Natural Product: NPC289700

Natural Product ID:  NPC289700
Common Name:   5Beta,14Beta-Dihydroxy-19-Oxo-3Beta-[(Beta-D-Glucopyranosyl)Oxy)]Bufa-20,22-Dienolide
IUPAC Name:   (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
Synonyms:  
Molecular Formula:   C30H42O11
Standard InCHIKey:  AXUYMUBJXHVZEL-DBOUUHTQSA-N
Standard InCHI:  InChI=1S/C30H42O11/c1-27-8-5-19-20(30(27,38)11-7-18(27)16-2-3-22(33)39-14-16)6-10-29(37)12-17(4-9-28(19,29)15-32)40-26-25(36)24(35)23(34)21(13-31)41-26/h2-3,14-15,17-21,23-26,31,34-38H,4-13H2,1H3/t17-,18+,19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30-/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3c2ccc(=O)oc2)C)C=O)[C@@H]([C@H]([C@@H]1O)O)O
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
NPO6205 Helleborus orientalis Species Ranunculaceae Eukaryota Rhizomes PMID[12608856]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1083 Cell Line A-375 Homo sapiens IC50 = 0.0086 ug/ml DrugMatrix in vitro pharmacology data
NPT924 Cell Line HSC-2 Homo sapiens IC50 = 0.0029 ug/ml DrugMatrix in vitro pharmacology data
NPT65 Cell Line HepG2 Homo sapiens IC50 = 0.23 ug/ml 23398362
NPT2 Others Unspecified IC50 = 0.082 ug/ml 23398362

