Natural Product: NPC298841

Natural Product ID:  NPC298841
Common Name:   Bruceajavanone C
IUPAC Name:   [(1S,5R,7R,8R,9R,10S,11R,13S,17S)-7-acetyloxy-17-[(2R,3S,5S)-5-[(2S)-3,3-dimethyloxiran-2-yl]-2-methoxyoxolan-3-yl]-1-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,16,17-decahydrocyclopenta[a]phenanthren-11-yl] (E)-2-methylbut-2-enoate
Synonyms:   Bruceajavanone C
Molecular Formula:   C38H56O9
Standard InCHIKey:  OGYGNDBOJQVAPL-VVONOSKQSA-N
Standard InCHI:  InChI=1S/C38H56O9/c1-12-19(2)32(42)45-24-18-36(8)22(21-15-23(46-33(21)43-11)31-35(6,7)47-31)13-14-25(36)38(10)29(44-20(3)39)16-26-34(4,5)27(40)17-28(41)37(26,9)30(24)38/h12,14,21-24,26,28-31,33,41H,13,15-18H2,1-11H3/b19-12+/t21-,22-,23-,24+,26-,28-,29+,30+,31-,33+,36-,37+,38+/m0/s1
Canonical SMILES:  CO[C@@H]1O[C@@H](C[C@H]1[C@@H]1CC=C2[C@@]1(C)C[C@@H](OC(=O)/C(=C/C)/C)[C@H]1[C@@]2(C)[C@H](OC(=O)C)C[C@@H]2[C@]1(C)[C@@H](O)CC(=O)C2(C)C)[C@@H]1OC1(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
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Vietnam PMID[19026551]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT858 Cell Line LNCaP Homo sapiens ED50 > 10 nM 7005449
NPT83 Cell Line MCF7 Homo sapiens ED50 > 10 nM 7005449
NPT1034 Cell Line Lu1 Homo sapiens ED50 > 10 nM 7005449

