Natural Product: NPC78127

Natural Product ID:  NPC78127
Common Name:   Esulatin D
IUPAC Name:   [(1R,2R,3aR,5R,6E,9R,11R,13R,13aS)-1,2,3a,9,13-pentaacetyloxy-2,5,8,8-tetramethyl-12-methylidene-4-oxo-1,3,5,9,10,11,13,13a-octahydrocyclopenta[12]annulen-11-yl] acetate
Synonyms:   Esulatin D
Molecular Formula:   C32H44O13
Standard InCHIKey:  OPQAEQYPBHCNDV-SIOVGDGMSA-N
Standard InCHI:  InChI=1S/C32H44O13/c1-16-12-13-30(9,10)25(41-19(4)34)14-24(40-18(3)33)17(2)27(42-20(5)35)26-29(43-21(6)36)31(11,44-22(7)37)15-32(26,28(16)39)45-23(8)38/h12-13,16,24-27,29H,2,14-15H2,1,3-11H3/b13-12+/t16-,24-,25-,26+,27+,29-,31-,32-/m1/s1
Canonical SMILES:  CC(=O)O[C@@H]1C[C@@H](OC(=O)C)C(C)(C)/C=C/[C@H](C(=O)[C@@]2([C@@H]([C@H](C1=C)OC(=O)C)[C@@H](OC(=O)C)[C@](C2)(C)OC(=O)C)OC(=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
NPO13023 Euphorbia sp. Species Euphorbiaceae Eukaryota PMID[12036352]
NPO3099 Euphorbia esula Species Euphorbiaceae Eukaryota PMID[21612217]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2738 Cell Line Ishikawa Homo sapiens GI = 29.9 % 11754602
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 15.2 23270663
NPT165 Cell Line HeLa Homo sapiens GI = 11.4 % 22085418
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 4.6 10.1039/C5MD00247H
NPT2738 Cell Line Ishikawa Homo sapiens GI = 29.4 % 20666364
NPT83 Cell Line MCF7 Homo sapiens GI = 9.5 % 19289522
NPT165 Cell Line HeLa Homo sapiens GI = 26.7 % 16274989
NPT83 Cell Line MCF7 Homo sapiens GI = 13.5 % 18271551

