Natural Product: NPC14606

Natural Product IDNPC14606
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Sciadopitisin
IUPAC Name 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one
Synonyms Sciadopitysin
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL208908
PubChem CID 5281696
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001586] Biflavonoids and polyflavonoids

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 YCXRBCHEOFVYEN-UHFFFAOYSA-N
Standard InCHI InChI=1S/C33H24O10/c1-39-18-7-4-16(5-8-18)27-15-25(38)32-23(36)13-22(35)30(33(32)43-27)20-10-17(6-9-26(20)41-3)28-14-24(37)31-21(34)11-19(40-2)12-29(31)42-28/h4-15,34-36H,1-3H3
SMILES COc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1OC)c1cc(=O)c2c(o1)cc(cc2O)OC

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   580.14 Volume:   573.704
?
Van der Waals volume.
Dense:   1.011 LogP:   4.625
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.255
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -6.213
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   6.0 Rigid Bonds:   36.0
TPSA:   148.8
?
Topological Polar Surface Area.
 H-Bond Acceptor:   10.0
H-Bond Donor:   3.0 Rings:   6.0
Heavy Atoms:   10.0

MedChem Properties

QED Drug-Likeness Score:   0.213 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   2.943 Fsp3:   0.091
MCE-18:   36.0
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Rejected GSK Rule:   Accepted
Golden Triangle Rule:   Accepted BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.997 Fluc inhibitor:   0.538
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.941
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.998
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.334 Promiscuous compounds:   0.806

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.068 MDCK Permeability:   -4.775
Pgp-inhibitor:   0.763 Pgp-substrate:   0.428
PAMPA:   0.031
?
The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).
 Human Intestinal Absorption (HIA):   0.028
20% Bioavailability (F20%):   0.172 30% Bioavailability (F30%):   0.732
50% Bioavailability (F50%):   0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.0 MRP1:   0.916
Plasma Protein Binding (PPB):   97.776% Volume Distribution (VD):   -0.03
Fu: 1.216%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.98
OATP1B3 inhibitor:   0.999 BCRP inhibitor:   0.988
BSEP inhibitor:   0.997

ADMET: Metabolism

CYP1A2-inhibitor:   0.782 CYP1A2-substrate:   0.184
CYP2C19-inhibitor:   0.0 CYP2C19-substrate:   0.021
CYP2C9-inhibitor:   0.995 CYP2C9-substrate:   0.988
CYP2D6-inhibitor:   1.0 CYP2D6-substrate:   1.0
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.004
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   1.0
HLM stability:   0.98
?
Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):  1.542 Half-life (T1/2):  1.554