  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 NPC298841 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
0.9661 High Similarity NPC42399
0.9237 High Similarity NPC204731
0.9153 High Similarity NPC241192
0.9098 High Similarity NPC473620
0.9068 High Similarity NPC161065
0.8871 High Similarity NPC473593
0.8814 High Similarity NPC302471
0.8814 High Similarity NPC243981
0.879 High Similarity NPC311534
0.873 High Similarity NPC231240
0.871 High Similarity NPC471357
0.871 High Similarity NPC146456
0.871 High Similarity NPC469757
0.871 High Similarity NPC117702
0.8699 High Similarity NPC86346
0.8699 High Similarity NPC469379
0.8699 High Similarity NPC75856
0.8678 High Similarity NPC470312
0.8661 High Similarity NPC316915
0.8651 High Similarity NPC173347
0.8651 High Similarity NPC476852
0.864 High Similarity NPC245094
0.8618 High Similarity NPC27363
0.8618 High Similarity NPC469382
0.8571 High Similarity NPC471358
0.8571 High Similarity NPC469753
0.8571 High Similarity NPC70542
0.8571 High Similarity NPC469752
0.8571 High Similarity NPC471360
0.8571 High Similarity NPC197707
0.8571 High Similarity NPC471352
0.8571 High Similarity NPC469751
0.8571 High Similarity NPC89514
0.8571 High Similarity NPC10823
0.8571 High Similarity NPC284406
0.8571 High Similarity NPC180079
0.8571 High Similarity NPC471359
0.8571 High Similarity NPC9499
0.8571 High Similarity NPC251866
0.8571 High Similarity NPC219085
0.8571 High Similarity NPC17896
0.8571 High Similarity NPC469754
0.8571 High Similarity NPC469755
0.8571 High Similarity NPC6108
0.8571 High Similarity NPC476966
0.8571 High Similarity NPC471361
0.8571 High Similarity NPC86159
0.8571 High Similarity NPC476851
0.856 High Similarity NPC329784
0.856 High Similarity NPC287423
0.856 High Similarity NPC240070
0.8559 High Similarity NPC470063
0.8548 High Similarity NPC8369
0.8548 High Similarity NPC318135
0.8547 High Similarity NPC470065
0.8534 High Similarity NPC469845
0.8516 High Similarity NPC116075
0.8516 High Similarity NPC32793
0.8516 High Similarity NPC247190
0.8516 High Similarity NPC469749
0.8516 High Similarity NPC146857
0.8516 High Similarity NPC88668
0.8512 High Similarity NPC239293
0.8492 Intermediate Similarity NPC476859
0.8487 Intermediate Similarity NPC471627
0.8487 Intermediate Similarity NPC471173
0.8487 Intermediate Similarity NPC157441
0.848 Intermediate Similarity NPC47113
0.848 Intermediate Similarity NPC469750
0.848 Intermediate Similarity NPC174367
0.848 Intermediate Similarity NPC473635
0.848 Intermediate Similarity NPC250556
0.8468 Intermediate Similarity NPC469789
0.8455 Intermediate Similarity NPC202051
0.845 Intermediate Similarity NPC329636
0.845 Intermediate Similarity NPC471234
0.8443 Intermediate Similarity NPC477071
0.8443 Intermediate Similarity NPC475520
0.8443 Intermediate Similarity NPC42673
0.8438 Intermediate Similarity NPC180902
0.8438 Intermediate Similarity NPC471855
0.8438 Intermediate Similarity NPC475139
0.843 Intermediate Similarity NPC13713
0.843 Intermediate Similarity NPC474483
0.8425 Intermediate Similarity NPC140092
0.8425 Intermediate Similarity NPC232785
0.8425 Intermediate Similarity NPC188234
0.8425 Intermediate Similarity NPC329986
0.8425 Intermediate Similarity NPC276838
0.8425 Intermediate Similarity NPC125077
0.8417 Intermediate Similarity NPC472274
0.8413 Intermediate Similarity NPC471356
0.8413 Intermediate Similarity NPC179412
0.8403 Intermediate Similarity NPC194951
0.8403 Intermediate Similarity NPC12046
0.84 Intermediate Similarity NPC3381
0.84 Intermediate Similarity NPC470922
0.8387 Intermediate Similarity NPC23786
0.8387 Intermediate Similarity NPC470265
0.8385 Intermediate Similarity NPC194716
0.8374 Intermediate Similarity NPC476150
0.8374 Intermediate Similarity NPC251226
0.8374 Intermediate Similarity NPC476127
0.8374 Intermediate Similarity NPC151616
0.8374 Intermediate Similarity NPC48692
