Natural Product: NPC14594

Natural Product IDNPC14594
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 FQEXRDMYDXBXEO-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 519323
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001549] Monoterpenoids
          • [CHEMONTID:0001401] Menthane monoterpenoids

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 FQEXRDMYDXBXEO-UHFFFAOYSA-N
Standard InCHI InChI=1S/C10H16O/c1-8-4-6-9(7-5-8)10(2,3)11/h4-6,9,11H,7H2,1-3H3
SMILES CC1=CCC(C=C1)C(C)(C)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   152.12 Volume:   176.477
?
Van der Waals volume.
Dense:   0.862 LogP:   2.325
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.196
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -1.62
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   6.0
TPSA:   20.23
?
Topological Polar Surface Area.
 H-Bond Acceptor:   1.0
H-Bond Donor:   1.0 Rings:   1.0
Heavy Atoms:   1.0

MedChem Properties

QED Drug-Likeness Score:   0.611 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.731 Fsp3:   0.6
MCE-18:   18.0
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Rejected GSK Rule:   Rejected
Golden Triangle Rule:   Accepted BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.215 Fluc inhibitor:   0.01
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.008
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.006
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.986 Promiscuous compounds:   0.168

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.681 MDCK Permeability:   -4.653
Pgp-inhibitor:   0.351 Pgp-substrate:   0.565
PAMPA:   0.352
?
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):   0.02
20% Bioavailability (F20%):   0.048 30% Bioavailability (F30%):   0.246
50% Bioavailability (F50%):   0.393

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.961 MRP1:   0.78
Plasma Protein Binding (PPB):   61.311% Volume Distribution (VD):   -0.39
Fu: 37.941%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.577
OATP1B3 inhibitor:   0.44 BCRP inhibitor:   0.13
BSEP inhibitor:   0.865

ADMET: Metabolism

CYP1A2-inhibitor:   0.894 CYP1A2-substrate:   0.9
CYP2C19-inhibitor:   0.941 CYP2C19-substrate:   0.004
CYP2C9-inhibitor:   0.939 CYP2C9-substrate:   0.024
CYP2D6-inhibitor:   0.784 CYP2D6-substrate:   0.534
CYP3A4-inhibitor:   0.006 CYP3A4-substrate:   0.153
CYP2B6-substrate:   0.066 CYP2C8-inhibitor:   0.996
HLM stability:   0.572
?
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):  4.702 Half-life (T1/2):  1.656

