Natural Product: NPC90819

Natural Product ID:  NPC90819
Common Name:   Acevaltrate
IUPAC Name:   [(1S,6S,7R,7aS)-4-(acetyloxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-acetyloxy-3-methylbutanoate
Synonyms:   Acevaltrate
Molecular Formula:   C24H32O10
Standard InCHIKey:  FWKBQAVMKVZEOT-STCFVSJZSA-N
Standard InCHI:  InChI=1S/C24H32O10/c1-13(2)7-19(27)33-22-21-17(16(11-30-22)10-29-14(3)25)8-18(24(21)12-31-24)32-20(28)9-23(5,6)34-15(4)26/h8,11,13,18,21-22H,7,9-10,12H2,1-6H3/t18-,21+,22-,24+/m0/s1
Canonical SMILES:  CC(CC(=O)O[C@@H]1OC=C(C2=C[C@@H]([C@@]3([C@@H]12)CO3)OC(=O)CC(OC(=O)C)(C)C)COC(=O)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*
NPO28211 Valeriana jatamansii Species Caprifoliaceae Eukaryota HerDing*
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota TM-MC*
NPO28211 Valeriana jatamansii Species Caprifoliaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 2900 nM 19245261
NPT180 Cell Line HCT-8 Homo sapiens IC50 = 1000 nM 19245261
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 1700 nM 19245261
NPT2 Others Unspecified IC50 = 1400 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 NPC90819 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
0.967 High Similarity NPC291709
0.967 High Similarity NPC241407
0.957 High Similarity NPC124181
0.9462 High Similarity NPC153559
0.9368 High Similarity NPC4637
0.9368 High Similarity NPC98859
0.9362 High Similarity NPC473307
0.9158 High Similarity NPC151093
0.9062 High Similarity NPC244878
0.8969 High Similarity NPC219038
0.8969 High Similarity NPC20673
0.8878 High Similarity NPC471599
0.8333 Intermediate Similarity NPC66504
0.8211 Intermediate Similarity NPC233997
0.8 Intermediate Similarity NPC471480
0.8 Intermediate Similarity NPC170527
0.7921 Intermediate Similarity NPC86843
0.7822 Intermediate Similarity NPC284063
0.78 Intermediate Similarity NPC274588
0.7723 Intermediate Similarity NPC6765
0.7723 Intermediate Similarity NPC93869
0.7692 Intermediate Similarity NPC476228
0.7642 Intermediate Similarity NPC86095
0.7619 Intermediate Similarity NPC222062
0.7596 Intermediate Similarity NPC255677
0.7596 Intermediate Similarity NPC306344
0.7596 Intermediate Similarity NPC22149
0.7547 Intermediate Similarity NPC329834
0.7547 Intermediate Similarity NPC267869
0.7547 Intermediate Similarity NPC234304
0.7547 Intermediate Similarity NPC329704
0.7547 Intermediate Similarity NPC284929
0.7547 Intermediate Similarity NPC197541
0.7547 Intermediate Similarity NPC118761
0.7524 Intermediate Similarity NPC28304
0.7524 Intermediate Similarity NPC298255
0.7477 Intermediate Similarity NPC305157
0.7477 Intermediate Similarity NPC307846
0.7453 Intermediate Similarity NPC195510
0.7453 Intermediate Similarity NPC13171
0.7453 Intermediate Similarity NPC310804
0.7453 Intermediate Similarity NPC261117
0.7429 Intermediate Similarity NPC476211
0.7429 Intermediate Similarity NPC476320
0.7368 Intermediate Similarity NPC475946
0.7368 Intermediate Similarity NPC474739
