Natural Product: NPC83088

Natural Product IDNPC83088
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 (2,2,4-Trimethyl-3-Bicyclo[2.2.1]Heptanyl) Acetate
IUPAC Name (2,2,4-trimethyl-3-bicyclo[2.2.1]heptanyl) acetate
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL3186375
PubChem CID 107217
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 JUWUWIGZUVEFQB-UHFFFAOYSA-N
Standard InCHI InChI=1S/C12H20O2/c1-8(13)14-10-11(2,3)9-5-6-12(10,4)7-9/h9-10H,5-7H2,1-4H3
SMILES CC(=O)OC1C(C)(C)C2CCC1(C)C2

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   196.15 Volume:   213.939
?
Van der Waals volume.
Dense:   0.917 LogP:   3.019
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.041
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.725
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   2.0 Rigid Bonds:   9.0
TPSA:   26.3
?
Topological Polar Surface Area.
 H-Bond Acceptor:   2.0
H-Bond Donor:   0.0 Rings:   2.0
Heavy Atoms:   2.0

MedChem Properties

QED Drug-Likeness Score:   0.603 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.326 Fsp3:   0.917
MCE-18:   39.13
?
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:   0.046 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:   0.005
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.928 Promiscuous compounds:   0.264

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.613 MDCK Permeability:   -4.635
Pgp-inhibitor:   0.908 Pgp-substrate:   0.169
PAMPA:   0.16
?
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):   0.116
20% Bioavailability (F20%):   0.169 30% Bioavailability (F30%):   0.383
50% Bioavailability (F50%):   0.79

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.284 MRP1:   0.992
Plasma Protein Binding (PPB):   89.082% Volume Distribution (VD):   0.353
Fu: 12.862%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.009
OATP1B3 inhibitor:   0.058 BCRP inhibitor:   0.028
BSEP inhibitor:   0.953

ADMET: Metabolism

CYP1A2-inhibitor:   0.402 CYP1A2-substrate:   0.982
CYP2C19-inhibitor:   0.532 CYP2C19-substrate:   0.375
CYP2C9-inhibitor:   0.182 CYP2C9-substrate:   0.003
CYP2D6-inhibitor:   0.025 CYP2D6-substrate:   0.007
CYP3A4-inhibitor:   0.155 CYP3A4-substrate:   0.021
CYP2B6-substrate:   1.0 CYP2C8-inhibitor:   0.74
HLM stability:   0.613
?
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):  4.382 Half-life (T1/2):  1.135

