Natural Product: NPC267285

Natural Product IDNPC267285
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 DFMBJBXEHZSTJQ-WZUFQYTHSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 5352484
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

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 DFMBJBXEHZSTJQ-WZUFQYTHSA-N
Standard InCHI InChI=1S/C15H24O/c1-11-5-4-6-12(2)13-9-15(3,10-16)14(13)8-7-11/h5,13-14,16H,2,4,6-10H2,1,3H3/b11-5-
SMILES C/C/1=C/CCC(=C)C2CC(C)(CO)C2CC1

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   220.18 Volume:   254.401
?
Van der Waals volume.
Dense:   0.865 LogP:   3.144
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.037
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.717
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   13.0
TPSA:   20.23
?
Topological Polar Surface Area.
 H-Bond Acceptor:   1.0
H-Bond Donor:   1.0 Rings:   2.0
Heavy Atoms:   1.0

MedChem Properties

QED Drug-Likeness Score:   0.668 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.562 Fsp3:   0.733
MCE-18:   34.0
?
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:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.051 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.003
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.014
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.849 Promiscuous compounds:   0.046

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.673 MDCK Permeability:   -4.771
Pgp-inhibitor:   0.033 Pgp-substrate:   0.281
PAMPA:   0.175
?
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):   0.686
20% Bioavailability (F20%):   0.889 30% Bioavailability (F30%):   0.987
50% Bioavailability (F50%):   0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.367 MRP1:   0.94
Plasma Protein Binding (PPB):   73.647% Volume Distribution (VD):   0.099
Fu: 21.807%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.153
OATP1B3 inhibitor:   0.593 BCRP inhibitor:   0.317
BSEP inhibitor:   0.119

ADMET: Metabolism

CYP1A2-inhibitor:   0.056 CYP1A2-substrate:   0.297
CYP2C19-inhibitor:   0.858 CYP2C19-substrate:   0.029
CYP2C9-inhibitor:   0.864 CYP2C9-substrate:   0.006
CYP2D6-inhibitor:   0.68 CYP2D6-substrate:   0.137
CYP3A4-inhibitor:   0.004 CYP3A4-substrate:   0.382
CYP2B6-substrate:   0.902 CYP2C8-inhibitor:   0.582
HLM stability:   0.829
?
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):  12.321 Half-life (T1/2):  1.242

