Natural Product: NPC263802

Natural Product ID:  NPC263802
Common Name:   Certonardosterol Q2
IUPAC Name:   (3S,4R,5S,6S,8S,9R,10S,13R,14R,17R)-3,4,6,8-tetrahydroxy-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 Q2
Molecular Formula:   C27H46O6
Standard InCHIKey:  HHISQTCEBVYNHD-KCOPOKGBSA-N
Standard InCHI:  InChI=1S/C27H46O6/c1-14(2)17(28)7-6-15(3)16-12-19(30)24-25(16,4)11-9-21-26(5)10-8-18(29)23(32)22(26)20(31)13-27(21,24)33/h14-18,20-24,28-29,31-33H,6-13H2,1-5H3/t15-,16-,17+,18+,20+,21-,22+,23+,24-,25-,26-,27+/m1/s1
Canonical SMILES:  CC([C@H](CC[C@H]([C@H]1CC(=O)[C@@H]2[C@]1(C)CC[C@H]1[C@@]2(O)C[C@@H]([C@@H]2[C@]1(C)CC[C@@H]([C@@H]2O)O)O)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
NPT81 Cell Line A549 Homo sapiens ED50 = 6.94 ug/ml 25756299
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 = 6.85 ug/ml 8450319
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 4.2 ug/ml 8450319
NPT148 Cell Line HCT-15 Homo sapiens ED50 = 5.82 ug/ml 8450319
NPT574 Cell Line XF498 Homo sapiens ED50 = 4.1 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 NPC263802 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 NPC50438
0.907 High Similarity NPC56962
0.907 High Similarity NPC24705
0.9 High Similarity NPC170978
0.8941 High Similarity NPC476726
0.8941 High Similarity NPC476727
0.8851 High Similarity NPC61688
0.8778 High Similarity NPC17336
0.8736 High Similarity NPC477614
0.8736 High Similarity NPC226491
0.8721 High Similarity NPC302111
0.8721 High Similarity NPC80700
0.8721 High Similarity NPC472272
0.869 High Similarity NPC121121
0.869 High Similarity NPC317066
0.8621 High Similarity NPC202937
0.8588 High Similarity NPC327451
0.8539 High Similarity NPC476296
0.8519 High Similarity NPC158208
0.8519 High Similarity NPC243027
0.8519 High Similarity NPC196136
0.8519 High Similarity NPC159789
0.8471 Intermediate Similarity NPC268040
0.8452 Intermediate Similarity NPC470609
0.8415 Intermediate Similarity NPC472487
0.8415 Intermediate Similarity NPC472486
0.8395 Intermediate Similarity NPC192501
0.8395 Intermediate Similarity NPC10476
0.8395 Intermediate Similarity NPC228994
0.8372 Intermediate Similarity NPC217559
0.8372 Intermediate Similarity NPC292458
0.8372 Intermediate Similarity NPC268578
0.837 Intermediate Similarity NPC287354
0.837 Intermediate Similarity NPC62407
0.8353 Intermediate Similarity NPC469745
0.8353 Intermediate Similarity NPC254123
0.8352 Intermediate Similarity NPC476189
0.8333 Intermediate Similarity NPC320144
0.8313 Intermediate Similarity NPC105208
0.8313 Intermediate Similarity NPC221420
0.8313 Intermediate Similarity NPC477227
0.8313 Intermediate Similarity NPC192046
0.8313 Intermediate Similarity NPC128951
0.8313 Intermediate Similarity NPC302578
0.8313 Intermediate Similarity NPC264602
0.8313 Intermediate Similarity NPC475031
0.8293 Intermediate Similarity NPC125767
0.8293 Intermediate Similarity NPC21220
0.828 Intermediate Similarity NPC116683
0.8276 Intermediate Similarity NPC473336
0.8276 Intermediate Similarity NPC471044
