Natural Product: NPC195986

Natural Product ID:  NPC195986
Common Name:   Pellitorin
IUPAC Name:   (2E,4E)-N-(2-methylpropyl)deca-2,4-dienamide
Synonyms:   Pellitorin; Pellitorine
Molecular Formula:   C14H25NO
Standard InCHIKey:  MAGQQZHFHJDIRE-BNFZFUHLSA-N
Standard InCHI:  InChI=1S/C14H25NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h8-11,13H,4-7,12H2,1-3H3,(H,15,16)/b9-8+,11-10+
Canonical SMILES:  CCCCC/C=C/C=C/C(=NCC(C)C)O
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
NPO22301 Pinus hartwegii Species Pinaceae Eukaryota UNPD*
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota UNPD*
NPO9166 Monascus rubropunctatus Species Fellodistomidae Eukaryota UNPD*
NPO992 Betula alnoides Species Betulaceae Eukaryota UNPD*
NPO19174 Anoplophora chinensis Species Cerambycidae Eukaryota UNPD*
NPO19004 Dryobalanops camphora Species Dipterocarpaceae Eukaryota UNPD*
NPO230 Palisota barteri Species Commelinaceae Eukaryota UNPD*
NPO9571 Pseudobrickellia brasiliensis Species Asteraceae Eukaryota UNPD*
NPO745 Rubus trifidus Species Rosaceae Eukaryota UNPD*
NPO9301 Dioscorea sativa Species Dioscoreaceae Eukaryota UNPD*
NPO7909 Parmelia vittata Species Parmeliaceae Eukaryota UNPD*
NPO14126 Garcinia oligantha Species Clusiaceae Eukaryota UNPD*
NPO9962 Pocillopora damicornis Species Pocilloporidae Eukaryota UNPD*
NPO6428 Euphorbia wangii Species Euphorbiaceae Eukaryota UNPD*
NPO9454 Piperis fructus NA NA NA TCMSP*
NPO15902 Iris spuria Species Iridaceae Eukaryota UNPD*
NPO13059 Abies webbiana Species Pinaceae Eukaryota UNPD*
NPO12588 Cornus officinalis Species Cornaceae Eukaryota TCMSP*
NPO27952 Rhizoma dioscoreae NA NA NA TCMSP*
NPO7522 Streptomyces amakusaensis Species Streptomycetaceae Bacteria UNPD*
NPO12125 Pseudomonas stutzeri Species Pseudomonadaceae Bacteria UNPD*
NPO29556 Piperis longi fructus NA NA NA TCMSP*
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota UNPD*
NPO16119 Eucalyptus hybrid Species Myrtaceae Eukaryota UNPD*
NPO16665 Tephrosia semiglabra Species Geometridae Eukaryota UNPD*
NPO11511 Cochlearia officinalis Species Brassicaceae Eukaryota UNPD*
NPO19078 Lophocolea bidentata Species Lophocoleaceae Eukaryota UNPD*
NPO21075 Phytolacca thyrsiflora Species Phytolaccaceae Eukaryota UNPD*
NPO26237 Piper longum Species Piperaceae Eukaryota TM-MC*
NPO17401 Kopsia lapidilecta Species Apocynaceae Eukaryota UNPD*
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota UNPD*
NPO13926 Protaetia cuprea Species Scarabaeidae Eukaryota UNPD*
NPO28928 Piper nigrum Species Piperaceae Eukaryota TM-MC*
NPO27487 Silene banksia Species Caryophyllaceae Eukaryota UNPD*
NPO12383 Frullania brasiliensis Species Frullaniaceae Eukaryota UNPD*
NPO22225 Calliandra eriophylla Species Fabaceae Eukaryota UNPD*
NPO21526 Scabiosa rotata Species Caprifoliaceae Eukaryota UNPD*
NPO18647 Achillea falcata Species Asteraceae Eukaryota UNPD*
NPO21779 Umbilicaria hypococcinea Species Umbilicariaceae Eukaryota UNPD*
NPO21908 Corymbia scabrida Species Myrtaceae Eukaryota UNPD*