  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 NPC78127 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 NPC471757
0.9583 High Similarity NPC105725
0.9583 High Similarity NPC49393
0.9394 High Similarity NPC470192
0.9271 High Similarity NPC470188
0.9082 High Similarity NPC471767
0.899 High Similarity NPC250594
0.8942 High Similarity NPC475277
0.8942 High Similarity NPC477093
0.8942 High Similarity NPC473522
0.8846 High Similarity NPC475495
0.8611 High Similarity NPC475305
0.8532 High Similarity NPC475401
0.8455 Intermediate Similarity NPC477092
0.8265 Intermediate Similarity NPC221282
0.819 Intermediate Similarity NPC291643
0.8182 Intermediate Similarity NPC477361
0.8182 Intermediate Similarity NPC202824
0.8119 Intermediate Similarity NPC477354
0.8119 Intermediate Similarity NPC113433
0.8095 Intermediate Similarity NPC169843
0.8073 Intermediate Similarity NPC471933
0.7963 Intermediate Similarity NPC471934
0.7921 Intermediate Similarity NPC281775
0.7909 Intermediate Similarity NPC471570
0.7905 Intermediate Similarity NPC472754
0.7905 Intermediate Similarity NPC118405
0.787 Intermediate Similarity NPC117604
0.787 Intermediate Similarity NPC470269
0.7864 Intermediate Similarity NPC87090
0.7818 Intermediate Similarity NPC287311
0.781 Intermediate Similarity NPC477356
0.781 Intermediate Similarity NPC472753
0.78 Intermediate Similarity NPC475748
0.7788 Intermediate Similarity NPC477355
0.7757 Intermediate Similarity NPC472756
0.7757 Intermediate Similarity NPC472748
0.7755 Intermediate Similarity NPC469676
0.7727 Intermediate Similarity NPC50223
0.7727 Intermediate Similarity NPC41551
0.7706 Intermediate Similarity NPC169888
0.7706 Intermediate Similarity NPC55972
0.7706 Intermediate Similarity NPC327286
0.77 Intermediate Similarity NPC283409
0.7699 Intermediate Similarity NPC148458
0.7685 Intermediate Similarity NPC9303
0.7685 Intermediate Similarity NPC472751
0.7685 Intermediate Similarity NPC475802
0.7685 Intermediate Similarity NPC475571
0.7685 Intermediate Similarity NPC472749
0.7685 Intermediate Similarity NPC16313
0.7685 Intermediate Similarity NPC196528
0.7679 Intermediate Similarity NPC101965
0.7679 Intermediate Similarity NPC101400
0.767 Intermediate Similarity NPC163228
0.7664 Intermediate Similarity NPC19239
0.7664 Intermediate Similarity NPC472747
0.7664 Intermediate Similarity NPC472755
0.7664 Intermediate Similarity NPC472750
0.7664 Intermediate Similarity NPC474166
0.7664 Intermediate Similarity NPC4620
0.7664 Intermediate Similarity NPC474775
0.7652 Intermediate Similarity NPC5292
0.7647 Intermediate Similarity NPC476300
0.7642 Intermediate Similarity NPC47880
0.7636 Intermediate Similarity NPC15218
0.7632 Intermediate Similarity NPC239273
0.7624 Intermediate Similarity NPC329857
0.7624 Intermediate Similarity NPC469718
0.7615 Intermediate Similarity NPC26617
0.7615 Intermediate Similarity NPC72813
0.7615 Intermediate Similarity NPC326994
0.7615 Intermediate Similarity NPC324327
0.7615 Intermediate Similarity NPC474421
0.7615 Intermediate Similarity NPC194620
0.7603 Intermediate Similarity NPC213634
0.76 Intermediate Similarity NPC471149
0.7596 Intermediate Similarity NPC213078
0.7593 Intermediate Similarity NPC220964
0.7593 Intermediate Similarity NPC475676
0.7589 Intermediate Similarity NPC313921
0.7589 Intermediate Similarity NPC475524
0.7589 Intermediate Similarity NPC100267
0.7589 Intermediate Similarity NPC221144
0.7589 Intermediate Similarity NPC98038
0.7589 Intermediate Similarity NPC170487
0.7589 Intermediate Similarity NPC280782
0.7586 Intermediate Similarity NPC79579
0.7576 Intermediate Similarity NPC261253
0.7576 Intermediate Similarity NPC474045
0.7576 Intermediate Similarity NPC137253
0.757 Intermediate Similarity NPC474747
0.757 Intermediate Similarity NPC149371
0.7568 Intermediate Similarity NPC477103
0.7568 Intermediate Similarity NPC471884
0.7565 Intermediate Similarity NPC475130
0.7565 Intermediate Similarity NPC153440
0.7565 Intermediate Similarity NPC474286
0.7549 Intermediate Similarity NPC286341
0.7549 Intermediate Similarity NPC184463
