Natural Product: NPC291709

Natural Product ID:  NPC291709
Common Name:   [(1S,6S,7R,7As)-6-Acetyloxy-1-(3-Methylbutanoyloxy)Spiro[6,7A-Dihydro-1H-Cyclopenta[C]Pyran-7,2'-Oxirane]-4-Yl]Methyl 3-Methylbutanoate
IUPAC Name:   [(1S,6S,7R,7aS)-6-acetyloxy-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methylbutanoate
Synonyms:  
Molecular Formula:   C22H30O8
Standard InCHIKey:  XLACUABANMZLCJ-KVJIRVJXSA-N
Standard InCHI:  InChI=1S/C22H30O8/c1-12(2)6-18(24)26-9-15-10-27-21(30-19(25)7-13(3)4)20-16(15)8-17(29-14(5)23)22(20)11-28-22/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1
Canonical SMILES:  CC(CC(=O)OCC1=CO[C@H]([C@H]2C1=C[C@@H]([C@@]12CO1)OC(=O)C)OC(=O)CC(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]
NPO28211 Valeriana jatamansii Species Caprifoliaceae Eukaryota TCM_Taiwan*
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 3100 nM 18052324

  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 NPC291709 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 NPC241407
0.9778 High Similarity NPC153559
0.967 High Similarity NPC90819
0.967 High Similarity NPC124181
0.967 High Similarity NPC473307
0.9247 High Similarity NPC151093
0.9149 High Similarity NPC244878
0.9053 High Similarity NPC4637
0.9053 High Similarity NPC98859
0.9053 High Similarity NPC219038
0.9053 High Similarity NPC20673
0.8958 High Similarity NPC471599
0.8404 Intermediate Similarity NPC66504
0.828 Intermediate Similarity NPC233997
0.8065 Intermediate Similarity NPC471480
0.8061 Intermediate Similarity NPC284063
0.798 Intermediate Similarity NPC86843
0.7857 Intermediate Similarity NPC274588
0.7822 Intermediate Similarity NPC255677
0.7822 Intermediate Similarity NPC306344
0.7822 Intermediate Similarity NPC22149
0.7778 Intermediate Similarity NPC6765
0.7778 Intermediate Similarity NPC93869
0.7745 Intermediate Similarity NPC298255
0.7745 Intermediate Similarity NPC28304
0.7745 Intermediate Similarity NPC476228
0.77 Intermediate Similarity NPC170527
0.7692 Intermediate Similarity NPC86095
0.767 Intermediate Similarity NPC310804
0.767 Intermediate Similarity NPC195510
0.767 Intermediate Similarity NPC261117
0.767 Intermediate Similarity NPC13171
0.767 Intermediate Similarity NPC222062
0.7609 Intermediate Similarity NPC475946
0.7596 Intermediate Similarity NPC284929
0.7596 Intermediate Similarity NPC197541
0.7596 Intermediate Similarity NPC329834
0.7596 Intermediate Similarity NPC118761
0.7596 Intermediate Similarity NPC234304
0.7596 Intermediate Similarity NPC267869
0.7525 Intermediate Similarity NPC241911
0.75 Intermediate Similarity NPC250545
0.7476 Intermediate Similarity NPC476320
0.7476 Intermediate Similarity NPC476211
0.7419 Intermediate Similarity NPC474739
0.7404 Intermediate Similarity NPC476230
0.7404 Intermediate Similarity NPC27474
0.7404 Intermediate Similarity NPC216911
0.74 Intermediate Similarity NPC280390
0.74 Intermediate Similarity NPC61201
0.7387 Intermediate Similarity NPC106446