0.8272 Intermediate Similarity NPC232112
0.8256 Intermediate Similarity NPC154043
0.8256 Intermediate Similarity NPC202688
0.8256 Intermediate Similarity NPC60018
0.8229 Intermediate Similarity NPC471254
0.8214 Intermediate Similarity NPC34046
0.8214 Intermediate Similarity NPC80089
0.8214 Intermediate Similarity NPC67657
0.8214 Intermediate Similarity NPC324700
0.8214 Intermediate Similarity NPC224802
0.8214 Intermediate Similarity NPC185465
0.8214 Intermediate Similarity NPC18857
0.8214 Intermediate Similarity NPC171426
0.8214 Intermediate Similarity NPC147993
0.8211 Intermediate Similarity NPC127408
0.8211 Intermediate Similarity NPC291785
0.8193 Intermediate Similarity NPC163597
0.8193 Intermediate Similarity NPC5767
0.8193 Intermediate Similarity NPC475742
0.8182 Intermediate Similarity NPC131350
0.8182 Intermediate Similarity NPC473350
0.8148 Intermediate Similarity NPC151018
0.8148 Intermediate Similarity NPC58057
0.8148 Intermediate Similarity NPC320549
0.8148 Intermediate Similarity NPC156277
0.814 Intermediate Similarity NPC12933
0.8132 Intermediate Similarity NPC475056
0.8118 Intermediate Similarity NPC80891
0.8118 Intermediate Similarity NPC201276
0.8105 Intermediate Similarity NPC476294
0.8095 Intermediate Similarity NPC185915
0.8095 Intermediate Similarity NPC207010
0.8095 Intermediate Similarity NPC317913
0.8095 Intermediate Similarity NPC23884
0.809 Intermediate Similarity NPC474215
0.809 Intermediate Similarity NPC475729
0.809 Intermediate Similarity NPC472745
0.809 Intermediate Similarity NPC83242
0.8072 Intermediate Similarity NPC97534
0.8072 Intermediate Similarity NPC174964
0.8072 Intermediate Similarity NPC273366
0.8072 Intermediate Similarity NPC195155
0.8072 Intermediate Similarity NPC317242
0.8068 Intermediate Similarity NPC477434
0.8041 Intermediate Similarity NPC470172
0.8023 Intermediate Similarity NPC477851
0.8 Intermediate Similarity NPC478084
0.8 Intermediate Similarity NPC239938
0.8 Intermediate Similarity NPC190080
0.8 Intermediate Similarity NPC111187
0.7979 Intermediate Similarity NPC263135
0.7979 Intermediate Similarity NPC288906
0.7978 Intermediate Similarity NPC266651
0.7976 Intermediate Similarity NPC4209
0.7959 Intermediate Similarity NPC107385
0.7959 Intermediate Similarity NPC34562
0.7959 Intermediate Similarity NPC473406
0.7959 Intermediate Similarity NPC471253
0.7955 Intermediate Similarity NPC269684
0.7955 Intermediate Similarity NPC472744
0.7952 Intermediate Similarity NPC254340
0.7952 Intermediate Similarity NPC133922
0.7952 Intermediate Similarity NPC304499
0.7952 Intermediate Similarity NPC472854
0.7938 Intermediate Similarity NPC178853
0.7935 Intermediate Similarity NPC136801
0.7935 Intermediate Similarity NPC46758
0.7927 Intermediate Similarity NPC89310
0.7912 Intermediate Similarity NPC476435
0.7912 Intermediate Similarity NPC476379
0.7907 Intermediate Similarity NPC245029
0.7907 Intermediate Similarity NPC287452
0.7907 Intermediate Similarity NPC81074
0.7907 Intermediate Similarity NPC31302
0.7907 Intermediate Similarity NPC477282
