Natural Product: NPC188341

Natural Product ID:  NPC188341
Common Name:   Oleamide
IUPAC Name:   (Z)-octadec-9-enamide
Synonyms:   Octadec-9-Enoic Acid Amide; Oleamide
Molecular Formula:   C18H35NO
Standard InCHIKey:  FATBGEAMYMYZAF-KTKRTIGZSA-N
Standard InCHI:  InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9-
Canonical SMILES:  CCCCCCCC/C=CCCCCCCCC(=N)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
NPO11144 Centella asiatica Species Apiaceae Eukaryota PMID[25518943]
NPO1797 Homo sapiens Species Hominidae Eukaryota blood serum PMID[25518943]
NPO1797 Homo sapiens Species Hominidae Eukaryota PMID[21886157]
NPO298 Isatdis radix NA NA NA TCMSP*
NPO12446 Folium ilicis cornutae NA NA NA TCMSP*
NPO27677 Uncariae ramulus cumuncis NA NA NA TCMSP*
NPO19707 Gynostemmae pentaphylli herba NA NA NA TCMSP*
NPO29555 Evodiae fructus NA NA NA TCMSP*
NPO9158 Mahoniae folum NA NA NA TCMSP*
NPO12588 Cornus officinalis Species Cornaceae Eukaryota TCMSP*
NPO7727 Momordicae fructus NA NA NA TCMSP*
NPO29559 Cinnamomi ramulus NA NA NA TCMSP*
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota TM-MC*
NPO11438 Angelica gigas Species Apiaceae Eukaryota TM-MC*
NPO15462 Angelica sinensis Species Apiaceae Eukaryota TM-MC*
NPO25547 Spirodela polyrhiza Species Araceae Eukaryota TM-MC*
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota TM-MC*
NPO9927 Crinum asiaticum Species Amaryllidaceae Eukaryota TCMID*
NPO9927.2 Crinum asiaticum var. sinicum Varieties Amaryllidaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT805 Protein Complex GABA-A receptor; anion channel Rattus norvegicus EC50 = 15000 nM 10780899
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 100 % 10328303
NPT3065 Individual Protein Acyl coenzyme A:cholesterol acyltransferase 1 Rattus norvegicus IC50 = 170000 nM 15261286
NPT1214 Individual Protein Acyl coenzyme A:cholesterol acyltransferase 1 Homo sapiens IC50 = 85000 nM 15261286
NPT1214 Individual Protein Acyl coenzyme A:cholesterol acyltransferase 1 Homo sapiens IC50 = 63000 nM 15261286
NPT1361 Individual Protein Cannabinoid CB1 receptor Rattus norvegicus Ki = 1140 nM 16078824
NPT1418 Individual Protein Anandamide amidohydrolase Homo sapiens IC50 = 68000 nM 16078824
NPT113 Cell Line RAW264.7 Mus musculus Activity = 134 % 18951802
NPT213 Individual Protein Cytochrome P450 2C19 Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 44668.4 nM PubChem BioAssay data set
NPT539 Individual Protein Cellular tumor antigen p53 Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 50118.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 31622.8 nM PubChem BioAssay data set
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens AC50 = 50118.72 nM PubChem BioAssay data set
NPT208 Individual Protein Cytochrome P450 1A2 Homo sapiens AC50 = 6309.57 nM PubChem BioAssay data set
NPT213 Individual Protein Cytochrome P450 2C19 Homo sapiens AC50 = 31622.78 nM PubChem BioAssay data set
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency 10000 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 243.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 68519.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 21864.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 48508.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 30884.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 38881 nM PubChem BioAssay data set
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency 54920.8 nM PubChem BioAssay data set
NPT74 Individual Protein Proto-oncogene c-JUN Homo sapiens Potency 17367.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 76880.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 30606.7 nM PubChem BioAssay data set