ADMET: Toxicity

hERG Blockers:  0.125 hERG Blockers (10um):  0.45
Human Hepatotoxicity (H-HT):  0.465 Drug-induced Liver Injury (DILI):  0.998
AMES Toxicity:  0.84 Rat Oral Acute Toxicity:  0.56
Maximum Recommended Daily Dose:  0.966 Skin Sensitization:  0.118
Carcinogencity:  0.914 Eye Corrosion:  0.001
Eye Irritation:  0.965 Respiratory Toxicity:  0.935
Drug-induced Neurotoxicity:  0.01 Ototoxicity:  0.063
Hematotoxicity:  0.136 Drug-induced Nephrotoxicity:  0.059
Genotoxicity:  0.996 RPMI-8226 Immunitoxicity:  0.183
A549 Cytotoxicity:  0.552 Hek293 Cytotoxicity:  0.884
BCF:   1.338
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   4.569
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.393
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.988
?
96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(01)00320-X]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. leaf n.a. PMID[11738417]
NPO2284 Cephalotaxus koreana Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[16574412]
NPO2284 Cephalotaxus koreana Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[17994703]
NPO13135 Campylotropis hirtella Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[19481938]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. fruit n.a. PMID[21462031]
NPO29719 Ginkgo biloba Species Ginkgoaceae Eukaryota Leaves n.a. n.a. PMID[27140807]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[28294615]
NPO11132 Alangium longiflorum Species Cornaceae Eukaryota n.a. n.a. n.a. PMID[30106296]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[31291099]
NPO29719 Ginkgo biloba Species Ginkgoaceae Eukaryota leaves n.a. n.a. PMID[33127538]
NPO29719 Ginkgo biloba Species Ginkgoaceae Eukaryota fresh sarcotestas Kwanak Campus of Seoul National University, Seoul, Korea 1996-Sep PMID[9677265]
NPO29719 Ginkgo biloba Species Ginkgoaceae Eukaryota leaves St. Louis 1996-SEP PMID[9834151]
NPO29719 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. PMID[9834158]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1257 Distephanus angulifolius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10922 Pentaclethra macrophylla Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7773 Crinum moorei Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9704 Sonneratia caseolaris Species Lythraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11132 Alangium longiflorum Species Cornaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7785 Boletus fomentarius Species Boletaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12272 Calceolaria petiolaris Species Calceolariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3362 Dictyostelium mucoroides Species n.a. Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO563 Leucopaxillus cerealis Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21703 Maianthemum atropurpureum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27451 Ophiocordyceps sinensis Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10953 Papaver strigosum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11936 Ptilocaulis walpersi Species Axinellidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22296 Rheum tataricum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10487 Rosa americana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15125.1 Taxus wallichiana var. chinensis Varieties Taxaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11819 Trichophyton megnini Species Arthrodermataceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28466 Torreya nucifera Species Taxaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9319 Pterocaulon virgatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2284 Cephalotaxus koreana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12205 Eucalyptus apodophylla Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29719 Ginkgo biloba Species Ginkgoaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO29719 Ginkgo biloba Species Ginkgoaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO29719 Ginkgo biloba Species Ginkgoaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO29719 Ginkgo biloba Species Ginkgoaceae Eukaryota Wood n.a. n.a. Database[FooDB]
NPO29719 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7773 Crinum moorei Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13135 Campylotropis hirtella Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15125.1 Taxus wallichiana var. chinensis Varieties Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27451 Ophiocordyceps sinensis Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7773 Crinum moorei Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13135 Campylotropis hirtella Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27451 Ophiocordyceps sinensis Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1815 Breonia chinensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9704 Sonneratia caseolaris Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27451 Ophiocordyceps sinensis Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23384 Rhodiola semenovii Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15125.1 Taxus wallichiana var. chinensis Varieties Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10638 Plectranthus myrianthus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3873 Crotalaria candicans Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11843 Stephania zippeliana Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12565 Hypericum polyanthemum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11190 Veronica polita Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10922 Pentaclethra macrophylla Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5043 Eria japonica Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8934 Gypsophila perfoliata Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9532 Vernonia cistifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11819 Trichophyton megnini Species Arthrodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13135 Campylotropis hirtella Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6289 Ceropegia dichotoma Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5456 Juniperus drupacea Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7773 Crinum moorei Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7785 Boletus fomentarius Species Boletaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12272 Calceolaria petiolaris Species Calceolariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21703 Maianthemum atropurpureum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1257 Distephanus angulifolius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9319 Pterocaulon virgatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12615 Athrotaxis selaginoides Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21720 Talaromyces variabilis Species Trichocomaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7822.1 Eucalyptus globulus subsp. bicostata Subspecies Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11936 Ptilocaulis walpersi Species Axinellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12091 Martensia denticulata Species Delesseriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO526 Salvia sessei Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3362 Dictyostelium mucoroides Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO563 Leucopaxillus cerealis Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12205 Eucalyptus apodophylla Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11576 Glycosmis macrophylla Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10605 Tristania conferta Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22691 Mentha cardiaca Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11132 Alangium longiflorum Species Cornaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10487 Rosa americana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10953 Papaver strigosum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22296 Rheum tataricum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28466 Torreya nucifera Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2284 Cephalotaxus koreana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26293 Ginkgo biloba Species Ginkgoaceae 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 Inhibition = 0.0 % PMID[3379415]
NPT740 Individual protein Beta-secretase 1 Homo sapiens IC50 > 10000.0 nM PMID[20598535]
NPT5467 Individual protein Protein-tyrosine phosphatase 4A3 Homo sapiens IC50 = 46200.0 nM PMID[33766767]
NPT197 Protein-protein interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 15848.9 nM PubChem BioAssay data set
NPT197 Protein-protein interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 56194.8 nM PubChem BioAssay data set