ADMET: Toxicity

hERG Blockers:  0.072 hERG Blockers (10um):  0.573
Human Hepatotoxicity (H-HT):  0.351 Drug-induced Liver Injury (DILI):  0.221
AMES Toxicity:  0.316 Rat Oral Acute Toxicity:  0.284
Maximum Recommended Daily Dose:  0.455 Skin Sensitization:  0.585
Carcinogencity:  0.443 Eye Corrosion:  0.897
Eye Irritation:  0.983 Respiratory Toxicity:  0.499
Drug-induced Neurotoxicity:  0.408 Ototoxicity:  0.368
Hematotoxicity:  0.167 Drug-induced Nephrotoxicity:  0.087
Genotoxicity:  0.015 RPMI-8226 Immunitoxicity:  0.03
A549 Cytotoxicity:  0.187 Hek293 Cytotoxicity:  0.162
BCF:   2.052
?
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:   4.249
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.476
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.14
?
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
NPO57214 Cupressus lusitanica Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[ 11339951]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.indcrop.2020.112278]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)94055-X]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. flower n.a. DOI[10.3390/70200245]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota Leaves and branches Soorkesh Valley, Gollestan, Iran n.a. PMID[15104493]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota leaves Soorkesh Valley, Gollestan, Iran n.a. PMID[15104493]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. leaf n.a. PMID[15949825]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[16249088]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. aerial part n.a. PMID[20973550]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[21574561]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23747095]
NPO11313 Juniperus formosana Species Cupressaceae Eukaryota n.a. leaf n.a. PMID[24273878]
NPO11313 Juniperus formosana Species Cupressaceae Eukaryota n.a. fruit n.a. PMID[24273878]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24617303]
NPO18343 Lavandula pedunculata Species Lamiaceae Eukaryota Flowers Yili, China n.a. PMID[24621197]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[26522747]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota Seeds n.a. n.a. PMID[28134521]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29192771]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29873264]
NPO54641 Foeniculum vulgare subsp. vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[30632261]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[30792999]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[30792999]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[31368565]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31464066]
NPO18735 Pinus mugo Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[31475763]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31500359]
NPO43334 Salvia chamelaeagnea Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31958659]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[32372353]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[32415726]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[33172599]
NPO54641 Foeniculum vulgare subsp. vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[33410338]
NPO42560 Foeniculum vulgare subsp. piperitum Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[33410338]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[33588649]
NPO59751 Syzigium cumini n.a. n.a. n.a. n.a. n.a. n.a. PMID[34834076]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[35264638]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[35608311]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[35889256]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36080366]
NPO55948 Salvia dentata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36235019]
NPO60267 Salvia africana Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36235019]
NPO43334 Salvia chamelaeagnea Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36235019]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36235238]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36253818]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36270431]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36359928]
NPO49062 Thymus zygis Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36432812]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36577196]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36677644]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36773055]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36840093]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36840093]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[36840093]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[36903957]
NPO18343 Lavandula pedunculata Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36984777]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36984777]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36987101]
NPO49062 Thymus zygis Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37020229]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37049808]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37115147]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37175125]
NPO57214 Cupressus lusitanica Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37482262]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[37488427]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[37626070]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[37667613]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37801906]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37849964]
NPO11313 Juniperus formosana Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[37894884]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37898811]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[37917799]
NPO52623 Alpinia coriandriodora Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[37936928]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[38005226]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38053906]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[38067590]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38267697]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38474654]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38474654]
NPO14267 Seseli tortuosum Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[38475524]
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]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38695450]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38744893]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[38868673]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[38999684]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39063231]