NPO9950 Coelogyne nitida Species Orchidaceae Eukaryota UNPD*
NPO11137 Dichotomanthes tristaniicarpa Species Rosaceae Eukaryota UNPD*
NPO12488 Bupleurum rigidum Species Apiaceae Eukaryota UNPD*
NPO5657 Oocystis polymorpha Species Oocystaceae Eukaryota UNPD*
NPO6614 Rubus pileatus Species Rosaceae Eukaryota UNPD*
NPO17547 Dryopteris arguta Species Dryopteridaceae Eukaryota UNPD*
NPO16877 Aconitum episcopale Species Ranunculaceae Eukaryota UNPD*
NPO313 Castilleja sulphurea Species Orobanchaceae Eukaryota UNPD*
NPO20575 Penicillium puberulum Species Aspergillaceae Eukaryota UNPD*
NPO1912 Acanthosyris paulo-alvinii Species Cervantesiaceae Eukaryota UNPD*
NPO13234 Gyalolechia fulgida Species Teloschistaceae Eukaryota UNPD*
NPO27802 Candida albicaus Species Debaryomycetaceae Eukaryota UNPD*
NPO20008 Odontocline hollickii NA NA NA UNPD*
NPO10459 Brickellia longifolia Species Asteraceae Eukaryota UNPD*
NPO20319 Kopsia jasminiflora Species Apocynaceae Eukaryota UNPD*
NPO1155 Forsythia japonica Species Oleaceae Eukaryota UNPD*
NPO9480 Huperzia miyoshiana Species Lycopodiaceae Eukaryota UNPD*
NPO6880 Crocus corsicus Species Iridaceae Eukaryota UNPD*
NPO3968 Dracontium loretense Species Araceae Eukaryota UNPD*
NPO23642 Penicillium tardum Species Aspergillaceae Eukaryota UNPD*
NPO876 Didymosphaeria enalia Species Didymosphaeriaceae Eukaryota UNPD*
NPO21337 Libanotis transcaucasica Species Apiaceae Eukaryota UNPD*
NPO18852 Plenckia populnea Species Celastraceae Eukaryota UNPD*
NPO3803 Ardisia japonica Species Primulaceae Eukaryota UNPD*
NPO28039 Alstonia vitiensis Species Apocynaceae Eukaryota UNPD*
NPO2840 Podocarpus minor Species Podocarpaceae Eukaryota UNPD*
NPO22661 Pinus aristata Species Pinaceae Eukaryota UNPD*
NPO6475 Gymnosporia trigyna Species Celastraceae Eukaryota UNPD*
NPO2393 Matsumurella chinensis Species Lamiaceae Eukaryota UNPD*
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota UNPD*
NPO15193 Cacia concinna NA NA NA UNPD*
NPO43 Leifsonia aquatica Species Microbacteriaceae Bacteria UNPD*
NPO32775 dinosperma erythrococca Species Rutaceae Eukaryota PMID[9599259]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota UNPD*
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria UNPD*
NPO26237 Piper longum Species Piperaceae Eukaryota TCM_Taiwan*
NPO3939 Ardisia arborescens Species Primulaceae Eukaryota UNPD*
NPO61 Phoebe grandis Species Lauraceae Eukaryota UNPD*
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota Stems PMID[21973101]
NPO11024 Bellardia viscosa Species Orobanchaceae Eukaryota UNPD*
NPO10274 Pothomorphe peltata NA NA NA UNPD*
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota Twigs PMID[21973101]
NPO16552 Aromia moschata Species Cerambycidae Eukaryota UNPD*
NPO10666 Verbesina virginica Species Asteraceae Eukaryota UNPD*
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota Leaves PMID[21973101]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota UNPD*