0.7549 Intermediate Similarity NPC191339
0.7549 Intermediate Similarity NPC290651
0.7549 Intermediate Similarity NPC20713
0.7547 Intermediate Similarity NPC186861
0.7545 Intermediate Similarity NPC233379
0.7545 Intermediate Similarity NPC473939
0.7545 Intermediate Similarity NPC473595
0.7545 Intermediate Similarity NPC474664
0.7545 Intermediate Similarity NPC308191
0.7545 Intermediate Similarity NPC14862
0.7525 Intermediate Similarity NPC151770
0.7525 Intermediate Similarity NPC307411
0.7524 Intermediate Similarity NPC161493
0.7524 Intermediate Similarity NPC471150
0.7523 Intermediate Similarity NPC470975
0.7523 Intermediate Similarity NPC103088
0.7523 Intermediate Similarity NPC470979
0.7523 Intermediate Similarity NPC54737
0.7522 Intermediate Similarity NPC209058
0.7521 Intermediate Similarity NPC13071
0.7521 Intermediate Similarity NPC310511
0.75 Intermediate Similarity NPC470978
0.75 Intermediate Similarity NPC472667
0.75 Intermediate Similarity NPC214797
0.75 Intermediate Similarity NPC474750
0.75 Intermediate Similarity NPC474947
0.75 Intermediate Similarity NPC475321
0.75 Intermediate Similarity NPC67584
0.75 Intermediate Similarity NPC231889
0.75 Intermediate Similarity NPC474783
0.75 Intermediate Similarity NPC36954
0.75 Intermediate Similarity NPC270850
0.75 Intermediate Similarity NPC305260
0.75 Intermediate Similarity NPC260809
0.75 Intermediate Similarity NPC470974
0.75 Intermediate Similarity NPC231589
0.75 Intermediate Similarity NPC224689
0.75 Intermediate Similarity NPC24728
0.75 Intermediate Similarity NPC475871
0.75 Intermediate Similarity NPC475945
0.75 Intermediate Similarity NPC118860
0.7478 Intermediate Similarity NPC36754
0.7477 Intermediate Similarity NPC59489
0.7477 Intermediate Similarity NPC139838
0.7477 Intermediate Similarity NPC304495
0.7477 Intermediate Similarity NPC77089
0.7477 Intermediate Similarity NPC477950
0.7477 Intermediate Similarity NPC264477
0.7477 Intermediate Similarity NPC477511
0.7477 Intermediate Similarity NPC474742
0.7477 Intermediate Similarity NPC476270
0.7477 Intermediate Similarity NPC15993
0.7477 Intermediate Similarity NPC477102
0.7476 Intermediate Similarity NPC472874
0.7476 Intermediate Similarity NPC470187
0.7456 Intermediate Similarity NPC305044
0.7456 Intermediate Similarity NPC265290
0.7455 Intermediate Similarity NPC473911
0.7455 Intermediate Similarity NPC475510
0.7455 Intermediate Similarity NPC471601
0.7455 Intermediate Similarity NPC475587
0.7453 Intermediate Similarity NPC109556
0.7451 Intermediate Similarity NPC51004
0.7449 Intermediate Similarity NPC108045
0.7449 Intermediate Similarity NPC475622
0.7438 Intermediate Similarity NPC172823
0.7436 Intermediate Similarity NPC163693
0.7436 Intermediate Similarity NPC147635
0.7436 Intermediate Similarity NPC4548
0.7436 Intermediate Similarity NPC474585
0.7434 Intermediate Similarity NPC126691
0.7431 Intermediate Similarity NPC474741
0.7431 Intermediate Similarity NPC477510
0.7431 Intermediate Similarity NPC471143
0.7429 Intermediate Similarity NPC17585
0.7429 Intermediate Similarity NPC31645
0.7429 Intermediate Similarity NPC476315
0.7414 Intermediate Similarity NPC257457
0.7414 Intermediate Similarity NPC311554
0.7414 Intermediate Similarity NPC161060
0.7411 Intermediate Similarity NPC281624
0.7407 Intermediate Similarity NPC475956
0.7407 Intermediate Similarity NPC214714
0.7407 Intermediate Similarity NPC473928
0.7407 Intermediate Similarity NPC308351
0.7407 Intermediate Similarity NPC252242
0.7407 Intermediate Similarity NPC271266
0.7407 Intermediate Similarity NPC324017
0.7407 Intermediate Similarity NPC320019
0.7407 Intermediate Similarity NPC200672
0.7404 Intermediate Similarity NPC190294
0.7404 Intermediate Similarity NPC127019
0.7398 Intermediate Similarity NPC471855
0.7396 Intermediate Similarity NPC469690
0.7396 Intermediate Similarity NPC469620
0.7395 Intermediate Similarity NPC42747
0.7391 Intermediate Similarity NPC190286
0.7391 Intermediate Similarity NPC277583
0.7391 Intermediate Similarity NPC270958
0.7391 Intermediate Similarity NPC470793