0.7379 Intermediate Similarity NPC279561
0.7363 Intermediate Similarity NPC301525
0.7358 Intermediate Similarity NPC305157
0.7358 Intermediate Similarity NPC307846
0.7347 Intermediate Similarity NPC473151
0.7339 Intermediate Similarity NPC193741
0.7327 Intermediate Similarity NPC88507
0.732 Intermediate Similarity NPC137253
0.7308 Intermediate Similarity NPC473146
0.7308 Intermediate Similarity NPC473204
0.7282 Intermediate Similarity NPC472290
0.7281 Intermediate Similarity NPC219656
0.7273 Intermediate Similarity NPC50464
0.7264 Intermediate Similarity NPC37240
0.7264 Intermediate Similarity NPC475928
0.7264 Intermediate Similarity NPC329704
0.7255 Intermediate Similarity NPC220221
0.7255 Intermediate Similarity NPC170204
0.7245 Intermediate Similarity NPC74139
0.7228 Intermediate Similarity NPC320552
0.7222 Intermediate Similarity NPC80338
0.7222 Intermediate Similarity NPC474285
0.7222 Intermediate Similarity NPC254538
0.7222 Intermediate Similarity NPC197813
0.7222 Intermediate Similarity NPC148270
0.7216 Intermediate Similarity NPC470658
0.7212 Intermediate Similarity NPC472186
0.7212 Intermediate Similarity NPC471366
0.7212 Intermediate Similarity NPC476800
0.7212 Intermediate Similarity NPC318917
0.7207 Intermediate Similarity NPC475851
0.7207 Intermediate Similarity NPC475924
0.72 Intermediate Similarity NPC6414
0.72 Intermediate Similarity NPC303451
0.72 Intermediate Similarity NPC327253
0.72 Intermediate Similarity NPC475748
0.7184 Intermediate Similarity NPC306041
0.7184 Intermediate Similarity NPC311166
0.7184 Intermediate Similarity NPC54731
0.717 Intermediate Similarity NPC474730
0.717 Intermediate Similarity NPC35185
0.717 Intermediate Similarity NPC177013
0.717 Intermediate Similarity NPC4899
0.7157 Intermediate Similarity NPC281775
0.7155 Intermediate Similarity NPC233500
0.7143 Intermediate Similarity NPC98813
0.7143 Intermediate Similarity NPC204048
0.7143 Intermediate Similarity NPC130792
0.7143 Intermediate Similarity NPC473545
0.7143 Intermediate Similarity NPC13743
0.7143 Intermediate Similarity NPC472187
0.7143 Intermediate Similarity NPC287075
0.713 Intermediate Similarity NPC470980
0.713 Intermediate Similarity NPC153085
0.713 Intermediate Similarity NPC268326
0.713 Intermediate Similarity NPC170432
0.7129 Intermediate Similarity NPC235051
0.7129 Intermediate Similarity NPC473150
0.7129 Intermediate Similarity NPC274274
0.7129 Intermediate Similarity NPC294643
0.7129 Intermediate Similarity NPC9447
0.7128 Intermediate Similarity NPC271632
0.7115 Intermediate Similarity NPC472188
0.7115 Intermediate Similarity NPC471490
0.7113 Intermediate Similarity NPC136699
0.7113 Intermediate Similarity NPC220167
0.71 Intermediate Similarity NPC242877
0.71 Intermediate Similarity NPC104129
0.71 Intermediate Similarity NPC93190
0.71 Intermediate Similarity NPC22918
0.71 Intermediate Similarity NPC4986
0.71 Intermediate Similarity NPC64913
