Natural Product: NPC86538

Natural Product ID:  NPC86538
Common Name:   Bicyclogermacrene
IUPAC Name:   (1R,4E,8E,10S)-4,8,11,11-tetramethylbicyclo[8.1.0]undeca-4,8-diene
Synonyms:   Bicyclogermacrene
Molecular Formula:   C15H24
Standard InCHIKey:  VPDZRSSKICPUEY-JEPMYXAXSA-N
Standard InCHI:  InChI=1S/C15H24/c1-11-6-5-7-12(2)10-14-13(9-8-11)15(14,3)4/h6,10,13-14H,5,7-9H2,1-4H3/b11-6+,12-10+/t13-,14+/m1/s1
Canonical SMILES:  C/C/1=CCC/C(=C/[C@H]2[C@@H](CC1)C2(C)C)/C
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
NPO14255 Streptomyces flocculus Species Streptomycetaceae Bacteria UNPD*
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota TM-MC*
NPO19635 Coreopsis nodosa Species Asteraceae Eukaryota UNPD*
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota TM-MC*
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota TM-MC*
NPO18805 Tripolium pannonicum Species Asteraceae Eukaryota UNPD*
NPO12684 Trigonella grandiflora Species Fabaceae Eukaryota UNPD*
NPO11642 Dacrydium cupressinum Species Podocarpaceae Eukaryota UNPD*
NPO14201 Riccia fluitans Species Ricciaceae Eukaryota UNPD*
NPO11248 Tachigalia paniculata NA NA NA UNPD*
NPO5189 Glycine tomentella Species Fabaceae Eukaryota UNPD*
NPO12001 Saccharomyces pastori Species Saccharomycetaceae Eukaryota UNPD*
NPO6388 Mulguraea tridens Species Verbenaceae Eukaryota UNPD*
NPO29705 Viticis fructus Species Curculionidae Eukaryota TCMSP*
NPO6212 Myrrha Species Coccinellidae Eukaryota TCMSP*
NPO6884 Ailanthi cortex NA NA NA TCMSP*
NPO3724 Amomum neoaurantiacum Species Zingiberaceae Eukaryota TCMSP*
NPO26351 Agastache rugosa Species Lamiaceae Eukaryota TM-MC*
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota TM-MC*
NPO11438 Angelica gigas Species Apiaceae Eukaryota TM-MC*
NPO15462 Angelica sinensis Species Apiaceae Eukaryota TM-MC*
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota TM-MC*
NPO15730 Citrus medica Species Rutaceae Eukaryota TM-MC*
NPO900 Cnidium monieri Species Apiaceae Eukaryota TM-MC*
NPO210 Uvaria calamistrata Species Annonaceae Eukaryota UNPD*
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota TM-MC*
NPO7998 Senecio paludaffinis Species Asteraceae Eukaryota UNPD*
NPO163 Daucus carota Species Apiaceae Eukaryota TM-MC*
NPO14354 Artemisia cina Species Asteraceae Eukaryota UNPD*
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota TM-MC*
NPO6984 Brickellia veronicaefolia Species Asteraceae Eukaryota Essential oils PMID[16933870]
NPO11474 Ligusticum jeholense Species Apiaceae Eukaryota TM-MC*
NPO13568 Hypoxylon rubiginosum Species Xylariaceae Eukaryota UNPD*
NPO18951 Ligusticum sinense Species Apiaceae Eukaryota TM-MC*
NPO13166 Nicotiana undulata Species Solanaceae Eukaryota UNPD*
NPO2154 Ligusticum tenuissimum Species Apiaceae Eukaryota TM-MC*
NPO21854 Pterocladiella tenuis Species Gelidiaceae Eukaryota UNPD*
NPO12182 Murraya exotica Species Rutaceae Eukaryota TM-MC*
NPO10540 Passiflora incarnata Species Passifloraceae Eukaryota UNPD*
NPO2715 Murraya paniculata Species Rutaceae Eukaryota TM-MC*
NPO22666 Haematococcus lacustris Species Haematococcaceae Eukaryota UNPD*
NPO29141 Panax ginseng Species Araliaceae Eukaryota TM-MC*
NPO14027 Dacryodes normandii Species Burseraceae Eukaryota UNPD*
NPO21891 Panax notoginseng Species Araliaceae Eukaryota TM-MC*
NPO11488 Alstonia muelleriana Species Apocynaceae Eukaryota UNPD*
NPO8187 Schisandra chinensis Species Schisandraceae Eukaryota TM-MC*
NPO731 Panax schinseng Species Araliaceae Eukaryota UNPD*
NPO12662 Torilis japonica Species Apiaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT548 Tissue Ileum Cavia porcellus IC50 = 1490 nM 16933870

