Natural Product: NPC233041

Natural Product ID:  NPC233041
Common Name:   Hellebrigenin-3-O-Sulfite
IUPAC Name:   [(3S,5S,8R,9S,10S,13R,14S,17R)-10-formyl-5,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate
Synonyms:  
Molecular Formula:   C24H32O9S
Standard InCHIKey:  DYORMTARWWEOFF-XHCIOXAKSA-N
Standard InCHI:  InChI=1S/C24H32O9S/c1-21-8-5-18-19(24(21,28)11-7-17(21)15-2-3-20(26)32-13-15)6-10-23(27)12-16(33-34(29,30)31)4-9-22(18,23)14-25/h2-3,13-14,16-19,27-28H,4-12H2,1H3,(H,29,30,31)/t16-,17+,18-,19+,21+,22-,23-,24-/m0/s1
Canonical SMILES:  O=C[C@@]12CC[C@@H](C[C@@]2(O)CC[C@@H]2[C@@H]1CC[C@]1([C@]2(O)CC[C@@H]1c1ccc(=O)oc1)C)OS(=O)(=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
NPO32597 bufo melanosticus Species Bufonidae Eukaryota PMID[20361780]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 396 nM 21051535
NPT2 Others Unspecified IC50 = 98 nM 21051535
NPT83 Cell Line MCF7 Homo sapiens IC50 = 507 nM 21051535
NPT3723 Cell Line CT26 Mus musculus IC50 > 10000 nM 17417907
NPT169 Cell Line B16-F10 Mus musculus IC50 > 10000 nM 10924170
NPT81 Cell Line A549 Homo sapiens IC50 = 45 nM 18183025

