Natural Product: NPC50438

Natural Product ID:  NPC50438
Common Name:   Certonardosterol Q3
IUPAC Name:   (3S,5S,6S,8S,9R,10S,13R,14R,17R)-3,6,8-trihydroxy-17-[(2R,5S)-5-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,9,11,12,14,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-15-one
Synonyms:   Certonardosterol Q3
Molecular Formula:   C27H46O5
Standard InCHIKey:  HRUJIYHHMYANHN-RLSMRNFZSA-N
Standard InCHI:  InChI=1S/C27H46O5/c1-15(2)20(29)7-6-16(3)18-13-21(30)24-26(18,5)11-9-23-25(4)10-8-17(28)12-19(25)22(31)14-27(23,24)32/h15-20,22-24,28-29,31-32H,6-14H2,1-5H3/t16-,17+,18-,19-,20+,22+,23-,24-,25+,26-,27+/m1/s1
Canonical SMILES:  O[C@H]1CC[C@]2([C@H](C1)[C@@H](O)C[C@@]1([C@@H]2CC[C@]2([C@H]1C(=O)C[C@@H]2[C@@H](CC[C@@H](C(C)C)O)C)C)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
NPO7293 Certonardoa semiregularis Species Ophidiasteridae Eukaryota PMID[15497935]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT148 Cell Line HCT-15 Homo sapiens ED50 = 13.6 ug/ml 8450319
NPT574 Cell Line XF498 Homo sapiens ED50 = 12.6 ug/ml 8450319
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 = 12.3 ug/ml 8450319
NPT81 Cell Line A549 Homo sapiens ED50 = 5.43 ug/ml 9917283
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 7.3 ug/ml 9917283

