Natural Product: NPC204881

Natural Product ID:  NPC204881
Common Name:   (22S)-16Beta-[(Beta-D-Glucopyranosyl)-Oxy]-3Beta,22-Dihydroxy-5Alpha-Cholestan-1Beta-Yl Alpha-L-Rhamnopyranoside
IUPAC Name:   (2R,3R,4R,5R,6S)-2-[[(1R,3R,5S,8S,9S,10S,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-methyloxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C39H68O13
Standard InCHIKey:  XWYZBVLUVOCIOL-PQKRKDDCSA-N
Standard InCHI:  InChI=1S/C39H68O13/c1-17(2)7-10-25(42)18(3)29-26(50-37-35(48)33(46)31(44)27(16-40)51-37)15-24-22-9-8-20-13-21(41)14-28(39(20,6)23(22)11-12-38(24,29)5)52-36-34(47)32(45)30(43)19(4)49-36/h17-37,40-48H,7-16H2,1-6H3/t18-,19+,20+,21-,22-,23+,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34-,35-,36+,37-,38+,39+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2C[C@@H]3[C@]([C@H]2[C@@H]([C@H](CCC(C)C)O)C)(C)CC[C@H]2[C@H]3CC[C@@H]3[C@]2(C)[C@@H](C[C@@H](C3)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[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
NPO29813 Ornithogalum thyrsoides Species Hyacinthaceae Eukaryota bulbs PMID[15497941]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT924 Cell Line HSC-2 Homo sapiens IC50 > 100 ug/ml 20675019
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10 ug/ml 20568776

