Natural Product: NPC190291

Natural Product IDNPC190291
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 MVTLXFDHKDVAIC-LQQBYVAQSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 6443034
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000476] Cinnamic acids and derivatives
        • [CHEMONTID:0001391] Hydroxycinnamic acids and derivatives
          • [CHEMONTID:0003002] Hydroxycinnamic acid esters
            • [CHEMONTID:0000465] Coumaric acid esters

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 MVTLXFDHKDVAIC-LQQBYVAQSA-N
Standard InCHI InChI=1S/C24H28O12/c25-9-14-18(29)19(30)20(31)23(34-14)35-22-16-13(7-8-32-22)17(28)21-24(16,36-21)10-33-15(27)6-3-11-1-4-12(26)5-2-11/h1-8,13-14,16-23,25-26,28-31H,9-10H2/b6-3+/t13-,14-,16-,17+,18-,19+,20-,21+,22+,23+,24-/m1/s1
SMILES c1cc(ccc1/C=C/C(=O)OC[C@@]12[C@@H]3[C@@H](C=CO[C@H]3O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)[C@@H]([C@@H]1O2)O)O

  Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO23522 Croton argyrophylloides Species Euphorbiaceae Eukaryota bark Crato, Cear State, Brazil 2005-JAN PMID[19780590]
NPO21027 Daphnia magna Species Daphniidae Eukaryota n.a. n.a. n.a. PMID[20117838]
NPO15656 Fusarium equiseti Species Nectriaceae Eukaryota n.a. n.a. n.a. PMID[25475336]
NPO25014 Achillea millefolium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[36905473]
NPO21027 Daphnia magna Species Daphniidae Eukaryota n.a. n.a. n.a. Database[Article]
NPO24762 Sporothrix flocculosa Species Ophiostomataceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4722 Peumus boldus Species Monimiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24125 Guatteria subsessilis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15656 Fusarium equiseti Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24801 Fagraea ceilanica Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24648 Dryopteris sieboldii Species Dryopteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23522 Croton argyrophylloides Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24851 Aniba gigantifolia Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21027 Daphnia magna Species Daphniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25014 Achillea millefolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4722 Peumus boldus Species Monimiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25014 Achillea millefolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4722 Peumus boldus Species Monimiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25014 Achillea millefolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25014 Achillea millefolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24851 Aniba gigantifolia Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15656 Fusarium equiseti Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24762 Sporothrix flocculosa Species Ophiostomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4722 Peumus boldus Species Monimiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24648 Dryopteris sieboldii Species Dryopteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23522 Croton argyrophylloides Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24125 Guatteria subsessilis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24801 Fagraea ceilanica Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25014 Achillea millefolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21027 Daphnia magna Species Daphniidae 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

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 NPC190291 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
0.6628 Remote Similarity NPC254819
0.6437 Remote Similarity NPC46644
0.6 Remote Similarity NPC175333
0.5714 Remote Similarity NPC18789
0.5625 Remote Similarity NPC52097
0.5591 Remote Similarity NPC479970
0.5543 Remote Similarity NPC49597
0.5532 Remote Similarity NPC202391
0.5532 Remote Similarity NPC296659
0.5526 Remote Similarity NPC11724
0.5521 Remote Similarity NPC229548
0.5417 Remote Similarity NPC89693
0.5361 Remote Similarity NPC240592
0.5361 Remote Similarity NPC117346
0.5333 Remote Similarity NPC475824
0.5319 Remote Similarity NPC96599
0.5263 Remote Similarity NPC31745
0.5263 Remote Similarity NPC220936
0.5263 Remote Similarity NPC486495
0.5253 Remote Similarity NPC63304
0.5222 Remote Similarity NPC194705
0.519 Remote Similarity NPC258501
0.5109 Remote Similarity NPC77922
0.5109 Remote Similarity NPC473281

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC190291 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
0.6327 Remote Similarity NPD7685 Pre-registration

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