Natural Product: NPC312826

Natural Product ID:  NPC312826
Common Name:   Tetrahydrobungeanool
IUPAC Name:   (2E,4E)-N-(2-hydroxy-2-methylpropyl)tetradeca-2,4-dienamide
Synonyms:   Tetrahydrobungeanool
Molecular Formula:   C18H33NO2
Standard InCHIKey:  GJDPGFHVEKFXEZ-SQIWNDBBSA-N
Standard InCHI:  InChI=1S/C18H33NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(2,3)21/h12-15,21H,4-11,16H2,1-3H3,(H,19,20)/b13-12+,15-14+
Canonical SMILES:  CCCCCCCCC/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
NPO21390 Zanthoxylum integrifoliolum Species Rutaceae Eukaryota fruit Lanyu Island, Taitung County, Taiwan PMID[10395498]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota TM-MC*
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota TM-MC*
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota TM-MC*
NPO21390 Zanthoxylum integrifoliolum Species Rutaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 74 % 10395498
NPT2 Others Unspecified Activity = 0 % 10395498
NPT2 Others Unspecified Activity = 58.3 % 10395498
NPT2 Others Unspecified Activity = 6.7 % 10395498
NPT2 Others Unspecified Activity = 82.7 % 10395498
NPT2 Others Unspecified Ratio IC50 = 2556 24175626
NPT1287 Individual Protein Cannabinoid CB2 receptor Homo sapiens Inhibition = 73 % 24175626
NPT1287 Individual Protein Cannabinoid CB2 receptor Homo sapiens IC50 = 2 nM 24175626
NPT232 Individual Protein Cannabinoid CB1 receptor Homo sapiens Inhibition = 30 % 24175626
NPT232 Individual Protein Cannabinoid CB1 receptor Homo sapiens IC50 = 4600 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 NPC312826 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
0.9107 High Similarity NPC306420
0.9107 High Similarity NPC104138
0.9107 High Similarity NPC261158
0.9107 High Similarity NPC24216
0.9091 High Similarity NPC184014
0.9091 High Similarity NPC269800
0.9091 High Similarity NPC132669
0.9091 High Similarity NPC14234
0.9091 High Similarity NPC246519
0.9091 High Similarity NPC44193
0.8929 High Similarity NPC297020
0.8929 High Similarity NPC273023
0.8571 High Similarity NPC303672
0.8393 Intermediate Similarity NPC195986
0.8276 Intermediate Similarity NPC471992
0.8254 Intermediate Similarity NPC477525
0.8226 Intermediate Similarity NPC471023
0.8214 Intermediate Similarity NPC145032
0.8214 Intermediate Similarity NPC267340
0.8214 Intermediate Similarity NPC304223
0.8214 Intermediate Similarity NPC54542
0.8214 Intermediate Similarity NPC243539
0.8197 Intermediate Similarity NPC6795
0.8197 Intermediate Similarity NPC130807
0.8125 Intermediate Similarity NPC187315
0.8036 Intermediate Similarity NPC307435
0.8036 Intermediate Similarity NPC267692
0.7966 Intermediate Similarity NPC471991
0.7931 Intermediate Similarity NPC119655
0.7812 Intermediate Similarity NPC253468
0.7812 Intermediate Similarity NPC235311
0.7797 Intermediate Similarity NPC163912
0.7797 Intermediate Similarity NPC167759
0.7797 Intermediate Similarity NPC305288
0.7797 Intermediate Similarity NPC56028
0.7778 Intermediate Similarity NPC29468
0.7742 Intermediate Similarity NPC74617
0.7742 Intermediate Similarity NPC150505
0.7656 Intermediate Similarity NPC77891
0.7576 Intermediate Similarity NPC129995
0.7576 Intermediate Similarity NPC315141
