Natural Product: NPC265547

Natural Product IDNPC265547
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Herniarin
IUPAC Name 7-methoxychromen-2-one
Synonyms 7-Methoxy Coumarin; 7-Methoxycoumarin; Herniarin
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL49732
PubChem CID 10748
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000145] Coumarins 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 LIIALPBMIOVAHH-UHFFFAOYSA-N
Standard InCHI InChI=1S/C10H8O3/c1-12-8-4-2-7-3-5-10(11)13-9(7)6-8/h2-6H,1H3
SMILES COc1ccc2ccc(=O)oc2c1

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   176.05 Volume:   177.592
?
Van der Waals volume.
Dense:   0.991 LogP:   1.657
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.751
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.611
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   12.0
TPSA:   39.44
?
Topological Polar Surface Area.
 H-Bond Acceptor:   3.0
H-Bond Donor:   0.0 Rings:   2.0
Heavy Atoms:   3.0

MedChem Properties

QED Drug-Likeness Score:   0.622 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.795 Fsp3:   0.1
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:   Rejected GSK Rule:   Rejected
Golden Triangle Rule:   Accepted BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.342 Fluc inhibitor:   0.643
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.995
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.452
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.96 Promiscuous compounds:   0.704

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.48 MDCK Permeability:   -4.394
Pgp-inhibitor:   0.005 Pgp-substrate:   0.0
PAMPA:   0.176
?
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):   0.002
20% Bioavailability (F20%):   0.699 30% Bioavailability (F30%):   0.248
50% Bioavailability (F50%):   0.123

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.001 MRP1:   0.997
Plasma Protein Binding (PPB):   84.745% Volume Distribution (VD):   -0.154
Fu: 15.383%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.99
OATP1B3 inhibitor:   1.0 BCRP inhibitor:   0.0
BSEP inhibitor:   0.974

ADMET: Metabolism

CYP1A2-inhibitor:   0.997 CYP1A2-substrate:   0.705
CYP2C19-inhibitor:   0.999 CYP2C19-substrate:   0.117
CYP2C9-inhibitor:   1.0 CYP2C9-substrate:   0.157
CYP2D6-inhibitor:   0.998 CYP2D6-substrate:   0.192
CYP3A4-inhibitor:   0.142 CYP3A4-substrate:   0.791
CYP2B6-substrate:   1.0 CYP2C8-inhibitor:   0.702
HLM stability:   0.99
?
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):  7.52 Half-life (T1/2):  0.655