0.7358 Intermediate Similarity NPC476230
0.7358 Intermediate Similarity NPC27474
0.7358 Intermediate Similarity NPC216911
0.7353 Intermediate Similarity NPC280390
0.7339 Intermediate Similarity NPC474285
0.7339 Intermediate Similarity NPC254538
0.7312 Intermediate Similarity NPC301525
0.7308 Intermediate Similarity NPC241911
0.729 Intermediate Similarity NPC250545
0.7282 Intermediate Similarity NPC88507
0.7282 Intermediate Similarity NPC472198
0.7273 Intermediate Similarity NPC137253
0.7273 Intermediate Similarity NPC204048
0.7264 Intermediate Similarity NPC473204
0.7255 Intermediate Similarity NPC9447
0.7255 Intermediate Similarity NPC472199
0.7248 Intermediate Similarity NPC470975
0.7248 Intermediate Similarity NPC103088
0.7248 Intermediate Similarity NPC470979
0.7241 Intermediate Similarity NPC219656
0.7238 Intermediate Similarity NPC471490
0.7228 Intermediate Similarity NPC64913
0.7228 Intermediate Similarity NPC242877
0.7212 Intermediate Similarity NPC471492
0.7193 Intermediate Similarity NPC106446
0.7184 Intermediate Similarity NPC320552
0.7184 Intermediate Similarity NPC61201
0.717 Intermediate Similarity NPC279561
0.717 Intermediate Similarity NPC471366
0.717 Intermediate Similarity NPC318917
0.717 Intermediate Similarity NPC472186
0.717 Intermediate Similarity NPC476800
0.7157 Intermediate Similarity NPC327253
0.7157 Intermediate Similarity NPC475748
0.7155 Intermediate Similarity NPC13710
0.7143 Intermediate Similarity NPC475989
0.7143 Intermediate Similarity NPC54731
0.7143 Intermediate Similarity NPC193741
0.7143 Intermediate Similarity NPC311166
0.713 Intermediate Similarity NPC277583
0.7129 Intermediate Similarity NPC473151
0.7119 Intermediate Similarity NPC233500
0.7119 Intermediate Similarity NPC470829
0.7119 Intermediate Similarity NPC473228
0.7117 Intermediate Similarity NPC110701
0.7115 Intermediate Similarity NPC281775
0.7105 Intermediate Similarity NPC287075
0.7103 Intermediate Similarity NPC472187
0.7103 Intermediate Similarity NPC130792
0.7103 Intermediate Similarity NPC98813
0.7103 Intermediate Similarity NPC473545
0.7103 Intermediate Similarity NPC473146
0.7103 Intermediate Similarity NPC13743
0.7094 Intermediate Similarity NPC268326
0.7094 Intermediate Similarity NPC153085
0.7091 Intermediate Similarity NPC470980
0.7087 Intermediate Similarity NPC235051
0.7083 Intermediate Similarity NPC271632
0.7075 Intermediate Similarity NPC2666
0.7075 Intermediate Similarity NPC472290
0.7075 Intermediate Similarity NPC472188
0.7064 Intermediate Similarity NPC19239
0.7064 Intermediate Similarity NPC232515
0.7064 Intermediate Similarity NPC475928
0.7064 Intermediate Similarity NPC37240
0.7064 Intermediate Similarity NPC474166
0.7059 Intermediate Similarity NPC50464
0.7059 Intermediate Similarity NPC249408
0.7059 Intermediate Similarity NPC196130
0.7059 Intermediate Similarity NPC104129
0.7054 Intermediate Similarity NPC316974
0.7048 Intermediate Similarity NPC167893
