Natural Product: NPC254123

Natural Product ID:  NPC254123
Common Name:   Russujaponol A
IUPAC Name:   (2aR,3R,4aR,6S,7aR,7bS)-2a,7a-dihydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-1,2,3,4a,5,7-hexahydrocyclobuta[e]inden-4-one
Synonyms:  
Molecular Formula:   C15H24O4
Standard InCHIKey:  MZKWYEFINFGGRM-FIELNBBESA-N
Standard InCHI:  InChI=1S/C15H24O4/c1-9-11(17)10-6-12(2,8-16)7-15(10,19)13(3)4-5-14(9,13)18/h9-10,16,18-19H,4-8H2,1-3H3/t9-,10-,12-,13-,14+,15+/m0/s1
Canonical SMILES:  OC[C@@]1(C)C[C@@H]2[C@@](C1)(O)[C@@]1(C)CC[C@]1([C@H](C2=O)C)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
NPO12386 Russula japonica Species Russulaceae Eukaryota fruiting body PMID[16989517]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT453 Cell Line HT-1080 Homo sapiens Inhibition = 63 % 14575438

  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 NPC254123 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
0.8659 High Similarity NPC50438
0.8462 Intermediate Similarity NPC35871
0.8462 Intermediate Similarity NPC68565
0.8353 Intermediate Similarity NPC263802
0.8256 Intermediate Similarity NPC477614
0.8256 Intermediate Similarity NPC226491
0.8095 Intermediate Similarity NPC327451
0.8068 Intermediate Similarity NPC476296
0.8023 Intermediate Similarity NPC476726
0.8023 Intermediate Similarity NPC476727
0.7955 Intermediate Similarity NPC61688
0.7907 Intermediate Similarity NPC473350
0.7889 Intermediate Similarity NPC476189
0.7857 Intermediate Similarity NPC469745
0.7849 Intermediate Similarity NPC476294
0.7816 Intermediate Similarity NPC472272
0.7816 Intermediate Similarity NPC302111
0.7778 Intermediate Similarity NPC159789
0.7778 Intermediate Similarity NPC155441
0.7765 Intermediate Similarity NPC317066
0.7753 Intermediate Similarity NPC56962
0.7753 Intermediate Similarity NPC24705
0.7717 Intermediate Similarity NPC17336
0.7684 Intermediate Similarity NPC259654
0.7684 Intermediate Similarity NPC298266
0.766 Intermediate Similarity NPC253995
0.764 Intermediate Similarity NPC191221
0.7625 Intermediate Similarity NPC311102
0.7586 Intermediate Similarity NPC477434
0.7586 Intermediate Similarity NPC475689
0.7582 Intermediate Similarity NPC474065
0.7561 Intermediate Similarity NPC132064
0.7558 Intermediate Similarity NPC268040
0.7553 Intermediate Similarity NPC111187
0.7553 Intermediate Similarity NPC170978
0.7553 Intermediate Similarity NPC190080
0.7529 Intermediate Similarity NPC470609
0.7527 Intermediate Similarity NPC287354
0.7527 Intermediate Similarity NPC62407
0.75 Intermediate Similarity NPC477205
0.75 Intermediate Similarity NPC475725
0.747 Intermediate Similarity NPC472487
0.747 Intermediate Similarity NPC472486
0.7468 Intermediate Similarity NPC474756
0.7449 Intermediate Similarity NPC88469
0.7447 Intermediate Similarity NPC116683
0.7439 Intermediate Similarity NPC304499
0.7439 Intermediate Similarity NPC475458
0.7419 Intermediate Similarity NPC470424
0.7419 Intermediate Similarity NPC129004
0.7419 Intermediate Similarity NPC215271
0.7419 Intermediate Similarity NPC91772
