Natural Product: NPC269451

Natural Product IDNPC269451
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Tectorigenin
IUPAC Name 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methoxychromen-4-one
Synonyms Psi-Tectorigenin
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL242740
PubChem CID 5281811
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0002506] Isoflavonoids
        • [CHEMONTID:0002901] Isoflav-2-enes
          • [CHEMONTID:0000494] Isoflavones

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 OBBCRPUNCUPUOS-UHFFFAOYSA-N
Standard InCHI InChI=1S/C16H12O6/c1-21-16-11(18)6-12-13(15(16)20)14(19)10(7-22-12)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3
SMILES COc1c(O)cc2c(c1O)c(=O)c(co2)c1ccc(cc1)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   300.06 Volume:   291.273
?
Van der Waals volume.
Dense:   1.03 LogP:   1.808
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.99
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.297
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   2.0 Rigid Bonds:   18.0
TPSA:   100.13
?
Topological Polar Surface Area.
 H-Bond Acceptor:   6.0
H-Bond Donor:   3.0 Rings:   3.0
Heavy Atoms:   6.0

MedChem Properties

QED Drug-Likeness Score:   0.672 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   2.441 Fsp3:   0.062
MCE-18:   18.0
?
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:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   1 PAINS Alert:   0
Colloidal aggregators:   0.553 Fluc inhibitor:   0.953
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.897
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.584
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.517 Promiscuous compounds:   0.893

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.032 MDCK Permeability:   -4.786
Pgp-inhibitor:   0.029 Pgp-substrate:   0.386
PAMPA:   0.68
?
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):   0.006
20% Bioavailability (F20%):   0.31 30% Bioavailability (F30%):   0.507
50% Bioavailability (F50%):   0.968

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.172 MRP1:   0.585
Plasma Protein Binding (PPB):   95.598% Volume Distribution (VD):   -0.683
Fu: 4.326%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.677
OATP1B3 inhibitor:   0.421 BCRP inhibitor:   0.806
BSEP inhibitor:   0.34

ADMET: Metabolism

CYP1A2-inhibitor:   0.988 CYP1A2-substrate:   0.949
CYP2C19-inhibitor:   0.002 CYP2C19-substrate:   0.494
CYP2C9-inhibitor:   0.978 CYP2C9-substrate:   0.361
CYP2D6-inhibitor:   0.999 CYP2D6-substrate:   0.914
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.871
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.993
HLM stability:   0.204
?
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):  5.342 Half-life (T1/2):  1.091