  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 NPC188341 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 NPC49494
0.9792 High Similarity NPC261571
0.807 Intermediate Similarity NPC325550
0.807 Intermediate Similarity NPC326524
0.807 Intermediate Similarity NPC329003
0.7895 Intermediate Similarity NPC321030
0.7667 Intermediate Similarity NPC316674
0.7647 Intermediate Similarity NPC76976
0.75 Intermediate Similarity NPC28394
0.75 Intermediate Similarity NPC31557
0.7368 Intermediate Similarity NPC242930
0.7255 Intermediate Similarity NPC252978
0.7083 Intermediate Similarity NPC277333
0.7 Intermediate Similarity NPC325734
0.697 Remote Similarity NPC103712
0.697 Remote Similarity NPC291196
0.6769 Remote Similarity NPC113224
0.6667 Remote Similarity NPC261158
0.6667 Remote Similarity NPC24216
0.6667 Remote Similarity NPC306420
0.6667 Remote Similarity NPC4881
0.6667 Remote Similarity NPC104138
0.661 Remote Similarity NPC281972
0.661 Remote Similarity NPC88966
0.661 Remote Similarity NPC424
0.661 Remote Similarity NPC154245
0.661 Remote Similarity NPC87564
0.661 Remote Similarity NPC85813
0.661 Remote Similarity NPC6095
0.661 Remote Similarity NPC25417
0.661 Remote Similarity NPC32467
0.661 Remote Similarity NPC290563
0.661 Remote Similarity NPC261831
0.6571 Remote Similarity NPC288086
0.6552 Remote Similarity NPC92114
0.6538 Remote Similarity NPC241279
0.6508 Remote Similarity NPC130807
0.65 Remote Similarity NPC297020
0.65 Remote Similarity NPC273023
0.6491 Remote Similarity NPC59051
0.6481 Remote Similarity NPC108195
0.6479 Remote Similarity NPC264417
0.6479 Remote Similarity NPC217095
0.6452 Remote Similarity NPC210999
0.6441 Remote Similarity NPC294548
0.6441 Remote Similarity NPC36061
0.6441 Remote Similarity NPC321062
0.6441 Remote Similarity NPC70387
0.6441 Remote Similarity NPC26102
0.6441 Remote Similarity NPC187361
0.6441 Remote Similarity NPC477724
0.6441 Remote Similarity NPC139029
0.6441 Remote Similarity NPC1813
0.6406 Remote Similarity NPC47333
0.6393 Remote Similarity NPC477201
0.6393 Remote Similarity NPC18951
0.6379 Remote Similarity NPC129263
0.6349 Remote Similarity NPC312826
0.6333 Remote Similarity NPC49059
0.6333 Remote Similarity NPC256209
0.6316 Remote Similarity NPC98284
0.6308 Remote Similarity NPC55068
0.629 Remote Similarity NPC302569
0.629 Remote Similarity NPC168308
0.6275 Remote Similarity NPC40434
0.6275 Remote Similarity NPC34873
0.6271 Remote Similarity NPC281245
0.623 Remote Similarity NPC477726
0.623 Remote Similarity NPC477725
0.6207 Remote Similarity NPC329773
0.6167 Remote Similarity NPC474496
0.6167 Remote Similarity NPC303672
0.6167 Remote Similarity NPC34577
0.6154 Remote Similarity NPC29468
0.614 Remote Similarity NPC91495
0.614 Remote Similarity NPC91044
0.6129 Remote Similarity NPC187777
0.6129 Remote Similarity NPC470967
0.6129 Remote Similarity NPC470969
0.6129 Remote Similarity NPC471960
0.6129 Remote Similarity NPC161838
0.6129 Remote Similarity NPC470966
0.6129 Remote Similarity NPC475384
0.6129 Remote Similarity NPC473847
0.6129 Remote Similarity NPC179764
0.6129 Remote Similarity NPC477661
0.6129 Remote Similarity NPC470968
0.6102 Remote Similarity NPC262968
0.6102 Remote Similarity NPC474495
0.6102 Remote Similarity NPC473672
0.6094 Remote Similarity NPC106851
0.6094 Remote Similarity NPC274927
0.6071 Remote Similarity NPC276825
0.6061 Remote Similarity NPC477106
0.6042 Remote Similarity NPC151719
0.6042 Remote Similarity NPC95174
0.6034 Remote Similarity NPC207815
0.6034 Remote Similarity NPC5413
0.6034 Remote Similarity NPC149821
0.6032 Remote Similarity NPC225929
0.6032 Remote Similarity NPC470970
0.6027 Remote Similarity NPC3094
0.6 Remote Similarity NPC323153
0.6 Remote Similarity NPC243532
0.6 Remote Similarity NPC195986
0.5974 Remote Similarity NPC82799
0.5968 Remote Similarity NPC475353
0.5968 Remote Similarity NPC473721
0.5968 Remote Similarity NPC52264
0.5968 Remote Similarity NPC473735
0.5968 Remote Similarity NPC54766
0.5968 Remote Similarity NPC473863
0.5968 Remote Similarity NPC473910
0.5968 Remote Similarity NPC471992
0.5968 Remote Similarity NPC274290
0.5968 Remote Similarity NPC473896
0.5968 Remote Similarity NPC473725
0.5965 Remote Similarity NPC319709
0.5965 Remote Similarity NPC289484
0.5932 Remote Similarity NPC224227
0.5932 Remote Similarity NPC131623
0.5921 Remote Similarity NPC477485
0.5909 Remote Similarity NPC328776
0.5909 Remote Similarity NPC201939
0.5909 Remote Similarity NPC320305
0.5909 Remote Similarity NPC321838
0.5902 Remote Similarity NPC39633
0.5902 Remote Similarity NPC139545
0.5902 Remote Similarity NPC309606
0.5897 Remote Similarity NPC477487
0.5897 Remote Similarity NPC474312
0.5882 Remote Similarity NPC477525
0.5873 Remote Similarity NPC274396
0.5862 Remote Similarity NPC207292
0.5857 Remote Similarity NPC249713
0.5857 Remote Similarity NPC474812
0.5846 Remote Similarity NPC5698
0.5846 Remote Similarity NPC122239
0.5833 Remote Similarity NPC243539
0.5833 Remote Similarity NPC151782
0.5833 Remote Similarity NPC304223
0.5833 Remote Similarity NPC267340
0.5833 Remote Similarity NPC54542
0.5833 Remote Similarity NPC145032
0.5821 Remote Similarity NPC477707
0.5818 Remote Similarity NPC249801
0.5818 Remote Similarity NPC46248
0.5818 Remote Similarity NPC149668
0.5811 Remote Similarity NPC212008
0.5811 Remote Similarity NPC51055
0.5811 Remote Similarity NPC62293
0.5811 Remote Similarity NPC140327
0.5806 Remote Similarity NPC110732
0.5806 Remote Similarity NPC13011
0.5806 Remote Similarity NPC124382
0.5806 Remote Similarity NPC137538
0.5806 Remote Similarity NPC473532
0.5789 Remote Similarity NPC475363
0.5789 Remote Similarity NPC140501
0.5789 Remote Similarity NPC269074
0.5789 Remote Similarity NPC210560
0.5789 Remote Similarity NPC117572
0.5789 Remote Similarity NPC473972
0.5789 Remote Similarity NPC24824
0.5789 Remote Similarity NPC473971
0.5789 Remote Similarity NPC165651
0.5789 Remote Similarity NPC474833
0.5781 Remote Similarity NPC281230
0.5781 Remote Similarity NPC52012
0.5781 Remote Similarity NPC192843
0.5763 Remote Similarity NPC302310
0.5758 Remote Similarity NPC309877
0.5758 Remote Similarity NPC174447
0.5758 Remote Similarity NPC122521
0.5758 Remote Similarity NPC252809
0.5758 Remote Similarity NPC251042
0.5758 Remote Similarity NPC235242
0.575 Remote Similarity NPC477199
0.5738 Remote Similarity NPC35519
0.5738 Remote Similarity NPC179169
0.5738 Remote Similarity NPC306195
0.5738 Remote Similarity NPC157781
0.5738 Remote Similarity NPC181255
0.5735 Remote Similarity NPC328089
0.5735 Remote Similarity NPC68343
0.5714 Remote Similarity NPC270796
0.5714 Remote Similarity NPC281590
0.5714 Remote Similarity NPC326521
0.5714 Remote Similarity NPC28779
0.5714 Remote Similarity NPC128061
0.5714 Remote Similarity NPC223677
0.5714 Remote Similarity NPC10316
0.5714 Remote Similarity NPC228473
0.5714 Remote Similarity NPC15162
0.5714 Remote Similarity NPC200845
0.5714 Remote Similarity NPC471991
0.5694 Remote Similarity NPC324638
0.5692 Remote Similarity NPC469373
0.5692 Remote Similarity NPC226848
0.5692 Remote Similarity NPC10017

