Natural Product: NPC44193

Natural Product ID:  NPC44193
Common Name:   Isobungeanool
IUPAC Name:   (2E,4E,8Z,11E)-N-(2-hydroxy-2-methylpropyl)tetradeca-2,4,8,11-tetraenamide
Synonyms:  
Molecular Formula:   C18H29NO2
Standard InCHIKey:  HSFPMLIZJAVYHM-NPNWTSAVSA-N
Standard InCHI:  InChI=1S/C18H29NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(2,3)21/h5-6,8-9,12-15,21H,4,7,10-11,16H2,1-3H3,(H,19,20)/b6-5+,9-8-,13-12+,15-14+
Canonical SMILES:  CC/C=C/C/C=CCC/C=C/C=C/C(=NCC(O)(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
NPO6320 Echinosophora koreensis Species Fabaceae Eukaryota UNPD*
NPO9590 Xanthoria aureola Species Teloschistaceae Eukaryota UNPD*
NPO4523 Reaumuria hirtella Species Tamaricaceae Eukaryota UNPD*
NPO2892 Wikstroemia chamaedaphne Species Thymelaeaceae Eukaryota UNPD*
NPO2999 Coprinellus flocculosus Species Psathyrellaceae Eukaryota UNPD*
NPO8642 Lithospermum officinale Species Boraginaceae Eukaryota UNPD*
NPO8022 Consolida hohenackeri Species Ranunculaceae Eukaryota UNPD*
NPO6378 Wilcoxia viperina NA NA NA UNPD*
NPO5604 Chelonia japonica Species Cheloniidae Eukaryota UNPD*
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota UNPD*
NPO14793 Erica glauca Species Ericaceae Eukaryota UNPD*
NPO1467 Wedelia prostrata Species Asteraceae Eukaryota UNPD*
NPO6894 Elegia deusta Species Restionaceae Eukaryota UNPD*
NPO6556 Garcinia intermedia Species Clusiaceae Eukaryota UNPD*
NPO9995 Cynara humilis Species Asteraceae Eukaryota UNPD*
NPO9087 Sarcococca vagans Species Buxaceae Eukaryota UNPD*
NPO13438 Centaurea calcitrapa Species Asteraceae Eukaryota UNPD*
NPO777 Kielmeyera coriacea Species Calophyllaceae Eukaryota UNPD*
NPO10264 Platonia insignis Species Clusiaceae Eukaryota UNPD*
NPO12970 Aspergillus fischeri Species Aspergillaceae Eukaryota UNPD*
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota UNPD*
NPO7650 Salvia munzii Species Lamiaceae Eukaryota UNPD*
NPO7847 Senecio densiflorus Species Asteraceae Eukaryota UNPD*
NPO6801 Bellium bellidioides Species Asteraceae Eukaryota UNPD*
NPO8471 Angelica taiwaniana Species Apiaceae Eukaryota UNPD*
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota UNPD*
NPO8253 Alexandrium hiranoi Species Gonyaulacaceae Eukaryota UNPD*
NPO3341 Leishmania major Species Trypanosomatidae Eukaryota UNPD*
NPO4120 Ulmus americana Species Ulmaceae Eukaryota UNPD*
NPO20059.1 Lactobacillus delbrueckii subsp. bulgaricus Subspecies Lactobacillaceae Bacteria UNPD*
NPO7841 Solanum transcaucasicum Species Solanaceae Eukaryota UNPD*
NPO7028 Sida veronicaefolia Species Malvaceae Eukaryota UNPD*
NPO21390 Zanthoxylum integrifoliolum Species Rutaceae Eukaryota fruit Lanyu Island, Taitung County, Taiwan PMID[10395498]
NPO10128 Aplysia punctata Species Aplysiidae Eukaryota UNPD*
NPO16266 Didymium bahiense Species Didymiaceae Eukaryota UNPD*
NPO4895 Coleus esquirolii Species Lamiaceae Eukaryota UNPD*
NPO1070 Matricaria suffruticosa Species Asteraceae Eukaryota UNPD*
NPO24083.1 Melanelixia fuliginosa subsp. glabratula Subspecies Parmeliaceae Eukaryota UNPD*
NPO9476 Metapenaeus bennettae Species Penaeidae Eukaryota UNPD*
NPO9733 Spongia bilamellata Species Spongiidae Eukaryota UNPD*
NPO15558 Leucas neufliseana Species Lamiaceae Eukaryota UNPD*
NPO1682 Rhytidoponera metallica Species Formicidae Eukaryota UNPD*
NPO2015 Udotea petiolata Species Udoteaceae Eukaryota UNPD*
NPO2199 Tecoma pentaphylla Species Bignoniaceae Eukaryota UNPD*
NPO26898 Jacobaea vulgaris Species Asteraceae Eukaryota UNPD*
NPO9221 Trachelospermum lucidum Species Apocynaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 89.2 % 10395498
NPT2 Others Unspecified Activity = 0 % 10395498
NPT2 Others Unspecified Activity = 4 % 10395498
NPT2 Others Unspecified Activity = 27.8 % 10395498
NPT2 Others Unspecified Activity = 46.2 % 10395498
NPT2 Others Unspecified Activity = 38.4 % 10395498
NPT2 Others Unspecified Ratio IC50 = 0.26 24175626
NPT1287 Individual Protein Cannabinoid CB2 receptor Homo sapiens Inhibition = 62 % 24175626
NPT1287 Individual Protein Cannabinoid CB2 receptor Homo sapiens IC50 = 9100 nM 24175626
NPT232 Individual Protein Cannabinoid CB1 receptor Homo sapiens Inhibition = 45 % 24175626
NPT232 Individual Protein Cannabinoid CB1 receptor Homo sapiens IC50 = 2400 nM 24175626

