0.7905 Intermediate Similarity NPD7638 Approved
0.789 Intermediate Similarity NPD5701 Approved
0.789 Intermediate Similarity NPD5697 Approved
0.7857 Intermediate Similarity NPD8297 Approved
0.7857 Intermediate Similarity NPD6882 Approved
0.7843 Intermediate Similarity NPD8034 Phase 2
0.7843 Intermediate Similarity NPD8035 Phase 2
0.7838 Intermediate Similarity NPD7290 Approved
0.7838 Intermediate Similarity NPD7102 Approved
0.7838 Intermediate Similarity NPD6883 Approved
0.783 Intermediate Similarity NPD7639 Approved
0.783 Intermediate Similarity NPD7640 Approved
0.7788 Intermediate Similarity NPD8133 Approved
0.7768 Intermediate Similarity NPD6869 Approved
0.7768 Intermediate Similarity NPD6847 Approved
0.7768 Intermediate Similarity NPD8130 Phase 1
0.7768 Intermediate Similarity NPD6617 Approved
0.7748 Intermediate Similarity NPD6012 Approved
0.7748 Intermediate Similarity NPD6013 Approved
0.7748 Intermediate Similarity NPD6014 Approved
0.7692 Intermediate Similarity NPD6319 Approved
0.7667 Intermediate Similarity NPD7507 Approved
0.7658 Intermediate Similarity NPD6011 Approved
0.7642 Intermediate Similarity NPD4755 Approved
0.7632 Intermediate Similarity NPD4632 Approved
0.7623 Intermediate Similarity NPD7319 Approved
0.7611 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD5211 Phase 2
0.75 Intermediate Similarity NPD5286 Approved
0.75 Intermediate Similarity NPD4700 Approved
0.75 Intermediate Similarity NPD4696 Approved
0.75 Intermediate Similarity NPD5285 Approved
0.7479 Intermediate Similarity NPD6921 Approved
0.7477 Intermediate Similarity NPD6084 Phase 2
0.7477 Intermediate Similarity NPD6008 Approved
0.7477 Intermediate Similarity NPD6083 Phase 2
0.7438 Intermediate Similarity NPD7492 Approved
0.7436 Intermediate Similarity NPD6009 Approved
0.7429 Intermediate Similarity NPD6399 Phase 3
0.7398 Intermediate Similarity NPD7736 Approved
0.7395 Intermediate Similarity NPD6054 Approved
0.7395 Intermediate Similarity NPD6059 Approved
0.7387 Intermediate Similarity NPD5141 Approved
0.7377 Intermediate Similarity NPD6616 Approved
0.7364 Intermediate Similarity NPD7632 Discontinued
0.7364 Intermediate Similarity NPD5224 Approved
0.7364 Intermediate Similarity NPD5225 Approved
0.7364 Intermediate Similarity NPD4633 Approved
0.7364 Intermediate Similarity NPD5226 Approved
0.7355 Intermediate Similarity NPD7604 Phase 2
0.735 Intermediate Similarity NPD6274 Approved
0.7333 Intermediate Similarity NPD5983 Phase 2
0.7321 Intermediate Similarity NPD4768 Approved
0.7321 Intermediate Similarity NPD4767 Approved
0.7317 Intermediate Similarity NPD7078 Approved
0.7317 Intermediate Similarity NPD8293 Discontinued
0.7311 Intermediate Similarity NPD7100 Approved
0.7311 Intermediate Similarity NPD7101 Approved
0.7297 Intermediate Similarity NPD5175 Approved
0.7297 Intermediate Similarity NPD5174 Approved
0.7273 Intermediate Similarity NPD6370 Approved
0.7273 Intermediate Similarity NPD5223 Approved
0.7248 Intermediate Similarity NPD5696 Approved
0.7245 Intermediate Similarity NPD6115 Approved
0.7245 Intermediate Similarity NPD6114 Approved
0.7245 Intermediate Similarity NPD6697 Approved
0.7245 Intermediate Similarity NPD6118 Approved
0.7236 Intermediate Similarity NPD6336 Discontinued
0.7227 Intermediate Similarity NPD6335 Approved
0.7227 Intermediate Similarity NPD7327 Approved
0.7227 Intermediate Similarity NPD7328 Approved
0.7222 Intermediate Similarity NPD4697 Phase 3
0.7217 Intermediate Similarity NPD4634 Approved
0.7217 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD8328 Phase 3
0.7193 Intermediate Similarity NPD4729 Approved
0.7193 Intermediate Similarity NPD4730 Approved
0.719 Intermediate Similarity NPD6908 Approved
0.719 Intermediate Similarity NPD6909 Approved
0.719 Intermediate Similarity NPD6016 Approved
0.719 Intermediate Similarity NPD6015 Approved
0.7167 Intermediate Similarity NPD7516 Approved
0.7156 Intermediate Similarity NPD7902 Approved
0.7143 Intermediate Similarity NPD5328 Approved
0.7143 Intermediate Similarity NPD6116 Phase 1
0.7143 Intermediate Similarity NPD4754 Approved
0.7143 Intermediate Similarity NPD6317 Approved
0.7143 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD5988 Approved
0.713 Intermediate Similarity NPD5695 Phase 3
0.713 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD6053 Discontinued
0.7083 Intermediate Similarity NPD6313 Approved
0.7083 Intermediate Similarity NPD6314 Approved
0.7069 Intermediate Similarity NPD5250 Approved
