Natural Product: NPC475750

Natural Product ID:  NPC475750
Common Name:   3-Angeloyloxy-8-Epoxyangeloyloxy-10(14)-Oplopen-4-One
IUPAC Name:   [(2S,3R,3aR,4S,5R,7aR)-3-acetyl-2-[(Z)-2-methylbut-2-enoyl]oxy-7-methylidene-4-propan-2-yl-1,2,3,3a,4,5,6,7a-octahydroinden-5-yl] 4-methyl-2H-oxete-3-carboxylate
Synonyms:  
Molecular Formula:   C25H34O6
Standard InCHIKey:  WYABLCZFBNCHMK-XPCSIBJKSA-N
Standard InCHI:  InChI=1S/C25H34O6/c1-8-13(4)24(27)30-20-10-17-14(5)9-19(31-25(28)18-11-29-16(18)7)21(12(2)3)23(17)22(20)15(6)26/h8,12,17,19-23H,5,9-11H2,1-4,6-7H3/b13-8-/t17-,19+,20-,21+,22-,23+/m0/s1
Canonical SMILES:  C/C=C(C(=O)O[C@H]1C[C@@H]2[C@@H]([C@H]1C(=O)C)[C@H](C(C)C)[C@@H](CC2=C)OC(=O)C1=C(OC1)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
NPO16686 Robinsonecio gerberifolius Species Asteraceae Eukaryota PMID[12608854]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 > 100000 nM Open TG-GATES in vivo data: Hematology
NPT148 Cell Line HCT-15 Homo sapiens IC50 > 100000 nM Open TG-GATES in vivo data: Hematology
NPT111 Cell Line K562 Homo sapiens IC50 > 100000 nM 22664131
NPT380 Cell Line U-251 Homo sapiens IC50 > 100000 nM 17256988
NPT306 Cell Line PC-3 Homo sapiens IC50 = 13600 nM 11421741

  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 NPC475750 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
0.9468 High Similarity NPC118159
0.8687 High Similarity NPC471932
0.8365 Intermediate Similarity NPC470979
0.8365 Intermediate Similarity NPC103088
0.8365 Intermediate Similarity NPC470975
0.8241 Intermediate Similarity NPC471933
0.82 Intermediate Similarity NPC470974
0.82 Intermediate Similarity NPC470978
0.8131 Intermediate Similarity NPC471934
0.8081 Intermediate Similarity NPC221282
0.7981 Intermediate Similarity NPC475099
0.789 Intermediate Similarity NPC179642
0.7879 Intermediate Similarity NPC288699
0.7876 Intermediate Similarity NPC470420
0.7723 Intermediate Similarity NPC473944
0.7723 Intermediate Similarity NPC470230
0.7699 Intermediate Similarity NPC72772
0.7699 Intermediate Similarity NPC469794
0.7692 Intermediate Similarity NPC2049
0.7692 Intermediate Similarity NPC204812
0.7692 Intermediate Similarity NPC55602
0.7679 Intermediate Similarity NPC470120
0.7672 Intermediate Similarity NPC46570
0.7667 Intermediate Similarity NPC221414
0.7652 Intermediate Similarity NPC475520
0.7642 Intermediate Similarity NPC289148
0.7642 Intermediate Similarity NPC171759
0.7642 Intermediate Similarity NPC52899
0.7642 Intermediate Similarity NPC163963
0.7632 Intermediate Similarity NPC239273
0.7627 Intermediate Similarity NPC32868
0.7627 Intermediate Similarity NPC241456
0.7624 Intermediate Similarity NPC161638
0.7619 Intermediate Similarity NPC176845
0.7619 Intermediate Similarity NPC469986
0.7611 Intermediate Similarity NPC470953
0.7607 Intermediate Similarity NPC107493
0.7593 Intermediate Similarity NPC470297
0.7586 Intermediate Similarity NPC184555
0.7573 Intermediate Similarity NPC470697
0.757 Intermediate Similarity NPC148628
0.757 Intermediate Similarity NPC286519
0.757 Intermediate Similarity NPC214946
0.757 Intermediate Similarity NPC246736
0.757 Intermediate Similarity NPC88203
0.757 Intermediate Similarity NPC304832
0.757 Intermediate Similarity NPC76866
0.7565 Intermediate Similarity NPC153440
0.7565 Intermediate Similarity NPC475372
0.7565 Intermediate Similarity NPC473720
0.7549 Intermediate Similarity NPC286341
0.7549 Intermediate Similarity NPC191339
0.7549 Intermediate Similarity NPC472953
0.7549 Intermediate Similarity NPC290651
0.7547 Intermediate Similarity NPC287676
0.7547 Intermediate Similarity NPC469551
0.7547 Intermediate Similarity NPC306856
0.7547 Intermediate Similarity NPC471413
