Natural Product: NPC186363

Natural Product IDNPC186363
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Santamarin
IUPAC Name (3aS,5aR,6R,9aS,9bS)-6-hydroxy-5a,9-dimethyl-3-methylidene-4,5,6,7,9a,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
Synonyms Santamarin
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL89311
PubChem CID 188297
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001543] Sesquiterpene lactones
            • [CHEMONTID:0001772] Eudesmanolides, secoeudesmanolides, and derivatives

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 PLSSEPIRACGCBO-PFFFPCNUSA-N
Standard InCHI InChI=1S/C15H20O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h4,10-13,16H,2,5-7H2,1,3H3/t10-,11+,12+,13-,15-/m0/s1
SMILES CC1=CC[C@H]([C@]2(C)CC[C@H]3C(=C)C(=O)O[C@@H]3[C@@H]12)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   248.14 Volume:   260.788
?
Van der Waals volume.
Dense:   0.952 LogP:   2.073
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.286
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.275
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   0.0 Rigid Bonds:   17.0
TPSA:   46.53
?
Topological Polar Surface Area.
 H-Bond Acceptor:   3.0
H-Bond Donor:   1.0 Rings:   3.0
Heavy Atoms:   3.0

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:   4.445 Fsp3:   0.667
MCE-18:   50.16
?
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:   0 PAINS Alert:   0
Colloidal aggregators:   0.346 Fluc inhibitor:   0.003
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.024
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.002
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.617 Promiscuous compounds:   0.328

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.745 MDCK Permeability:   -4.652
Pgp-inhibitor:   0.252 Pgp-substrate:   0.271
PAMPA:   0.6
?
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):   0.02
20% Bioavailability (F20%):   0.267 30% Bioavailability (F30%):   0.584
50% Bioavailability (F50%):   0.972

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.17 MRP1:   0.412
Plasma Protein Binding (PPB):   72.981% Volume Distribution (VD):   0.024
Fu: 24.717%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.999
OATP1B3 inhibitor:   0.999 BCRP inhibitor:   0.464
BSEP inhibitor:   0.771

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   0.764
CYP2C19-inhibitor:   0.155 CYP2C19-substrate:   0.372
CYP2C9-inhibitor:   0.356 CYP2C9-substrate:   0.133
CYP2D6-inhibitor:   0.068 CYP2D6-substrate:   0.624
CYP3A4-inhibitor:   0.999 CYP3A4-substrate:   0.837
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.976
HLM stability:   0.997
?
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):  12.943 Half-life (T1/2):  2.002

ADMET: Toxicity

hERG Blockers:  0.024 hERG Blockers (10um):  0.245
Human Hepatotoxicity (H-HT):  0.695 Drug-induced Liver Injury (DILI):  0.817
AMES Toxicity:  0.642 Rat Oral Acute Toxicity:  0.422
Maximum Recommended Daily Dose:  0.613 Skin Sensitization:  0.983
Carcinogencity:  0.917 Eye Corrosion:  0.209
Eye Irritation:  0.921 Respiratory Toxicity:  0.472
Drug-induced Neurotoxicity:  0.369 Ototoxicity:  0.388
Hematotoxicity:  0.67 Drug-induced Nephrotoxicity:  0.74
Genotoxicity:  0.751 RPMI-8226 Immunitoxicity:  0.095
A549 Cytotoxicity:  0.252 Hek293 Cytotoxicity:  0.298
BCF:   0.601
?
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:   3.231
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.762
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.129
?
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
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jep.2005.01.054]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. leaf n.a. DOI[10.1080/10412905.2001.9699624]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[11912066]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. leaf n.a. PMID[12419922]
NPO40799 Bovine platelets Species n.a. n.a. n.a. n.a. n.a. PMID[1431933]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota Roots n.a. n.a. PMID[14510592]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. PMID[15974602]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota rhizomes n.a. n.a. PMID[18177011]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. root n.a. PMID[18409040]
NPO30603 Saussurea lappa n.a. n.a. n.a. roots n.a. n.a. PMID[18579374]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[19271742]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[20590154]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. leaf n.a. PMID[21188975]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. n.a. n.a. PMID[25068579]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[30813368]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31181920]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31418264]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[32872604]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[3572418]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[36352904]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[38695450]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38754641]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[38851735]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[39679248]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[39680258]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. rhizome n.a. PMID[8064299]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[8064299]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. root n.a. PMID[8541643]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO10391 Dolomiaea souliei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO40799 Bovine platelets Species n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO9494 Ambrosia confertiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30115 Aucklandia lappa n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO1903 Cyperus haspan Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4711 Goniothalamus thwaitesii Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6605 Neodiprion sertifer Species Diprionidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO51 Petalonia fascia Species Scytosiphonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5646 Phoma violacea Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO979 Salvinia imbricata Species Salviniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17388 Schefferomitra subaequalis n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1903 Cyperus haspan Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30722 Chrysanthemum sp Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31478 Artemisia sp Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9494 Ambrosia confertiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30001 Tanacetum sp Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31577.1 Michelia compressa var. formosana Varieties Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10391 Dolomiaea souliei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17234.1 Michelia compressa var. formosana Varieties Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9494 Ambrosia confertiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19225 Artemisia sp. Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26679 Tanacetum sp. Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4711 Goniothalamus thwaitesii Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1903 Cyperus haspan Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26059 Chrysanthemum sp. Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30115 Aucklandia lappa n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO31577.1 Michelia compressa var. formosana Varieties Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1903 Cyperus haspan Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10391 Dolomiaea souliei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4711 Goniothalamus thwaitesii Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10391 Dolomiaea souliei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1903 Cyperus haspan Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17388 Schefferomitra subaequalis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO979 Salvinia imbricata Species Salviniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6605 Neodiprion sertifer Species Diprionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO51 Petalonia fascia Species Scytosiphonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5646 Phoma violacea Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17691 Santalum album Species Santalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9494 Ambrosia confertiflora Species Asteraceae 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
NPO29515 Laurus nobilis Other Leaf 150 150 150 mg/100g Database [DUKE]