  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 NPC204881 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
1.0 High Similarity NPC473830
0.9882 High Similarity NPC65550
0.977 High Similarity NPC24960
0.977 High Similarity NPC473774
0.977 High Similarity NPC309866
0.9659 High Similarity NPC92196
0.9655 High Similarity NPC149400
0.9655 High Similarity NPC473726
0.9655 High Similarity NPC144790
0.9655 High Similarity NPC137004
0.9655 High Similarity NPC88962
0.9655 High Similarity NPC172838
0.9651 High Similarity NPC279329
0.9647 High Similarity NPC281004
0.9551 High Similarity NPC296936
0.9545 High Similarity NPC179859
0.9545 High Similarity NPC45959
0.9545 High Similarity NPC131693
0.9545 High Similarity NPC475436
0.9545 High Similarity NPC174024
0.9545 High Similarity NPC291547
0.9545 High Similarity NPC312678
0.9545 High Similarity NPC253268
0.9545 High Similarity NPC473851
0.9545 High Similarity NPC252253
0.954 High Similarity NPC36372
0.954 High Similarity NPC293609
0.9535 High Similarity NPC102725
0.9535 High Similarity NPC473472
0.9535 High Similarity NPC131466
0.9444 High Similarity NPC477223
0.9444 High Similarity NPC477222
0.9432 High Similarity NPC48339
0.9432 High Similarity NPC477451
0.9432 High Similarity NPC477547
0.9432 High Similarity NPC250393
0.9432 High Similarity NPC297348
0.9432 High Similarity NPC311246
0.9432 High Similarity NPC177834
0.9432 High Similarity NPC249204
0.9432 High Similarity NPC141769
0.9432 High Similarity NPC325828
0.9432 High Similarity NPC277774
0.9432 High Similarity NPC234352
0.9432 High Similarity NPC167644
0.9425 High Similarity NPC223143
0.9425 High Similarity NPC473542
0.9341 High Similarity NPC473616
0.9333 High Similarity NPC304011
0.9333 High Similarity NPC121453
0.9333 High Similarity NPC476510
0.9333 High Similarity NPC139271
0.9333 High Similarity NPC142264
0.9326 High Similarity NPC294686
0.9326 High Similarity NPC113500
0.9326 High Similarity NPC291203
0.9326 High Similarity NPC264101
0.9326 High Similarity NPC471464
0.9326 High Similarity NPC473503
0.9326 High Similarity NPC217205
0.9326 High Similarity NPC477224
0.9326 High Similarity NPC222731
0.9326 High Similarity NPC3538
0.9318 High Similarity NPC5632
0.9318 High Similarity NPC476668
0.9318 High Similarity NPC307167
0.9318 High Similarity NPC473637
0.9318 High Similarity NPC229801
0.9318 High Similarity NPC149966
0.9318 High Similarity NPC210759
0.9302 High Similarity NPC43912
0.9302 High Similarity NPC140446
0.9231 High Similarity NPC233649
0.9231 High Similarity NPC307534
0.9231 High Similarity NPC475207
0.9231 High Similarity NPC470028
0.9231 High Similarity NPC470591
0.9231 High Similarity NPC476112
0.9222 High Similarity NPC107962
0.9222 High Similarity NPC469710
0.9222 High Similarity NPC473727
0.9222 High Similarity NPC211354
0.9222 High Similarity NPC477494
0.9222 High Similarity NPC475351
0.9222 High Similarity NPC474399
0.9222 High Similarity NPC19400
0.9222 High Similarity NPC206003
0.9222 High Similarity NPC107188
0.9222 High Similarity NPC473610
0.9222 High Similarity NPC6295
0.9213 High Similarity NPC476669
0.914 High Similarity NPC475574
0.913 High Similarity NPC473518
0.9121 High Similarity NPC470865
0.9121 High Similarity NPC232037
0.9121 High Similarity NPC184617
0.9121 High Similarity NPC475625
0.9121 High Similarity NPC98018
0.9121 High Similarity NPC97700
0.9121 High Similarity NPC470863