0.8372 Intermediate Similarity NPC478151
0.8361 Intermediate Similarity NPC473720
0.8361 Intermediate Similarity NPC473617
0.8361 Intermediate Similarity NPC473828
0.8359 Intermediate Similarity NPC476855
0.8359 Intermediate Similarity NPC471170
0.8347 Intermediate Similarity NPC471816
0.8333 Intermediate Similarity NPC222307
0.8333 Intermediate Similarity NPC293112
0.8333 Intermediate Similarity NPC311592
0.8333 Intermediate Similarity NPC75167
0.8333 Intermediate Similarity NPC264153
0.8321 Intermediate Similarity NPC329675
0.8321 Intermediate Similarity NPC59288
0.832 Intermediate Similarity NPC11895
0.8308 Intermediate Similarity NPC471136
0.8308 Intermediate Similarity NPC475154
0.8308 Intermediate Similarity NPC100017
0.8308 Intermediate Similarity NPC182266
0.8308 Intermediate Similarity NPC223356
0.8308 Intermediate Similarity NPC475500
0.8308 Intermediate Similarity NPC471137
0.8308 Intermediate Similarity NPC473548
0.8306 Intermediate Similarity NPC476204
0.8306 Intermediate Similarity NPC159456
0.8306 Intermediate Similarity NPC4021
0.8306 Intermediate Similarity NPC170084
0.8306 Intermediate Similarity NPC67569
0.8305 Intermediate Similarity NPC218853
0.8295 Intermediate Similarity NPC478154
0.8295 Intermediate Similarity NPC478153
0.8295 Intermediate Similarity NPC478150
0.8295 Intermediate Similarity NPC478152
0.8293 Intermediate Similarity NPC77689
0.8293 Intermediate Similarity NPC475775
0.8293 Intermediate Similarity NPC153085
0.8293 Intermediate Similarity NPC476529
0.8293 Intermediate Similarity NPC211093
0.8293 Intermediate Similarity NPC469380
0.8293 Intermediate Similarity NPC268326
0.8293 Intermediate Similarity NPC473839
0.8293 Intermediate Similarity NPC473636
0.8284 Intermediate Similarity NPC48414
0.8284 Intermediate Similarity NPC5153
0.8281 Intermediate Similarity NPC104382
0.8281 Intermediate Similarity NPC162495
0.8281 Intermediate Similarity NPC476854
0.8281 Intermediate Similarity NPC471407
0.8281 Intermediate Similarity NPC175186
0.8281 Intermediate Similarity NPC231529
0.8279 Intermediate Similarity NPC473968
0.8268 Intermediate Similarity NPC305496
0.8268 Intermediate Similarity NPC168849
0.8268 Intermediate Similarity NPC475273
0.8264 Intermediate Similarity NPC181145
0.8258 Intermediate Similarity NPC596
0.8254 Intermediate Similarity NPC32868
0.8254 Intermediate Similarity NPC469841
0.8254 Intermediate Similarity NPC469842
0.8254 Intermediate Similarity NPC241456
0.825 Intermediate Similarity NPC222834
0.825 Intermediate Similarity NPC269530
0.824 Intermediate Similarity NPC170538
0.8235 Intermediate Similarity NPC475563
0.8235 Intermediate Similarity NPC475134
0.8235 Intermediate Similarity NPC83005
0.8235 Intermediate Similarity NPC5284
0.8235 Intermediate Similarity NPC101450
0.8231 Intermediate Similarity NPC225385
0.8231 Intermediate Similarity NPC142756
0.8231 Intermediate Similarity NPC157817
0.8231 Intermediate Similarity NPC477709
0.8231 Intermediate Similarity NPC104585
0.8231 Intermediate Similarity NPC476221
0.8231 Intermediate Similarity NPC298783
0.8226 Intermediate Similarity NPC268530
0.8226 Intermediate Similarity NPC154491
0.8226 Intermediate Similarity NPC109607
0.8226 Intermediate Similarity NPC107338
0.8217 Intermediate Similarity NPC476074
0.8217 Intermediate Similarity NPC25998
0.8217 Intermediate Similarity NPC478155
0.8217 Intermediate Similarity NPC311178
0.8217 Intermediate Similarity NPC478065
0.8217 Intermediate Similarity NPC329993
0.8217 Intermediate Similarity NPC475377
0.8217 Intermediate Similarity NPC43589
0.8217 Intermediate Similarity NPC134914
0.8217 Intermediate Similarity NPC301639
0.8217 Intermediate Similarity NPC300655
0.8217 Intermediate Similarity NPC262796
0.8217 Intermediate Similarity NPC253456
0.8217 Intermediate Similarity NPC475167
0.8217 Intermediate Similarity NPC222951
0.8217 Intermediate Similarity NPC476863

