Natural Product: NPC151093

Natural Product ID:  NPC151093
Common Name:   10-Acetoxyvaltrathydrin
IUPAC Name:   [(1S,6S,7R,7aS)-4,7-bis(acetyloxymethyl)-7-hydroxy-1-(3-methylbutanoyloxy)-6,7a-dihydro-1H-cyclopenta[c]pyran-6-yl] 3-methylbutanoate
Synonyms:   10-Acetoxyvaltrathydrin
Molecular Formula:   C24H34O10
Standard InCHIKey:  UPWQTFMGRAGKCN-GMHONNGPSA-N
Standard InCHI:  InChI=1S/C24H34O10/c1-13(2)7-20(27)33-19-9-18-17(10-30-15(5)25)11-31-23(34-21(28)8-14(3)4)22(18)24(19,29)12-32-16(6)26/h9,11,13-14,19,22-23,29H,7-8,10,12H2,1-6H3/t19-,22+,23-,24+/m0/s1
Canonical SMILES:  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(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
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota PMID[19245261]
NPO28211 Valeriana jatamansii Species Caprifoliaceae Eukaryota TCM_Taiwan*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 8600 nM 19245261
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10000 nM 19245261
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10000 nM 19245261
NPT2 Others Unspecified IC50 > 10000 nM 19245261

  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 NPC151093 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
0.9891 High Similarity NPC244878
0.9785 High Similarity NPC219038
0.9785 High Similarity NPC4637
0.9785 High Similarity NPC98859
0.9785 High Similarity NPC20673
0.9681 High Similarity NPC471599
0.9247 High Similarity NPC241407
0.9247 High Similarity NPC291709
0.9158 High Similarity NPC124181
0.9158 High Similarity NPC90819
0.9053 High Similarity NPC153559
0.8958 High Similarity NPC473307
0.8542 High Similarity NPC274588
0.8454 Intermediate Similarity NPC93869
0.8454 Intermediate Similarity NPC6765
0.8367 Intermediate Similarity NPC170527
0.8333 Intermediate Similarity NPC86095
0.8317 Intermediate Similarity NPC222062
0.83 Intermediate Similarity NPC22149
0.83 Intermediate Similarity NPC306344
0.83 Intermediate Similarity NPC255677
0.8235 Intermediate Similarity NPC197541
0.8235 Intermediate Similarity NPC234304
0.8235 Intermediate Similarity NPC267869
0.8235 Intermediate Similarity NPC284929
0.8235 Intermediate Similarity NPC118761
0.8218 Intermediate Similarity NPC298255
0.8218 Intermediate Similarity NPC28304
0.8137 Intermediate Similarity NPC261117
0.8137 Intermediate Similarity NPC310804
0.8137 Intermediate Similarity NPC13171
0.8137 Intermediate Similarity NPC195510
0.8119 Intermediate Similarity NPC476211
0.8119 Intermediate Similarity NPC476320
0.81 Intermediate Similarity NPC86843
0.8061 Intermediate Similarity NPC280390
0.8039 Intermediate Similarity NPC27474
0.8039 Intermediate Similarity NPC476230
0.8039 Intermediate Similarity NPC216911
0.8 Intermediate Similarity NPC241911
0.8 Intermediate Similarity NPC284063
0.7961 Intermediate Similarity NPC250545
0.7959 Intermediate Similarity NPC66504
0.7885 Intermediate Similarity NPC329704
0.7885 Intermediate Similarity NPC329834
0.7879 Intermediate Similarity NPC320552
0.7879 Intermediate Similarity NPC61201
0.7864 Intermediate Similarity NPC476228
0.7857 Intermediate Similarity NPC327253
0.7857 Intermediate Similarity NPC219656
0.7835 Intermediate Similarity NPC233997
0.7822 Intermediate Similarity NPC54731
0.7778 Intermediate Similarity NPC235051
0.7767 Intermediate Similarity NPC473146
0.7755 Intermediate Similarity NPC249408
0.7755 Intermediate Similarity NPC104129
0.7755 Intermediate Similarity NPC50464
0.7745 Intermediate Similarity NPC472290