0.7048 Intermediate Similarity NPC170204
0.7048 Intermediate Similarity NPC220221
0.7041 Intermediate Similarity NPC10080
0.7041 Intermediate Similarity NPC123908
0.703 Intermediate Similarity NPC74139
0.7027 Intermediate Similarity NPC148270
0.7027 Intermediate Similarity NPC80338
0.7027 Intermediate Similarity NPC197813
0.7019 Intermediate Similarity NPC320089
0.7019 Intermediate Similarity NPC472195
0.7019 Intermediate Similarity NPC238090
0.7019 Intermediate Similarity NPC472196
0.7018 Intermediate Similarity NPC475851
0.7018 Intermediate Similarity NPC471933
0.7018 Intermediate Similarity NPC475924
0.7018 Intermediate Similarity NPC241477
0.7009 Intermediate Similarity NPC203627
0.7 Intermediate Similarity NPC473207
0.7 Intermediate Similarity NPC469869
0.7 Intermediate Similarity NPC470321
0.7 Intermediate Similarity NPC470658
0.7 Intermediate Similarity NPC81567
0.7 Intermediate Similarity NPC474917
0.7 Intermediate Similarity NPC219804
0.7 Intermediate Similarity NPC201880
0.7 Intermediate Similarity NPC264867
0.6991 Remote Similarity NPC281624
0.6991 Remote Similarity NPC15551
0.699 Remote Similarity NPC51653
0.699 Remote Similarity NPC303451
0.699 Remote Similarity NPC6414
0.6981 Remote Similarity NPC473333
0.6981 Remote Similarity NPC17585
0.6981 Remote Similarity NPC288350
0.6981 Remote Similarity NPC173329
0.6981 Remote Similarity NPC113433
0.6981 Remote Similarity NPC306041
0.6981 Remote Similarity NPC171598
0.6979 Remote Similarity NPC474005
0.6975 Remote Similarity NPC204731
0.6972 Remote Similarity NPC474730
0.6972 Remote Similarity NPC475986
0.6972 Remote Similarity NPC200672
0.6972 Remote Similarity NPC35185
0.6972 Remote Similarity NPC177013
0.6972 Remote Similarity NPC105725
0.6972 Remote Similarity NPC214714
0.6972 Remote Similarity NPC470972
0.6972 Remote Similarity NPC4899
0.6967 Remote Similarity NPC298841
0.6964 Remote Similarity NPC217921
0.6964 Remote Similarity NPC475960
0.6964 Remote Similarity NPC48548
0.6964 Remote Similarity NPC128795
0.6964 Remote Similarity NPC135015
0.6964 Remote Similarity NPC311223
0.6961 Remote Similarity NPC137368
0.6952 Remote Similarity NPC159698
0.6952 Remote Similarity NPC256368
0.6939 Remote Similarity NPC79277
0.6939 Remote Similarity NPC474894
0.6939 Remote Similarity NPC475481
0.6937 Remote Similarity NPC170432
0.6937 Remote Similarity NPC16313
0.6937 Remote Similarity NPC469401
0.6937 Remote Similarity NPC475802
0.6937 Remote Similarity NPC9303
0.693 Remote Similarity NPC71680
0.693 Remote Similarity NPC475495
0.6923 Remote Similarity NPC294643
0.6923 Remote Similarity NPC477749
0.6923 Remote Similarity NPC472197
0.6923 Remote Similarity NPC158061
0.6923 Remote Similarity NPC175842
0.6923 Remote Similarity NPC32494
0.6923 Remote Similarity NPC274274
0.6923 Remote Similarity NPC473150
0.6916 Remote Similarity NPC471140
0.6909 Remote Similarity NPC127933
0.6909 Remote Similarity NPC197736
0.6909 Remote Similarity NPC475889
0.6909 Remote Similarity NPC7613

