Natural Product: NPC112895

Natural Product ID:  NPC112895
Common Name:   Isolushinin G
IUPAC Name:  
Synonyms:   Isolushinin G
Molecular Formula:   C22H32O7
Standard InCHIKey:  OERATICAMRWIDC-ZWOBSMHRSA-N
Standard InCHI:  InChI=1S/C22H32O7/c1-10-14-15(25)16(26)17-21(9-29-11(2)23)7-5-6-20(3,4)12(21)8-13(24)22(17,18(10)27)19(14)28/h12-17,19,24-26,28H,1,5-9H2,2-4H3/t12-,13-,14-,15-,16+,17+,19-,21+,22-/m1/s1
Canonical SMILES:  CC(=O)OC[C@]12CCCC([C@H]2C[C@H]([C@]23[C@H]1[C@@H](O)[C@H](O)[C@H]([C@H]2O)C(=C)C3=O)O)(C)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
NPO28626.2 Isodon rubescens var. lushiensis Varieties Lamiaceae Eukaryota PMID[20521771]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000 nM 16499326
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 18831569
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 18990580
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 15844952
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 10000 nM 18644969

  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 NPC112895 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
1.0 High Similarity NPC218123
1.0 High Similarity NPC231278
0.9604 High Similarity NPC273155
0.9596 High Similarity NPC87927
0.9505 High Similarity NPC166993
0.9495 High Similarity NPC214946
0.9495 High Similarity NPC76866
0.9495 High Similarity NPC246736
0.9495 High Similarity NPC88203
0.9495 High Similarity NPC148628
0.9495 High Similarity NPC286519
0.9495 High Similarity NPC304832
0.9406 High Similarity NPC138908
0.9406 High Similarity NPC200957
0.94 High Similarity NPC277074
0.94 High Similarity NPC209298
0.9394 High Similarity NPC163963
0.9394 High Similarity NPC52899
0.9394 High Similarity NPC289148
0.9394 High Similarity NPC46848
0.9333 High Similarity NPC471252
0.9327 High Similarity NPC94650
0.9327 High Similarity NPC29505
0.9307 High Similarity NPC301787
0.93 High Similarity NPC275990
0.9293 High Similarity NPC287676
0.9293 High Similarity NPC291785
0.9293 High Similarity NPC127408
0.9293 High Similarity NPC470388
0.9231 High Similarity NPC471093
0.9216 High Similarity NPC222833
0.9208 High Similarity NPC122811
0.9192 High Similarity NPC78427
0.9192 High Similarity NPC38471
0.9192 High Similarity NPC471038
0.9192 High Similarity NPC38296
0.9192 High Similarity NPC162459
0.9192 High Similarity NPC28864
0.9192 High Similarity NPC16911
0.9192 High Similarity NPC98837
0.9192 High Similarity NPC20479
0.9118 High Similarity NPC98603
0.9118 High Similarity NPC84928
0.91 High Similarity NPC293866
0.9074 High Similarity NPC473304
0.9057 High Similarity NPC473397
0.9057 High Similarity NPC474927
0.9038 High Similarity NPC55973
0.9038 High Similarity NPC63841
0.9029 High Similarity NPC37600
0.902 High Similarity NPC216114
0.901 High Similarity NPC471790
0.901 High Similarity NPC252614
0.9 High Similarity NPC89099
0.9 High Similarity NPC474793
0.899 High Similarity NPC200054
0.899 High Similarity NPC13949
0.899 High Similarity NPC329910
0.899 High Similarity NPC29410
0.8972 High Similarity NPC471248
0.8962 High Similarity NPC329953
0.8962 High Similarity NPC213320
0.8952 High Similarity NPC118721
0.8952 High Similarity NPC102741
0.8952 High Similarity NPC252679
0.8942 High Similarity NPC186054
0.8942 High Similarity NPC471461
0.8942 High Similarity NPC176949
0.8942 High Similarity NPC67745
0.8942 High Similarity NPC201908
0.8932 High Similarity NPC13149
0.89 High Similarity NPC10864
0.8889 High Similarity NPC84018
0.8889 High Similarity NPC470232
0.8889 High Similarity NPC210214
0.8889 High Similarity NPC98639
0.8889 High Similarity NPC470229
0.8889 High Similarity NPC231060
0.8889 High Similarity NPC138245
0.8879 High Similarity NPC471245
0.8879 High Similarity NPC473303
0.8879 High Similarity NPC473352
0.8868 High Similarity NPC474786
0.8868 High Similarity NPC85391
0.8868 High Similarity NPC137104
0.8868 High Similarity NPC320383
0.8868 High Similarity NPC473324