ADMET: Toxicity

hERG Blockers:  0.015 hERG Blockers (10um):  0.232
Human Hepatotoxicity (H-HT):  0.569 Drug-induced Liver Injury (DILI):  0.302
AMES Toxicity:  0.155 Rat Oral Acute Toxicity:  0.115
Maximum Recommended Daily Dose:  0.352 Skin Sensitization:  0.987
Carcinogencity:  0.453 Eye Corrosion:  0.899
Eye Irritation:  0.958 Respiratory Toxicity:  0.243
Drug-induced Neurotoxicity:  0.373 Ototoxicity:  0.352
Hematotoxicity:  0.21 Drug-induced Nephrotoxicity:  0.12
Genotoxicity:  0.005 RPMI-8226 Immunitoxicity:  0.037
A549 Cytotoxicity:  0.116 Hek293 Cytotoxicity:  0.219
BCF:   2.127
?
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:   4.272
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.548
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.009
?
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
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]
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]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. fruit n.a. DOI[10.1016/S0040-4039(01)00209-X]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0885-5765(05)80069-4]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[10575373]
NPO7657 Plectranthus ornatus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[12398532]
NPO28942 Tetraclinis articulata Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[12828472]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. leaf n.a. PMID[15467205]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. whole plant n.a. PMID[16808005]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota n.a. leaf n.a. PMID[17999353]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota stems and leaves n.a. n.a. PMID[18004816]
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]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota Roots; Tubers n.a. n.a. PMID[19639966]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota Leaves; Stems n.a. n.a. PMID[19653667]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota fresh leaves and stems n.a. n.a. PMID[19653667]
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]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[23102654]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[2831703]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[31096694]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[31103896]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[31766491]
NPO51811 Myrcia eximia Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[32059439]
NPO63526 Dizygostemon riparius Species Plantaginaceae Eukaryota n.a. n.a. n.a. PMID[32924270]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota Bark n.a. n.a. PMID[33151073]
NPO28942 Tetraclinis articulata Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[33669825]
NPO49218 Artemisia fragrans Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[34081830]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[34684884]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[35408950]
NPO44665 Achillea coarctata Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[36006860]
NPO48225 Hyptis crenata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36113677]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[36364159]
NPO47347 Kaunia longipetiolata Genus Asteraceae Eukaryota n.a. n.a. n.a. PMID[36365423]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[36401242]
NPO3572 Blumea lacera Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[36432060]
NPO45619 Myrcia sylvatica Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[36558108]
NPO54213 Bupleurum lancifolium Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[36613240]
NPO48225 Hyptis crenata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37110606]
NPO7657 Plectranthus ornatus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37226591]
NPO63526 Dizygostemon riparius Species Plantaginaceae Eukaryota n.a. n.a. n.a. PMID[37459186]
NPO7657 Plectranthus ornatus Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37764258]
NPO63537 Syzygium acuminatissimum Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[38005226]
NPO58210 Anthemis palestina Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38005810]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[38067483]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38257290]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[38474459]
NPO4296 Polyalthia suberosa Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[38609961]
NPO52689 Salvia teddii Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38611827]
NPO46518 Salvia verticillata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38611827]
NPO49218 Artemisia fragrans Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38999565]
NPO11747 Ocimum tenuiflorum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39073007]
NPO48313 Goniothalamus touranensis Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[39102300]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO4296 Polyalthia suberosa Species Annonaceae Eukaryota n.a. leaf n.a. PMID[8377018]