0.7069 Intermediate Similarity NPD5249 Phase 3
0.7069 Intermediate Similarity NPD5251 Approved
0.7069 Intermediate Similarity NPD5247 Approved
0.7069 Intermediate Similarity NPD5248 Approved
0.7064 Intermediate Similarity NPD5222 Approved
0.7064 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD5221 Approved
0.7059 Intermediate Similarity NPD4788 Approved
0.7049 Intermediate Similarity NPD8296 Approved
0.7049 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD8380 Approved
0.7049 Intermediate Similarity NPD8335 Approved
0.7049 Intermediate Similarity NPD8378 Approved
0.7049 Intermediate Similarity NPD8379 Approved
0.7043 Intermediate Similarity NPD6686 Approved
0.7043 Intermediate Similarity NPD5128 Approved
0.7041 Intermediate Similarity NPD6117 Approved
0.7037 Intermediate Similarity NPD7748 Approved
0.7009 Intermediate Similarity NPD5693 Phase 1
0.7009 Intermediate Similarity NPD7515 Phase 2
0.7009 Intermediate Similarity NPD6079 Approved
0.7 Intermediate Similarity NPD5173 Approved
0.7 Intermediate Similarity NPD7115 Discovery
0.6983 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6981 Remote Similarity NPD4753 Phase 2
0.6967 Remote Similarity NPD8377 Approved
0.6967 Remote Similarity NPD8294 Approved
0.6957 Remote Similarity NPD6412 Phase 2
0.6957 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6944 Remote Similarity NPD4202 Approved
0.6939 Remote Similarity NPD3703 Phase 2
0.693 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6917 Remote Similarity NPD6868 Approved
0.6911 Remote Similarity NPD8033 Approved
0.6887 Remote Similarity NPD5737 Approved
0.6887 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6887 Remote Similarity NPD6672 Approved
0.6881 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6881 Remote Similarity NPD7900 Approved
0.6864 Remote Similarity NPD5215 Approved
0.6864 Remote Similarity NPD5217 Approved
0.6864 Remote Similarity NPD5216 Approved
0.6857 Remote Similarity NPD7334 Approved
0.6857 Remote Similarity NPD6409 Approved
0.6857 Remote Similarity NPD5330 Approved
0.6857 Remote Similarity NPD6684 Approved
0.6857 Remote Similarity NPD7146 Approved
0.6857 Remote Similarity NPD3618 Phase 1
0.6857 Remote Similarity NPD7521 Approved
0.6857 Remote Similarity NPD6098 Approved
0.685 Remote Similarity NPD6033 Approved
0.6837 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6827 Remote Similarity NPD4786 Approved
0.6822 Remote Similarity NPD6673 Approved
0.6822 Remote Similarity NPD6904 Approved
0.6822 Remote Similarity NPD6080 Approved
0.6818 Remote Similarity NPD5210 Approved
0.6818 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6818 Remote Similarity NPD4629 Approved
0.6814 Remote Similarity NPD1700 Approved
0.678 Remote Similarity NPD5169 Approved
0.678 Remote Similarity NPD5134 Clinical (unspecified phase)
0.678 Remote Similarity NPD5135 Approved
0.6729 Remote Similarity NPD6903 Approved
0.6723 Remote Similarity NPD5127 Approved
0.6667 Remote Similarity NPD3133 Approved
0.6667 Remote Similarity NPD3666 Approved
0.6667 Remote Similarity NPD3665 Phase 1
0.664 Remote Similarity NPD7503 Approved
0.6637 Remote Similarity NPD4225 Approved
0.6635 Remote Similarity NPD3667 Approved
0.6635 Remote Similarity NPD6435 Approved
0.6633 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6633 Remote Similarity NPD5777 Approved
0.6633 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5329 Approved
0.6602 Remote Similarity NPD7525 Registered
0.66 Remote Similarity NPD3702 Approved
0.6565 Remote Similarity NPD7260 Phase 2
0.6557 Remote Similarity NPD5167 Approved
0.6545 Remote Similarity NPD5284 Approved
0.6545 Remote Similarity NPD5281 Approved
0.6545 Remote Similarity NPD6050 Approved
0.6545 Remote Similarity NPD6411 Approved
0.6545 Remote Similarity NPD7637 Suspended
0.6531 Remote Similarity NPD4244 Approved
0.6531 Remote Similarity NPD4245 Approved
0.6531 Remote Similarity NPD4789 Approved
0.6519 Remote Similarity NPD6334 Approved
0.6519 Remote Similarity NPD6333 Approved
0.6514 Remote Similarity NPD6051 Approved
0.6509 Remote Similarity NPD4197 Approved

Structure

External Identifiers

PubChem CID   11081506
ChEMBL   CHEMBL468548
ZINC  

Physicochemical Properties

Molecular Weight:  492.24
ALogP:  -0.7511
MLogP:  3.33
XLogP:  1.491
# Rotatable Bonds:  14
Polar Surface Area:  136.43
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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