ADMET: Toxicity

hERG Blockers:  0.152 hERG Blockers (10um):  0.384
Human Hepatotoxicity (H-HT):  0.449 Drug-induced Liver Injury (DILI):  0.83
AMES Toxicity:  0.675 Rat Oral Acute Toxicity:  0.439
Maximum Recommended Daily Dose:  0.535 Skin Sensitization:  0.138
Carcinogencity:  0.843 Eye Corrosion:  0.669
Eye Irritation:  0.985 Respiratory Toxicity:  0.733
Drug-induced Neurotoxicity:  0.417 Ototoxicity:  0.14
Hematotoxicity:  0.311 Drug-induced Nephrotoxicity:  0.336
Genotoxicity:  0.788 RPMI-8226 Immunitoxicity:  0.078
A549 Cytotoxicity:  0.063 Hek293 Cytotoxicity:  0.264
BCF:   0.575
?
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:   3.314
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.276
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.889
?
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
NPO3854 Ruta graveolens Species Rutaceae Eukaryota n.a. n.a. n.a. DOI[10.1042/BA20070200]
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[11000023]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11376004]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. Cameroon n.a. PMID[11430019]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota Roots n.a. n.a. PMID[11473431]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota leaves n.a. n.a. PMID[12568545]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[1367428]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[15043410]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota aerial parts n.a. n.a. PMID[18314958]
NPO33433 adina cordifolia Species Rubiaceae Eukaryota root bark n.a. n.a. PMID[18675491]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[19191562]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[20000780]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. whole plant n.a. PMID[21428416]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22870812]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23435948]
NPO11237 Bupleurum salicifolium Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24242108]
NPO33003 murraya alata Species Rutaceae Eukaryota leaves n.a. n.a. PMID[25621853]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[25737008]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota Whole Plants n.a. n.a. PMID[28093914]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[32100544]
NPO56501 Lavandula Angustifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36432879]
NPO13148 Matricaria discoidea Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38540779]
NPO28881 Virola sebifera Species Myristicaceae Eukaryota n.a. n.a. n.a. PMID[39065009]
NPO11237 Bupleurum salicifolium Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[7964800]
NPO17416 Santolina oblongifolia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[8988605]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. n.a. n.a. PMID[9249970]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. n.a. n.a. PMID[9873424]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[Article]
NPO29004 Ruta pinnata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21413 Armillaria tabescens Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22225 Calliandra eriophylla Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20008 Odontocline hollickii n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO20575 Penicillium puberulum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21075 Phytolacca thyrsiflora Species Phytolaccaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21397 Venus mercenaria Species Veneridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO33003 murraya alata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8681 Artemisia lactiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7201 Rhodopila globiformis Species Acetobacteraceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO28881 Virola sebifera Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20995 Syringa pinnafolia Species Oleaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10121 Bothrops jararaca Species Viperidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14477 Comamonas testosteroni Species Comamonadaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO24071 Girgensohnia diptera Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8432 Haminoea orbignyana Species Haminoeidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13148 Matricaria discoidea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4479 Rhinanthus glaber Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3867 Smallanthus glabratus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO581 Conyza bonariensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21924 Althaea officinalis Species Malvaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17416 Santolina oblongifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16888 Sophora davidii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15057 Isodon gesneroides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16343 Galium album Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2582 Plagiomnium undulatum Species Mniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11400 Aster ptarmicoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9781 Hyphear tanakae n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO8414 Crella incrustans Species Crellidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7327 Aeromonas hydrophila Species Aeromonadaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO11117 Xerula melanotricha Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16792 Nocardia pseudobrasiliensis Species Nocardiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO17381 Eupatorium ayapana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29004 Ruta pinnata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17381 Eupatorium ayapana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8681 Artemisia lactiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20995 Syringa pinnafolia Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29004 Ruta pinnata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20995 Syringa pinnafolia Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15057 Isodon gesneroides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8681 Artemisia lactiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6669 Dysosma delavayi Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21413 Armillaria tabescens Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17381 Eupatorium ayapana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO581 Conyza bonariensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11400 Aster ptarmicoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12874 Sedum cepaea Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21924 Althaea officinalis Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16792 Nocardia pseudobrasiliensis Species Nocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO3867 Smallanthus glabratus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15057 Isodon gesneroides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16343 Galium album Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO8681 Artemisia lactiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6669 Dysosma delavayi Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3017 Artemisia caucasica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10719 Centrosema haitense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11237 Bupleurum salicifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11400 Aster ptarmicoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29004 Ruta pinnata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9018 Millettia rubiginosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14477 Comamonas testosteroni Species Comamonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO9496 Gomphostemma crinitum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7653 Mosla japonica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20575 Penicillium puberulum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7327 Aeromonas hydrophila Species Aeromonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10354 Urbanodendron verrucosum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4970 Torricellia tiliifolia Species Torricelliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20210 Lophozia floerkei Species Scapaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17456 Echinochloa esculenta Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24071 Girgensohnia diptera Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3614 Echinopepon bigelovii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12659 Hopea brevipetiolaris Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21413 Armillaria tabescens Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11895 Nama johnstonii Species Namaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2582 Plagiomnium undulatum Species Mniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20008 Odontocline hollickii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO10560 Adenia fruticosa Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1164 Osteospermum hyoseroides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1460 Rubus phoenicolasius Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8414 Crella incrustans Species Crellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17117 Diaporthe amygdali Species Diaporthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7201 Rhodopila globiformis Species Acetobacteraceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO9150 Polypodiodes formosana Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21075 Phytolacca thyrsiflora Species Phytolaccaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11478 Aniba duckei Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21397 Venus mercenaria Species Veneridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9648 Maharanga bicolor Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21924 Althaea officinalis Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12874 Sedum cepaea Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11117 Xerula melanotricha Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6235 Exobasidium vaccinii Species Exobasidiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22225 Calliandra eriophylla Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12034 Dictamnus gymnostylis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17416 Santolina oblongifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO581 Conyza bonariensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13148 Matricaria discoidea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28881 Virola sebifera Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8432 Haminoea orbignyana Species Haminoeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10121 Bothrops jararaca Species Viperidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9781 Hyphear tanakae n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO16888 Sophora davidii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4479 Rhinanthus glaber Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17381 Eupatorium ayapana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27817 Stephania hernandifolia Species Menispermaceae 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
NPO56501 Lavandula Angustifolia Oil n.a. 0.89 n.a. n.a. % PMID[36432879]
NPO56501 Lavandula Angustifolia Oil n.a. 1.48 n.a. n.a. % PMID[36432879]
NPO56501 Lavandula Angustifolia Oil n.a. 0.56 n.a. n.a. % PMID[36432879]
NPO56501 Lavandula Angustifolia Oil n.a. 0.57 n.a. n.a. % PMID[36432879]
NPO56501 Lavandula Angustifolia Oil n.a. 0.6 n.a. n.a. % PMID[36432879]
NPO56501 Lavandula Angustifolia Oil n.a. 3.83 n.a. n.a. % PMID[36432879]