0.7544 Intermediate Similarity NPC190286
0.7542 Intermediate Similarity NPC472768
0.7525 Intermediate Similarity NPC471043
0.7524 Intermediate Similarity NPC108475
0.7524 Intermediate Similarity NPC110937
0.7524 Intermediate Similarity NPC170143
0.7524 Intermediate Similarity NPC213947
0.7523 Intermediate Similarity NPC295366
0.7522 Intermediate Similarity NPC472926
0.75 Intermediate Similarity NPC470229
0.75 Intermediate Similarity NPC472667
0.75 Intermediate Similarity NPC5292
0.75 Intermediate Similarity NPC476960
0.75 Intermediate Similarity NPC312536
0.75 Intermediate Similarity NPC287423
0.75 Intermediate Similarity NPC470960
0.75 Intermediate Similarity NPC87927
0.75 Intermediate Similarity NPC36321
0.75 Intermediate Similarity NPC254202
0.7478 Intermediate Similarity NPC476959
0.7477 Intermediate Similarity NPC474243
0.7477 Intermediate Similarity NPC168319
0.7477 Intermediate Similarity NPC474901
0.7477 Intermediate Similarity NPC194028
0.7477 Intermediate Similarity NPC475941
0.7477 Intermediate Similarity NPC471412
0.7458 Intermediate Similarity NPC170538
0.7458 Intermediate Similarity NPC269642
0.7456 Intermediate Similarity NPC238667
0.7455 Intermediate Similarity NPC472925
0.7453 Intermediate Similarity NPC78427
0.7453 Intermediate Similarity NPC474793
0.7453 Intermediate Similarity NPC252295
0.7453 Intermediate Similarity NPC222011
0.7453 Intermediate Similarity NPC16911
0.7436 Intermediate Similarity NPC79579
0.7436 Intermediate Similarity NPC476961
0.7436 Intermediate Similarity NPC474585
0.7436 Intermediate Similarity NPC4548
0.7436 Intermediate Similarity NPC476962
0.7431 Intermediate Similarity NPC96268
0.7431 Intermediate Similarity NPC98603
0.7431 Intermediate Similarity NPC189616
0.7429 Intermediate Similarity NPC329910
0.7414 Intermediate Similarity NPC113448
0.7411 Intermediate Similarity NPC478209
0.7411 Intermediate Similarity NPC197428
0.7407 Intermediate Similarity NPC22388
0.7407 Intermediate Similarity NPC170615
0.7407 Intermediate Similarity NPC162973
0.7404 Intermediate Similarity NPC471446
0.7404 Intermediate Similarity NPC148463
0.7404 Intermediate Similarity NPC474841
0.7404 Intermediate Similarity NPC473434
0.7404 Intermediate Similarity NPC475118
0.74 Intermediate Similarity NPC64153
0.7395 Intermediate Similarity NPC11895
0.7395 Intermediate Similarity NPC469789
0.7391 Intermediate Similarity NPC148458
0.7391 Intermediate Similarity NPC476963
0.7391 Intermediate Similarity NPC470793
0.7387 Intermediate Similarity NPC89171
0.7387 Intermediate Similarity NPC476802
0.7383 Intermediate Similarity NPC54705
0.7383 Intermediate Similarity NPC476933
0.7383 Intermediate Similarity NPC47024
0.7379 Intermediate Similarity NPC165180
0.7377 Intermediate Similarity NPC231529
0.7377 Intermediate Similarity NPC472770
0.7373 Intermediate Similarity NPC310511
0.7368 Intermediate Similarity NPC52634
0.7364 Intermediate Similarity NPC470980
0.7364 Intermediate Similarity NPC37600
0.7364 Intermediate Similarity NPC266570
0.7358 Intermediate Similarity NPC69385
0.7358 Intermediate Similarity NPC47834
0.7358 Intermediate Similarity NPC96839
0.7353 Intermediate Similarity NPC474679
0.735 Intermediate Similarity NPC475041
0.735 Intermediate Similarity NPC270850
0.735 Intermediate Similarity NPC472933
0.735 Intermediate Similarity NPC305260
0.7345 Intermediate Similarity NPC94650
0.7345 Intermediate Similarity NPC174471
0.7345 Intermediate Similarity NPC96739
0.7345 Intermediate Similarity NPC260786
0.7345 Intermediate Similarity NPC474871
0.7345 Intermediate Similarity NPC475495
0.7339 Intermediate Similarity NPC329345
0.7339 Intermediate Similarity NPC216114
