Natural Product: NPC205152

Natural Product IDNPC205152
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 LYTHASQZLYCEJZ-WPMSVZFXSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 101490301
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0002105] Glycosyl compounds
            • [CHEMONTID:0002207] O-glycosyl compounds

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 LYTHASQZLYCEJZ-WPMSVZFXSA-N
Standard InCHI InChI=1S/C16H30O8/c1-6-21-11-7-10(19-4)14(9(3)22-11)24-16-13(18)15(20-5)12(17)8(2)23-16/h8-18H,6-7H2,1-5H3/t8-,9-,10-,11-,12-,13-,14-,15+,16+/m1/s1
SMILES CCO[C@H]1C[C@H]([C@@H]([C@@H](C)O1)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](C)O1)O)OC)O)OC

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   350.19 Volume:   338.501
?
Van der Waals volume.
Dense:   1.035 LogP:   1.177
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.515
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -1.803
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   6.0 Rigid Bonds:   12.0
TPSA:   95.84
?
Topological Polar Surface Area.
 H-Bond Acceptor:   8.0
H-Bond Donor:   2.0 Rings:   2.0
Heavy Atoms:   8.0

MedChem Properties

QED Drug-Likeness Score:   0.693 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.43 Fsp3:   1.0
MCE-18:   39.375
?
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:   0 PAINS Alert:   0
Colloidal aggregators:   0.374 Fluc inhibitor:   0.006
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.02
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.003
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.583 Promiscuous compounds:   0.062

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.22 MDCK Permeability:   -5.037
Pgp-inhibitor:   0.487 Pgp-substrate:   0.89
PAMPA:   0.893
?
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):   0.403
20% Bioavailability (F20%):   0.159 30% Bioavailability (F30%):   0.321
50% Bioavailability (F50%):   0.295

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.092 MRP1:   0.601
Plasma Protein Binding (PPB):   29.34% Volume Distribution (VD):   -0.392
Fu: 69.135%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.941
OATP1B3 inhibitor:   0.955 BCRP inhibitor:   0.066
BSEP inhibitor:   0.518

ADMET: Metabolism

CYP1A2-inhibitor:   0.025 CYP1A2-substrate:   0.016
CYP2C19-inhibitor:   0.181 CYP2C19-substrate:   0.027
CYP2C9-inhibitor:   0.001 CYP2C9-substrate:   0.001
CYP2D6-inhibitor:   0.005 CYP2D6-substrate:   0.018
CYP3A4-inhibitor:   0.189 CYP3A4-substrate:   0.379
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.0
HLM stability:   0.866
?
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):  4.393 Half-life (T1/2):  3.042

ADMET: Toxicity

hERG Blockers:  0.073 hERG Blockers (10um):  0.272
Human Hepatotoxicity (H-HT):  0.307 Drug-induced Liver Injury (DILI):  0.854
AMES Toxicity:  0.88 Rat Oral Acute Toxicity:  0.077
Maximum Recommended Daily Dose:  0.031 Skin Sensitization:  0.947
Carcinogencity:  0.202 Eye Corrosion:  0.15
Eye Irritation:  0.871 Respiratory Toxicity:  0.03
Drug-induced Neurotoxicity:  0.015 Ototoxicity:  0.815
Hematotoxicity:  0.27 Drug-induced Nephrotoxicity:  0.645
Genotoxicity:  0.022 RPMI-8226 Immunitoxicity:  0.092
A549 Cytotoxicity:  0.038 Hek293 Cytotoxicity:  0.073
BCF:   0.401
?
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:   2.512
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   3.86
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.114
?
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
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO15684 Cochliobolus heterostrophus Species Pleosporaceae Eukaryota n.a. n.a. n.a. PMID[10395513]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota eggs Pacific n.a. PMID[10654418]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota Eggs n.a. n.a. PMID[10654418]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO958 Tambja ceutae Species Polyceridae Eukaryota n.a. Azorean n.a. PMID[20227875]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25538068]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27400088]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[36838931]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[37480748]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. leaf n.a. PMID[9433811]
NPO4350 Chlorella pyrenoidosa Species Chlorellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6107 Acacia lemmoni Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3023 Achillea pratensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3913 Alcea nudiflora Species Malvaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1977 Arum montanum Species Araceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4050 Boronia lanceolata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16714 Campanula pendula Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7161 Capparis angulata Species Capparaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9099 Carissa spinarum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO798 Chloranthus holostegius Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3528 Cinnamomum pedunculatum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10450 Clerodendrum infortunatum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15684 Cochliobolus heterostrophus Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4125 Corydalis crystallina Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6951 Dictyota spinulosa Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27244 Dysosma pleiantha Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3456 Eucalyptus campanulata Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1814 Euphorbia cattimandoo Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7377 Hemiphragma heterophyllum Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7640 Klaseopsis chinensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4847 Lasianthus wallichii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO586 Lomandra hastilis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO518 Mercurialis leiocarpa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6421 Neolitsea sericea Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4204 Ochradenus baccatus Species Resedaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4411 Plantago ovata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6345 Podocarpus sellowii Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1659 Primula denticulata Species Primulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4773 Pteromys volans Species Sciuridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5739 Rubus foliolosus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6523 Streptococcus pneumoniae Species Streptococcaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO958 Tambja ceutae Species Polyceridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO241 Teucrium cossonii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5518 Thuja dolabrata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1244 Trimusculus conica Species Trimusculidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2339 Turnera ulmifolia Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5809 Xanthoparmelia tinctina Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Leaves n.a. Database[FooDB]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27244 Dysosma pleiantha Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7377 Hemiphragma heterophyllum Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6421 Neolitsea sericea Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4847 Lasianthus wallichii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4773 Pteromys volans Species Sciuridae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7377 Hemiphragma heterophyllum Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27244 Dysosma pleiantha Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4847 Lasianthus wallichii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6421 Neolitsea sericea Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4773 Pteromys volans Species Sciuridae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9099 Carissa spinarum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6523 Streptococcus pneumoniae Species Streptococcaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO2339 Turnera ulmifolia Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27244 Dysosma pleiantha Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4847 Lasianthus wallichii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1244 Trimusculus conica Species Trimusculidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4050 Boronia lanceolata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15684 Cochliobolus heterostrophus Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1659 Primula denticulata Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4411 Plantago ovata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO798 Chloranthus holostegius Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16714 Campanula pendula Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4350 Chlorella pyrenoidosa Species Chlorellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6107 Acacia lemmoni Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5739 Rubus foliolosus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10450 Clerodendrum infortunatum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO241 Teucrium cossonii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5809 Xanthoparmelia tinctina Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3528 Cinnamomum pedunculatum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6951 Dictyota spinulosa Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6421 Neolitsea sericea Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1814 Euphorbia cattimandoo Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3456 Eucalyptus campanulata Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7640 Klaseopsis chinensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4773 Pteromys volans Species Sciuridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3913 Alcea nudiflora Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7377 Hemiphragma heterophyllum Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO586 Lomandra hastilis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5518 Thuja dolabrata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1977 Arum montanum Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO518 Mercurialis leiocarpa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3023 Achillea pratensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4125 Corydalis crystallina Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4204 Ochradenus baccatus Species Resedaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7161 Capparis angulata Species Capparaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6345 Podocarpus sellowii Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO958 Tambja ceutae Species Polyceridae 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 NPC205152 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
NPC

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC205152 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