ADMET: Toxicity

hERG Blockers:  0.071 hERG Blockers (10um):  0.271
Human Hepatotoxicity (H-HT):  0.68 Drug-induced Liver Injury (DILI):  0.289
AMES Toxicity:  0.583 Rat Oral Acute Toxicity:  0.251
Maximum Recommended Daily Dose:  0.23 Skin Sensitization:  0.889
Carcinogencity:  0.723 Eye Corrosion:  0.885
Eye Irritation:  0.983 Respiratory Toxicity:  0.544
Drug-induced Neurotoxicity:  0.338 Ototoxicity:  0.443
Hematotoxicity:  0.539 Drug-induced Nephrotoxicity:  0.518
Genotoxicity:  0.286 RPMI-8226 Immunitoxicity:  0.066
A549 Cytotoxicity:  0.036 Hek293 Cytotoxicity:  0.11
BCF:   0.482
?
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:   2.438
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   3.694
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   2.85
?
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
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flowers n.a. n.a. DOI[10.1002/elan.200403102]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11240-015-0798-z]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. DOI[10.1016/0045-6535(91)90110-Y]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.abb.2017.09.009]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.fitote.2006.01.011]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flowers n.a. n.a. DOI[10.1016/j.foodchem.2012.02.124]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2004.07.004]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. retail stores, supermarkets and market stalls in Forssa and in the Helsinki area 2003–2005 DOI[10.1016/j.jfca.2006.05.007]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.plaphy.2005.07.013]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0040-4039(01)90945-1]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0885-5765(05)80069-4]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1078/0176-1617-00195]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1155/2014/609649]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[10757735]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flowers n.a. n.a. PMID[11077184]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[11374978]
NPO7657 Plectranthus ornatus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[12398532]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[14735439]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15679317]
NPO4513 Commiphora africana Species Burseraceae Eukaryota n.a. n.a. n.a. PMID[15679332]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. callus n.a. PMID[15715262]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flowers n.a. n.a. PMID[17328234]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[17997069]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[18220354]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flower buds n.a. n.a. PMID[18321056]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. Northeastern Regional Plant Introduction Station at Geneva 1966, 1967, and 1968 crop seasons PMID[18460139]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. root n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. exocarp n.a. PMID[21800857]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. flower n.a. PMID[21804227]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. flower bud n.a. PMID[21942812]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota flower buds Henan province, China 2005-MAY PMID[21942812]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. leaf n.a. PMID[23265495]
NPO15137 Sideritis scardica Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[24102372]
NPO11313 Juniperus formosana Species Cupressaceae Eukaryota n.a. leaf n.a. PMID[24273878]
NPO11313 Juniperus formosana Species Cupressaceae Eukaryota n.a. fruit n.a. PMID[24273878]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flower buds n.a. n.a. PMID[24279769]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. PMID[24704449]
NPO10219 Juniperus communis Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[24913660]
NPO13331 Solidago canadensis Species Asteraceae Eukaryota n.a. Canada n.a. PMID[24999828]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25538068]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. PMID[26967731]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27400088]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[2831703]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[28445039]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota Roots n.a. n.a. PMID[30024167]
NPO52646 Baccharis oreophila Genus Asteraceae Eukaryota n.a. n.a. n.a. PMID[30673172]
NPO47856 Ansellia africana Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[31140321]
NPO843 Meriandra dianthera Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31336582]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31464066]
NPO18735 Pinus mugo Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[31475763]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31500359]
NPO9396 Carpesium divaricatum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31816933]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[32372353]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[32560389]
NPO59786 Citrus sempervirens Genus Rutaceae Eukaryota n.a. n.a. n.a. PMID[32975038]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[33588649]
NPO56743 Cistus ladanifer Species Cistaceae Eukaryota n.a. n.a. n.a. PMID[33921855]
NPO52078 Siparuna muricata Species Siparunaceae Eukaryota n.a. n.a. n.a. PMID[34063513]
NPO47856 Ansellia africana Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[34361724]
NPO56717 Thymus atticus Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[34405529]
NPO10219 Juniperus communis Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[35481430]
NPO56320 Pinus ponderosa var. ponderosa Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[36080426]
NPO56743 Cistus ladanifer Species Cistaceae Eukaryota n.a. n.a. n.a. PMID[36243295]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[36336219]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36577196]
NPO52078 Siparuna muricata Species Siparunaceae Eukaryota n.a. n.a. n.a. PMID[36671283]
NPO43457 Thymus holosericeus Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36679061]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36773055]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[36838931]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[36903957]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36984777]
NPO27584 Xylopia frutescens Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[36985605]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36987101]
NPO13331 Solidago canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37050047]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37115147]
NPO7657 Plectranthus ornatus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37226591]
NPO10219 Juniperus communis Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37241749]
NPO10219 Juniperus communis Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37298924]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[37480748]