0.7723 Intermediate Similarity NPC170204
0.7719 Intermediate Similarity NPC233500
0.7714 Intermediate Similarity NPC37240
0.7714 Intermediate Similarity NPC475928
0.7708 Intermediate Similarity NPC470658
0.77 Intermediate Similarity NPC320089
0.77 Intermediate Similarity NPC472195
0.77 Intermediate Similarity NPC472196
0.77 Intermediate Similarity NPC238090
0.7685 Intermediate Similarity NPC316974
0.7677 Intermediate Similarity NPC303451
0.7677 Intermediate Similarity NPC6414
0.7664 Intermediate Similarity NPC254538
0.7664 Intermediate Similarity NPC80338
0.7664 Intermediate Similarity NPC197813
0.7664 Intermediate Similarity NPC148270
0.7664 Intermediate Similarity NPC474285
0.7658 Intermediate Similarity NPC106446
0.7652 Intermediate Similarity NPC196130
0.7647 Intermediate Similarity NPC306041
0.7629 Intermediate Similarity NPC471480
0.7624 Intermediate Similarity NPC159698
0.7624 Intermediate Similarity NPC472198
0.7624 Intermediate Similarity NPC256368
0.7619 Intermediate Similarity NPC177013
0.7619 Intermediate Similarity NPC35185
0.7619 Intermediate Similarity NPC4899
0.7619 Intermediate Similarity NPC474730
0.7604 Intermediate Similarity NPC220167
0.7604 Intermediate Similarity NPC136699
0.76 Intermediate Similarity NPC9447
0.76 Intermediate Similarity NPC472199
0.76 Intermediate Similarity NPC472197
0.76 Intermediate Similarity NPC477749
0.76 Intermediate Similarity NPC473150
0.76 Intermediate Similarity NPC294643
0.76 Intermediate Similarity NPC274274
0.7596 Intermediate Similarity NPC130792
0.7593 Intermediate Similarity NPC217921
0.7593 Intermediate Similarity NPC135015
0.7593 Intermediate Similarity NPC311223
0.7593 Intermediate Similarity NPC128795
0.7593 Intermediate Similarity NPC48548
0.7586 Intermediate Similarity NPC219804
0.7576 Intermediate Similarity NPC477748
0.7576 Intermediate Similarity NPC93190
0.7573 Intermediate Similarity NPC471490
0.757 Intermediate Similarity NPC170432
0.7549 Intermediate Similarity NPC471492
0.7549 Intermediate Similarity NPC469543
0.7547 Intermediate Similarity NPC197736
0.7526 Intermediate Similarity NPC477746
0.7526 Intermediate Similarity NPC477747
0.7523 Intermediate Similarity NPC40728
0.7523 Intermediate Similarity NPC208307
0.75 Intermediate Similarity NPC202886
0.75 Intermediate Similarity NPC472015
0.75 Intermediate Similarity NPC117596
0.75 Intermediate Similarity NPC125423
0.75 Intermediate Similarity NPC118078
0.75 Intermediate Similarity NPC88013
0.75 Intermediate Similarity NPC203627
0.7477 Intermediate Similarity NPC201880
0.7477 Intermediate Similarity NPC264867
0.7477 Intermediate Similarity NPC470321
0.7477 Intermediate Similarity NPC473207
0.7477 Intermediate Similarity NPC81567
0.7476 Intermediate Similarity NPC288350
0.7476 Intermediate Similarity NPC173329
0.7475 Intermediate Similarity NPC248312
0.7456 Intermediate Similarity NPC13710
0.7455 Intermediate Similarity NPC119550
0.7455 Intermediate Similarity NPC193741
0.7453 Intermediate Similarity NPC106668
0.7434 Intermediate Similarity NPC277583
0.7431 Intermediate Similarity NPC110701
0.7426 Intermediate Similarity NPC472125
0.7426 Intermediate Similarity NPC472124
0.7426 Intermediate Similarity NPC472126
0.7423 Intermediate Similarity NPC266718
0.7414 Intermediate Similarity NPC470829
0.7414 Intermediate Similarity NPC473228
0.7411 Intermediate Similarity NPC287075
0.7407 Intermediate Similarity NPC239961
0.7407 Intermediate Similarity NPC470980
0.7407 Intermediate Similarity NPC127235