0.7339 Intermediate Similarity NPC159442
0.7339 Intermediate Similarity NPC473283
0.7339 Intermediate Similarity NPC475526
0.7339 Intermediate Similarity NPC470954
0.7339 Intermediate Similarity NPC470310
0.7333 Intermediate Similarity NPC233041
0.7333 Intermediate Similarity NPC470232
0.7333 Intermediate Similarity NPC172154
0.7333 Intermediate Similarity NPC8369
0.7333 Intermediate Similarity NPC81736
0.7328 Intermediate Similarity NPC472927
0.7328 Intermediate Similarity NPC473656
0.7328 Intermediate Similarity NPC474518
0.7327 Intermediate Similarity NPC175293
0.7315 Intermediate Similarity NPC236585
0.7315 Intermediate Similarity NPC310981
0.7315 Intermediate Similarity NPC46848
0.7315 Intermediate Similarity NPC472924
0.7304 Intermediate Similarity NPC178289
0.7304 Intermediate Similarity NPC90472
0.7297 Intermediate Similarity NPC220974
0.7297 Intermediate Similarity NPC474716
0.7297 Intermediate Similarity NPC476958
0.7297 Intermediate Similarity NPC469558
0.7295 Intermediate Similarity NPC311534
0.729 Intermediate Similarity NPC471038
0.729 Intermediate Similarity NPC470188
0.7288 Intermediate Similarity NPC41123
0.7288 Intermediate Similarity NPC114939
0.7288 Intermediate Similarity NPC145074
0.7288 Intermediate Similarity NPC472004
0.7288 Intermediate Similarity NPC143755
0.7282 Intermediate Similarity NPC475776
0.7282 Intermediate Similarity NPC152467
0.7281 Intermediate Similarity NPC17138
0.7281 Intermediate Similarity NPC221511
0.7281 Intermediate Similarity NPC100267
0.7281 Intermediate Similarity NPC475970
0.7281 Intermediate Similarity NPC473522
0.7281 Intermediate Similarity NPC477093
0.7281 Intermediate Similarity NPC89227
0.7281 Intermediate Similarity NPC475524
0.7281 Intermediate Similarity NPC215643
0.7281 Intermediate Similarity NPC475277
0.7281 Intermediate Similarity NPC170212
0.7281 Intermediate Similarity NPC277769
0.7281 Intermediate Similarity NPC475391
0.7281 Intermediate Similarity NPC221144
0.7281 Intermediate Similarity NPC476163
0.7281 Intermediate Similarity NPC101825
0.7281 Intermediate Similarity NPC265499
0.7281 Intermediate Similarity NPC151216

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475750 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
0.7434 Intermediate Similarity NPD6053 Discontinued
0.7364 Intermediate Similarity NPD6008 Approved
0.729 Intermediate Similarity NPD7638 Approved
0.7222 Intermediate Similarity NPD7640 Approved
0.7222 Intermediate Similarity NPD7639 Approved
0.708 Intermediate Similarity NPD6899 Approved
0.708 Intermediate Similarity NPD6881 Approved
0.7054 Intermediate Similarity NPD6675 Approved
0.7054 Intermediate Similarity NPD7128 Approved
0.7054 Intermediate Similarity NPD6402 Approved
0.7054 Intermediate Similarity NPD5739 Approved
0.7034 Intermediate Similarity NPD7115 Discovery
0.7 Intermediate Similarity NPD6319 Approved
0.6991 Remote Similarity NPD5697 Approved
0.696 Remote Similarity NPD7319 Approved
0.6957 Remote Similarity NPD7102 Approved
0.6957 Remote Similarity NPD6883 Approved
0.6957 Remote Similarity NPD7290 Approved
0.6952 Remote Similarity NPD5785 Approved
0.693 Remote Similarity NPD7320 Approved
0.6911 Remote Similarity NPD7492 Approved
0.6897 Remote Similarity NPD6869 Approved
0.6897 Remote Similarity NPD6617 Approved
0.6897 Remote Similarity NPD6649 Approved
0.6897 Remote Similarity NPD8130 Phase 1
0.6897 Remote Similarity NPD6847 Approved
0.6897 Remote Similarity NPD6650 Approved
0.6893 Remote Similarity NPD6409 Approved
0.6893 Remote Similarity NPD7521 Approved
0.6893 Remote Similarity NPD7334 Approved
0.6893 Remote Similarity NPD5330 Approved
0.6893 Remote Similarity NPD7146 Approved
