Natural Product: NPC477090

Natural Product ID:  NPC477090
Common Name:   17-Acetoxyjolkinolide B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H28O6
Standard InCHIKey:  GYXLGRPTVRBMFK-OVURXTQHSA-N
Standard InCHI:  InChI=1S/C22H28O6/c1-11(23)25-10-12-14-16-21(26-16)9-6-13-19(2,3)7-5-8-20(13,4)15(21)17-22(14,27-17)28-18(12)24/h13,15-17H,5-10H2,1-4H3/t13-,15+,16-,17-,20-,21+,22-/m1/s1
Canonical SMILES:  CC(=O)OCC1=C2[C@H]3O[C@@]43CC[C@H]3[C@@]([C@@H]4[C@@H]4[C@@]2(OC1=O)O4)(C)CCCC3(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
NPO16205 Euphorbia fischeriana Species Euphorbiaceae Eukaryota roots PMID[16792421]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4651 Cell Line Ramos Homo sapiens IC50 = 0.023 ug/ml 16792421

  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 NPC477090 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
0.9794 High Similarity NPC165608
0.8519 High Similarity NPC42658
0.8476 Intermediate Similarity NPC51719
0.8462 Intermediate Similarity NPC474822
0.844 Intermediate Similarity NPC33360
0.8411 Intermediate Similarity NPC299590
0.8396 Intermediate Similarity NPC122816
0.8333 Intermediate Similarity NPC199099
0.8318 Intermediate Similarity NPC181994
0.8224 Intermediate Similarity NPC471205
0.8208 Intermediate Similarity NPC471937
0.819 Intermediate Similarity NPC471914
0.8182 Intermediate Similarity NPC222834
0.8173 Intermediate Similarity NPC16601
0.8165 Intermediate Similarity NPC177047
0.8142 Intermediate Similarity NPC240509
0.8137 Intermediate Similarity NPC471915
0.8137 Intermediate Similarity NPC111273
0.8113 Intermediate Similarity NPC471938
0.8058 Intermediate Similarity NPC209297
0.8058 Intermediate Similarity NPC194132
0.8058 Intermediate Similarity NPC475380
0.8056 Intermediate Similarity NPC180744
0.8053 Intermediate Similarity NPC58662
0.8039 Intermediate Similarity NPC140277
0.7981 Intermediate Similarity NPC475446
0.7981 Intermediate Similarity NPC100912
0.7981 Intermediate Similarity NPC311241
0.7944 Intermediate Similarity NPC45897
0.7944 Intermediate Similarity NPC281378
0.7941 Intermediate Similarity NPC110022
0.7941 Intermediate Similarity NPC472640
0.7941 Intermediate Similarity NPC472641
0.7905 Intermediate Similarity NPC107806
0.7905 Intermediate Similarity NPC72647
0.7885 Intermediate Similarity NPC260796
0.787 Intermediate Similarity NPC161775
0.7864 Intermediate Similarity NPC161998
0.7857 Intermediate Similarity NPC214005
0.7857 Intermediate Similarity NPC150228
0.785 Intermediate Similarity NPC472552
0.7843 Intermediate Similarity NPC78594
0.7838 Intermediate Similarity NPC253906
0.7798 Intermediate Similarity NPC471206
0.7798 Intermediate Similarity NPC81630
0.7788 Intermediate Similarity NPC476519
0.7778 Intermediate Similarity NPC120009
0.7768 Intermediate Similarity NPC469656
0.7768 Intermediate Similarity NPC474846
0.7768 Intermediate Similarity NPC469655
0.7757 Intermediate Similarity NPC472554
0.7748 Intermediate Similarity NPC206618
0.7748 Intermediate Similarity NPC469370