  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 NPC50438 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
0.963 High Similarity NPC263802
0.9167 High Similarity NPC61688
0.9048 High Similarity NPC226491
0.9048 High Similarity NPC477614
0.9036 High Similarity NPC302111
0.8941 High Similarity NPC24705
0.8941 High Similarity NPC56962
0.8902 High Similarity NPC327451
0.8846 High Similarity NPC159789
0.8837 High Similarity NPC476296
0.881 High Similarity NPC476727
0.881 High Similarity NPC476726
0.878 High Similarity NPC268040
0.8734 High Similarity NPC472487
0.8734 High Similarity NPC472486
0.8667 High Similarity NPC170978
0.8659 High Similarity NPC254123
0.8659 High Similarity NPC469745
0.8652 High Similarity NPC62407
0.8652 High Similarity NPC287354
0.8642 High Similarity NPC320144
0.8636 High Similarity NPC476189
0.8625 High Similarity NPC221420
0.8625 High Similarity NPC475031
0.8608 High Similarity NPC21220
0.8608 High Similarity NPC125767
0.859 High Similarity NPC232112
0.8588 High Similarity NPC472272
0.8588 High Similarity NPC80700
0.8571 High Similarity NPC471044
0.8571 High Similarity NPC473336
0.8554 High Similarity NPC317066
0.8519 High Similarity NPC34046
0.8519 High Similarity NPC324700
0.8519 High Similarity NPC224802
0.8519 High Similarity NPC80089
0.8519 High Similarity NPC171426
0.8519 High Similarity NPC185465
0.85 High Similarity NPC475742
0.85 High Similarity NPC5767
0.8488 Intermediate Similarity NPC202937
0.8471 Intermediate Similarity NPC473350
0.8462 Intermediate Similarity NPC58057
0.8462 Intermediate Similarity NPC320549
0.8462 Intermediate Similarity NPC156277
0.8462 Intermediate Similarity NPC151018
0.8444 Intermediate Similarity NPC17336
0.8415 Intermediate Similarity NPC80891
0.8415 Intermediate Similarity NPC201276
0.8395 Intermediate Similarity NPC23884
0.8395 Intermediate Similarity NPC207010
0.8395 Intermediate Similarity NPC317913
0.8375 Intermediate Similarity NPC97534
0.8375 Intermediate Similarity NPC174964
0.8375 Intermediate Similarity NPC195155
0.8375 Intermediate Similarity NPC273366
0.8372 Intermediate Similarity NPC83242
0.837 Intermediate Similarity NPC476294
0.8353 Intermediate Similarity NPC477434
0.8333 Intermediate Similarity NPC121121
0.8313 Intermediate Similarity NPC477851
0.8313 Intermediate Similarity NPC470609
0.8272 Intermediate Similarity NPC4209
0.8261 Intermediate Similarity NPC111187
0.8261 Intermediate Similarity NPC190080
0.825 Intermediate Similarity NPC133922
0.825 Intermediate Similarity NPC254340
0.825 Intermediate Similarity NPC304499
0.8242 Intermediate Similarity NPC263135
0.8242 Intermediate Similarity NPC288906
0.8235 Intermediate Similarity NPC268578
0.8235 Intermediate Similarity NPC217559
0.8235 Intermediate Similarity NPC292458
0.8228 Intermediate Similarity NPC89310
0.8205 Intermediate Similarity NPC213178
0.8205 Intermediate Similarity NPC66407
0.8205 Intermediate Similarity NPC6120
0.8205 Intermediate Similarity NPC131892
0.8205 Intermediate Similarity NPC327728
0.8202 Intermediate Similarity NPC46758
0.8171 Intermediate Similarity NPC264602
0.8152 Intermediate Similarity NPC116683
0.8148 Intermediate Similarity NPC243027
0.8148 Intermediate Similarity NPC196136
0.8148 Intermediate Similarity NPC212733
0.8148 Intermediate Similarity NPC158208
0.814 Intermediate Similarity NPC25037
0.814 Intermediate Similarity NPC219535
0.814 Intermediate Similarity NPC34984
0.814 Intermediate Similarity NPC237938
0.814 Intermediate Similarity NPC319909
0.8132 Intermediate Similarity NPC29247
0.8132 Intermediate Similarity NPC129004
0.8132 Intermediate Similarity NPC101233
0.8132 Intermediate Similarity NPC289539
0.8132 Intermediate Similarity NPC153775
0.8132 Intermediate Similarity NPC111524
0.8132 Intermediate Similarity NPC91772
0.8132 Intermediate Similarity NPC261333
0.8132 Intermediate Similarity NPC292374
0.8132 Intermediate Similarity NPC215271
0.8132 Intermediate Similarity NPC104371
