Natural Product: NPC271986

Natural Product ID:  NPC271986
Common Name:   Swerilactone L
IUPAC Name:   (1S,3S)-3-methyl-1-(2-oxopropyl)-5,6-dihydro-1H-pyrano[3,4-c]pyran-4,8-dione
Synonyms:   Swerilactone L
Molecular Formula:   C12H14O5
Standard InCHIKey:  YUSMWIJHTGHEPG-CBAPKCEASA-N
Standard InCHI:  InChI=1S/C12H14O5/c1-6(13)5-9-10-8(3-4-16-12(10)15)11(14)7(2)17-9/h7,9H,3-5H2,1-2H3/t7-,9-/m0/s1
Canonical SMILES:  CC(=O)C[C@@H]1O[C@@H](C)C(=O)C2=C1C(=O)OCC2
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
NPO23292 Andrographis macrobotrys Species Acanthaceae Eukaryota UNPD*
NPO25134 Cephalosporium chrysogenum Species NA Eukaryota UNPD*
NPO19759 Begonia fagifolia Species Begoniaceae Eukaryota UNPD*
NPO21804 Dryopteris villarii Species Dryopteridaceae Eukaryota UNPD*
NPO24468 Zanthoxylum macrophyllum Species Rutaceae Eukaryota UNPD*
NPO24661 Leontice leontopetalum Species Berberidaceae Eukaryota UNPD*
NPO25070 Naranga aenescens NA NA NA UNPD*
NPO22085 Cercospora traversiana Species Mycosphaerellaceae Eukaryota UNPD*
NPO2825 Chiloscyphus pallescens Species Lophocoleaceae Eukaryota UNPD*
NPO24875 Lithocarpus litseifolius Species Fagaceae Eukaryota UNPD*
NPO11200.1 Paenibacillus larvae subsp. pulvifaciens Subspecies Paenibacillaceae Bacteria UNPD*
NPO13483 Silene praemixta Species Caryophyllaceae Eukaryota UNPD*
NPO23166 Keteleeria evelyniana Species Pinaceae Eukaryota UNPD*
NPO20828 Swertia leducii Species Gentianaceae Eukaryota UNPD*
NPO25228 Corollospora pulchella Species Halosphaeriaceae Eukaryota UNPD*
NPO31453 Swertia mileensis Species Gentianaceae Eukaryota Whole Plants PMID[21823575]
NPO22424 Cetraria ornata Species Parmeliaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Ratio CC50/IC50 = 1.62 21823575
NPT2 Others Unspecified Ratio CC50/IC50 < 1 21823575
NPT963 Organism Hepatitis B virus Hepatitis B virus IC50 = 1470000 nM 21823575
NPT2 Others Unspecified CC50 = 1430000 nM 21823575
NPT963 Organism Hepatitis B virus Hepatitis B virus IC50 = 880000 nM 21823575

