Natural Product: NPC214609

Natural Product IDNPC214609
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 IECBDTGWSQNQID-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 442463
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001549] Monoterpenoids
          • [CHEMONTID:0001564] Bicyclic 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 IECBDTGWSQNQID-UHFFFAOYSA-N
Standard InCHI InChI=1S/C10H14O/c1-6-4-5-7-9(11)8(6)10(7,2)3/h4,7-8H,5H2,1-3H3
SMILES CC1=CCC2C(=O)C1C2(C)C

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   150.1 Volume:   167.921
?
Van der Waals volume.
Dense:   0.894 LogP:   2.692
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.638
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.905
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   0.0 Rigid Bonds:   9.0
TPSA:   17.07
?
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:   0.484 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.633 Fsp3:   0.7
MCE-18:   32.118
?
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:   0.049 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.054
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.001
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.761 Promiscuous compounds:   0.078

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.637 MDCK Permeability:   -4.521
Pgp-inhibitor:   0.629 Pgp-substrate:   0.028
PAMPA:   0.134
?
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):   0.011
20% Bioavailability (F20%):   0.016 30% Bioavailability (F30%):   0.008
50% Bioavailability (F50%):   0.196

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.376 MRP1:   0.584
Plasma Protein Binding (PPB):   83.754% Volume Distribution (VD):   -0.077
Fu: 13.237%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.867
OATP1B3 inhibitor:   0.932 BCRP inhibitor:   0.007
BSEP inhibitor:   0.87

ADMET: Metabolism

CYP1A2-inhibitor:   0.828 CYP1A2-substrate:   0.954
CYP2C19-inhibitor:   1.0 CYP2C19-substrate:   0.161
CYP2C9-inhibitor:   0.829 CYP2C9-substrate:   0.002
CYP2D6-inhibitor:   0.415 CYP2D6-substrate:   0.787
CYP3A4-inhibitor:   1.0 CYP3A4-substrate:   0.007
CYP2B6-substrate:   0.997 CYP2C8-inhibitor:   0.216
HLM stability:   0.923
?
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):  8.884 Half-life (T1/2):  0.774