  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 NPC233041 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
0.9478 High Similarity NPC184555
0.9402 High Similarity NPC55602
0.9035 High Similarity NPC247760
0.8957 High Similarity NPC73050
0.8957 High Similarity NPC154815
0.8783 High Similarity NPC183603
0.873 High Similarity NPC248703
0.8667 High Similarity NPC41123
0.8667 High Similarity NPC145074
0.8667 High Similarity NPC114939
0.8655 High Similarity NPC146786
0.8594 High Similarity NPC289700
0.8594 High Similarity NPC62172
0.856 High Similarity NPC221414
0.8534 High Similarity NPC16270
0.8522 High Similarity NPC137462
0.8522 High Similarity NPC304276
0.8487 Intermediate Similarity NPC72772
0.8487 Intermediate Similarity NPC469794
0.8475 Intermediate Similarity NPC241977
0.8462 Intermediate Similarity NPC75616
0.8376 Intermediate Similarity NPC12795
0.832 Intermediate Similarity NPC159499
0.8235 Intermediate Similarity NPC44537
0.819 Intermediate Similarity NPC189863
0.8174 Intermediate Similarity NPC171014
0.8167 Intermediate Similarity NPC171126
0.816 Intermediate Similarity NPC6193
0.814 Intermediate Similarity NPC155529
0.812 Intermediate Similarity NPC263729
0.8067 Intermediate Similarity NPC103491
0.8065 Intermediate Similarity NPC476962
0.8051 Intermediate Similarity NPC275060
0.8034 Intermediate Similarity NPC266570
0.8034 Intermediate Similarity NPC295843
0.8016 Intermediate Similarity NPC204812
0.7984 Intermediate Similarity NPC284406
0.7984 Intermediate Similarity NPC471360
0.7984 Intermediate Similarity NPC70542
0.7984 Intermediate Similarity NPC10823
0.7984 Intermediate Similarity NPC231529
0.7984 Intermediate Similarity NPC471358
0.7984 Intermediate Similarity NPC469752
0.7984 Intermediate Similarity NPC471352
0.7984 Intermediate Similarity NPC469755
0.7984 Intermediate Similarity NPC469753
0.7984 Intermediate Similarity NPC471361
0.7984 Intermediate Similarity NPC180079
0.7984 Intermediate Similarity NPC471359
0.7984 Intermediate Similarity NPC469751
0.7984 Intermediate Similarity NPC251866
0.7984 Intermediate Similarity NPC469754
0.7984 Intermediate Similarity NPC219085
0.7984 Intermediate Similarity NPC9499
0.7984 Intermediate Similarity NPC86159
0.7984 Intermediate Similarity NPC197707
0.7984 Intermediate Similarity NPC89514
0.7984 Intermediate Similarity NPC17896
0.7984 Intermediate Similarity NPC6108
0.7983 Intermediate Similarity NPC75389
0.7983 Intermediate Similarity NPC285298
0.7983 Intermediate Similarity NPC257082
0.7967 Intermediate Similarity NPC239273
0.7967 Intermediate Similarity NPC476959
0.7966 Intermediate Similarity NPC43063
0.7966 Intermediate Similarity NPC179380
0.7966 Intermediate Similarity NPC79298
0.7955 Intermediate Similarity NPC158350
0.7953 Intermediate Similarity NPC32868
0.7953 Intermediate Similarity NPC241456
0.7937 Intermediate Similarity NPC170538
0.792 Intermediate Similarity NPC257610
0.7899 Intermediate Similarity NPC163216
0.7895 Intermediate Similarity NPC127656
0.7891 Intermediate Similarity NPC120994
0.7891 Intermediate Similarity NPC473635
0.7891 Intermediate Similarity NPC203702
0.7886 Intermediate Similarity NPC476963
0.7886 Intermediate Similarity NPC196931
0.7874 Intermediate Similarity NPC11895
0.7857 Intermediate Similarity NPC46570
0.7857 Intermediate Similarity NPC312481
0.7851 Intermediate Similarity NPC474315
0.784 Intermediate Similarity NPC35171
0.784 Intermediate Similarity NPC270850
0.784 Intermediate Similarity NPC305260
0.784 Intermediate Similarity NPC213761
0.784 Intermediate Similarity NPC5292
0.7829 Intermediate Similarity NPC146456
0.7829 Intermediate Similarity NPC179412
0.7829 Intermediate Similarity NPC471357
0.7829 Intermediate Similarity NPC117702
0.7829 Intermediate Similarity NPC471356
0.7829 Intermediate Similarity NPC469757
0.7823 Intermediate Similarity NPC474518
0.7823 Intermediate Similarity NPC55296
0.7812 Intermediate Similarity NPC172154
0.7812 Intermediate Similarity NPC81736
0.7805 Intermediate Similarity NPC470953
0.7803 Intermediate Similarity NPC146857