0.7748 Intermediate Similarity NPC31522
0.7745 Intermediate Similarity NPC472642
0.7739 Intermediate Similarity NPC13713
0.7731 Intermediate Similarity NPC469790
0.7723 Intermediate Similarity NPC93411
0.7712 Intermediate Similarity NPC115349
0.7692 Intermediate Similarity NPC154491
0.7692 Intermediate Similarity NPC251226
0.7692 Intermediate Similarity NPC268530
0.7685 Intermediate Similarity NPC109195
0.7685 Intermediate Similarity NPC475038
0.7685 Intermediate Similarity NPC121423
0.7664 Intermediate Similarity NPC271295
0.7664 Intermediate Similarity NPC38855
0.7664 Intermediate Similarity NPC79303
0.7658 Intermediate Similarity NPC38948
0.7658 Intermediate Similarity NPC90946
0.7658 Intermediate Similarity NPC50124
0.7658 Intermediate Similarity NPC300614
0.7652 Intermediate Similarity NPC268213
0.7652 Intermediate Similarity NPC471816
0.7652 Intermediate Similarity NPC232564
0.7652 Intermediate Similarity NPC113425
0.7627 Intermediate Similarity NPC159456
0.7627 Intermediate Similarity NPC4021
0.7619 Intermediate Similarity NPC276110
0.7615 Intermediate Similarity NPC159533
0.7615 Intermediate Similarity NPC23584
0.7611 Intermediate Similarity NPC194619
0.7607 Intermediate Similarity NPC153085
0.7607 Intermediate Similarity NPC268326
0.7596 Intermediate Similarity NPC7349
0.7593 Intermediate Similarity NPC11974
0.7593 Intermediate Similarity NPC475767
0.7593 Intermediate Similarity NPC119467
0.7586 Intermediate Similarity NPC469684
0.7586 Intermediate Similarity NPC290693
0.7568 Intermediate Similarity NPC471601
0.7547 Intermediate Similarity NPC94905
0.7547 Intermediate Similarity NPC165632
0.7547 Intermediate Similarity NPC8954
0.7545 Intermediate Similarity NPC476764
0.7545 Intermediate Similarity NPC283850
0.7545 Intermediate Similarity NPC476763
0.7545 Intermediate Similarity NPC477127
0.7524 Intermediate Similarity NPC105490
0.7524 Intermediate Similarity NPC477722
0.7523 Intermediate Similarity NPC11956
0.7523 Intermediate Similarity NPC165250
0.7522 Intermediate Similarity NPC474586
0.7522 Intermediate Similarity NPC473975
0.7522 Intermediate Similarity NPC473843
0.7522 Intermediate Similarity NPC473594
0.7521 Intermediate Similarity NPC83287
0.75 Intermediate Similarity NPC470761
0.75 Intermediate Similarity NPC188968
0.75 Intermediate Similarity NPC473219
0.75 Intermediate Similarity NPC325054
0.75 Intermediate Similarity NPC324841
0.75 Intermediate Similarity NPC32223
0.7478 Intermediate Similarity NPC477126
0.7478 Intermediate Similarity NPC264153
0.7477 Intermediate Similarity NPC476762
0.7477 Intermediate Similarity NPC476761
0.7477 Intermediate Similarity NPC51499
0.7477 Intermediate Similarity NPC476760
0.7459 Intermediate Similarity NPC298841
0.7458 Intermediate Similarity NPC42673
0.7455 Intermediate Similarity NPC99510
0.7455 Intermediate Similarity NPC471208
0.7451 Intermediate Similarity NPC475087
0.7436 Intermediate Similarity NPC473852
0.7436 Intermediate Similarity NPC53396