ADMET: Toxicity

hERG Blockers:  0.008 hERG Blockers (10um):  0.427
Human Hepatotoxicity (H-HT):  0.228 Drug-induced Liver Injury (DILI):  0.649
AMES Toxicity:  0.038 Rat Oral Acute Toxicity:  0.244
Maximum Recommended Daily Dose:  0.293 Skin Sensitization:  0.666
Carcinogencity:  0.32 Eye Corrosion:  0.628
Eye Irritation:  0.956 Respiratory Toxicity:  0.678
Drug-induced Neurotoxicity:  0.768 Ototoxicity:  0.498
Hematotoxicity:  0.191 Drug-induced Nephrotoxicity:  0.021
Genotoxicity:  0.106 RPMI-8226 Immunitoxicity:  0.013
A549 Cytotoxicity:  0.207 Hek293 Cytotoxicity:  0.127
BCF:   1.105
?
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:   3.464
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.812
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.316
?
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
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.1016/j.foodchem.2009.03.042]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jep.2005.01.054]
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]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/JMPR.9000078]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. flower n.a. PMID[12130858]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota Roots n.a. n.a. PMID[14510592]
NPO4513 Commiphora africana Species Burseraceae Eukaryota n.a. n.a. n.a. PMID[15679332]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[17996677]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. whole plant n.a. PMID[21428416]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22870812]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23435948]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers Tongxiang, China n.a. PMID[24621197]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[25737008]
NPO20874 Tanacetum vulgare Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[25924515]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26099993]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28156114]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28248102]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[29400471]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Aerial Parts n.a. n.a. PMID[30726671]
NPO47379 Boswellia dalzielii Species Burseraceae Eukaryota n.a. n.a. n.a. PMID[31071599]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31181920]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31418264]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[32372353]
NPO14101 Artemisia herba-alba Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[33588649]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[33588649]
NPO49218 Artemisia fragrans Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[34081830]
NPO24416 Artemisia tournefortiana Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[35508595]
NPO57430 Artemisia khorassanica Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[35508595]
NPO48854 Artemisia haussknechtii Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[35508595]
NPO45527 Tagetes parryi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[35565963]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[3572418]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[35889256]
NPO3572 Blumea lacera Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[36432060]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36677644]
NPO56463 Grindelia squarrosa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37175263]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37446568]
NPO20874 Tanacetum vulgare Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37630407]
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]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37849964]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38474654]
NPO55098 Ambrosia acanthicarpa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38543021]
NPO26551 Artemisia ludoviciana Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38543021]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38617605]
NPO52852 Seriphidium herba-alba (Asso) Genus Asteraceae Eukaryota n.a. n.a. n.a. PMID[38662667]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38695450]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38731460]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38754641]
NPO13182 Achillea wilhelmsii Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38783072]
NPO42417 Achillea vermicularis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38783072]
NPO64307 Achillea tenuifolia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38783072]
NPO49218 Artemisia fragrans Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38999565]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39063231]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39135848]
NPO13182 Achillea wilhelmsii Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[39349567]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[39596244]
NPO13549 Otanthus maritimus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[39715713]
NPO42201 Artemisia herba-alba asso. Genus Asteraceae Eukaryota n.a. n.a. n.a. PMID[39717220]
NPO62240 Artemisia huguetii caball. Genus Asteraceae Eukaryota n.a. n.a. n.a. PMID[39717220]
NPO30745 Chrysanthemum morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[8158164]