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC298841 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 NPD7319 Approved
0.8492 Intermediate Similarity NPD7736 Approved
0.848 Intermediate Similarity NPD7507 Approved
0.8268 Intermediate Similarity NPD8293 Discontinued
0.824 Intermediate Similarity NPD6370 Approved
0.811 Intermediate Similarity NPD7492 Approved
0.808 Intermediate Similarity NPD6054 Approved
0.8067 Intermediate Similarity NPD6686 Approved
0.8047 Intermediate Similarity NPD6616 Approved
0.8016 Intermediate Similarity NPD8033 Approved
0.7984 Intermediate Similarity NPD7078 Approved
0.7984 Intermediate Similarity NPD7115 Discovery
0.7937 Intermediate Similarity NPD8294 Approved
0.7937 Intermediate Similarity NPD6059 Approved
0.7937 Intermediate Similarity NPD8377 Approved
0.792 Intermediate Similarity NPD7327 Approved
0.792 Intermediate Similarity NPD7328 Approved
0.7891 Intermediate Similarity NPD8328 Phase 3
0.7874 Intermediate Similarity NPD6015 Approved
0.7874 Intermediate Similarity NPD8378 Approved
0.7874 Intermediate Similarity NPD8335 Approved
0.7874 Intermediate Similarity NPD8380 Approved
0.7874 Intermediate Similarity NPD8379 Approved
0.7874 Intermediate Similarity NPD6016 Approved
0.7874 Intermediate Similarity NPD8296 Approved
0.7857 Intermediate Similarity NPD7516 Approved
0.7812 Intermediate Similarity NPD5988 Approved
0.7661 Intermediate Similarity NPD6882 Approved
0.7661 Intermediate Similarity NPD8297 Approved
0.7656 Intermediate Similarity NPD6319 Approved
0.7603 Intermediate Similarity NPD6008 Approved
0.76 Intermediate Similarity NPD8133 Approved
0.7597 Intermediate Similarity NPD8516 Approved
0.7597 Intermediate Similarity NPD8515 Approved
0.7597 Intermediate Similarity NPD8513 Phase 3
0.7597 Intermediate Similarity NPD8517 Approved
0.7559 Intermediate Similarity NPD6009 Approved
0.7559 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7542 Intermediate Similarity NPD7638 Approved
0.7479 Intermediate Similarity NPD7640 Approved
0.7479 Intermediate Similarity NPD7639 Approved
0.7462 Intermediate Similarity NPD7503 Approved
0.7419 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7398 Intermediate Similarity NPD6412 Phase 2
0.7395 Intermediate Similarity NPD4225 Approved
0.7388 Intermediate Similarity NPD6033 Approved
0.736 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD6881 Approved
0.7339 Intermediate Similarity NPD6899 Approved
0.7339 Intermediate Similarity NPD7320 Approved
0.7323 Intermediate Similarity NPD4632 Approved
0.7317 Intermediate Similarity NPD6402 Approved
0.7317 Intermediate Similarity NPD7128 Approved
0.7317 Intermediate Similarity NPD5739 Approved
0.7317 Intermediate Similarity NPD6675 Approved
0.7302 Intermediate Similarity NPD8130 Phase 1
0.7302 Intermediate Similarity NPD6650 Approved
0.7302 Intermediate Similarity NPD6649 Approved
0.728 Intermediate Similarity NPD6373 Approved
0.728 Intermediate Similarity NPD6372 Approved
0.728 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD5697 Approved
0.7258 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6883 Approved
0.7222 Intermediate Similarity NPD7102 Approved
0.7222 Intermediate Similarity NPD6371 Approved
0.7222 Intermediate Similarity NPD7290 Approved
0.7218 Intermediate Similarity NPD7604 Phase 2
0.72 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD6847 Approved
0.7165 Intermediate Similarity NPD6869 Approved
0.7165 Intermediate Similarity NPD6617 Approved
0.7143 Intermediate Similarity NPD6014 Approved
0.7143 Intermediate Similarity NPD6013 Approved
0.7143 Intermediate Similarity NPD6012 Approved
0.712 Intermediate Similarity NPD5701 Approved
0.712 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD6053 Discontinued
0.709 Intermediate Similarity NPD6067 Discontinued
0.7087 Intermediate Similarity NPD4634 Approved
0.7068 Intermediate Similarity NPD5983 Phase 2
0.7063 Intermediate Similarity NPD6011 Approved
0.7063 Intermediate Similarity NPD7799 Discontinued
0.7059 Intermediate Similarity NPD8074 Phase 3
0.7 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.6985 Remote Similarity NPD6336 Discontinued
0.696 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6949 Remote Similarity NPD6698 Approved
0.6949 Remote Similarity NPD46 Approved
0.6935 Remote Similarity NPD7632 Discontinued
0.6935 Remote Similarity NPD5211 Phase 2
0.6917 Remote Similarity NPD7748 Approved
0.6911 Remote Similarity NPD5285 Approved
0.6911 Remote Similarity NPD5286 Approved
0.6911 Remote Similarity NPD4696 Approved
0.6899 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6891 Remote Similarity NPD6079 Approved
0.6885 Remote Similarity NPD4755 Approved
0.6885 Remote Similarity NPD7902 Approved
0.6864 Remote Similarity NPD5328 Approved