0.9121 High Similarity NPC132080
0.9121 High Similarity NPC470864
0.9121 High Similarity NPC160426
0.9121 High Similarity NPC473601
0.9121 High Similarity NPC473287
0.9121 High Similarity NPC103616
0.9121 High Similarity NPC128572
0.9121 High Similarity NPC30856
0.9121 High Similarity NPC195297
0.9121 High Similarity NPC475643
0.9121 High Similarity NPC84111
0.9121 High Similarity NPC284104
0.9121 High Similarity NPC287483
0.9121 High Similarity NPC116756
0.9121 High Similarity NPC470866
0.9111 High Similarity NPC305418
0.9111 High Similarity NPC475325
0.9111 High Similarity NPC175
0.9091 High Similarity NPC82955
0.9091 High Similarity NPC20822
0.907 High Similarity NPC290612
0.9022 High Similarity NPC115165
0.9022 High Similarity NPC51520
0.9022 High Similarity NPC470862
0.9022 High Similarity NPC210157
0.9022 High Similarity NPC303069
0.9022 High Similarity NPC470861
0.9022 High Similarity NPC83137
0.9022 High Similarity NPC274200
0.9022 High Similarity NPC232611
0.9011 High Similarity NPC473065
0.9011 High Similarity NPC473067
0.9011 High Similarity NPC57964
0.9011 High Similarity NPC94582
0.9011 High Similarity NPC473064
0.8936 High Similarity NPC476839
0.8936 High Similarity NPC472081
0.8936 High Similarity NPC476838
0.8936 High Similarity NPC108227
0.8936 High Similarity NPC476512
0.8925 High Similarity NPC291548
0.8925 High Similarity NPC473638
0.8913 High Similarity NPC238796
0.8913 High Similarity NPC203434
0.8913 High Similarity NPC237071
0.8864 High Similarity NPC472396
0.8854 High Similarity NPC475521
0.8842 High Similarity NPC114700
0.8842 High Similarity NPC470029
0.8842 High Similarity NPC134967
0.8842 High Similarity NPC310138
0.883 High Similarity NPC20028
0.875 High Similarity NPC471240
0.875 High Similarity NPC476837
0.875 High Similarity NPC97260
0.875 High Similarity NPC139181
0.8737 High Similarity NPC477225
0.8737 High Similarity NPC477172
0.8696 High Similarity NPC151214
0.8696 High Similarity NPC30687
0.8696 High Similarity NPC191915
0.8681 High Similarity NPC59006
0.8673 High Similarity NPC473469
0.8646 High Similarity NPC310031
0.8646 High Similarity NPC80191
0.8636 High Similarity NPC232044
0.8636 High Similarity NPC273290
0.8632 High Similarity NPC41843
0.8617 High Similarity NPC76486
0.8587 High Similarity NPC171741
0.8587 High Similarity NPC470623
0.8587 High Similarity NPC18724
0.8587 High Similarity NPC323231
0.8587 High Similarity NPC224003
0.8586 High Similarity NPC475634
0.8542 High Similarity NPC31346
0.8523 High Similarity NPC227260
0.8523 High Similarity NPC474156
0.8511 High Similarity NPC472989
0.8511 High Similarity NPC252056
0.8506 High Similarity NPC470611
0.8506 High Similarity NPC296734
0.85 High Similarity NPC474573
0.8495 Intermediate Similarity NPC471373
0.8495 Intermediate Similarity NPC77717
0.8495 Intermediate Similarity NPC267238
0.8495 Intermediate Similarity NPC253611
0.8495 Intermediate Similarity NPC148593
0.8462 Intermediate Similarity NPC228059
0.8454 Intermediate Similarity NPC312553
0.8454 Intermediate Similarity NPC288694
0.8454 Intermediate Similarity NPC159036
0.8444 Intermediate Similarity NPC161928
0.8444 Intermediate Similarity NPC210658
0.8438 Intermediate Similarity NPC91497
0.8438 Intermediate Similarity NPC470030
0.8409 Intermediate Similarity NPC241959
0.8404 Intermediate Similarity NPC106701
0.8404 Intermediate Similarity NPC471425
0.8404 Intermediate Similarity NPC471424

