Natural Product: NPC251309

Natural Product ID:  NPC251309
Common Name:   Eryloside F
IUPAC Name:   (3S,5R,10S,13R,14S,17R)-3-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid
Synonyms:  
Molecular Formula:   C41H66O12
Standard InCHIKey:  SQBRQTUQYPGKII-VRLCWGNQSA-N
Standard InCHI:  InChI=1S/C41H66O12/c1-21(2)9-8-10-22(3)23-14-18-41(37(48)49)25-11-12-28-38(4,5)29(15-16-39(28,6)24(25)13-17-40(23,41)7)52-36-34(30(44)26(43)20-50-36)53-35-33(47)32(46)31(45)27(19-42)51-35/h9,22-23,26-36,42-47H,8,10-20H2,1-7H3,(H,48,49)/t22-,23-,26+,27-,28+,29+,30+,31+,32+,33-,34-,35+,36+,39-,40-,41+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CCC2=C3CC[C@]3([C@]2(CC[C@@H]3[C@@H](CCC=C(C)C)C)C(=O)O)C)C)[C@@H]([C@H]([C@H]1O)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
NPO23881 Erylus formosus Species Geodiidae Eukaryota Caribbean PMID[17315957]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT605 Organism Homo sapiens Homo sapiens IC50 = 1.7 ug/ml 27046397
NPT2 Others Unspecified Activity = 130 % 17988094
NPT605 Organism Homo sapiens Homo sapiens IC50 = 0.3 ug/ml 18490506

