Natural Product: NPC15825

Natural Product IDNPC15825
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 DLRVVLDZNNYCBX-NLKBMFIHSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID n.a.
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0002105] Glycosyl compounds
            • [CHEMONTID:0002207] O-glycosyl compounds

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 DLRVVLDZNNYCBX-NLKBMFIHSA-N
Standard InCHI InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4+,5+,6-,7-,8-,9+,10-,11-,12-/m1/s1
SMILES C([C@@H]1[C@@H]([C@H]([C@H]([C@H](OC[C@H]2[C@H]([C@H]([C@@H]([C@H](O)O2)O)O)O)O1)O)O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   342.12 Volume:   295.688
?
Van der Waals volume.
Dense:   1.157 LogP:   -2.509
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   -1.952
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -0.088
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   4.0 Rigid Bonds:   12.0
TPSA:   189.53
?
Topological Polar Surface Area.
 H-Bond Acceptor:   11.0
H-Bond Donor:   8.0 Rings:   2.0
Heavy Atoms:   11.0

MedChem Properties

QED Drug-Likeness Score:   0.243 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.284 Fsp3:   1.0
MCE-18:   45.333
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Accepted
Pfizer Rule:   Rejected GSK Rule:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   1
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.319 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.05
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.0
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.458 Promiscuous compounds:   0.013

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -6.702 MDCK Permeability:   -5.021
Pgp-inhibitor:   0.0 Pgp-substrate:   0.987
PAMPA:   1.0
?
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):   0.948
20% Bioavailability (F20%):   0.899 30% Bioavailability (F30%):   0.963
50% Bioavailability (F50%):   0.988

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.0 MRP1:   0.113
Plasma Protein Binding (PPB):   31.154% Volume Distribution (VD):   -0.53
Fu: 72.981%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.768
OATP1B3 inhibitor:   0.608 BCRP inhibitor:   0.009
BSEP inhibitor:   0.001

ADMET: Metabolism

CYP1A2-inhibitor:   0.001 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.0 CYP2C19-substrate:   0.001
CYP2C9-inhibitor:   0.014 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.0
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.001
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.59
HLM stability:   0.015
?
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):  1.126 Half-life (T1/2):  2.473