NPO26594 Eucalyptus tereticornis Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[39064968]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39135848]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39520005]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[39588261]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39592251]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[39592457]
NPO4995 Thymus serpyllum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39633960]
NPO49062 Thymus zygis Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39633960]
NPO4995 Thymus serpyllum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39683108]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[39723073]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18735 Pinus mugo Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4995 Thymus serpyllum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18343 Lavandula pedunculata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26594 Eucalyptus tereticornis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14267 Seseli tortuosum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO57214 Cupressus lusitanica Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota Shoot Essent. Oil n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Shoot Essent. Oil n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota Stem Bark 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]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26594 Eucalyptus tereticornis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4995 Thymus serpyllum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14267 Seseli tortuosum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO42013 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26594 Eucalyptus tereticornis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4995 Thymus serpyllum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14267 Seseli tortuosum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14267 Seseli tortuosum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4995 Thymus serpyllum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29169 Origanum vulgare Species Lamiaceae 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]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11313 Juniperus formosana Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18735 Pinus mugo Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26594 Eucalyptus tereticornis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18343 Lavandula pedunculata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4988 Lavandula stoechas Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9138 Syzygium cumini Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12878 Cupressus sempervirens Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16646 Artemisia campestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14267 Seseli tortuosum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28256 Platycladus orientalis Species Cupressaceae 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
NPO11313 Juniperus formosana Oil n.a. 0.22 n.a. n.a. % PMID[37894884]
NPO12878 Cupressus sempervirens Superheated steam extraction n.a. 0.31 n.a. n.a. % PMID[37801906]
NPO14267 Seseli tortuosum Oil Roots 0.66 n.a. n.a. % PMID[38475524]
NPO15520 Dracocephalum kotschyi Oil n.a. 1.21 ± 0.00 n.a. n.a. % PMID[33172599]
NPO16646 Artemisia campestris Oil Aerial parts 1.16±0.07 n.a. n.a. % PMID[37849964]
NPO18343 Lavandula pedunculata Oil n.a. 0.1–0.5 n.a. n.a. % PMID[36984777]
NPO18735 Pinus mugo Oil n.a. 0.1 n.a. n.a. % PMID[31475763]
NPO20414 Ocimum basilicum Oil n.a. 1.17 n.a. n.a. % PMID[30792999]
NPO20414 Ocimum basilicum Oil n.a. 0.2 n.a. n.a. % PMID[36080366]
NPO20414 Ocimum basilicum Oil n.a. 0.3 n.a. n.a. % PMID[36080366]
NPO20414 Ocimum basilicum Oil n.a. 0.4 n.a. n.a. % PMID[36080366]
NPO20414 Ocimum basilicum Raw Plant 3.05 0.1 6 mg/100g Database [DUKE]
NPO29169 Origanum vulgare Oil n.a. 0.02 n.a. n.a. % PMID[30792999]
NPO42012 Rosmarinus officinalis Other Plant 5.75 2 9.5 mg/100g Database [DUKE]
NPO42013 Foeniculum vulgare Oil n.a. 0.17 ± 0.03 n.a. n.a. % PMID[31368565]
NPO42013 Foeniculum vulgare Oil n.a. 0.08 ± 0.10 n.a. n.a. % PMID[31368565]
NPO42013 Foeniculum vulgare Oil n.a. 0.18 ± 0.04 n.a. n.a. % PMID[31368565]
NPO42013 Foeniculum vulgare Oil n.a. 0.22 ± 0.08 n.a. n.a. % PMID[31368565]
NPO42013 Foeniculum vulgare Oil n.a. 0.12 ± 0.05 n.a. n.a. % PMID[31368565]
NPO42013 Foeniculum vulgare Hydro distillation Seeds 0.86±0.01 n.a. n.a. % PMID[39723073]
NPO42560 Foeniculum vulgare subsp. piperitum Oil n.a. 11.23 n.a. n.a. % PMID[33410338]
NPO43334 Salvia chamelaeagnea Oil n.a. 0.00 n.a. n.a. % PMID[36235019]
NPO49062 Thymus zygis Oil n.a. 2.54 n.a. n.a. % PMID[39633960]
NPO4988 Lavandula stoechas Oil n.a. 3.9 n.a. n.a. % PMID[36984777]
NPO4988 Lavandula stoechas Oil n.a. 0.5–1.1 n.a. n.a. % PMID[36984777]
NPO4995 Thymus serpyllum Oil n.a. 1.83 n.a. n.a. % PMID[39633960]
NPO52623 Alpinia coriandriodora Oil Rhizomes 2.6 n.a. n.a. % PMID[37936928]
NPO54641 Foeniculum vulgare subsp. vulgare Oil n.a. 0.08 n.a. n.a. % PMID[33410338]
NPO54641 Foeniculum vulgare subsp. vulgare Oil n.a. 0.05 n.a. n.a. % PMID[33410338]
NPO54641 Foeniculum vulgare subsp. vulgare Oil n.a. 0.13 n.a. n.a. % PMID[33410338]
NPO54641 Foeniculum vulgare subsp. vulgare Oil n.a. 0.73 n.a. n.a. % PMID[33410338]
NPO55948 Salvia dentata Oil n.a. 3.98 n.a. n.a. % PMID[36235019]
NPO55948 Salvia dentata Oil n.a. 0.00 n.a. n.a. % PMID[36235019]
NPO57214 Cupressus lusitanica Oil n.a. 0.02 n.a. n.a. % PMID[37482262]
NPO59751 Syzigium cumini Oil n.a. 0.74 n.a. n.a. % PMID[34834076]
NPO60267 Salvia africana Oil n.a. 0.00 n.a. n.a. % PMID[36235019]
NPO9138 Syzygium cumini Oil Bark 0.58 n.a. n.a. % PMID[38067590]
NPO9138 Syzygium cumini Oil Leaves 1.45 n.a. n.a. % PMID[38067590]
NPO9138 Syzygium cumini Oil n.a. 0.25 n.a. n.a. % PMID[32415726]

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].



 Biological Activity

Molecular-level activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified n.a. Potency n.a. 76958.8 nM PubChem BioAssay data set

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 NPC83088 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
0.5312 Remote Similarity NPC87828
0.5312 Remote Similarity NPC230070
0.5312 Remote Similarity NPC9880

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC83088 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