NPO15137 Sideritis scardica Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37509192]
NPO9773 Sideritis raeseri Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37509192]
NPO60061 Boswellia rivae Species Burseraceae Eukaryota n.a. n.a. n.a. PMID[37653941]
NPO4513 Commiphora africana Species Burseraceae Eukaryota n.a. n.a. n.a. PMID[37653941]
NPO7657 Plectranthus ornatus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37764258]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37801906]
NPO42911 Vitex pseudo-negundo Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37822892]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37849964]
NPO11313 Juniperus formosana Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37894884]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38053906]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[38217369]
NPO19162 Tsuga heterophylla Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[38794396]
NPO55822 Kleinia anteuphorbium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[39403475]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[39592457]
NPO44392 Gynoxys reinaldii Genus Asteraceae Eukaryota n.a. n.a. n.a. PMID[39771242]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO9396 Carpesium divaricatum Species Asteraceae Eukaryota n.a. aerial part n.a. PMID[9392887]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13331 Solidago canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18735 Pinus mugo Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15137 Sideritis scardica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10219 Juniperus communis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17295 Chrysanthemum zawadskii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9773 Sideritis raeseri Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19162 Tsuga heterophylla Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9396 Carpesium divaricatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO10219 Juniperus communis Species Cupressaceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Roots n.a. Database[FooDB]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19162 Tsuga heterophylla Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10219 Juniperus communis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10219 Juniperus communis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19162 Tsuga heterophylla Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10219 Juniperus communis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17295 Chrysanthemum zawadskii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11313 Juniperus formosana Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18735 Pinus mugo Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13331 Solidago canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15137 Sideritis scardica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO843 Meriandra dianthera Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27584 Xylopia frutescens Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7657 Plectranthus ornatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9396 Carpesium divaricatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19162 Tsuga heterophylla Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4513 Commiphora africana Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9773 Sideritis raeseri Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17295 Chrysanthemum zawadskii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10219 Juniperus communis Species Cupressaceae 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
NPO10219 Juniperus communis Hydrolate n.a. 0.67 ± 0.03 n.a. n.a. % PMID[37241749]
NPO11313 Juniperus formosana Oil n.a. 1.2 n.a. n.a. % PMID[37894884]
NPO12878 Cupressus sempervirens Oil n.a. 0.01 n.a. n.a. % PMID[39592457]
NPO13331 Solidago canadensis Oil Roots 0.1 ± 0.01 n.a. n.a. % PMID[37050047]
NPO13331 Solidago canadensis Oil Leaves 4.3 ± 1.55 n.a. n.a. % PMID[37050047]
NPO13331 Solidago canadensis Oil Flowers 0.1 ± 0.01 n.a. n.a. % PMID[37050047]
NPO15137 Sideritis scardica Oil n.a. 4.55 n.a. n.a. % PMID[37509192]
NPO15137 Sideritis scardica Oil n.a. 2.64 n.a. n.a. % PMID[37509192]
NPO15137 Sideritis scardica Oil n.a. 1.82 n.a. n.a. % PMID[37509192]
NPO16646 Artemisia campestris Oil n.a. 0.1±0.0 n.a. n.a. % PMID[32372353]
NPO18735 Pinus mugo Oil n.a. 0.3 n.a. n.a. % PMID[31475763]
NPO18735 Pinus mugo Oil n.a. 0.4 n.a. n.a. % PMID[31475763]
NPO18735 Pinus mugo Oil n.a. 0.5 n.a. n.a. % PMID[31475763]
NPO18735 Pinus mugo Oil n.a. 0.1 n.a. n.a. % PMID[31475763]
NPO19162 Tsuga heterophylla Oil Leaves 0.1 n.a. n.a. % PMID[38794396]
NPO27584 Xylopia frutescens Oil n.a. 0.15 n.a. n.a. % PMID[36985605]
NPO42911 Vitex pseudo-negundo Oil Leaves 0.04 n.a. n.a. % PMID[37822892]
NPO42911 Vitex pseudo-negundo Oil Flowers 0.02 n.a. n.a. % PMID[37822892]
NPO42911 Vitex pseudo-negundo Oil Fruits 0.4 n.a. n.a. % PMID[37822892]
NPO43457 Thymus holosericeus Oil n.a. 0.3 n.a. n.a. % PMID[36679061]
NPO43457 Thymus holosericeus Oil n.a. 0.05 n.a. n.a. % PMID[36679061]
NPO44392 Gynoxys reinaldii Oil n.a. 0.3 n.a. n.a. % PMID[39771242]
NPO4513 Commiphora africana Oil n.a. 0.7 n.a. n.a. % PMID[37653941]
NPO4513 Commiphora africana Oil n.a. 1.0 n.a. n.a. % PMID[37653941]
NPO47856 Ansellia africana n.a. n.a. 0.78 n.a. n.a. % PMID[31140321]
NPO47856 Ansellia africana n.a. n.a. 0.71 n.a. n.a. % PMID[31140321]
NPO4988 Lavandula stoechas Oil n.a. 0.3–5.0 n.a. n.a. % PMID[36984777]
NPO4988 Lavandula stoechas Oil n.a. 0.2–2.3 n.a. n.a. % PMID[36984777]
NPO4988 Lavandula stoechas Oil n.a. 1.2 n.a. n.a. % PMID[36984777]
NPO52078 Siparuna muricata n.a. Fruits 1.84 n.a. n.a. % PMID[36671283]
NPO52646 Baccharis oreophila Oil n.a. 0.3 n.a. n.a. % PMID[30673172]
NPO55822 Kleinia anteuphorbium Oil n.a. 2.05 n.a. n.a. % PMID[39403475]
NPO56320 Pinus ponderosa var. ponderosa Oil n.a. 0.1 n.a. n.a. % PMID[36080426]
NPO56717 Thymus atticus Oil n.a. 0.3 n.a. n.a. % PMID[34405529]
NPO56743 Cistus ladanifer Oil n.a. 0.9 n.a. n.a. % PMID[36243295]
NPO59786 Citrus sempervirens Oil n.a. 0.1 n.a. n.a. % PMID[32975038]
NPO60061 Boswellia rivae Oil n.a. 0.6 n.a. n.a. % PMID[37653941]
NPO60061 Boswellia rivae Oil n.a. 0.1 n.a. n.a. % PMID[37653941]
NPO60061 Boswellia rivae Oil n.a. 0.2 n.a. n.a. % PMID[37653941]
NPO60061 Boswellia rivae Oil n.a. 0.4 n.a. n.a. % PMID[37653941]
NPO7657 Plectranthus ornatus Oil n.a. 0.58 n.a. n.a. % PMID[37764258]
NPO7657 Plectranthus ornatus Oil n.a. 1.23 n.a. n.a. % PMID[37764258]
NPO843 Meriandra dianthera Oil n.a. 0.4 ± 0.0 n.a. n.a. % PMID[31336582]
NPO9396 Carpesium divaricatum Oil n.a. 0.1 n.a. n.a. % PMID[31816933]
NPO9396 Carpesium divaricatum Oil n.a. 0.2 n.a. n.a. % PMID[31816933]
NPO9773 Sideritis raeseri Oil n.a. 2.84 n.a. n.a. % PMID[37509192]
NPO9773 Sideritis raeseri Oil n.a. 0.74 n.a. n.a. % PMID[37509192]

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 NPC14594 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
0.5652 Remote Similarity NPC48638
0.5652 Remote Similarity NPC45727

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC14594 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