Natural Product: NPC59631

Natural Product IDNPC59631
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 AKASWINDKIEEBO-ZJUUUORDSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 442497
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001729] Oxepanes

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 AKASWINDKIEEBO-ZJUUUORDSA-N
Standard InCHI InChI=1S/C10H14O2/c1-6(2)7-4-5-10(3)9(12-10)8(7)11/h9H,4-5H2,1-3H3/t9-,10+/m1/s1
SMILES CC(=C1CC[C@@]2(C)[C@@H](C1=O)O2)C

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   166.1 Volume:   176.711
?
Van der Waals volume.
Dense:   0.94 LogP:   2.408
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.476
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.892
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   0.0 Rigid Bonds:   10.0
TPSA:   29.6
?
Topological Polar Surface Area.
 H-Bond Acceptor:   2.0
H-Bond Donor:   0.0 Rings:   2.0
Heavy Atoms:   2.0

MedChem Properties

QED Drug-Likeness Score:   0.406 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.169 Fsp3:   0.7
MCE-18:   32.118
?
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:   Accepted BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.15 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.049
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.015
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.925 Promiscuous compounds:   0.211

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.37 MDCK Permeability:   -4.623
Pgp-inhibitor:   0.9 Pgp-substrate:   0.242
PAMPA:   0.314
?
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):   0.065
20% Bioavailability (F20%):   0.343 30% Bioavailability (F30%):   0.296
50% Bioavailability (F50%):   0.839

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.691 MRP1:   0.896
Plasma Protein Binding (PPB):   75.759% Volume Distribution (VD):   0.073
Fu: 24.632%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.967
OATP1B3 inhibitor:   0.931 BCRP inhibitor:   0.117
BSEP inhibitor:   0.913

ADMET: Metabolism

CYP1A2-inhibitor:   0.502 CYP1A2-substrate:   0.332
CYP2C19-inhibitor:   0.791 CYP2C19-substrate:   0.005
CYP2C9-inhibitor:   0.005 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.002 CYP2D6-substrate:   0.005
CYP3A4-inhibitor:   0.951 CYP3A4-substrate:   0.032
CYP2B6-substrate:   0.026 CYP2C8-inhibitor:   0.114
HLM stability:   0.241
?
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):  10.487 Half-life (T1/2):  1.784

