Natural Product: NPC278175

Natural Product IDNPC278175
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 (Z)-1-[6-[(3-Acetyl-2,4,6-Trihydroxy-5-Methylphenyl)Methyl]-5,7-Dihydroxy-2,2-Dimethylchromen-8-Yl]-3-Phenylprop-2-En-1-One
IUPAC Name (Z)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL1330502
PubChem CID 6603986
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0002650] Diarylheptanoids
        • [CHEMONTID:0002651] Linear diarylheptanoids

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 DEZFNHCVIZBHBI-KHPPLWFESA-N
Standard InCHI InChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,33-37H,14H2,1-4H3/b11-10-
SMILES Cc1c(c(Cc2c(c3C=CC(C)(C)Oc3c(C(=O)/C=Cc3ccccc3)c2O)O)c(c(C(=O)C)c1O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   516.18 Volume:   529.258
?
Van der Waals volume.
Dense:   0.975 LogP:   4.54
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.381
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.804
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   6.0 Rigid Bonds:   26.0
TPSA:   144.52
?
Topological Polar Surface Area.
 H-Bond Acceptor:   8.0
H-Bond Donor:   5.0 Rings:   4.0
Heavy Atoms:   8.0

MedChem Properties

QED Drug-Likeness Score:   0.216 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.314 Fsp3:   0.2
MCE-18:   61.667
?
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:   Accepted
Golden Triangle Rule:   Accepted BMS Rule:   1
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.998 Fluc inhibitor:   0.99
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.728
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.935
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.317 Promiscuous compounds:   0.101

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.103 MDCK Permeability:   -4.745
Pgp-inhibitor:   0.999 Pgp-substrate:   0.0
PAMPA:   0.801
?
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%):   0.865 30% Bioavailability (F30%):   0.993
50% Bioavailability (F50%):   1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.345 MRP1:   0.899
Plasma Protein Binding (PPB):   97.968% Volume Distribution (VD):   0.092
Fu: 1.438%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   1.0
OATP1B3 inhibitor:   0.992 BCRP inhibitor:   0.112
BSEP inhibitor:   1.0

ADMET: Metabolism

CYP1A2-inhibitor:   1.0 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.134 CYP2C19-substrate:   0.0
CYP2C9-inhibitor:   0.002 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   1.0
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.0
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.0
HLM stability:   1.0
?
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):  2.848 Half-life (T1/2):  1.365

