Natural Product: NPC168714

Natural Product IDNPC168714
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 3-Methylbutyl 3-Methylbutanoate
IUPAC Name 3-methylbutyl 3-methylbutanoate
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL3189076
PubChem CID 12613
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000324] Fatty acid esters

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 XINCECQTMHSORG-UHFFFAOYSA-N
Standard InCHI InChI=1S/C10H20O2/c1-8(2)5-6-12-10(11)7-9(3)4/h8-9H,5-7H2,1-4H3
SMILES CC(C)CCOC(=O)CC(C)C

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   172.15 Volume:   196.46
?
Van der Waals volume.
Dense:   0.876 LogP:   3.218
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.95
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.746
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   6.0 Rigid Bonds:   1.0
TPSA:   26.3
?
Topological Polar Surface Area.
 H-Bond Acceptor:   2.0
H-Bond Donor:   0.0 Rings:   0.0
Heavy Atoms:   2.0

MedChem Properties

QED Drug-Likeness Score:   0.596 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.977 Fsp3:   0.9
MCE-18:   0.0
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Rejected
Golden Triangle Rule:   Accepted BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.061 Fluc inhibitor:   0.001
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.002
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.018
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.999 Promiscuous compounds:   0.005

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.691 MDCK Permeability:   -4.519
Pgp-inhibitor:   0.001 Pgp-substrate:   0.057
PAMPA:   0.261
?
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):   0.004
20% Bioavailability (F20%):   0.014 30% Bioavailability (F30%):   0.038
50% Bioavailability (F50%):   0.984

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.96 MRP1:   0.873
Plasma Protein Binding (PPB):   74.837% Volume Distribution (VD):   0.262
Fu: 23.085%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.608
OATP1B3 inhibitor:   0.919 BCRP inhibitor:   0.02
BSEP inhibitor:   0.658

ADMET: Metabolism

CYP1A2-inhibitor:   0.056 CYP1A2-substrate:   0.998
CYP2C19-inhibitor:   0.464 CYP2C19-substrate:   0.967
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.023
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.066
CYP3A4-inhibitor:   0.997 CYP3A4-substrate:   0.991
CYP2B6-substrate:   0.059 CYP2C8-inhibitor:   0.796
HLM stability:   0.971
?
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):  9.07 Half-life (T1/2):  0.866