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC78127 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
0.7615 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD8297 Approved
0.7347 Intermediate Similarity NPD6435 Approved
0.7288 Intermediate Similarity NPD6319 Approved
0.7257 Intermediate Similarity NPD6371 Approved
0.7193 Intermediate Similarity NPD6650 Approved
0.7193 Intermediate Similarity NPD6649 Approved
0.7184 Intermediate Similarity NPD1695 Approved
0.7168 Intermediate Similarity NPD6373 Approved
0.7168 Intermediate Similarity NPD6372 Approved
0.7143 Intermediate Similarity NPD5368 Approved
0.7129 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD6881 Approved
0.708 Intermediate Similarity NPD6899 Approved
0.7054 Intermediate Similarity NPD6675 Approved
0.7054 Intermediate Similarity NPD7128 Approved
0.7054 Intermediate Similarity NPD6008 Approved
0.7054 Intermediate Similarity NPD6402 Approved
0.7054 Intermediate Similarity NPD5739 Approved
0.7049 Intermediate Similarity NPD7492 Approved
0.7048 Intermediate Similarity NPD5693 Phase 1
0.7048 Intermediate Similarity NPD7983 Approved
0.7043 Intermediate Similarity NPD8130 Phase 1
0.7016 Intermediate Similarity NPD7736 Approved
0.7 Intermediate Similarity NPD6054 Approved
0.6992 Remote Similarity NPD6616 Approved
0.6991 Remote Similarity NPD5697 Approved
0.6983 Remote Similarity NPD6053 Discontinued
0.6983 Remote Similarity NPD6882 Approved
0.6957 Remote Similarity NPD7102 Approved
0.6957 Remote Similarity NPD7290 Approved
0.6957 Remote Similarity NPD6883 Approved
0.6952 Remote Similarity NPD5785 Approved
0.6935 Remote Similarity NPD8293 Discontinued
0.6935 Remote Similarity NPD7078 Approved
0.693 Remote Similarity NPD7320 Approved
0.6923 Remote Similarity NPD4632 Approved
0.69 Remote Similarity NPD5369 Approved
0.6897 Remote Similarity NPD6869 Approved
0.6897 Remote Similarity NPD6617 Approved
0.6897 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6847 Approved
0.6893 Remote Similarity NPD5786 Approved
0.6893 Remote Similarity NPD6098 Approved
0.6891 Remote Similarity NPD6009 Approved
0.6885 Remote Similarity NPD6370 Approved
0.6881 Remote Similarity NPD6083 Phase 2
0.6881 Remote Similarity NPD6084 Phase 2
0.687 Remote Similarity NPD6014 Approved
0.687 Remote Similarity NPD6012 Approved
0.687 Remote Similarity NPD6013 Approved
0.686 Remote Similarity NPD6059 Approved
0.6857 Remote Similarity NPD6904 Approved
0.6857 Remote Similarity NPD6080 Approved
0.6857 Remote Similarity NPD6673 Approved
0.6852 Remote Similarity NPD5695 Phase 3
0.6852 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5701 Approved
0.6829 Remote Similarity NPD7604 Phase 2
0.6827 Remote Similarity NPD4251 Approved
0.6827 Remote Similarity NPD4250 Approved
0.6818 Remote Similarity NPD5696 Approved
0.6803 Remote Similarity NPD5983 Phase 2
0.6803 Remote Similarity NPD6015 Approved
0.6803 Remote Similarity NPD6016 Approved
0.68 Remote Similarity NPD4822 Approved
0.68 Remote Similarity NPD4819 Approved
0.68 Remote Similarity NPD5790 Clinical (unspecified phase)
0.68 Remote Similarity NPD4820 Approved
0.68 Remote Similarity NPD4821 Approved
0.6792 Remote Similarity NPD6698 Approved
0.6792 Remote Similarity NPD46 Approved
0.6783 Remote Similarity NPD6011 Approved
0.6765 Remote Similarity NPD5362 Discontinued
0.6762 Remote Similarity NPD6672 Approved
0.6762 Remote Similarity NPD5737 Approved
0.6759 Remote Similarity NPD5282 Discontinued
0.6748 Remote Similarity NPD5988 Approved
0.6731 Remote Similarity NPD4249 Approved
0.6729 Remote Similarity NPD6050 Approved
0.6729 Remote Similarity NPD5694 Approved
0.672 Remote Similarity NPD7507 Approved
0.672 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD4270 Approved
0.6667 Remote Similarity NPD4269 Approved
0.6638 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6636 Remote Similarity NPD7838 Discovery
0.6636 Remote Similarity NPD5692 Phase 3
0.6635 Remote Similarity NPD6082 Clinical (unspecified phase)
0.661 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6602 Remote Similarity NPD7154 Phase 3
0.66 Remote Similarity NPD4268 Approved
0.66 Remote Similarity NPD4271 Approved
0.66 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6589 Remote Similarity NPD7260 Phase 2
0.6571 Remote Similarity NPD6409 Approved
0.6571 Remote Similarity NPD7146 Approved
0.6571 Remote Similarity NPD5330 Approved
0.6571 Remote Similarity NPD6684 Approved
0.6571 Remote Similarity NPD7521 Approved
0.6571 Remote Similarity NPD7334 Approved
0.6562 Remote Similarity NPD7319 Approved