ADMET: Toxicity

hERG Blockers:  0.004 hERG Blockers (10um):  0.121
Human Hepatotoxicity (H-HT):  0.292 Drug-induced Liver Injury (DILI):  0.135
AMES Toxicity:  0.848 Rat Oral Acute Toxicity:  0.013
Maximum Recommended Daily Dose:  0.006 Skin Sensitization:  0.977
Carcinogencity:  0.069 Eye Corrosion:  0.0
Eye Irritation:  0.637 Respiratory Toxicity:  0.007
Drug-induced Neurotoxicity:  0.004 Ototoxicity:  0.972
Hematotoxicity:  0.3 Drug-induced Nephrotoxicity:  0.862
Genotoxicity:  0.035 RPMI-8226 Immunitoxicity:  0.139
A549 Cytotoxicity:  0.08 Hek293 Cytotoxicity:  0.066
BCF:   0.2
?
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:   1.519
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   2.805
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   2.026
?
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
NPO17509 Gentiana bellidifolia Species Gentianaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0040-4020(01)98434-0]
NPO12113 Aconitum forrestii Species Ranunculaceae Eukaryota n.a. root n.a. DOI[10.1021/np50033a013]
NPO17406 Calophyllum lanigerum Species Calophyllaceae Eukaryota n.a. Sarawak, Malaysia n.a. PMID[11430019]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[11599360]
NPO17406 Calophyllum lanigerum Species Calophyllaceae Eukaryota n.a. n.a. n.a. PMID[1379639]
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota n.a. whole plant n.a. PMID[17827771]
NPO14832 Calocedrus macrolepis Species Cupressaceae Eukaryota n.a. leaf n.a. PMID[18206367]
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[18681480]
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota n.a. whole plant n.a. PMID[18681480]
NPO19447 Daphniphyllum subverticillatum Species Daphniphyllaceae Eukaryota leaves n.a. n.a. PMID[19739650]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota n.a. seed n.a. PMID[21381697]
NPO18442 Capsicum baccatum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[21535519]
NPO19581 Marchantia polymorpha Species Marchantiaceae Eukaryota n.a. n.a. n.a. PMID[21625478]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[37120447]
NPO11662 Solanum virginianum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[39081888]
NPO18682 Piper puberulum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[7623032]
NPO17406 Calophyllum lanigerum Species Calophyllaceae Eukaryota n.a. n.a. n.a. PMID[8792623]
NPO4582 Baphicacanthus cusia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8075 Cacospongia scalaris Species Thorectidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2263 Croton megistocarpus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO433 Geranium sibiricum Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4593 Lagerstroemia indica Species Lythraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14100 Persea kusanoi Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7639 Senecio isatideus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9099 Carissa spinarum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19377 Podocarpus blumei Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17406 Calophyllum lanigerum Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19581 Marchantia polymorpha Species Marchantiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18608 Fagopyrum cymosum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17648 Subergorgia hicksoni Species Subergorgiidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15880 Microlepia marginata Species Dennstaedtiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18064 Lycopodium paniculatum Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15183 Salvia horminum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14266 Borassus flabellifer Species Arecaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19447 Daphniphyllum subverticillatum Species Daphniphyllaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18361 Mollugo cerviana Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19525 Tephrosia bracteolata Species Geometridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18778 Paullinia pinnata Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8770 Euphorbia wallichii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2708 Agaricus nebularis Species Agaricaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12113 Aconitum forrestii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11331 Phellinus tremulae Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13433 Adenium obesum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16571 Canarium muelleri Species Burseraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4582 Baphicacanthus cusia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4593 Lagerstroemia indica Species Lythraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18608 Fagopyrum cymosum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19581 Marchantia polymorpha Species Marchantiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15880 Microlepia marginata Species Dennstaedtiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18682 Piper puberulum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12113 Aconitum forrestii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO433 Geranium sibiricum Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8770 Euphorbia wallichii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO433 Geranium sibiricum Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8770 Euphorbia wallichii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4582 Baphicacanthus cusia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4593 Lagerstroemia indica Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15880 Microlepia marginata Species Dennstaedtiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18608 Fagopyrum cymosum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16148 Neoboutonia glabrescens Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19581 Marchantia polymorpha Species Marchantiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12113 Aconitum forrestii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11662 Solanum virginianum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13433 Adenium obesum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18682 Piper puberulum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18608 Fagopyrum cymosum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4593 Lagerstroemia indica Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4582 Baphicacanthus cusia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9099 Carissa spinarum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14100 Persea kusanoi Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18682 Piper puberulum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13433 Adenium obesum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15183 Salvia horminum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11331 Phellinus tremulae Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17648 Subergorgia hicksoni Species Subergorgiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8075 Cacospongia scalaris Species Thorectidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19377 Podocarpus blumei Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15880 Microlepia marginata Species Dennstaedtiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18361 Mollugo cerviana Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17406 Calophyllum lanigerum Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20860 Lygodium pinnatifidum Species Lygodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18940 Selinum papyraceum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8770 Euphorbia wallichii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18608 Fagopyrum cymosum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12113 Aconitum forrestii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19314 Albizia schimperana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16148 Neoboutonia glabrescens Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19581 Marchantia polymorpha Species Marchantiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4582 Baphicacanthus cusia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18272 Mikania oblongifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4593 Lagerstroemia indica Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7639 Senecio isatideus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11662 Solanum virginianum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14266 Borassus flabellifer Species Arecaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18860 Pelea madagascarica Species Bovidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO433 Geranium sibiricum Species Geraniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2263 Croton megistocarpus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18064 Lycopodium paniculatum Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19525 Tephrosia bracteolata Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13869 Ranunculus bulbosus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18540 Berkheya radula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19722 Tephrosia odorata Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19447 Daphniphyllum subverticillatum Species Daphniphyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19098 Hypotrachyna quaesita Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16274 Calonectria lauri Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19249 Garcinia latissima Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19842 Sideritis condensata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10175 Anaptychia obscura Species Physciaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16571 Canarium muelleri Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17509 Gentiana bellidifolia Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18442 Capsicum baccatum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2708 Agaricus nebularis Species Agaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14832 Calocedrus macrolepis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18778 Paullinia pinnata Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17793 Parkia javanica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27385 Calamus insignis Species Sparidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22826 Buxus rolfei Species Buxaceae 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

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 NPC15825 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 NPC89145
1.0 High Similarity NPC157514
1.0 High Similarity NPC322314
1.0 High Similarity NPC269166
0.6512 Remote Similarity NPC145112
0.5897 Remote Similarity NPC323574
0.575 Remote Similarity NPC124963
0.5714 Remote Similarity NPC147292
0.561 Remote Similarity NPC326533
0.55 Remote Similarity NPC14144
0.549 Remote Similarity NPC34877
0.5435 Remote Similarity NPC246558
0.5435 Remote Similarity NPC67660
0.5435 Remote Similarity NPC165198
0.5435 Remote Similarity NPC209753
0.5435 Remote Similarity NPC58629
0.5283 Remote Similarity NPC12040
0.525 Remote Similarity NPC23134
0.5185 Remote Similarity NPC285003
0.5128 Remote Similarity NPC73906
0.5128 Remote Similarity NPC285364
0.5128 Remote Similarity NPC255377
0.5128 Remote Similarity NPC92246
0.5128 Remote Similarity NPC165846
0.5128 Remote Similarity NPC176017
0.5128 Remote Similarity NPC21209
0.5128 Remote Similarity NPC69445
0.5128 Remote Similarity NPC289758
0.5128 Remote Similarity NPC605355
0.5111 Remote Similarity NPC233726
0.5088 Remote Similarity NPC57751

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC15825 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
0.5962 Remote Similarity NPD6123 Approved
0.56 Remote Similarity NPD3181 Phase 3
0.5435 Remote Similarity NPD888 Phase 3
0.5435 Remote Similarity NPD890 Clinical (unspecified phase)
0.5435 Remote Similarity NPD891 Phase 3
0.5435 Remote Similarity NPD892 Phase 3
0.5435 Remote Similarity NPD893 Approved
0.5128 Remote Similarity NPD8997 Approved
0.5128 Remote Similarity NPD8998 Phase 2
0.5128 Remote Similarity NPD8999 Phase 4
0.5128 Remote Similarity NPD9000 Phase 3
0.5111 Remote Similarity NPD904 Phase 3

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