0.8118 Intermediate Similarity NPC328007
0.8118 Intermediate Similarity NPC61107
0.8118 Intermediate Similarity NPC30583
0.8118 Intermediate Similarity NPC289486
0.8111 Intermediate Similarity NPC52756
0.809 Intermediate Similarity NPC200580
0.809 Intermediate Similarity NPC471459
0.809 Intermediate Similarity NPC477443
0.809 Intermediate Similarity NPC67653
0.809 Intermediate Similarity NPC477440
0.8068 Intermediate Similarity NPC57469
0.8068 Intermediate Similarity NPC259009
0.8046 Intermediate Similarity NPC477205
0.8043 Intermediate Similarity NPC231060
0.8043 Intermediate Similarity NPC138245
0.8043 Intermediate Similarity NPC84018
0.8025 Intermediate Similarity NPC192501
0.8025 Intermediate Similarity NPC167702
0.8025 Intermediate Similarity NPC10476
0.8025 Intermediate Similarity NPC477930
0.8025 Intermediate Similarity NPC228994
0.8025 Intermediate Similarity NPC280026
0.8022 Intermediate Similarity NPC144739
0.8022 Intermediate Similarity NPC181594
0.8 Intermediate Similarity NPC475056
0.8 Intermediate Similarity NPC473267
0.8 Intermediate Similarity NPC477433
0.8 Intermediate Similarity NPC46848
0.8 Intermediate Similarity NPC470071
0.8 Intermediate Similarity NPC71706
0.8 Intermediate Similarity NPC252182
0.8 Intermediate Similarity NPC12933
0.8 Intermediate Similarity NPC77756
0.8 Intermediate Similarity NPC477444
0.8 Intermediate Similarity NPC1340
0.8 Intermediate Similarity NPC476071
0.8 Intermediate Similarity NPC187471
0.8 Intermediate Similarity NPC127094
0.8 Intermediate Similarity NPC477442
0.8 Intermediate Similarity NPC80401
0.7978 Intermediate Similarity NPC90676
0.7976 Intermediate Similarity NPC52951
0.7957 Intermediate Similarity NPC234564
0.7957 Intermediate Similarity NPC476728
0.7957 Intermediate Similarity NPC264979
0.7957 Intermediate Similarity NPC193785
0.7957 Intermediate Similarity NPC135548
0.7955 Intermediate Similarity NPC472745
0.7952 Intermediate Similarity NPC185915
0.7952 Intermediate Similarity NPC105208
0.7952 Intermediate Similarity NPC192046
0.7952 Intermediate Similarity NPC477918
0.7952 Intermediate Similarity NPC477227
0.7952 Intermediate Similarity NPC143133
0.7952 Intermediate Similarity NPC298168
0.7952 Intermediate Similarity NPC128951
0.7952 Intermediate Similarity NPC302578
0.7949 Intermediate Similarity NPC472984
0.7935 Intermediate Similarity NPC302008
0.7935 Intermediate Similarity NPC191094
0.7931 Intermediate Similarity NPC475689
0.7927 Intermediate Similarity NPC35871
0.7927 Intermediate Similarity NPC317242
0.7927 Intermediate Similarity NPC68565
0.7917 Intermediate Similarity NPC471254
0.7917 Intermediate Similarity NPC275990
0.7912 Intermediate Similarity NPC299185
0.7912 Intermediate Similarity NPC198242
0.7912 Intermediate Similarity NPC211403
0.7912 Intermediate Similarity NPC476168
0.7907 Intermediate Similarity NPC154043
0.7907 Intermediate Similarity NPC60018
0.7907 Intermediate Similarity NPC202688
0.7901 Intermediate Similarity NPC310766
0.7895 Intermediate Similarity NPC41971
0.7895 Intermediate Similarity NPC37047
0.7895 Intermediate Similarity NPC180733
0.7895 Intermediate Similarity NPC127408
0.7895 Intermediate Similarity NPC94906
0.7895 Intermediate Similarity NPC291785
0.7875 Intermediate Similarity NPC63588
0.7875 Intermediate Similarity NPC192192
0.7875 Intermediate Similarity NPC476731
0.7875 Intermediate Similarity NPC232925
0.7875 Intermediate Similarity NPC251201
0.7872 Intermediate Similarity NPC253586
0.7865 Intermediate Similarity NPC153604
0.7865 Intermediate Similarity NPC252714
0.7857 Intermediate Similarity NPC67657
0.7857 Intermediate Similarity NPC147993
0.7857 Intermediate Similarity NPC475725
0.7857 Intermediate Similarity NPC18857
0.7849 Intermediate Similarity NPC266431
0.7849 Intermediate Similarity NPC305808
0.7841 Intermediate Similarity NPC471034
0.7841 Intermediate Similarity NPC131350
0.7841 Intermediate Similarity NPC190704
0.7835 Intermediate Similarity NPC34562

