Natural Product: NPC114540

Natural Product ID:  NPC114540
Common Name:   (E/Z)-29-Hydroxystelliferin E
IUPAC Name:   [(3Z,3aS,5aR,6S,7S,9aR,9bS)-3-[(3E,5E,7S)-7-acetyloxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-6-(hydroxymethyl)-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate
Synonyms:   (E/Z)-29-Hydroxystelliferin E
Molecular Formula:   C34H50O6
Standard InCHIKey:  ZFNWQRALNVEBDQ-JVSWWXGHSA-N
Standard InCHI:  InChI=1S/C34H50O6/c1-21(2)13-14-27(39-24(5)36)22(3)11-10-12-23(4)31-26(38)19-29-32(7)18-16-30(40-25(6)37)34(9,20-35)28(32)15-17-33(29,31)8/h10-13,27-30,35H,14-20H2,1-9H3/b12-10+,22-11+,31-23+/t27-,28+,29-,30-,32-,33-,34+/m0/s1
Canonical SMILES:  OC[C@@]1(C)[C@H](CC[C@]2([C@H]1CC[C@]1([C@H]2CC(=O)/C/1=C(C=CC=C([C@@H](OC(=O)C)CC=C(C)C)/C)/C)C)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
NPO33335 Jaspis sp. Species Ancorinidae Eukaryota PMID[11277766]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT112 Cell Line MOLT-4 Homo sapiens IC50 = 19.54 ug/ml 15787444
NPT375 Cell Line Malme-3M Homo sapiens IC50 = 2.27 ug/ml 15787444