0.6855 Remote Similarity NPD5344 Discontinued
0.6838 Remote Similarity NPD7830 Approved
0.6838 Remote Similarity NPD7829 Approved
0.6833 Remote Similarity NPD6399 Phase 3
0.6825 Remote Similarity NPD5141 Approved
0.6818 Remote Similarity NPD6274 Approved
0.68 Remote Similarity NPD5225 Approved
0.68 Remote Similarity NPD5226 Approved
0.68 Remote Similarity NPD5224 Approved
0.68 Remote Similarity NPD4633 Approved
0.6791 Remote Similarity NPD7101 Approved
0.6791 Remote Similarity NPD7100 Approved
0.6786 Remote Similarity NPD5956 Approved
0.6774 Remote Similarity NPD4700 Approved
0.6769 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6763 Remote Similarity NPD8336 Approved
0.6763 Remote Similarity NPD8337 Approved
0.675 Remote Similarity NPD7515 Phase 2
0.6748 Remote Similarity NPD6083 Phase 2
0.6748 Remote Similarity NPD6084 Phase 2
0.6746 Remote Similarity NPD5174 Approved
0.6746 Remote Similarity NPD5175 Approved
0.6721 Remote Similarity NPD6356 Clinical (unspecified phase)
0.672 Remote Similarity NPD5223 Approved
0.6716 Remote Similarity NPD6335 Approved
0.6715 Remote Similarity NPD7642 Approved
0.6694 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6691 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6691 Remote Similarity NPD6921 Approved
0.669 Remote Similarity NPD8338 Approved
0.6667 Remote Similarity NPD4730 Approved
0.6667 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4729 Approved
0.6667 Remote Similarity NPD5221 Approved
0.6667 Remote Similarity NPD7838 Discovery
0.6667 Remote Similarity NPD5222 Approved
0.6642 Remote Similarity NPD6317 Approved
0.6641 Remote Similarity NPD4767 Approved
0.6641 Remote Similarity NPD4768 Approved
0.664 Remote Similarity NPD6648 Approved
0.6639 Remote Similarity NPD7900 Approved
0.6639 Remote Similarity NPD7901 Clinical (unspecified phase)
0.662 Remote Similarity NPD7260 Phase 2
0.6613 Remote Similarity NPD5173 Approved
0.6612 Remote Similarity NPD7983 Approved
0.6612 Remote Similarity NPD8034 Phase 2
0.6612 Remote Similarity NPD8035 Phase 2
0.6593 Remote Similarity NPD6313 Approved
0.6593 Remote Similarity NPD6314 Approved
0.6583 Remote Similarity NPD1695 Approved
0.6573 Remote Similarity NPD6845 Suspended
0.6569 Remote Similarity NPD6908 Approved
0.6569 Remote Similarity NPD6909 Approved
0.6567 Remote Similarity NPD6868 Approved
0.6565 Remote Similarity NPD5248 Approved
0.6565 Remote Similarity NPD5247 Approved
0.6565 Remote Similarity NPD5250 Approved
0.6565 Remote Similarity NPD5251 Approved
0.6565 Remote Similarity NPD5249 Phase 3
0.6557 Remote Similarity NPD5778 Approved
0.6557 Remote Similarity NPD5779 Approved
0.6557 Remote Similarity NPD4202 Approved
0.6538 Remote Similarity NPD5128 Approved
0.6532 Remote Similarity NPD4697 Phase 3
0.6507 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6504 Remote Similarity NPD5282 Discontinued
0.6484 Remote Similarity NPD4754 Approved
0.6475 Remote Similarity NPD7637 Suspended
0.6475 Remote Similarity NPD6411 Approved
0.6471 Remote Similarity NPD3618 Phase 1
0.6452 Remote Similarity NPD5695 Phase 3
0.6447 Remote Similarity NPD7625 Phase 1
0.6441 Remote Similarity NPD4786 Approved
0.6429 Remote Similarity NPD5696 Approved
0.6417 Remote Similarity NPD3573 Approved
0.641 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6393 Remote Similarity NPD5785 Approved
0.6391 Remote Similarity NPD5216 Approved
0.6391 Remote Similarity NPD5217 Approved
0.6391 Remote Similarity NPD5215 Approved
0.6387 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6387 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6387 Remote Similarity NPD1694 Approved
0.6383 Remote Similarity NPD8451 Approved
0.6371 Remote Similarity NPD6001 Approved
0.6364 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6672 Approved
0.6364 Remote Similarity NPD5737 Approved
0.6364 Remote Similarity NPD6903 Approved
0.6351 Remote Similarity NPD6334 Approved
0.6351 Remote Similarity NPD6333 Approved
0.6341 Remote Similarity NPD5693 Phase 1
0.6338 Remote Similarity NPD8448 Approved
0.6333 Remote Similarity NPD7521 Approved
0.6333 Remote Similarity NPD6684 Approved
0.6333 Remote Similarity NPD5330 Approved
0.6333 Remote Similarity NPD6409 Approved
0.6333 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6333 Remote Similarity NPD7334 Approved
0.6333 Remote Similarity NPD7146 Approved

Structure

External Identifiers

PubChem CID   44582341
ChEMBL   CHEMBL503198
ZINC  

Physicochemical Properties

Molecular Weight:  656.39
ALogP:  2.6432
MLogP:  4.65
XLogP:  4.096
# Rotatable Bonds:  20
Polar Surface Area:  120.89
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  47

Download Data

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Biological Activities  
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