0.7541 Intermediate Similarity NPC477049
0.75 Intermediate Similarity NPC13011
0.75 Intermediate Similarity NPC124382
0.75 Intermediate Similarity NPC471022
0.75 Intermediate Similarity NPC123669
0.7419 Intermediate Similarity NPC245650
0.7385 Intermediate Similarity NPC182758
0.7353 Intermediate Similarity NPC249713
0.7344 Intermediate Similarity NPC309877
0.7258 Intermediate Similarity NPC4881
0.7246 Intermediate Similarity NPC103712
0.7246 Intermediate Similarity NPC291196
0.7231 Intermediate Similarity NPC273614
0.7231 Intermediate Similarity NPC324077
0.7188 Intermediate Similarity NPC329003
0.7188 Intermediate Similarity NPC326524
0.7188 Intermediate Similarity NPC325550
0.7183 Intermediate Similarity NPC314678
0.7097 Intermediate Similarity NPC242930
0.7031 Intermediate Similarity NPC321030
0.7 Intermediate Similarity NPC45060
0.7 Intermediate Similarity NPC280065
0.6866 Remote Similarity NPC316674
0.6849 Remote Similarity NPC288086
0.678 Remote Similarity NPC91044
0.6769 Remote Similarity NPC325734
0.675 Remote Similarity NPC3210
0.6618 Remote Similarity NPC55068
0.6613 Remote Similarity NPC208638
0.6452 Remote Similarity NPC261571
0.6379 Remote Similarity NPC86121
0.6377 Remote Similarity NPC477106
0.6349 Remote Similarity NPC188341
0.6349 Remote Similarity NPC49494
0.6316 Remote Similarity NPC476923
0.6271 Remote Similarity NPC138935
0.6269 Remote Similarity NPC210999
0.625 Remote Similarity NPC82799
0.619 Remote Similarity NPC473672
0.619 Remote Similarity NPC59408
0.619 Remote Similarity NPC71053
0.619 Remote Similarity NPC474495
0.6173 Remote Similarity NPC14326
0.6173 Remote Similarity NPC39966
0.6173 Remote Similarity NPC224072
0.6129 Remote Similarity NPC31194
0.6129 Remote Similarity NPC248884
0.6129 Remote Similarity NPC85079
0.6104 Remote Similarity NPC476924
0.6104 Remote Similarity NPC217095
0.6104 Remote Similarity NPC264417
0.6102 Remote Similarity NPC470439
0.6087 Remote Similarity NPC176621
0.6066 Remote Similarity NPC180575
0.6032 Remote Similarity NPC474460
0.6032 Remote Similarity NPC474642
0.6032 Remote Similarity NPC249670
0.6032 Remote Similarity NPC72699
0.6032 Remote Similarity NPC477727
0.6032 Remote Similarity NPC199286
0.6032 Remote Similarity NPC471281
0.6032 Remote Similarity NPC473913
0.6 Remote Similarity NPC314854
0.6 Remote Similarity NPC313911
0.6 Remote Similarity NPC61177
0.6 Remote Similarity NPC175614
0.6 Remote Similarity NPC324638
0.5972 Remote Similarity NPC308844
0.5946 Remote Similarity NPC474812
0.5938 Remote Similarity NPC151782
0.5938 Remote Similarity NPC224148
0.5938 Remote Similarity NPC197272
0.5938 Remote Similarity NPC165447
0.5938 Remote Similarity NPC471959
0.5938 Remote Similarity NPC477723
0.5938 Remote Similarity NPC475477
0.5938 Remote Similarity NPC256656
0.5938 Remote Similarity NPC9273
0.5938 Remote Similarity NPC89824
0.5938 Remote Similarity NPC55383
0.5938 Remote Similarity NPC76198
0.5938 Remote Similarity NPC329608
0.5938 Remote Similarity NPC170776
0.5938 Remote Similarity NPC294278
0.593 Remote Similarity NPC316186
0.5909 Remote Similarity NPC110732
0.5902 Remote Similarity NPC299114
0.5902 Remote Similarity NPC269074
0.5875 Remote Similarity NPC474833
0.5875 Remote Similarity NPC473695