  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 NPC289700 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 NPC62172
0.9841 High Similarity NPC75616
0.952 High Similarity NPC155529
0.937 High Similarity NPC248703
0.9297 High Similarity NPC158350
0.9225 High Similarity NPC127656
0.9206 High Similarity NPC86159
0.9206 High Similarity NPC471358
0.9206 High Similarity NPC471361
0.9206 High Similarity NPC9499
0.9206 High Similarity NPC469751
0.9206 High Similarity NPC471352
0.9206 High Similarity NPC469754
0.9206 High Similarity NPC251866
0.9206 High Similarity NPC197707
0.9206 High Similarity NPC180079
0.9206 High Similarity NPC70542
0.9206 High Similarity NPC219085
0.9206 High Similarity NPC471360
0.9206 High Similarity NPC17896
0.9206 High Similarity NPC469753
0.9206 High Similarity NPC284406
0.9206 High Similarity NPC10823
0.9206 High Similarity NPC469755
0.9206 High Similarity NPC471359
0.9206 High Similarity NPC89514
0.9206 High Similarity NPC469752
0.9206 High Similarity NPC6108
0.9141 High Similarity NPC469749
0.9141 High Similarity NPC146857
0.9141 High Similarity NPC247190
0.9141 High Similarity NPC116075
0.9141 High Similarity NPC32793
0.9113 High Similarity NPC55602
0.907 High Similarity NPC329636
0.9048 High Similarity NPC471356
0.9048 High Similarity NPC471357
0.9048 High Similarity NPC179412
0.9048 High Similarity NPC117702
0.9048 High Similarity NPC146456
0.9048 High Similarity NPC469757
0.9 High Similarity NPC194716
0.8968 High Similarity NPC250556
0.8968 High Similarity NPC469750
0.8931 High Similarity NPC59288
0.8931 High Similarity NPC329675
0.8915 High Similarity NPC93416
0.8906 High Similarity NPC125077
0.8906 High Similarity NPC329986
0.8906 High Similarity NPC276838
0.8906 High Similarity NPC232785
0.8906 High Similarity NPC188234
0.8906 High Similarity NPC140092
0.8871 High Similarity NPC184555
0.8837 High Similarity NPC173347
0.8837 High Similarity NPC253456
0.8837 High Similarity NPC16569
0.8837 High Similarity NPC159338
0.881 High Similarity NPC27363
0.8769 High Similarity NPC42670
0.8769 High Similarity NPC19124
0.876 High Similarity NPC91
0.875 High Similarity NPC329784
0.875 High Similarity NPC240070
0.8702 High Similarity NPC225385
0.8702 High Similarity NPC157817
0.8702 High Similarity NPC298783
0.8702 High Similarity NPC104585
0.8702 High Similarity NPC477709
0.8702 High Similarity NPC476221
0.8682 High Similarity NPC245094
0.8682 High Similarity NPC311534
0.8615 High Similarity NPC476966
0.8594 High Similarity NPC233041
0.8571 High Similarity NPC114939
0.8571 High Similarity NPC145074
0.8571 High Similarity NPC171619
0.8571 High Similarity NPC41123
0.8561 High Similarity NPC142756
0.8561 High Similarity NPC88668
0.8527 High Similarity NPC179261
0.8527 High Similarity NPC159499
0.8485 Intermediate Similarity NPC231240
0.8485 Intermediate Similarity NPC471855
0.8473 Intermediate Similarity NPC221414
0.845 Intermediate Similarity NPC318135
0.8425 Intermediate Similarity NPC470312
0.8425 Intermediate Similarity NPC281840
0.8425 Intermediate Similarity NPC257610
0.8421 Intermediate Similarity NPC316915
0.8387 Intermediate Similarity NPC73050
0.8372 Intermediate Similarity NPC41129
0.8359 Intermediate Similarity NPC233500
0.8333 Intermediate Similarity NPC243196
0.8333 Intermediate Similarity NPC471354
0.8333 Intermediate Similarity NPC474483
0.8333 Intermediate Similarity NPC27507
0.8333 Intermediate Similarity NPC196429
0.8333 Intermediate Similarity NPC471351
0.8333 Intermediate Similarity NPC471353
0.8333 Intermediate Similarity NPC474418
0.8333 Intermediate Similarity NPC142066
0.8333 Intermediate Similarity NPC309034
0.8333 Intermediate Similarity NPC34390
0.8333 Intermediate Similarity NPC84987
0.8333 Intermediate Similarity NPC158344
0.8333 Intermediate Similarity NPC99728