  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 NPC44193 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 NPC14234
1.0 High Similarity NPC184014
1.0 High Similarity NPC132669
1.0 High Similarity NPC269800
1.0 High Similarity NPC246519
0.9091 High Similarity NPC312826
0.902 High Similarity NPC304223
0.902 High Similarity NPC267340
0.902 High Similarity NPC145032
0.902 High Similarity NPC54542
0.902 High Similarity NPC243539
0.8824 High Similarity NPC307435
0.8824 High Similarity NPC267692
0.8679 High Similarity NPC119655
0.8679 High Similarity NPC303672
0.8621 High Similarity NPC471023
0.8519 High Similarity NPC305288
0.8519 High Similarity NPC163912
0.8519 High Similarity NPC167759
0.8519 High Similarity NPC56028
0.8491 Intermediate Similarity NPC195986
0.8475 Intermediate Similarity NPC253468
0.8475 Intermediate Similarity NPC235311
0.8421 Intermediate Similarity NPC74617
0.8421 Intermediate Similarity NPC150505
0.8364 Intermediate Similarity NPC471992
0.8364 Intermediate Similarity NPC297020
0.8364 Intermediate Similarity NPC273023
0.8364 Intermediate Similarity NPC471991
0.8305 Intermediate Similarity NPC77891
0.8276 Intermediate Similarity NPC6795
0.8214 Intermediate Similarity NPC261158
0.8214 Intermediate Similarity NPC24216
0.8214 Intermediate Similarity NPC306420
0.8214 Intermediate Similarity NPC104138
0.8214 Intermediate Similarity NPC477049
0.8182 Intermediate Similarity NPC123669
0.807 Intermediate Similarity NPC245650
0.7833 Intermediate Similarity NPC273614
0.7812 Intermediate Similarity NPC471022
0.7742 Intermediate Similarity NPC477525
0.7619 Intermediate Similarity NPC315141
0.7619 Intermediate Similarity NPC129995
0.7619 Intermediate Similarity NPC187315
0.7544 Intermediate Similarity NPC124382
0.7544 Intermediate Similarity NPC13011
0.7407 Intermediate Similarity NPC91044
0.7377 Intermediate Similarity NPC130807
0.7258 Intermediate Similarity NPC324077
0.6984 Remote Similarity NPC29468
0.6981 Remote Similarity NPC86121
0.6957 Remote Similarity NPC314678
0.6875 Remote Similarity NPC182758
0.6833 Remote Similarity NPC242930
0.6825 Remote Similarity NPC309877
0.6721 Remote Similarity NPC4881
0.6667 Remote Similarity NPC470439
0.6618 Remote Similarity NPC249713
0.6522 Remote Similarity NPC103712
0.6522 Remote Similarity NPC291196
0.6508 Remote Similarity NPC325734
0.6508 Remote Similarity NPC321030
0.6429 Remote Similarity NPC299114
0.6406 Remote Similarity NPC326524