0.7419 Intermediate Similarity NPC101233
0.7419 Intermediate Similarity NPC289539
0.7419 Intermediate Similarity NPC76136
0.7419 Intermediate Similarity NPC104371
0.7419 Intermediate Similarity NPC153775
0.7419 Intermediate Similarity NPC329713
0.7419 Intermediate Similarity NPC111524
0.7419 Intermediate Similarity NPC29247
0.7419 Intermediate Similarity NPC261333
0.7419 Intermediate Similarity NPC292374
0.7419 Intermediate Similarity NPC217567
0.7416 Intermediate Similarity NPC475729
0.7416 Intermediate Similarity NPC474215
0.7416 Intermediate Similarity NPC80700
0.7412 Intermediate Similarity NPC320144
0.7412 Intermediate Similarity NPC275243
0.7403 Intermediate Similarity NPC128608
0.7391 Intermediate Similarity NPC52756
0.7386 Intermediate Similarity NPC471044
0.7386 Intermediate Similarity NPC291310
0.7386 Intermediate Similarity NPC473336
0.7381 Intermediate Similarity NPC221420
0.7381 Intermediate Similarity NPC475031
0.7363 Intermediate Similarity NPC477443
0.7363 Intermediate Similarity NPC477440
0.7363 Intermediate Similarity NPC200580
0.7356 Intermediate Similarity NPC328007
0.7349 Intermediate Similarity NPC125767
0.7349 Intermediate Similarity NPC21220
0.7347 Intermediate Similarity NPC471253
0.734 Intermediate Similarity NPC138245
0.734 Intermediate Similarity NPC472485
0.734 Intermediate Similarity NPC231060
0.734 Intermediate Similarity NPC84018
0.7333 Intermediate Similarity NPC202937
0.7326 Intermediate Similarity NPC477851
0.7317 Intermediate Similarity NPC232112
0.7312 Intermediate Similarity NPC144739
0.7312 Intermediate Similarity NPC181594
0.7294 Intermediate Similarity NPC185465
0.7294 Intermediate Similarity NPC324700
0.7294 Intermediate Similarity NPC80089
0.7294 Intermediate Similarity NPC34046
0.7294 Intermediate Similarity NPC171426
0.7294 Intermediate Similarity NPC224802
0.7283 Intermediate Similarity NPC477442
0.7283 Intermediate Similarity NPC477433
0.7283 Intermediate Similarity NPC477444
0.7283 Intermediate Similarity NPC77756
0.7283 Intermediate Similarity NPC100313
0.7273 Intermediate Similarity NPC15091
0.7263 Intermediate Similarity NPC476728
0.7263 Intermediate Similarity NPC193785
0.7263 Intermediate Similarity NPC234564
0.7263 Intermediate Similarity NPC135548
0.7263 Intermediate Similarity NPC264979
0.7262 Intermediate Similarity NPC5767
0.7262 Intermediate Similarity NPC475742
0.7253 Intermediate Similarity NPC90676
0.7245 Intermediate Similarity NPC470172
0.7245 Intermediate Similarity NPC471254
0.7234 Intermediate Similarity NPC191094
0.7234 Intermediate Similarity NPC302008
0.7234 Intermediate Similarity NPC280804
0.7229 Intermediate Similarity NPC133922
0.7229 Intermediate Similarity NPC472854
0.7222 Intermediate Similarity NPC83242
0.7222 Intermediate Similarity NPC243746
0.7216 Intermediate Similarity NPC127408
0.7216 Intermediate Similarity NPC291785
0.7209 Intermediate Similarity NPC201276
0.7209 Intermediate Similarity NPC80891
0.7204 Intermediate Similarity NPC299185
0.7204 Intermediate Similarity NPC476168