0.7901 Intermediate Similarity NPC107919
0.7901 Intermediate Similarity NPC470833
0.7901 Intermediate Similarity NPC213178
0.7901 Intermediate Similarity NPC327728
0.7901 Intermediate Similarity NPC131892
0.7901 Intermediate Similarity NPC66407
0.7901 Intermediate Similarity NPC6120
0.79 Intermediate Similarity NPC166993
0.7895 Intermediate Similarity NPC476728
0.7895 Intermediate Similarity NPC477264
0.7889 Intermediate Similarity NPC474448
0.7879 Intermediate Similarity NPC470167
0.7872 Intermediate Similarity NPC477495
0.7872 Intermediate Similarity NPC129004
0.7872 Intermediate Similarity NPC277399
0.7872 Intermediate Similarity NPC261333
0.7872 Intermediate Similarity NPC91772
0.7872 Intermediate Similarity NPC29247
0.7872 Intermediate Similarity NPC292374
0.7872 Intermediate Similarity NPC111524
0.7872 Intermediate Similarity NPC153775
0.7872 Intermediate Similarity NPC470424
0.7872 Intermediate Similarity NPC101233
0.7872 Intermediate Similarity NPC289539
0.7872 Intermediate Similarity NPC104371
0.7872 Intermediate Similarity NPC215271
0.7865 Intermediate Similarity NPC237938
0.7865 Intermediate Similarity NPC34984
0.7865 Intermediate Similarity NPC219535
0.7865 Intermediate Similarity NPC319909
0.7865 Intermediate Similarity NPC25037
0.7857 Intermediate Similarity NPC212733
0.7849 Intermediate Similarity NPC52756
0.7841 Intermediate Similarity NPC61107
0.7841 Intermediate Similarity NPC477935
0.7841 Intermediate Similarity NPC289486
0.7841 Intermediate Similarity NPC328007
0.7841 Intermediate Similarity NPC30583
0.7835 Intermediate Similarity NPC470388
0.7831 Intermediate Similarity NPC470610
0.7831 Intermediate Similarity NPC81759
0.7831 Intermediate Similarity NPC153719
0.7826 Intermediate Similarity NPC477443
0.7826 Intermediate Similarity NPC200580
0.7826 Intermediate Similarity NPC67653
0.7826 Intermediate Similarity NPC477440
0.7826 Intermediate Similarity NPC471459
0.7822 Intermediate Similarity NPC231278
0.7822 Intermediate Similarity NPC273155
0.7822 Intermediate Similarity NPC218123
0.7822 Intermediate Similarity NPC112895
0.7816 Intermediate Similarity NPC16449
0.7812 Intermediate Similarity NPC472273
0.7812 Intermediate Similarity NPC471241
0.7802 Intermediate Similarity NPC57469
0.7802 Intermediate Similarity NPC259009
0.78 Intermediate Similarity NPC138908
0.78 Intermediate Similarity NPC200957
0.7789 Intermediate Similarity NPC231060
0.7789 Intermediate Similarity NPC200702
0.7789 Intermediate Similarity NPC138245
0.7789 Intermediate Similarity NPC41070
0.7789 Intermediate Similarity NPC84018
0.7778 Intermediate Similarity NPC277074
0.7778 Intermediate Similarity NPC477205
0.7778 Intermediate Similarity NPC209298
0.7766 Intermediate Similarity NPC144739
0.7766 Intermediate Similarity NPC181594
0.7766 Intermediate Similarity NPC291373
0.7766 Intermediate Similarity NPC472496
0.7755 Intermediate Similarity NPC71706
0.7755 Intermediate Similarity NPC46848
0.7753 Intermediate Similarity NPC85095
0.7753 Intermediate Similarity NPC216420