0.5875 Remote Similarity NPC473446
0.5873 Remote Similarity NPC153538
0.5873 Remote Similarity NPC471276
0.5873 Remote Similarity NPC471280
0.5873 Remote Similarity NPC125122
0.5873 Remote Similarity NPC471275
0.5833 Remote Similarity NPC116934
0.5824 Remote Similarity NPC45313
0.5824 Remote Similarity NPC8098
0.5824 Remote Similarity NPC183449
0.5824 Remote Similarity NPC197294
0.5821 Remote Similarity NPC329686
0.5821 Remote Similarity NPC474644
0.5814 Remote Similarity NPC473031
0.5806 Remote Similarity NPC55063
0.5806 Remote Similarity NPC124183
0.5806 Remote Similarity NPC19834
0.5806 Remote Similarity NPC35141
0.5802 Remote Similarity NPC471597
0.5797 Remote Similarity NPC181872
0.5781 Remote Similarity NPC26960
0.5781 Remote Similarity NPC328784
0.5781 Remote Similarity NPC291437
0.5781 Remote Similarity NPC182102
0.5778 Remote Similarity NPC54961
0.5778 Remote Similarity NPC157353
0.5778 Remote Similarity NPC158445
0.5778 Remote Similarity NPC156782
0.5778 Remote Similarity NPC282088
0.5775 Remote Similarity NPC469728
0.5763 Remote Similarity NPC269823
0.5758 Remote Similarity NPC34577
0.5758 Remote Similarity NPC474496
0.5735 Remote Similarity NPC473865
0.5735 Remote Similarity NPC249645
0.5735 Remote Similarity NPC474643
0.5735 Remote Similarity NPC55412
0.5732 Remote Similarity NPC476560
0.5714 Remote Similarity NPC228638
0.5714 Remote Similarity NPC469836
0.5698 Remote Similarity NPC203076
0.5692 Remote Similarity NPC93639
0.569 Remote Similarity NPC15934
0.5676 Remote Similarity NPC113224
0.5672 Remote Similarity NPC256209
0.5672 Remote Similarity NPC49059
0.5672 Remote Similarity NPC48058
0.5672 Remote Similarity NPC473532
0.5667 Remote Similarity NPC206906
0.5667 Remote Similarity NPC209279
0.5667 Remote Similarity NPC108494
0.5667 Remote Similarity NPC213538
0.5667 Remote Similarity NPC51758
0.5667 Remote Similarity NPC180871
0.5667 Remote Similarity NPC194586
0.5667 Remote Similarity NPC68889
0.5667 Remote Similarity NPC256766
0.5667 Remote Similarity NPC67761
0.5667 Remote Similarity NPC88079
0.5658 Remote Similarity NPC137620
0.5658 Remote Similarity NPC474675
0.5658 Remote Similarity NPC475930
0.5658 Remote Similarity NPC127145
0.5652 Remote Similarity NPC44542
0.5647 Remote Similarity NPC477199
0.5645 Remote Similarity NPC140501
0.5645 Remote Similarity NPC160628
0.5634 Remote Similarity NPC327112
0.5632 Remote Similarity NPC472614

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC312826 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
0.6618 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6167 Remote Similarity NPD860 Phase 2
0.6 Remote Similarity NPD3212 Clinical (unspecified phase)
0.5873 Remote Similarity NPD4220 Pre-registration
0.5775 Remote Similarity NPD6949 Clinical (unspecified phase)
0.5735 Remote Similarity NPD4219 Approved
0.5645 Remote Similarity NPD4265 Approved
0.5634 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5618 Remote Similarity NPD8522 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   5321844
ChEMBL   CHEMBL452912
ZINC  

Physicochemical Properties

Molecular Weight:  295.25
ALogP:  -1.0406
MLogP:  3.11
XLogP:  6.253
# Rotatable Bonds:  17
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