Natural Product: NPC100340

Natural Product IDNPC100340
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Dihydropinosylvin
IUPAC Name 5-(2-phenylethyl)benzene-1,3-diol
Synonyms 3,5-Dihydroxybibenzyl; Dihydropinosylvin
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL228120
PubChem CID 442700
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000253] Stilbenes

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 LDBYHULIXFIJAZ-UHFFFAOYSA-N
Standard InCHI InChI=1S/C14H14O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-5,8-10,15-16H,6-7H2
SMILES c1ccc(cc1)CCc1cc(cc(c1)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   214.1 Volume:   235.349
?
Van der Waals volume.
Dense:   0.91 LogP:   3.528
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.152
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.288
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   3.0 Rigid Bonds:   12.0
TPSA:   40.46
?
Topological Polar Surface Area.
 H-Bond Acceptor:   2.0
H-Bond Donor:   2.0 Rings:   2.0
Heavy Atoms:   2.0

MedChem Properties

QED Drug-Likeness Score:   0.824 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.77 Fsp3:   0.143
MCE-18:   10.0
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.152 Fluc inhibitor:   0.301
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.026
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.11
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.986 Promiscuous compounds:   0.398

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.847 MDCK Permeability:   -4.791
Pgp-inhibitor:   0.24 Pgp-substrate:   0.084
PAMPA:   0.101
?
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):   0.001
20% Bioavailability (F20%):   0.746 30% Bioavailability (F30%):   0.698
50% Bioavailability (F50%):   0.962

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.361 MRP1:   0.247
Plasma Protein Binding (PPB):   96.336% Volume Distribution (VD):   0.262
Fu: 3.424%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.901
OATP1B3 inhibitor:   0.896 BCRP inhibitor:   0.202
BSEP inhibitor:   0.824

ADMET: Metabolism

CYP1A2-inhibitor:   0.99 CYP1A2-substrate:   0.997
CYP2C19-inhibitor:   0.29 CYP2C19-substrate:   0.997
CYP2C9-inhibitor:   0.988 CYP2C9-substrate:   0.959
CYP2D6-inhibitor:   0.949 CYP2D6-substrate:   0.327
CYP3A4-inhibitor:   0.123 CYP3A4-substrate:   1.0
CYP2B6-substrate:   0.771 CYP2C8-inhibitor:   1.0
HLM stability:   0.652
?
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):  10.422 Half-life (T1/2):  1.406

ADMET: Toxicity

hERG Blockers:  0.644 hERG Blockers (10um):  0.891
Human Hepatotoxicity (H-HT):  0.562 Drug-induced Liver Injury (DILI):  0.043
AMES Toxicity:  0.431 Rat Oral Acute Toxicity:  0.142
Maximum Recommended Daily Dose:  0.648 Skin Sensitization:  0.943
Carcinogencity:  0.18 Eye Corrosion:  0.711
Eye Irritation:  0.989 Respiratory Toxicity:  0.381
Drug-induced Neurotoxicity:  0.386 Ototoxicity:  0.318
Hematotoxicity:  0.08 Drug-induced Nephrotoxicity:  0.194
Genotoxicity:  0.291 RPMI-8226 Immunitoxicity:  0.047
A549 Cytotoxicity:  0.51 Hek293 Cytotoxicity:  0.852
BCF:   1.93
?
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:   4.082
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.141
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.68
?
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
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. DOI[10.1023/A:1025674116183]
NPO809 Leitneria floridana Species Simaroubaceae Eukaryota n.a. aerial part n.a. PMID[11141127]
NPO20097 Thermobifida alba Species Nocardiopsaceae Bacteria n.a. n.a. n.a. PMID[11430001]
NPO30254 Stemona collinsae Species Stemonaceae Eukaryota Leaves, rhizomes, and roots southeast Thailand near Chonburi 2000-Feb, 2001-Jan PMID[12088422]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[1536925]
NPO27517 Crinum latifolium Species Amaryllidaceae Eukaryota n.a. leaf n.a. PMID[15595606]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota n.a. n.a. n.a. PMID[15679323]
NPO30254 Stemona collinsae Species Stemonaceae Eukaryota slowly dried tubers Bangkok, Thailand n.a. PMID[15679323]
NPO30254 Stemona collinsae Species Stemonaceae Eukaryota n.a. Southeast Thailand near Chonburi, Khao Khieo, close to the Chanthathen waterfall and Sri Racha n.a. PMID[15679323]
NPO30254 Stemona collinsae Species Stemonaceae Eukaryota n.a. n.a. n.a. PMID[15679323]
NPO7863 Dioscorea opposita Species Dioscoreaceae Eukaryota aerial parts n.a. n.a. PMID[16124773]
NPO5635 Bauhinia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[16562827]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota roots n.a. n.a. PMID[16643052]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota Roots; Stems; Tubers n.a. n.a. PMID[16872143]
NPO5635 Bauhinia purpurea Species Fabaceae Eukaryota n.a. root n.a. PMID[17480099]
NPO5635 Bauhinia purpurea Species Fabaceae Eukaryota roots Phitsanulok Province, Thailand 2004-MAY PMID[17480099]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota roots n.a. n.a. PMID[18452334]
NPO28574 Oroxylum indicum Species Bignoniaceae Eukaryota n.a. n.a. n.a. PMID[19948405]
NPO1103 Dioscorea japonica Species Dioscoreaceae Eukaryota rhizomes n.a. n.a. PMID[21353549]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota n.a. rhizome n.a. PMID[21902195]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota n.a. tuberous root n.a. PMID[21902195]
NPO28574 Oroxylum indicum Species Bignoniaceae Eukaryota n.a. seed n.a. PMID[23672042]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. seed n.a. PMID[24225786]
NPO24833 Dioscorea polystachya Species Dioscoreaceae Eukaryota n.a. bark n.a. PMID[24689699]
NPO9419 Enterobacter cloacae Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[25427277]
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]
NPO24359 Streptomyces cacaoi Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[27642865]
NPO28574 Oroxylum indicum Species Bignoniaceae Eukaryota n.a. n.a. n.a. PMID[36483735]
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]
NPO26245 Styracaster caroli Species Porcellanasteridae Eukaryota n.a. n.a. n.a. PMID[8145229]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30254 Stemona collinsae Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28574 Oroxylum indicum Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12624 Pinus sp. Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12104 Stemona cf. pierrei Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24359 Streptomyces cacaoi Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO27517 Crinum latifolium Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1103 Dioscorea japonica Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7863 Dioscorea opposita Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3357 Alnus cordata Species Betulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4628 Aloe deltoideodonta Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5635 Bauhinia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4382 Elmerrillia papuana n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO1490 Goldfussia yunnanensis n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO8807 Laurentia longiflora n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO809 Leitneria floridana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9608 Lepraria citrina Species Stereocaulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8977 Notholaena aschenborniana Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9881 Petrosia hebes Species Petrosiidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6828 Purpura aperta Species Muricidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25475 Syphonota geographica Species Aplysiidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2455 Thermopsis mollis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11319 Laurencia hybrida Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8559 Calophyllum venulosum Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30479 Dioscorea batatas Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26245 Styracaster caroli Species Porcellanasteridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20097 Thermobifida alba Species Nocardiopsaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO9419 Enterobacter cloacae Species Enterobacteriaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO13147 Euphorbia cyparissias Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30479 Dioscorea batatas Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28574 Oroxylum indicum Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27517 Crinum latifolium Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31087 Pinus sp Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12104 Stemona cf. pierrei Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1103 Dioscorea japonica Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28574 Oroxylum indicum Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12104 Stemona cf. pierrei Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27517 Crinum latifolium Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1103 Dioscorea japonica Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24833 Dioscorea polystachya Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12624 Pinus sp. Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7863 Dioscorea opposita Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30479 Dioscorea batatas Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28574 Oroxylum indicum Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30254 Stemona collinsae Species Stemonaceae Eukaryota leaf and root n.a. n.a. Database[Title]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24833 Dioscorea polystachya Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28574 Oroxylum indicum Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7863 Dioscorea opposita Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1103 Dioscorea japonica Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1490 Goldfussia yunnanensis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO9881 Petrosia hebes Species Petrosiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28574 Oroxylum indicum Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1103 Dioscorea japonica Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4628 Aloe deltoideodonta Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8977 Notholaena aschenborniana Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3357 Alnus cordata Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2455 Thermopsis mollis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6828 Purpura aperta Species Muricidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9608 Lepraria citrina Species Stereocaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO809 Leitneria floridana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8807 Laurentia longiflora n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO4382 Elmerrillia papuana n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO25475 Syphonota geographica Species Aplysiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5635 Bauhinia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26245 Styracaster caroli Species Porcellanasteridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6054 Sinularia brongersmai Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10024 Tylecodon wallichii Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8559 Calophyllum venulosum Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27517 Crinum latifolium Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11319 Laurencia hybrida Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6962 Cetraria delisei Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11181 Juniperus bermudiana Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24833 Dioscorea polystachya Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19620 Stemona tuberosa Species Stemonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8460 Pedicularis torta Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20097 Thermobifida alba Species Nocardiopsaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO7863 Dioscorea opposita Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24359 Streptomyces cacaoi Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO9419 Enterobacter cloacae Species Enterobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13147 Euphorbia cyparissias Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19605 Tara spinosa Species Fabaceae 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
NPT30 Individual protein Cyclooxygenase-1 Homo sapiens IC50 > 46700.0 nM PMID[17480099]
NPT31 Individual protein Cyclooxygenase-2 Homo sapiens IC50 > 46700.0 nM PMID[17480099]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell line KB Homo sapiens IC50 > 93400.0 nM PMID[17480099]
NPT76 Cell line C6 Rattus norvegicus Activity = 117.0 % PMID[21353549]
NPT76 Cell line C6 Rattus norvegicus Activity = 104.9 % PMID[21353549]
NPT113 Cell line RAW264.7 Mus musculus IC50 > 50000.0 nM PMID[37852423]
NPT113 Cell line RAW264.7 Mus musculus Activity = 16.86 uM PMID[37852423]
NPT113 Cell line RAW264.7 Mus musculus Activity = 102.37 % PMID[37852423]
NPT113 Cell line RAW264.7 Mus musculus Inhibition = 18.03 % PMID[37852423]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 93400.0 nM PMID[17480099]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 116800.0 nM PMID[17480099]
NPT20 Organism Candida albicans Candida albicans IC50 > 233600.0 nM PMID[17480099]
NPT548 Tissue Ileum Cavia porcellus IC50 = 1490.0 nM PMID[14987052]
NPT548 Tissue Ileum Cavia porcellus Emax = 83.28 % PMID[14987052]
NPT548 Tissue Ileum Cavia porcellus Ratio IC50 = 2.84 n.a. PMID[14987052]
NPT2 Others Unspecified n.a. IC50 = 36600.0 nM PMID[14987052]
NPT2 Others Unspecified n.a. IC50 > 50000.0 nM PMID[15679323]
NPT2 Others Unspecified n.a. Inhibition = 10.0 % PMID[15679323]

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 NPC100340 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
0.75 Intermediate Similarity NPC143659
0.7143 Intermediate Similarity NPC30506
0.7143 Intermediate Similarity NPC609251
0.6562 Remote Similarity NPC102216
0.6333 Remote Similarity NPC174981
0.6129 Remote Similarity NPC268032
0.6071 Remote Similarity NPC599916
0.5882 Remote Similarity NPC241891
0.5882 Remote Similarity NPC134829
0.5882 Remote Similarity NPC608070
0.5833 Remote Similarity NPC246588
0.5806 Remote Similarity NPC274678
0.5758 Remote Similarity NPC601800
0.5588 Remote Similarity NPC41562
0.5526 Remote Similarity NPC808
0.5405 Remote Similarity NPC276737
0.525 Remote Similarity NPC608596
0.5172 Remote Similarity NPC27974
0.5135 Remote Similarity NPC228922
0.5135 Remote Similarity NPC71625

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC100340 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