0.7407 Intermediate Similarity NPC82251
0.7404 Intermediate Similarity NPC236580
0.7404 Intermediate Similarity NPC2666
0.7404 Intermediate Similarity NPC304445
0.7391 Intermediate Similarity NPC153085
0.7391 Intermediate Similarity NPC268326
0.7383 Intermediate Similarity NPC475889
0.7383 Intermediate Similarity NPC7613
0.7383 Intermediate Similarity NPC134270
0.7383 Intermediate Similarity NPC7644
0.7383 Intermediate Similarity NPC127933
0.7383 Intermediate Similarity NPC27687
0.7379 Intermediate Similarity NPC220221
0.7374 Intermediate Similarity NPC142583
0.7364 Intermediate Similarity NPC133625
0.7358 Intermediate Similarity NPC3488
0.7358 Intermediate Similarity NPC198992
0.7358 Intermediate Similarity NPC287539
0.7353 Intermediate Similarity NPC476300
0.7339 Intermediate Similarity NPC184512
0.7327 Intermediate Similarity NPC475995
0.7327 Intermediate Similarity NPC307699
0.7327 Intermediate Similarity NPC177668
0.7327 Intermediate Similarity NPC474098
0.7321 Intermediate Similarity NPC241477
0.7321 Intermediate Similarity NPC475851
0.7321 Intermediate Similarity NPC475924
0.732 Intermediate Similarity NPC475714
0.7315 Intermediate Similarity NPC474550
0.7315 Intermediate Similarity NPC475585
0.7315 Intermediate Similarity NPC473577
0.7311 Intermediate Similarity NPC179261
0.7308 Intermediate Similarity NPC473333
0.7308 Intermediate Similarity NPC161293
0.73 Intermediate Similarity NPC137368
0.7297 Intermediate Similarity NPC15551
0.7295 Intermediate Similarity NPC155529
0.7292 Intermediate Similarity NPC474894
0.729 Intermediate Similarity NPC201191
0.729 Intermediate Similarity NPC200672
0.729 Intermediate Similarity NPC214714
0.729 Intermediate Similarity NPC471363
0.729 Intermediate Similarity NPC470972
0.729 Intermediate Similarity NPC238397
0.7282 Intermediate Similarity NPC294293
0.7282 Intermediate Similarity NPC88507
0.7281 Intermediate Similarity NPC207637
0.7273 Intermediate Similarity NPC219900
0.7273 Intermediate Similarity NPC186332
0.7273 Intermediate Similarity NPC47220
0.7273 Intermediate Similarity NPC392
0.7273 Intermediate Similarity NPC208473
0.7273 Intermediate Similarity NPC311163
0.7273 Intermediate Similarity NPC177524
0.7264 Intermediate Similarity NPC473204
0.7258 Intermediate Similarity NPC158350

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC151093 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
0.7565 Intermediate Similarity NPD7503 Approved
0.7333 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7327 Intermediate Similarity NPD7838 Discovery
0.7273 Intermediate Similarity NPD6686 Approved
0.7182 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD46 Approved
0.7157 Intermediate Similarity NPD6698 Approved
0.7119 Intermediate Similarity NPD8513 Phase 3
0.708 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD4250 Approved
0.703 Intermediate Similarity NPD4251 Approved
0.7009 Intermediate Similarity NPD7327 Approved
0.7009 Intermediate Similarity NPD7328 Approved
0.6975 Remote Similarity NPD8517 Approved
0.6975 Remote Similarity NPD8515 Approved
0.6975 Remote Similarity NPD8516 Approved
0.6975 Remote Similarity NPD8033 Approved
0.6949 Remote Similarity NPD7516 Approved
0.6931 Remote Similarity NPD4249 Approved
0.6923 Remote Similarity NPD7983 Approved
0.6891 Remote Similarity NPD8377 Approved
0.6891 Remote Similarity NPD8294 Approved
0.6885 Remote Similarity NPD7507 Approved
0.687 Remote Similarity NPD6053 Discontinued
0.6842 Remote Similarity NPD6371 Approved