  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 NPC114540 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 NPC155332
1.0 High Similarity NPC32577
0.9684 High Similarity NPC115899
0.9579 High Similarity NPC266955
0.9574 High Similarity NPC110937
0.9474 High Similarity NPC108368
0.9474 High Similarity NPC57079
0.94 High Similarity NPC475065
0.93 High Similarity NPC318363
0.93 High Similarity NPC475418
0.93 High Similarity NPC473482
0.9293 High Similarity NPC266570
0.9286 High Similarity NPC473283
0.9286 High Similarity NPC329345
0.9286 High Similarity NPC475526
0.92 High Similarity NPC329048
0.92 High Similarity NPC473284
0.92 High Similarity NPC330011
0.9091 High Similarity NPC72151
0.9062 High Similarity NPC301534
0.9062 High Similarity NPC471153
0.9062 High Similarity NPC250757
0.9053 High Similarity NPC474690
0.899 High Similarity NPC320447
0.8969 High Similarity NPC2049
0.8958 High Similarity NPC88310
0.89 High Similarity NPC475050
0.8889 High Similarity NPC168319
0.8889 High Similarity NPC194028
0.8889 High Similarity NPC282524
0.8854 High Similarity NPC473431
0.8854 High Similarity NPC473435
0.8854 High Similarity NPC471078
0.8854 High Similarity NPC473280
0.8846 High Similarity NPC474315
0.8788 High Similarity NPC35751
0.8776 High Similarity NPC474938
0.8776 High Similarity NPC253826
0.8776 High Similarity NPC474785
0.8763 High Similarity NPC180950
0.875 High Similarity NPC162615
0.875 High Similarity NPC205034
0.875 High Similarity NPC139692
0.875 High Similarity NPC152778
0.8737 High Similarity NPC474842
0.8737 High Similarity NPC475965
0.8725 High Similarity NPC189863
0.8723 High Similarity NPC292491
0.8723 High Similarity NPC310752
0.8713 High Similarity NPC112009
0.8713 High Similarity NPC180204
0.8704 High Similarity NPC473828
0.8704 High Similarity NPC473617
0.8673 High Similarity NPC16967
0.866 High Similarity NPC299100
0.8646 High Similarity NPC474018
0.8646 High Similarity NPC473986
0.8641 High Similarity NPC475294
0.8617 High Similarity NPC141292
0.8614 High Similarity NPC476081
0.86 High Similarity NPC201406
0.8598 High Similarity NPC475163
0.8571 High Similarity NPC16270
0.8571 High Similarity NPC209355
0.8558 High Similarity NPC220155
0.8544 High Similarity NPC34768
0.8542 High Similarity NPC310479
0.8542 High Similarity NPC161638
0.8542 High Similarity NPC78973
0.8529 High Similarity NPC120321
0.8529 High Similarity NPC476237
0.8526 High Similarity NPC473879
0.8505 High Similarity NPC122056
0.85 High Similarity NPC316598
0.85 High Similarity NPC98868
0.8485 Intermediate Similarity NPC106425
0.8485 Intermediate Similarity NPC134072
0.8485 Intermediate Similarity NPC242848
0.8485 Intermediate Similarity NPC151725
0.8485 Intermediate Similarity NPC234993
0.8485 Intermediate Similarity NPC122324
0.8476 Intermediate Similarity NPC173905
0.8476 Intermediate Similarity NPC5475
0.8476 Intermediate Similarity NPC170221
0.8476 Intermediate Similarity NPC10064
0.8476 Intermediate Similarity NPC284828
0.8476 Intermediate Similarity NPC472216
0.8469 Intermediate Similarity NPC38830
0.8469 Intermediate Similarity NPC191521
0.8462 Intermediate Similarity NPC179380
0.8454 Intermediate Similarity NPC72845
0.8438 Intermediate Similarity NPC174342
0.8431 Intermediate Similarity NPC476890
0.8426 Intermediate Similarity NPC67259
0.8426 Intermediate Similarity NPC147912
0.8416 Intermediate Similarity NPC117685
0.8416 Intermediate Similarity NPC476299
0.8416 Intermediate Similarity NPC251680
0.8416 Intermediate Similarity NPC474012
0.8416 Intermediate Similarity NPC476303
0.8411 Intermediate Similarity NPC69291
0.8411 Intermediate Similarity NPC100267
0.8411 Intermediate Similarity NPC475524
0.84 Intermediate Similarity NPC141401
0.84 Intermediate Similarity NPC208094
0.84 Intermediate Similarity NPC202705
