Natural Product: NPC151923

Natural Product ID:  NPC151923
Common Name:   (2E,5R)-2-Hexa-2,4-Diynylidene-1,6-Dioxaspiro[4.4]Nona-3,7-Diene
IUPAC Name:   (2E,5R)-2-hexa-2,4-diynylidene-1,6-dioxaspiro[4.4]nona-3,7-diene
Synonyms:  
Molecular Formula:   C13H10O2
Standard InCHIKey:  IBELVOGDVQQPMZ-BWODNOAJSA-N
Standard InCHI:  InChI=1S/C13H10O2/c1-2-3-4-5-7-12-8-10-13(15-12)9-6-11-14-13/h6-8,10-11H,9H2,1H3/b12-7+/t13-/m1/s1
Canonical SMILES:  CC#CC#C/C=C/1C=C[C@]2(O1)CC=CO2
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
NPO22541 Channa argus Species Channidae Eukaryota UNPD*
NPO15341 Mucuna sloanei Species Fabaceae Eukaryota UNPD*
NPO6899 Hepialus hecta Species Hepialidae Eukaryota UNPD*
NPO15691 Senecio coahuilensis Species Asteraceae Eukaryota UNPD*
NPO15940 Pinus gerardiana Species Pinaceae Eukaryota UNPD*
NPO1354 Myelochroa rhytidodes Species Parmeliaceae Eukaryota UNPD*
NPO13975 Calanthe arisanensis Species Orchidaceae Eukaryota UNPD*
NPO27420 Venidium hirsutum NA NA NA UNPD*
NPO17377 Pittosporum viridiflorum Species Pittosporaceae Eukaryota UNPD*
NPO19109 Cetraria sanguinea Species Parmeliaceae Eukaryota UNPD*
NPO1780 Sphaeria doliolum NA NA NA UNPD*
NPO11629 Brassica nigra Species Brassicaceae Eukaryota UNPD*
NPO16634 Sinularia manaarensis Species Alcyoniidae Eukaryota UNPD*
NPO15904 Chrysosplenium oppositifolium Species Saxifragaceae Eukaryota UNPD*
NPO14625 Santolina rosmarinifolia Species Asteraceae Eukaryota UNPD*
NPO9425 Punctelia microsticta Species Parmeliaceae Eukaryota UNPD*
NPO15452 Senecio othonniformis Species Asteraceae Eukaryota UNPD*
NPO9964 Aglaia lawii Species Meliaceae Eukaryota UNPD*
NPO11702 Plexaurella grisea Species Plexauridae Eukaryota UNPD*
NPO2768 Berchemia floribunda Species Rhamnaceae Eukaryota UNPD*
NPO16223 Serratula xeranthemoides Species Asteraceae Eukaryota UNPD*
NPO21773 Rothmannia urcelliformis Species Rubiaceae Eukaryota UNPD*
NPO13773 Eriogonum nudum Species Polygonaceae Eukaryota UNPD*
NPO15194 Euphorbia balsamifera Species Euphorbiaceae Eukaryota UNPD*
NPO16878 Roldana barba-johannis Species Asteraceae Eukaryota UNPD*
NPO3742 Betula maximowicziana Species Betulaceae Eukaryota UNPD*
NPO22394 Hyacinthoides hispanica Species Hyacinthaceae Eukaryota UNPD*
NPO19200 Rolandra fruticosa Species Asteraceae Eukaryota UNPD*
NPO3028 Plagius flosculosus Species Asteraceae Eukaryota PMID[16499337]
NPO16120 Swertia decora Species Gentianaceae Eukaryota UNPD*
NPO18546 Senna longiracemosa Species Fabaceae Eukaryota UNPD*
NPO26942 Vicoa vestita NA NA NA UNPD*
NPO16466 Baccharis santelicis Species Asteraceae Eukaryota UNPD*
NPO15577 Volvariella volvacea Species Pluteaceae Eukaryota UNPD*
NPO16553 Theonella cupola Species Theonellidae Eukaryota UNPD*
NPO18469 Anochetus mayri Species Formicidae Eukaryota UNPD*
NPO8782 Arnica sachalinensis Species Asteraceae Eukaryota UNPD*
NPO29072 Tritomaria quinquedentata Species Scapaniaceae Eukaryota UNPD*
NPO5824 Hygrophila polysperma Species Acanthaceae Eukaryota UNPD*
NPO5018 Nervilia fordii Species Orchidaceae Eukaryota UNPD*
NPO13296 Pinus sitchensis Species Pinaceae Eukaryota UNPD*
NPO13130 Notholaena peninsularis Species Pteridaceae Eukaryota UNPD*
NPO16713 Choisya arizonica Species Rutaceae Eukaryota UNPD*
NPO8298 Sphaeria biglobosa NA NA NA UNPD*
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota UNPD*
NPO27425 Pseudotaxus chienii Species Taxaceae Eukaryota UNPD*
NPO18798 Parmelia perlata Species Parmeliaceae Eukaryota UNPD*
NPO16313 Ochrocarpos odoratus Species Clusiaceae Eukaryota UNPD*
NPO16789 Erythrina sandwicensis Species Fabaceae Eukaryota UNPD*
NPO18201 Gonimbrasia belina NA NA NA UNPD*
NPO7664 Pseudocedrela kotschyi Species Meliaceae Eukaryota UNPD*
NPO14127 Veratrum eschscholtzii Species Melanthiaceae Eukaryota UNPD*
NPO11979 Bugula neritina Species Bugulidae Eukaryota UNPD*
NPO17447 Agathosma betulina Species Rutaceae Eukaryota UNPD*
NPO11413 Incarvillea emodi Species Bignoniaceae Eukaryota UNPD*
NPO15579 Mycale laxissima Species Mycalidae Eukaryota UNPD*
NPO19655 Larix sukaczewii Species Pinaceae Eukaryota UNPD*
NPO12087 Amaioua guianensis Species Rubiaceae Eukaryota UNPD*
NPO752 Oligonychus bessardi Species Tetranychidae Eukaryota UNPD*
NPO13410 Mcneillia graminifolia Species Caryophyllaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT15 Cell Line Jurkat Homo sapiens IC50 = 4700 nM 16499337
NPT15 Cell Line Jurkat Homo sapiens IC50 = 8400 nM 16499337
NPT116 Cell Line HL-60 Homo sapiens IC50 = 6100 nM 16499337