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC90819 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
0.699 Remote Similarity NPD7838 Discovery
0.6975 Remote Similarity NPD7503 Approved
0.6893 Remote Similarity NPD1695 Approved
0.6875 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6852 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6833 Remote Similarity NPD8513 Phase 3
0.6827 Remote Similarity NPD46 Approved
0.6827 Remote Similarity NPD6698 Approved
0.6696 Remote Similarity NPD6371 Approved
0.6694 Remote Similarity NPD8515 Approved
0.6694 Remote Similarity NPD8516 Approved
0.6694 Remote Similarity NPD8517 Approved
0.6667 Remote Similarity NPD6686 Approved
0.6636 Remote Similarity NPD6648 Approved
0.6604 Remote Similarity NPD7983 Approved
0.6538 Remote Similarity NPD4251 Approved
0.6538 Remote Similarity NPD4250 Approved
0.6496 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6457 Remote Similarity NPD7319 Approved
0.6449 Remote Similarity NPD7637 Suspended
0.6446 Remote Similarity NPD7328 Approved
0.6446 Remote Similarity NPD7327 Approved
0.6442 Remote Similarity NPD4249 Approved
0.6441 Remote Similarity NPD6053 Discontinued
0.6423 Remote Similarity NPD8033 Approved
0.6393 Remote Similarity NPD7516 Approved
0.6373 Remote Similarity NPD5209 Approved
0.6349 Remote Similarity NPD7507 Approved
0.6346 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6341 Remote Similarity NPD8377 Approved
0.6341 Remote Similarity NPD8294 Approved
0.632 Remote Similarity NPD7830 Approved
0.632 Remote Similarity NPD7829 Approved
0.6311 Remote Similarity NPD7154 Phase 3
0.629 Remote Similarity NPD8335 Approved
0.629 Remote Similarity NPD8380 Approved
0.629 Remote Similarity NPD8296 Approved
0.629 Remote Similarity NPD8378 Approved
0.629 Remote Similarity NPD8379 Approved
0.6283 Remote Similarity NPD5344 Discontinued
0.6239 Remote Similarity NPD5779 Approved
0.6239 Remote Similarity NPD5778 Approved
0.622 Remote Similarity NPD8451 Approved
0.6216 Remote Similarity NPD7839 Suspended
0.619 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6176 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6172 Remote Similarity NPD8448 Approved
0.6172 Remote Similarity NPD8074 Phase 3
0.616 Remote Similarity NPD8444 Approved
0.6116 Remote Similarity NPD8133 Approved
0.6098 Remote Similarity NPD7115 Discovery
0.6063 Remote Similarity NPD7642 Approved
0.6036 Remote Similarity NPD5282 Discontinued
0.6031 Remote Similarity NPD8392 Approved
0.6031 Remote Similarity NPD8390 Approved
0.6031 Remote Similarity NPD8391 Approved
0.6019 Remote Similarity NPD4819 Approved
0.6019 Remote Similarity NPD4820 Approved
0.6019 Remote Similarity NPD4822 Approved
0.6019 Remote Similarity NPD4821 Approved
0.6017 Remote Similarity NPD6412 Phase 2
0.6016 Remote Similarity NPD8342 Approved
0.6016 Remote Similarity NPD8341 Approved
0.6016 Remote Similarity NPD8340 Approved
0.6016 Remote Similarity NPD8299 Approved
0.6 Remote Similarity NPD5362 Discontinued
0.6 Remote Similarity NPD8337 Approved
0.6 Remote Similarity NPD8336 Approved
0.598 Remote Similarity NPD4271 Approved
0.598 Remote Similarity NPD4268 Approved
0.5969 Remote Similarity NPD8273 Phase 1
0.5968 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5965 Remote Similarity NPD4225 Approved
0.5965 Remote Similarity NPD7638 Approved
0.5963 Remote Similarity NPD6051 Approved
0.5943 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5943 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5926 Remote Similarity NPD7524 Approved
0.5923 Remote Similarity NPD8293 Discontinued
0.5913 Remote Similarity NPD7639 Approved
0.5913 Remote Similarity NPD7640 Approved
0.5895 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5878 Remote Similarity NPD7736 Approved
0.5859 Remote Similarity NPD6370 Approved
0.5849 Remote Similarity NPD6695 Phase 3
0.5821 Remote Similarity NPD8338 Approved
0.5818 Remote Similarity NPD6101 Approved
0.5818 Remote Similarity NPD5764 Clinical (unspecified phase)
0.581 Remote Similarity NPD5369 Approved
0.5798 Remote Similarity NPD6008 Approved
0.5781 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7492 Approved
0.5766 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5766 Remote Similarity NPD3168 Discontinued
0.5766 Remote Similarity NPD5785 Approved
0.5755 Remote Similarity NPD4270 Approved
0.5755 Remote Similarity NPD4269 Approved
0.5738 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5736 Remote Similarity NPD8080 Discontinued
0.5725 Remote Similarity NPD6616 Approved
0.5714 Remote Similarity NPD6411 Approved
0.5714 Remote Similarity NPD4252 Approved
0.5703 Remote Similarity NPD6059 Approved
0.5703 Remote Similarity NPD6054 Approved
0.5702 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5701 Remote Similarity NPD5331 Approved
0.5701 Remote Similarity NPD5332 Approved
0.5688 Remote Similarity NPD5786 Approved
0.5686 Remote Similarity NPD8039 Approved
0.5682 Remote Similarity NPD7078 Approved
0.5669 Remote Similarity NPD7641 Discontinued
0.566 Remote Similarity NPD4790 Discontinued
0.5656 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5636 Remote Similarity NPD7750 Discontinued
0.5607 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5607 Remote Similarity NPD6435 Approved

Structure

External Identifiers

PubChem CID   65717
ChEMBL   CHEMBL563350
ZINC  

Physicochemical Properties

Molecular Weight:  480.20
ALogP:  0.1212
MLogP:  3
XLogP:  2.464
# Rotatable Bonds:  19
Polar Surface Area:  126.96
# H-Bond Aceptor:  10
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  34

Download Data

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Biological Activities  
Similar NPs/Drugs