0.8857 High Similarity NPC469984
0.8857 High Similarity NPC89860
0.8857 High Similarity NPC189663
0.8857 High Similarity NPC473410
0.8857 High Similarity NPC471094
0.8846 High Similarity NPC295366
0.8846 High Similarity NPC4115
0.8835 High Similarity NPC139347
0.8824 High Similarity NPC121218
0.8824 High Similarity NPC253886
0.8824 High Similarity NPC236585
0.8807 High Similarity NPC88945
0.88 High Similarity NPC104568
0.8796 High Similarity NPC132668
0.8788 High Similarity NPC91772
0.8788 High Similarity NPC104371
0.8788 High Similarity NPC47853
0.8788 High Similarity NPC191094
0.8788 High Similarity NPC289539
0.8788 High Similarity NPC29247
0.8788 High Similarity NPC292374
0.8788 High Similarity NPC101233
0.8788 High Similarity NPC215271
0.8788 High Similarity NPC153775
0.8788 High Similarity NPC261333
0.8788 High Similarity NPC470386
0.8788 High Similarity NPC302008
0.8788 High Similarity NPC470385
0.8788 High Similarity NPC129004
0.8788 High Similarity NPC475118
0.8788 High Similarity NPC111524
0.8785 High Similarity NPC122339
0.8774 High Similarity NPC274827
0.8774 High Similarity NPC131903
0.8762 High Similarity NPC471474
0.875 High Similarity NPC202793
0.875 High Similarity NPC96268
0.875 High Similarity NPC474558
0.8738 High Similarity NPC475803
0.8738 High Similarity NPC309388
0.8738 High Similarity NPC170615
0.8727 High Similarity NPC78836
0.8716 High Similarity NPC243354
0.8713 High Similarity NPC170978
0.8704 High Similarity NPC471244
0.8692 High Similarity NPC471476
0.8692 High Similarity NPC100908
0.8687 High Similarity NPC144739
0.8687 High Similarity NPC59170
0.8687 High Similarity NPC294263
0.8687 High Similarity NPC181594
0.8679 High Similarity NPC469729
0.8679 High Similarity NPC211224
0.8679 High Similarity NPC469733
0.8667 High Similarity NPC307660
0.8667 High Similarity NPC130511
0.8667 High Similarity NPC56656
0.8654 High Similarity NPC96217
0.8654 High Similarity NPC159442
0.8654 High Similarity NPC470310
0.8641 High Similarity NPC148279
0.8636 High Similarity NPC229752
0.8614 High Similarity NPC470387
0.8614 High Similarity NPC135548
0.8614 High Similarity NPC264979
0.8614 High Similarity NPC256227
0.8611 High Similarity NPC470281
0.8611 High Similarity NPC63244
0.8598 High Similarity NPC469744
0.8586 High Similarity NPC211403
0.8586 High Similarity NPC476168
0.8586 High Similarity NPC470230
0.8586 High Similarity NPC250753
0.8586 High Similarity NPC198242
0.8586 High Similarity NPC299185
0.8585 High Similarity NPC469746
0.8571 High Similarity NPC47281
0.8545 High Similarity NPC300051
0.8545 High Similarity NPC17165
0.8544 High Similarity NPC94906
0.8544 High Similarity NPC267921
0.8532 High Similarity NPC145625
0.8515 High Similarity NPC41070
0.8515 High Similarity NPC29112
0.8491 Intermediate Similarity NPC265127
0.8491 Intermediate Similarity NPC50535
0.8491 Intermediate Similarity NPC12823
0.8491 Intermediate Similarity NPC28791
0.8485 Intermediate Similarity NPC261994
0.8485 Intermediate Similarity NPC80401
0.8485 Intermediate Similarity NPC470378
0.8485 Intermediate Similarity NPC180849
0.8485 Intermediate Similarity NPC149761
0.8476 Intermediate Similarity NPC469985
0.8462 Intermediate Similarity NPC295276
0.8462 Intermediate Similarity NPC71706
0.8462 Intermediate Similarity NPC14634
0.8455 Intermediate Similarity NPC94141
0.8455 Intermediate Similarity NPC194273
0.8447 Intermediate Similarity NPC26270
0.8447 Intermediate Similarity NPC472028
0.844 Intermediate Similarity NPC471243
0.844 Intermediate Similarity NPC56025
0.8431 Intermediate Similarity NPC140242
0.8426 Intermediate Similarity NPC469983
0.8411 Intermediate Similarity NPC284732
0.8411 Intermediate Similarity NPC78966
0.8411 Intermediate Similarity NPC251824
0.8411 Intermediate Similarity NPC61071
0.8411 Intermediate Similarity NPC96333
0.8411 Intermediate Similarity NPC86852
0.8411 Intermediate Similarity NPC88833
0.84 Intermediate Similarity NPC278106