ADMET: Toxicity

hERG Blockers:  0.114 hERG Blockers (10um):  0.704
Human Hepatotoxicity (H-HT):  0.684 Drug-induced Liver Injury (DILI):  0.057
AMES Toxicity:  0.398 Rat Oral Acute Toxicity:  0.156
Maximum Recommended Daily Dose:  0.434 Skin Sensitization:  0.997
Carcinogencity:  0.018 Eye Corrosion:  0.0
Eye Irritation:  0.965 Respiratory Toxicity:  0.98
Drug-induced Neurotoxicity:  0.097 Ototoxicity:  0.222
Hematotoxicity:  0.032 Drug-induced Nephrotoxicity:  0.248
Genotoxicity:  0.125 RPMI-8226 Immunitoxicity:  0.198
A549 Cytotoxicity:  0.82 Hek293 Cytotoxicity:  0.736
BCF:   1.39
?
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:   5.178
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   6.805
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   6.49
?
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
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota Flowers Tantempango, Hidalgo, Mexico 2019-May DOI[10.1007/s11130-020-00822-2]
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0040-4020(01)93394-0]
NPO21911 Tephrosia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[10814365]
NPO29801 Mallotus philippinensis Species Salangidae Eukaryota n.a. n.a. n.a. PMID[11520216]
NPO25967 Mallotus philippensis Species Euphorbiaceae Eukaryota n.a. fruit n.a. PMID[12499591]
NPO25967 Mallotus philippensis Species Euphorbiaceae Eukaryota n.a. fruit n.a. PMID[15516755]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[16297615]
NPO22654 Millettia pachycarpa Species Fabaceae Eukaryota n.a. leaf n.a. PMID[16441086]
NPO28260 Senna alexandrina Species Fabaceae Eukaryota n.a. seed n.a. PMID[17345316]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. whole plant n.a. PMID[18543151]
NPO30179 Cassia occidentalis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[21080643]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[24358188]
NPO21911 Tephrosia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[26476665]
NPO31136 Cassia tora Species Fabaceae Eukaryota seeds n.a. n.a. PMID[26483136]
NPO25967 Mallotus philippensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[31318550]
NPO9035 Verbascum thapsus Species Scrophulariaceae Eukaryota n.a. n.a. n.a. PMID[39183880]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[8778246]
NPO21911 Tephrosia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9322358]
NPO6470 Pachyrhizus erosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29240 Callerya reticulata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30811 Cassia angustifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29780 Cassia mimosoides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30179 Cassia occidentalis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO31136 Cassia tora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13 Chamaecrista mimosoides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5367 Derris trifoliata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25967 Mallotus philippensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29801 Mallotus philippinensis Species Salangidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22654 Millettia pachycarpa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30848 Millettia reticulata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13054 Rhamnus davurica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24601 Rumex dentatus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13107 Rumex patientia Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28260 Senna alexandrina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12327 Senna occidentalis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7672 Senna tora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21911 Tephrosia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9035 Verbascum thapsus Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6470 Pachyrhizus erosus Species Fabaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO6470 Pachyrhizus erosus Species Fabaceae Eukaryota Tuber n.a. n.a. Database[FooDB]
NPO6470 Pachyrhizus erosus Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO9035 Verbascum thapsus Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31136 Cassia tora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13107 Rumex patientia Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30811 Cassia angustifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22654 Millettia pachycarpa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13054 Rhamnus davurica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6470 Pachyrhizus erosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21911 Tephrosia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5367 Derris trifoliata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30179 Cassia occidentalis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29801 Mallotus philippinensis Species Salangidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24601 Rumex dentatus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29780 Cassia mimosoides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30848 Millettia reticulata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28260 Senna alexandrina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21911 Tephrosia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7672 Senna tora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6470 Pachyrhizus erosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13107 Rumex patientia Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25967 Mallotus philippensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24601 Rumex dentatus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12327 Senna occidentalis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13054 Rhamnus davurica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22654 Millettia pachycarpa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5367 Derris trifoliata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9035 Verbascum thapsus Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13 Chamaecrista mimosoides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29240 Callerya reticulata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO30179 Cassia occidentalis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21911 Tephrosia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29780 