Natural Product: NPC172625

Natural Product IDNPC172625
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 SSKWMOQUUQAJGV-QEHWCHDUSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 10845194
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001549] Monoterpenoids
          • [CHEMONTID:0001127] Acyclic 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 SSKWMOQUUQAJGV-QEHWCHDUSA-N
Standard InCHI InChI=1S/C10H16O3/c1-4-10(3,13)7-5-6-8(2)9(11)12/h4,6,13H,1,5,7H2,2-3H3,(H,11,12)/b8-6+/t10-/m1/s1
SMILES C=C[C@](C)(CC/C=C(C)/C(=O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   184.11 Volume:   199.978
?
Van der Waals volume.
Dense:   0.921 LogP:   1.611
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.555
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -1.254
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   5.0 Rigid Bonds:   3.0
TPSA:   57.53
?
Topological Polar Surface Area.
 H-Bond Acceptor:   3.0
H-Bond Donor:   2.0 Rings:   0.0
Heavy Atoms:   3.0

MedChem Properties

QED Drug-Likeness Score:   0.505 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.468 Fsp3:   0.5
MCE-18:   5.0
?
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:   0.004 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.004
?
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:   0.997 Promiscuous compounds:   0.193

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.772 MDCK Permeability:   -4.641
Pgp-inhibitor:   0.002 Pgp-substrate:   0.016
PAMPA:   0.97
?
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):   0.556
20% Bioavailability (F20%):   0.994 30% Bioavailability (F30%):   0.999
50% Bioavailability (F50%):   1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.0 MRP1:   0.752
Plasma Protein Binding (PPB):   60.709% Volume Distribution (VD):   -0.651
Fu: 36.975%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   1.0
OATP1B3 inhibitor:   0.987 BCRP inhibitor:   0.937
BSEP inhibitor:   0.145

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.001 CYP2C19-substrate:   0.012
CYP2C9-inhibitor:   0.941 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.001 CYP2D6-substrate:   0.001
CYP3A4-inhibitor:   0.016 CYP3A4-substrate:   0.001
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.69
HLM stability:   0.074
?
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):  3.685 Half-life (T1/2):  1.667

