Natural Product: NPC250630

Natural Product IDNPC250630
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 LBVRQJWOZIMWNY-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 524198
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 LBVRQJWOZIMWNY-UHFFFAOYSA-N
Standard InCHI InChI=1S/C10H14/c1-7(2)10-5-4-8(3)9(10)6-10/h4-5,7,9H,3,6H2,1-2H3
SMILES CC(C)C12C=CC(=C)C2C1

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   134.11 Volume:   159.13
?
Van der Waals volume.
Dense:   0.843 LogP:   3.606
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.004
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.632
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   8.0
TPSA:   0.0
?
Topological Polar Surface Area.
 H-Bond Acceptor:   0.0
H-Bond Donor:   0.0 Rings:   2.0
Heavy Atoms:   0.0

MedChem Properties

QED Drug-Likeness Score:   0.517 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.651 Fsp3:   0.6
MCE-18:   28.5
?
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:   0.238 Fluc inhibitor:   0.01
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.017
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.002
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.885 Promiscuous compounds:   0.04

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.228 MDCK Permeability:   -4.525
Pgp-inhibitor:   0.811 Pgp-substrate:   0.053
PAMPA:   0.016
?
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):   0.007
20% Bioavailability (F20%):   0.088 30% Bioavailability (F30%):   0.241
50% Bioavailability (F50%):   0.617

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.728 MRP1:   0.94
Plasma Protein Binding (PPB):   88.139% Volume Distribution (VD):   0.417
Fu: 11.181%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.895
OATP1B3 inhibitor:   0.838 BCRP inhibitor:   0.308
BSEP inhibitor:   0.956

ADMET: Metabolism

CYP1A2-inhibitor:   0.014 CYP1A2-substrate:   0.859
CYP2C19-inhibitor:   0.718 CYP2C19-substrate:   0.481
CYP2C9-inhibitor:   0.417 CYP2C9-substrate:   0.189
CYP2D6-inhibitor:   0.484 CYP2D6-substrate:   0.226
CYP3A4-inhibitor:   0.071 CYP3A4-substrate:   0.201
CYP2B6-substrate:   0.953 CYP2C8-inhibitor:   0.55
HLM stability:   0.738
?
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):  10.415 Half-life (T1/2):  1.187