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC204881 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
0.9432 High Similarity NPD8171 Discontinued
0.8469 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.8276 Intermediate Similarity NPD6928 Phase 2
0.7658 Intermediate Similarity NPD8296 Approved
0.7658 Intermediate Similarity NPD8380 Approved
0.7658 Intermediate Similarity NPD8335 Approved
0.7658 Intermediate Similarity NPD8379 Approved
0.7658 Intermediate Similarity NPD8378 Approved
0.7568 Intermediate Similarity NPD8377 Approved
0.7568 Intermediate Similarity NPD8294 Approved
0.75 Intermediate Similarity NPD8133 Approved
0.75 Intermediate Similarity NPD8033 Approved
0.7387 Intermediate Similarity NPD7327 Approved
0.7387 Intermediate Similarity NPD7328 Approved
0.7326 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD7516 Approved
0.73 Intermediate Similarity NPD7991 Discontinued
0.7191 Intermediate Similarity NPD1811 Approved
0.7191 Intermediate Similarity NPD1810 Approved
0.6972 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6944 Remote Similarity NPD6412 Phase 2
0.6897 Remote Similarity NPD7503 Approved
0.6854 Remote Similarity NPD2687 Approved
0.6854 Remote Similarity NPD2254 Approved
0.6854 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6854 Remote Similarity NPD2686 Approved
0.6842 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6807 Remote Similarity NPD7507 Approved
0.6777 Remote Similarity NPD7319 Approved
0.6754 Remote Similarity NPD6940 Discontinued
0.6727 Remote Similarity NPD8174 Phase 2
0.6702 Remote Similarity NPD6115 Approved
0.6702 Remote Similarity NPD6118 Approved
0.6702 Remote Similarity NPD6114 Approved
0.6702 Remote Similarity NPD6697 Approved
0.6701 Remote Similarity NPD3669 Approved
0.6701 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4787 Phase 1
0.6596 Remote Similarity NPD6116 Phase 1
0.6552 Remote Similarity NPD371 Approved
0.65 Remote Similarity NPD8328 Phase 3
0.6489 Remote Similarity NPD6117 Approved
0.648 Remote Similarity NPD8449 Approved
0.6429 Remote Similarity NPD8450 Suspended
0.6423 Remote Similarity NPD7736 Approved
0.6281 Remote Similarity NPD6370 Approved
0.6277 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6237 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6237 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6224 Remote Similarity NPD7525 Registered
0.6211 Remote Similarity NPD3703 Phase 2
0.621 Remote Similarity NPD8293 Discontinued
0.619 Remote Similarity NPD8034 Phase 2
0.619 Remote Similarity NPD8035 Phase 2
0.614 Remote Similarity NPD6686 Approved
0.6129 Remote Similarity NPD4245 Approved
0.6129 Remote Similarity NPD4244 Approved
0.6116 Remote Similarity NPD6059 Approved
0.6116 Remote Similarity NPD6054 Approved
0.6042 Remote Similarity NPD3702 Approved
0.6023 Remote Similarity NPD6123 Approved
0.6022 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6022 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6022 Remote Similarity NPD3698 Phase 2
0.6 Remote Similarity NPD7638 Approved
0.6 Remote Similarity NPD1779 Approved
0.6 Remote Similarity NPD1780 Approved
0.5985 Remote Similarity NPD7625 Phase 1
0.5968 Remote Similarity NPD6067 Discontinued
0.5962 Remote Similarity NPD7524 Approved
0.596 Remote Similarity NPD7645 Phase 2
0.5946 Remote Similarity NPD7639 Approved
0.5946 Remote Similarity NPD7640 Approved
0.5935 Remote Similarity NPD6015 Approved
0.5935 Remote Similarity NPD6016 Approved
0.5932 Remote Similarity NPD8297 Approved
0.5932 Remote Similarity NPD6882 Approved
0.5922 Remote Similarity NPD7520 Clinical (unspecified phase)
0.592 Remote Similarity NPD7492 Approved
0.5895 Remote Similarity NPD5777 Approved
0.5893 Remote Similarity NPD1700 Approved
0.5887 Remote Similarity NPD5988 Approved
0.5873 Remote Similarity NPD6616 Approved
0.5868 Remote Similarity NPD6009 Approved
0.5865 Remote Similarity NPD8308 Discontinued
0.5862 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5854 Remote Similarity NPD6319 Approved
0.5841 Remote Similarity NPD7632 Discontinued
0.5827 Remote Similarity NPD7078 Approved
0.5825 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5794 Remote Similarity NPD6700 Approved
0.5794 Remote Similarity NPD6701 Clinical (unspecified phase)
0.5789 Remote Similarity NPD4789 Approved
0.5776 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5765 Remote Similarity NPD890 Clinical (unspecified phase)
0.5765 Remote Similarity NPD888 Phase 3
0.5765 Remote Similarity NPD893 Approved
0.5765 Remote Similarity NPD891 Phase 3
0.5765 Remote Similarity NPD892 Phase 3
0.5752 Remote Similarity NPD4159 Approved
0.575 Remote Similarity NPD4632 Approved
0.5745 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5745 Remote Similarity NPD5360 Phase 3
0.5741 Remote Similarity NPD6702 Approved
0.5741 Remote Similarity NPD6703 Approved
0.5739 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5739 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5728 Remote Similarity NPD6695 Phase 3
0.569 Remote Similarity NPD7128 Approved
0.569 Remote Similarity NPD6402 Approved
0.569 Remote Similarity NPD5739 Approved
0.569 Remote Similarity NPD6675 Approved
0.568 Remote Similarity NPD8516 Approved
0.568 Remote Similarity NPD8517 Approved
0.568 Remote Similarity NPD8515 Approved
0.568 Remote Similarity NPD8513 Phase 3
0.5678 Remote Similarity NPD6373 Approved
0.5678 Remote Similarity NPD6372 Approved
0.5678 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5664 Remote Similarity NPD8418 Phase 2
0.566 Remote Similarity NPD7750 Discontinued
0.5659 Remote Similarity NPD6033 Approved
0.5657 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5647 Remote Similarity NPD2269 Approved

Structure

External Identifiers

PubChem CID   44575747
ChEMBL   CHEMBL506468
ZINC  

Physicochemical Properties

Molecular Weight:  744.47
ALogP:  -3.481
MLogP:  4.32
XLogP:  4.437
# Rotatable Bonds:  25
Polar Surface Area:  218.99
# H-Bond Aceptor:  13
# H-Bond Donor:  9
# Rings:  6
# Heavy Atoms:  52

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs