Natural Product: NPC82183

Natural Product IDNPC82183
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 XJLZCPIILZRCPS-ANMPWZFDSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 9803310
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

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 XJLZCPIILZRCPS-ANMPWZFDSA-N
Standard InCHI InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h20,22-23,26-27,32H,3,10-19H2,1-2,4-9H3/t22-,23-,26+,27+,29-,30-,31+/m1/s1
SMILES CC(C)C(=C)CC[C@@H](C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@H](C(C)(C)[C@@H]1CC3)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   440.4 Volume:   514.023
?
Van der Waals volume.
Dense:   0.857 LogP:   6.14
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   4.49
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -6.269
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   5.0 Rigid Bonds:   21.0
TPSA:   20.23
?
Topological Polar Surface Area.
 H-Bond Acceptor:   1.0
H-Bond Donor:   1.0 Rings:   4.0
Heavy Atoms:   1.0

MedChem Properties

QED Drug-Likeness Score:   0.424 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.652 Fsp3:   0.871
MCE-18:   80.552
?
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:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.98 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.007
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.0
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.789 Promiscuous compounds:   0.07

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.896 MDCK Permeability:   -4.73
Pgp-inhibitor:   0.424 Pgp-substrate:   0.005
PAMPA:   0.219
?
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):   0.0
20% Bioavailability (F20%):   0.654 30% Bioavailability (F30%):   0.678
50% Bioavailability (F50%):   1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.674 MRP1:   0.868
Plasma Protein Binding (PPB):   94.377% Volume Distribution (VD):   0.045
Fu: 5.153%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   1.0
OATP1B3 inhibitor:   1.0 BCRP inhibitor:   0.73
BSEP inhibitor:   0.778

ADMET: Metabolism

CYP1A2-inhibitor:   0.36 CYP1A2-substrate:   0.274
CYP2C19-inhibitor:   0.999 CYP2C19-substrate:   0.626
CYP2C9-inhibitor:   0.006 CYP2C9-substrate:   0.009
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.941
CYP3A4-inhibitor:   1.0 CYP3A4-substrate:   1.0
CYP2B6-substrate:   0.256 CYP2C8-inhibitor:   1.0
HLM stability:   0.645
?
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):  11.165 Half-life (T1/2):  0.273

ADMET: Toxicity

hERG Blockers:  0.031 hERG Blockers (10um):  0.243
Human Hepatotoxicity (H-HT):  0.525 Drug-induced Liver Injury (DILI):  0.091
AMES Toxicity:  0.309 Rat Oral Acute Toxicity:  0.255
Maximum Recommended Daily Dose:  0.42 Skin Sensitization:  0.981
Carcinogencity:  0.851 Eye Corrosion:  0.618
Eye Irritation:  0.94 Respiratory Toxicity:  0.892
Drug-induced Neurotoxicity:  0.051 Ototoxicity:  0.524
Hematotoxicity:  0.57 Drug-induced Nephrotoxicity:  0.743
Genotoxicity:  0.102 RPMI-8226 Immunitoxicity:  0.049
A549 Cytotoxicity:  0.272 Hek293 Cytotoxicity:  0.226
BCF:   3.301
?
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:   5.056
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.673
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.962
?
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
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota Seeds Anhui province, China DOI[10.1016/j.foodres.2020.109416]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota Seeds Gansu province, China DOI[10.1016/j.foodres.2020.109416]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota Seeds Henan province, China DOI[10.1016/j.foodres.2020.109416]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota Seeds Shandong province, China DOI[10.1016/j.foodres.2020.109416]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota Seeds Shanxi province, China DOI[10.1016/j.foodres.2020.109416]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. root n.a. DOI[10.2174/092986712800229032]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[15095145]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[17559265]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. mycelium n.a. PMID[17932820]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. n.a. n.a. PMID[19402674]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. root n.a. PMID[19721258]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. root n.a. PMID[19772486]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota Roots n.a. n.a. PMID[20806783]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[21028898]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota fruiting body n.a. n.a. PMID[21028898]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota fruiting body n.a. n.a. PMID[21115251]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. root n.a. PMID[21782011]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota n.a. root n.a. PMID[21954959]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota roots Whitessence Srl, Viterbo, Italy 2005-OCT PMID[21954959]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. root n.a. PMID[22190295]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota n.a. seed n.a. PMID[23497864]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. seed n.a. PMID[23497864]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[23517145]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. root n.a. PMID[26838074]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. root n.a. PMID[27313650]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. root n.a. PMID[27429639]
NPO6429 Phlomis regelii Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29468889]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota Roots n.a. n.a. PMID[29741372]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[31891260]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds DingXi, GanSu, China early autumn (from August to the beginning of September PMID[32545196]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds LanZhou, GanSu, China early autumn (from August to the beginning of September PMID[32545196]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota Seeds HeZe, ShanDong, China early autumn (from August to the beginning of September PMID[32545196]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota Roots n.a. n.a. PMID[32951423]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota Seeds Xinjiang,China PMID[33063333]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Fruits Yangling, Shaanxi, China 10 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Fruits Yangling, Shaanxi, China 20 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Fruits Yangling, Shaanxi, China 30 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Fruits Yangling, Shaanxi, China 40 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Fruits Yangling, Shaanxi, China 50 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Fruits Yangling, Shaanxi, China 60 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Fruits Yangling, Shaanxi, China 70 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Fruits Yangling, Shaanxi, China 80 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Fruits Yangling, Shaanxi, China 90 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Fruits Yangling, Shaanxi, China Maturation PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds Yangling, Shaanxi, China 10 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds Yangling, Shaanxi, China 20 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds Yangling, Shaanxi, China 30 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds Yangling, Shaanxi, China 40 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds Yangling, Shaanxi, China 50 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds Yangling, Shaanxi, China 60 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds Yangling, Shaanxi, China 70 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds Yangling, Shaanxi, China 80 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds Yangling, Shaanxi, China 90 days after pollination PMID[33131958]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota Seeds Yangling, Shaanxi, China Maturation PMID[33131958]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[8594142]
NPO15630 Manduca sexta Species Sphingidae Eukaryota n.a. n.a. n.a. PMID[8748375]
NPO3354 Fomes officinalis Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4176 Mosla scabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7132 Smilax glabra Species Smilacaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4095 Hedysarum multijugum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13627 Sphaeria macula n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO6926 Colubrina asiatica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6533 Dipterocarpus pilosus Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4789 Adiantum caudatum Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27240 Alcyonium grandis Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6815 Streptomyces sclerotialus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7132 Smilax glabra Species Smilacaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3354 Fomes officinalis Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4176 Mosla scabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6926 Colubrina asiatica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7132 Smilax glabra Species Smilacaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4176 Mosla scabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3354 Fomes officinalis Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11787 Orthosiphon wulfenioides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6926 Colubrina asiatica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4789 Adiantum caudatum Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4095 Hedysarum multijugum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7132 Smilax glabra Species Smilacaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4789 Adiantum caudatum Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7132 Smilax glabra Species Smilacaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9798 Paeonia lactiflora Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11787 Orthosiphon wulfenioides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4909 Hilliardiella oligocephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6429 Phlomis regelii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4176 Mosla scabra Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13627 Sphaeria macula n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO6988 Diploschistes cretaceus Species Graphidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6815 Streptomyces sclerotialus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO3354 Fomes officinalis Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6533 Dipterocarpus pilosus Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4789 Adiantum caudatum Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4095 Hedysarum multijugum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17660 Podocarpus lawrencei Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8037 Bryum rutilans Species Bryaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15265 Paeonia rockii Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25603 Lycoris x chejuensis Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6926 Colubrina asiatica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11557 Echinus miliaris Species Echinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27240 Alcyonium grandis Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7132 Smilax glabra Species Smilacaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29200 Moquiniastrum paniculatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15630 Manduca sexta Species Sphingidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9798 Paeonia lactiflora Species Paeoniaceae 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
NPO15265 Paeonia rockii Naturally dried; extract seed oils with Soxhlet extractor Seeds 83.30 ± 1.06 n.a. n.a. mg/kg PMID[32545196]
NPO15265 Paeonia rockii Naturally dried; extract seed oils with Soxhlet extractor Seeds 76.56 ± 0.68 n.a. n.a. mg/kg PMID[32545196]
NPO9798 Paeonia lactiflora Naturally dried; extract seed oils with Soxhlet extractor Seeds 21.53 ± 0.18 n.a. n.a. mg/kg PMID[32545196]
NPO9798 Paeonia lactiflora Naturally dried; extract seed oils with Soxhlet extractor Seeds 32.41 ± 0.87 n.a. n.a. mg/kg PMID[32545196]

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 NPC82183 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
1.0 High Similarity NPC118508
0.8077 Intermediate Similarity NPC73875
0.8039 Intermediate Similarity NPC484086
0.7547 Intermediate Similarity NPC46160
0.7547 Intermediate Similarity NPC202642
0.7091 Intermediate Similarity NPC231477
0.7091 Intermediate Similarity NPC123724
0.6981 Remote Similarity NPC121744
0.6981 Remote Similarity NPC322353
0.6607 Remote Similarity NPC275910
0.6604 Remote Similarity NPC123194
0.6552 Remote Similarity NPC471724
0.6491 Remote Similarity NPC87489
0.6379 Remote Similarity NPC214570
0.6379 Remote Similarity NPC132635
0.6379 Remote Similarity NPC601223
0.623 Remote Similarity NPC55309
0.623 Remote Similarity NPC28252
0.6167 Remote Similarity NPC94755
0.6129 Remote Similarity NPC183283
0.6066 Remote Similarity NPC308041
0.6066 Remote Similarity NPC16350
0.5968 Remote Similarity NPC20388
0.5873 Remote Similarity NPC486193
0.5873 Remote Similarity NPC23434
0.5873 Remote Similarity NPC471720
0.5781 Remote Similarity NPC486187
0.569 Remote Similarity NPC606082
0.5645 Remote Similarity NPC110021
0.5645 Remote Similarity NPC482426
0.5385 Remote Similarity NPC242864
0.5385 Remote Similarity NPC469400
0.5345 Remote Similarity NPC254509
0.5312 Remote Similarity NPC275740
0.5312 Remote Similarity NPC86319
0.5303 Remote Similarity NPC191684
0.5238 Remote Similarity NPC72133
0.5238 Remote Similarity NPC131470
0.5224 Remote Similarity NPC482597
0.5167 Remote Similarity NPC73428
0.5156 Remote Similarity NPC201852
0.5156 Remote Similarity NPC171789
0.5156 Remote Similarity NPC606148
0.5152 Remote Similarity NPC233836
0.5152 Remote Similarity NPC484084
0.5152 Remote Similarity NPC159046
0.5152 Remote Similarity NPC48330
0.5152 Remote Similarity NPC484974
0.5152 Remote Similarity NPC187376
0.5077 Remote Similarity NPC482424
0.5075 Remote Similarity NPC69454

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC82183 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