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC112895 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
0.8165 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7863 Intermediate Similarity NPD6319 Approved
0.7692 Intermediate Similarity NPD8034 Phase 2
0.7692 Intermediate Similarity NPD8035 Phase 2
0.7679 Intermediate Similarity NPD6881 Approved
0.7679 Intermediate Similarity NPD6899 Approved
0.7658 Intermediate Similarity NPD7128 Approved
0.7658 Intermediate Similarity NPD6675 Approved
0.7658 Intermediate Similarity NPD5739 Approved
0.7658 Intermediate Similarity NPD6402 Approved
0.7652 Intermediate Similarity NPD4632 Approved
0.7632 Intermediate Similarity NPD6649 Approved
0.7632 Intermediate Similarity NPD6650 Approved
0.7611 Intermediate Similarity NPD6372 Approved
0.7611 Intermediate Similarity NPD6373 Approved
0.7603 Intermediate Similarity NPD7492 Approved
0.7589 Intermediate Similarity NPD5697 Approved
0.7565 Intermediate Similarity NPD8297 Approved
0.7563 Intermediate Similarity NPD6054 Approved
0.7561 Intermediate Similarity NPD7736 Approved
0.7544 Intermediate Similarity NPD7290 Approved
0.7544 Intermediate Similarity NPD6883 Approved
0.7544 Intermediate Similarity NPD7102 Approved
0.7544 Intermediate Similarity NPD4634 Approved
0.7541 Intermediate Similarity NPD6616 Approved
0.7522 Intermediate Similarity NPD7320 Approved
0.75 Intermediate Similarity NPD7319 Approved
0.75 Intermediate Similarity NPD6008 Approved
0.748 Intermediate Similarity NPD7078 Approved
0.7478 Intermediate Similarity NPD6617 Approved
0.7478 Intermediate Similarity NPD6869 Approved
0.7478 Intermediate Similarity NPD6847 Approved
0.7478 Intermediate Similarity NPD8130 Phase 1
0.7458 Intermediate Similarity NPD7115 Discovery
0.7456 Intermediate Similarity NPD6014 Approved
0.7456 Intermediate Similarity NPD6012 Approved
0.7456 Intermediate Similarity NPD6013 Approved
0.7453 Intermediate Similarity NPD6399 Phase 3
0.7451 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD6370 Approved
0.7434 Intermediate Similarity NPD5701 Approved
0.7417 Intermediate Similarity NPD6059 Approved
0.7414 Intermediate Similarity NPD6882 Approved
0.7377 Intermediate Similarity NPD8328 Phase 3
0.7368 Intermediate Similarity NPD6011 Approved
0.7355 Intermediate Similarity NPD6016 Approved
0.7355 Intermediate Similarity NPD6015 Approved
0.7355 Intermediate Similarity NPD6921 Approved
0.7339 Intermediate Similarity NPD8293 Discontinued
0.7311 Intermediate Similarity NPD6009 Approved
0.7311 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD5988 Approved
0.7273 Intermediate Similarity NPD7638 Approved
0.7258 Intermediate Similarity NPD7507 Approved
0.7236 Intermediate Similarity NPD7604 Phase 2
0.7213 Intermediate Similarity NPD5983 Phase 2
0.7207 Intermediate Similarity NPD7640 Approved
0.7207 Intermediate Similarity NPD5285 Approved
0.7207 Intermediate Similarity NPD7639 Approved
0.7207 Intermediate Similarity NPD4696 Approved
0.7207 Intermediate Similarity NPD5286 Approved
0.7203 Intermediate Similarity NPD8133 Approved
0.7196 Intermediate Similarity NPD6079 Approved
0.7182 Intermediate Similarity NPD4755 Approved