NPO4296 Polyalthia suberosa Species Annonaceae Eukaryota n.a. stem n.a. PMID[8377018]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13346 Lindera strichnifolia Species Tineidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4296 Polyalthia suberosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11747 Ocimum tenuiflorum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3572 Blumea lacera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28942 Tetraclinis articulata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO49218 Artemisia fragrans Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO46518 Salvia verticillata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO44665 Achillea coarctata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota Plant 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]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3689 Cinnamomum verum Species Lauraceae 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]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3572 Blumea lacera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO3689 Cinnamomum verum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3572 Blumea lacera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4296 Polyalthia suberosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28928 Piper nigrum Species Piperaceae 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]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13346 Lindera strichnifolia Species Tineidae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11747 Ocimum tenuiflorum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28942 Tetraclinis articulata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7657 Plectranthus ornatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4296 Polyalthia suberosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10932 Melissa officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3689 Cinnamomum verum Species Lauraceae 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
NPO10932 Melissa officinalis Oil n.a. 0.2 n.a. n.a. % PMID[35408950]
NPO11747 Ocimum tenuiflorum Oil Leaves 0.5 n.a. n.a. % PMID[39073007]
NPO11747 Ocimum tenuiflorum Oil Leaves 0.2 n.a. n.a. % PMID[39073007]
NPO11747 Ocimum tenuiflorum Oil Leaves 0.1 n.a. n.a. % PMID[39073007]
NPO28928 Piper nigrum Oil n.a. 0.1 n.a. n.a. % PMID[31766491]
NPO28942 Tetraclinis articulata Oil n.a. 15.5 n.a. n.a. % PMID[33669825]
NPO28942 Tetraclinis articulata Oil n.a. 13.1 n.a. n.a. % PMID[33669825]
NPO28942 Tetraclinis articulata Oil n.a. 9.6 n.a. n.a. % PMID[33669825]
NPO28942 Tetraclinis articulata Oil n.a. 6.8 n.a. n.a. % PMID[33669825]
NPO28942 Tetraclinis articulata Oil n.a. 2.7 n.a. n.a. % PMID[33669825]
NPO28942 Tetraclinis articulata Oil n.a. 3.2 n.a. n.a. % PMID[33669825]
NPO3572 Blumea lacera Oil Leaves 0.1 n.a. n.a. % PMID[36432060]
NPO3689 Cinnamomum verum Oil Leaves 0.45 n.a. n.a. % PMID[36364159]
NPO4296 Polyalthia suberosa Oil n.a. 0.6 n.a. n.a. % PMID[38609961]
NPO44665 Achillea coarctata Oil n.a. 0.5 n.a. n.a. % PMID[36006860]
NPO44665 Achillea coarctata Oil n.a. 0.7 n.a. n.a. % PMID[36006860]
NPO44665 Achillea coarctata Oil n.a. 0.3 n.a. n.a. % PMID[36006860]
NPO44665 Achillea coarctata Oil n.a. 1.1 n.a. n.a. % PMID[36006860]
NPO44665 Achillea coarctata Oil n.a. 1.4 n.a. n.a. % PMID[36006860]
NPO44665 Achillea coarctata Oil n.a. 2.3 n.a. n.a. % PMID[36006860]
NPO44665 Achillea coarctata Oil n.a. 1.9 n.a. n.a. % PMID[36006860]
NPO44665 Achillea coarctata Oil n.a. 1.2 n.a. n.a. % PMID[36006860]
NPO44665 Achillea coarctata Oil n.a. 0.4 n.a. n.a. % PMID[36006860]
NPO44665 Achillea coarctata Oil n.a. 0.6 n.a. n.a. % PMID[36006860]
NPO45619 Myrcia sylvatica Oil Leaves 1.9 n.a. n.a. % PMID[36558108]
NPO46518 Salvia verticillata Oil n.a. 0.1 n.a. n.a. % PMID[38611827]
NPO46518 Salvia verticillata Oil n.a. 0.4 n.a. n.a. % PMID[38611827]
NPO47347 Kaunia longipetiolata Oil n.a. 0.6 n.a. n.a. % PMID[36365423]
NPO47347 Kaunia longipetiolata Oil n.a. 0.4 n.a. n.a. % PMID[36365423]
NPO48225 Hyptis crenata Oil n.a. 1.1 n.a. n.a. % PMID[37110606]
NPO48313 Goniothalamus touranensis Oil n.a. 0.41 n.a. n.a. % PMID[39102300]
NPO49218 Artemisia fragrans Oil Aerial parts 0.2 n.a. n.a. % PMID[38999565]
NPO51811 Myrcia eximia Oil n.a. 4.63 n.a. n.a. % PMID[32059439]
NPO51811 Myrcia eximia Oil n.a. 7.02 n.a. n.a. % PMID[32059439]
NPO51811 Myrcia eximia Oil n.a. 7.84 n.a. n.a. % PMID[32059439]
NPO52689 Salvia teddii Oil n.a. 0.6 n.a. n.a. % PMID[38611827]
NPO54213 Bupleurum lancifolium n.a. Aerial parts 0.12 n.a. n.a. % PMID[36613240]
NPO58210 Anthemis palestina Microwaved-dried n.a. 1.23 n.a. n.a. % PMID[38005810]
NPO58210 Anthemis palestina Oven-dried n.a. 0.87 n.a. n.a. % PMID[38005810]
NPO58210 Anthemis palestina Oven-dried n.a. 1.20 n.a. n.a. % PMID[38005810]
NPO58210 Anthemis palestina Sun-dried n.a. 1.26 n.a. n.a. % PMID[38005810]
NPO58210 Anthemis palestina Shade-dried n.a. 0.75 n.a. n.a. % PMID[38005810]
NPO58210 Anthemis palestina Oil n.a. 1.53 n.a. n.a. % PMID[38005810]
NPO63526 Dizygostemon riparius Oil n.a. 0.7 n.a. n.a. % PMID[32924270]
NPO63526 Dizygostemon riparius Oil n.a. 0.2 n.a. n.a. % PMID[32924270]
NPO63526 Dizygostemon riparius Oil n.a. 0.3 n.a. n.a. % PMID[32924270]
NPO63526 Dizygostemon riparius Oil n.a. 0.5 n.a. n.a. % PMID[32924270]
NPO63537 Syzygium acuminatissimum Oil Fruits 0.2 n.a. n.a. % PMID[38005226]
NPO63537 Syzygium acuminatissimum Oil Leaves 0.3 n.a. n.a. % PMID[38005226]
NPO7657 Plectranthus ornatus Oil n.a. 1.77 n.a. n.a. % PMID[37764258]
NPO7657 Plectranthus ornatus Oil n.a. 1.01 n.a. n.a. % PMID[37764258]

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 NPC267285 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
0.6944 Remote Similarity NPC60556
0.6944 Remote Similarity NPC109813
0.619 Remote Similarity NPC609450

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC267285 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