0.6833 Remote Similarity NPD8335 Approved
0.6833 Remote Similarity NPD8296 Approved
0.6833 Remote Similarity NPD8378 Approved
0.6833 Remote Similarity NPD8380 Approved
0.6833 Remote Similarity NPD8379 Approved
0.68 Remote Similarity NPD7154 Phase 3
0.672 Remote Similarity NPD7319 Approved
0.6667 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8133 Approved
0.6636 Remote Similarity NPD6648 Approved
0.6604 Remote Similarity NPD7637 Suspended
0.6579 Remote Similarity NPD6412 Phase 2
0.6577 Remote Similarity NPD5344 Discontinued
0.6571 Remote Similarity NPD1695 Approved
0.6538 Remote Similarity NPD7524 Approved
0.65 Remote Similarity NPD4819 Approved
0.65 Remote Similarity NPD4822 Approved
0.65 Remote Similarity NPD4820 Approved
0.65 Remote Similarity NPD4821 Approved
0.648 Remote Similarity NPD8451 Approved
0.6471 Remote Similarity NPD5362 Discontinued
0.6465 Remote Similarity NPD4268 Approved
0.6465 Remote Similarity NPD4271 Approved
0.6429 Remote Similarity NPD8448 Approved
0.6429 Remote Similarity NPD8074 Phase 3
0.6423 Remote Similarity NPD8444 Approved
0.6408 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6408 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6396 Remote Similarity NPD7638 Approved
0.6389 Remote Similarity NPD5779 Approved
0.6389 Remote Similarity NPD5778 Approved
0.6364 Remote Similarity NPD7839 Suspended
0.6339 Remote Similarity NPD7640 Approved
0.6339 Remote Similarity NPD7639 Approved
0.632 Remote Similarity NPD7830 Approved
0.632 Remote Similarity NPD7829 Approved
0.6311 Remote Similarity NPD6695 Phase 3
0.6279 Remote Similarity NPD8391 Approved
0.6279 Remote Similarity NPD8390 Approved
0.6279 Remote Similarity NPD8392 Approved
0.627 Remote Similarity NPD8342 Approved
0.627 Remote Similarity NPD8299 Approved
0.627 Remote Similarity NPD8341 Approved
0.627 Remote Similarity NPD8340 Approved
0.625 Remote Similarity NPD4225 Approved
0.623 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6182 Remote Similarity NPD5282 Discontinued
0.6179 Remote Similarity NPD7641 Discontinued
0.6154 Remote Similarity NPD5332 Approved
0.6154 Remote Similarity NPD5331 Approved
0.6154 Remote Similarity NPD6110 Phase 1
0.6117 Remote Similarity NPD4790 Discontinued
0.6098 Remote Similarity NPD7115 Discovery
0.6075 Remote Similarity NPD7750 Discontinued
0.6071 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6063 Remote Similarity NPD7642 Approved
0.6058 Remote Similarity NPD6435 Approved
0.605 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6047 Remote Similarity NPD8293 Discontinued
0.6038 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6032 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6019 Remote Similarity NPD7332 Phase 2
0.6019 Remote Similarity NPD6931 Approved
0.6019 Remote Similarity NPD6930 Phase 2
0.6 Remote Similarity NPD7736 Approved
0.6 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5984 Remote Similarity NPD8080 Discontinued
0.5984 Remote Similarity NPD6370 Approved
0.5969 Remote Similarity NPD8273 Phase 1
0.5963 Remote Similarity NPD6051 Approved
0.5963 Remote Similarity NPD6101 Approved
0.5963 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5962 Remote Similarity NPD5369 Approved
0.5946 Remote Similarity NPD6399 Phase 3
0.5941 Remote Similarity NPD6933 Approved
0.5932 Remote Similarity NPD6640 Phase 3
0.5922 Remote Similarity NPD6929 Approved
0.5917 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5909 Remote Similarity NPD5785 Approved
0.5905 Remote Similarity NPD4270 Approved
0.5905 Remote Similarity NPD5209 Approved
0.5905 Remote Similarity NPD4269 Approved
0.5902 Remote Similarity NPD6882 Approved
0.5891 Remote Similarity NPD7492 Approved
0.5882 Remote Similarity NPD6685 Approved
0.5868 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5865 Remote Similarity NPD7514 Phase 3
0.5865 Remote Similarity NPD4252 Approved
0.5865 Remote Similarity NPD7260 Phase 2
0.5865 Remote Similarity NPD5368 Approved
0.5856 Remote Similarity NPD7087 Discontinued
0.5856 Remote Similarity NPD6411 Approved
0.5846 Remote Similarity NPD6616 Approved
0.5841 Remote Similarity NPD1698 Clinical (unspecified phase)
0.584 Remote Similarity NPD8295 Clinical (unspecified phase)
0.584 Remote Similarity NPD6009 Approved
0.5833 Remote Similarity NPD5786 Approved
0.5827 Remote Similarity NPD6059 Approved
0.5827 Remote Similarity NPD6054 Approved
0.5827 Remote Similarity NPD6319 Approved
0.5825 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5814 Remote Similarity NPD8328 Phase 3
0.5812 Remote Similarity NPD7632 Discontinued
0.581 Remote Similarity NPD6898 Phase 1
0.5802 Remote Similarity NPD7078 Approved
0.5772 Remote Similarity NPD969 Suspended
0.5772 Remote Similarity NPD8297 Approved
0.5766 Remote Similarity NPD3168 Discontinued
0.5758 Remote Similarity NPD8336 Approved
0.5758 Remote Similarity NPD8337 Approved
0.5743 Remote Similarity NPD6924 Approved
0.5743 Remote Similarity NPD6926 Approved
0.5741 Remote Similarity NPD6893 Approved
0.5741 Remote Similarity NPD5363 Approved
0.5739 Remote Similarity NPD6084 Phase 2
0.5739 Remote Similarity NPD6083 Phase 2
0.5738 Remote Similarity NPD6421 Discontinued
0.5728 Remote Similarity NPD6932 Approved
0.5728 Remote Similarity NPD6925 Approved
0.5728 Remote Similarity NPD5776 Phase 2
0.5726 Remote Similarity NPD4632 Approved
0.5714 Remote Similarity NPD7505 Discontinued
0.5714 Remote Similarity NPD7500 Approved
0.5714 Remote Similarity NPD7509 Discontinued
0.5702 Remote Similarity NPD5695 Phase 3
0.5691 Remote Similarity NPD2204 Approved
0.5686 Remote Similarity NPD8039 Approved
0.5673 Remote Similarity NPD7145 Approved
0.5673 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5667 Remote Similarity NPD6402 Approved
0.5667 Remote Similarity NPD6675 Approved
0.5667 Remote Similarity NPD5739 Approved
0.5667 Remote Similarity NPD7128 Approved
0.566 Remote Similarity NPD6902 Approved
0.5659 Remote Similarity NPD6015 Approved
0.5659 Remote Similarity NPD6016 Approved
0.5656 Remote Similarity NPD6373 Approved
0.5656 Remote Similarity NPD6372 Approved
0.5645 Remote Similarity NPD6912 Phase 3
0.563 Remote Similarity NPD5738 Clinical (unspecified phase)
0.563 Remote Similarity NPD5765 Approved
0.5625 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7625 Phase 1
0.562 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6683 Phase 2
0.5615 Remote Similarity NPD5988 Approved
0.5612 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5607 Remote Similarity NPD4752 Clinical (unspecified phase)
0.56 Remote Similarity NPD7532 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   45267117
ChEMBL   CHEMBL560641
ZINC  

Physicochemical Properties

Molecular Weight:  482.22
ALogP:  -0.2062
MLogP:  3
XLogP:  2.778
# Rotatable Bonds:  21
Polar Surface Area:  134.66
# H-Bond Aceptor:  10
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  34

Download Data

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