Natural Product: NPC29841

Natural Product IDNPC29841
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 3',5,7-Trihydroxy-3,4',5',6-Tetramethoxyflavone
IUPAC Name 5,7-dihydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-3,6-dimethoxychromen-4-one
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL3407749
PubChem CID 44258045
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0002585] O-methylated flavonoids
          • [CHEMONTID:0002591] 6-O-methylated flavonoids

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

  Chemical Representations

Standard InCHIKey WTTGIVJDHDPLCL-UHFFFAOYSA-N
Standard InCHI InChI=1S/C19H18O9/c1-24-12-6-8(5-9(20)17(12)25-2)16-19(27-4)15(23)13-11(28-16)7-10(21)18(26-3)14(13)22/h5-7,20-22H,1-4H3
SMILES COc1cc(cc(c1OC)O)c1c(c(=O)c2c(cc(c(c2O)OC)O)o1)OC

  Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO24630 Sophora exigua Species Fabaceae Eukaryota n.a. root n.a. DOI[10.1016/0031-9422(92)80056-K]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.procbio.2005.03.071]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. DOI[10.1023/A:1011684619614]
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. at a depth of 14 m near the island of Ambon (Seram Seilale), Indonesia 1997-AUG PMID[10514317]
NPO24630 Sophora exigua Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[10839220]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[12357398]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[12483566]
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. n.a. n.a. PMID[14677933]
NPO25324 Phorbas amaranthus Species Hymedesmiidae Eukaryota n.a. n.a. n.a. PMID[15104518]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[15497948]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[15921417]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[16209910]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[16499339]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[16872138]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[16904330]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[17125234]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[17827664]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[19246197]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota Ginkgo biloba n.a. n.a. PMID[19246197]
NPO23546 Clausena lansium Species Rutaceae Eukaryota leaves n.a. n.a. PMID[19327990]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[19427327]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[20225834]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[20814854]
NPO25772 Lippia mexicana Species Verbenaceae Eukaryota n.a. flower n.a. PMID[20942442]
NPO25772 Lippia mexicana Species Verbenaceae Eukaryota n.a. leaf n.a. PMID[20942442]
NPO25772 Lippia mexicana Species Verbenaceae Eukaryota n.a. stem n.a. PMID[20942442]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[21548578]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota isolated from the leaves of Viguiera robusta n.a. n.a. PMID[21548578]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. mycelium n.a. PMID[21548578]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[21640594]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[21854043]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[22112725]
NPO23546 Clausena lansium Species Rutaceae Eukaryota Stems n.a. n.a. PMID[22372931]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[22593034]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[23072467]
NPO26819 Xanthium pungens Species Asteraceae Eukaryota burrs n.a. n.a. PMID[2380717]
NPO26819 Xanthium pungens Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[2380717]
NPO23546 Clausena lansium Species Rutaceae Eukaryota Roots n.a. n.a. PMID[24798144]
NPO24324 Halobacterium salinarum Species Halobacteriaceae Archaea n.a. n.a. n.a. PMID[24823651]
NPO32817 gardenia oudiepe Species Rubiaceae Eukaryota flowering buds and leaf bases Foret Plate, New Caledonia n.a. PMID[25659770]
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. Okinawan n.a. PMID[26083682]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. Xichang of Sichuan Province, China n.a. PMID[26125976]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[26343828]
NPO23546 Clausena lansium Species Rutaceae Eukaryota Leaves n.a. n.a. PMID[26523463]
NPO25474 Ocotea pulchella Species Lauraceae Eukaryota n.a. stem n.a. PMID[27482860]
NPO25474 Ocotea pulchella Species Lauraceae Eukaryota n.a. leaf n.a. PMID[27482860]
NPO25474 Ocotea pulchella Species Lauraceae Eukaryota n.a. root n.a. PMID[27482860]
NPO8912 Daphne giraldii Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[27627130]
NPO8912 Daphne giraldii Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[28371676]
NPO24447 Thalictrum cultratum Species Ranunculaceae Eukaryota Roots n.a. n.a. PMID[29131616]
NPO32817 gardenia oudiepe Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[29207340]
NPO23546 Clausena lansium Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[30970599]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[33118348]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[36432211]
NPO28927 Gutierrezia microcephala Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[3655803]
NPO26001 Carlina acaulis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37630400]
NPO26889 Chaetomium subaffine Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[436014]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[5066072]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. PMID[7116505]
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. papua new guinean n.a. PMID[9784179]