ADMET: Toxicity

hERG Blockers:  0.13 hERG Blockers (10um):  0.587
Human Hepatotoxicity (H-HT):  0.525 Drug-induced Liver Injury (DILI):  0.206
AMES Toxicity:  0.523 Rat Oral Acute Toxicity:  0.552
Maximum Recommended Daily Dose:  0.618 Skin Sensitization:  0.294
Carcinogencity:  0.619 Eye Corrosion:  0.235
Eye Irritation:  0.938 Respiratory Toxicity:  0.766
Drug-induced Neurotoxicity:  0.609 Ototoxicity:  0.538
Hematotoxicity:  0.181 Drug-induced Nephrotoxicity:  0.115
Genotoxicity:  0.31 RPMI-8226 Immunitoxicity:  0.057
A549 Cytotoxicity:  0.082 Hek293 Cytotoxicity:  0.337
BCF:   2.579
?
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:   4.061
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.877
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.659
?
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]
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]
NPO4513 Commiphora africana Species Burseraceae Eukaryota n.a. n.a. n.a. PMID[15679332]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. leaf n.a. PMID[15949825]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. Northeastern Regional Plant Introduction Station at Geneva 1966, 1967, and 1968 crop seasons PMID[18460139]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. root n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. exocarp n.a. PMID[21800857]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25333853]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[26522747]
NPO12498 Carpesium cernuum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[27668963]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[2831703]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29873264]
NPO48128 Nepeta melissifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31029727]
NPO54758 Nepeta sibirica Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31029727]
NPO47856 Ansellia africana Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[31140321]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[33172599]
NPO59176 Teucrium Capitatum L. Subsp. Lusitanicum Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[33230534]
NPO12498 Carpesium cernuum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[33810440]
NPO52078 Siparuna muricata Species Siparunaceae Eukaryota n.a. n.a. n.a. PMID[34063513]
NPO47856 Ansellia africana Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[34361724]
NPO59751 Syzigium cumini n.a. n.a. n.a. n.a. n.a. n.a. PMID[34834076]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[35889256]
NPO48225 Hyptis crenata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36113677]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36253818]
NPO16473 Araucaria bidwillii Species Araucariaceae Eukaryota n.a. n.a. n.a. PMID[36542210]
NPO42169 Araucaria heterophylla Species Araucariaceae Eukaryota n.a. n.a. n.a. PMID[36542210]
NPO5118 Zanthoxylum myriacanthum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[36627746]
NPO52078 Siparuna muricata Species Siparunaceae Eukaryota n.a. n.a. n.a. PMID[36671283]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36677644]
NPO43457 Thymus holosericeus Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36679061]
NPO56095 Hedyosmum purpurascens Genus Chloranthaceae Eukaryota n.a. n.a. n.a. PMID[36903611]
NPO42263 Ferulago glareosa Genus Apiaceae Eukaryota n.a. n.a. n.a. PMID[37070659]
NPO48225 Hyptis crenata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37110606]
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]
NPO45102 Cupressus arizonica Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37482262]
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]
NPO7068 Tanacetum annuum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37760747]
NPO42911 Vitex pseudo-negundo Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37822892]
NPO18680 Larix decidua Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[38259911]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38474654]
NPO42169 Araucaria heterophylla Species Araucariaceae Eukaryota n.a. n.a. n.a. PMID[38513004]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38617605]
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]
NPO13182 Achillea wilhelmsii Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[38783072]
NPO44270 Retama dasycarpa Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[38847466]
NPO10942 Retama sphaerocarpa Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[38847466]
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]
NPO47601 Thymus zygis subsp. gracilis Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39205636]
NPO13182 Achillea wilhelmsii Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[39349567]
NPO55822 Kleinia anteuphorbium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[39403475]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[39596244]
NPO44392 Gynoxys reinaldii Genus Asteraceae Eukaryota n.a. n.a. n.a. PMID[39771242]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13182 Achillea wilhelmsii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24644 Hansenia forbesii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2953 Ostericum grosseserratum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO45102 Cupressus arizonica Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7068 Tanacetum annuum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19694 Senecio scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18680 Larix decidua Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10942 Retama sphaerocarpa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO54758 Nepeta sibirica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12498 Carpesium cernuum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16473 Araucaria bidwillii Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO42169 Araucaria heterophylla Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus 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]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus 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]