  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 NPC251309 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
0.9904 High Similarity NPC233003
0.9712 High Similarity NPC129340
0.9619 High Similarity NPC477073
0.9615 High Similarity NPC265655
0.9533 High Similarity NPC473882
0.9519 High Similarity NPC195708
0.9439 High Similarity NPC477074
0.9434 High Similarity NPC285410
0.9434 High Similarity NPC292196
0.9434 High Similarity NPC263827
0.9434 High Similarity NPC250481
0.9429 High Similarity NPC477070
0.9429 High Similarity NPC477069
0.9346 High Similarity NPC210420
0.9346 High Similarity NPC474265
0.934 High Similarity NPC269095
0.934 High Similarity NPC78046
0.9333 High Similarity NPC295389
0.9252 High Similarity NPC211798
0.9252 High Similarity NPC297208
0.9252 High Similarity NPC235841
0.9252 High Similarity NPC30397
0.9252 High Similarity NPC108748
0.9252 High Similarity NPC473481
0.9245 High Similarity NPC137917
0.9174 High Similarity NPC116024
0.9174 High Similarity NPC474557
0.9174 High Similarity NPC220293
0.9167 High Similarity NPC256798
0.9167 High Similarity NPC128925
0.9167 High Similarity NPC161434
0.9167 High Similarity NPC195132
0.9159 High Similarity NPC164194
0.9159 High Similarity NPC52241
0.9159 High Similarity NPC154856
0.9159 High Similarity NPC127056
0.9159 High Similarity NPC29069
0.9159 High Similarity NPC279554
0.9159 High Similarity NPC56713
0.9159 High Similarity NPC136877
0.9159 High Similarity NPC270667
0.9159 High Similarity NPC59804
0.9159 High Similarity NPC475296
0.9159 High Similarity NPC174679
0.9159 High Similarity NPC274507
0.9159 High Similarity NPC90856
0.9159 High Similarity NPC474589
0.9159 High Similarity NPC220984
0.9159 High Similarity NPC475317
0.9143 High Similarity NPC162033
0.9123 High Similarity NPC130229
0.9091 High Similarity NPC279638
0.9091 High Similarity NPC244127
0.9083 High Similarity NPC204458
0.9083 High Similarity NPC47063
0.9083 High Similarity NPC138334
0.9083 High Similarity NPC124296
0.9083 High Similarity NPC189884
0.9083 High Similarity NPC258885
0.9074 High Similarity NPC190837
0.9074 High Similarity NPC114188
0.9074 High Similarity NPC164419
0.9074 High Similarity NPC191763
0.9074 High Similarity NPC179434
0.9065 High Similarity NPC118225
0.9065 High Similarity NPC306746
0.9065 High Similarity NPC167383
0.9065 High Similarity NPC473844
0.9065 High Similarity NPC51947
0.9065 High Similarity NPC204407
0.9065 High Similarity NPC57362
0.9065 High Similarity NPC237503
0.9057 High Similarity NPC293512
0.9057 High Similarity NPC234160
0.9048 High Similarity NPC223741
0.9027 High Similarity NPC202051
0.8991 High Similarity NPC37739
0.8991 High Similarity NPC276093
0.8991 High Similarity NPC471383
0.8991 High Similarity NPC139044
0.8991 High Similarity NPC292677
0.8991 High Similarity NPC64106
0.8991 High Similarity NPC116794
0.8991 High Similarity NPC109079
0.8991 High Similarity NPC475504
0.8991 High Similarity NPC79718
0.8991 High Similarity NPC469946
0.8991 High Similarity NPC104400
0.8991 High Similarity NPC104071
0.8991 High Similarity NPC473383
0.8991 High Similarity NPC475516
0.8991 High Similarity NPC125923
0.8991 High Similarity NPC101744
0.8991 High Similarity NPC1046
0.8991 High Similarity NPC102439
0.8991 High Similarity NPC139894
0.8991 High Similarity NPC212968
0.8991 High Similarity NPC324875