0.7436 Intermediate Similarity NPC471354
0.7436 Intermediate Similarity NPC243196
0.7436 Intermediate Similarity NPC471355
0.7436 Intermediate Similarity NPC474483
0.7436 Intermediate Similarity NPC474418
0.7436 Intermediate Similarity NPC471351
0.7436 Intermediate Similarity NPC471353
0.7436 Intermediate Similarity NPC158344
0.7436 Intermediate Similarity NPC84987
0.7436 Intermediate Similarity NPC27507
0.7436 Intermediate Similarity NPC34390
0.7436 Intermediate Similarity NPC157376
0.7436 Intermediate Similarity NPC196429
0.7436 Intermediate Similarity NPC244402
0.7436 Intermediate Similarity NPC142066
0.7436 Intermediate Similarity NPC77319
0.7436 Intermediate Similarity NPC99728
0.7436 Intermediate Similarity NPC50305
0.7436 Intermediate Similarity NPC478204
0.7436 Intermediate Similarity NPC152615
0.7436 Intermediate Similarity NPC98249
0.7436 Intermediate Similarity NPC87250
0.7436 Intermediate Similarity NPC309034
0.7434 Intermediate Similarity NPC257853
0.7434 Intermediate Similarity NPC475030
0.7426 Intermediate Similarity NPC474013
0.7426 Intermediate Similarity NPC253604
0.7414 Intermediate Similarity NPC31354
0.7414 Intermediate Similarity NPC69576
0.7414 Intermediate Similarity NPC471633
0.7414 Intermediate Similarity NPC84949
0.7411 Intermediate Similarity NPC67321
0.7411 Intermediate Similarity NPC473586
0.7411 Intermediate Similarity NPC187435
0.7407 Intermediate Similarity NPC325229
0.7407 Intermediate Similarity NPC275086
0.7395 Intermediate Similarity NPC475136
0.7395 Intermediate Similarity NPC474466
0.7391 Intermediate Similarity NPC269530
0.7387 Intermediate Similarity NPC194941
0.7379 Intermediate Similarity NPC242448
0.7377 Intermediate Similarity NPC120994
0.7377 Intermediate Similarity NPC203702
0.7377 Intermediate Similarity NPC225049
0.7373 Intermediate Similarity NPC284707
0.7373 Intermediate Similarity NPC108581
0.7373 Intermediate Similarity NPC478206
0.7373 Intermediate Similarity NPC478205
0.7373 Intermediate Similarity NPC113448
0.7368 Intermediate Similarity NPC472214
0.7368 Intermediate Similarity NPC472666
0.7368 Intermediate Similarity NPC472215
0.7368 Intermediate Similarity NPC474567
0.7364 Intermediate Similarity NPC472815
0.7364 Intermediate Similarity NPC476081
0.7364 Intermediate Similarity NPC295791
0.7355 Intermediate Similarity NPC471392
0.7355 Intermediate Similarity NPC84865
0.735 Intermediate Similarity NPC199428
0.735 Intermediate Similarity NPC470793
0.735 Intermediate Similarity NPC477509
0.735 Intermediate Similarity NPC193382
0.735 Intermediate Similarity NPC5311
0.735 Intermediate Similarity NPC470075
0.735 Intermediate Similarity NPC310341
0.735 Intermediate Similarity NPC99620
0.7345 Intermediate Similarity NPC475263
0.7345 Intermediate Similarity NPC472439
0.7345 Intermediate Similarity NPC469916
0.7333 Intermediate Similarity NPC204731
0.7333 Intermediate Similarity NPC329842
0.7333 Intermediate Similarity NPC477046
0.7333 Intermediate Similarity NPC102822
0.7328 Intermediate Similarity NPC470120