0.6893 Remote Similarity NPD6684 Approved
0.687 Remote Similarity NPD6372 Approved
0.687 Remote Similarity NPD6014 Approved
0.687 Remote Similarity NPD6012 Approved
0.687 Remote Similarity NPD6373 Approved
0.687 Remote Similarity NPD6013 Approved
0.686 Remote Similarity NPD6054 Approved
0.6855 Remote Similarity NPD6616 Approved
0.6855 Remote Similarity NPD7507 Approved
0.6842 Remote Similarity NPD5701 Approved
0.6842 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6838 Remote Similarity NPD8297 Approved
0.6838 Remote Similarity NPD6882 Approved
0.6832 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6822 Remote Similarity NPD5779 Approved
0.6822 Remote Similarity NPD5778 Approved
0.6818 Remote Similarity NPD4225 Approved
0.681 Remote Similarity NPD6371 Approved
0.68 Remote Similarity NPD7078 Approved
0.6796 Remote Similarity NPD5363 Approved
0.6783 Remote Similarity NPD6011 Approved
0.678 Remote Similarity NPD4632 Approved
0.6762 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6762 Remote Similarity NPD6903 Approved
0.6748 Remote Similarity NPD6370 Approved
0.6746 Remote Similarity NPD7736 Approved
0.6731 Remote Similarity NPD5786 Approved
0.6729 Remote Similarity NPD5693 Phase 1
0.6721 Remote Similarity NPD6059 Approved
0.6698 Remote Similarity NPD1695 Approved
0.6697 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD6016 Approved
0.6667 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD6015 Approved
0.6637 Remote Similarity NPD7632 Discontinued
0.6637 Remote Similarity NPD5211 Phase 2
0.6635 Remote Similarity NPD1694 Approved
0.6613 Remote Similarity NPD5988 Approved
0.6612 Remote Similarity NPD6009 Approved
0.661 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6607 Remote Similarity NPD5285 Approved
0.6607 Remote Similarity NPD4696 Approved
0.6607 Remote Similarity NPD5286 Approved
0.6604 Remote Similarity NPD6672 Approved
0.6604 Remote Similarity NPD5737 Approved
0.6577 Remote Similarity NPD4755 Approved
0.6577 Remote Similarity NPD6083 Phase 2
0.6577 Remote Similarity NPD6084 Phase 2
0.6574 Remote Similarity NPD6079 Approved
0.656 Remote Similarity NPD7604 Phase 2
0.6545 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6545 Remote Similarity NPD5695 Phase 3
0.6542 Remote Similarity NPD5328 Approved
0.6542 Remote Similarity NPD6080 Approved
0.6542 Remote Similarity NPD6904 Approved
0.6542 Remote Similarity NPD6673 Approved
0.6532 Remote Similarity NPD5983 Phase 2
0.6529 Remote Similarity NPD6274 Approved
0.6522 Remote Similarity NPD5141 Approved
0.6514 Remote Similarity NPD6399 Phase 3
0.6509 Remote Similarity NPD4250 Approved
0.6509 Remote Similarity NPD4251 Approved
0.6505 Remote Similarity NPD6435 Approved
0.6505 Remote Similarity NPD4269 Approved
0.6505 Remote Similarity NPD4270 Approved
0.6504 Remote Similarity NPD7100 Approved
0.6504 Remote Similarity NPD7101 Approved
0.6496 Remote Similarity NPD6686 Approved
0.6496 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6491 Remote Similarity NPD5226 Approved
0.6491 Remote Similarity NPD4633 Approved
0.6491 Remote Similarity NPD5224 Approved
0.6491 Remote Similarity NPD5225 Approved
0.6481 Remote Similarity NPD46 Approved
0.6481 Remote Similarity NPD6698 Approved
0.6476 Remote Similarity NPD1733 Clinical (unspecified phase)
0.646 Remote Similarity NPD6648 Approved
0.646 Remote Similarity NPD4700 Approved
0.6457 Remote Similarity NPD6336 Discontinued
0.6442 Remote Similarity NPD5362 Discontinued
0.6442 Remote Similarity NPD7154 Phase 3
0.6435 Remote Similarity NPD5174 Approved
0.6435 Remote Similarity NPD5175 Approved
0.6423 Remote Similarity NPD6335 Approved
0.6422 Remote Similarity NPD7637 Suspended