0.71 Intermediate Similarity NPC249408
0.7094 Intermediate Similarity NPC196130
0.7091 Intermediate Similarity NPC316974
0.7087 Intermediate Similarity NPC471492
0.7087 Intermediate Similarity NPC167893
0.7083 Intermediate Similarity NPC123908
0.7083 Intermediate Similarity NPC10080
0.7075 Intermediate Similarity NPC473332
0.7071 Intermediate Similarity NPC142583
0.7071 Intermediate Similarity NPC231889
0.7065 Intermediate Similarity NPC93213
0.7059 Intermediate Similarity NPC472195
0.7059 Intermediate Similarity NPC472196
0.7059 Intermediate Similarity NPC320089
0.7059 Intermediate Similarity NPC238090
0.7054 Intermediate Similarity NPC241477
0.7048 Intermediate Similarity NPC203627
0.7048 Intermediate Similarity NPC472015
0.7037 Intermediate Similarity NPC470321
0.7037 Intermediate Similarity NPC473207
0.7037 Intermediate Similarity NPC264867
0.7037 Intermediate Similarity NPC201880
0.7037 Intermediate Similarity NPC81567
0.7034 Intermediate Similarity NPC219804
0.703 Intermediate Similarity NPC117596
0.7027 Intermediate Similarity NPC15551
0.7021 Intermediate Similarity NPC474005
0.7019 Intermediate Similarity NPC113433
0.7019 Intermediate Similarity NPC173329
0.7019 Intermediate Similarity NPC288350
0.7019 Intermediate Similarity NPC171598
0.7018 Intermediate Similarity NPC277583
0.701 Intermediate Similarity NPC170286
0.701 Intermediate Similarity NPC231601
0.7009 Intermediate Similarity NPC470972
0.7009 Intermediate Similarity NPC106668
0.7009 Intermediate Similarity NPC204731
0.7009 Intermediate Similarity NPC200672
0.7009 Intermediate Similarity NPC214714
0.7 Intermediate Similarity NPC148534
0.7 Intermediate Similarity NPC48548
0.7 Intermediate Similarity NPC128795
0.7 Intermediate Similarity NPC217921
0.7 Intermediate Similarity NPC311223
0.7 Intermediate Similarity NPC135015
0.7 Intermediate Similarity NPC110701
0.699 Remote Similarity NPC159698
0.699 Remote Similarity NPC472198
0.699 Remote Similarity NPC256368
0.6981 Remote Similarity NPC469402
0.6979 Remote Similarity NPC474894
0.6972 Remote Similarity NPC103088
0.6972 Remote Similarity NPC470979
0.6972 Remote Similarity NPC470975
0.6972 Remote Similarity NPC85670
0.6972 Remote Similarity NPC82251
0.6972 Remote Similarity NPC223450
0.6972 Remote Similarity NPC469401
0.6972 Remote Similarity NPC127235
0.697 Remote Similarity NPC50637
0.6964 Remote Similarity NPC71680
0.6961 Remote Similarity NPC472125
0.6961 Remote Similarity NPC472197
0.6961 Remote Similarity NPC472199
0.6961 Remote Similarity NPC477749
0.6961 Remote Similarity NPC472124
0.6961 Remote Similarity NPC472126
0.6952 Remote Similarity NPC2666
0.6952 Remote Similarity NPC304445
0.6952 Remote Similarity NPC236580
0.6944 Remote Similarity NPC7613
0.6944 Remote Similarity NPC27687
0.6944 Remote Similarity NPC197736
0.6944 Remote Similarity NPC134270
0.6944 Remote Similarity NPC127933
0.6944 Remote Similarity NPC7644
0.6944 Remote Similarity NPC475889