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC263802 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
0.8519 High Similarity NPD3703 Phase 2
0.8214 Intermediate Similarity NPD6115 Approved
0.8214 Intermediate Similarity NPD6114 Approved
0.8214 Intermediate Similarity NPD6118 Approved
0.8214 Intermediate Similarity NPD6697 Approved
0.8148 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD6116 Phase 1
0.7976 Intermediate Similarity NPD6117 Approved
0.7901 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD5360 Phase 3
0.7778 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7738 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD4789 Approved
0.759 Intermediate Similarity NPD4245 Approved
0.759 Intermediate Similarity NPD4244 Approved
0.747 Intermediate Similarity NPD3698 Phase 2
0.7407 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4634 Approved
0.7308 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD4758 Discontinued
0.7191 Intermediate Similarity NPD3671 Phase 1
0.7191 Intermediate Similarity NPD5364 Discontinued
0.71 Intermediate Similarity NPD4755 Approved
0.7093 Intermediate Similarity NPD6081 Approved
0.7083 Intermediate Similarity NPD5328 Approved
0.7059 Intermediate Similarity NPD1700 Approved
0.7021 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.6961 Remote Similarity NPD4700 Approved
0.6961 Remote Similarity NPD5286 Approved
0.6961 Remote Similarity NPD4696 Approved
0.6961 Remote Similarity NPD5285 Approved
0.6939 Remote Similarity NPD6079 Approved
0.6905 Remote Similarity NPD4224 Phase 2
0.6854 Remote Similarity NPD3702 Approved
0.6827 Remote Similarity NPD5225 Approved
0.6827 Remote Similarity NPD5224 Approved
0.6827 Remote Similarity NPD5211 Phase 2
0.6827 Remote Similarity NPD5226 Approved
0.6827 Remote Similarity NPD4633 Approved
0.6809 Remote Similarity NPD4788 Approved
0.6792 Remote Similarity NPD5739 Approved
0.6792 Remote Similarity NPD6675 Approved
0.6792 Remote Similarity NPD7128 Approved
0.6792 Remote Similarity NPD6402 Approved
0.6782 Remote Similarity NPD4787 Phase 1
0.6768 Remote Similarity NPD8035 Phase 2
0.6768 Remote Similarity NPD8034 Phase 2
0.6762 Remote Similarity NPD5174 Approved
0.6762 Remote Similarity NPD5175 Approved
0.6754 Remote Similarity NPD6319 Approved
0.6754 Remote Similarity NPD6054 Approved
0.6754 Remote Similarity NPD6059 Approved
0.6737 Remote Similarity NPD4786 Approved
0.6731 Remote Similarity NPD5223 Approved
0.6705 Remote Similarity NPD5777 Approved
0.67 Remote Similarity NPD4202 Approved
0.6698 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD6881 Approved
0.6667 Remote Similarity NPD7525 Registered
0.6667 Remote Similarity NPD7320 Approved
0.6667 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD4697 Phase 3
0.6667 Remote Similarity NPD6899 Approved
0.6667 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5222 Approved
0.6667 Remote Similarity NPD5221 Approved
0.6638 Remote Similarity NPD6370 Approved
0.6636 Remote Similarity NPD4768 Approved
0.6636 Remote Similarity NPD4767 Approved
0.6635 Remote Similarity NPD8418 Phase 2
0.6606 Remote Similarity NPD6372 Approved
0.6606 Remote Similarity NPD6373 Approved
0.6604 Remote Similarity NPD4754 Approved
0.6602 Remote Similarity NPD5173 Approved
0.6598 Remote Similarity NPD3618 Phase 1
0.6583 Remote Similarity NPD7319 Approved
0.6577 Remote Similarity NPD8297 Approved
0.6574 Remote Similarity NPD5697 Approved
0.6574 Remote Similarity NPD5701 Approved
0.6552 Remote Similarity NPD6921 Approved
0.6552 Remote Similarity NPD6016 Approved
0.6552 Remote Similarity NPD6015 Approved
0.6545 Remote Similarity NPD7102 Approved
0.6545 Remote Similarity NPD6883 Approved
0.6545 Remote Similarity NPD7290 Approved
0.6526 Remote Similarity NPD3667 Approved
0.6525 Remote Similarity NPD7492 Approved
0.6514 Remote Similarity NPD4730 Approved
0.6514 Remote Similarity NPD4729 Approved
0.6514 Remote Similarity NPD5128 Approved
0.65 Remote Similarity NPD7736 Approved
0.6496 Remote Similarity NPD5988 Approved
0.6489 Remote Similarity NPD6928 Phase 2
0.6486 Remote Similarity NPD8130 Phase 1
0.6486 Remote Similarity NPD6649 Approved
0.6486 Remote Similarity NPD6847 Approved
0.6486 Remote Similarity NPD6869 Approved
0.6486 Remote Similarity NPD6617 Approved
0.6486 Remote Similarity NPD6650 Approved
0.6471 Remote Similarity NPD6616 Approved
0.6471 Remote Similarity NPD371 Approved
0.6455 Remote Similarity NPD6014 Approved
0.6455 Remote Similarity NPD6013 Approved