0.6422 Remote Similarity NPD6050 Approved
0.6415 Remote Similarity NPD4249 Approved
0.6408 Remote Similarity NPD5369 Approved
0.6404 Remote Similarity NPD5344 Discontinued
0.6404 Remote Similarity NPD5223 Approved
0.64 Remote Similarity NPD7503 Approved
0.6389 Remote Similarity NPD6101 Approved
0.6389 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6051 Approved
0.6372 Remote Similarity NPD5696 Approved
0.6355 Remote Similarity NPD3573 Approved
0.6346 Remote Similarity NPD5209 Approved
0.6341 Remote Similarity NPD6317 Approved
0.6339 Remote Similarity NPD5221 Approved
0.6339 Remote Similarity NPD5222 Approved
0.6339 Remote Similarity NPD5220 Clinical (unspecified phase)
0.633 Remote Similarity NPD5692 Phase 3
0.6311 Remote Similarity NPD5368 Approved
0.6311 Remote Similarity NPD4252 Approved
0.6306 Remote Similarity NPD5282 Discontinued
0.6306 Remote Similarity NPD6001 Approved
0.6306 Remote Similarity NPD7748 Approved
0.6306 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6306 Remote Similarity NPD7900 Approved
0.6296 Remote Similarity NPD5208 Approved
0.629 Remote Similarity NPD6313 Approved
0.629 Remote Similarity NPD7328 Approved
0.629 Remote Similarity NPD7327 Approved
0.629 Remote Similarity NPD6314 Approved
0.6283 Remote Similarity NPD5173 Approved
0.6273 Remote Similarity NPD8034 Phase 2
0.6273 Remote Similarity NPD6411 Approved
0.6273 Remote Similarity NPD7983 Approved
0.6273 Remote Similarity NPD8035 Phase 2
0.6273 Remote Similarity NPD5694 Approved
0.6271 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6412 Phase 2
0.627 Remote Similarity NPD6909 Approved
0.627 Remote Similarity NPD8033 Approved
0.627 Remote Similarity NPD6908 Approved
0.6262 Remote Similarity NPD6098 Approved
0.626 Remote Similarity NPD6868 Approved
0.624 Remote Similarity NPD7516 Approved
0.6231 Remote Similarity NPD6033 Approved
0.6218 Remote Similarity NPD4730 Approved
0.6218 Remote Similarity NPD4729 Approved
0.6218 Remote Similarity NPD5128 Approved
0.6216 Remote Similarity NPD4202 Approved
0.6212 Remote Similarity NPD7260 Phase 2
0.6195 Remote Similarity NPD4697 Phase 3
0.619 Remote Similarity NPD8294 Approved
0.619 Remote Similarity NPD8377 Approved
0.6186 Remote Similarity NPD4768 Approved
0.6186 Remote Similarity NPD4767 Approved
0.6182 Remote Similarity NPD5207 Approved
0.6168 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6168 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6167 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4754 Approved
0.6154 Remote Similarity NPD5790 Clinical (unspecified phase)
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 NPD8378 Approved
0.614 Remote Similarity NPD7902 Approved
0.6132 Remote Similarity NPD4788 Approved
0.6126 Remote Similarity NPD7515 Phase 2
0.6116 Remote Similarity NPD5249 Phase 3
0.6116 Remote Similarity NPD5248 Approved
0.6116 Remote Similarity NPD5247 Approved
0.6116 Remote Similarity NPD5250 Approved
0.6116 Remote Similarity NPD5251 Approved
0.6116 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6111 Remote Similarity NPD3618 Phase 1
0.6111 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6098 Remote Similarity NPD8133 Approved
0.6091 Remote Similarity NPD4753 Phase 2
0.6075 Remote Similarity NPD3133 Approved
0.6075 Remote Similarity NPD4786 Approved
0.6075 Remote Similarity NPD3665 Phase 1

Structure

External Identifiers

PubChem CID   44559444
ChEMBL   CHEMBL513956
ZINC  

Physicochemical Properties

Molecular Weight:  430.24
ALogP:  1.8226
MLogP:  3.55
XLogP:  3.61
# Rotatable Bonds:  14
Polar Surface Area:  78.9
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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