Natural Product: NPC165157

Natural Product IDNPC165157
Common Name
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The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 KFSFAHOBWUACJO-WAYWQWQTSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 92036223
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000176] Benzoic acids and derivatives
          • [CHEMONTID:0001248] Hydroxybenzoic acid derivatives
            • [CHEMONTID:0000487] Salicylic acid and derivatives
              • [CHEMONTID:0002514] Salicylic acids

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 KFSFAHOBWUACJO-WAYWQWQTSA-N
Standard InCHI InChI=1S/C24H38O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21-19-17-20-22(25)23(21)24(26)27/h5-6,17,19-20,25H,2-4,7-16,18H2,1H3,(H,26,27)/b6-5-
SMILES CCCC/C=CCCCCCCCCCCCc1cccc(c1C(=O)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
NPO4957 Epimedium brevicornu Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1623 Acarospora gobiensis Species Acarosporaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10974 Acarus immobilis Species Acaridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2600 Alicyclobacillus acidoterrestris Species Alicyclobacillaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO7911 Bignonia gracilis Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4339 Carthamus oxyacanthus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7774 Cliona copiosa Species Clionaidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4632 Crataegus pyracantha Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO987 Cruciata taurica Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9687 Evernia esorediosa Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6734 Gladiolus atroviolaceus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO561 Lindsaea chienii Species Lindsaeaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11121 Myrothamnus flabellifolia Species Myrothamnaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11344 Pilea cavaleriei Species Urticaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7502 Salpa thompsoni Species Salpidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12319 Xanthogaleruca luteola Species Chrysomelidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10410 Zephyranthes andersoniana Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4957 Epimedium brevicornu Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4957 Epimedium brevicornu Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO6734 Gladiolus atroviolaceus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10974 Acarus immobilis Species Acaridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11121 Myrothamnus flabellifolia Species Myrothamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2600 Alicyclobacillus acidoterrestris Species Alicyclobacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO7774 Cliona copiosa Species Clionaidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9687 Evernia esorediosa Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1623 Acarospora gobiensis Species Acarosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11344 Pilea cavaleriei Species Urticaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10410 Zephyranthes andersoniana Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO987 Cruciata taurica Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12319 Xanthogaleruca luteola Species Chrysomelidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4632 Crataegus pyracantha Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4339 Carthamus oxyacanthus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4957 Epimedium brevicornu Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7911 Bignonia gracilis Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7502 Salpa thompsoni Species Salpidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO561 Lindsaea chienii Species Lindsaeaceae 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 NPC165157 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 NPC238531
1.0 High Similarity NPC178395
0.9778 High Similarity NPC244994
0.9778 High Similarity NPC222876
0.9778 High Similarity NPC292665
0.9778 High Similarity NPC179092
0.9773 High Similarity NPC483452
0.9167 High Similarity NPC115188
0.9167 High Similarity NPC159760
0.9167 High Similarity NPC301987
0.8776 High Similarity NPC26433
0.86 High Similarity NPC167055
0.8444 Intermediate Similarity NPC483451
0.8444 Intermediate Similarity NPC227450
0.8444 Intermediate Similarity NPC272454
0.8444 Intermediate Similarity NPC35856
0.8444 Intermediate Similarity NPC609957
0.84 Intermediate Similarity NPC184579
0.84 Intermediate Similarity NPC233165
0.7963 Intermediate Similarity NPC240744
0.74 Intermediate Similarity NPC605990
0.72 Intermediate Similarity NPC244351
0.72 Intermediate Similarity NPC483453
0.6792 Remote Similarity NPC17840
0.6792 Remote Similarity NPC247477
0.5424 Remote Similarity NPC489602
0.5283 Remote Similarity NPC607458
0.5224 Remote Similarity NPC71256

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC165157 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