0.6406 Remote Similarity NPC325550
0.6406 Remote Similarity NPC329003
0.6364 Remote Similarity NPC477106
0.6329 Remote Similarity NPC3210
0.6286 Remote Similarity NPC45060
0.6286 Remote Similarity NPC280065
0.625 Remote Similarity NPC210999
0.625 Remote Similarity NPC138935
0.6184 Remote Similarity NPC313911
0.6184 Remote Similarity NPC314854
0.6164 Remote Similarity NPC288086
0.6119 Remote Similarity NPC316674
0.6111 Remote Similarity NPC56917
0.6066 Remote Similarity NPC208638
0.6 Remote Similarity NPC474460
0.6 Remote Similarity NPC328784
0.6 Remote Similarity NPC291437
0.5902 Remote Similarity NPC71053
0.5902 Remote Similarity NPC59408
0.5893 Remote Similarity NPC180871
0.5893 Remote Similarity NPC67761
0.5893 Remote Similarity NPC68889
0.5893 Remote Similarity NPC194586
0.5893 Remote Similarity NPC206906
0.5893 Remote Similarity NPC88079
0.5893 Remote Similarity NPC108494
0.5893 Remote Similarity NPC209279
0.5893 Remote Similarity NPC51758
0.5882 Remote Similarity NPC55068
0.5867 Remote Similarity NPC476923
0.5789 Remote Similarity NPC263266
0.5789 Remote Similarity NPC116934
0.5763 Remote Similarity NPC282097
0.5763 Remote Similarity NPC180575
0.575 Remote Similarity NPC14326
0.5738 Remote Similarity NPC221467
0.5714 Remote Similarity NPC269823
0.5714 Remote Similarity NPC61177
0.5679 Remote Similarity NPC228638
0.5658 Remote Similarity NPC476924
0.5645 Remote Similarity NPC43053
0.5645 Remote Similarity NPC261571
0.5636 Remote Similarity NPC103213
0.5636 Remote Similarity NPC255042
0.5636 Remote Similarity NPC29091
0.5636 Remote Similarity NPC15934
0.5636 Remote Similarity NPC182840
0.5625 Remote Similarity NPC110732
0.5625 Remote Similarity NPC82799
0.5614 Remote Similarity NPC213538
0.5614 Remote Similarity NPC256766

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC44193 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
0.6727 Remote Similarity NPD860 Phase 2
0.6102 Remote Similarity NPD4220 Pre-registration
0.5882 Remote Similarity NPD3210 Clinical (unspecified phase)
0.5758 Remote Similarity NPD9368 Phase 2

Structure

External Identifiers

PubChem CID   14135320
ChEMBL   CHEMBL505802
ZINC  

Physicochemical Properties

Molecular Weight:  291.22
ALogP:  1.941
MLogP:  3.11
XLogP:  5.41
# Rotatable Bonds:  15
Polar Surface Area:  52.82
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  21

Download Data

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