ADMET: Toxicity

hERG Blockers:  0.067 hERG Blockers (10um):  0.467
Human Hepatotoxicity (H-HT):  0.564 Drug-induced Liver Injury (DILI):  0.275
AMES Toxicity:  0.734 Rat Oral Acute Toxicity:  0.519
Maximum Recommended Daily Dose:  0.268 Skin Sensitization:  0.936
Carcinogencity:  0.792 Eye Corrosion:  0.683
Eye Irritation:  0.942 Respiratory Toxicity:  0.611
Drug-induced Neurotoxicity:  0.645 Ototoxicity:  0.233
Hematotoxicity:  0.527 Drug-induced Nephrotoxicity:  0.329
Genotoxicity:  0.515 RPMI-8226 Immunitoxicity:  0.091
A549 Cytotoxicity:  0.134 Hek293 Cytotoxicity:  0.224
BCF:   2.171
?
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:   3.93
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.986
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.671
?
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
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[20121251]
NPO9390 Uncaria gambir Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[21192716]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22612410]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. flower n.a. PMID[25539472]
NPO56725 Micromeria frivaldszkyana Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[30691126]
NPO64074 Clinopodium nepeta Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[32370305]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[33502110]
NPO542 Artemisia absinthium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[33588649]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[34328036]
NPO61525 Clinopodium thymifolium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[34632586]
NPO61416 Monotheca buxifolia Species Sapotaceae Eukaryota n.a. n.a. n.a. PMID[34937433]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36031812]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[36364067]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36432812]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36671701]
NPO60360 Erigeron bonariensis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[36671701]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37084277]
NPO59111 Rhododendron subarcticum Species Ericaceae Eukaryota n.a. n.a. n.a. PMID[37214733]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37299156]
NPO44389 Satureja macrostema Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37375274]
NPO51084 Mentha × piperita ‘Almira’ Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37570659]
NPO54402 Mentha × piperita ‘Granada’ Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37570659]
NPO57920 Mentha × piperita ‘Swiss’ Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37570659]
NPO64074 Clinopodium nepeta Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37631258]
NPO46434 Cymbopogon jwarancusa Species Poaceae Eukaryota n.a. n.a. n.a. PMID[37714225]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37836777]
NPO58144 Eucalyptus leptophyll Genus Myrtaceae Eukaryota n.a. n.a. n.a. PMID[37894690]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37960139]
NPO52966 Clinopodium nepeta subsp. spruneri Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38140425]
NPO542 Artemisia absinthium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38538562]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38560258]
NPO542 Artemisia absinthium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38606448]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38606448]
NPO44723 Achiella arabica n.a. n.a. n.a. n.a. n.a. n.a. PMID[38606448]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38792265]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38802729]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38987699]
NPO542 Artemisia absinthium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[39598372]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39599440]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39633960]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO542 Artemisia absinthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30555 Mentha rotundifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9390 Uncaria gambir Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9390 Uncaria gambir Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30555 Mentha rotundifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO542 Artemisia absinthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO542 Artemisia absinthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9390 Uncaria gambir Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26488 Tagetes patula Species Asteraceae 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]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30555 Mentha rotundifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO542 Artemisia absinthium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9390 Uncaria gambir Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO542 Artemisia absinthium 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]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26488 Tagetes patula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9390 Uncaria gambir Species Rubiaceae 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
NPO10561 Mentha suaveolens Oil n.a. 74.57 n.a. n.a. % PMID[36432812]
NPO10561 Mentha suaveolens Oil n.a. 37.6 n.a. n.a. % PMID[37836777]
NPO10561 Mentha suaveolens Oil n.a. 32.55 n.a. n.a. % PMID[38560258]
NPO12088 Conyza canadensis Oil Stems 2.84 n.a. n.a. % PMID[38792265]
NPO1439 Mentha longifolia Oil n.a. 9.24 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 2.6 n.a. n.a. % PMID[36671701]
NPO1439 Mentha longifolia Oil n.a. 30.1 n.a. n.a. % PMID[36671701]
NPO1439 Mentha longifolia Oil n.a. 13.61 n.a. n.a. % PMID[38606448]
NPO1439 Mentha longifolia Oil n.a. 0.10 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.20 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.35 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 17.45 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.02 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.92 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 19.05 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 5.71 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia n.a. n.a. 53.43 n.a. n.a. % PMID[37960139]
NPO1439 Mentha longifolia Oil n.a. 0.13 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.28 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 17.99 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 36.02 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 29.09 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 2.66 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.06 n.a. n.a. % PMID[38802729]
NPO26488 Tagetes patula Oil Flowers 0.2 n.a. n.a. % PMID[36364067]
NPO27689 Mentha pulegium Oil n.a. 1.1±0.03 n.a. n.a. % PMID[37084277]
NPO44389 Satureja macrostema Oil n.a. 11 n.a. n.a. % PMID[37375274]
NPO44723 Achiella arabica Oil n.a. 0.96 n.a. n.a. % PMID[38606448]
NPO46434 Cymbopogon jwarancusa Hydroalcoholic extract n.a. 0.67 n.a. n.a. % PMID[37714225]
NPO51084 Mentha × piperita ‘Almira’ Oil Leaves 50.0 n.a. n.a. % PMID[37570659]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 31.8 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 3.8 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 25.9 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 34.2 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 28.6 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 27.9 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 24.1 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 12.1 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 23.2 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 31.0 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 25.0 n.a. n.a. % PMID[38140425]
NPO52966 Clinopodium nepeta subsp. spruneri Oil n.a. 27.6 n.a. n.a. % PMID[38140425]
NPO542 Artemisia absinthium Oil n.a. 1.59 n.a. n.a. % PMID[38606448]
NPO54402 Mentha × piperita ‘Granada’ Oil Flowers 0.1 n.a. n.a. % PMID[37570659]
NPO54402 Mentha × piperita ‘Granada’ Oil Leaves 0.2 n.a. n.a. % PMID[37570659]
NPO56725 Micromeria frivaldszkyana Oil n.a. 0.15 n.a. n.a. % PMID[30691126]
NPO56725 Micromeria frivaldszkyana Oil n.a. 0.33 n.a. n.a. % PMID[30691126]
NPO56725 Micromeria frivaldszkyana Oil n.a. 0.80 n.a. n.a. % PMID[30691126]
NPO57920 Mentha × piperita ‘Swiss’ Oil Flowers 0.1 n.a. n.a. % PMID[37570659]
NPO58144 Eucalyptus leptophyll Oil n.a. 0.4 n.a. n.a. % PMID[37894690]
NPO59111 Rhododendron subarcticum Oil n.a. 0.3 ± 0.1 n.a. n.a. % PMID[37214733]
NPO60360 Erigeron bonariensis Oil n.a. 0.3 n.a. n.a. % PMID[36671701]
NPO61416 Monotheca buxifolia Oil n.a. 5.7 n.a. n.a. % PMID[34937433]
NPO61525 Clinopodium thymifolium Oil n.a. 0.5 n.a. n.a. % PMID[34632586]
NPO61525 Clinopodium thymifolium Oil n.a. 1.8 n.a. n.a. % PMID[34632586]
NPO64074 Clinopodium nepeta Oil n.a. 27.8 n.a. n.a. % PMID[32370305]
NPO64074 Clinopodium nepeta Oil n.a. 39.3 n.a. n.a. % PMID[32370305]
NPO64074 Clinopodium nepeta Oil n.a. 23.4 n.a. n.a. % PMID[32370305]

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 NPC59631 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
0.5455 Remote Similarity NPC471740
0.5455 Remote Similarity NPC286229
0.5333 Remote Similarity NPC622
0.5333 Remote Similarity NPC276647
0.5217 Remote Similarity NPC471738

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC59631 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