ADMET: Toxicity

hERG Blockers:  0.128 hERG Blockers (10um):  0.549
Human Hepatotoxicity (H-HT):  0.483 Drug-induced Liver Injury (DILI):  0.645
AMES Toxicity:  0.461 Rat Oral Acute Toxicity:  0.532
Maximum Recommended Daily Dose:  0.628 Skin Sensitization:  0.63
Carcinogencity:  0.645 Eye Corrosion:  0.088
Eye Irritation:  0.979 Respiratory Toxicity:  0.645
Drug-induced Neurotoxicity:  0.358 Ototoxicity:  0.246
Hematotoxicity:  0.143 Drug-induced Nephrotoxicity:  0.179
Genotoxicity:  0.8 RPMI-8226 Immunitoxicity:  0.062
A549 Cytotoxicity:  0.269 Hek293 Cytotoxicity:  0.507
BCF:   1.085
?
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:   3.631
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.403
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.016
?
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
NPO30734 Belamcanda chinensis Species Iridaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11240-020-01863-w]
NPO25932 Delphinium barbeyi Species Ranunculaceae Eukaryota n.a. n.a. n.a. DOI[10.1021/jf00025a020]
NPO14417 Iris tectorum Species Iridaceae Eukaryota n.a. n.a. n.a. PMID[10075762]
NPO1859 Lantana camara Species Verbenaceae Eukaryota aerial parts n.a. n.a. PMID[10869197]
NPO9446 Asterias rathbuni Species Asteriidae Eukaryota n.a. n.a. n.a. PMID[11473430]
NPO1033 Plectranthus nummularius Species Lamiaceae Eukaryota n.a. leaf n.a. PMID[11558608]
NPO30734 Belamcanda chinensis Species Iridaceae Eukaryota rhizomes Thai n.a. PMID[15787436]
NPO11507 Entada africana Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[16989528]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. PMID[1812212]
NPO7478 Iris germanica Species Iridaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO14114 Dalbergia parviflora Species Fabaceae Eukaryota heartwood n.a. n.a. PMID[19928832]
NPO7528 Belamcanda chinensis Species Iridaceae Eukaryota n.a. n.a. n.a. PMID[21465599]
NPO7478 Iris germanica Species Iridaceae Eukaryota n.a. rhizome n.a. PMID[22388969]
NPO21107 Bassia scoparia Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[24380276]
NPO14417 Iris tectorum Species Iridaceae Eukaryota n.a. n.a. n.a. PMID[24433009]
NPO7528 Belamcanda chinensis Species Iridaceae Eukaryota n.a. n.a. n.a. PMID[25036154]
NPO7478 Iris germanica Species Iridaceae Eukaryota n.a. rhizome n.a. PMID[25204177]
NPO14417 Iris tectorum Species Iridaceae Eukaryota n.a. n.a. n.a. PMID[28032759]
NPO7528 Belamcanda chinensis Species Iridaceae Eukaryota Rhizomes n.a. n.a. PMID[31246464]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. PMID[33780581]
NPO30734 Belamcanda chinensis Species Iridaceae Eukaryota n.a. n.a. n.a. PMID[36265291]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. PMID[36270431]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. PMID[38257257]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. PMID[38893531]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. PMID[39104562]
NPO1859 Lantana camara Species Verbenaceae Eukaryota leaves n.a. n.a. PMID[9834145]
NPO30734 Belamcanda chinensis Species Iridaceae Eukaryota n.a. n.a. n.a. PMID[9917289]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22420 Lignum dalbergiae odoriferae rosewood n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO21107 Bassia scoparia Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21758 Thiocystis gelatinosa Species Chromatiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO30734 Belamcanda chinensis Species Iridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7478 Iris germanica Species Iridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14114 Dalbergia parviflora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3733 Senecio triangularis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9446 Asterias rathbuni Species Asteriidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14417 Iris tectorum Species Iridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13012 Iris dichotoma Species Iridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25932 Delphinium barbeyi Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14297 Dioscorea gracillima Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11684 Iberis sempervirens Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14049 Fumaria indica Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15167 Eichhornia crassipes Species Pontederiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26897 Dalbergia riparia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO942 Perophora namei Species Perophoridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12994 Choriaster granulatus Species Oreasteridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5081 Amorphinopsis foetida Species Halichondriidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6243 Fomes fastuosus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13715 Bertya dimerostigma Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14297 Dioscorea gracillima Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30734 Belamcanda chinensis Species Iridaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25932 Delphinium barbeyi Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14417 Iris tectorum Species Iridaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31214 Dalbergia sp Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13012 Iris dichotoma Species Iridaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26897 Dalbergia riparia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15167 Eichhornia crassipes Species Pontederiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7478 Iris germanica Species Iridaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2781 Iris kumaonensis Species Tarachodidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7528 Belamcanda chinensis Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22420 Lignum dalbergiae odoriferae rosewood n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13012 Iris dichotoma Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7478 Iris germanica Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1033 Plectranthus nummularius Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15167 Eichhornia crassipes Species Pontederiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14417 Iris tectorum Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14297 Dioscorea gracillima Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26897 Dalbergia riparia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8707.2 Pueraria montana var. thomsonii Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7043 Fuligo candida Species Physaraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4607 Dalbergia sp. Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25932 Delphinium barbeyi Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO30734 Belamcanda chinensis Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14297 Dioscorea gracillima Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26897 Dalbergia riparia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7478 Iris germanica Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13012 Iris dichotoma Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14417 Iris tectorum Species Iridaceae 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]
NPO8707.2 Pueraria montana var. thomsonii Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21107 Bassia scoparia Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14417 Iris tectorum Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7528 Belamcanda chinensis Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2781 Iris kumaonensis Species Tarachodidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13715 Bertya dimerostigma Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12994 Choriaster granulatus Species Oreasteridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5081 Amorphinopsis foetida Species Halichondriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14297 Dioscorea gracillima Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11507 Entada africana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14049 Fumaria indica Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6243 Fomes fastuosus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO942 Perophora namei Species Perophoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6370 Roemeria carica Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9446 Asterias rathbuni Species Asteriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5479 Astragalus wiedemannianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15167 Eichhornia crassipes Species Pontederiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9358 Pseuduvaria indochinensis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11684 Iberis sempervirens Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4360 Hendersonula toruloidea n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO5561 Thenea muricata Species Theneidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21758 Thiocystis gelatinosa Species Chromatiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO9786 Monomeria barbata Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1859 Lantana camara Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7043 Fuligo candida Species Physaraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13383 Schumanniophyton magnificum Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8401 Pteris setuloso-costulata Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11153 Entada polystachya Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25932 Delphinium barbeyi Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15449 Echium rubrum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14865 Vitex limonifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1033 Plectranthus nummularius Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3733 Senecio triangularis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8707.2 Pueraria montana var. thomsonii Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2566 Nocardiopsaceae Species Nocardiopsaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6516 Aspidosperma megalocarpon Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14417 Iris tectorum Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14114 Dalbergia parviflora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26897 Dalbergia riparia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13012 Iris dichotoma Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21107 Bassia scoparia Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7528 Belamcanda chinensis Species Iridaceae 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]
NPT285 Individual protein Epidermal growth factor receptor erbB1 Homo sapiens IC50 = 3300.0 nM PMID[16441060]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell line MCF7 Homo sapiens Activity = 0.3 uM PMID[15787436]
NPT83 Cell line MCF7 Homo sapiens Activity = 1.0 uM PMID[15787436]
NPT396 Cell line T47D Homo sapiens Activity = 0.04 uM PMID[15787436]
NPT396 Cell line T47D Homo sapiens Activity = 0.5 uM PMID[15787436]
NPT396 Cell line T47D Homo sapiens Activity = 2.2 uM PMID[19928832]
NPT396 Cell line T47D Homo sapiens Activity = 1.4 uM PMID[19928832]
NPT83 Cell line MCF7 Homo sapiens Activity > 100.0 uM PMID[19928832]
NPT396 Cell line T47D Homo sapiens Activity = 6.9 uM PMID[19928832]
NPT396 Cell line T47D Homo sapiens Activity = 0.3 uM PMID[19928832]
NPT83 Cell line MCF7 Homo sapiens Activity = 2.7 uM PMID[19928832]
NPT83 Cell line MCF7 Homo sapiens Activity = 0.5 uM PMID[19928832]
NPT963 Organism Hepatitis B virus Hepatitis B virus IC50 = 53900.0 nM PMID[28494252]

