Natural Product: NPC135602

Natural Product IDNPC135602
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 SBHXYTNGIZCORC-CYBMUJFWSA-M
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID n.a.
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0000337] Flavans
          • [CHEMONTID:0001632] Flavanones

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 SBHXYTNGIZCORC-CYBMUJFWSA-M
Standard InCHI InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/p-1/t13-/m1/s1
SMILES c1cc(c(cc1[C@H]1CC(=O)c2c(cc(cc2O1)[O-])O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   288.06 Volume:   276.613
?
Van der Waals volume.
Dense:   1.041 LogP:   2.373
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.44
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.824
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   18.0
TPSA:   107.22
?
Topological Polar Surface Area.
 H-Bond Acceptor:   6.0
H-Bond Donor:   4.0 Rings:   3.0
Heavy Atoms:   6.0

MedChem Properties

QED Drug-Likeness Score:   0.599 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   2.994 Fsp3:   0.133
MCE-18:   58.235
?
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:   1
Chelating Alert:   1 PAINS Alert:   1
Colloidal aggregators:   0.715 Fluc inhibitor:   0.578
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.317
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.25
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.508 Promiscuous compounds:   0.094

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.262 MDCK Permeability:   -4.837
Pgp-inhibitor:   0.042 Pgp-substrate:   0.021
PAMPA:   0.145
?
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):   0.007
20% Bioavailability (F20%):   0.616 30% Bioavailability (F30%):   0.99
50% Bioavailability (F50%):   0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.004 MRP1:   0.753
Plasma Protein Binding (PPB):   95.913% Volume Distribution (VD):   -0.467
Fu: 3.903%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.978
OATP1B3 inhibitor:   0.999 BCRP inhibitor:   0.969
BSEP inhibitor:   0.173

ADMET: Metabolism

CYP1A2-inhibitor:   0.899 CYP1A2-substrate:   0.48
CYP2C19-inhibitor:   0.0 CYP2C19-substrate:   0.723
CYP2C9-inhibitor:   0.001 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.008 CYP2D6-substrate:   0.997
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.979
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.996
HLM stability:   0.972
?
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):  11.991 Half-life (T1/2):  1.57