0.6525 Remote Similarity NPD4634 Approved
0.6504 Remote Similarity NPD7100 Approved
0.6504 Remote Similarity NPD7101 Approved
0.6496 Remote Similarity NPD6686 Approved
0.6491 Remote Similarity NPD5211 Phase 2
0.6476 Remote Similarity NPD5363 Approved
0.6475 Remote Similarity NPD7115 Discovery
0.6471 Remote Similarity NPD4252 Approved
0.646 Remote Similarity NPD5286 Approved
0.646 Remote Similarity NPD5285 Approved
0.646 Remote Similarity NPD4696 Approved
0.6449 Remote Similarity NPD6903 Approved
0.6449 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4755 Approved
0.6423 Remote Similarity NPD6335 Approved
0.641 Remote Similarity NPD6412 Phase 2
0.64 Remote Similarity NPD8515 Approved
0.64 Remote Similarity NPD8033 Approved
0.64 Remote Similarity NPD8516 Approved
0.64 Remote Similarity NPD8517 Approved
0.64 Remote Similarity NPD8513 Phase 3
0.6396 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6393 Remote Similarity NPD6274 Approved
0.6389 Remote Similarity NPD6051 Approved
0.6379 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6379 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6379 Remote Similarity NPD5141 Approved
0.6372 Remote Similarity NPD7638 Approved
0.6372 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5778 Approved
0.6364 Remote Similarity NPD5779 Approved
0.6364 Remote Similarity NPD8133 Approved
0.6357 Remote Similarity NPD6033 Approved
0.6348 Remote Similarity NPD5224 Approved
0.6348 Remote Similarity NPD5225 Approved
0.6348 Remote Similarity NPD5226 Approved
0.6348 Remote Similarity NPD4633 Approved
0.6341 Remote Similarity NPD6317 Approved
0.633 Remote Similarity NPD5207 Approved
0.6321 Remote Similarity NPD1694 Approved
0.6316 Remote Similarity NPD4700 Approved
0.6316 Remote Similarity NPD7640 Approved
0.6316 Remote Similarity NPD7639 Approved
0.63 Remote Similarity NPD8039 Approved
0.6299 Remote Similarity NPD8328 Phase 3
0.6293 Remote Similarity NPD5175 Approved
0.6293 Remote Similarity NPD5174 Approved
0.629 Remote Similarity NPD6313 Approved
0.629 Remote Similarity NPD6314 Approved
0.6286 Remote Similarity NPD5332 Approved
0.6286 Remote Similarity NPD5331 Approved
0.6273 Remote Similarity NPD7637 Suspended
0.6273 Remote Similarity NPD6411 Approved
0.6273 Remote Similarity NPD5281 Approved
0.6273 Remote Similarity NPD5284 Approved
0.6271 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6614 Approved
0.627 Remote Similarity NPD6909 Approved
0.627 Remote Similarity NPD6908 Approved
0.6261 Remote Similarity NPD5223 Approved
0.625 Remote Similarity NPD5210 Approved
0.625 Remote Similarity NPD4790 Discontinued
0.625 Remote Similarity NPD5654 Approved
0.625 Remote Similarity NPD4629 Approved
0.6239 Remote Similarity NPD4753 Phase 2
0.6218 Remote Similarity NPD4730 Approved
0.6218 Remote Similarity NPD4729 Approved
0.621 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6195 Remote Similarity NPD7839 Suspended
0.619 Remote Similarity NPD5209 Approved
0.619 Remote Similarity NPD8294 Approved
0.619 Remote Similarity NPD4752 Clinical (unspecified phase)
0.619 Remote Similarity NPD8377 Approved
0.6186 Remote Similarity NPD4767 Approved
0.6186 Remote Similarity NPD4768 Approved
0.6165 Remote Similarity NPD6845 Suspended
0.616 Remote Similarity NPD7328 Approved
0.616 Remote Similarity NPD7327 Approved
0.6154 Remote Similarity NPD8074 Phase 3
0.6147 Remote Similarity NPD5208 Approved
0.6142 Remote Similarity NPD8296 Approved
0.6142 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6142 Remote Similarity NPD8380 Approved
0.6142 Remote Similarity NPD8335 Approved
0.6142 Remote Similarity NPD8379 Approved
0.6142 Remote Similarity NPD7503 Approved
0.6142 Remote Similarity NPD8378 Approved
0.6142 Remote Similarity NPD6921 Approved
0.614 Remote Similarity NPD5959 Approved
0.6136 Remote Similarity NPD5956 Approved
0.6121 Remote Similarity NPD1700 Approved
0.6116 Remote Similarity NPD5249 Phase 3
0.6116 Remote Similarity NPD5248 Approved
0.6116 Remote Similarity NPD5247 Approved
0.6116 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6116 Remote Similarity NPD5250 Approved
0.6116 Remote Similarity NPD5251 Approved

Structure

External Identifiers

PubChem CID   15834516
ChEMBL   CHEMBL79487
ZINC  

Physicochemical Properties

Molecular Weight:  636.28
ALogP:  0.5741
MLogP:  3.55
XLogP:  2.518
# Rotatable Bonds:  22
Polar Surface Area:  174.87
# H-Bond Aceptor:  13
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  45

Download Data

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