NPO42012 Rosmarinus officinalis Species Lamiaceae 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]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5118 Zanthoxylum myriacanthum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19694 Senecio scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16473 Araucaria bidwillii Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO19694 Senecio scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24644 Hansenia forbesii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5118 Zanthoxylum myriacanthum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9049 Tanacetum parthenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16473 Araucaria bidwillii Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24644 Hansenia forbesii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2953 Ostericum grosseserratum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19694 Senecio scandens 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]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19694 Senecio scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5118 Zanthoxylum myriacanthum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18680 Larix decidua Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13182 Achillea wilhelmsii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12498 Carpesium cernuum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7068 Tanacetum annuum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16473 Araucaria bidwillii Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10942 Retama sphaerocarpa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4513 Commiphora africana Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24644 Hansenia forbesii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2953 Ostericum grosseserratum Species Apiaceae 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
NPO10942 Retama sphaerocarpa Oil n.a. 0.16 n.a. n.a. % PMID[38847466]
NPO12498 Carpesium cernuum Oil n.a. 0.3 n.a. n.a. % PMID[33810440]
NPO13182 Achillea wilhelmsii Oil n.a. 0.2 n.a. n.a. % PMID[39349567]
NPO15520 Dracocephalum kotschyi Oil n.a. 0.3 n.a. n.a. % PMID[29873264]
NPO16473 Araucaria bidwillii Oil n.a. 2.77 n.a. n.a. % PMID[36542210]
NPO18680 Larix decidua Oil n.a. 0.17 ± 0.01 n.a. n.a. % PMID[38259911]
NPO18680 Larix decidua Oil n.a. 0.13 ± 0.03 n.a. n.a. % PMID[38259911]
NPO42012 Rosmarinus officinalis Oil n.a. 0.6 n.a. n.a. % PMID[38474654]
NPO42012 Rosmarinus officinalis Oil n.a. 0.55 ± 0.05 n.a. n.a. % PMID[36677644]
NPO42012 Rosmarinus officinalis Oil n.a. 0.37 ± 0.02 n.a. n.a. % PMID[36677644]
NPO42169 Araucaria heterophylla Oil n.a. 0.58 n.a. n.a. % PMID[36542210]
NPO42263 Ferulago glareosa Oil Aerial parts 0.1 n.a. n.a. % PMID[37070659]
NPO42911 Vitex pseudo-negundo Oil Leaves 0.01 n.a. n.a. % PMID[37822892]
NPO42911 Vitex pseudo-negundo Oil Fruits 0.2 n.a. n.a. % PMID[37822892]
NPO43457 Thymus holosericeus Oil n.a. 0.00 n.a. n.a. % PMID[36679061]
NPO43457 Thymus holosericeus Oil n.a. 0.1 n.a. n.a. % PMID[36679061]
NPO44270 Retama dasycarpa Oil n.a. 0.16 n.a. n.a. % PMID[38847466]
NPO44392 Gynoxys reinaldii Oil n.a. 0.3 n.a. n.a. % PMID[39771242]
NPO44392 Gynoxys reinaldii Oil n.a. 0.1 n.a. n.a. % PMID[39771242]
NPO45102 Cupressus arizonica Oil n.a. 0.19 n.a. n.a. % PMID[37482262]
NPO4513 Commiphora africana Oil n.a. 0.6 n.a. n.a. % PMID[37653941]
NPO4513 Commiphora africana Oil n.a. 0.2 n.a. n.a. % PMID[37653941]
NPO47601 Thymus zygis subsp. gracilis Oil n.a. 0.01 ± 0.00 n.a. n.a. % PMID[39205636]
NPO47856 Ansellia africana n.a. n.a. 0.73 n.a. n.a. % PMID[31140321]
NPO47856 Ansellia africana n.a. n.a. 1.37 n.a. n.a. % PMID[31140321]
NPO48128 Nepeta melissifolia Oil n.a. 0.07±0.00 n.a. n.a. % PMID[31029727]
NPO48225 Hyptis crenata Oil n.a. 0.1 n.a. n.a. % PMID[37110606]
NPO48225 Hyptis crenata Oil n.a. 0.1 ± 0.0 n.a. n.a. % PMID[36113677]
NPO5118 Zanthoxylum myriacanthum Oil n.a. 2.93 n.a. n.a. % PMID[36627746]
NPO52078 Siparuna muricata n.a. Fruits 0.36 n.a. n.a. % PMID[36671283]
NPO52078 Siparuna muricata n.a. Leaves 0.41 n.a. n.a. % PMID[36671283]
NPO54758 Nepeta sibirica Oil n.a. 0.05±0.00 n.a. n.a. % PMID[31029727]
NPO55822 Kleinia anteuphorbium Oil n.a. 0.62 n.a. n.a. % PMID[39403475]
NPO56095 Hedyosmum purpurascens Oil n.a. 4.53 ± 0.49 n.a. n.a. % PMID[36903611]
NPO56095 Hedyosmum purpurascens Oil n.a. 0.81 ± 0.06 n.a. n.a. % PMID[36903611]
NPO56463 Grindelia squarrosa Oil n.a. 0.2 n.a. n.a. % PMID[37175263]
NPO59176 Teucrium Capitatum L. Subsp. Lusitanicum Oil n.a. 0.1 n.a. n.a. % PMID[33230534]
NPO59751 Syzigium cumini Oil n.a. 0.02 n.a. n.a. % PMID[34834076]
NPO60061 Boswellia rivae Oil n.a. 0.1 n.a. n.a. % PMID[37653941]
NPO60061 Boswellia rivae Oil n.a. 0.2 n.a. n.a. % PMID[37653941]
NPO60061 Boswellia rivae Oil n.a. 0.3 n.a. n.a. % PMID[37653941]
NPO7068 Tanacetum annuum Oil n.a. 0.39 n.a. n.a. % PMID[37760747]
NPO9049 Tanacetum parthenium Oil n.a. 0.30 n.a. n.a. % PMID[37446568]

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 NPC250630 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
NPC

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC250630 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