Natural Product: NPC98859

Natural Product ID:  NPC98859
Common Name:   [(1S,6S,7R,7As)-4-(Acetyloxymethyl)-7-Hydroxy-6-(3-Methylbutanoyloxy)-7-(3-Methylbutanoyloxymethyl)-6,7A-Dihydro-1H-Cyclopenta[C]Pyran-1-Yl] 3-Hydroxy-3-Methylbutanoate
IUPAC Name:   [(1S,6S,7R,7aS)-4-(acetyloxymethyl)-7-hydroxy-6-(3-methylbutanoyloxy)-7-(3-methylbutanoyloxymethyl)-6,7a-dihydro-1H-cyclopenta[c]pyran-1-yl] 3-hydroxy-3-methylbutanoate
Synonyms:  
Molecular Formula:   C27H40O11
Standard InCHIKey:  UOZVACDGDZZCPO-IUWRHVCYSA-N
Standard InCHI:  InChI=1S/C27H40O11/c1-15(2)8-21(29)36-14-27(33)20(37-22(30)9-16(3)4)10-19-18(12-34-17(5)28)13-35-25(24(19)27)38-23(31)11-26(6,7)32/h10,13,15-16,20,24-25,32-33H,8-9,11-12,14H2,1-7H3/t20-,24+,25-,27+/m0/s1
Canonical SMILES:  CC(CC(=O)OC[C@@]1(O)[C@@H](OC(=O)CC(C)C)C=C2[C@@H]1[C@@H](OC=C2COC(=O)C)OC(=O)CC(O)(C)C)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
NPO33249 valeriana sorbifolia Species Caprifoliaceae Eukaryota PMID[18052324]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 11100 nM PubChem BioAssay data set

  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 NPC98859 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 NPC4637
0.9785 High Similarity NPC151093
0.9681 High Similarity NPC244878
0.9579 High Similarity NPC219038
0.9579 High Similarity NPC20673
0.9479 High Similarity NPC471599
0.9368 High Similarity NPC90819
0.9053 High Similarity NPC291709
0.9053 High Similarity NPC241407
0.8969 High Similarity NPC124181
0.8866 High Similarity NPC153559
0.8776 High Similarity NPC473307
0.8571 High Similarity NPC170527
0.8367 Intermediate Similarity NPC274588
0.8283 Intermediate Similarity NPC6765
0.8283 Intermediate Similarity NPC93869
0.8173 Intermediate Similarity NPC86095
0.8155 Intermediate Similarity NPC222062
0.8137 Intermediate Similarity NPC22149
0.8137 Intermediate Similarity NPC255677
0.8137 Intermediate Similarity NPC306344
0.8077 Intermediate Similarity NPC197541
0.8077 Intermediate Similarity NPC284929
0.8077 Intermediate Similarity NPC118761
0.8077 Intermediate Similarity NPC267869
0.8077 Intermediate Similarity NPC234304
0.8077 Intermediate Similarity NPC329704
0.8058 Intermediate Similarity NPC28304
0.8058 Intermediate Similarity NPC298255
0.7981 Intermediate Similarity NPC261117
0.7981 Intermediate Similarity NPC195510
0.7981 Intermediate Similarity NPC310804
0.7981 Intermediate Similarity NPC13171
0.7961 Intermediate Similarity NPC476211
0.7961 Intermediate Similarity NPC476320
0.7941 Intermediate Similarity NPC86843
0.79 Intermediate Similarity NPC280390
0.7885 Intermediate Similarity NPC476230
0.7885 Intermediate Similarity NPC27474
0.7885 Intermediate Similarity NPC216911
0.785 Intermediate Similarity NPC254538
0.785 Intermediate Similarity NPC474285
0.7843 Intermediate Similarity NPC284063
0.7843 Intermediate Similarity NPC241911
0.7822 Intermediate Similarity NPC472198
0.781 Intermediate Similarity NPC250545
0.78 Intermediate Similarity NPC472199
0.78 Intermediate Similarity NPC66504
0.78 Intermediate Similarity NPC9447
0.7767 Intermediate Similarity NPC471490
0.7745 Intermediate Similarity NPC471492
0.7736 Intermediate Similarity NPC329834
0.7723 Intermediate Similarity NPC320552
0.7723 Intermediate Similarity NPC61201
0.7719 Intermediate Similarity NPC219656
0.7714 Intermediate Similarity NPC476228
0.77 Intermediate Similarity NPC327253
0.7677 Intermediate Similarity NPC233997
0.767 Intermediate Similarity NPC54731
0.7632 Intermediate Similarity NPC13710
0.7624 Intermediate Similarity NPC235051
0.7619 Intermediate Similarity NPC473146
0.7615 Intermediate Similarity NPC110701
0.7611 Intermediate Similarity NPC277583
0.76 Intermediate Similarity NPC104129
0.76 Intermediate Similarity NPC249408
0.76 Intermediate Similarity NPC50464
0.7596 Intermediate Similarity NPC472290
0.7596 Intermediate Similarity NPC2666
0.7586 Intermediate Similarity NPC233500
0.7586 Intermediate Similarity NPC473228
0.7586 Intermediate Similarity NPC470829
0.7573 Intermediate Similarity NPC170204
0.757 Intermediate Similarity NPC475928
0.757 Intermediate Similarity NPC37240
0.7551 Intermediate Similarity NPC470658
0.7549 Intermediate Similarity NPC320089
0.7549 Intermediate Similarity NPC238090
0.7549 Intermediate Similarity NPC472195
0.7549 Intermediate Similarity NPC472196
0.7545 Intermediate Similarity NPC316974
0.7525 Intermediate Similarity NPC303451
0.7525 Intermediate Similarity NPC6414
0.7523 Intermediate Similarity NPC80338
0.7523 Intermediate Similarity NPC197813
0.7523 Intermediate Similarity NPC148270
0.7522 Intermediate Similarity NPC106446
0.7521 Intermediate Similarity NPC196130
0.75 Intermediate Similarity NPC473333
0.75 Intermediate Similarity NPC137368
0.75 Intermediate Similarity NPC306041
0.7477 Intermediate Similarity NPC474730
0.7477 Intermediate Similarity NPC177013
0.7477 Intermediate Similarity NPC4899
0.7477 Intermediate Similarity NPC35185
0.7476 Intermediate Similarity NPC256368
0.7476 Intermediate Similarity NPC159698
0.7475 Intermediate Similarity NPC471480
0.7458 Intermediate Similarity NPC219804
0.7455 Intermediate Similarity NPC128795
0.7455 Intermediate Similarity NPC135015
0.7455 Intermediate Similarity NPC311223
0.7455 Intermediate Similarity NPC48548
0.7455 Intermediate Similarity NPC217921
0.7453 Intermediate Similarity NPC130792
0.7451 Intermediate Similarity NPC294643
0.7451 Intermediate Similarity NPC477749
0.7451 Intermediate Similarity NPC472197
0.7451 Intermediate Similarity NPC473150
0.7451 Intermediate Similarity NPC274274
0.7449 Intermediate Similarity NPC136699
0.7449 Intermediate Similarity NPC220167
0.7431 Intermediate Similarity NPC170432
0.7426 Intermediate Similarity NPC93190
0.7426 Intermediate Similarity NPC477748
0.7407 Intermediate Similarity NPC197736
0.7404 Intermediate Similarity NPC469543
0.7404 Intermediate Similarity NPC101051
0.74 Intermediate Similarity NPC475037
0.7387 Intermediate Similarity NPC208307
0.7387 Intermediate Similarity NPC40728
0.7374 Intermediate Similarity NPC470124
0.7374 Intermediate Similarity NPC477746
0.7374 Intermediate Similarity NPC477747
0.7364 Intermediate Similarity NPC26617
0.7364 Intermediate Similarity NPC88013
0.7364 Intermediate Similarity NPC125423
0.7358 Intermediate Similarity NPC472015
0.7358 Intermediate Similarity NPC203627
0.7353 Intermediate Similarity NPC117596
0.7353 Intermediate Similarity NPC118078
0.7353 Intermediate Similarity NPC473311
0.7353 Intermediate Similarity NPC202886
0.7339 Intermediate Similarity NPC201880
0.7339 Intermediate Similarity NPC264867
0.7339 Intermediate Similarity NPC473207
0.7339 Intermediate Similarity NPC81567
0.7339 Intermediate Similarity NPC305157
0.7339 Intermediate Similarity NPC469869
0.7339 Intermediate Similarity NPC474917
0.7339 Intermediate Similarity NPC307846
0.7339 Intermediate Similarity NPC470321
0.7333 Intermediate Similarity NPC173329
0.7333 Intermediate Similarity NPC288350
0.7327 Intermediate Similarity NPC248312
0.7321 Intermediate Similarity NPC193741
0.7321 Intermediate Similarity NPC119550
0.7315 Intermediate Similarity NPC183571
0.7315 Intermediate Similarity NPC106668
0.7297 Intermediate Similarity NPC473807
0.7297 Intermediate Similarity NPC475960
0.7288 Intermediate Similarity NPC170880
0.7282 Intermediate Similarity NPC472125
0.7282 Intermediate Similarity NPC472126
0.7282 Intermediate Similarity NPC472124
0.7282 Intermediate Similarity NPC175842
0.7282 Intermediate Similarity NPC32494
0.7281 Intermediate Similarity NPC264153
0.7281 Intermediate Similarity NPC287075
0.7273 Intermediate Similarity NPC82251
0.7273 Intermediate Similarity NPC127235
0.7273 Intermediate Similarity NPC266718
0.7273 Intermediate Similarity NPC239961
0.7273 Intermediate Similarity NPC470980
0.7265 Intermediate Similarity NPC153085
0.7265 Intermediate Similarity NPC268326
0.7264 Intermediate Similarity NPC236580
0.7264 Intermediate Similarity NPC304445
0.7248 Intermediate Similarity NPC69171
0.7248 Intermediate Similarity NPC232515
0.7248 Intermediate Similarity NPC475889
0.7248 Intermediate Similarity NPC27687
0.7248 Intermediate Similarity NPC7613
0.7248 Intermediate Similarity NPC4620
0.7248 Intermediate Similarity NPC134270
0.7248 Intermediate Similarity NPC474165
0.7248 Intermediate Similarity NPC127933
0.7248 Intermediate Similarity NPC7644
0.7244 Intermediate Similarity NPC75616
0.7238 Intermediate Similarity NPC220221
0.7232 Intermediate Similarity NPC477102
0.7232 Intermediate Similarity NPC315836
0.7232 Intermediate Similarity NPC133625
0.7232 Intermediate Similarity NPC313668
0.7228 Intermediate Similarity NPC142583
0.7222 Intermediate Similarity NPC198992
0.7222 Intermediate Similarity NPC287539
0.7222 Intermediate Similarity NPC289700
0.7222 Intermediate Similarity NPC3488
0.7222 Intermediate Similarity NPC62172
0.7212 Intermediate Similarity NPC476300
0.7212 Intermediate Similarity NPC471483
0.7207 Intermediate Similarity NPC473911
0.7207 Intermediate Similarity NPC184512
0.72 Intermediate Similarity NPC475034
0.7193 Intermediate Similarity NPC475851
0.7193 Intermediate Similarity NPC241477
0.7193 Intermediate Similarity NPC475924
0.719 Intermediate Similarity NPC179261
0.7184 Intermediate Similarity NPC307699