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
NPT1061 Individual protein Carbonic anhydrase XIII Mus musculus Ki = 8900.0 nM PMID[19911821]
NPT1147 Individual protein Carbonic anhydrase 15 Mus musculus Ki = 8400.0 nM PMID[19911821]
NPT1063 Individual protein Carbonic anhydrase VI Homo sapiens Ki = 5500.0 nM PMID[19911821]
NPT1144 Individual protein Carbonic anhydrase VB Homo sapiens Ki > 500000.0 nM PMID[19911821]
NPT1143 Individual protein Carbonic anhydrase VA Homo sapiens Ki = 5100.0 nM PMID[19911821]
NPT1062 Individual protein Carbonic anhydrase IV Homo sapiens Ki = 8300.0 nM PMID[19911821]
NPT1146 Individual protein Carbonic anhydrase III Homo sapiens Ki = 96000.0 nM PMID[19911821]
NPT233 Individual protein Carbonic anhydrase II Homo sapiens Ki > 500000.0 nM PMID[19911821]
NPT1551 Individual protein Sorbitol dehydrogenase Homo sapiens IC50 = 124000.0 nM PMID[20805028]
NPT149 Individual protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 25118.9 nM PubChem BioAssay data set
NPT151 Individual protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 28183.8 nM PubChem BioAssay data set
NPT151 Individual protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT199 Individual protein DNA polymerase kappa Homo sapiens Potency n.a. 3981.1 nM PubChem BioAssay data set
NPT955 Individual protein Carbonic anhydrase VII Homo sapiens Ki = 2400.0 nM PMID[19911821]
NPT72 Individual protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 104.52 % PMID[23571415]
NPT41 Individual protein Aldose reductase Homo sapiens IC50 = 67500.0 nM PMID[20805028]
NPT48 Individual protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 28183.8 nM PubChem BioAssay data set
NPT48 Individual protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT94 Individual protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 28183.8 nM PubChem BioAssay data set
NPT94 Individual protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT7 Individual protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency n.a. 50118.7 nM PubChem BioAssay data set
NPT740 Individual protein Beta-secretase 1 Homo sapiens IC50 > 500000.0 nM PMID[22222157]
NPT740 Individual protein Beta-secretase 1 Homo sapiens Inhibition = 1.1 % PMID[22222157]
NPT41 Individual protein Aldose reductase Homo sapiens IC50 = 131000.0 nM PMID[22261024]
NPT73 Individual protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 148.32 % PMID[23571415]
NPT949 Individual protein Carbonic anhydrase XII Homo sapiens Ki = 9700.0 nM PMID[19911821]
NPT948 Individual protein Carbonic anhydrase IX Homo sapiens Ki = 9800.0 nM PMID[19911821]
NPT4115 Individual protein Exportin-1 Homo sapiens IC50 > 25000.0 nM PMID[20493693]
NPT954 Individual protein Carbonic anhydrase XIV Homo sapiens Ki = 9000.0 nM PMID[19911821]
NPT947 Individual protein Carbonic anhydrase I Homo sapiens Ki = 5900.0 nM PMID[19911821]
NPT49 Individual protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 7943.3 nM PubChem BioAssay data set
NPT441 Individual protein Cytochrome P450 19A1 Homo sapiens IC50 > 10000.0 nM PMID[28512028]
NPT441 Individual protein Cytochrome P450 19A1 Homo sapiens Activity = 96.0 % PMID[28512028]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3171 Cell line V79 Cricetulus griseus IC50 > 100000.0 nM DOI[10.1016/0960-894X(96)00315-0]
NPT80 Cell line Raji Homo sapiens Activity = 30.0 % PMID[11000023]
NPT80 Cell line Raji Homo sapiens Activity = 60.0 % PMID[11000023]
NPT80 Cell line Raji Homo sapiens Activity > 80.0 % PMID[11000023]
NPT113 Cell line RAW264.7 Mus musculus IC50 = 12400.0 nM PMID[25621853]
NPT593 Organism Bursaphelenchus xylophilus Bursaphelenchus xylophilus MED = 40.0 ug PMID[18793855]
NPT992 Organism Entamoeba histolytica Entamoeba histolytica IC50 = 8920000.0 nM PMID[18675491]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 28.0 % PMID[10543892]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 36.0 % PMID[10543892]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 21.0 % PMID[10543892]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 0.0 % PMID[10543892]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 10.0 % PMID[10543892]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 11.0 % PMID[10543892]
NPT28438 Unchecked Unchecked n.a. Inhibition = 10.77 % PMID[34375787]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Inhibition = 2.94 % PMID[8988605]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Inhibition = 65.65 % PMID[8988605]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. IC50 = 84000.0 nM PMID[8988605]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. deltaA = 0.18 n.a. PMID[20565070]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Emax = 100.0 % PMID[24681028]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. EC50 = 244000.0 nM PMID[24681028]
NPT851 Organism Colletotrichum fragariae Colletotrichum fragariae GI = 21.0 % PMID[12568545]
NPT489 Organism Coptotermes formosanus Coptotermes formosanus Activity = 3.5 % DOI[10.1016/j.ibiod.2012.07.016]
NPT2 Others Unspecified n.a. Activity = 0.0 % PMID[11000023]
NPT2 Others Unspecified n.a. Activity = 71.7 % PMID[11000023]
NPT2 Others Unspecified n.a. Activity = 100.0 % PMID[11000023]
NPT2 Others Unspecified n.a. IC50 = 131000.0 nM PMID[20805028]
NPT2 Others Unspecified n.a. Ratio IC50 = 0.95 n.a. PMID[20805028]
NPT2 Others Unspecified n.a. Ratio IC50 = 0.52 n.a. PMID[20805028]
NPT2241 Organism Glomerella acutata Glomerella acutata Activity = 15.0 % PMID[12568545]

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT489 Organism Coptotermes formosanus Coptotermes formosanus mortality = 13.1 % DOI[10.1016/j.ibiod.2012.07.016]





 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
- Artemia salina LC50 = 20.0 ppm PMID[18793855]
- Artemia salina LC100 = 80.0 ppm PMID[18793855]
- Oryzias latipes LC50 = 50.0 ppm PMID[18793855]
- Oryzias latipes LC100 = 75.0 ppm PMID[18793855]

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 NPC265547 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

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC265547 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

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