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477090 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
0.8571 High Similarity NPD5954 Clinical (unspecified phase)
0.8411 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD7516 Approved
0.7521 Intermediate Similarity NPD7328 Approved
0.7521 Intermediate Similarity NPD7327 Approved
0.75 Intermediate Similarity NPD6648 Approved
0.7431 Intermediate Similarity NPD5344 Discontinued
0.72 Intermediate Similarity NPD7319 Approved
0.719 Intermediate Similarity NPD8335 Approved
0.719 Intermediate Similarity NPD8296 Approved
0.719 Intermediate Similarity NPD8033 Approved
0.719 Intermediate Similarity NPD8379 Approved
0.719 Intermediate Similarity NPD8378 Approved
0.719 Intermediate Similarity NPD8380 Approved
0.7107 Intermediate Similarity NPD8294 Approved
0.7107 Intermediate Similarity NPD8377 Approved
0.7091 Intermediate Similarity NPD4225 Approved
0.7091 Intermediate Similarity NPD7638 Approved
0.7043 Intermediate Similarity NPD6686 Approved
0.7027 Intermediate Similarity NPD7640 Approved
0.7027 Intermediate Similarity NPD7639 Approved
0.696 Remote Similarity NPD7507 Approved
0.6903 Remote Similarity NPD7632 Discontinued
0.686 Remote Similarity NPD7115 Discovery
0.6759 Remote Similarity NPD3168 Discontinued
0.6752 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6724 Remote Similarity NPD6008 Approved
0.664 Remote Similarity NPD7503 Approved
0.6585 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6555 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6484 Remote Similarity NPD7492 Approved
0.6476 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6475 Remote Similarity NPD8133 Approved
0.6462 Remote Similarity NPD7736 Approved
0.6434 Remote Similarity NPD6616 Approved
0.6429 Remote Similarity NPD6054 Approved
0.6429 Remote Similarity NPD6059 Approved
0.6406 Remote Similarity NPD8328 Phase 3
0.6385 Remote Similarity NPD7078 Approved
0.6385 Remote Similarity NPD8293 Discontinued
0.6379 Remote Similarity NPD4159 Approved
0.6378 Remote Similarity NPD6015 Approved
0.6378 Remote Similarity NPD6016 Approved
0.6328 Remote Similarity NPD5988 Approved
0.6328 Remote Similarity NPD6370 Approved
0.632 Remote Similarity NPD6009 Approved
0.6299 Remote Similarity NPD6319 Approved
0.6283 Remote Similarity NPD7900 Approved
0.6283 Remote Similarity NPD7901 Clinical (unspecified phase)
0.625 Remote Similarity NPD6412 Phase 2
0.6216 Remote Similarity NPD6051 Approved
0.6186 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6161 Remote Similarity NPD6698 Approved
0.6161 Remote Similarity NPD46 Approved
0.6161 Remote Similarity NPD7838 Discovery
0.6147 Remote Similarity NPD1694 Approved
0.614 Remote Similarity NPD7748 Approved
0.6129 Remote Similarity NPD6882 Approved
0.6124 Remote Similarity NPD6921 Approved
0.6124 Remote Similarity NPD8516 Approved
0.6124 Remote Similarity NPD8517 Approved
0.6124 Remote Similarity NPD8515 Approved
0.6124 Remote Similarity NPD8513 Phase 3
0.6121 Remote Similarity NPD7902 Approved
0.6106 Remote Similarity NPD7637 Suspended
0.6098 Remote Similarity NPD6371 Approved
0.608 Remote Similarity NPD4632 Approved
0.6068 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6033 Remote Similarity NPD6402 Approved
0.6033 Remote Similarity NPD7128 Approved
0.6033 Remote Similarity NPD5739 Approved
0.6033 Remote Similarity NPD5357 Phase 1
0.6033 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD8297 Approved
0.5984 Remote Similarity NPD5701 Approved
0.5984 Remote Similarity NPD5697 Approved
0.5982 Remote Similarity NPD7513 Clinical (unspecified phase)
0.597 Remote Similarity NPD6033 Approved
0.5965 Remote Similarity NPD5693 Phase 1
0.5965 Remote Similarity NPD7515 Phase 2
0.5948 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5946 Remote Similarity NPD7334 Approved
