Natural Product: NPC39333

Natural Product IDNPC39333
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 ZCILODAAHLISPY-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 10016628
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0004155] Diphenylethers

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 ZCILODAAHLISPY-UHFFFAOYSA-N
Standard InCHI InChI=1S/C18H18O3/c1-3-5-13-7-10-18(17(20)11-13)21-15-9-8-14(6-4-2)16(19)12-15/h3-4,7-12,19-20H,1-2,5-6H2
SMILES C=CCc1ccc(c(c1)O)Oc1ccc(CC=C)c(c1)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   282.13 Volume:   308.05
?
Van der Waals volume.
Dense:   0.916 LogP:   3.822
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.134
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.961
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   6.0 Rigid Bonds:   14.0
TPSA:   49.69
?
Topological Polar Surface Area.
 H-Bond Acceptor:   3.0
H-Bond Donor:   2.0 Rings:   2.0
Heavy Atoms:   3.0

MedChem Properties

QED Drug-Likeness Score:   0.774 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   2.459 Fsp3:   0.111
MCE-18:   12.0
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.755 Fluc inhibitor:   0.596
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.052
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.403
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.883 Promiscuous compounds:   0.225

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.641 MDCK Permeability:   -4.689
Pgp-inhibitor:   0.791 Pgp-substrate:   0.0
PAMPA:   0.003
?
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):   0.129
20% Bioavailability (F20%):   1.0 30% Bioavailability (F30%):   1.0
50% Bioavailability (F50%):   0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.001 MRP1:   0.058
Plasma Protein Binding (PPB):   95.267% Volume Distribution (VD):   0.184
Fu: 7.314%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   1.0
OATP1B3 inhibitor:   1.0 BCRP inhibitor:   0.974
BSEP inhibitor:   0.995

ADMET: Metabolism

CYP1A2-inhibitor:   0.003 CYP1A2-substrate:   1.0
CYP2C19-inhibitor:   0.715 CYP2C19-substrate:   0.959
CYP2C9-inhibitor:   1.0 CYP2C9-substrate:   0.321
CYP2D6-inhibitor:   1.0 CYP2D6-substrate:   0.992
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   1.0
CYP2B6-substrate:   0.592 CYP2C8-inhibitor:   1.0
HLM stability:   0.708
?
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):  11.261 Half-life (T1/2):  1.395

ADMET: Toxicity

hERG Blockers:  0.132 hERG Blockers (10um):  0.838
Human Hepatotoxicity (H-HT):  0.276 Drug-induced Liver Injury (DILI):  0.612
AMES Toxicity:  0.545 Rat Oral Acute Toxicity:  0.277
Maximum Recommended Daily Dose:  0.398 Skin Sensitization:  0.978
Carcinogencity:  0.632 Eye Corrosion:  0.781
Eye Irritation:  0.992 Respiratory Toxicity:  0.942
Drug-induced Neurotoxicity:  0.41 Ototoxicity:  0.148
Hematotoxicity:  0.044 Drug-induced Nephrotoxicity:  0.069
Genotoxicity:  0.236 RPMI-8226 Immunitoxicity:  0.053
A549 Cytotoxicity:  0.471 Hek293 Cytotoxicity:  0.706
BCF:   1.379
?
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:   3.818
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.666
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.214
?
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
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[10479314]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[10650079]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota stems n.a. n.a. PMID[1517737]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. aerial part n.a. PMID[15577228]
NPO13465 Salvia broussonetii Species Lamiaceae Eukaryota roots n.a. n.a. PMID[15969497]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[16441070]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. stem n.a. PMID[18175990]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. PMID[21625478]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. PMID[22085682]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[22672802]
NPO13745 Gynoxys verrucosa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[27057812]
NPO15190 Chloranthus fortunei Species Chloranthaceae Eukaryota n.a. n.a. n.a. PMID[27997206]
NPO6698 Euphorbia pithyusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[28671832]
NPO25118 Centaurea benedicta Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[39771277]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. root n.a. PMID[9987830]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2568 Posidonia oceanica Species Posidoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15190 Chloranthus fortunei Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3482 Alpinia flabellata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12018 Alternaria bataticola Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10905 Baccharis truncata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18026 Bipolaris sacchari Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7009 Callyspongia spinosissima Species Callyspongiidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25118 Centaurea benedicta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27148 Chuquiraga erinacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11592 Cuphea hyssopifolia Species Lythraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5998 Echinoclathria subhispida Species Microcionidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13617 Eria rigida Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17166 Euphorbia palustris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6698 Euphorbia pithyusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4282 Fouquieria diguetii Species Fouquieriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13745 Gynoxys verrucosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2680 Holothuria squamifera Species Holothuriidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15992 Hypogymnia vittata Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9133 Lathyrus latifolius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14194 Mamestra brassicae Species Noctuidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11246 Ononis viscosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8721 Parectatosoma mocquerysi Species Anisacanthidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15514 Pedicularis rex Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO273 Phyllobates bicolor Species Dendrobatidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10532 Pinus edulis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2043 Pseudocyphellaria coronata Species Lobariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9538 Pterocarpus erinaceus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10048 Pyrus bourgaeana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13465 Salvia broussonetii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14329 Sigillina signifera Species Polycitoridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17358 Sorbus torminalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15405 Suaeda maritima Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13018 Thelephora aurantiotincta Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2070 Thioalkalivibrio versutus Species Ectothiorhodospiraceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO14455 Triunia erythrocarpa Species Proteaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO10532 Pinus edulis Species Pinaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO10532 Pinus edulis Species Pinaceae Eukaryota n.a. n.a. Database[FooDB]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13018 Thelephora aurantiotincta Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13018 Thelephora aurantiotincta Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3482 Alpinia flabellata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9133 Lathyrus latifolius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17166 Euphorbia palustris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9133 Lathyrus latifolius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14194 Mamestra brassicae Species Noctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8721 Parectatosoma mocquerysi Species Anisacanthidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6698 Euphorbia pithyusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15514 Pedicularis rex Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25118 Centaurea benedicta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14329 Sigillina signifera Species Polycitoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15405 Suaeda maritima Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12018 Alternaria bataticola Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11592 Cuphea hyssopifolia Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4282 Fouquieria diguetii Species Fouquieriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2680 Holothuria squamifera Species Holothuriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10905 Baccharis truncata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15190 Chloranthus fortunei Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10532 Pinus edulis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13745 Gynoxys verrucosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5998 Echinoclathria subhispida Species Microcionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2568 Posidonia oceanica Species Posidoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9133 Lathyrus latifolius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13617 Eria rigida Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2043 Pseudocyphellaria coronata Species Lobariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9538 Pterocarpus erinaceus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15992 Hypogymnia vittata Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17358 Sorbus torminalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10048 Pyrus bourgaeana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27148 Chuquiraga erinacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO273 Phyllobates bicolor Species Dendrobatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11246 Ononis viscosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14455 Triunia erythrocarpa Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18026 Bipolaris sacchari Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17166 Euphorbia palustris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3482 Alpinia flabellata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7009 Callyspongia spinosissima Species Callyspongiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2070 Thioalkalivibrio versutus Species Ectothiorhodospiraceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13018 Thelephora aurantiotincta Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13465 Salvia broussonetii Species Lamiaceae 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

In vitro activity

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

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 NPC39333 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
0.6591 Remote Similarity NPC144662
0.6122 Remote Similarity NPC87113
0.5652 Remote Similarity NPC86947
0.5349 Remote Similarity NPC173746
0.5208 Remote Similarity NPC122792

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC39333 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