0.8991 High Similarity NPC473373
0.8991 High Similarity NPC130427
0.8991 High Similarity NPC80843
0.8991 High Similarity NPC46388
0.8991 High Similarity NPC65590
0.8991 High Similarity NPC257468
0.8991 High Similarity NPC10320
0.8981 High Similarity NPC476882
0.8981 High Similarity NPC476886
0.8981 High Similarity NPC199457
0.8981 High Similarity NPC68419
0.8981 High Similarity NPC476884
0.8981 High Similarity NPC476880
0.8981 High Similarity NPC27551
0.8981 High Similarity NPC102914
0.8981 High Similarity NPC110139
0.8981 High Similarity NPC476881
0.8981 High Similarity NPC476885
0.8981 High Similarity NPC101450
0.8981 High Similarity NPC75747
0.8981 High Similarity NPC7870
0.8981 High Similarity NPC108709
0.8981 High Similarity NPC476883
0.8981 High Similarity NPC114961
0.8981 High Similarity NPC476887
0.8972 High Similarity NPC177246
0.8972 High Similarity NPC476123
0.8972 High Similarity NPC88744
0.8972 High Similarity NPC295980
0.8972 High Similarity NPC28198
0.8972 High Similarity NPC284807
0.8972 High Similarity NPC38217
0.8972 High Similarity NPC472988
0.8938 High Similarity NPC471406
0.8919 High Similarity NPC160415
0.8919 High Similarity NPC471384
0.8919 High Similarity NPC58448
0.8919 High Similarity NPC161674
0.8909 High Similarity NPC73455
0.8909 High Similarity NPC163183
0.8909 High Similarity NPC238935
0.8909 High Similarity NPC219180
0.8909 High Similarity NPC174720
0.8909 High Similarity NPC96641
0.8909 High Similarity NPC151543
0.8909 High Similarity NPC251263
0.8909 High Similarity NPC114287
0.8909 High Similarity NPC473343
0.8909 High Similarity NPC475208
0.8909 High Similarity NPC473826
0.8909 High Similarity NPC241909
0.8909 High Similarity NPC133818
0.8909 High Similarity NPC166422
0.8909 High Similarity NPC295823
0.8909 High Similarity NPC271138
0.8909 High Similarity NPC73318
0.8909 High Similarity NPC134835
0.8909 High Similarity NPC269315
0.8909 High Similarity NPC309714
0.8909 High Similarity NPC46665
0.8909 High Similarity NPC192600
0.8909 High Similarity NPC200944
0.8909 High Similarity NPC475287
0.8909 High Similarity NPC475467
0.8909 High Similarity NPC323341
0.8909 High Similarity NPC150400
0.8909 High Similarity NPC260665
0.8909 High Similarity NPC155410
0.8909 High Similarity NPC114304
0.8899 High Similarity NPC269466
0.8899 High Similarity NPC11035
0.8899 High Similarity NPC1876
0.8899 High Similarity NPC204392
0.8899 High Similarity NPC91838
0.8899 High Similarity NPC31839
0.8899 High Similarity NPC275668
0.8899 High Similarity NPC240734
0.8889 High Similarity NPC51925
0.8889 High Similarity NPC127853
0.8889 High Similarity NPC154085
0.8889 High Similarity NPC43976
0.8889 High Similarity NPC125361
0.8889 High Similarity NPC91583
0.8889 High Similarity NPC240125
0.8889 High Similarity NPC296761
0.8879 High Similarity NPC283849
0.8879 High Similarity NPC473538
0.887 High Similarity NPC256983
0.8868 High Similarity NPC470885
0.8868 High Similarity NPC187400
0.8868 High Similarity NPC221562
0.886 High Similarity NPC475182
0.885 High Similarity NPC477071
0.8839 High Similarity NPC148417
0.8839 High Similarity NPC136768
0.8839 High Similarity NPC68175
0.8839 High Similarity NPC110633
0.8839 High Similarity NPC477252
0.8829 High Similarity NPC123199
0.8829 High Similarity NPC469782
0.8829 High Similarity NPC475160
0.8829 High Similarity NPC473714