0.84 Intermediate Similarity NPC108078
0.84 Intermediate Similarity NPC474343
0.8396 Intermediate Similarity NPC6206
0.8384 Intermediate Similarity NPC293052
0.8384 Intermediate Similarity NPC295347
0.8384 Intermediate Similarity NPC183012
0.8364 Intermediate Similarity NPC257457
0.8364 Intermediate Similarity NPC311554
0.8351 Intermediate Similarity NPC221111
0.8351 Intermediate Similarity NPC471896
0.8351 Intermediate Similarity NPC280149
0.8351 Intermediate Similarity NPC182136
0.835 Intermediate Similarity NPC297617
0.835 Intermediate Similarity NPC222153
0.835 Intermediate Similarity NPC176883
0.835 Intermediate Similarity NPC476889
0.8333 Intermediate Similarity NPC303559
0.8333 Intermediate Similarity NPC104560
0.8333 Intermediate Similarity NPC93744
0.8333 Intermediate Similarity NPC224720
0.8333 Intermediate Similarity NPC118174
0.8333 Intermediate Similarity NPC476888
0.8333 Intermediate Similarity NPC476240
0.8333 Intermediate Similarity NPC471412
0.8333 Intermediate Similarity NPC99411
0.8333 Intermediate Similarity NPC476223
0.8317 Intermediate Similarity NPC252295
0.8317 Intermediate Similarity NPC478056
0.8317 Intermediate Similarity NPC474440
0.8316 Intermediate Similarity NPC131813
0.83 Intermediate Similarity NPC78473
0.83 Intermediate Similarity NPC473153
0.8286 Intermediate Similarity NPC187435
0.8286 Intermediate Similarity NPC302788
0.8286 Intermediate Similarity NPC91034
0.8286 Intermediate Similarity NPC67321
0.8283 Intermediate Similarity NPC477129
0.8283 Intermediate Similarity NPC477130
0.8283 Intermediate Similarity NPC469406
0.8273 Intermediate Similarity NPC167606
0.8273 Intermediate Similarity NPC140055
0.8273 Intermediate Similarity NPC20302
0.8273 Intermediate Similarity NPC286528
0.8273 Intermediate Similarity NPC470492
0.8269 Intermediate Similarity NPC118911
0.8269 Intermediate Similarity NPC472868
0.8269 Intermediate Similarity NPC473175
0.8265 Intermediate Similarity NPC26888
0.8252 Intermediate Similarity NPC31058
0.8252 Intermediate Similarity NPC40918
0.8252 Intermediate Similarity NPC469606
0.8252 Intermediate Similarity NPC273005
0.8252 Intermediate Similarity NPC136289
0.8252 Intermediate Similarity NPC473163
0.8247 Intermediate Similarity NPC128496
0.8247 Intermediate Similarity NPC474704
0.8247 Intermediate Similarity NPC118011
0.8247 Intermediate Similarity NPC31985
0.8247 Intermediate Similarity NPC1015
0.8247 Intermediate Similarity NPC474844
0.8247 Intermediate Similarity NPC5509
0.8247 Intermediate Similarity NPC475921
0.8247 Intermediate Similarity NPC284561
0.8247 Intermediate Similarity NPC36668
0.8241 Intermediate Similarity NPC470063
0.8241 Intermediate Similarity NPC264634
0.8235 Intermediate Similarity NPC471413
0.8235 Intermediate Similarity NPC477521
0.8235 Intermediate Similarity NPC47024
0.8235 Intermediate Similarity NPC477720
0.8235 Intermediate Similarity NPC476274
0.8224 Intermediate Similarity NPC472214
0.8224 Intermediate Similarity NPC179642
0.8224 Intermediate Similarity NPC472215
0.8218 Intermediate Similarity NPC285513
0.8218 Intermediate Similarity NPC291634
0.8218 Intermediate Similarity NPC254496
0.8218 Intermediate Similarity NPC53844
0.8218 Intermediate Similarity NPC175351
0.8218 Intermediate Similarity NPC224356
0.8218 Intermediate Similarity NPC320306
0.8218 Intermediate Similarity NPC132753
0.8218 Intermediate Similarity NPC73911
0.8218 Intermediate Similarity NPC121402
0.8218 Intermediate Similarity NPC151681
0.8214 Intermediate Similarity NPC114939
0.8214 Intermediate Similarity NPC41123
0.8214 Intermediate Similarity NPC145074
0.8214 Intermediate Similarity NPC476962
0.8208 Intermediate Similarity NPC306265
0.8208 Intermediate Similarity NPC472825
0.8208 Intermediate Similarity NPC472218
0.8208 Intermediate Similarity NPC472219
0.8208 Intermediate Similarity NPC472217