  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 NPC151923 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 NPC9611
0.8727 High Similarity NPC223804
0.8621 High Similarity NPC474723
0.8621 High Similarity NPC474729
0.8475 Intermediate Similarity NPC90463
0.8421 Intermediate Similarity NPC474711
0.8421 Intermediate Similarity NPC474588
0.6949 Remote Similarity NPC159535
0.6949 Remote Similarity NPC151761
0.6885 Remote Similarity NPC474869
0.6721 Remote Similarity NPC245002
0.661 Remote Similarity NPC106531
0.6562 Remote Similarity NPC130953
0.6557 Remote Similarity NPC474913
0.6515 Remote Similarity NPC475618
0.6515 Remote Similarity NPC471460
0.6491 Remote Similarity NPC90490
0.6481 Remote Similarity NPC57923
0.6406 Remote Similarity NPC133600
0.6393 Remote Similarity NPC269615
0.6379 Remote Similarity NPC82446
0.6349 Remote Similarity NPC474825
0.6308 Remote Similarity NPC476585
0.6308 Remote Similarity NPC98519
0.625 Remote Similarity NPC189700
0.6232 Remote Similarity NPC225272
0.6154 Remote Similarity NPC222852
0.6119 Remote Similarity NPC475073
0.6119 Remote Similarity NPC132243
0.6119 Remote Similarity NPC473737
0.6119 Remote Similarity NPC179087
0.6119 Remote Similarity NPC210303
0.6119 Remote Similarity NPC44343
0.6061 Remote Similarity NPC309408
0.6032 Remote Similarity NPC478117
0.6 Remote Similarity NPC474084
0.6 Remote Similarity NPC275316
0.5942 Remote Similarity NPC133904
0.5942 Remote Similarity NPC220766
0.5942 Remote Similarity NPC476586
0.5942 Remote Similarity NPC182794
0.5942 Remote Similarity NPC7940
0.5942 Remote Similarity NPC476589
0.5942 Remote Similarity NPC131174
0.5938 Remote Similarity NPC86948
0.5938 Remote Similarity NPC150717
0.5938 Remote Similarity NPC221763
0.5915 Remote Similarity NPC280374
0.5893 Remote Similarity NPC206906
0.5882 Remote Similarity NPC476584
0.5862 Remote Similarity NPC47946
0.5862 Remote Similarity NPC26600
0.5857 Remote Similarity NPC191233
0.5857 Remote Similarity NPC470033
0.5846 Remote Similarity NPC471277
0.5846 Remote Similarity NPC265551
0.5846 Remote Similarity NPC472445
0.5846 Remote Similarity NPC44542
0.5846 Remote Similarity NPC212730
0.5846 Remote Similarity NPC471279
0.5833 Remote Similarity NPC234084
0.5821 Remote Similarity NPC299730
0.5811 Remote Similarity NPC316851
0.5806 Remote Similarity NPC191643
0.5797 Remote Similarity NPC477457
0.5797 Remote Similarity NPC471611
0.5797 Remote Similarity NPC477456
0.5781 Remote Similarity NPC25038
0.5763 Remote Similarity NPC197467
0.575 Remote Similarity NPC474439
0.575 Remote Similarity NPC474028
0.5741 Remote Similarity NPC226511
0.5738 Remote Similarity NPC15789
0.5738 Remote Similarity NPC291437
0.5738 Remote Similarity NPC328784
0.5735 Remote Similarity NPC15193
0.5733 Remote Similarity NPC472173
0.5694 Remote Similarity NPC287705
0.5694 Remote Similarity NPC474823
0.5694 Remote Similarity NPC477117
0.569 Remote Similarity NPC12907
0.5679 Remote Similarity NPC475714
0.5672 Remote Similarity NPC474267
0.5672 Remote Similarity NPC286189
0.5658 Remote Similarity NPC315552
0.5645 Remote Similarity NPC59408
0.5645 Remote Similarity NPC71053
0.5636 Remote Similarity NPC200147
0.5634 Remote Similarity NPC37382
0.5625 Remote Similarity NPC478120
0.5625 Remote Similarity NPC218486
0.5616 Remote Similarity NPC470693
0.5616 Remote Similarity NPC475004
0.561 Remote Similarity NPC30915
0.5606 Remote Similarity NPC26310

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC151923 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
NPD

Structure

External Identifiers

PubChem CID   44575221
ChEMBL   CHEMBL507354
ZINC  

Physicochemical Properties

Molecular Weight:  198.07
ALogP:  2.2258
MLogP:  2.67
XLogP:  3.115
# Rotatable Bonds:  0
Polar Surface Area:  18.46
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  15

Download Data

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