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC188341 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
0.661 Remote Similarity NPD3195 Phase 2
0.661 Remote Similarity NPD4266 Approved
0.661 Remote Similarity NPD3196 Approved
0.661 Remote Similarity NPD3194 Approved
0.6441 Remote Similarity NPD3172 Approved
0.6308 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6164 Remote Similarity NPD819 Approved
0.6164 Remote Similarity NPD818 Approved
0.6154 Remote Similarity NPD6949 Clinical (unspecified phase)
0.6102 Remote Similarity NPD29 Approved
0.6102 Remote Similarity NPD28 Approved
0.6071 Remote Similarity NPD39 Approved
0.6066 Remote Similarity NPD9652 Approved
0.6034 Remote Similarity NPD3173 Approved
0.6 Remote Similarity NPD15 Approved
0.6 Remote Similarity NPD791 Approved
0.6 Remote Similarity NPD1082 Approved
0.5965 Remote Similarity NPD3211 Approved
0.5789 Remote Similarity NPD4265 Approved
0.5789 Remote Similarity NPD4222 Approved
0.5789 Remote Similarity NPD3732 Approved
0.5735 Remote Similarity NPD3197 Phase 1
0.5714 Remote Similarity NPD5326 Phase 3
0.5694 Remote Similarity NPD3212 Clinical (unspecified phase)
0.5672 Remote Similarity NPD835 Approved
0.5672 Remote Similarity NPD834 Approved

Structure

External Identifiers

PubChem CID   5283387
ChEMBL   CHEMBL15927
ZINC  

Physicochemical Properties

Molecular Weight:  281.27
ALogP:  -2.1845
MLogP:  3.22
XLogP:  8.598
# Rotatable Bonds:  17
Polar Surface Area:  44.08
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  20

Download Data

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Structure MOL file  
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Similar NPs/Drugs