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC114540 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
0.85 High Similarity NPD7638 Approved
0.8416 Intermediate Similarity NPD7640 Approved
0.8416 Intermediate Similarity NPD7639 Approved
0.8273 Intermediate Similarity NPD7115 Discovery
0.81 Intermediate Similarity NPD7748 Approved
0.8037 Intermediate Similarity NPD6899 Approved
0.8037 Intermediate Similarity NPD6881 Approved
0.8019 Intermediate Similarity NPD5739 Approved
0.8019 Intermediate Similarity NPD7128 Approved
0.8019 Intermediate Similarity NPD6675 Approved
0.8019 Intermediate Similarity NPD6402 Approved
0.8 Intermediate Similarity NPD6399 Phase 3
0.7982 Intermediate Similarity NPD8130 Phase 1
0.7961 Intermediate Similarity NPD4225 Approved
0.7944 Intermediate Similarity NPD5697 Approved
0.7938 Intermediate Similarity NPD3618 Phase 1
0.7909 Intermediate Similarity NPD8297 Approved
0.79 Intermediate Similarity NPD7515 Phase 2
0.79 Intermediate Similarity NPD6079 Approved
0.789 Intermediate Similarity NPD7102 Approved
0.789 Intermediate Similarity NPD6883 Approved
0.789 Intermediate Similarity NPD7290 Approved
0.7879 Intermediate Similarity NPD5328 Approved
0.787 Intermediate Similarity NPD7320 Approved
0.7864 Intermediate Similarity NPD6084 Phase 2
0.7864 Intermediate Similarity NPD6083 Phase 2
0.7864 Intermediate Similarity NPD7902 Approved
0.7818 Intermediate Similarity NPD6869 Approved
0.7818 Intermediate Similarity NPD6649 Approved
0.7818 Intermediate Similarity NPD6617 Approved
0.7818 Intermediate Similarity NPD6847 Approved
0.7818 Intermediate Similarity NPD6650 Approved
0.7798 Intermediate Similarity NPD6013 Approved
0.7798 Intermediate Similarity NPD6373 Approved
0.7798 Intermediate Similarity NPD6012 Approved
0.7798 Intermediate Similarity NPD6372 Approved
0.7798 Intermediate Similarity NPD6014 Approved
0.7778 Intermediate Similarity NPD5701 Approved
0.7755 Intermediate Similarity NPD7146 Approved
0.7755 Intermediate Similarity NPD7334 Approved
0.7755 Intermediate Similarity NPD7521 Approved
0.7755 Intermediate Similarity NPD6409 Approved
0.7755 Intermediate Similarity NPD6684 Approved
0.7755 Intermediate Similarity NPD5330 Approved
0.7748 Intermediate Similarity NPD6882 Approved
0.7736 Intermediate Similarity NPD7632 Discontinued
0.7732 Intermediate Similarity NPD4786 Approved
0.7723 Intermediate Similarity NPD7637 Suspended
0.7708 Intermediate Similarity NPD3667 Approved
0.7708 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7706 Intermediate Similarity NPD6011 Approved
0.7653 Intermediate Similarity NPD1694 Approved
0.7624 Intermediate Similarity NPD5785 Approved
0.76 Intermediate Similarity NPD6903 Approved
0.76 Intermediate Similarity NPD6672 Approved
0.76 Intermediate Similarity NPD5737 Approved
0.76 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7596 Intermediate Similarity NPD5222 Approved
0.7596 Intermediate Similarity NPD5221 Approved
0.7596 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7573 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7573 Intermediate Similarity NPD7900 Approved
0.757 Intermediate Similarity NPD5211 Phase 2
0.7551 Intermediate Similarity NPD3665 Phase 1
0.7551 Intermediate Similarity NPD3666 Approved
0.7551 Intermediate Similarity NPD3133 Approved
0.7549 Intermediate Similarity NPD8035 Phase 2
0.7549 Intermediate Similarity NPD8034 Phase 2
0.7549 Intermediate Similarity NPD6411 Approved
0.7547 Intermediate Similarity NPD4696 Approved
0.7547 Intermediate Similarity NPD5285 Approved
0.7547 Intermediate Similarity NPD5286 Approved
0.7524 Intermediate Similarity NPD4755 Approved
0.7524 Intermediate Similarity NPD5173 Approved
0.75 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5695 Phase 3
0.7476 Intermediate Similarity NPD5779 Approved
0.7476 Intermediate Similarity NPD4202 Approved
0.7476 Intermediate Similarity NPD5778 Approved
0.7475 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD5696 Approved
0.7431 Intermediate Similarity NPD5141 Approved
0.7429 Intermediate Similarity NPD4697 Phase 3
0.7407 Intermediate Similarity NPD5225 Approved
0.7407 Intermediate Similarity NPD5226 Approved
0.7407 Intermediate Similarity NPD5224 Approved
0.7407 Intermediate Similarity NPD4633 Approved
0.74 Intermediate Similarity NPD5279 Phase 3
0.7391 Intermediate Similarity NPD6868 Approved
0.7387 Intermediate Similarity NPD6686 Approved
0.7383 Intermediate Similarity NPD4700 Approved
0.7379 Intermediate Similarity NPD5693 Phase 1
0.7379 Intermediate Similarity NPD5281 Approved
0.7379 Intermediate Similarity NPD5284 Approved
0.7353 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD6101 Approved
0.7353 Intermediate Similarity NPD4753 Phase 2
0.735 Intermediate Similarity NPD7100 Approved
0.735 Intermediate Similarity NPD7101 Approved
0.7339 Intermediate Similarity NPD5175 Approved