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC251309 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
0.8716 High Similarity NPD8132 Clinical (unspecified phase)
0.8407 Intermediate Similarity NPD8133 Approved
0.8364 Intermediate Similarity NPD6412 Phase 2
0.8348 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD8328 Phase 3
0.822 Intermediate Similarity NPD8033 Approved
0.8136 Intermediate Similarity NPD8377 Approved
0.8136 Intermediate Similarity NPD8294 Approved
0.8099 Intermediate Similarity NPD7507 Approved
0.8067 Intermediate Similarity NPD8380 Approved
0.8067 Intermediate Similarity NPD8378 Approved
0.8067 Intermediate Similarity NPD8296 Approved
0.8067 Intermediate Similarity NPD8379 Approved
0.8067 Intermediate Similarity NPD8335 Approved
0.7965 Intermediate Similarity NPD6686 Approved
0.7903 Intermediate Similarity NPD7319 Approved
0.7823 Intermediate Similarity NPD7736 Approved
0.7815 Intermediate Similarity NPD7328 Approved
0.7815 Intermediate Similarity NPD7327 Approved
0.7769 Intermediate Similarity NPD7503 Approved
0.7769 Intermediate Similarity NPD8513 Phase 3
0.7769 Intermediate Similarity NPD8515 Approved
0.7769 Intermediate Similarity NPD8517 Approved
0.7769 Intermediate Similarity NPD8516 Approved
0.775 Intermediate Similarity NPD7516 Approved
0.7742 Intermediate Similarity NPD8293 Discontinued
0.7593 Intermediate Similarity NPD6399 Phase 3
0.7561 Intermediate Similarity NPD6370 Approved
0.7544 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7542 Intermediate Similarity NPD8297 Approved
0.7542 Intermediate Similarity NPD6882 Approved
0.744 Intermediate Similarity NPD7492 Approved
0.7438 Intermediate Similarity NPD6009 Approved
0.7398 Intermediate Similarity NPD6319 Approved
0.7398 Intermediate Similarity NPD6054 Approved
0.7398 Intermediate Similarity NPD6059 Approved
0.7381 Intermediate Similarity NPD6616 Approved
0.7364 Intermediate Similarity NPD7748 Approved
0.7339 Intermediate Similarity NPD8035 Phase 2
0.7339 Intermediate Similarity NPD8034 Phase 2
0.7333 Intermediate Similarity NPD4632 Approved
0.7328 Intermediate Similarity NPD6402 Approved
0.7328 Intermediate Similarity NPD7128 Approved
0.7328 Intermediate Similarity NPD5739 Approved
0.7328 Intermediate Similarity NPD6675 Approved
0.7323 Intermediate Similarity NPD7078 Approved
0.7321 Intermediate Similarity NPD7902 Approved
0.7311 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD7115 Discovery
0.7288 Intermediate Similarity NPD6373 Approved
0.7288 Intermediate Similarity NPD6372 Approved
0.7257 Intermediate Similarity NPD7638 Approved
0.7222 Intermediate Similarity NPD6067 Discontinued
0.7203 Intermediate Similarity NPD6881 Approved
0.7203 Intermediate Similarity NPD6899 Approved
0.7203 Intermediate Similarity NPD7320 Approved
0.72 Intermediate Similarity NPD6016 Approved
0.72 Intermediate Similarity NPD6015 Approved
0.7193 Intermediate Similarity NPD7640 Approved
0.7193 Intermediate Similarity NPD7639 Approved
0.7182 Intermediate Similarity NPD7515 Phase 2
0.717 Intermediate Similarity NPD4786 Approved
0.7167 Intermediate Similarity NPD6649 Approved
0.7167 Intermediate Similarity NPD6650 Approved
0.7167 Intermediate Similarity NPD8130 Phase 1
0.7143 Intermediate Similarity NPD5988 Approved
0.7119 Intermediate Similarity NPD5701 Approved
0.7119 Intermediate Similarity NPD5697 Approved
0.7117 Intermediate Similarity NPD8171 Discontinued
0.7103 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7102 Approved
0.7083 Intermediate Similarity NPD7290 Approved
0.7083 Intermediate Similarity NPD6883 Approved
0.7054 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD7900 Approved
0.7034 Intermediate Similarity NPD6008 Approved
0.7027 Intermediate Similarity NPD6411 Approved
0.7025 Intermediate Similarity NPD6847 Approved
0.7025 Intermediate Similarity NPD6617 Approved
0.7025 Intermediate Similarity NPD6869 Approved
0.7018 Intermediate Similarity NPD6083 Phase 2
0.7018 Intermediate Similarity NPD6084 Phase 2
0.7 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6014 Approved
0.7 Intermediate Similarity NPD6013 Approved
0.7 Intermediate Similarity NPD5328 Approved
0.7 Intermediate Similarity NPD6012 Approved
0.6991 Remote Similarity NPD5695 Phase 3
0.6981 Remote Similarity NPD3667 Approved
0.6953 Remote Similarity NPD7604 Phase 2
0.6929 Remote Similarity NPD5983 Phase 2
0.6923 Remote Similarity NPD8074 Phase 3
0.6917 Remote Similarity NPD8449 Approved
0.6917 Remote Similarity NPD6011 Approved
0.6885 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6881 Remote Similarity NPD3618 Phase 1
0.6875 Remote Similarity NPD6079 Approved
0.687 Remote Similarity NPD4755 Approved
0.687 Remote Similarity NPD6033 Approved
0.6866 Remote Similarity NPD8450 Suspended
0.6847 Remote Similarity NPD6101 Approved
0.6847 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6846 Remote Similarity NPD6336 Discontinued
0.6814 Remote Similarity NPD4202 Approved
0.6803 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6803 Remote Similarity NPD4634 Approved
0.6786 Remote Similarity NPD6698 Approved
0.6786 Remote Similarity NPD46 Approved
0.6777 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6672 Approved
0.6757 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5737 Approved
0.6752 Remote Similarity NPD4700 Approved
0.6752 Remote Similarity NPD5286 Approved
0.6752 Remote Similarity NPD4696 Approved
0.6752 Remote Similarity NPD5285 Approved
0.6742 Remote Similarity NPD8336 Approved
0.6742 Remote Similarity NPD8337 Approved
0.6727 Remote Similarity NPD6684 Approved
0.6727 Remote Similarity NPD7334 Approved
0.6727 Remote Similarity NPD6409 Approved
0.6727 Remote Similarity NPD7521 Approved
0.6727 Remote Similarity NPD5330 Approved
0.6727 Remote Similarity NPD7146 Approved
0.6694 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD5779 Approved
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD6940 Discontinued
0.6667 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD5696 Approved
0.6641 Remote Similarity NPD7101 Approved
0.6641 Remote Similarity NPD7100 Approved
0.6639 Remote Similarity NPD5211 Phase 2
0.6639 Remote Similarity NPD4633 Approved
0.6639 Remote Similarity NPD5226 Approved
0.6639 Remote Similarity NPD7632 Discontinued
0.6639 Remote Similarity NPD5224 Approved
0.6639 Remote Similarity NPD5225 Approved
0.6638 Remote Similarity NPD5221 Approved
0.6638 Remote Similarity NPD5222 Approved
0.6638 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6638 Remote Similarity NPD4697 Phase 3
0.6636 Remote Similarity NPD7525 Registered
0.6612 Remote Similarity NPD4767 Approved
0.6612 Remote Similarity NPD4768 Approved
0.6607 Remote Similarity NPD6903 Approved
0.6604 Remote Similarity NPD6114 Approved
0.6604 Remote Similarity NPD6697 Approved
0.6604 Remote Similarity NPD6118 Approved
0.6604 Remote Similarity NPD6115 Approved
0.6583 Remote Similarity NPD5174 Approved
0.6583 Remote Similarity NPD5175 Approved
0.6581 Remote Similarity NPD5173 Approved
0.6579 Remote Similarity NPD5281 Approved
0.6579 Remote Similarity NPD5284 Approved
0.6579 Remote Similarity NPD7983 Approved
0.6579 Remote Similarity NPD7637 Suspended
0.6577 Remote Similarity NPD5279 Phase 3
0.6562 Remote Similarity NPD6335 Approved
0.6557 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6555 Remote Similarity NPD5223 Approved
0.6552 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6549 Remote Similarity NPD4753 Phase 2
0.6545 Remote Similarity NPD3668 Phase 3
0.6545 Remote Similarity NPD3665 Phase 1
0.6545 Remote Similarity NPD3133 Approved
0.6545 Remote Similarity NPD3666 Approved
0.6544 Remote Similarity NPD8338 Approved
0.6542 Remote Similarity NPD7645 Phase 2
0.6538 Remote Similarity NPD6909 Approved
0.6538 Remote Similarity NPD6908 Approved
0.6535 Remote Similarity NPD6868 Approved
0.6529 Remote Similarity NPD5141 Approved
0.6528 Remote Similarity NPD7625 Phase 1
0.6525 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6518 Remote Similarity NPD7524 Approved
0.6509 Remote Similarity NPD6116 Phase 1
0.6504 Remote Similarity NPD4729 Approved
0.6504 Remote Similarity NPD4730 Approved
0.6484 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6317 Approved
0.6476 Remote Similarity NPD7339 Approved
0.6476 Remote Similarity NPD6942 Approved
0.6471 Remote Similarity NPD7260 Phase 2
0.6455 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6455 Remote Similarity NPD3669 Approved
0.6446 Remote Similarity NPD4754 Approved
0.6439 Remote Similarity NPD7122 Discontinued
0.6435 Remote Similarity NPD6050 Approved
0.6434 Remote Similarity NPD6314 Approved
0.6434 Remote Similarity NPD6313 Approved
0.6429 Remote Similarity NPD6098 Approved
0.6415 Remote Similarity NPD6117 Approved
0.6404 Remote Similarity NPD6673 Approved
0.6404 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6080 Approved
0.6404 Remote Similarity NPD6904 Approved
0.64 Remote Similarity NPD5251 Approved
0.64 Remote Similarity NPD5247 Approved

Structure

External Identifiers

PubChem CID   9896896
ChEMBL   CHEMBL374281
ZINC  

Physicochemical Properties

Molecular Weight:  750.46
ALogP:  0.0026
MLogP:  4.65
XLogP:  6.131
# Rotatable Bonds:  24
Polar Surface Area:  195.6
# H-Bond Aceptor:  12
# H-Bond Donor:  7
# Rings:  6
# Heavy Atoms:  53

Download Data

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