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC50438 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
0.8846 High Similarity NPD3703 Phase 2
0.8519 High Similarity NPD6115 Approved
0.8519 High Similarity NPD6118 Approved
0.8519 High Similarity NPD6114 Approved
0.8519 High Similarity NPD6697 Approved
0.8462 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8395 Intermediate Similarity NPD6116 Phase 1
0.8272 Intermediate Similarity NPD6117 Approved
0.8205 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.8205 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD5360 Phase 3
0.8077 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7875 Intermediate Similarity NPD4789 Approved
0.7875 Intermediate Similarity NPD4244 Approved
0.7875 Intermediate Similarity NPD4245 Approved
0.775 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD3698 Phase 2
0.7692 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD4758 Discontinued
0.7442 Intermediate Similarity NPD3671 Phase 1
0.7442 Intermediate Similarity NPD5364 Discontinued
0.7349 Intermediate Similarity NPD6081 Approved
0.732 Intermediate Similarity NPD4755 Approved
0.7312 Intermediate Similarity NPD5328 Approved
0.7253 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD4634 Approved
0.7172 Intermediate Similarity NPD4700 Approved
0.7172 Intermediate Similarity NPD5286 Approved
0.7172 Intermediate Similarity NPD4696 Approved
0.7172 Intermediate Similarity NPD5285 Approved
0.716 Intermediate Similarity NPD4224 Phase 2
0.7158 Intermediate Similarity NPD6079 Approved
0.7093 Intermediate Similarity NPD3702 Approved
0.7033 Intermediate Similarity NPD4788 Approved
0.703 Intermediate Similarity NPD4633 Approved
0.703 Intermediate Similarity NPD5226 Approved
0.703 Intermediate Similarity NPD5211 Phase 2
0.703 Intermediate Similarity NPD5224 Approved
0.703 Intermediate Similarity NPD5225 Approved
0.7024 Intermediate Similarity NPD4787 Phase 1
0.7019 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.699 Remote Similarity NPD7128 Approved
0.699 Remote Similarity NPD6402 Approved
0.699 Remote Similarity NPD6675 Approved
0.699 Remote Similarity NPD5739 Approved
0.6979 Remote Similarity NPD8034 Phase 2
0.6979 Remote Similarity NPD8035 Phase 2
0.6961 Remote Similarity NPD5175 Approved
0.6961 Remote Similarity NPD5174 Approved
0.6957 Remote Similarity NPD4786 Approved
0.6941 Remote Similarity NPD5777 Approved
0.6931 Remote Similarity NPD1700 Approved
0.6931 Remote Similarity NPD5223 Approved
0.6907 Remote Similarity NPD4202 Approved
0.6893 Remote Similarity NPD5141 Approved
0.6889 Remote Similarity NPD7525 Registered
0.6869 Remote Similarity NPD5221 Approved
0.6869 Remote Similarity NPD5222 Approved
0.6869 Remote Similarity NPD4697 Phase 3
0.6869 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6881 Approved
0.6857 Remote Similarity NPD6899 Approved
0.6857 Remote Similarity NPD7320 Approved
0.6832 Remote Similarity NPD8418 Phase 2
0.6827 Remote Similarity NPD4768 Approved
0.6827 Remote Similarity NPD4767 Approved
0.6809 Remote Similarity NPD3618 Phase 1
0.68 Remote Similarity NPD5173 Approved
0.6796 Remote Similarity NPD4754 Approved
0.6792 Remote Similarity NPD6373 Approved
0.6792 Remote Similarity NPD6372 Approved
0.6786 Remote Similarity NPD6054 Approved
0.6786 Remote Similarity NPD6059 Approved
0.6762 Remote Similarity NPD5697 Approved
0.6762 Remote Similarity NPD5701 Approved
0.6739 Remote Similarity NPD3667 Approved
0.6729 Remote Similarity NPD7290 Approved
0.6729 Remote Similarity NPD6883 Approved
0.6729 Remote Similarity NPD7102 Approved
0.6703 Remote Similarity NPD6928 Phase 2
0.6698 Remote Similarity NPD4730 Approved
0.6698 Remote Similarity NPD4729 Approved
0.6698 Remote Similarity NPD5128 Approved
0.6667 Remote Similarity NPD8130 Phase 1
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD6847 Approved
0.6667 Remote Similarity NPD6370 Approved
0.6667 Remote Similarity NPD6869 Approved
0.6667 Remote Similarity NPD6617 Approved
0.6637 Remote Similarity NPD6319 Approved
0.6636 Remote Similarity NPD6013 Approved
0.6636 Remote Similarity NPD6012 Approved
0.6636 Remote Similarity NPD6014 Approved
0.6632 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6606 Remote Similarity NPD8297 Approved
0.6606 Remote Similarity NPD6882 Approved
0.6598 Remote Similarity NPD4753 Phase 2
0.6579 Remote Similarity NPD6016 Approved
0.6579 Remote Similarity NPD6015 Approved
0.6574 Remote Similarity NPD5250 Approved
0.6574 Remote Similarity NPD5251 Approved