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
NPT983 Protein complex Nuclear factor NF-kappa-B complex Homo sapiens IC100 = 100.0 uM PMID[15537359]
NPT721 Individual protein Nuclear factor NF-kappa-B p65 subunit Homo sapiens IC100 = 100.0 uM PMID[16570920]
NPT52 Individual protein Pyruvate kinase isozymes M1/M2 Homo sapiens Activity n.a. n.a. n.a. PMID[37017305]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT377 Cell line OVCAR-3 Homo sapiens CD50 = 10.0 ug ml-1 PMID[14510592]
NPT165 Cell line HeLa Homo sapiens CD50 = 10.0 ug ml-1 PMID[14510592]
NPT65 Cell line HepG2 Homo sapiens CD50 = 7.5 ug ml-1 PMID[14510592]
NPT2246 Cell line T-cells n.a. IC50 = 19600.0 nM PMID[31181920]
NPT4246 Cell line LS174T Homo sapiens IC50 = 0.16 ug.mL-1 PMID[33775837]
NPT83 Cell line MCF7 Homo sapiens IC50 = 0.16 ug.mL-1 PMID[33775837]
NPT404 Cell line CCRF-CEM Homo sapiens IC50 = 0.16 ug.mL-1 PMID[33775837]
NPT137 Cell line L1210 Mus musculus IC50 = 0.16 ug.mL-1 PMID[33775837]
NPT91 Cell line KB Homo sapiens IC50 = 0.16 ug.mL-1 PMID[33775837]
NPT1605 Organism Enterococcus Enterococcus MIC > 800.0 ug.mL-1 PMID[14510592]
NPT28438 Unchecked Unchecked n.a. IC50 = 52700.0 nM PMID[36351173]
NPT28438 Unchecked Unchecked n.a. Inhibition n.a. n.a. % PMID[36351173]
NPT28438 Unchecked Unchecked n.a. IC50 = 18600.0 nM PMID[33775837]
NPT28438 Unchecked Unchecked n.a. IC50 = 16500.0 nM PMID[33775837]
NPT28438 Unchecked Unchecked n.a. IC50 = 7300.0 nM PMID[33775837]
NPT28438 Unchecked Unchecked n.a. IC50 > 60000.0 nM PMID[33775837]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. IC50 = 84930.0 nM PMID[1431933]
NPT20967 Cell line Platelet n.a. IC50 = 84930.0 nM PMID[18271521]
NPT19 Organism Escherichia coli Escherichia coli MIC > 800.0 ug.mL-1 PMID[14510592]
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC > 800.0 ug.mL-1 PMID[14510592]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 800.0 ug.mL-1 PMID[14510592]
NPT30089 Cell line T-cell n.a. IC50 = 5560.0 nM PMID[37017305]

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.4 mg ml-1 PMID[10509909]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.43 mg ml-1 PMID[10509909]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.2 mg ml-1 PMID[10509909]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.21 mg ml-1 PMID[10509909]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.18 mg ml-1 PMID[10509909]





 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 NPC186363 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 NPC233345
0.66 Remote Similarity NPC85698
0.66 Remote Similarity NPC600230
0.66 Remote Similarity NPC602761
0.6275 Remote Similarity NPC6979
0.5625 Remote Similarity NPC38642
0.5556 Remote Similarity NPC294355
0.5357 Remote Similarity NPC136781
0.5357 Remote Similarity NPC601840
0.5179 Remote Similarity NPC477129
0.5091 Remote Similarity NPC216478
0.5091 Remote Similarity NPC480113

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC186363 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