  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 NPC86538 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
0.8837 High Similarity NPC248411
0.8636 High Similarity NPC296337
0.8182 Intermediate Similarity NPC60556
0.8182 Intermediate Similarity NPC109813
0.814 Intermediate Similarity NPC120926
0.814 Intermediate Similarity NPC218918
0.7907 Intermediate Similarity NPC246165
0.7826 Intermediate Similarity NPC49088
0.7826 Intermediate Similarity NPC86683
0.766 Intermediate Similarity NPC323445
0.7556 Intermediate Similarity NPC177470
0.7556 Intermediate Similarity NPC473912
0.75 Intermediate Similarity NPC124851
0.7447 Intermediate Similarity NPC13991
0.7447 Intermediate Similarity NPC241784
0.7447 Intermediate Similarity NPC114239
0.7442 Intermediate Similarity NPC229262
0.7442 Intermediate Similarity NPC297643
0.7442 Intermediate Similarity NPC139717
0.7391 Intermediate Similarity NPC90506
0.7391 Intermediate Similarity NPC23145
0.7391 Intermediate Similarity NPC90803
0.7381 Intermediate Similarity NPC92224
0.7347 Intermediate Similarity NPC17518
0.7347 Intermediate Similarity NPC22765
0.7333 Intermediate Similarity NPC144023
0.725 Intermediate Similarity NPC100879
0.7234 Intermediate Similarity NPC202189
0.7209 Intermediate Similarity NPC76145
0.7209 Intermediate Similarity NPC190810
0.7209 Intermediate Similarity NPC34764
0.7174 Intermediate Similarity NPC105246
0.7174 Intermediate Similarity NPC190232
0.7143 Intermediate Similarity NPC178644
0.7111 Intermediate Similarity NPC78551
0.7111 Intermediate Similarity NPC227632
0.7111 Intermediate Similarity NPC62086
0.7111 Intermediate Similarity NPC183670
0.7059 Intermediate Similarity NPC27438
0.7045 Intermediate Similarity NPC239039
0.7045 Intermediate Similarity NPC266298
0.7021 Intermediate Similarity NPC192529
0.7 Intermediate Similarity NPC106990
0.6977 Remote Similarity NPC282119
0.6957 Remote Similarity NPC103290
0.6863 Remote Similarity NPC200129
0.6829 Remote Similarity NPC206088
0.6829 Remote Similarity NPC66577
0.6809 Remote Similarity NPC193180
0.6667 Remote Similarity NPC141777
0.6667 Remote Similarity NPC48638
0.6667 Remote Similarity NPC61503
0.6667 Remote Similarity NPC202850
0.6667 Remote Similarity NPC51762
0.6667 Remote Similarity NPC63396
0.6667 Remote Similarity NPC227670
0.6667 Remote Similarity NPC166362
0.6667 Remote Similarity NPC45727
0.6667 Remote Similarity NPC62755
0.6667 Remote Similarity NPC474118
0.6667 Remote Similarity NPC17810
0.6667 Remote Similarity NPC213749
0.6604 Remote Similarity NPC68014
0.6545 Remote Similarity NPC470893
0.6545 Remote Similarity NPC469770
0.6481 Remote Similarity NPC165755
0.6481 Remote Similarity NPC476679
0.6429 Remote Similarity NPC3649
0.6429 Remote Similarity NPC471327
0.64 Remote Similarity NPC229403
0.6316 Remote Similarity NPC474528
0.6316 Remote Similarity NPC55004
0.6316 Remote Similarity NPC49575
0.6316 Remote Similarity NPC11130
0.6316 Remote Similarity NPC267626
0.6316 Remote Similarity NPC474415
0.6316 Remote Similarity NPC475696
0.6316 Remote Similarity NPC474457
0.6316 Remote Similarity NPC230823
0.6296 Remote Similarity NPC473728
0.6296 Remote Similarity NPC306195
0.6296 Remote Similarity NPC179169
0.6296 Remote Similarity NPC181255
0.6296 Remote Similarity NPC35519
0.6296 Remote Similarity NPC157781
0.625 Remote Similarity NPC123194
0.625 Remote Similarity NPC473614
0.625 Remote Similarity NPC275472
0.625 Remote Similarity NPC10183
0.623 Remote Similarity NPC475704
0.623 Remote Similarity NPC285371
0.6226 Remote Similarity NPC182102
0.6226 Remote Similarity NPC26960
0.6226 Remote Similarity NPC329773
0.6207 Remote Similarity NPC30215
0.6207 Remote Similarity NPC266295
0.6207 Remote Similarity NPC472830
0.6207 Remote Similarity NPC94991
0.6207 Remote Similarity NPC469769
0.6207 Remote Similarity NPC60772
0.6182 Remote Similarity NPC23117
0.6182 Remote Similarity NPC14002
0.6111 Remote Similarity NPC214584
0.6111 Remote Similarity NPC471681
0.6111 Remote Similarity NPC26906
0.6102 Remote Similarity NPC285594
0.6102 Remote Similarity NPC474420
0.6102 Remote Similarity NPC475716
0.6102 Remote Similarity NPC474455
0.6102 Remote Similarity NPC474454
0.6102 Remote Similarity NPC5698
0.6102 Remote Similarity NPC96551
0.6102 Remote Similarity NPC259261
0.6102 Remote Similarity NPC309825
0.6071 Remote Similarity NPC5626
0.6066 Remote Similarity NPC283247
0.6047 Remote Similarity NPC151719
0.6034 Remote Similarity NPC115385
0.6034 Remote Similarity NPC192427
0.6032 Remote Similarity NPC135650
0.6 Remote Similarity NPC323153
0.6 Remote Similarity NPC208638
0.6 Remote Similarity NPC177112
0.6 Remote Similarity NPC234264
0.6 Remote Similarity NPC252809
0.6 Remote Similarity NPC25853
0.6 Remote Similarity NPC127582
0.6 Remote Similarity NPC71506
0.6 Remote Similarity NPC176621
0.6 Remote Similarity NPC135648
0.6 Remote Similarity NPC47840
0.6 Remote Similarity NPC311809
0.5968 Remote Similarity NPC287744
0.5968 Remote Similarity NPC140233
0.5965 Remote Similarity NPC67367
0.5965 Remote Similarity NPC223604
0.5952 Remote Similarity NPC123965
0.5952 Remote Similarity NPC115959
0.5952 Remote Similarity NPC138113
0.5932 Remote Similarity NPC155025
0.5932 Remote Similarity NPC10017
0.5926 Remote Similarity NPC476681
0.5918 Remote Similarity NPC188596
0.5902 Remote Similarity NPC213152
0.5902 Remote Similarity NPC469728
0.5902 Remote Similarity NPC210346
0.5902 Remote Similarity NPC219621
0.5902 Remote Similarity NPC225342
0.5902 Remote Similarity NPC149682
0.5902 Remote Similarity NPC60565
0.5902 Remote Similarity NPC475795
0.5893 Remote Similarity NPC268564
0.5893 Remote Similarity NPC295777
0.5893 Remote Similarity NPC69898
0.5893 Remote Similarity NPC296311
0.5873 Remote Similarity NPC470329
0.5862 Remote Similarity NPC252860
0.5862 Remote Similarity NPC249645
0.5862 Remote Similarity NPC55412
0.5818 Remote Similarity NPC236623
0.5818 Remote Similarity NPC244038
0.5814 Remote Similarity NPC60288
0.5806 Remote Similarity NPC165695
0.5806 Remote Similarity NPC473759
0.5806 Remote Similarity NPC124112
0.5806 Remote Similarity NPC474086
0.5806 Remote Similarity NPC211291
0.5806 Remote Similarity NPC202118
0.5806 Remote Similarity NPC474155
0.5806 Remote Similarity NPC133368
0.5806 Remote Similarity NPC197238
0.5806 Remote Similarity NPC474480
0.5806 Remote Similarity NPC473508
0.5789 Remote Similarity NPC95581
0.5769 Remote Similarity NPC24824
0.5769 Remote Similarity NPC165651
0.5769 Remote Similarity NPC210560
0.5763 Remote Similarity NPC278550
0.5763 Remote Similarity NPC208749
0.5763 Remote Similarity NPC321568
0.5763 Remote Similarity NPC470370
0.5763 Remote Similarity NPC470369
0.5763 Remote Similarity NPC22019
0.5763 Remote Similarity NPC193695
0.5763 Remote Similarity NPC281986
0.5738 Remote Similarity NPC99487
0.5738 Remote Similarity NPC471081
0.5714 Remote Similarity NPC52449
0.5714 Remote Similarity NPC475124
0.5714 Remote Similarity NPC300593
0.5714 Remote Similarity NPC6697
0.5714 Remote Similarity NPC225415
0.5714 Remote Similarity NPC294358
0.5714 Remote Similarity NPC212210
0.5714 Remote Similarity NPC329698
0.5714 Remote Similarity NPC40417
0.5714 Remote Similarity NPC309300
0.5714 Remote Similarity NPC469662
0.5714 Remote Similarity NPC290367
0.5714 Remote Similarity NPC169275

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC86538 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
0.7209 Intermediate Similarity NPD319 Phase 1
0.7174 Intermediate Similarity NPD1799 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8262 Approved
0.5862 Remote Similarity NPD4219 Approved
0.5667 Remote Similarity NPD287 Approved

Structure

External Identifiers

PubChem CID   13894537
ChEMBL   CHEMBL509566
ZINC  

Physicochemical Properties

Molecular Weight:  204.19
ALogP:  3.2134
MLogP:  3.11
XLogP:  5.999
# Rotatable Bonds:  4
Polar Surface Area:  0
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  15

Download Data

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