0.7182 Intermediate Similarity NPD7902 Approved
0.7179 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5328 Approved
0.7155 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6412 Phase 2
0.712 Intermediate Similarity NPD6336 Discontinued
0.7117 Intermediate Similarity NPD4225 Approved
0.71 Intermediate Similarity NPD6114 Approved
0.71 Intermediate Similarity NPD6118 Approved
0.71 Intermediate Similarity NPD6697 Approved
0.71 Intermediate Similarity NPD6115 Approved
0.7094 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD4788 Approved
0.7083 Intermediate Similarity NPD6274 Approved
0.708 Intermediate Similarity NPD5211 Phase 2
0.708 Intermediate Similarity NPD5224 Approved
0.708 Intermediate Similarity NPD5226 Approved
0.708 Intermediate Similarity NPD4633 Approved
0.708 Intermediate Similarity NPD5225 Approved
0.7064 Intermediate Similarity NPD7748 Approved
0.7054 Intermediate Similarity NPD4700 Approved
0.7049 Intermediate Similarity NPD7101 Approved
0.7049 Intermediate Similarity NPD7516 Approved
0.7049 Intermediate Similarity NPD7100 Approved
0.7037 Intermediate Similarity NPD7515 Phase 2
0.7027 Intermediate Similarity NPD6083 Phase 2
0.7027 Intermediate Similarity NPD6084 Phase 2
0.7018 Intermediate Similarity NPD5175 Approved
0.7018 Intermediate Similarity NPD5174 Approved
0.7 Intermediate Similarity NPD6116 Phase 1
0.6991 Remote Similarity NPD1700 Approved
0.6991 Remote Similarity NPD5223 Approved
0.6967 Remote Similarity NPD7327 Approved
0.6967 Remote Similarity NPD7328 Approved
0.6967 Remote Similarity NPD6335 Approved
0.6957 Remote Similarity NPD5141 Approved
0.6937 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6937 Remote Similarity NPD5222 Approved
0.6937 Remote Similarity NPD4697 Phase 3
0.6937 Remote Similarity NPD5221 Approved
0.6923 Remote Similarity NPD6686 Approved
0.6909 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6909 Remote Similarity NPD7900 Approved
0.69 Remote Similarity NPD6117 Approved
0.6887 Remote Similarity NPD3618 Phase 1
0.6885 Remote Similarity NPD6317 Approved
0.6881 Remote Similarity NPD6411 Approved
0.6875 Remote Similarity NPD5173 Approved
0.6875 Remote Similarity NPD6033 Approved
0.6857 Remote Similarity NPD4786 Approved
0.6838 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6313 Approved
0.6829 Remote Similarity NPD6314 Approved
0.6818 Remote Similarity NPD4202 Approved
0.6814 Remote Similarity NPD5696 Approved
0.681 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6371 Approved
0.6803 Remote Similarity NPD6868 Approved
0.68 Remote Similarity NPD6909 Approved
0.68 Remote Similarity NPD6908 Approved
0.68 Remote Similarity NPD3703 Phase 2
0.68 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6783 Remote Similarity NPD7632 Discontinued
0.678 Remote Similarity NPD4730 Approved
0.678 Remote Similarity NPD4729 Approved
0.678 Remote Similarity NPD5128 Approved
0.6759 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6752 Remote Similarity NPD4768 Approved
0.6752 Remote Similarity NPD4767 Approved
0.6729 Remote Similarity NPD6684 Approved
0.6729 Remote Similarity NPD7334 Approved
