Natural Product: NPC125269

Natural Product IDNPC125269
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 7-Methoxy-3-(4-Methoxybenzylidene)Chroman-4-One
IUPAC Name (3E)-7-methoxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL250405
PubChem CID 6507117
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0002507] Homoisoflavonoids

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 JSIHERQFDBWWJU-UKTHLTGXSA-N
Standard InCHI InChI=1S/C18H16O4/c1-20-14-5-3-12(4-6-14)9-13-11-22-17-10-15(21-2)7-8-16(17)18(13)19/h3-10H,11H2,1-2H3/b13-9+
SMILES COc1ccc(cc1)/C=C/1COc2c(C1=O)ccc(c2)OC

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   296.1 Volume:   308.284
?
Van der Waals volume.
Dense:   0.96 LogP:   3.223
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.261
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -4.679
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   3.0 Rigid Bonds:   19.0
TPSA:   44.76
?
Topological Polar Surface Area.
 H-Bond Acceptor:   4.0
H-Bond Donor:   0.0 Rings:   3.0
Heavy Atoms:   4.0

MedChem Properties

QED Drug-Likeness Score:   0.815 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   2.089 Fsp3:   0.167
MCE-18:   33.524
?
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:   0.875 Fluc inhibitor:   1.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.642
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.826
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.438 Promiscuous compounds:   0.034

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.741 MDCK Permeability:   -4.62
Pgp-inhibitor:   0.983 Pgp-substrate:   0.001
PAMPA:   0.009
?
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):   0.251
20% Bioavailability (F20%):   0.291 30% Bioavailability (F30%):   0.68
50% Bioavailability (F50%):   0.894

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.002 MRP1:   0.002
Plasma Protein Binding (PPB):   86.073% Volume Distribution (VD):   -0.151
Fu: 11.783%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.998
OATP1B3 inhibitor:   1.0 BCRP inhibitor:   0.951
BSEP inhibitor:   1.0

ADMET: Metabolism

CYP1A2-inhibitor:   0.993 CYP1A2-substrate:   0.984
CYP2C19-inhibitor:   0.235 CYP2C19-substrate:   0.945
CYP2C9-inhibitor:   0.612 CYP2C9-substrate:   0.072
CYP2D6-inhibitor:   0.94 CYP2D6-substrate:   0.771
CYP3A4-inhibitor:   0.137 CYP3A4-substrate:   0.071
CYP2B6-substrate:   0.511 CYP2C8-inhibitor:   1.0
HLM stability:   0.581
?
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):  7.608 Half-life (T1/2):  0.496