0.8333 Intermediate Similarity NPC50305
0.8333 Intermediate Similarity NPC77319
0.8333 Intermediate Similarity NPC231529
0.8333 Intermediate Similarity NPC244402
0.8333 Intermediate Similarity NPC471355
0.8333 Intermediate Similarity NPC157376
0.8333 Intermediate Similarity NPC471407
0.8333 Intermediate Similarity NPC87250
0.8333 Intermediate Similarity NPC473852
0.8308 Intermediate Similarity NPC241456
0.8308 Intermediate Similarity NPC32868
0.8295 Intermediate Similarity NPC196130
0.8281 Intermediate Similarity NPC476150
0.8281 Intermediate Similarity NPC475629
0.8281 Intermediate Similarity NPC475136
0.8281 Intermediate Similarity NPC476127
0.8281 Intermediate Similarity NPC475556
0.8281 Intermediate Similarity NPC474466
0.8271 Intermediate Similarity NPC213634
0.8268 Intermediate Similarity NPC13710
0.8268 Intermediate Similarity NPC473617
0.8268 Intermediate Similarity NPC83287
0.8268 Intermediate Similarity NPC473828
0.8258 Intermediate Similarity NPC473620
0.8258 Intermediate Similarity NPC477490
0.8258 Intermediate Similarity NPC473888
0.8258 Intermediate Similarity NPC114306
0.8254 Intermediate Similarity NPC199428
0.8254 Intermediate Similarity NPC72772
0.8254 Intermediate Similarity NPC99620
0.8254 Intermediate Similarity NPC5311
0.8254 Intermediate Similarity NPC469794
0.8254 Intermediate Similarity NPC310341
0.8254 Intermediate Similarity NPC193382
0.8235 Intermediate Similarity NPC190065
0.8235 Intermediate Similarity NPC471089
0.8235 Intermediate Similarity NPC141215
0.8231 Intermediate Similarity NPC204812
0.8231 Intermediate Similarity NPC6193
0.8217 Intermediate Similarity NPC170084
0.8217 Intermediate Similarity NPC173555
0.8217 Intermediate Similarity NPC46570
0.8217 Intermediate Similarity NPC476204
0.8217 Intermediate Similarity NPC314535
0.8209 Intermediate Similarity NPC477195
0.8203 Intermediate Similarity NPC236973
0.8203 Intermediate Similarity NPC219656
0.8203 Intermediate Similarity NPC469756
0.8203 Intermediate Similarity NPC329905
0.8203 Intermediate Similarity NPC292467
0.8203 Intermediate Similarity NPC470897
0.8203 Intermediate Similarity NPC32177
0.8203 Intermediate Similarity NPC55532
0.8203 Intermediate Similarity NPC30483
0.8201 Intermediate Similarity NPC48414
0.8201 Intermediate Similarity NPC5153
0.8195 Intermediate Similarity NPC473593
0.8189 Intermediate Similarity NPC93883
0.8189 Intermediate Similarity NPC152615
0.8182 Intermediate Similarity NPC42399
0.8182 Intermediate Similarity NPC287423
0.8182 Intermediate Similarity NPC298841
0.8175 Intermediate Similarity NPC140045
0.8175 Intermediate Similarity NPC84949
0.8175 Intermediate Similarity NPC295885
0.8175 Intermediate Similarity NPC31354
0.8175 Intermediate Similarity NPC69576
0.8175 Intermediate Similarity NPC596
0.8175 Intermediate Similarity NPC471633
0.8162 Intermediate Similarity NPC279915
0.8162 Intermediate Similarity NPC110700
0.8162 Intermediate Similarity NPC262813
0.8154 Intermediate Similarity NPC107493
0.8154 Intermediate Similarity NPC264336
0.8154 Intermediate Similarity NPC269642
0.8154 Intermediate Similarity NPC28532
0.8148 Intermediate Similarity NPC476779
0.814 Intermediate Similarity NPC112936
0.814 Intermediate Similarity NPC72260
0.814 Intermediate Similarity NPC476962
0.814 Intermediate Similarity NPC135369
0.8134 Intermediate Similarity NPC300655
0.8134 Intermediate Similarity NPC43589
0.8134 Intermediate Similarity NPC222951
0.8134 Intermediate Similarity NPC477493
0.8134 Intermediate Similarity NPC311178
0.8125 Intermediate Similarity NPC239293
0.8125 Intermediate Similarity NPC471249
0.8125 Intermediate Similarity NPC146786
0.8125 Intermediate Similarity NPC45475
0.812 Intermediate Similarity NPC23020
0.812 Intermediate Similarity NPC472269
0.812 Intermediate Similarity NPC112492