Cassia mimosoides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO31136 Cassia tora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13107 Rumex patientia Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24601 Rumex dentatus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6470 Pachyrhizus erosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13054 Rhamnus davurica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22654 Millettia pachycarpa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5367 Derris trifoliata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30811 Cassia angustifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28260 Senna alexandrina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7672 Senna tora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25967 Mallotus philippensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13054 Rhamnus davurica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13 Chamaecrista mimosoides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9035 Verbascum thapsus Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28260 Senna alexandrina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22654 Millettia pachycarpa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21911 Tephrosia purpurea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24601 Rumex dentatus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29240 Callerya reticulata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7672 Senna tora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13107 Rumex patientia Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12327 Senna occidentalis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6470 Pachyrhizus erosus Species Fabaceae 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
NPT163 Individual protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency = 794.3 nM PubChem BioAssay data set
NPT149 Individual protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT213 Individual protein Cytochrome P450 2C19 Homo sapiens Potency = 1995.3 nM PubChem BioAssay data set
NPT1119 Individual protein Arachidonate 12-lipoxygenase Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT150 Individual protein Anthrax lethal factor Bacillus anthracis Potency = 15848.9 nM PubChem BioAssay data set
NPT150 Individual protein Anthrax lethal factor Bacillus anthracis Potency = 10000.0 nM PubChem BioAssay data set
NPT151 Individual protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT149 Individual protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 1000.0 nM PubChem BioAssay data set
NPT149 Individual protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 12589.3 nM PubChem BioAssay data set
NPT109 Individual protein Cytochrome P450 3A4 Homo sapiens Potency = 6309.6 nM PubChem BioAssay data set
NPT212 Individual protein Cytochrome P450 2C9 Homo sapiens Potency = 631.0 nM PubChem BioAssay data set
NPT1139 Individual protein Arachidonate 15-lipoxygenase, type II Homo sapiens Potency n.a. 1000.0 nM PubChem BioAssay data set
NPT109 Individual protein Cytochrome P450 3A4 Homo sapiens AC50 = 12589.25 nM PubChem BioAssay data set
NPT208 Individual protein Cytochrome P450 1A2 Homo sapiens AC50 = 31622.78 nM PubChem BioAssay data set
NPT198 Individual protein Vitamin D receptor Homo sapiens Potency n.a. 35481.3 nM PubChem BioAssay data set
NPT199 Individual protein DNA polymerase kappa Homo sapiens Potency n.a. 3548.1 nM PubChem BioAssay data set
NPT50 Individual protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency = 14125.4 nM PubChem BioAssay data set
NPT531 Individual protein Nuclear receptor ROR-gamma Mus musculus Potency = 35481.3 nM PubChem BioAssay data set
NPT533 Protein-protein interaction Runt-related transcription factor 1/Core-binding factor subunit beta Homo sapiens Potency n.a. 11220.2 nM PubChem BioAssay data set
NPT48 Individual protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 19952.6 nM PubChem BioAssay data set
NPT94 Individual protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 22387.2 nM PubChem BioAssay data set
NPT791 Individual protein Cruzipain Trypanosoma cruzi Potency = 31622.8 nM PubChem BioAssay data set
NPT96 Individual protein Thrombopoietin Homo sapiens Potency = 2511.9 nM PubChem BioAssay data set
NPT444 Individual protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 79432.8 nM PubChem BioAssay data set
NPT51 Individual protein Microtubule-associated protein tau Homo sapiens Potency = 10000.0 nM PubChem BioAssay data set
NPT51 Individual protein Microtubule-associated protein tau Homo sapiens Potency = 15848.9 nM PubChem BioAssay data set
NPT792 Individual protein Arachidonate 15-lipoxygenase Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT51 Individual protein Microtubule-associated protein tau Homo sapiens Potency = 44668.4 nM PubChem BioAssay data set
NPT197 Protein-protein interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 3162.3 nM PubChem BioAssay data set
NPT45 Individual protein Ubiquitin carboxyl-terminal hydrolase 2 Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT539 Individual protein Cellular tumor antigen p53 Homo sapiens Potency = 12589.3 nM PubChem BioAssay data set
NPT443 Individual protein Histone acetyltransferase GCN5 Homo sapiens Potency n.a. 35481.3 nM PubChem BioAssay data set

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified n.a. Potency = 2818.4 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 3162.3 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 15848.9 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 28183.8 nM PubChem BioAssay data set

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 NPC278175 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 NPC257236
0.8571 High Similarity NPC277682
0.7966 Intermediate Similarity NPC209397
0.5844 Remote Similarity NPC483809
0.5733 Remote Similarity NPC483812
0.5588 Remote Similarity NPC11561
0.5507 Remote Similarity NPC248995
0.5469 Remote Similarity NPC156092
0.5375 Remote Similarity NPC483810
0.5294 Remote Similarity NPC305355
0.5205 Remote Similarity NPC240305
0.5067 Remote Similarity NPC272844

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC278175 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
1.0 High Similarity NPD7410 Clinical (unspecified phase)

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