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota UNPD*
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota inflorescence PMID[21973101]
NPO3741 Pagrus major Species Sparidae Eukaryota UNPD*
NPO30128 Piper boehmeriaefolium Species Piperaceae Eukaryota Whole Plants PMID[21158422]
NPO20578 Kallichroma tethys Species Bionectriaceae Eukaryota UNPD*
NPO4865 Piper kadsura Species Piperaceae Eukaryota TCM_Taiwan*
NPO8639 Agaricus xanthodermus Species Agaricaceae Eukaryota UNPD*
NPO21084 Nymphaea caerulea Species Nymphaeaceae Eukaryota UNPD*
NPO7536 Mycoplasma mycoides Species Mycoplasmataceae Bacteria UNPD*
NPO9925 Rhododendron latoucheae Species Ericaceae Eukaryota UNPD*
NPO21397 Venus mercenaria Species Veneridae Eukaryota UNPD*
NPO964 Homalium laurifolium Species Salicaceae Eukaryota UNPD*
NPO984 Hippocrepis emerus Species Fabaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 19 % 18289853
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 25 % 18289853
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 42 % 18289853
NPT3836 Individual Protein Intercellular adhesion molecule-1 Homo sapiens Inhibition = 80.6 % 18672369
NPT3836 Individual Protein Intercellular adhesion molecule-1 Homo sapiens Inhibition = 46.4 % 18672369
NPT3836 Individual Protein Intercellular adhesion molecule-1 Homo sapiens Inhibition = 16.5 % 18672369
NPT3836 Individual Protein Intercellular adhesion molecule-1 Homo sapiens IC50 = 13.5 ug/ml 18672369
NPT3836 Individual Protein Intercellular adhesion molecule-1 Homo sapiens Inhibition = 11.3 % 18672369
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 4.4 % 18477507
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 18.2 % 18477507
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 10 % 18477507
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 6.2 % 18477507
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 2 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 4 % 19775895
NPT1460 Cell Line L929 Mus musculus Inhibition = 4 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 5 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 6 % 19775895
NPT1460 Cell Line L929 Mus musculus Inhibition = 10 % 19775895
NPT1460 Cell Line L929 Mus musculus Inhibition = 18 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 19 % 19775895
NPT1460 Cell Line L929 Mus musculus Inhibition = 19 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 25 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 42 % 19775895
NPT993 Cell Line Hepatocyte Mus musculus IC50 = 9300 nM 19775895
NPT115 Organism Mycobacterium tuberculosis H37Ra Mycobacterium tuberculosis H37Ra MIC = 50 ug/ml 22280816
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 57100 nM 10.1007/s00044-008-9161-9
NPT4776 Organism Diatraea saccharalis Diatraea saccharalis LD90 = 184.56 ug 18785219
NPT4776 Organism Diatraea saccharalis Diatraea saccharalis LD50 = 91.19 ug 18785219
NPT1381 Organism Aedes aegypti Aedes aegypti LC50 = 0.92 ppm 26087027