NPO26889 Chaetomium subaffine Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[CiteXplore Id]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[CiteXplore Id]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25474 Ocotea pulchella Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23546 Clausena lansium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26049 Salvia digitaloides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24510 Turricula parryi Species Namaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20052 Flemingia chappar Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26889 Chaetomium subaffine Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22785 Nicotiana debneyi Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24630 Sophora exigua Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25324 Phorbas amaranthus Species Hymedesmiidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26819 Xanthium pungens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26677 Garcinia pseudoguttifera Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25643 Streptomyces chattanoogensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO26483 Chrysosplenium echinus Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28927 Gutierrezia microcephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26853 Baccharis magellanica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18359 Canella winterana Species Canellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24736 Acacia pycnantha Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25093 Ericameria diffusa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25910 Trichoderma polysporum Species Hypocreaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8912 Daphne giraldii Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26049 Salvia digitaloides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23546 Clausena lansium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25520 Uncaria laevigata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26916 Thermopsis alpina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26744 Heliotropium eichwaldii Species Heliotropiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26001 Carlina acaulis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26457 Alpinia allughas Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26049 Salvia digitaloides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26916 Thermopsis alpina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23546 Clausena lansium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24447 Thalictrum cultratum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25520 Uncaria laevigata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26744 Heliotropium eichwaldii Species Heliotropiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21594 Sporobolus cynosuroides Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26677 Garcinia pseudoguttifera Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28927 Gutierrezia microcephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23546 Clausena lansium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26916 Thermopsis alpina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28927 Gutierrezia microcephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[Title]
NPO28927 Gutierrezia microcephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21594 Sporobolus cynosuroides Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25474 Ocotea pulchella Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26786 Berkheya zeyheri Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26916 Thermopsis alpina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26312 Cirsium tanakae Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26049 Salvia digitaloides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10241 Afrocarpus falcatus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20052 Flemingia chappar Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18359 Canella winterana Species Canellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26853 Baccharis magellanica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26645 Beilschmiedia volckii Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26525 Eriostemon thryptomenoides Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23546 Clausena lansium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25643 Streptomyces chattanoogensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24447 Thalictrum cultratum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26457 Alpinia allughas Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26083 Eumorphia sericea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24653 Calonectria cylindrospora Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26483 Chrysosplenium echinus Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26677 Garcinia pseudoguttifera Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25520 Uncaria laevigata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26848 Ligularia lamarum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25772 Lippia mexicana Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24630 Sophora exigua Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25402 Kuehneromyces mutabilis Species Strophariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24510 Turricula parryi Species Namaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23684 Narcissus obesus Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25324 Phorbas amaranthus Species Hymedesmiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8912 Daphne giraldii Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24324 Halobacterium salinarum Species Halobacteriaceae Archaea n.a. n.a. n.a. Database[UNPD]
NPO22785 Nicotiana debneyi Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24736 Acacia pycnantha Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25910 Trichoderma polysporum Species Hypocreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26709 Phyllanthus discoideus Species Leiothrichidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25093 Ericameria diffusa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26744 Heliotropium eichwaldii Species Heliotropiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24834 Cystoseira jabukae Species Sargassaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26210 Eupatorium birmanicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26115 Asterogyne martiana Species Arecaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26889 Chaetomium subaffine Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26001 Carlina acaulis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26819 Xanthium pungens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21702 Decachaeta thieleana n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO26975 Aloe vulgaris Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26945 Crangon vulgaris Species Crangonidae Eukaryota n.a. n.a. n.a. Database[UNPD]

Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].



  NP Quantity Composition/Concentration

Organism ID Organism Name Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].