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC98859 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
0.7436 Intermediate Similarity NPD7503 Approved
0.7364 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD8513 Phase 3
0.7196 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD7838 Discovery
0.7143 Intermediate Similarity NPD8516 Approved
0.7143 Intermediate Similarity NPD8515 Approved
0.7143 Intermediate Similarity NPD6686 Approved
0.7143 Intermediate Similarity NPD8517 Approved
0.7115 Intermediate Similarity NPD7983 Approved
0.7019 Intermediate Similarity NPD46 Approved
0.7019 Intermediate Similarity NPD6698 Approved
0.7018 Intermediate Similarity NPD6371 Approved
0.6957 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6893 Remote Similarity NPD4251 Approved
0.6893 Remote Similarity NPD4250 Approved
0.6891 Remote Similarity NPD7327 Approved
0.6891 Remote Similarity NPD7328 Approved
0.688 Remote Similarity NPD7319 Approved
0.686 Remote Similarity NPD8033 Approved
0.6833 Remote Similarity NPD7516 Approved
0.6796 Remote Similarity NPD4249 Approved
0.6792 Remote Similarity NPD7637 Suspended
0.6777 Remote Similarity NPD8377 Approved
0.6777 Remote Similarity NPD8294 Approved
0.6774 Remote Similarity NPD7507 Approved
0.6752 Remote Similarity NPD6053 Discontinued
0.6721 Remote Similarity NPD8379 Approved
0.6721 Remote Similarity NPD8378 Approved
0.6721 Remote Similarity NPD8380 Approved
0.6721 Remote Similarity NPD8296 Approved
0.6721 Remote Similarity NPD8335 Approved
0.6667 Remote Similarity NPD7154 Phase 3
0.664 Remote Similarity NPD8451 Approved
0.6587 Remote Similarity NPD8074 Phase 3
0.6587 Remote Similarity NPD8448 Approved
0.6585 Remote Similarity NPD8444 Approved
0.6574 Remote Similarity NPD5778 Approved
0.6574 Remote Similarity NPD5779 Approved
0.6555 Remote Similarity NPD8133 Approved
0.6545 Remote Similarity NPD7839 Suspended
0.6538 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6518 Remote Similarity NPD6648 Approved
0.648 Remote Similarity NPD7829 Approved
0.648 Remote Similarity NPD7830 Approved
0.6466 Remote Similarity NPD6412 Phase 2
0.646 Remote Similarity NPD5344 Discontinued
0.6449 Remote Similarity NPD1695 Approved
0.6434 Remote Similarity NPD8391 Approved
0.6434 Remote Similarity NPD8390 Approved
0.6434 Remote Similarity NPD8392 Approved
0.6429 Remote Similarity NPD4225 Approved
0.6429 Remote Similarity NPD8341 Approved
0.6429 Remote Similarity NPD8342 Approved
0.6429 Remote Similarity NPD8340 Approved
0.6429 Remote Similarity NPD8299 Approved
0.6415 Remote Similarity NPD7524 Approved
0.6393 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6373 Remote Similarity NPD4821 Approved
0.6373 Remote Similarity NPD4819 Approved
0.6373 Remote Similarity NPD4822 Approved
0.6373 Remote Similarity NPD4820 Approved
0.6364 Remote Similarity NPD5282 Discontinued
0.6346 Remote Similarity NPD5362 Discontinued
0.6337 Remote Similarity NPD4271 Approved
0.6337 Remote Similarity NPD4268 Approved
0.6286 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6283 Remote Similarity NPD7638 Approved
0.626 Remote Similarity NPD7115 Discovery
0.6228 Remote Similarity NPD7639 Approved
0.6228 Remote Similarity NPD7640 Approved
0.622 Remote Similarity NPD7642 Approved
0.6202 Remote Similarity NPD8293 Discontinued
0.619 Remote Similarity NPD6695 Phase 3
0.619 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5369 Approved
0.6154 Remote Similarity NPD7736 Approved
0.6148 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6101 Approved
0.6147 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6142 Remote Similarity NPD8080 Discontinued
0.6142 Remote Similarity NPD6370 Approved
0.6124 Remote Similarity NPD8273 Phase 1