0.7195 Intermediate Similarity NPC320549
0.7195 Intermediate Similarity NPC89310
0.7195 Intermediate Similarity NPC58057
0.7195 Intermediate Similarity NPC473267
0.7195 Intermediate Similarity NPC151018
0.7195 Intermediate Similarity NPC156277
0.7176 Intermediate Similarity NPC23884
0.7176 Intermediate Similarity NPC169389
0.7176 Intermediate Similarity NPC477227
0.7176 Intermediate Similarity NPC317913
0.7176 Intermediate Similarity NPC302578
0.7176 Intermediate Similarity NPC192046
0.7176 Intermediate Similarity NPC128951
0.7176 Intermediate Similarity NPC105208
0.7176 Intermediate Similarity NPC207010
0.7176 Intermediate Similarity NPC185915
0.7172 Intermediate Similarity NPC107385
0.7172 Intermediate Similarity NPC473406
0.716 Intermediate Similarity NPC6120
0.716 Intermediate Similarity NPC324607
0.716 Intermediate Similarity NPC213178
0.716 Intermediate Similarity NPC321732
0.716 Intermediate Similarity NPC327728
0.716 Intermediate Similarity NPC131892
0.7159 Intermediate Similarity NPC477935
0.7159 Intermediate Similarity NPC121121
0.7158 Intermediate Similarity NPC263135
0.7158 Intermediate Similarity NPC288906
0.7158 Intermediate Similarity NPC305808
0.7143 Intermediate Similarity NPC178853
0.7143 Intermediate Similarity NPC259009
0.7143 Intermediate Similarity NPC97534
0.7143 Intermediate Similarity NPC273366
0.7143 Intermediate Similarity NPC174964
0.7143 Intermediate Similarity NPC317242
0.7143 Intermediate Similarity NPC195155
0.7128 Intermediate Similarity NPC59170
0.7128 Intermediate Similarity NPC161035
0.7126 Intermediate Similarity NPC474714
0.7125 Intermediate Similarity NPC472984
0.7108 Intermediate Similarity NPC310766
0.71 Intermediate Similarity NPC327093
0.71 Intermediate Similarity NPC473701
0.71 Intermediate Similarity NPC470167
0.71 Intermediate Similarity NPC473526
0.7097 Intermediate Similarity NPC46758
0.7097 Intermediate Similarity NPC470378
0.7097 Intermediate Similarity NPC261994
0.7097 Intermediate Similarity NPC180849
0.7097 Intermediate Similarity NPC80401
0.7097 Intermediate Similarity NPC149761
0.7093 Intermediate Similarity NPC67657
0.7093 Intermediate Similarity NPC18857
0.7093 Intermediate Similarity NPC478084
0.7083 Intermediate Similarity NPC140242
0.7079 Intermediate Similarity NPC268578
0.7079 Intermediate Similarity NPC227170
0.7079 Intermediate Similarity NPC69953
0.7079 Intermediate Similarity NPC292458
0.7079 Intermediate Similarity NPC217559
0.7079 Intermediate Similarity NPC472847
0.7073 Intermediate Similarity NPC232925
0.7073 Intermediate Similarity NPC251201
0.7073 Intermediate Similarity NPC476731
0.7073 Intermediate Similarity NPC63588
0.7071 Intermediate Similarity NPC271980
0.7071 Intermediate Similarity NPC193934
0.7065 Intermediate Similarity NPC471941
0.7059 Intermediate Similarity NPC4209
0.7059 Intermediate Similarity NPC9013
0.7059 Intermediate Similarity NPC474020
0.7059 Intermediate Similarity NPC163597
0.7053 Intermediate Similarity NPC477495
0.7051 Intermediate Similarity NPC236099