  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 NPC271986 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
0.7895 Intermediate Similarity NPC133098
0.75 Intermediate Similarity NPC274075
0.7209 Intermediate Similarity NPC474251
0.7067 Intermediate Similarity NPC474774
0.6923 Remote Similarity NPC298249
0.686 Remote Similarity NPC297440
0.686 Remote Similarity NPC275507
0.6818 Remote Similarity NPC38569
0.6818 Remote Similarity NPC163615
0.6782 Remote Similarity NPC123908
0.6782 Remote Similarity NPC10080
0.6774 Remote Similarity NPC165383
0.675 Remote Similarity NPC494
0.6742 Remote Similarity NPC155873
0.6737 Remote Similarity NPC476275
0.6711 Remote Similarity NPC15193
0.6706 Remote Similarity NPC264391
0.6706 Remote Similarity NPC475699
0.6702 Remote Similarity NPC471496
0.6667 Remote Similarity NPC475113
0.6667 Remote Similarity NPC38576
0.6667 Remote Similarity NPC299932
0.6667 Remote Similarity NPC279859
0.6667 Remote Similarity NPC20713
0.6632 Remote Similarity NPC473334
0.6628 Remote Similarity NPC473980
0.6628 Remote Similarity NPC473981
0.6625 Remote Similarity NPC79220
0.6593 Remote Similarity NPC473248
0.6585 Remote Similarity NPC269103
0.6585 Remote Similarity NPC162571
0.6585 Remote Similarity NPC112983
0.6585 Remote Similarity NPC124072
0.6582 Remote Similarity NPC469446
0.6575 Remote Similarity NPC49028
0.6562 Remote Similarity NPC17585
0.6559 Remote Similarity NPC329857
0.6559 Remote Similarity NPC469718
0.6556 Remote Similarity NPC281172
0.6531 Remote Similarity NPC469551
0.6522 Remote Similarity NPC153570
0.6522 Remote Similarity NPC475902
0.6517 Remote Similarity NPC318468
0.6506 Remote Similarity NPC144419
0.6506 Remote Similarity NPC146583
0.65 Remote Similarity NPC251429
0.65 Remote Similarity NPC203335
0.6494 Remote Similarity NPC68044
0.6489 Remote Similarity NPC32552
0.6484 Remote Similarity NPC186332
0.6484 Remote Similarity NPC47220
0.6471 Remote Similarity NPC16279
0.6471 Remote Similarity NPC205615
0.6471 Remote Similarity NPC256640
0.6458 Remote Similarity NPC474947
0.6452 Remote Similarity NPC142159
0.6452 Remote Similarity NPC78008
0.6452 Remote Similarity NPC87306
0.6452 Remote Similarity NPC280833
0.6452 Remote Similarity NPC95364
0.6437 Remote Similarity NPC276647
0.6437 Remote Similarity NPC622
0.6436 Remote Similarity NPC472756
0.6436 Remote Similarity NPC272528
0.6429 Remote Similarity NPC54843
0.6429 Remote Similarity NPC188354
0.6421 Remote Similarity NPC475302
0.642 Remote Similarity NPC477117
0.6404 Remote Similarity NPC173609
0.6404 Remote Similarity NPC475690
0.6395 Remote Similarity NPC471225
0.6383 Remote Similarity NPC71533
0.6383 Remote Similarity NPC473455
0.6383 Remote Similarity NPC251385
0.6383 Remote Similarity NPC49342
0.6383 Remote Similarity NPC106510
0.6383 Remote Similarity NPC471818
0.6375 Remote Similarity NPC248125
0.6374 Remote Similarity NPC470124
0.6374 Remote Similarity NPC471223
0.6374 Remote Similarity NPC67081
0.6374 Remote Similarity NPC471060
0.6364 Remote Similarity NPC47653
0.6364 Remote Similarity NPC324667
0.6364 Remote Similarity NPC477512
0.6364 Remote Similarity NPC223904
0.6353 Remote Similarity NPC473948
0.6344 Remote Similarity NPC469653
0.6344 Remote Similarity NPC469631
0.6344 Remote Similarity NPC469628
0.6344 Remote Similarity NPC475906
0.6344 Remote Similarity NPC471047
0.6341 Remote Similarity NPC88877
0.6341 Remote Similarity NPC476591
0.6337 Remote Similarity NPC25666
0.6337 Remote Similarity NPC271059
0.6337 Remote Similarity NPC475873
0.6333 Remote Similarity NPC474703
0.6333 Remote Similarity NPC185256
0.6327 Remote Similarity NPC478233
0.6316 Remote Similarity NPC327760
0.6316 Remote Similarity NPC114345
0.6316 Remote Similarity NPC32944
0.6316 Remote Similarity NPC6099
0.6316 Remote Similarity NPC193396
0.6316 Remote Similarity NPC303230
0.6316 Remote Similarity NPC166110
0.6311 Remote Similarity NPC232969
0.6311 Remote Similarity NPC474716
0.6311 Remote Similarity NPC199107
0.63 Remote Similarity NPC469851
0.63 Remote Similarity NPC474339
0.63 Remote Similarity NPC476270