ADMET: Toxicity

hERG Blockers:  0.116 hERG Blockers (10um):  0.568
Human Hepatotoxicity (H-HT):  0.35 Drug-induced Liver Injury (DILI):  0.149
AMES Toxicity:  0.221 Rat Oral Acute Toxicity:  0.197
Maximum Recommended Daily Dose:  0.137 Skin Sensitization:  0.709
Carcinogencity:  0.646 Eye Corrosion:  0.959
Eye Irritation:  0.991 Respiratory Toxicity:  0.33
Drug-induced Neurotoxicity:  0.309 Ototoxicity:  0.244
Hematotoxicity:  0.214 Drug-induced Nephrotoxicity:  0.262
Genotoxicity:  0.008 RPMI-8226 Immunitoxicity:  0.057
A549 Cytotoxicity:  0.021 Hek293 Cytotoxicity:  0.036
BCF:   1.325
?
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:   3.331
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.53
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.241
?
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
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11240-011-0014-8]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11240-015-0798-z]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.fitote.2006.01.011]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.1016/j.foodchem.2009.03.042]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.plaphy.2005.07.013]
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]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.3136/fstr.15.499]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/AJB10.140]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/AJB2010.000-3252]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[10757735]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[12932131]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. PMID[14600382]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[14735439]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. callus n.a. PMID[15715262]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. fruit n.a. PMID[16417304]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. branch n.a. PMID[17202693]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[18220354]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[19245261]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20151678]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20460582]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20853876]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers Tongxiang, China n.a. PMID[24621197]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[25172746]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota Twigs n.a. n.a. PMID[25894905]
NPO16966 Leptospermum scoparium Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[26731565]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28248102]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota Twigs n.a. n.a. PMID[28358502]
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]
NPO54641 Foeniculum vulgare subsp. vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[30632261]
NPO43334 Salvia chamelaeagnea Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31958659]
NPO16966 Leptospermum scoparium Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[32078653]
NPO55544 Nepeta assurgens Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[32092043]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[32560389]
NPO54641 Foeniculum vulgare subsp. vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[33410338]
NPO20275 Juniperus sabina Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[34203980]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[35481430]
NPO55948 Salvia dentata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36235019]
NPO60267 Salvia africana Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36235019]
NPO43334 Salvia chamelaeagnea Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36235019]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[36336219]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36365393]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36840093]
NPO45802 Juniperus comunis Genus Cupressaceae Eukaryota n.a. n.a. n.a. PMID[36840093]
NPO2183 Eucalyptus sideroxylon Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[36840164]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. PMID[37570937]
NPO56217 Eucalyptus brevifolia Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[37894690]
NPO58144 Eucalyptus leptophyll Genus Myrtaceae Eukaryota n.a. n.a. n.a. PMID[37894690]
NPO64248 Eucalyptus patellaris Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[37894690]
NPO43140 Eucalyptus woolsiana Genus Myrtaceae Eukaryota n.a. n.a. n.a. PMID[37894690]
NPO20275 Juniperus sabina Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37894884]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37959863]
NPO58085 Eucalyptus obliqua Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[38125419]
NPO49814 Eucalyptus griffthsii Genus Myrtaceae Eukaryota n.a. n.a. n.a. PMID[38125419]
NPO52419 Eucalyptus longicornis Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[38125419]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[38217369]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. PMID[38358042]
NPO16966 Leptospermum scoparium Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[38370080]
NPO25864 Kunzea ericoides Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[38370080]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38370080]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39141828]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39401641]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39633960]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[8910532]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15416 Petasites fragrans Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20275 Juniperus sabina Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2183 Eucalyptus sideroxylon Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16966 Leptospermum scoparium Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26637 Mentha aquatica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18566 Gymnocladus dioicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO26637 Mentha aquatica Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO26637 Mentha aquatica Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO26637 Mentha aquatica Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14246 Helleborus thibetanus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20275 Juniperus sabina Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20275 Juniperus sabina Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14246 Helleborus thibetanus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20275 Juniperus sabina Species Cupressaceae 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]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16966 Leptospermum scoparium Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29016 Valeriana jatamansi Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25864 Kunzea ericoides Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18566 Gymnocladus dioicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2183 Eucalyptus sideroxylon Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26637 Mentha aquatica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20275 Juniperus sabina Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15416 Petasites fragrans Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14246 Helleborus thibetanus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8534 Cineraria saxifraga Species Asteraceae 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
NPO16966 Leptospermum scoparium Oil n.a. 2.66±0.1 n.a. n.a. μg/μL PMID[38370080]
NPO20275 Juniperus sabina Oil n.a. 0.16 n.a. n.a. % PMID[37894884]
NPO2183 Eucalyptus sideroxylon Oil n.a. 0.1 n.a. n.a. % PMID[36840164]
NPO25864 Kunzea ericoides Oil n.a. 2.14±0.14 n.a. n.a. μg/μL PMID[38370080]
NPO26637 Mentha aquatica Raw Shoot 0.01 0.01 0.01 mg/100g Database [DUKE]
NPO30828 Mentha piperita Oil n.a. 0.41 n.a. n.a. % PMID[36840093]
NPO30828 Mentha piperita Oil n.a. 0.27 n.a. n.a. % PMID[36840093]
NPO43140 Eucalyptus woolsiana Oil n.a. 0.7 n.a. n.a. % PMID[37894690]
NPO43334 Salvia chamelaeagnea Oil n.a. 0.00 n.a. n.a. % PMID[36235019]
NPO45802 Juniperus comunis Oil n.a. 8.5 n.a. n.a. % PMID[36840093]
NPO49814 Eucalyptus griffthsii Oil n.a. 0.5 n.a. n.a. % PMID[38125419]
NPO52419 Eucalyptus longicornis Oil n.a. 0.5 n.a. n.a. % PMID[38125419]
NPO54641 Foeniculum vulgare subsp. vulgare Oil n.a. 0.12 n.a. n.a. % PMID[33410338]
NPO55544 Nepeta assurgens Oil n.a. 0.1 n.a. n.a. % PMID[32092043]
NPO55948 Salvia dentata Oil n.a. 0.04 n.a. n.a. % PMID[36235019]
NPO55948 Salvia dentata Oil n.a. 0.08 n.a. n.a. % PMID[36235019]
NPO55948 Salvia dentata Oil n.a. 0.11 n.a. n.a. % PMID[36235019]
NPO55948 Salvia dentata Oil n.a. 0.49 n.a. n.a. % PMID[36235019]
NPO55948 Salvia dentata Oil n.a. 0.28 n.a. n.a. % PMID[36235019]
NPO55948 Salvia dentata Oil n.a. 0.40 n.a. n.a. % PMID[36235019]
NPO55948 Salvia dentata Oil n.a. 0.05 n.a. n.a. % PMID[36235019]
NPO55948 Salvia dentata Oil n.a. 0.00 n.a. n.a. % PMID[36235019]
NPO56217 Eucalyptus brevifolia Oil n.a. 0.2 n.a. n.a. % PMID[37894690]
NPO58085 Eucalyptus obliqua Oil n.a. 0.5 n.a. n.a. % PMID[38125419]
NPO58144 Eucalyptus leptophyll Oil n.a. 0.5 n.a. n.a. % PMID[37894690]
NPO60267 Salvia africana Oil n.a. 0.00 n.a. n.a. % PMID[36235019]
NPO64248 Eucalyptus patellaris Oil n.a. 0.2 n.a. n.a. % PMID[37894690]

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
NPT2 Others Unspecified n.a. Potency n.a. 76958.8 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 61644.8 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
- Oryctolagus cuniculus LD50 = 13956.0 mg/kg ToxVal
- Bos taurus LEL = 250.0 mg/kg-day ToxVal
- Gallus gallus domesticus LEL = 250.0 mg/kg-day ToxVal
- Sus scrofa domesticus LEL = 250.0 mg/kg-day ToxVal

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 NPC168714 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
0.7143 Intermediate Similarity NPC21374
0.6957 Remote Similarity NPC178643
0.6667 Remote Similarity NPC281943
0.6 Remote Similarity NPC41007
0.5217 Remote Similarity NPC41485

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC168714 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