0.7803 Intermediate Similarity NPC469749
0.7803 Intermediate Similarity NPC32793
0.7803 Intermediate Similarity NPC116075
0.7803 Intermediate Similarity NPC247190
0.7797 Intermediate Similarity NPC201763
0.7797 Intermediate Similarity NPC165969
0.7795 Intermediate Similarity NPC269642
0.7795 Intermediate Similarity NPC107493
0.7787 Intermediate Similarity NPC277769
0.7787 Intermediate Similarity NPC90952
0.7787 Intermediate Similarity NPC4573
0.7787 Intermediate Similarity NPC476163
0.7778 Intermediate Similarity NPC112936
0.7778 Intermediate Similarity NPC193934
0.7778 Intermediate Similarity NPC271980
0.7769 Intermediate Similarity NPC478209
0.776 Intermediate Similarity NPC16701
0.776 Intermediate Similarity NPC113448
0.776 Intermediate Similarity NPC153440
0.7759 Intermediate Similarity NPC35751
0.7752 Intermediate Similarity NPC469750
0.7752 Intermediate Similarity NPC293112
0.7752 Intermediate Similarity NPC250556
0.775 Intermediate Similarity NPC177064
0.7744 Intermediate Similarity NPC329636
0.7742 Intermediate Similarity NPC148458
0.7742 Intermediate Similarity NPC190286
0.7734 Intermediate Similarity NPC473979
0.7734 Intermediate Similarity NPC469789
0.7731 Intermediate Similarity NPC34768
0.7724 Intermediate Similarity NPC122056
0.7712 Intermediate Similarity NPC329345
0.7712 Intermediate Similarity NPC112009
0.7712 Intermediate Similarity NPC180204
0.7712 Intermediate Similarity NPC72151
0.7712 Intermediate Similarity NPC473283
0.7712 Intermediate Similarity NPC312900
0.7712 Intermediate Similarity NPC475526
0.7698 Intermediate Similarity NPC278681
0.7698 Intermediate Similarity NPC476960
0.7698 Intermediate Similarity NPC264954
0.7698 Intermediate Similarity NPC475520
0.7692 Intermediate Similarity NPC194028
0.7692 Intermediate Similarity NPC287423
0.7692 Intermediate Similarity NPC168319
0.7692 Intermediate Similarity NPC282524
0.7687 Intermediate Similarity NPC194716
0.768 Intermediate Similarity NPC185287
0.768 Intermediate Similarity NPC157380
0.768 Intermediate Similarity NPC134430
0.768 Intermediate Similarity NPC475809
0.7674 Intermediate Similarity NPC8369
0.7674 Intermediate Similarity NPC469790
0.7674 Intermediate Similarity NPC8374
0.7672 Intermediate Similarity NPC108368
0.7672 Intermediate Similarity NPC57079
0.7667 Intermediate Similarity NPC330011
0.7667 Intermediate Similarity NPC302788
0.7667 Intermediate Similarity NPC329048
0.7661 Intermediate Similarity NPC238667
0.7661 Intermediate Similarity NPC67259
0.7661 Intermediate Similarity NPC147912
0.7656 Intermediate Similarity NPC470265
0.7656 Intermediate Similarity NPC23786
0.7647 Intermediate Similarity NPC472868
0.7642 Intermediate Similarity NPC475524
0.7642 Intermediate Similarity NPC69291
0.7642 Intermediate Similarity NPC100267
0.7642 Intermediate Similarity NPC475970
0.7638 Intermediate Similarity NPC474585
0.7638 Intermediate Similarity NPC476961
0.7638 Intermediate Similarity NPC251226
0.7638 Intermediate Similarity NPC79579
0.7638 Intermediate Similarity NPC474370
0.763 Intermediate Similarity NPC329675
0.763 Intermediate Similarity NPC59288
0.7627 Intermediate Similarity NPC320447
0.7623 Intermediate Similarity NPC179642
0.7619 Intermediate Similarity NPC311554
0.7619 Intermediate Similarity NPC257457
0.7607 Intermediate Similarity NPC471413
0.7603 Intermediate Similarity NPC475418
0.7603 Intermediate Similarity NPC476802
0.7603 Intermediate Similarity NPC473482
0.7603 Intermediate Similarity NPC89171
0.7603 Intermediate Similarity NPC318363
0.7603 Intermediate Similarity NPC472825
0.7597 Intermediate Similarity NPC27363
0.7594 Intermediate Similarity NPC93416
0.7586 Intermediate Similarity NPC2049
0.7583 Intermediate Similarity NPC295366
0.7581 Intermediate Similarity NPC478212
0.7581 Intermediate Similarity NPC25909
0.7578 Intermediate Similarity NPC4021
0.7578 Intermediate Similarity NPC67569
0.7578 Intermediate Similarity NPC159456
0.7576 Intermediate Similarity NPC329986
0.7576 Intermediate Similarity NPC140092
0.7576 Intermediate Similarity NPC91
0.7576 Intermediate Similarity NPC232785