ADMET: Toxicity

hERG Blockers:  0.613 hERG Blockers (10um):  0.401
Human Hepatotoxicity (H-HT):  0.813 Drug-induced Liver Injury (DILI):  0.952
AMES Toxicity:  0.84 Rat Oral Acute Toxicity:  0.765
Maximum Recommended Daily Dose:  0.925 Skin Sensitization:  0.714
Carcinogencity:  0.952 Eye Corrosion:  0.0
Eye Irritation:  0.086 Respiratory Toxicity:  0.623
Drug-induced Neurotoxicity:  0.849 Ototoxicity:  0.643
Hematotoxicity:  0.613 Drug-induced Nephrotoxicity:  0.938
Genotoxicity:  0.963 RPMI-8226 Immunitoxicity:  0.574
A549 Cytotoxicity:  0.536 Hek293 Cytotoxicity:  0.882
BCF:   1.772
?
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:   4.355
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   6.406
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.806
?
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
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0031-9422(90)85349-K]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. DOI[10.1186/1471-2202-6-1]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10579865]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. leaf n.a. PMID[10716597]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10757718]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[11374948]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[11561442]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota roots n.a. n.a. PMID[12398547]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[12579877]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[1375626]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1375626]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[1602302]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1602302]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[16864458]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota roots n.a. n.a. PMID[16989518]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[17250858]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[17265278]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. root n.a. PMID[18164718]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1823717]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. leaf n.a. PMID[1823717]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[18554602]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. bark n.a. PMID[18996177]
NPO17186 Sibiraea angustata Species Rosaceae Eukaryota n.a. aerial part n.a. PMID[19252323]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20853876]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota root n.a. n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[21514608]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota dried roots purchased from Sichuan Neautus Traditional Chinese Medicine Co. Ltd. (Chengdu, P.R. China) n.a. PMID[22148431]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota leaves n.a. n.a. PMID[23268606]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. stem n.a. PMID[2380715]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[2380715]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[23852638]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[24549173]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[24963543]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[25237706]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. bark n.a. PMID[2534610]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[2816380]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[28485933]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Leaves n.a. n.a. PMID[29355322]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[30106289]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Leaves n.a. n.a. PMID[31556299]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[38202695]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. root n.a. PMID[547813]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7102323]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7304185]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8176403]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8699928]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8722541]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. Database[Article]
NPO11763 Cyperus capitatus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6570 Cinnamomum philippinense Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9142 Aeschynanthus parvifolius Species Gesneriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13245 Agelas longissima Species Agelasidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18824 Alpinia pulcherrima Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18986 Betula papyrifera Species Betulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19495 Bignonia unguiscati Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1560 Boronia alata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18747 Bufo bankorensis Species Bufonidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19285 Chromodoris cavae Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10957 Cladosiphon okamuranus Species Chordariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19554 Coronilla hyrcana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18653 Cyathus intermedius Species Nidulariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2351 Echinocardium cordatum Species Loveniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19350 Ephedra altissima Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18326 Eria siamensis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17050 Haemanthus albiflos Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16256 Helleborus viridis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17565 Hordeum bulbosum Species Poaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16727 Iris sibirica Species Iridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4171 Isolona pilosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18899 Keyserlingia koreensis n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO14595 Lactarius torminosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16034 Lecanora sulphurata Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12464 Litsea nitida Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15709 Lobelia langeana Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17876 Magnolia henryi Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6642 Mocis latipes Species Noctuidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19222 Mycale tenuis Species Mycalidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17987 Mycosphaerella nawae Species Mycosphaerellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17433 Peltophorum dubium Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20618 Penicilliopsis clavariiformis Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1457 Phoma asparagi Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19683 Pycnothymus rigidus n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO25549 Rhizophagus intraradices Species Glomeraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7328 Salvia miniata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17186 Sibiraea angustata Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19416 Streptomyces sakaiensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO15370 Tamarix dioica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19069 Thelepus setosus Species Terebellidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18576 Vernonia aurea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14595 Lactarius torminosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18653 Cyathus intermedius Species Nidulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9142 Aeschynanthus parvifolius Species Gesneriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19069 Thelepus setosus Species Terebellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18747 Bufo bankorensis Species Bufonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17050 Haemanthus albiflos Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16034 Lecanora sulphurata Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17433 Peltophorum dubium Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16256 Helleborus viridis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4171 Isolona pilosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19554 Coronilla hyrcana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6642 Mocis latipes Species Noctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1457 Phoma asparagi Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19222 Mycale tenuis Species Mycalidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15370 Tamarix dioica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7328 Salvia miniata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2351 Echinocardium cordatum Species Loveniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19416 Streptomyces sakaiensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO15709 Lobelia langeana Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19683 Pycnothymus rigidus n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO20618 Penicilliopsis clavariiformis Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18899 Keyserlingia koreensis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO17186 Sibiraea angustata Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18824 Alpinia pulcherrima Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17565 Hordeum bulbosum Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25549 Rhizophagus intraradices Species Glomeraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18326 Eria siamensis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18986 Betula papyrifera Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1560 Boronia alata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17876 Magnolia henryi Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19350 Ephedra altissima Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19285 Chromodoris cavae Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13245 Agelas longissima Species Agelasidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16727 Iris sibirica Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12464 Litsea nitida Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14595 Lactarius torminosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6570 Cinnamomum philippinense Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17987 Mycosphaerella nawae Species Mycosphaerellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11763 Cyperus capitatus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10957 Cladosiphon okamuranus Species Chordariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19495 Bignonia unguiscati Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18576 Vernonia aurea 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

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
NPT632 Tissue Brain Rattus norvegicus IC50 > 100000.0 nM PMID[17967537]
NPT1 Others Radical scavenging activity n.a. IC50 > 100000.0 nM PMID[17967537]

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 NPC125269 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
0.8444 Intermediate Similarity NPC293201
0.7872 Intermediate Similarity NPC280284
0.7333 Intermediate Similarity NPC482969
0.7021 Intermediate Similarity NPC482970
0.68 Remote Similarity NPC188947
0.6275 Remote Similarity NPC477231
0.6275 Remote Similarity NPC482957
0.5849 Remote Similarity NPC31363
0.5849 Remote Similarity NPC257648
0.5741 Remote Similarity NPC91236
0.5741 Remote Similarity NPC99333
0.5385 Remote Similarity NPC290291
0.5263 Remote Similarity NPC94758
0.5208 Remote Similarity NPC176930
0.5208 Remote Similarity NPC602047
0.5179 Remote Similarity NPC297157

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC125269 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