Natural Product: NPC105933

Natural Product IDNPC105933
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 IGGWKHQYMAJOHK-HHUCQEJWSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 6432025
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

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 IGGWKHQYMAJOHK-HHUCQEJWSA-N
Standard InCHI InChI=1S/C20H34O/c1-7-18(4)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)21-18/h7,15-16H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1
SMILES C=C[C@@]1(C)CC[C@@H]2[C@@]3(C)CCCC(C)(C)[C@@H]3CC[C@@]2(C)O1

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   290.26 Volume:   334.961
?
Van der Waals volume.
Dense:   0.867 LogP:   4.502
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.689
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -4.788
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   17.0
TPSA:   9.23
?
Topological Polar Surface Area.
 H-Bond Acceptor:   1.0
H-Bond Donor:   0.0 Rings:   3.0
Heavy Atoms:   1.0

MedChem Properties

QED Drug-Likeness Score:   0.559 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.307 Fsp3:   0.9
MCE-18:   61.737
?
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:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.293 Fluc inhibitor:   0.001
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.001
?
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:   0.982 Promiscuous compounds:   0.297

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.558 MDCK Permeability:   -4.75
Pgp-inhibitor:   0.998 Pgp-substrate:   0.0
PAMPA:   0.109
?
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):   0.0
20% Bioavailability (F20%):   0.147 30% Bioavailability (F30%):   0.177
50% Bioavailability (F50%):   0.956

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.433 MRP1:   0.51
Plasma Protein Binding (PPB):   98.529% Volume Distribution (VD):   0.648
Fu: 1.768%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   1.0
OATP1B3 inhibitor:   0.974 BCRP inhibitor:   0.926
BSEP inhibitor:   1.0

ADMET: Metabolism

CYP1A2-inhibitor:   1.0 CYP1A2-substrate:   0.871
CYP2C19-inhibitor:   1.0 CYP2C19-substrate:   0.692
CYP2C9-inhibitor:   0.926 CYP2C9-substrate:   0.101
CYP2D6-inhibitor:   0.935 CYP2D6-substrate:   0.341
CYP3A4-inhibitor:   0.986 CYP3A4-substrate:   1.0
CYP2B6-substrate:   0.769 CYP2C8-inhibitor:   0.996
HLM stability:   0.988
?
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):  9.871 Half-life (T1/2):  0.683