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC289700 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
0.9206 High Similarity NPD7319 Approved
0.8968 High Similarity NPD7507 Approved
0.88 High Similarity NPD7503 Approved
0.8268 Intermediate Similarity NPD7327 Approved
0.8268 Intermediate Similarity NPD7328 Approved
0.8217 Intermediate Similarity NPD8378 Approved
0.8217 Intermediate Similarity NPD8380 Approved
0.8217 Intermediate Similarity NPD8296 Approved
0.8217 Intermediate Similarity NPD8379 Approved
0.8217 Intermediate Similarity NPD8335 Approved
0.8203 Intermediate Similarity NPD7516 Approved
0.814 Intermediate Similarity NPD8377 Approved
0.814 Intermediate Similarity NPD8294 Approved
0.812 Intermediate Similarity NPD7736 Approved
0.8077 Intermediate Similarity NPD8033 Approved
0.7879 Intermediate Similarity NPD6370 Approved
0.784 Intermediate Similarity NPD6686 Approved
0.7812 Intermediate Similarity NPD8133 Approved
0.7803 Intermediate Similarity NPD8513 Phase 3
0.7761 Intermediate Similarity NPD7492 Approved
0.7727 Intermediate Similarity NPD6319 Approved
0.7727 Intermediate Similarity NPD6054 Approved
0.7704 Intermediate Similarity NPD6616 Approved
0.7687 Intermediate Similarity NPD8328 Phase 3
0.7669 Intermediate Similarity NPD8515 Approved
0.7669 Intermediate Similarity NPD8517 Approved
0.7669 Intermediate Similarity NPD8516 Approved
0.7647 Intermediate Similarity NPD7078 Approved
0.7647 Intermediate Similarity NPD8293 Discontinued
0.7634 Intermediate Similarity NPD7115 Discovery
0.7619 Intermediate Similarity NPD6412 Phase 2
0.7597 Intermediate Similarity NPD6882 Approved
0.7537 Intermediate Similarity NPD6015 Approved
0.7537 Intermediate Similarity NPD6016 Approved
0.75 Intermediate Similarity NPD6009 Approved
0.7481 Intermediate Similarity NPD5988 Approved
0.7463 Intermediate Similarity NPD6059 Approved
0.7462 Intermediate Similarity NPD8297 Approved
0.7405 Intermediate Similarity NPD4632 Approved
0.7368 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD7638 Approved
0.7287 Intermediate Similarity NPD6899 Approved
0.7287 Intermediate Similarity NPD6881 Approved
0.728 Intermediate Similarity NPD7640 Approved
0.728 Intermediate Similarity NPD7639 Approved
0.7252 Intermediate Similarity NPD6650 Approved
0.7252 Intermediate Similarity NPD6649 Approved
0.7209 Intermediate Similarity NPD5697 Approved
0.7197 Intermediate Similarity NPD6053 Discontinued
0.7176 Intermediate Similarity NPD4634 Approved
0.7176 Intermediate Similarity NPD7102 Approved
0.7176 Intermediate Similarity NPD7290 Approved
0.7176 Intermediate Similarity NPD6883 Approved
0.7154 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD6402 Approved
0.7132 Intermediate Similarity NPD5739 Approved
0.7132 Intermediate Similarity NPD7128 Approved
0.7132 Intermediate Similarity NPD6675 Approved
0.7121 Intermediate Similarity NPD6617 Approved
0.7121 Intermediate Similarity NPD6847 Approved
0.7121 Intermediate Similarity NPD8130 Phase 1
0.7121 Intermediate Similarity NPD6869 Approved
0.7099 Intermediate Similarity NPD6013 Approved
0.7099 Intermediate Similarity NPD6373 Approved
0.7099 Intermediate Similarity NPD6012 Approved
0.7099 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD6372 Approved
0.7099 Intermediate Similarity NPD6014 Approved
0.705 Intermediate Similarity NPD7604 Phase 2
0.7029 Intermediate Similarity NPD5983 Phase 2
0.7023 Intermediate Similarity NPD7320 Approved
0.7023 Intermediate Similarity NPD6011 Approved
0.6972 Remote Similarity NPD6033 Approved
0.697 Remote Similarity NPD4061 Clinical (unspecified phase)
0.695 Remote Similarity NPD6336 Discontinued
0.6947 Remote Similarity NPD5701 Approved
0.6928 Remote Similarity NPD7799 Discontinued
0.6923 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6901 Remote Similarity NPD8074 Phase 3
0.6899 Remote Similarity NPD5211 Phase 2
0.6875 Remote Similarity NPD5286 Approved
0.6875 Remote Similarity NPD5285 Approved
0.6875 Remote Similarity NPD4696 Approved
0.6797 Remote Similarity NPD4225 Approved
0.6794 Remote Similarity NPD5141 Approved
0.6791 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6769 Remote Similarity NPD7632 Discontinued
0.6769 Remote Similarity NPD5225 Approved
0.6769 Remote Similarity NPD4633 Approved
0.6769 Remote Similarity NPD5224 Approved
0.6769 Remote Similarity NPD5226 Approved
0.6763 Remote Similarity NPD7100 Approved
0.6763 Remote Similarity NPD7101 Approved
0.6753 Remote Similarity NPD7625 Phase 1
0.6742 Remote Similarity NPD6008 Approved
0.6741 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6741 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6719 Remote Similarity NPD4755 Approved
0.6718 Remote Similarity NPD5175 Approved
0.6718 Remote Similarity NPD5174 Approved
