Natural Product: NPC98745

Natural Product IDNPC98745
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Acuminatin
IUPAC Name (2R,3R)-2-(3,4-dimethoxyphenyl)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran
Synonyms (+)-Acuminatin; Acuminatin
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL571195
PubChem CID 6441048
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0003405] 2-arylbenzofuran flavonoids

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 ITFKWUHXYCXXFF-XSOBDOKWSA-N
Standard InCHI InChI=1S/C21H24O4/c1-6-7-14-10-16-13(2)20(25-21(16)19(11-14)24-5)15-8-9-17(22-3)18(12-15)23-4/h6-13,20H,1-5H3/b7-6+/t13-,20-/m1/s1
SMILES C/C=C/c1cc2[C@@H](C)[C@H](c3ccc(c(c3)OC)OC)Oc2c(c1)OC

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   340.17 Volume:   362.808
?
Van der Waals volume.
Dense:   0.938 LogP:   3.346
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.313
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -4.932
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   5.0 Rigid Bonds:   17.0
TPSA:   36.92
?
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:   0.769 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.167 Fsp3:   0.333
MCE-18:   56.571
?
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:   0.84 Fluc inhibitor:   0.772
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.129
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.457
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.372 Promiscuous compounds:   0.09

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.231 MDCK Permeability:   -4.846
Pgp-inhibitor:   0.992 Pgp-substrate:   0.1
PAMPA:   0.002
?
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):   0.003
20% Bioavailability (F20%):   0.178 30% Bioavailability (F30%):   0.141
50% Bioavailability (F50%):   0.758

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.062 MRP1:   0.895
Plasma Protein Binding (PPB):   98.354% Volume Distribution (VD):   0.211
Fu: 1.553%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.999
OATP1B3 inhibitor:   0.997 BCRP inhibitor:   0.95
BSEP inhibitor:   1.0

ADMET: Metabolism

CYP1A2-inhibitor:   1.0 CYP1A2-substrate:   0.444
CYP2C19-inhibitor:   1.0 CYP2C19-substrate:   0.891
CYP2C9-inhibitor:   0.197 CYP2C9-substrate:   0.009
CYP2D6-inhibitor:   0.001 CYP2D6-substrate:   0.23
CYP3A4-inhibitor:   0.985 CYP3A4-substrate:   1.0
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   1.0
HLM stability:   0.034
?
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):  7.791 Half-life (T1/2):  0.852