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1309 Cell line Osteoblasts n.a. Activity = 149.0 % PMID[16574412]
NPT1309 Cell line Osteoblasts n.a. Activity = 121.1 % PMID[16574412]
NPT1309 Cell line Osteoblasts n.a. Activity = 153.0 % PMID[16574412]
NPT1309 Cell line Osteoblasts n.a. Activity = 180.0 % PMID[16574412]
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 8200.0 nM PMID[22989363]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Activity = 83.1 % PMID[26004578]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. EC50 = 9840.0 nM PMID[26004578]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Activity = 100.0 % PMID[26004578]
NPT2 Others Unspecified n.a. Inhibition = 10.0 % PMID[9834158]
NPT2 Others Unspecified n.a. Activity = 0.0 n.a. PMID[8882428]
NPT2 Others Unspecified n.a. Activity = 121.0 % PMID[20218623]

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 NPC14606 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
0.8971 High Similarity NPC265624
0.8235 Intermediate Similarity NPC150908
0.8143 Intermediate Similarity NPC121649
0.7826 Intermediate Similarity NPC248739
0.7534 Intermediate Similarity NPC18699
0.7361 Intermediate Similarity NPC71061
0.726 Intermediate Similarity NPC194593
0.7143 Intermediate Similarity NPC29353
0.7027 Intermediate Similarity NPC159707
0.7027 Intermediate Similarity NPC186227
0.6892 Remote Similarity NPC158027
0.6842 Remote Similarity NPC205026
0.6795 Remote Similarity NPC55443
0.6667 Remote Similarity NPC303485
0.6282 Remote Similarity NPC215203
0.6203 Remote Similarity NPC601565
0.6119 Remote Similarity NPC127447
0.6104 Remote Similarity NPC603508
0.6029 Remote Similarity NPC231772
0.6029 Remote Similarity NPC234133
0.6 Remote Similarity NPC195202
0.6 Remote Similarity NPC223579
0.5882 Remote Similarity NPC52611
0.5823 Remote Similarity NPC72425
0.5714 Remote Similarity NPC108406
0.5667 Remote Similarity NPC485523
0.5571 Remote Similarity NPC33265
0.5571 Remote Similarity NPC48479
0.5556 Remote Similarity NPC124784
0.55 Remote Similarity NPC601984
0.5479 Remote Similarity NPC137062
0.5479 Remote Similarity NPC610914
0.5432 Remote Similarity NPC290830
0.5422 Remote Similarity NPC95090
0.5422 Remote Similarity NPC27408
0.5357 Remote Similarity NPC181712
0.5352 Remote Similarity NPC57030
0.5352 Remote Similarity NPC145379
0.5349 Remote Similarity NPC80188
0.5342 Remote Similarity NPC177298
0.5326 Remote Similarity NPC485524
0.5316 Remote Similarity NPC280975
0.5278 Remote Similarity NPC603662
0.5244 Remote Similarity NPC600396
0.5211 Remote Similarity NPC262094
0.5211 Remote Similarity NPC156222
0.5211 Remote Similarity NPC600177
0.5195 Remote Similarity NPC138299
0.5139 Remote Similarity NPC184136
0.5114 Remote Similarity NPC220169
0.5109 Remote Similarity NPC22062
0.5109 Remote Similarity NPC473634
0.5109 Remote Similarity NPC138811
0.5072 Remote Similarity NPC222713

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC14606 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
NPD

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