0.5946 Remote Similarity NPD5330 Approved
0.5946 Remote Similarity NPD6684 Approved
0.5946 Remote Similarity NPD7521 Approved
0.5946 Remote Similarity NPD7146 Approved
0.5946 Remote Similarity NPD6409 Approved
0.5935 Remote Similarity NPD7320 Approved
0.5935 Remote Similarity NPD6899 Approved
0.5935 Remote Similarity NPD6881 Approved
0.5931 Remote Similarity NPD7625 Phase 1
0.5913 Remote Similarity NPD6399 Phase 3
0.5909 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5909 Remote Similarity NPD7604 Phase 2
0.5896 Remote Similarity NPD8074 Phase 3
0.5893 Remote Similarity NPD7524 Approved
0.5893 Remote Similarity NPD3573 Approved
0.5887 Remote Similarity NPD6013 Approved
0.5887 Remote Similarity NPD6373 Approved
0.5887 Remote Similarity NPD6372 Approved
0.5887 Remote Similarity NPD6012 Approved
0.5887 Remote Similarity NPD6014 Approved
0.5878 Remote Similarity NPD5983 Phase 2
0.5873 Remote Similarity NPD6053 Discontinued
0.5862 Remote Similarity NPD6001 Approved
0.5856 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5854 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5841 Remote Similarity NPD6903 Approved
0.5841 Remote Similarity NPD6672 Approved
0.5841 Remote Similarity NPD5737 Approved
0.584 Remote Similarity NPD7290 Approved
0.584 Remote Similarity NPD7102 Approved
0.584 Remote Similarity NPD6883 Approved
0.584 Remote Similarity NPD4634 Approved
0.5833 Remote Similarity NPD1700 Approved
0.5833 Remote Similarity NPD7525 Registered
0.5826 Remote Similarity NPD8035 Phase 2
0.5826 Remote Similarity NPD8034 Phase 2
0.5806 Remote Similarity NPD6011 Approved
0.5794 Remote Similarity NPD6869 Approved
0.5794 Remote Similarity NPD6649 Approved
0.5794 Remote Similarity NPD6847 Approved
0.5794 Remote Similarity NPD8130 Phase 1
0.5794 Remote Similarity NPD6617 Approved
0.5794 Remote Similarity NPD6650 Approved
0.5794 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5789 Remote Similarity NPD1695 Approved
0.5789 Remote Similarity NPD6067 Discontinued
0.5766 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5727 Remote Similarity NPD5209 Approved
0.5714 Remote Similarity NPD6083 Phase 2
0.5714 Remote Similarity NPD6084 Phase 2
0.5714 Remote Similarity NPD4755 Approved
0.5704 Remote Similarity NPD6336 Discontinued
0.57 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5683 Remote Similarity NPD8338 Approved
0.5678 Remote Similarity NPD5695 Phase 3
0.5676 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5676 Remote Similarity NPD6695 Phase 3
0.5676 Remote Similarity NPD3669 Approved
0.5669 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5667 Remote Similarity NPD5696 Approved
0.5664 Remote Similarity NPD3618 Phase 1
0.5664 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5656 Remote Similarity NPD5211 Phase 2
0.5652 Remote Similarity NPD6673 Approved
0.5652 Remote Similarity NPD6080 Approved
0.5652 Remote Similarity NPD5956 Approved
0.5652 Remote Similarity NPD6904 Approved
0.5641 Remote Similarity NPD5779 Approved
0.5641 Remote Similarity NPD5778 Approved
0.5641 Remote Similarity NPD4202 Approved
0.5636 Remote Similarity NPD1780 Approved
0.5636 Remote Similarity NPD1779 Approved
0.562 Remote Similarity NPD4696 Approved
0.562 Remote Similarity NPD5285 Approved
0.562 Remote Similarity NPD4700 Approved
0.562 Remote Similarity NPD5286 Approved
0.5615 Remote Similarity NPD6274 Approved

Structure

External Identifiers

PubChem CID   11646757
ChEMBL   CHEMBL495859
ZINC  

Physicochemical Properties

Molecular Weight:  388.19
ALogP:  0.6112
MLogP:  3.22
XLogP:  4.002
# Rotatable Bonds:  7
Polar Surface Area:  77.66
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  28

Download Data

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