 Biological Activity

Molecular-level activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1310 Individual protein Xanthine dehydrogenase Bos taurus IC50 = 6950.0 nM PMID[29207340]
NPT518 Protein complex Tubulin Homo sapiens IC50 = 17800.0 nM PMID[25659770]
NPT518 Protein complex Tubulin Homo sapiens Inhibition = 99.0 % PMID[25659770]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT839 Cell line L6 Rattus norvegicus Activity = 44.2 % PMID[25659770]
NPT839 Cell line L6 Rattus norvegicus Activity = 97.6 % PMID[25659770]
NPT319 Cell line B16 Mus musculus IC50 = 33900.0 nM PMID[25659770]
NPT1225 Organism Plasmodium falciparum (isolate FcB1 / Columbia) Plasmodium falciparum FcB1/Columbia GI = 0.0 % PMID[25659770]
NPT2229 Organism Trypanosoma brucei gambiense Trypanosoma brucei gambiense GI = 82.6 % PMID[25659770]
NPT2229 Organism Trypanosoma brucei gambiense Trypanosoma brucei gambiense GI = 37.8 % PMID[25659770]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Activity = 1.6 uM PMID[25659770]
NPT634 Organism Leishmania amazonensis Leishmania amazonensis IC50 = 10230.0 nM PMID[25659770]

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference





 Experimental ADME

Experiment Model Experiment Tissue ADME Type ADME Relation ADME Value ADME Unit Reference





 Experimental Toxicity

Quantitative toxicity

Experiment Model Experiment Organism Toxicity Type Toxicity Relation Toxicity Value Toxicity Unit Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption
Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]


  Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

●  The left chart: Distribution of similarity level between NPC29841 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.5 or Top200).

Similarity Score Similarity Level Natural Product ID
0.8039 Intermediate Similarity NPC472438
0.7636 Intermediate Similarity NPC162351
0.7455 Intermediate Similarity NPC115798
0.7273 Intermediate Similarity NPC9609
0.7091 Intermediate Similarity NPC163524
0.7018 Intermediate Similarity NPC78302
0.7018 Intermediate Similarity NPC206604
0.6909 Remote Similarity NPC203891
0.6909 Remote Similarity NPC266960
0.6724 Remote Similarity NPC235215
0.629 Remote Similarity NPC246478
0.6207 Remote Similarity NPC610359
0.614 Remote Similarity NPC607530
0.6034 Remote Similarity NPC123886
0.5902 Remote Similarity NPC25495
0.5738 Remote Similarity NPC176300
0.5738 Remote Similarity NPC255350
0.5735 Remote Similarity NPC470459
0.5714 Remote Similarity NPC470457
0.5667 Remote Similarity NPC76376
0.5645 Remote Similarity NPC603596
0.5645 Remote Similarity NPC606638
0.5645 Remote Similarity NPC609179
0.5574 Remote Similarity NPC256283
0.5574 Remote Similarity NPC18772
0.5571 Remote Similarity NPC158761
0.5556 Remote Similarity NPC261004
0.55 Remote Similarity NPC284552
0.55 Remote Similarity NPC98661
0.5484 Remote Similarity NPC250557
0.5484 Remote Similarity NPC82325
0.541 Remote Similarity NPC100887
0.541 Remote Similarity NPC110070
0.541 Remote Similarity NPC101830
0.5397 Remote Similarity NPC474520
0.5333 Remote Similarity NPC293183
0.5333 Remote Similarity NPC7973
0.5333 Remote Similarity NPC26227
0.5312 Remote Similarity NPC279989
0.5303 Remote Similarity NPC76482
0.527 Remote Similarity NPC470462
0.5246 Remote Similarity NPC241498
0.5246 Remote Similarity NPC44079
0.5246 Remote Similarity NPC184536
0.5246 Remote Similarity NPC156222
0.5246 Remote Similarity NPC103342
0.5238 Remote Similarity NPC83508
0.52 Remote Similarity NPC470456
0.5172 Remote Similarity NPC181250
0.5161 Remote Similarity NPC286342
0.5161 Remote Similarity NPC214138
0.5161 Remote Similarity NPC59951
0.5156 Remote Similarity NPC177298
0.5156 Remote Similarity NPC236769
0.5079 Remote Similarity NPC208197

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC29841 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.5738 Remote Similarity NPD2801 Pre-clinical

Bioactivity similarity

  Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.
Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data