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
- Mus musculus LD50 = 2.000384904 mg/kg TOXRIC

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 NPC269451 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
0.8235 Intermediate Similarity NPC245382
0.8039 Intermediate Similarity NPC35763
0.7407 Intermediate Similarity NPC209487
0.7222 Intermediate Similarity NPC216769
0.7091 Intermediate Similarity NPC250557
0.6909 Remote Similarity NPC100971
0.6786 Remote Similarity NPC605826
0.6727 Remote Similarity NPC131266
0.6607 Remote Similarity NPC303644
0.6429 Remote Similarity NPC7013
0.6415 Remote Similarity NPC39426
0.625 Remote Similarity NPC605229
0.6167 Remote Similarity NPC285973
0.6167 Remote Similarity NPC254702
0.6034 Remote Similarity NPC181124
0.6034 Remote Similarity NPC162680
0.6034 Remote Similarity NPC294409
0.6034 Remote Similarity NPC490701
0.5932 Remote Similarity NPC483565
0.5862 Remote Similarity NPC78341
0.5806 Remote Similarity NPC259166
0.5763 Remote Similarity NPC124714
0.5738 Remote Similarity NPC194653
0.5714 Remote Similarity NPC62518
0.5692 Remote Similarity NPC219917
0.5645 Remote Similarity NPC264550
0.5636 Remote Similarity NPC234560
0.5625 Remote Similarity NPC51070
0.5574 Remote Similarity NPC309154
0.5574 Remote Similarity NPC200316
0.5536 Remote Similarity NPC218490
0.55 Remote Similarity NPC121522
0.55 Remote Similarity NPC209560
0.55 Remote Similarity NPC490700
0.5484 Remote Similarity NPC139364
0.5484 Remote Similarity NPC481044
0.5424 Remote Similarity NPC295384
0.5424 Remote Similarity NPC241498
0.5424 Remote Similarity NPC266960
0.5397 Remote Similarity NPC483637
0.5397 Remote Similarity NPC109187
0.5397 Remote Similarity NPC114192
0.537 Remote Similarity NPC143903
0.5345 Remote Similarity NPC38065
0.5333 Remote Similarity NPC116632
0.5303 Remote Similarity NPC97716
0.527 Remote Similarity NPC205076
0.5263 Remote Similarity NPC608554
0.5238 Remote Similarity NPC80710
0.5224 Remote Similarity NPC40942
0.5161 Remote Similarity NPC181209
0.5161 Remote Similarity NPC19980
0.5161 Remote Similarity NPC239363
0.5152 Remote Similarity NPC608523
0.5147 Remote Similarity NPC168085
0.5082 Remote Similarity NPC10467
0.5082 Remote Similarity NPC603503
0.5079 Remote Similarity NPC12377

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC269451 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
0.6415 Remote Similarity NPD1510 Phase 2

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