0.7339 Intermediate Similarity NPD5174 Approved
0.7333 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD5223 Approved
0.7292 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7507 Approved
0.7265 Intermediate Similarity NPD6335 Approved
0.7241 Intermediate Similarity NPD6274 Approved
0.7217 Intermediate Similarity NPD4632 Approved
0.7212 Intermediate Similarity NPD5694 Approved
0.7212 Intermediate Similarity NPD6050 Approved
0.7207 Intermediate Similarity NPD6008 Approved
0.72 Intermediate Similarity NPD3668 Phase 3
0.7184 Intermediate Similarity NPD6080 Approved
0.7184 Intermediate Similarity NPD6673 Approved
0.7184 Intermediate Similarity NPD6904 Approved
0.7184 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD6317 Approved
0.717 Intermediate Similarity NPD4629 Approved
0.717 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5210 Approved
0.7158 Intermediate Similarity NPD8039 Approved
0.7157 Intermediate Similarity NPD3573 Approved
0.7143 Intermediate Similarity NPD6412 Phase 2
0.7143 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6319 Approved
0.713 Intermediate Similarity NPD6053 Discontinued
0.7129 Intermediate Similarity NPD5363 Approved
0.7119 Intermediate Similarity NPD6313 Approved
0.7119 Intermediate Similarity NPD6314 Approved
0.7115 Intermediate Similarity NPD5207 Approved
0.7115 Intermediate Similarity NPD5692 Phase 3
0.7105 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD5362 Discontinued
0.71 Intermediate Similarity NPD6695 Phase 3
0.71 Intermediate Similarity NPD7154 Phase 3
0.7097 Intermediate Similarity NPD7319 Approved
0.7083 Intermediate Similarity NPD7503 Approved
0.7083 Intermediate Similarity NPD6908 Approved
0.7083 Intermediate Similarity NPD6909 Approved
0.7083 Intermediate Similarity NPD8033 Approved
0.708 Intermediate Similarity NPD4730 Approved
0.708 Intermediate Similarity NPD4729 Approved
0.7059 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD4767 Approved
0.7054 Intermediate Similarity NPD4768 Approved
0.7049 Intermediate Similarity NPD7492 Approved
0.7034 Intermediate Similarity NPD6009 Approved
0.703 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD4754 Approved
0.7019 Intermediate Similarity NPD6051 Approved
0.7016 Intermediate Similarity NPD7736 Approved
0.7 Intermediate Similarity NPD8377 Approved
0.7 Intermediate Similarity NPD4221 Approved
0.7 Intermediate Similarity NPD6054 Approved
0.7 Intermediate Similarity NPD4223 Phase 3
0.7 Intermediate Similarity NPD4269 Approved
0.7 Intermediate Similarity NPD4270 Approved
0.7 Intermediate Similarity NPD8294 Approved
0.7 Intermediate Similarity NPD6435 Approved
0.6992 Remote Similarity NPD6616 Approved
0.699 Remote Similarity NPD7750 Discontinued
0.6975 Remote Similarity NPD7328 Approved
0.6975 Remote Similarity NPD7327 Approved
0.697 Remote Similarity NPD5790 Clinical (unspecified phase)
0.697 Remote Similarity NPD7525 Registered
0.6967 Remote Similarity NPD7604 Phase 2
0.6961 Remote Similarity NPD5329 Approved
0.6957 Remote Similarity NPD5251 Approved
0.6957 Remote Similarity NPD4634 Approved
0.6957 Remote Similarity NPD5250 Approved
0.6957 Remote Similarity NPD5249 Phase 3
0.6957 Remote Similarity NPD5248 Approved
0.6957 Remote Similarity NPD5247 Approved
0.6952 Remote Similarity NPD7838 Discovery
0.6952 Remote Similarity NPD6698 Approved
0.6952 Remote Similarity NPD46 Approved
0.6942 Remote Similarity NPD8378 Approved
0.6942 Remote Similarity NPD8335 Approved
0.6942 Remote Similarity NPD8380 Approved
0.6942 Remote Similarity NPD5983 Phase 2
0.6942 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6942 Remote Similarity NPD8379 Approved
0.6942 Remote Similarity NPD8296 Approved
0.6935 Remote Similarity NPD8293 Discontinued
0.6935 Remote Similarity NPD7078 Approved
0.693 Remote Similarity NPD5345 Clinical (unspecified phase)
0.693 Remote Similarity NPD5168 Approved
0.693 Remote Similarity NPD5128 Approved
0.6923 Remote Similarity NPD5208 Approved
0.6917 Remote Similarity NPD7516 Approved
0.6916 Remote Similarity NPD6001 Approved
0.6909 Remote Similarity NPD6648 Approved
0.6907 Remote Similarity NPD6117 Approved
0.69 Remote Similarity NPD5369 Approved
0.6897 Remote Similarity NPD5216 Approved
0.6897 Remote Similarity NPD5215 Approved
0.6897 Remote Similarity NPD5217 Approved
0.6893 Remote Similarity NPD4519 Discontinued
0.6893 Remote Similarity NPD5786 Approved

Structure

External Identifiers

PubChem CID   10674298
ChEMBL   CHEMBL504332
ZINC  

Physicochemical Properties

Molecular Weight:  554.36
ALogP:  3.6187
MLogP:  4.54
XLogP:  6.218
# Rotatable Bonds:  20
Polar Surface Area:  89.9
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  40

Download Data

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Biological Activities  
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