ADMET: Toxicity

hERG Blockers:  0.1 hERG Blockers (10um):  0.588
Human Hepatotoxicity (H-HT):  0.692 Drug-induced Liver Injury (DILI):  0.729
AMES Toxicity:  0.756 Rat Oral Acute Toxicity:  0.726
Maximum Recommended Daily Dose:  0.847 Skin Sensitization:  0.975
Carcinogencity:  0.419 Eye Corrosion:  0.123
Eye Irritation:  0.997 Respiratory Toxicity:  0.882
Drug-induced Neurotoxicity:  0.241 Ototoxicity:  0.485
Hematotoxicity:  0.066 Drug-induced Nephrotoxicity:  0.236
Genotoxicity:  0.995 RPMI-8226 Immunitoxicity:  0.051
A549 Cytotoxicity:  0.924 Hek293 Cytotoxicity:  0.633
BCF:   1.3
?
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:   3.777
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.807
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.217
?
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
NPO10029 Prunus dulcis Species Rosaceae Eukaryota n.a. Antalya and Mugla Provinces, Turkey 200-Aug DOI[10.1016/j.scienta.2010.10.027]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/JMPR.9000078]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. fruit n.a. PMID[11411539]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. PMID[11754604]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. flower n.a. PMID[12130858]
NPO10029 Prunus dulcis Species Rosaceae Eukaryota n.a. Cork, Ireland n.a. PMID[15223592]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. whole plant n.a. PMID[16755060]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. aerial part n.a. PMID[17666848]
NPO26770 Pteris multifida Species Pteridaceae Eukaryota Whole plant n.a. n.a. PMID[18181575]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. aerial part n.a. PMID[18239311]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota Roots Simao city, Yunnan Province, China 2007-MAY PMID[19374435]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[19785430]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[19829679]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[19962306]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[20078074]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. root n.a. PMID[21087019]
NPO24093 Drynaria fortunei Species Polypodiaceae Eukaryota n.a. n.a. n.a. PMID[21377852]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[22314230]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23521110]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota whole plants Nanning District, Guangxi Province, China 2012-Sep PMID[25647077]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26099993]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota aerial parts Seoul, Korea n.a. PMID[26331882]
NPO15768 Lyonia ovalifolia Species Ericaceae Eukaryota Twigs; Leaves n.a. n.a. PMID[27792321]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28156114]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[29400471]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Aerial Parts n.a. n.a. PMID[30726671]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. n.a. n.a. PMID[35357239]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36031812]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36671701]
NPO10029 Prunus dulcis Species Rosaceae Eukaryota n.a. n.a. n.a. PMID[36986275]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37299156]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37569279]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37960139]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38606448]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38802729]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39599440]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. twig n.a. PMID[9179367]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[9834167]
NPO10029 Prunus dulcis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO277 Caulis millettiae n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO2340 Caulis spatholobi n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24093 Drynaria fortunei Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30692 Prunus amygdalus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26770 Pteris multifida Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15768 Lyonia ovalifolia Species Ericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11092 Asclepias eriocarpa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10029 Prunus dulcis Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO10029 Prunus dulcis Species Rosaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO10029 Prunus dulcis Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24093 Drynaria fortunei Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3485 Eupatorium subhastatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2340 Caulis spatholobi n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO15768 Lyonia ovalifolia Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30692 Prunus amygdalus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11092 Asclepias eriocarpa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26770 Pteris multifida Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10029 Prunus dulcis Species Rosaceae Eukaryota Seeds n.a. Database[Phenol-Explorer]
NPO19361 Herba meconpsis integrifoliae n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26770 Pteris multifida Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO277 Caulis millettiae n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2340 Caulis spatholobi n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO24093 Drynaria fortunei Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18105 Fructus ligustri lucidi n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO11092 Asclepias eriocarpa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3485 Eupatorium subhastatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10029 Prunus dulcis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15768 Lyonia ovalifolia Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15768 Lyonia ovalifolia Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30692 Prunus amygdalus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24093 Drynaria fortunei Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11092 Asclepias eriocarpa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16039 Scutellaria barbata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24093 Drynaria fortunei Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28877 Scutellaria baicalensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26770 Pteris multifida Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10029 Prunus dulcis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15768 Lyonia ovalifolia Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3485 Eupatorium subhastatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11092 Asclepias eriocarpa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24093 Drynaria fortunei Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16039 Scutellaria barbata 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 NPC135602 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
0.7255 Intermediate Similarity NPC321011
0.7255 Intermediate Similarity NPC294852
0.7255 Intermediate Similarity NPC188679
0.6724 Remote Similarity NPC480158
0.6226 Remote Similarity NPC1612
0.6226 Remote Similarity NPC183959
0.6111 Remote Similarity NPC329203
0.6111 Remote Similarity NPC222342
0.5893 Remote Similarity NPC18727
0.5893 Remote Similarity NPC474208
0.5741 Remote Similarity NPC32441
0.5741 Remote Similarity NPC6407
0.5741 Remote Similarity NPC79943
0.5741 Remote Similarity NPC545184
0.5735 Remote Similarity NPC29830
0.5714 Remote Similarity NPC469764
0.5714 Remote Similarity NPC192083
0.5636 Remote Similarity NPC150648
0.5556 Remote Similarity NPC103991
0.5536 Remote Similarity NPC73028
0.5294 Remote Similarity NPC213896
0.5273 Remote Similarity NPC182421
0.5263 Remote Similarity NPC300668
0.5263 Remote Similarity NPC324386
0.5263 Remote Similarity NPC610021
0.5254 Remote Similarity NPC302950
0.5238 Remote Similarity NPC477840
0.5179 Remote Similarity NPC243083
0.5179 Remote Similarity NPC13768
0.5179 Remote Similarity NPC287246
0.5172 Remote Similarity NPC475267
0.5143 Remote Similarity NPC471209
0.5143 Remote Similarity NPC261063
0.5132 Remote Similarity NPC105283
0.5091 Remote Similarity NPC140890
0.5085 Remote Similarity NPC310135
0.5085 Remote Similarity NPC469758
0.5085 Remote Similarity NPC48208
0.5082 Remote Similarity NPC236637
0.507 Remote Similarity NPC321779

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC135602 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
0.5741 Remote Similarity NPD1552 Clinical (unspecified phase)
0.5714 Remote Similarity NPD2393 Clinical (unspecified phase)
0.5254 Remote Similarity NPD1934 Phase 0
0.5179 Remote Similarity NPD1550 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