ADMET: Toxicity

hERG Blockers:  0.253 hERG Blockers (10um):  0.555
Human Hepatotoxicity (H-HT):  0.831 Drug-induced Liver Injury (DILI):  0.83
AMES Toxicity:  0.432 Rat Oral Acute Toxicity:  0.478
Maximum Recommended Daily Dose:  0.443 Skin Sensitization:  0.855
Carcinogencity:  0.69 Eye Corrosion:  0.206
Eye Irritation:  0.833 Respiratory Toxicity:  0.872
Drug-induced Neurotoxicity:  0.736 Ototoxicity:  0.504
Hematotoxicity:  0.644 Drug-induced Nephrotoxicity:  0.627
Genotoxicity:  0.243 RPMI-8226 Immunitoxicity:  0.194
A549 Cytotoxicity:  0.418 Hek293 Cytotoxicity:  0.409
BCF:   2.452
?
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:   4.139
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   7.62
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   7.146
?
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
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[11040054]
NPO10574 Machilus thunbergii Species Lauraceae Eukaryota n.a. bark n.a. PMID[11045899]
NPO30775 Machilus obovatifolia Species Lauraceae Eukaryota n.a. stem n.a. PMID[11509982]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. PMID[12081149]
NPO28569 Epimedium acuminatum Species Berberidaceae Eukaryota n.a. aerial part n.a. PMID[1442064]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[16724856]
NPO19526 Pleurothyrium cinereum Species Lauraceae Eukaryota leaves n.a. n.a. PMID[19548690]
NPO10574 Machilus thunbergii Species Lauraceae Eukaryota n.a. bark n.a. PMID[19555186]
NPO28478 Magnolia ovata Species Magnoliaceae Eukaryota n.a. leaf n.a. PMID[19658431]
NPO26326 Ocotea macrophylla Species Lauraceae Eukaryota leaves n.a. n.a. PMID[19880317]
NPO27964 Nectandra amazonum Species Lauraceae Eukaryota leaves n.a. n.a. PMID[19880317]
NPO19526 Pleurothyrium cinereum Species Lauraceae Eukaryota leaves n.a. n.a. PMID[19880317]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[19900811]
NPO7122 Fusarium solani Species Nectriaceae Eukaryota n.a. n.a. n.a. PMID[21348469]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. root n.a. PMID[22051934]
NPO28478 Magnolia ovata Species Magnoliaceae Eukaryota n.a. fruit n.a. PMID[23157012]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. leaf n.a. PMID[24066589]
NPO5290 Musa acuminata Species Musaceae Eukaryota n.a. n.a. n.a. PMID[2458108]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota aerial parts herbal garden of Chungbuk National University, Cheongju, Korea 2012-Oct PMID[24963714]
NPO7122 Fusarium solani Species Nectriaceae Eukaryota n.a. n.a. n.a. PMID[25163667]
NPO27465 Sinularia erecta Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[27142697]
NPO7122 Fusarium solani Species Nectriaceae Eukaryota n.a. n.a. n.a. PMID[28257197]
NPO28569 Epimedium acuminatum Species Berberidaceae Eukaryota n.a. n.a. n.a. PMID[36300020]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. aerial part n.a. PMID[8237383]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[8237383]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[8368081]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. leaf n.a. PMID[8699184]
NPO17789 Fusarium acuminatum Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO7122 Fusarium solani Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. aerial part n.a. Database[Article]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17385 Magnolia acuminata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27593 Silene dioica Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17789 Fusarium acuminatum Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4957 Epimedium brevicornu Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27777 Artemisia phaeolepis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27520 Casuarina equisetifolia Species Casuarinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16221 Dolichos kilimandscharicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27339 Lactarius blennius Species Russulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27635 Laurencia dendroidea Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27742 Mollugo pentaphylla Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26934 Naucleopsis mello-barretoi Species Moraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27570 Paederia foetida Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27465 Sinularia erecta Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27130 Tsuga sieboldii Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5146 Tuta absoluta Species Gelechiidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26326 Ocotea macrophylla Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19403 Epimedium grandiflorum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13384 Epimedium sempervirens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9141 Epimedium wushanense Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7122 Fusarium solani Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28569 Epimedium acuminatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10574 Machilus thunbergii Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5290 Musa acuminata Species Musaceae Eukaryota n.a. n.a. Database[FooDB]
NPO5290 Musa acuminata Species Musaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17385 Magnolia acuminata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28569 Epimedium acuminatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10574 Machilus thunbergii Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27520 Casuarina equisetifolia Species Casuarinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19403 Epimedium grandiflorum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9141 Epimedium wushanense Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27742 Mollugo pentaphylla Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4957 Epimedium brevicornu Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27742 Mollugo pentaphylla Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10574 Machilus thunbergii Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28569 Epimedium acuminatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27520 Casuarina equisetifolia Species Casuarinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9141 Epimedium wushanense Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17385 Magnolia acuminata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19403 Epimedium grandiflorum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27520 Casuarina equisetifolia Species Casuarinaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17385 Magnolia acuminata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28569 Epimedium acuminatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9141 Epimedium wushanense Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19403 Epimedium grandiflorum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4957 Epimedium brevicornu Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13384 Epimedium sempervirens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17385 Magnolia acuminata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28478 Magnolia ovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17789 Fusarium acuminatum Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27520 Casuarina equisetifolia Species Casuarinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27777 Artemisia phaeolepis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9141 Epimedium wushanense Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5146 Tuta absoluta Species Gelechiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26934 Naucleopsis mello-barretoi Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10574 Machilus thunbergii Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27465 Sinularia erecta Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27593 Silene dioica Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27742 Mollugo pentaphylla Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27570 Paederia foetida Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27635 Laurencia dendroidea Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27339 Lactarius blennius Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26326 Ocotea macrophylla Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13384 Epimedium sempervirens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16221 Dolichos kilimandscharicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4957 Epimedium brevicornu Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19403 Epimedium grandiflorum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28569 Epimedium acuminatum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27130 Tsuga sieboldii Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7122 Fusarium solani Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27964 Nectandra amazonum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5290 Musa acuminata Species Musaceae 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
NPT324 Individual protein Cyclooxygenase-1 Ovis aries IC50 = 223000.0 nM PMID[19880317]
NPT325 Individual protein Cyclooxygenase-2 Ovis aries IC50 = 28700.0 nM PMID[19880317]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT554 Organism Candida glabrata Candida glabrata MIC > 100.0 ug.mL-1 PMID[19658431]
NPT2580 Organism Candida dubliniensis Candida dubliniensis MIC > 100.0 ug.mL-1 PMID[19658431]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. IC50 = 65300.0 nM PMID[19880317]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. IC50 = 222000.0 nM PMID[19880317]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. IC50 = 75600.0 nM PMID[19880317]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 100.0 ug.mL-1 PMID[19658431]
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC > 100.0 ug.mL-1 PMID[19658431]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC > 100.0 ug.mL-1 PMID[19658431]
NPT19 Organism Escherichia coli Escherichia coli MIC > 100.0 ug.mL-1 PMID[19658431]
NPT2 Others Unspecified n.a. IC50 = 7750.0 nM PMID[19880317]
NPT2 Others Unspecified n.a. Ratio IC50 = 146.0 n.a. PMID[19880317]
NPT186 Organism Candida tropicalis Candida tropicalis MIC > 100.0 ug.mL-1 PMID[19658431]

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 NPC98745 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 NPC115663
0.8235 Intermediate Similarity NPC170779
0.8235 Intermediate Similarity NPC90083
0.717 Intermediate Similarity NPC187616
0.717 Intermediate Similarity NPC193026
0.717 Intermediate Similarity NPC49603
0.6792 Remote Similarity NPC154258
0.6607 Remote Similarity NPC26394
0.5217 Remote Similarity NPC310905
0.5082 Remote Similarity NPC230219

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC98745 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