0.6712 Remote Similarity NPD7260 Phase 2
0.6692 Remote Similarity NPD5223 Approved
0.6691 Remote Similarity NPD6335 Approved
0.669 Remote Similarity NPD6067 Discontinued
0.6667 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD6371 Approved
0.6667 Remote Similarity NPD6921 Approved
0.6642 Remote Similarity NPD4730 Approved
0.6642 Remote Similarity NPD4729 Approved
0.6619 Remote Similarity NPD6317 Approved
0.6615 Remote Similarity NPD4700 Approved
0.6597 Remote Similarity NPD8451 Approved
0.6589 Remote Similarity NPD6083 Phase 2
0.6589 Remote Similarity NPD6084 Phase 2
0.6587 Remote Similarity NPD7637 Suspended
0.6587 Remote Similarity NPD6079 Approved
0.6573 Remote Similarity NPD7829 Approved
0.6573 Remote Similarity NPD7830 Approved
0.6571 Remote Similarity NPD6314 Approved
0.6571 Remote Similarity NPD6313 Approved
0.6567 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6567 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6552 Remote Similarity NPD8448 Approved
0.6544 Remote Similarity NPD5250 Approved
0.6544 Remote Similarity NPD5251 Approved
0.6544 Remote Similarity NPD5247 Approved
0.6544 Remote Similarity NPD5249 Phase 3
0.6544 Remote Similarity NPD5248 Approved
0.6538 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6531 Remote Similarity NPD8391 Approved
0.6531 Remote Similarity NPD5956 Approved
0.6531 Remote Similarity NPD8392 Approved
0.6531 Remote Similarity NPD8390 Approved
0.6493 Remote Similarity NPD4768 Approved
0.6493 Remote Similarity NPD4767 Approved
0.649 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6484 Remote Similarity NPD7748 Approved
0.6463 Remote Similarity NPD5761 Phase 2
0.6463 Remote Similarity NPD5760 Phase 2
0.6462 Remote Similarity NPD7902 Approved
0.6458 Remote Similarity NPD7642 Approved
0.6457 Remote Similarity NPD6411 Approved
0.6457 Remote Similarity NPD7983 Approved
0.6457 Remote Similarity NPD7515 Phase 2
0.6456 Remote Similarity NPD7236 Approved
0.6443 Remote Similarity NPD8338 Approved
0.6439 Remote Similarity NPD5344 Discontinued
0.6434 Remote Similarity NPD6909 Approved
0.6434 Remote Similarity NPD6908 Approved
0.6434 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5328 Approved
0.6414 Remote Similarity NPD8341 Approved
0.6414 Remote Similarity NPD8299 Approved
0.6414 Remote Similarity NPD8340 Approved
0.6414 Remote Similarity NPD8342 Approved
0.6406 Remote Similarity NPD4202 Approved
0.6406 Remote Similarity NPD5779 Approved
0.6406 Remote Similarity NPD5778 Approved
0.6397 Remote Similarity NPD5128 Approved
0.6385 Remote Similarity NPD5221 Approved
0.6385 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6385 Remote Similarity NPD5222 Approved
0.6385 Remote Similarity NPD4697 Phase 3
0.6378 Remote Similarity NPD46 Approved
0.6378 Remote Similarity NPD6698 Approved
0.6377 Remote Similarity NPD5217 Approved
0.6377 Remote Similarity NPD5215 Approved
0.6377 Remote Similarity NPD5216 Approved
0.6364 Remote Similarity NPD6648 Approved
0.6358 Remote Similarity NPD7239 Suspended
0.6349 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6343 Remote Similarity NPD4754 Approved
0.6338 Remote Similarity NPD7641 Discontinued
0.6336 Remote Similarity NPD5173 Approved
0.6333 Remote Similarity NPD6845 Suspended
0.6328 Remote Similarity NPD8034 Phase 2
0.6328 Remote Similarity NPD8035 Phase 2
0.6328 Remote Similarity NPD5284 Approved
0.6328 Remote Similarity NPD5281 Approved
0.6312 Remote Similarity NPD6868 Approved
0.6308 Remote Similarity NPD5695 Phase 3
0.6304 Remote Similarity NPD5169 Approved
0.6304 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6304 Remote Similarity NPD5135 Approved
0.6299 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6299 Remote Similarity NPD6101 Approved
0.6288 Remote Similarity NPD5696 Approved
0.6284 Remote Similarity NPD8337 Approved
0.6284 Remote Similarity NPD8336 Approved
0.6279 Remote Similarity NPD6399 Phase 3
0.6279 Remote Similarity NPD8171 Discontinued
0.627 Remote Similarity NPD3573 Approved
0.6259 Remote Similarity NPD5127 Approved
0.625 Remote Similarity NPD7838 Discovery
0.625 Remote Similarity NPD5785 Approved
0.624 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6234 Remote Similarity NPD6334 Approved
0.6234 Remote Similarity NPD6333 Approved
0.6231 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6231 Remote Similarity NPD7900 Approved

Structure

External Identifiers

PubChem CID   3055779
ChEMBL   CHEMBL446052
ZINC  

Physicochemical Properties

Molecular Weight:  578.27
ALogP:  -3.1177
MLogP:  3.55
XLogP:  0.878
# Rotatable Bonds:  12
Polar Surface Area:  183.21
# H-Bond Aceptor:  11
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  41

Download Data

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