ADMET: Toxicity

hERG Blockers:  0.01 hERG Blockers (10um):  0.066
Human Hepatotoxicity (H-HT):  0.572 Drug-induced Liver Injury (DILI):  0.2
AMES Toxicity:  0.083 Rat Oral Acute Toxicity:  0.108
Maximum Recommended Daily Dose:  0.347 Skin Sensitization:  0.917
Carcinogencity:  0.247 Eye Corrosion:  0.984
Eye Irritation:  0.998 Respiratory Toxicity:  0.918
Drug-induced Neurotoxicity:  0.103 Ototoxicity:  0.402
Hematotoxicity:  0.186 Drug-induced Nephrotoxicity:  0.369
Genotoxicity:  0.319 RPMI-8226 Immunitoxicity:  0.022
A549 Cytotoxicity:  0.01 Hek293 Cytotoxicity:  0.055
BCF:   0.134
?
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:   2.663
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.022
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.356
?
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
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(00)94679-X]
NPO21079 Actinomadura hibisca Species Thermomonosporaceae Bacteria n.a. n.a. n.a. DOI[10.1021/jo00272a013]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota aerial parts n.a. n.a. PMID[10650088]
NPO20889 Anastrepha suspensa Species Tephritidae Eukaryota n.a. n.a. n.a. PMID[10706642]
NPO20635 Dalbergia frutescens Species Fabaceae Eukaryota bark n.a. n.a. PMID[11076565]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[11421727]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[11830167]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota underground organs n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota leaves n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota dried aerial organs n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota dried aerial organs n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota roots and stolons n.a. n.a. PMID[14738379]
NPO21023 Astilbe koreana Species Saxifragaceae Eukaryota n.a. n.a. n.a. PMID[16580200]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. seed n.a. PMID[21049975]
NPO21079 Actinomadura hibisca Species Thermomonosporaceae Bacteria n.a. n.a. n.a. PMID[21119678]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota n.a. mycelium n.a. PMID[21473608]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota n.a. n.a. n.a. PMID[21473608]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. aerial part n.a. PMID[25154406]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[25466012]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[28245113]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[30199256]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[30551419]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31815461]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[35999251]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[36432786]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[36840093]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37420038]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[37653914]
NPO20045 Burkholderia cepacia Species Burkholderiaceae Bacteria n.a. n.a. n.a. PMID[3839140]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[38592874]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[38719900]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[39065713]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[39683666]
NPO20045 Burkholderia cepacia Species Burkholderiaceae Bacteria n.a. n.a. n.a. PMID[7684040]
NPO24658 Dillenia papuana Species Dilleniaceae Eukaryota n.a. n.a. n.a. PMID[7798959]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21079 Actinomadura hibisca Species Thermomonosporaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO20889 Anastrepha suspensa Species Tephritidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22880 Aspergillus caespitosus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21023 Astilbe koreana Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20827 Boronia muelleri Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20045 Burkholderia cepacia Species Burkholderiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO22689 Cassia carnaval Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20696 Colchicum macedonicum Species Colchicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20953 Coprosma acerosa Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29262 Cranfillia vulcanica Species Blechnaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10757 Cyanospira rippkae Species Aphanizomenonaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO21839 Cymathere triplicata n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO20635 Dalbergia frutescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20134 Dicliptera riparia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24658 Dillenia papuana Species Dilleniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19799 Erwinia rhapontici Species Erwiniaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO20764 Euphorbia caducifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8570 Ficus elastica Species Moraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21905 Helianthopsis bishopii n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20316 Hypselodoris cantabrica Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20508 Ilex kaushue Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22298 Inula thapsoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22042 Kaunia arbuscularis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22490 Limeum pterocarpum Species Limeaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21400 Macrocystidia cucumis Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21270 Nerita albicilla Species Neritidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20190 Oxandra xylopioides Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19880 Palicourea alpina Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15871 Parmelia enteromorpha Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4785 Persicaria thunbergii Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20077 Posoqueria latifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22746 Salix sieboldiana Species Salicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6873 Salvia xalapensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22227 Sambucus ebulus Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21212 Scrophularia smithii Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17581 Streptomyces fulvoviridis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO4771 Tanacetum santolinoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22551 Trifolium alexandrium Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22362 Tylophora flava Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20012 Wunderlichia mirabilis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21775 Zilla spinosa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20508 Ilex kaushue Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20134 Dicliptera riparia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4785 Persicaria thunbergii Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22490 Limeum pterocarpum Species Limeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21270 Nerita albicilla Species Neritidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22298 Inula thapsoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22689 Cassia carnaval Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22227 Sambucus ebulus Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20012 Wunderlichia mirabilis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4785 Persicaria thunbergii Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21775 Zilla spinosa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10757 Cyanospira rippkae Species Aphanizomenonaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20316 Hypselodoris cantabrica Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4771 Tanacetum santolinoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22362 Tylophora flava Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20077 Posoqueria latifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22042 Kaunia arbuscularis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29262 Cranfillia vulcanica Species Blechnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17581 Streptomyces fulvoviridis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO21079 Actinomadura hibisca Species Thermomonosporaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO19880 Palicourea alpina Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20190 Oxandra xylopioides Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20889 Anastrepha suspensa Species Tephritidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21400 Macrocystidia cucumis Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24658 Dillenia papuana Species Dilleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20764 Euphorbia caducifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22880 Aspergillus caespitosus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21212 Scrophularia smithii Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8570 Ficus elastica Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21839 Cymathere triplicata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO20508 Ilex kaushue Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21023 Astilbe koreana Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15871 Parmelia enteromorpha Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20635 Dalbergia frutescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20045 Burkholderia cepacia Species Burkholderiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20696 Colchicum macedonicum Species Colchicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20134 Dicliptera riparia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6873 Salvia xalapensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22746 Salix sieboldiana Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20953 Coprosma acerosa Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21905 Helianthopsis bishopii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO22551 Trifolium alexandrium Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20827 Boronia muelleri Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19799 Erwinia rhapontici Species Erwiniaceae Bacteria 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

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 NPC172625 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.5 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC474127

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC172625 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