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC233041 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
0.7984 Intermediate Similarity NPD7319 Approved
0.7752 Intermediate Similarity NPD7507 Approved
0.754 Intermediate Similarity NPD7115 Discovery
0.7521 Intermediate Similarity NPD7638 Approved
0.7459 Intermediate Similarity NPD6899 Approved
0.7459 Intermediate Similarity NPD6881 Approved
0.7458 Intermediate Similarity NPD7639 Approved
0.7458 Intermediate Similarity NPD7640 Approved
0.7442 Intermediate Similarity NPD7503 Approved
0.7419 Intermediate Similarity NPD6650 Approved
0.7419 Intermediate Similarity NPD6649 Approved
0.7377 Intermediate Similarity NPD5697 Approved
0.7364 Intermediate Similarity NPD6319 Approved
0.736 Intermediate Similarity NPD8297 Approved
0.736 Intermediate Similarity NPD6882 Approved
0.7339 Intermediate Similarity NPD7102 Approved
0.7339 Intermediate Similarity NPD6883 Approved
0.7339 Intermediate Similarity NPD7290 Approved
0.7295 Intermediate Similarity NPD5739 Approved
0.7295 Intermediate Similarity NPD6675 Approved
0.7295 Intermediate Similarity NPD6402 Approved
0.7295 Intermediate Similarity NPD7128 Approved
0.728 Intermediate Similarity NPD6869 Approved
0.728 Intermediate Similarity NPD6617 Approved
0.728 Intermediate Similarity NPD6847 Approved
0.728 Intermediate Similarity NPD8130 Phase 1
0.7258 Intermediate Similarity NPD6372 Approved
0.7258 Intermediate Similarity NPD6012 Approved
0.7258 Intermediate Similarity NPD6013 Approved
0.7258 Intermediate Similarity NPD6014 Approved
0.7258 Intermediate Similarity NPD6373 Approved
0.7239 Intermediate Similarity NPD7736 Approved
0.7222 Intermediate Similarity NPD6053 Discontinued
0.72 Intermediate Similarity NPD4634 Approved
0.719 Intermediate Similarity NPD5211 Phase 2
0.7177 Intermediate Similarity NPD7320 Approved
0.7177 Intermediate Similarity NPD6011 Approved
0.7167 Intermediate Similarity NPD5286 Approved
0.7167 Intermediate Similarity NPD4696 Approved
0.7167 Intermediate Similarity NPD5285 Approved
0.7165 Intermediate Similarity NPD4632 Approved
0.7143 Intermediate Similarity NPD7492 Approved
0.7099 Intermediate Similarity NPD6054 Approved
0.7097 Intermediate Similarity NPD5701 Approved
0.709 Intermediate Similarity NPD6616 Approved
0.7077 Intermediate Similarity NPD7327 Approved
0.7077 Intermediate Similarity NPD7328 Approved
0.7073 Intermediate Similarity NPD5141 Approved
0.7049 Intermediate Similarity NPD4633 Approved
0.7049 Intermediate Similarity NPD5226 Approved
0.7049 Intermediate Similarity NPD5224 Approved
0.7049 Intermediate Similarity NPD5225 Approved
0.7037 Intermediate Similarity NPD7078 Approved
0.7023 Intermediate Similarity NPD7516 Approved
0.7009 Intermediate Similarity NPD6079 Approved
0.7008 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6009 Approved
0.7 Intermediate Similarity NPD4755 Approved
0.6992 Remote Similarity NPD6370 Approved
0.6992 Remote Similarity NPD5174 Approved
0.6992 Remote Similarity NPD5175 Approved
0.6967 Remote Similarity NPD5223 Approved
0.6917 Remote Similarity NPD8335 Approved
0.6917 Remote Similarity NPD8380 Approved
0.6917 Remote Similarity NPD8379 Approved
0.6917 Remote Similarity NPD6016 Approved
0.6917 Remote Similarity NPD8296 Approved
0.6917 Remote Similarity NPD8378 Approved
0.6917 Remote Similarity NPD6015 Approved
0.6911 Remote Similarity NPD7632 Discontinued
0.6905 Remote Similarity NPD4729 Approved
0.6905 Remote Similarity NPD4730 Approved
0.6894 Remote Similarity NPD7100 Approved
0.6894 Remote Similarity NPD7101 Approved
0.6885 Remote Similarity NPD4700 Approved
0.688 Remote Similarity NPD6008 Approved
0.687 Remote Similarity NPD6317 Approved
0.6866 Remote Similarity NPD5988 Approved
0.6864 Remote Similarity NPD7637 Suspended
0.686 Remote Similarity NPD6084 Phase 2
0.686 Remote Similarity NPD6083 Phase 2
0.6842 Remote Similarity NPD6059 Approved
0.6842 Remote Similarity NPD8294 Approved
0.6842 Remote Similarity NPD8377 Approved
0.6838 Remote Similarity NPD5328 Approved
0.6818 Remote Similarity NPD6335 Approved
0.6815 Remote Similarity NPD7604 Phase 2
0.6797 Remote Similarity NPD5250 Approved
0.6797 Remote Similarity NPD5249 Phase 3
0.6797 Remote Similarity NPD5251 Approved
0.6797 Remote Similarity NPD5248 Approved
0.6797 Remote Similarity NPD5247 Approved
0.6794 Remote Similarity NPD6274 Approved
0.6791 Remote Similarity NPD8033 Approved
0.6791 Remote Similarity NPD5983 Phase 2
0.6788 Remote Similarity NPD8293 Discontinued
0.6777 Remote Similarity NPD4697 Phase 3
0.6777 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6777 Remote Similarity NPD5221 Approved