0.63 Remote Similarity NPC164598
0.63 Remote Similarity NPC264477
0.63 Remote Similarity NPC477511
0.63 Remote Similarity NPC471699
0.63 Remote Similarity NPC474742
0.6292 Remote Similarity NPC286229
0.6289 Remote Similarity NPC227494
0.6289 Remote Similarity NPC471698
0.6282 Remote Similarity NPC151648
0.6277 Remote Similarity NPC475971
0.6265 Remote Similarity NPC202011
0.6264 Remote Similarity NPC477576
0.6264 Remote Similarity NPC212363
0.6264 Remote Similarity NPC219966
0.6264 Remote Similarity NPC477575
0.6264 Remote Similarity NPC469809
0.6263 Remote Similarity NPC475284
0.6263 Remote Similarity NPC264378
0.6263 Remote Similarity NPC281608
0.6263 Remote Similarity NPC471144
0.625 Remote Similarity NPC178277
0.625 Remote Similarity NPC322903
0.625 Remote Similarity NPC270126
0.625 Remote Similarity NPC471740
0.625 Remote Similarity NPC476589
0.625 Remote Similarity NPC248193
0.6238 Remote Similarity NPC313569
0.6238 Remote Similarity NPC149371
0.6237 Remote Similarity NPC472007
0.6237 Remote Similarity NPC266957
0.6235 Remote Similarity NPC177030
0.6235 Remote Similarity NPC476355
0.6224 Remote Similarity NPC299396
0.6224 Remote Similarity NPC301596
0.6224 Remote Similarity NPC172998
0.6222 Remote Similarity NPC47450
0.6222 Remote Similarity NPC221231
0.6222 Remote Similarity NPC471326
0.6222 Remote Similarity NPC253364
0.622 Remote Similarity NPC470256
0.622 Remote Similarity NPC134385
0.622 Remote Similarity NPC238223
0.6216 Remote Similarity NPC154626
0.6211 Remote Similarity NPC316228
0.6207 Remote Similarity NPC475711
0.62 Remote Similarity NPC475949
0.6196 Remote Similarity NPC92633
0.6196 Remote Similarity NPC242233
0.619 Remote Similarity NPC475762
0.6186 Remote Similarity NPC140543
0.6186 Remote Similarity NPC121825
0.618 Remote Similarity NPC474510
0.6176 Remote Similarity NPC475871
0.6176 Remote Similarity NPC475945
0.617 Remote Similarity NPC472008
0.617 Remote Similarity NPC471057
0.617 Remote Similarity NPC471058
0.6168 Remote Similarity NPC66108
0.6163 Remote Similarity NPC469414
0.6163 Remote Similarity NPC329826
0.6162 Remote Similarity NPC471140
0.6154 Remote Similarity NPC128429
0.6154 Remote Similarity NPC52923
0.6154 Remote Similarity NPC266514
0.6154 Remote Similarity NPC16488
0.6154 Remote Similarity NPC79756
0.6145 Remote Similarity NPC473277
0.6145 Remote Similarity NPC107130
0.6139 Remote Similarity NPC476478
0.6139 Remote Similarity NPC472753
0.6139 Remote Similarity NPC15993
0.6139 Remote Similarity NPC201718
0.6139 Remote Similarity NPC47880
0.6136 Remote Similarity NPC85743
0.6136 Remote Similarity NPC102065
0.6132 Remote Similarity NPC89408
0.6129 Remote Similarity NPC472009
0.6129 Remote Similarity NPC284902
0.6129 Remote Similarity NPC47937
0.6129 Remote Similarity NPC291712
0.6129 Remote Similarity NPC261721
0.6126 Remote Similarity NPC158963
0.6122 Remote Similarity NPC273197
0.6122 Remote Similarity NPC474490
0.6122 Remote Similarity NPC477922
0.6122 Remote Similarity NPC214694
0.6122 Remote Similarity NPC471142

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC271986 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
0.5876 Remote Similarity NPD6698 Approved
0.5876 Remote Similarity NPD46 Approved
0.5851 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5843 Remote Similarity NPD4756 Discovery
0.5806 Remote Similarity NPD6110 Phase 1
0.5783 Remote Similarity NPD3704 Approved
0.5701 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5699 Remote Similarity NPD5209 Approved
0.5684 Remote Similarity NPD1694 Approved
0.5644 Remote Similarity NPD1698 Clinical (unspecified phase)
0.56 Remote Similarity NPD5779 Approved
0.56 Remote Similarity NPD5778 Approved

Structure

External Identifiers

PubChem CID   53483970
ChEMBL   CHEMBL1817919
ZINC  

Physicochemical Properties

Molecular Weight:  238.08
ALogP:  -0.5405
MLogP:  2.23
XLogP:  -0.473
# Rotatable Bonds:  4
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  17

Download Data

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Structure MOL file  
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