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC254123 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
0.7778 Intermediate Similarity NPD3703 Phase 2
0.732 Intermediate Similarity NPD1700 Approved
0.7308 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD6114 Approved
0.7294 Intermediate Similarity NPD6697 Approved
0.7294 Intermediate Similarity NPD6118 Approved
0.7294 Intermediate Similarity NPD6115 Approved
0.7195 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD6116 Phase 1
0.716 Intermediate Similarity NPD3698 Phase 2
0.716 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD4245 Approved
0.7073 Intermediate Similarity NPD4244 Approved
0.7059 Intermediate Similarity NPD6117 Approved
0.7037 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD5360 Phase 3
0.701 Intermediate Similarity NPD4755 Approved
0.6941 Remote Similarity NPD3702 Approved
0.6923 Remote Similarity NPD4634 Approved
0.6869 Remote Similarity NPD4700 Approved
0.6869 Remote Similarity NPD4696 Approved
0.6869 Remote Similarity NPD5285 Approved
0.6869 Remote Similarity NPD5286 Approved
0.6867 Remote Similarity NPD4789 Approved
0.6824 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6786 Remote Similarity NPD4758 Discontinued
0.6733 Remote Similarity NPD5226 Approved
0.6733 Remote Similarity NPD5224 Approved
0.6733 Remote Similarity NPD5211 Phase 2
0.6733 Remote Similarity NPD5225 Approved
0.6733 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD5174 Approved
0.6634 Remote Similarity NPD5223 Approved
0.6602 Remote Similarity NPD5141 Approved
0.6602 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6598 Remote Similarity NPD4202 Approved
0.6548 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6538 Remote Similarity NPD4767 Approved
0.6538 Remote Similarity NPD6402 Approved
0.6538 Remote Similarity NPD4768 Approved
0.6538 Remote Similarity NPD5739 Approved
0.6538 Remote Similarity NPD7128 Approved
0.6538 Remote Similarity NPD6675 Approved
0.6522 Remote Similarity NPD4788 Approved
0.6517 Remote Similarity NPD5364 Discontinued
0.6517 Remote Similarity NPD3671 Phase 1
0.6505 Remote Similarity NPD4754 Approved
0.6476 Remote Similarity NPD5697 Approved
0.6476 Remote Similarity NPD5701 Approved
0.6458 Remote Similarity NPD5328 Approved
0.6458 Remote Similarity NPD4753 Phase 2
0.6415 Remote Similarity NPD4729 Approved
0.6415 Remote Similarity NPD6881 Approved
0.6415 Remote Similarity NPD7320 Approved
0.6415 Remote Similarity NPD5128 Approved
0.6415 Remote Similarity NPD4730 Approved
0.6415 Remote Similarity NPD6899 Approved
0.6395 Remote Similarity NPD6081 Approved
0.6386 Remote Similarity NPD4224 Phase 2
0.6372 Remote Similarity NPD6059 Approved
0.6372 Remote Similarity NPD6319 Approved
0.6372 Remote Similarity NPD6054 Approved
0.6355 Remote Similarity NPD6372 Approved
0.6355 Remote Similarity NPD6014 Approved
0.6355 Remote Similarity NPD6013 Approved
0.6355 Remote Similarity NPD6012 Approved
0.6355 Remote Similarity NPD6373 Approved
0.6327 Remote Similarity NPD6079 Approved
0.6316 Remote Similarity NPD6015 Approved
0.6316 Remote Similarity NPD6016 Approved
0.6316 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5248 Approved
0.6296 Remote Similarity NPD5247 Approved
0.6296 Remote Similarity NPD5249 Phase 3
0.6296 Remote Similarity NPD7290 Approved
0.6296 Remote Similarity NPD6883 Approved
0.6296 Remote Similarity NPD5250 Approved
0.6296 Remote Similarity NPD5251 Approved
0.6296 Remote Similarity NPD7102 Approved
0.6279 Remote Similarity NPD4787 Phase 1
0.6273 Remote Similarity NPD4632 Approved
0.6262 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6262 Remote Similarity NPD6011 Approved
0.6261 Remote Similarity NPD5988 Approved
0.6261 Remote Similarity NPD6370 Approved
0.6239 Remote Similarity NPD6847 Approved
0.6239 Remote Similarity NPD6617 Approved
0.6239 Remote Similarity NPD8130 Phase 1
0.6239 Remote Similarity NPD5217 Approved
0.6239 Remote Similarity NPD6650 Approved
0.6239 Remote Similarity NPD5215 Approved
0.6239 Remote Similarity NPD5216 Approved
0.6239 Remote Similarity NPD6649 Approved
0.6239 Remote Similarity NPD6869 Approved
0.6238 Remote Similarity NPD5222 Approved
0.6238 Remote Similarity NPD5221 Approved
0.6238 Remote Similarity NPD4697 Phase 3
0.6238 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6211 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6207 Remote Similarity NPD5777 Approved