0.6777 Remote Similarity NPD5222 Approved
0.6752 Remote Similarity NPD7513 Clinical (unspecified phase)
0.675 Remote Similarity NPD7748 Approved
0.6746 Remote Similarity NPD4768 Approved
0.6746 Remote Similarity NPD4767 Approved
0.6723 Remote Similarity NPD5284 Approved
0.6723 Remote Similarity NPD7515 Phase 2
0.6723 Remote Similarity NPD5281 Approved
0.6721 Remote Similarity NPD5173 Approved
0.672 Remote Similarity NPD4754 Approved
0.6715 Remote Similarity NPD6336 Discontinued
0.6694 Remote Similarity NPD5695 Phase 3
0.6692 Remote Similarity NPD6313 Approved
0.6692 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD4202 Approved
0.6667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD5135 Approved
0.6667 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5779 Approved
0.6641 Remote Similarity NPD5128 Approved
0.6641 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6641 Remote Similarity NPD6686 Approved
0.6639 Remote Similarity NPD5785 Approved
0.6638 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6615 Remote Similarity NPD5216 Approved
0.6615 Remote Similarity NPD5215 Approved
0.6615 Remote Similarity NPD5217 Approved
0.6589 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6585 Remote Similarity NPD7902 Approved
0.6583 Remote Similarity NPD6411 Approved
0.6583 Remote Similarity NPD8035 Phase 2
0.6583 Remote Similarity NPD8034 Phase 2
0.6583 Remote Similarity NPD5693 Phase 1
0.6581 Remote Similarity NPD6409 Approved
0.6581 Remote Similarity NPD7334 Approved
0.6581 Remote Similarity NPD5330 Approved
0.6581 Remote Similarity NPD7146 Approved
0.6581 Remote Similarity NPD6684 Approved
0.6581 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6581 Remote Similarity NPD7521 Approved
0.6557 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6557 Remote Similarity NPD5210 Approved
0.6557 Remote Similarity NPD4629 Approved
0.6556 Remote Similarity NPD7236 Approved
0.6555 Remote Similarity NPD4753 Phase 2
0.6544 Remote Similarity NPD6908 Approved
0.6544 Remote Similarity NPD6909 Approved
0.6544 Remote Similarity NPD8513 Phase 3
0.6541 Remote Similarity NPD6868 Approved
0.6538 Remote Similarity NPD5169 Approved
0.6529 Remote Similarity NPD6399 Phase 3
0.6525 Remote Similarity NPD3573 Approved
0.6515 Remote Similarity NPD8133 Approved
0.6489 Remote Similarity NPD5127 Approved
0.6479 Remote Similarity NPD7260 Phase 2
0.6471 Remote Similarity NPD6903 Approved
0.6466 Remote Similarity NPD4788 Approved
0.6456 Remote Similarity NPD5761 Phase 2
0.6456 Remote Similarity NPD5760 Phase 2
0.6452 Remote Similarity NPD7239 Suspended
0.6449 Remote Similarity NPD8328 Phase 3
0.6446 Remote Similarity NPD5694 Approved
0.6446 Remote Similarity NPD6050 Approved
0.6441 Remote Similarity NPD3618 Phase 1
0.6434 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6434 Remote Similarity NPD6412 Phase 2
0.6423 Remote Similarity NPD8517 Approved
0.6423 Remote Similarity NPD8516 Approved
0.6423 Remote Similarity NPD8515 Approved
0.6417 Remote Similarity NPD6904 Approved
0.6417 Remote Similarity NPD6080 Approved
0.6417 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6417 Remote Similarity NPD6101 Approved
0.6417 Remote Similarity NPD6673 Approved
0.6417 Remote Similarity NPD6051 Approved
0.641 Remote Similarity NPD3668 Phase 3
0.641 Remote Similarity NPD3665 Phase 1
0.641 Remote Similarity NPD3666 Approved
0.641 Remote Similarity NPD3133 Approved
0.6383 Remote Similarity NPD6033 Approved
0.6379 Remote Similarity NPD4221 Approved
0.6379 Remote Similarity NPD4223 Phase 3
0.6379 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6375 Remote Similarity NPD7057 Phase 3
0.6375 Remote Similarity NPD7058 Phase 2
0.6364 Remote Similarity NPD5692 Phase 3
0.6364 Remote Similarity NPD5207 Approved
0.6356 Remote Similarity NPD5329 Approved
0.6343 Remote Similarity NPD5167 Approved
0.6341 Remote Similarity NPD7900 Approved
0.6341 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6672 Approved
0.6333 Remote Similarity NPD5737 Approved
0.6308 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6303 Remote Similarity NPD4694 Approved
0.6303 Remote Similarity NPD5690 Phase 2
0.6303 Remote Similarity NPD5280 Approved

Structure

External Identifiers

PubChem CID   46210589
ChEMBL   CHEMBL1096268
ZINC  

Physicochemical Properties

Molecular Weight:  496.18
ALogP:  -1.4196
MLogP:  3
XLogP:  0.689
# Rotatable Bonds:  8
Polar Surface Area:  155.81
# H-Bond Aceptor:  9
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  34

Download Data

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