NPO30745 Chrysanthemum morifolium Species Asteraceae Eukaryota n.a. inflorescence n.a. PMID[8158164]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26551 Artemisia ludoviciana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10492 Artemisia montana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13182 Achillea wilhelmsii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13549 Otanthus maritimus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30745 Chrysanthemum morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20874 Tanacetum vulgare Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24416 Artemisia tournefortiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3572 Blumea lacera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14101 Artemisia herba-alba Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO49218 Artemisia fragrans Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO55098 Ambrosia acanthicarpa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30745 Chrysanthemum morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20874 Tanacetum vulgare Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26551 Artemisia ludoviciana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3572 Blumea lacera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3572 Blumea lacera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20874 Tanacetum vulgare Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26551 Artemisia ludoviciana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30745 Chrysanthemum morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26551 Artemisia ludoviciana Species Asteraceae 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]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11100 Artemisia capillaris Species Asteraceae 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]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10492 Artemisia montana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20874 Tanacetum vulgare Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24416 Artemisia tournefortiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25094 Artemisia princeps Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13182 Achillea wilhelmsii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10492 Artemisia montana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13549 Otanthus maritimus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14101 Artemisia herba-alba Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4513 Commiphora africana Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26551 Artemisia ludoviciana 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
NPO13182 Achillea wilhelmsii Oil n.a. 10.68 n.a. n.a. % PMID[38783072]
NPO13182 Achillea wilhelmsii Oil n.a. 5.64 n.a. n.a. % PMID[38783072]
NPO13182 Achillea wilhelmsii Oil n.a. 5.63 n.a. n.a. % PMID[38783072]
NPO13182 Achillea wilhelmsii Oil n.a. 4.3 n.a. n.a. % PMID[38783072]
NPO13182 Achillea wilhelmsii Oil n.a. 5.47 n.a. n.a. % PMID[38783072]
NPO13182 Achillea wilhelmsii Oil n.a. 0.42 n.a. n.a. % PMID[38783072]
NPO13182 Achillea wilhelmsii Oil n.a. 0 n.a. n.a. % PMID[38783072]
NPO13549 Otanthus maritimus Oil n.a. 3.12 n.a. n.a. % PMID[39715713]
NPO13549 Otanthus maritimus Oil n.a. 3.78 n.a. n.a. % PMID[39715713]
NPO14101 Artemisia herba-alba Oil n.a. 1.63 n.a. n.a. % PMID[33588649]
NPO16646 Artemisia campestris Oil Aerial parts 10.15±0.07 n.a. n.a. % PMID[37849964]
NPO16646 Artemisia campestris Oil Aerial parts 6.24±0.08 n.a. n.a. % PMID[37849964]
NPO20874 Tanacetum vulgare Oil n.a. 2.94 n.a. n.a. % PMID[37630407]
NPO24416 Artemisia tournefortiana Oil n.a. 2.12 n.a. n.a. % PMID[35508595]
NPO24416 Artemisia tournefortiana Oil n.a. 0.2 n.a. n.a. % PMID[35508595]
NPO26551 Artemisia ludoviciana Oil Aerial parts 0.1 n.a. n.a. % PMID[38543021]
NPO28276 Artemisia argyi Oil n.a. 0.58 n.a. n.a. % PMID[38754641]
NPO3572 Blumea lacera Oil n.a. 1.3 n.a. n.a. % PMID[36432060]
NPO3572 Blumea lacera Oil Leaves 1.0 n.a. n.a. % PMID[36432060]
NPO3572 Blumea lacera Oil Stems 0.1 n.a. n.a. % PMID[36432060]
NPO42012 Rosmarinus officinalis Oil n.a. 0.8 n.a. n.a. % PMID[38474654]
NPO42201 Artemisia herba-alba asso. Oil n.a. 0 n.a. n.a. % PMID[39717220]
NPO42201 Artemisia herba-alba asso. Oil n.a. 0.27 n.a. n.a. % PMID[39717220]
NPO42417 Achillea vermicularis Oil n.a. 1 n.a. n.a. % PMID[38783072]
NPO42417 Achillea vermicularis Oil n.a. 3.11 n.a. n.a. % PMID[38783072]
NPO42417 Achillea vermicularis Oil n.a. 0 n.a. n.a. % PMID[38783072]
NPO42417 Achillea vermicularis Oil n.a. 0.26 n.a. n.a. % PMID[38783072]
NPO42417 Achillea vermicularis Oil n.a. 5.66 n.a. n.a. % PMID[38783072]
NPO42417 Achillea vermicularis Oil n.a. 0.54 n.a. n.a. % PMID[38783072]
NPO42417 Achillea vermicularis Oil n.a. 0.64 n.a. n.a. % PMID[38783072]
NPO42417 Achillea vermicularis Oil n.a. 3.55 n.a. n.a. % PMID[38783072]
NPO42417 Achillea vermicularis Oil n.a. 0.61 n.a. n.a. % PMID[38783072]
NPO4513 Commiphora africana Oil n.a. 0.3 n.a. n.a. % PMID[37653941]
NPO4513 Commiphora africana Oil n.a. 0.1 n.a. n.a. % PMID[37653941]
NPO45527 Tagetes parryi Oil n.a. 0.38 n.a. n.a. % PMID[35565963]
NPO47379 Boswellia dalzielii Oil n.a. 0.1 n.a. n.a. % PMID[31071599]
NPO47379 Boswellia dalzielii Oil n.a. 0.0 n.a. n.a. % PMID[31071599]
NPO47379 Boswellia dalzielii Oil n.a. 0.3 n.a. n.a. % PMID[31071599]
NPO48854 Artemisia haussknechtii Oil n.a. 2.716 n.a. n.a. % PMID[35508595]
NPO48854 Artemisia haussknechtii Oil n.a. 2.459 n.a. n.a. % PMID[35508595]
NPO49218 Artemisia fragrans Oil n.a. 1.68 n.a. n.a. % PMID[34081830]
NPO49218 Artemisia fragrans Oil n.a. 2.91 n.a. n.a. % PMID[34081830]
NPO49218 Artemisia fragrans Oil n.a. 2.84 n.a. n.a. % PMID[34081830]
NPO52852 Seriphidium herba-alba (Asso) Oil n.a. 11.57 n.a. n.a. % PMID[38662667]
NPO55098 Ambrosia acanthicarpa Oil n.a. 0.5 n.a. n.a. % PMID[38543021]
NPO55098 Ambrosia acanthicarpa Oil n.a. 0.1 n.a. n.a. % PMID[38543021]
NPO55098 Ambrosia acanthicarpa Oil n.a. 1.6 n.a. n.a. % PMID[38543021]
NPO56463 Grindelia squarrosa Oil n.a. 0.2 n.a. n.a. % PMID[37175263]
NPO57430 Artemisia khorassanica Oil n.a. 16.582 n.a. n.a. % PMID[35508595]
NPO60061 Boswellia rivae Oil n.a. 0.1 n.a. n.a. % PMID[37653941]
NPO62240 Artemisia huguetii caball. Oil n.a. 0 n.a. n.a. % PMID[39717220]
NPO64307 Achillea tenuifolia Oil n.a. 3.85 n.a. n.a. % PMID[38783072]
NPO64307 Achillea tenuifolia Oil n.a. 2.7 n.a. n.a. % PMID[38783072]
NPO64307 Achillea tenuifolia Oil n.a. 0 n.a. n.a. % PMID[38783072]
NPO64307 Achillea tenuifolia Oil n.a. 2.3 n.a. n.a. % PMID[38783072]
NPO64307 Achillea tenuifolia Oil n.a. 0.91 n.a. n.a. % PMID[38783072]
NPO9049 Tanacetum parthenium Oil Leaves 0.85 n.a. n.a. % PMID[39596244]
NPO9049 Tanacetum parthenium Oil Herb 0.56 n.a. n.a. % PMID[39596244]
NPO9049 Tanacetum parthenium Oil Flowers 14.08 n.a. n.a. % PMID[39596244]
NPO9049 Tanacetum parthenium Oil n.a. 1.33 n.a. n.a. % PMID[38731460]

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 NPC214609 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
0.5333 Remote Similarity NPC5626

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC214609 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