0.6574 Remote Similarity NPD5248 Approved
0.6574 Remote Similarity NPD5247 Approved
0.6574 Remote Similarity NPD5249 Phase 3
0.6566 Remote Similarity NPD6399 Phase 3
0.6552 Remote Similarity NPD7492 Approved
0.6545 Remote Similarity NPD4632 Approved
0.6542 Remote Similarity NPD6011 Approved
0.6525 Remote Similarity NPD7736 Approved
0.6522 Remote Similarity NPD5988 Approved
0.6514 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6514 Remote Similarity NPD5216 Approved
0.6514 Remote Similarity NPD5217 Approved
0.6514 Remote Similarity NPD5215 Approved
0.6496 Remote Similarity NPD6616 Approved
0.6471 Remote Similarity NPD7319 Approved
0.6465 Remote Similarity NPD7515 Phase 2
0.6441 Remote Similarity NPD7078 Approved
0.6441 Remote Similarity NPD8293 Discontinued
0.6422 Remote Similarity NPD5135 Approved
0.6422 Remote Similarity NPD5169 Approved
0.6422 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6421 Remote Similarity NPD3133 Approved
0.6421 Remote Similarity NPD3666 Approved
0.6421 Remote Similarity NPD3665 Phase 1
0.6408 Remote Similarity NPD7638 Approved
0.6372 Remote Similarity NPD6009 Approved
0.6364 Remote Similarity NPD5127 Approved
0.6355 Remote Similarity NPD6008 Approved
0.6355 Remote Similarity NPD6920 Discontinued
0.6346 Remote Similarity NPD7639 Approved
0.6346 Remote Similarity NPD7640 Approved
0.6311 Remote Similarity NPD6084 Phase 2
0.6311 Remote Similarity NPD6083 Phase 2
0.6293 Remote Similarity NPD6921 Approved
0.6283 Remote Similarity NPD6274 Approved
0.6275 Remote Similarity NPD4629 Approved
0.6275 Remote Similarity NPD5210 Approved
0.6261 Remote Similarity NPD7100 Approved
0.6261 Remote Similarity NPD7101 Approved
0.625 Remote Similarity NPD6033 Approved
0.625 Remote Similarity NPD3668 Phase 3
0.625 Remote Similarity NPD8133 Approved
0.6239 Remote Similarity NPD5168 Approved
0.6238 Remote Similarity NPD8171 Discontinued
0.6228 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6228 Remote Similarity NPD7115 Discovery
0.6226 Remote Similarity NPD7632 Discontinued
0.6218 Remote Similarity NPD7507 Approved
0.6211 Remote Similarity NPD4221 Approved
0.6211 Remote Similarity NPD4223 Phase 3
0.62 Remote Similarity NPD6701 Clinical (unspecified phase)
0.62 Remote Similarity NPD6700 Approved
0.6195 Remote Similarity NPD5167 Approved
0.6186 Remote Similarity NPD5329 Approved
0.6186 Remote Similarity NPD7604 Phase 2
0.6182 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6176 Remote Similarity NPD7748 Approved
0.6174 Remote Similarity NPD6335 Approved
0.6154 Remote Similarity NPD7902 Approved
0.6154 Remote Similarity NPD6909 Approved
0.6154 Remote Similarity NPD5983 Phase 2
0.6154 Remote Similarity NPD6908 Approved
0.6147 Remote Similarity NPD6412 Phase 2
0.614 Remote Similarity NPD6940 Discontinued
0.6139 Remote Similarity NPD6703 Approved
0.6139 Remote Similarity NPD6702 Approved
0.6129 Remote Similarity NPD3617 Approved
0.6129 Remote Similarity NPD4238 Approved
0.6129 Remote Similarity NPD4802 Phase 2
0.6122 Remote Similarity NPD5279 Phase 3
0.6118 Remote Similarity NPD371 Approved
0.6106 Remote Similarity NPD8298 Phase 2
0.6105 Remote Similarity NPD4692 Approved
0.6105 Remote Similarity NPD4139 Approved
0.6087 Remote Similarity NPD6317 Approved
0.6083 Remote Similarity NPD6336 Discontinued
0.6082 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6082 Remote Similarity NPD4197 Approved
0.605 Remote Similarity NPD8328 Phase 3
0.6036 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6034 Remote Similarity NPD6314 Approved
0.6034 Remote Similarity NPD6313 Approved
0.6024 Remote Similarity NPD3198 Approved
0.6 Remote Similarity NPD6868 Approved
0.6 Remote Similarity NPD6930 Phase 2
0.6 Remote Similarity NPD6931 Approved
0.5983 Remote Similarity NPD4522 Approved
0.5982 Remote Similarity NPD5955 Clinical (unspecified phase)
0.598 Remote Similarity NPD7637 Suspended
0.598 Remote Similarity NPD6411 Approved
0.5979 Remote Similarity NPD6695 Phase 3
0.5978 Remote Similarity NPD6942 Approved
0.5978 Remote Similarity NPD7339 Approved
0.5962 Remote Similarity NPD5695 Phase 3
0.596 Remote Similarity NPD4690 Approved

Structure

External Identifiers

PubChem CID   21589762
ChEMBL   CHEMBL456308
ZINC  

Physicochemical Properties

Molecular Weight:  450.33
ALogP:  -1.2038
MLogP:  3.88
XLogP:  3.783
# Rotatable Bonds:  14
Polar Surface Area:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  32

Download Data

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