0.6455 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6012 Approved
0.6429 Remote Similarity NPD6882 Approved
0.6429 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6417 Remote Similarity NPD7078 Approved
0.6417 Remote Similarity NPD8293 Discontinued
0.64 Remote Similarity NPD4753 Phase 2
0.6396 Remote Similarity NPD5251 Approved
0.6396 Remote Similarity NPD5248 Approved
0.6396 Remote Similarity NPD5249 Phase 3
0.6396 Remote Similarity NPD5247 Approved
0.6396 Remote Similarity NPD5250 Approved
0.6373 Remote Similarity NPD8171 Discontinued
0.6373 Remote Similarity NPD6399 Phase 3
0.6372 Remote Similarity NPD8133 Approved
0.6364 Remote Similarity NPD6011 Approved
0.6348 Remote Similarity NPD7115 Discovery
0.6348 Remote Similarity NPD6009 Approved
0.6348 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6339 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6339 Remote Similarity NPD5216 Approved
0.6339 Remote Similarity NPD5215 Approved
0.6339 Remote Similarity NPD5217 Approved
0.6333 Remote Similarity NPD7507 Approved
0.6306 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6275 Remote Similarity NPD7515 Phase 2
0.6273 Remote Similarity NPD6412 Phase 2
0.6261 Remote Similarity NPD6940 Discontinued
0.625 Remote Similarity NPD5169 Approved
0.625 Remote Similarity NPD5135 Approved
0.625 Remote Similarity NPD5134 Clinical (unspecified phase)
0.623 Remote Similarity NPD6033 Approved
0.6226 Remote Similarity NPD7638 Approved
0.6224 Remote Similarity NPD3666 Approved
0.6224 Remote Similarity NPD3665 Phase 1
0.6224 Remote Similarity NPD3133 Approved
0.6195 Remote Similarity NPD5127 Approved
0.6182 Remote Similarity NPD6008 Approved
0.6182 Remote Similarity NPD6920 Discontinued
0.6168 Remote Similarity NPD7639 Approved
0.6168 Remote Similarity NPD7640 Approved
0.6167 Remote Similarity NPD7604 Phase 2
0.6167 Remote Similarity NPD8328 Phase 3
0.6134 Remote Similarity NPD5983 Phase 2
0.6132 Remote Similarity NPD6084 Phase 2
0.6132 Remote Similarity NPD6083 Phase 2
0.6121 Remote Similarity NPD6274 Approved
0.6106 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6102 Remote Similarity NPD7100 Approved
0.6102 Remote Similarity NPD4522 Approved
0.6102 Remote Similarity NPD7101 Approved
0.6095 Remote Similarity NPD5210 Approved
0.6095 Remote Similarity NPD4629 Approved
0.6071 Remote Similarity NPD5168 Approved
0.6066 Remote Similarity NPD6336 Discontinued
0.6061 Remote Similarity NPD3668 Phase 3
0.6055 Remote Similarity NPD7632 Discontinued
0.604 Remote Similarity NPD7524 Approved
0.6034 Remote Similarity NPD5167 Approved
0.602 Remote Similarity NPD4223 Phase 3
0.602 Remote Similarity NPD4221 Approved
0.6019 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6700 Approved
0.6017 Remote Similarity NPD6335 Approved
0.6 Remote Similarity NPD7748 Approved
0.6 Remote Similarity NPD6908 Approved
0.6 Remote Similarity NPD6909 Approved
0.6 Remote Similarity NPD5329 Approved
0.5981 Remote Similarity NPD7902 Approved
0.5966 Remote Similarity NPD7516 Approved
0.5962 Remote Similarity NPD6703 Approved
0.5962 Remote Similarity NPD6702 Approved
0.5948 Remote Similarity NPD8298 Phase 2
0.5941 Remote Similarity NPD5279 Phase 3
0.5938 Remote Similarity NPD4802 Phase 2
0.5938 Remote Similarity NPD3617 Approved
0.5938 Remote Similarity NPD4238 Approved
0.5932 Remote Similarity NPD6317 Approved
0.5918 Remote Similarity NPD4139 Approved
0.5918 Remote Similarity NPD4692 Approved
0.5909 Remote Similarity NPD7909 Approved
0.59 Remote Similarity NPD7338 Clinical (unspecified phase)
0.59 Remote Similarity NPD4197 Approved
0.5882 Remote Similarity NPD6313 Approved
0.5882 Remote Similarity NPD6314 Approved
0.5882 Remote Similarity NPD7327 Approved
0.5882 Remote Similarity NPD7328 Approved
0.587 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5847 Remote Similarity NPD6868 Approved
0.5841 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5816 Remote Similarity NPD6931 Approved
0.5816 Remote Similarity NPD6930 Phase 2
0.5814 Remote Similarity NPD3198 Approved

Structure

External Identifiers

PubChem CID   21589761
ChEMBL   CHEMBL457825
ZINC  

Physicochemical Properties

Molecular Weight:  466.33
ALogP:  -1.9701
MLogP:  3.77
XLogP:  3.182
# Rotatable Bonds:  15
Polar Surface Area:  118.22
# H-Bond Aceptor:  6
# H-Bond Donor:  5
# Rings:  4
# Heavy Atoms:  33

Download Data

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Biological Activities  
Similar NPs/Drugs