0.6729 Remote Similarity NPD6409 Approved
0.6729 Remote Similarity NPD7521 Approved
0.6729 Remote Similarity NPD5330 Approved
0.6729 Remote Similarity NPD7146 Approved
0.6729 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6727 Remote Similarity NPD7637 Suspended
0.6724 Remote Similarity NPD4754 Approved
0.67 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6697 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6697 Remote Similarity NPD6101 Approved
0.6696 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5695 Phase 3
0.6694 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD8380 Approved
0.6667 Remote Similarity NPD8335 Approved
0.6667 Remote Similarity NPD5247 Approved
0.6667 Remote Similarity NPD8379 Approved
0.6667 Remote Similarity NPD3667 Approved
0.6667 Remote Similarity NPD8296 Approved
0.6667 Remote Similarity NPD5248 Approved
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD8033 Approved
0.6667 Remote Similarity NPD5251 Approved
0.6667 Remote Similarity NPD5250 Approved
0.6667 Remote Similarity NPD5249 Phase 3
0.6667 Remote Similarity NPD5779 Approved
0.6667 Remote Similarity NPD8378 Approved
0.6612 Remote Similarity NPD5216 Approved
0.6612 Remote Similarity NPD5215 Approved
0.6612 Remote Similarity NPD5217 Approved
0.6606 Remote Similarity NPD6672 Approved
0.6606 Remote Similarity NPD6903 Approved
0.6606 Remote Similarity NPD5737 Approved
0.6587 Remote Similarity NPD8294 Approved
0.6587 Remote Similarity NPD8377 Approved
0.6552 Remote Similarity NPD5344 Discontinued
0.6549 Remote Similarity NPD4629 Approved
0.6549 Remote Similarity NPD5210 Approved
0.6549 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6545 Remote Similarity NPD4753 Phase 2
0.6544 Remote Similarity NPD6333 Approved
0.6544 Remote Similarity NPD6334 Approved
0.6542 Remote Similarity NPD3665 Phase 1
0.6542 Remote Similarity NPD3133 Approved
0.6542 Remote Similarity NPD3666 Approved
0.6529 Remote Similarity NPD5135 Approved
0.6529 Remote Similarity NPD5169 Approved
0.6529 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6514 Remote Similarity NPD3573 Approved
0.65 Remote Similarity NPD4809 Clinical (unspecified phase)
0.65 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6476 Remote Similarity NPD7525 Registered
0.6475 Remote Similarity NPD5127 Approved
0.6434 Remote Similarity NPD6067 Discontinued
0.6429 Remote Similarity NPD5284 Approved
0.6429 Remote Similarity NPD5281 Approved
0.6429 Remote Similarity NPD7983 Approved
0.6406 Remote Similarity NPD8516 Approved
0.6406 Remote Similarity NPD7503 Approved
0.6406 Remote Similarity NPD8513 Phase 3
0.6406 Remote Similarity NPD8515 Approved
0.6406 Remote Similarity NPD8517 Approved
0.6396 Remote Similarity NPD6080 Approved
0.6396 Remote Similarity NPD6904 Approved

Structure

External Identifiers

PubChem CID   46849337
ChEMBL   CHEMBL1165343
ZINC  

Physicochemical Properties

Molecular Weight:  408.21
ALogP:  -2.1652
MLogP:  3.11
XLogP:  0.97
# Rotatable Bonds:  10
Polar Surface Area:  124.29
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  29

Download Data

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