0.6182 Remote Similarity NPD6882 Approved
0.6182 Remote Similarity NPD8297 Approved
0.6176 Remote Similarity NPD5173 Approved
0.6154 Remote Similarity NPD4238 Approved
0.6154 Remote Similarity NPD7492 Approved
0.6154 Remote Similarity NPD4802 Phase 2
0.6147 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6147 Remote Similarity NPD5135 Approved
0.6147 Remote Similarity NPD5169 Approved
0.6146 Remote Similarity NPD3618 Phase 1
0.6139 Remote Similarity NPD4629 Approved
0.6139 Remote Similarity NPD5210 Approved
0.6129 Remote Similarity NPD4692 Approved
0.6129 Remote Similarity NPD4139 Approved
0.6106 Remote Similarity NPD6009 Approved
0.6105 Remote Similarity NPD4786 Approved
0.6105 Remote Similarity NPD3133 Approved
0.6105 Remote Similarity NPD3666 Approved
0.6105 Remote Similarity NPD3665 Phase 1
0.6102 Remote Similarity NPD6616 Approved
0.6091 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6091 Remote Similarity NPD5127 Approved
0.6075 Remote Similarity NPD6008 Approved
0.6064 Remote Similarity NPD4223 Phase 3
0.6064 Remote Similarity NPD4221 Approved
0.6064 Remote Similarity NPD3667 Approved
0.605 Remote Similarity NPD7078 Approved
0.605 Remote Similarity NPD8293 Discontinued
0.6049 Remote Similarity NPD3198 Approved
0.6022 Remote Similarity NPD6928 Phase 2
0.6019 Remote Similarity NPD6083 Phase 2
0.6019 Remote Similarity NPD6084 Phase 2
0.6018 Remote Similarity NPD6274 Approved
0.6 Remote Similarity NPD7736 Approved
0.6 Remote Similarity NPD8035 Phase 2
0.6 Remote Similarity NPD8034 Phase 2
0.598 Remote Similarity NPD5695 Phase 3
0.5952 Remote Similarity NPD371 Approved
0.595 Remote Similarity NPD7319 Approved
0.5938 Remote Similarity NPD4197 Approved
0.5929 Remote Similarity NPD5167 Approved
0.5905 Remote Similarity NPD8418 Phase 2
0.5897 Remote Similarity NPD5983 Phase 2
0.5876 Remote Similarity NPD5329 Approved
0.5868 Remote Similarity NPD6033 Approved
0.5862 Remote Similarity NPD7101 Approved
0.5862 Remote Similarity NPD7100 Approved
0.5851 Remote Similarity NPD7525 Registered
0.5851 Remote Similarity NPD5368 Approved
0.5842 Remote Similarity NPD5284 Approved
0.5842 Remote Similarity NPD5281 Approved
0.5833 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5826 Remote Similarity NPD6317 Approved
0.5816 Remote Similarity NPD4138 Approved
0.5816 Remote Similarity NPD4688 Approved
0.5816 Remote Similarity NPD5690 Phase 2
0.5816 Remote Similarity NPD5205 Approved
0.5816 Remote Similarity NPD5280 Approved
0.5816 Remote Similarity NPD4690 Approved
0.5816 Remote Similarity NPD4693 Phase 3
0.5816 Remote Similarity NPD4689 Approved
0.5816 Remote Similarity NPD4694 Approved
0.581 Remote Similarity NPD5696 Approved
0.5798 Remote Similarity NPD7604 Phase 2
0.5784 Remote Similarity NPD6399 Phase 3
0.5776 Remote Similarity NPD6313 Approved
0.5776 Remote Similarity NPD6335 Approved
0.5776 Remote Similarity NPD6314 Approved
0.5763 Remote Similarity NPD6908 Approved
0.5763 Remote Similarity NPD6909 Approved
0.5729 Remote Similarity NPD6435 Approved
0.5727 Remote Similarity NPD6412 Phase 2
0.5726 Remote Similarity NPD4522 Approved
0.5702 Remote Similarity NPD6336 Discontinued
0.5702 Remote Similarity NPD7507 Approved
0.5684 Remote Similarity NPD4748 Discontinued
0.5682 Remote Similarity NPD229 Approved
0.5676 Remote Similarity NPD5168 Approved
0.566 Remote Similarity NPD7638 Approved
0.5657 Remote Similarity NPD5279 Phase 3
0.5638 Remote Similarity NPD3617 Approved
0.5631 Remote Similarity NPD8171 Discontinued
0.563 Remote Similarity NPD6291 Clinical (unspecified phase)
0.563 Remote Similarity NPD6921 Approved
0.5625 Remote Similarity NPD5369 Approved
0.5625 Remote Similarity NPD1780 Approved
0.5625 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5625 Remote Similarity NPD1779 Approved
0.5625 Remote Similarity NPD615 Clinical (unspecified phase)
0.5612 Remote Similarity NPD3668 Phase 3
0.5607 Remote Similarity NPD7640 Approved
0.5607 Remote Similarity NPD7639 Approved
0.56 Remote Similarity NPD386 Approved
0.56 Remote Similarity NPD388 Approved

Structure

External Identifiers

PubChem CID   16086518
ChEMBL   CHEMBL510742
ZINC  

Physicochemical Properties

Molecular Weight:  268.17
ALogP:  -0.548
MLogP:  2.67
XLogP:  -0.001
# Rotatable Bonds:  7
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  19

Download Data

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