  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 NPC195986 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
0.9796 High Similarity NPC303672
0.9583 High Similarity NPC307435
0.9583 High Similarity NPC267692
0.9412 High Similarity NPC297020
0.9412 High Similarity NPC273023
0.9388 High Similarity NPC145032
0.9388 High Similarity NPC243539
0.9388 High Similarity NPC267340
0.9388 High Similarity NPC304223
0.9388 High Similarity NPC54542
0.9231 High Similarity NPC261158
0.9231 High Similarity NPC24216
0.9231 High Similarity NPC104138
0.9231 High Similarity NPC306420
0.9038 High Similarity NPC471992
0.9038 High Similarity NPC471991
0.902 High Similarity NPC119655
0.8846 High Similarity NPC305288
0.8846 High Similarity NPC124382
0.8846 High Similarity NPC56028
0.8846 High Similarity NPC13011
0.8846 High Similarity NPC123669
0.8846 High Similarity NPC167759
0.8846 High Similarity NPC163912
0.8571 High Similarity NPC6795
0.8519 High Similarity NPC477049
0.8491 Intermediate Similarity NPC246519
0.8491 Intermediate Similarity NPC132669
0.8491 Intermediate Similarity NPC14234
0.8491 Intermediate Similarity NPC184014
0.8491 Intermediate Similarity NPC44193
0.8491 Intermediate Similarity NPC269800
0.8393 Intermediate Similarity NPC312826
0.8039 Intermediate Similarity NPC91044
0.8036 Intermediate Similarity NPC245650
0.7869 Intermediate Similarity NPC187315
0.7857 Intermediate Similarity NPC4881
0.7797 Intermediate Similarity NPC324077
0.7705 Intermediate Similarity NPC477525
0.7667 Intermediate Similarity NPC471023
0.7377 Intermediate Similarity NPC77891
0.7333 Intermediate Similarity NPC130807
0.7333 Intermediate Similarity NPC309877
0.7302 Intermediate Similarity NPC315141
0.7302 Intermediate Similarity NPC129995
0.7258 Intermediate Similarity NPC235311
0.7258 Intermediate Similarity NPC253468
0.7255 Intermediate Similarity NPC86121
0.7255 Intermediate Similarity NPC470439
0.7167 Intermediate Similarity NPC150505
0.7167 Intermediate Similarity NPC74617
0.7 Intermediate Similarity NPC210999
0.697 Remote Similarity NPC471022
0.6935 Remote Similarity NPC29468
0.6935 Remote Similarity NPC273614
0.6912 Remote Similarity NPC314678
0.6825 Remote Similarity NPC182758
0.678 Remote Similarity NPC242930
0.6667 Remote Similarity NPC299114
0.6567 Remote Similarity NPC249713
0.6481 Remote Similarity NPC138935
0.6471 Remote Similarity NPC15934
0.6452 Remote Similarity NPC325734
0.6452 Remote Similarity NPC321030
0.6415 Remote Similarity NPC206906
0.6349 Remote Similarity NPC326524
0.6349 Remote Similarity NPC329003
0.6349 Remote Similarity NPC325550
0.6316 Remote Similarity NPC14326
0.6271 Remote Similarity NPC208638
0.625 Remote Similarity NPC180575
0.6232 Remote Similarity NPC280065
0.6232 Remote Similarity NPC103712
0.6232 Remote Similarity NPC291196
0.6232 Remote Similarity NPC45060
0.6154 Remote Similarity NPC182840
0.6154 Remote Similarity NPC29091
0.6154 Remote Similarity NPC255042
0.6154 Remote Similarity NPC103213
0.6111 Remote Similarity NPC304151
0.6102 Remote Similarity NPC261571
0.6061 Remote Similarity NPC316674
0.6027 Remote Similarity NPC476923
0.6 Remote Similarity NPC188341
0.6 Remote Similarity NPC49494
0.5926 Remote Similarity NPC269823
0.5921 Remote Similarity NPC313911
0.5921 Remote Similarity NPC314854
0.589 Remote Similarity NPC288086
0.5875 Remote Similarity NPC3210
0.5833 Remote Similarity NPC59408
0.5833 Remote Similarity NPC71053
0.5821 Remote Similarity NPC477106
0.5818 Remote Similarity NPC68889
0.5818 Remote Similarity NPC67761
0.5818 Remote Similarity NPC180871
0.5818 Remote Similarity NPC256766
0.5818 Remote Similarity NPC108494
0.5818 Remote Similarity NPC88079
0.5818 Remote Similarity NPC194586
0.5818 Remote Similarity NPC213538
0.5818 Remote Similarity NPC51758
0.5818 Remote Similarity NPC209279
0.5811 Remote Similarity NPC476924
0.5789 Remote Similarity NPC269074
0.5741 Remote Similarity NPC56917
0.5741 Remote Similarity NPC145077
0.5738 Remote Similarity NPC68014
0.5732 Remote Similarity NPC473031
0.5714 Remote Similarity NPC329686
0.5714 Remote Similarity NPC116934
0.5696 Remote Similarity NPC224072
0.5696 Remote Similarity NPC39966
0.5686 Remote Similarity NPC58957
0.5667 Remote Similarity NPC291437
0.5667 Remote Similarity NPC328784
0.5667 Remote Similarity NPC182102
0.5667 Remote Similarity NPC26960
0.5663 Remote Similarity NPC316186
0.5645 Remote Similarity NPC61177
0.5625 Remote Similarity NPC249645
0.5625 Remote Similarity NPC228638
0.5625 Remote Similarity NPC55412
0.5614 Remote Similarity NPC6963
0.5614 Remote Similarity NPC304079
0.561 Remote Similarity NPC203076

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC195986 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
0.6364 Remote Similarity NPD860 Phase 2
0.6034 Remote Similarity NPD4220 Pre-registration
0.5806 Remote Similarity NPD9652 Approved
0.5625 Remote Similarity NPD4219 Approved

Structure

External Identifiers

PubChem CID   5318516
ChEMBL   CHEMBL271242
ZINC  

Physicochemical Properties

Molecular Weight:  223.19
ALogP:  0.5505
MLogP:  2.78
XLogP:  4.887
# Rotatable Bonds:  12
Polar Surface Area:  32.59
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  16

Download Data

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