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC291709 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
0.71 Intermediate Similarity NPD1695 Approved
0.703 Intermediate Similarity NPD7838 Discovery
0.7009 Intermediate Similarity NPD7503 Approved
0.6887 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6863 Remote Similarity NPD46 Approved
0.6863 Remote Similarity NPD6698 Approved
0.6696 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD6648 Approved
0.6634 Remote Similarity NPD4249 Approved
0.6607 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6583 Remote Similarity NPD8513 Phase 3
0.6569 Remote Similarity NPD4251 Approved
0.6569 Remote Similarity NPD4250 Approved
0.6535 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6522 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7328 Approved
0.6471 Remote Similarity NPD7327 Approved
0.6466 Remote Similarity NPD6053 Discontinued
0.6446 Remote Similarity NPD8515 Approved
0.6446 Remote Similarity NPD8517 Approved
0.6446 Remote Similarity NPD8033 Approved
0.6446 Remote Similarity NPD8516 Approved
0.6435 Remote Similarity NPD6371 Approved
0.6417 Remote Similarity NPD7516 Approved
0.6371 Remote Similarity NPD7507 Approved
0.6364 Remote Similarity NPD8294 Approved
0.6364 Remote Similarity NPD8377 Approved
0.6337 Remote Similarity NPD7154 Phase 3
0.6321 Remote Similarity NPD7983 Approved
0.6311 Remote Similarity NPD8296 Approved
0.6311 Remote Similarity NPD8380 Approved
0.6311 Remote Similarity NPD8335 Approved
0.6311 Remote Similarity NPD8379 Approved
0.6311 Remote Similarity NPD8378 Approved
0.6306 Remote Similarity NPD5344 Discontinued
0.6238 Remote Similarity NPD5209 Approved
0.622 Remote Similarity NPD7319 Approved
0.6214 Remote Similarity NPD6082 Clinical (unspecified phase)
0.62 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6168 Remote Similarity NPD7637 Suspended
0.6134 Remote Similarity NPD8133 Approved
0.6087 Remote Similarity NPD2685 Clinical (unspecified phase)
0.608 Remote Similarity NPD7829 Approved
0.608 Remote Similarity NPD7830 Approved
0.604 Remote Similarity NPD4822 Approved
0.604 Remote Similarity NPD4821 Approved
0.604 Remote Similarity NPD4819 Approved
0.604 Remote Similarity NPD4820 Approved
0.6034 Remote Similarity NPD6412 Phase 2
0.6034 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5362 Discontinued
0.6 Remote Similarity NPD4268 Approved
0.6 Remote Similarity NPD4271 Approved
0.5984 Remote Similarity NPD8451 Approved
0.5982 Remote Similarity NPD7638 Approved
0.5981 Remote Similarity NPD6051 Approved
0.5963 Remote Similarity NPD5779 Approved
0.5963 Remote Similarity NPD5778 Approved
0.5962 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5962 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5948 Remote Similarity NPD6008 Approved
0.5946 Remote Similarity NPD7839 Suspended
0.5943 Remote Similarity NPD7524 Approved
0.5938 Remote Similarity NPD8448 Approved
0.5938 Remote Similarity NPD8074 Phase 3
0.5929 Remote Similarity NPD7640 Approved
0.5929 Remote Similarity NPD7639 Approved
0.5926 Remote Similarity NPD3168 Discontinued
0.592 Remote Similarity NPD8444 Approved
0.5909 Remote Similarity NPD5282 Discontinued
0.5882 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5865 Remote Similarity NPD6695 Phase 3
0.5854 Remote Similarity NPD7115 Discovery
0.5841 Remote Similarity NPD4225 Approved
0.5827 Remote Similarity NPD7642 Approved
0.5802 Remote Similarity NPD8392 Approved
0.5802 Remote Similarity NPD8390 Approved
0.5802 Remote Similarity NPD8391 Approved
0.5798 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5781 Remote Similarity NPD8341 Approved
0.5781 Remote Similarity NPD8340 Approved
0.5781 Remote Similarity NPD8299 Approved
0.5781 Remote Similarity NPD8342 Approved
0.5769 Remote Similarity NPD8337 Approved
0.5769 Remote Similarity NPD8336 Approved
0.5769 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5736 Remote Similarity NPD8273 Phase 1
0.5726 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5331 Approved
0.5714 Remote Similarity NPD5332 Approved
0.57 Remote Similarity NPD8039 Approved
0.5692 Remote Similarity NPD8293 Discontinued
0.568 Remote Similarity NPD7641 Discontinued
0.5673 Remote Similarity NPD4790 Discontinued
0.5649 Remote Similarity NPD7736 Approved
0.5648 Remote Similarity NPD7750 Discontinued
0.5625 Remote Similarity NPD6370 Approved
0.5619 Remote Similarity NPD6435 Approved
0.56 Remote Similarity NPD6009 Approved

Structure

External Identifiers

PubChem CID   92275
ChEMBL   CHEMBL249657
ZINC  

Physicochemical Properties

Molecular Weight:  422.19
ALogP:  0.1812
MLogP:  3
XLogP:  3.056
# Rotatable Bonds:  16
Polar Surface Area:  100.66
# H-Bond Aceptor:  8
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  30

Download Data

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Similar NPs/Drugs