ADMET: Toxicity

hERG Blockers:  0.045 hERG Blockers (10um):  0.339
Human Hepatotoxicity (H-HT):  0.35 Drug-induced Liver Injury (DILI):  0.193
AMES Toxicity:  0.35 Rat Oral Acute Toxicity:  0.344
Maximum Recommended Daily Dose:  0.418 Skin Sensitization:  0.979
Carcinogencity:  0.841 Eye Corrosion:  0.998
Eye Irritation:  0.997 Respiratory Toxicity:  0.922
Drug-induced Neurotoxicity:  0.064 Ototoxicity:  0.188
Hematotoxicity:  0.234 Drug-induced Nephrotoxicity:  0.227
Genotoxicity:  0.043 RPMI-8226 Immunitoxicity:  0.038
A549 Cytotoxicity:  0.158 Hek293 Cytotoxicity:  0.461
BCF:   2.856
?
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:   4.412
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.146
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.147
?
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
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[10096857]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[10606602]
NPO2717 Vatica cinerea Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. PMID[12608862]
NPO26969 Sagittaria sagittifolia Species Alismataceae Eukaryota n.a. n.a. n.a. PMID[16499326]
NPO6706 Arthrobotrys oligospora Species Orbiliaceae Eukaryota n.a. n.a. n.a. PMID[21568306]
NPO14077 Chamaecyparis lawsoniana Species Cupressaceae Eukaryota n.a. stem n.a. PMID[23157017]
NPO14077 Chamaecyparis lawsoniana Species Cupressaceae Eukaryota n.a. leaf n.a. PMID[23157017]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23507152]
NPO49598 Nicotiana glutinosa Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[31861797]
NPO45866 Taiwania flousiana Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[32093424]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[33321838]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[33502110]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[34328036]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[35268681]
NPO45549 Stachys spreitzenhoferi Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[35298315]
NPO56320 Pinus ponderosa var. ponderosa Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[36080426]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36432812]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36840093]
NPO63446 Picea engelmannii subsp. engelmannii Genus Pinaceae Eukaryota n.a. n.a. n.a. PMID[36985451]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36987013]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37084277]
NPO56463 Grindelia squarrosa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37175263]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37176852]
NPO47617 Echinops polyceras Genus Asteraceae Eukaryota n.a. n.a. n.a. PMID[37241978]
NPO14077 Chamaecyparis lawsoniana Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37447036]
NPO9773 Sideritis raeseri Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37509192]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37751472]
NPO7068 Tanacetum annuum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37760747]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37836118]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37836125]
NPO43369 Cupressus torulosa Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[38157454]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[38308284]
NPO14077 Chamaecyparis lawsoniana Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[38794396]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38987699]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[39410132]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39633960]
NPO1425 Salvia palaestina Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[6677714]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26969 Sagittaria sagittifolia Species Alismataceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6977 Triopha carpenteri Species n.a. Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8300 Apis mellifera ligustica Species Apidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13434 Acremonium furcatum Species Plectosphaerellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20157 Boykinia tellimoides Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19830 Chamonixia caespitosa Species Boletaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22349 Cucumaria frondosa Species Cucumariidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23197 Juniperus oxycedrus Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21769 Pterocarpus dalbergioides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23029 Tetradenia riparia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21902 Thalictrum sachalinense Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27606 Ulva clathrata Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7068 Tanacetum annuum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2717 Vatica cinerea Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4487 Fritillaria thunbergii Species Liliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29464 Kyllinga brevifolia Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO49598 Nicotiana glutinosa Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9773 Sideritis raeseri Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9258 Plantago cornuti Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1425 Salvia palaestina Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23075 Primula macrophylla Species Primulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO43369 Cupressus torulosa Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14077 Chamaecyparis lawsoniana Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6706 Arthrobotrys oligospora Species Orbiliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23197 Juniperus oxycedrus Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26969 Sagittaria sagittifolia Species Alismataceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29464 Kyllinga brevifolia Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8300 Apis mellifera ligustica Species Apidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29464 Kyllinga brevifolia Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9258 Plantago cornuti Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26969 Sagittaria sagittifolia Species Alismataceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27606 Ulva clathrata Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23197 Juniperus oxycedrus Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26969 Sagittaria sagittifolia Species Alismataceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4487 Fritillaria thunbergii Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15870 Corydalis nakaii Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19830 Chamonixia caespitosa Species Boletaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21902 Thalictrum sachalinense Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9258 Plantago cornuti Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5442 Bryum weigelii Species Bryaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23075 Primula macrophylla Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4873 Plectranthus sylvestris Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11435 Tulipa sylvestris Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4487 Fritillaria thunbergii Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26969 Sagittaria sagittifolia Species Alismataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2717 Vatica cinerea Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14077 Chamaecyparis lawsoniana Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22349 Cucumaria frondosa Species Cucumariidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20157 Boykinia tellimoides Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23197 Juniperus oxycedrus Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13434 Acremonium furcatum Species Plectosphaerellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6706 Arthrobotrys oligospora Species Orbiliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21769 Pterocarpus dalbergioides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9079 Tephrosia egregia Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6977 Triopha carpenteri Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5784 Walsura chrysogyne Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7068 Tanacetum annuum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23029 Tetradenia riparia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4200 Artemisia messerschmidtiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27606 Ulva clathrata Species Ulvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24347 Stereocaulon sasakii Species Stereocaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27689 Mentha pulegium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1425 Salvia palaestina Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29464 Kyllinga brevifolia Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9773 Sideritis raeseri Species Lamiaceae 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
NPO14077 Chamaecyparis lawsoniana Oil Leaves 0.5 n.a. n.a. % PMID[38794396]
NPO14077 Chamaecyparis lawsoniana Oil Leaves 0.2 n.a. n.a. % PMID[38794396]
NPO27689 Mentha pulegium Microwave-assisted hydrodistillation Aerial parts 0.2±0.02 n.a. n.a. % PMID[34328036]
NPO43369 Cupressus torulosa Oil n.a. 0.13±0.06 n.a. n.a. % PMID[38157454]
NPO45549 Stachys spreitzenhoferi Oil n.a. 22.1 n.a. n.a. % PMID[35298315]
NPO45866 Taiwania flousiana Oil n.a. 0.11 n.a. n.a. % PMID[32093424]
NPO45866 Taiwania flousiana Oil n.a. 0.64 n.a. n.a. % PMID[32093424]
NPO47617 Echinops polyceras Hydro distillation Inflorescences 0.40 n.a. n.a. % PMID[37241978]
NPO47617 Echinops polyceras Hydro distillation Inflorescences 0.20 n.a. n.a. % PMID[37241978]
NPO47617 Echinops polyceras Hydro distillation Inflorescences 0.90 n.a. n.a. % PMID[37241978]
NPO49598 Nicotiana glutinosa Oil n.a. 8.11 ± 0.06 n.a. n.a. % PMID[31861797]
NPO56320 Pinus ponderosa var. ponderosa Oil n.a. 0.2 n.a. n.a. % PMID[36080426]
NPO56320 Pinus ponderosa var. ponderosa Oil n.a. 0.1 n.a. n.a. % PMID[36080426]
NPO56463 Grindelia squarrosa Oil n.a. 1.3 n.a. n.a. % PMID[37175263]
NPO6098 Salvia officinalis Oil n.a. 0.88 ± 0.01 n.a. n.a. % PMID[33321838]
NPO6098 Salvia officinalis Oil n.a. 0.23 ± 0.01 n.a. n.a. % PMID[33321838]
NPO6098 Salvia officinalis Oil n.a. 0.97 ± 0.06 n.a. n.a. % PMID[33321838]
NPO63446 Picea engelmannii subsp. engelmannii Oil Leaves 0.1 n.a. n.a. % PMID[36985451]
NPO7068 Tanacetum annuum Oil n.a. 0.2 n.a. n.a. % PMID[37760747]
NPO9773 Sideritis raeseri Oil n.a. 1.20 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 NPC105933 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 NPC42630
0.7209 Intermediate Similarity NPC137587
0.6444 Remote Similarity NPC479669
0.6222 Remote Similarity NPC198473
0.5957 Remote Similarity NPC479670
0.5778 Remote Similarity NPC139785
0.5682 Remote Similarity NPC607221
0.5556 Remote Similarity NPC84562
0.5556 Remote Similarity NPC608369
0.549 Remote Similarity NPC20096
0.549 Remote Similarity NPC48673
0.5439 Remote Similarity NPC289361
0.52 Remote Similarity NPC72755
0.52 Remote Similarity NPC476367

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC105933 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