0.6095 Remote Similarity NPD4270 Approved
0.6095 Remote Similarity NPD5209 Approved
0.6095 Remote Similarity NPD4269 Approved
0.6091 Remote Similarity NPD5785 Approved
0.608 Remote Similarity NPD7641 Discontinued
0.6058 Remote Similarity NPD4252 Approved
0.6047 Remote Similarity NPD7492 Approved
0.6038 Remote Similarity NPD5331 Approved
0.6038 Remote Similarity NPD6110 Phase 1
0.6038 Remote Similarity NPD5332 Approved
0.6036 Remote Similarity NPD6411 Approved
0.6019 Remote Similarity NPD5786 Approved
0.6018 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6 Remote Similarity NPD4790 Discontinued
0.6 Remote Similarity NPD6616 Approved
0.6 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5984 Remote Similarity NPD6059 Approved
0.5984 Remote Similarity NPD6054 Approved
0.5984 Remote Similarity NPD6319 Approved
0.5969 Remote Similarity NPD8328 Phase 3
0.5965 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5963 Remote Similarity NPD7750 Discontinued
0.5954 Remote Similarity NPD7078 Approved
0.595 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5943 Remote Similarity NPD6435 Approved
0.5926 Remote Similarity NPD5363 Approved
0.5926 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5909 Remote Similarity NPD8337 Approved
0.5909 Remote Similarity NPD8336 Approved
0.5905 Remote Similarity NPD6930 Phase 2
0.5905 Remote Similarity NPD7332 Phase 2
0.5905 Remote Similarity NPD6931 Approved
0.5873 Remote Similarity NPD7500 Approved
0.5856 Remote Similarity NPD6051 Approved
0.5854 Remote Similarity NPD2204 Approved
0.5841 Remote Similarity NPD6399 Phase 3
0.5833 Remote Similarity NPD6640 Phase 3
0.5825 Remote Similarity NPD6933 Approved
0.582 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5814 Remote Similarity NPD6015 Approved
0.5814 Remote Similarity NPD6016 Approved
0.581 Remote Similarity NPD6929 Approved
0.5806 Remote Similarity NPD6882 Approved
0.5785 Remote Similarity NPD6685 Approved
0.5778 Remote Similarity NPD7260 Phase 2
0.5772 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5769 Remote Similarity NPD5988 Approved
0.5755 Remote Similarity NPD5368 Approved
0.5755 Remote Similarity NPD7514 Phase 3
0.5752 Remote Similarity NPD7087 Discontinued
0.5748 Remote Similarity NPD6009 Approved
0.5738 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5735 Remote Similarity NPD8338 Approved
0.5714 Remote Similarity NPD8389 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7632 Discontinued
0.5714 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5701 Remote Similarity NPD6898 Phase 1
0.568 Remote Similarity NPD8297 Approved
0.568 Remote Similarity NPD969 Suspended
0.5664 Remote Similarity NPD3168 Discontinued
0.5645 Remote Similarity NPD6421 Discontinued
0.5641 Remote Similarity NPD6083 Phase 2
0.5641 Remote Similarity NPD6084 Phase 2
0.5636 Remote Similarity NPD6893 Approved
0.5635 Remote Similarity NPD4632 Approved
0.5631 Remote Similarity NPD6926 Approved
0.5631 Remote Similarity NPD6924 Approved
0.5625 Remote Similarity NPD7505 Discontinued
0.562 Remote Similarity NPD4056 Clinical (unspecified phase)
0.562 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6925 Approved
0.5619 Remote Similarity NPD5776 Phase 2
0.5619 Remote Similarity NPD6932 Approved
0.5607 Remote Similarity NPD7509 Discontinued
0.5603 Remote Similarity NPD5695 Phase 3

Structure

External Identifiers

PubChem CID   44445568
ChEMBL   CHEMBL401206
ZINC  

Physicochemical Properties

Molecular Weight:  540.26
ALogP:  -0.0475
MLogP:  3.22
XLogP:  2.776
# Rotatable Bonds:  25
Polar Surface Area:  154.89
# H-Bond Aceptor:  11
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  38

Download Data

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