Natural Product: NPC608685

Natural Product IDNPC608685
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 CUGDOWNTXKLQMD-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL1705800
PubChem CID n.a.
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]

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 CUGDOWNTXKLQMD-UHFFFAOYSA-N
Standard InCHI InChI=1S/C16H14O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-10,18-19H,1H3
SMILES COc1cc(O)c(C(=O)C=Cc2ccccc2)c(O)c1

  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
NPO23105 Boesenbergia rotunda Species Zingiberaceae Eukaryota n.a. rhizome n.a. DOI[10.1016/0031-9422(83)83075-1]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[136119]
NPO24946 Kaempferia pandurata Species Zingiberaceae Eukaryota n.a. rhizome n.a. PMID[15930750]
NPO17520 Erythrina subumbrans Species Fabaceae Eukaryota n.a. stem n.a. PMID[17055201]
NPO17520 Erythrina subumbrans Species Fabaceae Eukaryota n.a. bark n.a. PMID[17055201]
NPO27600 Boesenbergia pandurata Species Zingiberaceae Eukaryota rhizomes Pindaya Township, Shan State, Myanmar 2004-NOV PMID[17896818]
NPO17520 Erythrina subumbrans Species Fabaceae Eukaryota Barks n.a. n.a. PMID[18171023]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. bark n.a. PMID[22032697]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota bark n.a. n.a. PMID[22032697]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. leaf n.a. PMID[24680612]
NPO14561 Walsura yunnanensis Species Meliaceae Eukaryota Leaves; Twigs n.a. n.a. PMID[25075875]
NPO27600 Boesenbergia pandurata Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[27508308]
NPO27600 Boesenbergia pandurata Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[28099006]
NPO21807 Lindera umbellata Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[32933154]
NPO7848 Magnolia laevifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. PMID[37715638]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[8158163]
NPO3795 Piper hispidum Species Piperaceae Eukaryota leaves n.a. n.a. PMID[9599264]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23963 Odixia angusta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23105 Boesenbergia rotunda Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO63484 Polygonum senegalense Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27600 Boesenbergia pandurata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10367 Gaillardia coahuilensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO62167 Helichrysum spp. Genus Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24946 Kaempferia pandurata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21807 Lindera umbellata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3795 Piper hispidum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7331 Pityrogramma chrysophylla Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22602 Pityrogramma tartarea Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO56679 Populus spp. Genus Salicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8738 Xylopia emarginata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23939 Onychium siliculosum Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO53594 Apis species Genus Apidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17918 Pinus clausa Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21693 Pinus morrisonicola Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14960 Angelica pancicii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17069 Argemone aenea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO54151 Boesenbergia rotunda (L.) Mansf.Kulturpfl. Genus Zingiberaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14804 Celastrus kusanoi Species Celastraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9131 Cryptostylis fulva Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17520 Erythrina subumbrans Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO963 Litsea pungens Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7848 Magnolia laevifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16998 Nannizzia gypsea Species Arthrodermataceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13537 Piper rugosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11371 Psychotria leiocarpa Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9946 Roemeria hybrida Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17299 Stephania discolor Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5022 Viguiera arenaria Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14561 Walsura yunnanensis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO963 Litsea pungens Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21807 Lindera umbellata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17299 Stephania discolor Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24946 Kaempferia pandurata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota Seeds n.a. Database[Phenol-Explorer]
NPO7848 Magnolia laevifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23939 Onychium siliculosum Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO963 Litsea pungens Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21807 Lindera umbellata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3795 Piper hispidum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14561 Walsura yunnanensis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17299 Stephania discolor Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24946 Kaempferia pandurata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO963 Litsea pungens Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21807 Lindera umbellata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO963 Litsea pungens Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27600 Boesenbergia pandurata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21807 Lindera umbellata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17299 Stephania discolor Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11371 Psychotria leiocarpa Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14960 Angelica pancicii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7848 Magnolia laevifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24946 Kaempferia pandurata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3795 Piper hispidum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22602 Pityrogramma tartarea Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23963 Odixia angusta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13537 Piper rugosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14804 Celastrus kusanoi Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9131 Cryptostylis fulva Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8738 Xylopia emarginata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8059 Piper aduncum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17069 Argemone aenea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23939 Onychium siliculosum Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21693 Pinus morrisonicola Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16998 Nannizzia gypsea Species Arthrodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17520 Erythrina subumbrans Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9946 Roemeria hybrida Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17918 Pinus clausa Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10367 Gaillardia coahuilensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7331 Pityrogramma chrysophylla Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14561 Walsura yunnanensis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5022 Viguiera arenaria Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23105 Boesenbergia rotunda Species Zingiberaceae 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
NPT28438 Unchecked Unchecked n.a. Potency n.a. 105.9 nM PubChem BioAssay data set
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Potency n.a. 1510.1 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 NPC608685 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 NPC212631
0.7674 Intermediate Similarity NPC188646
0.7619 Intermediate Similarity NPC64359
0.6829 Remote Similarity NPC45438
0.6739 Remote Similarity NPC87231
0.6364 Remote Similarity NPC139813
0.6304 Remote Similarity NPC242294
0.625 Remote Similarity NPC150399
0.617 Remote Similarity NPC308037
0.6122 Remote Similarity NPC473391
0.6042 Remote Similarity NPC263670
0.6 Remote Similarity NPC472364
0.5957 Remote Similarity NPC205468
0.5882 Remote Similarity NPC240593
0.5833 Remote Similarity NPC131451
0.5833 Remote Similarity NPC142165
0.5745 Remote Similarity NPC482123
0.5714 Remote Similarity NPC92722
0.5714 Remote Similarity NPC156092
0.5714 Remote Similarity NPC56031
0.5714 Remote Similarity NPC15329
0.5682 Remote Similarity NPC58229
0.56 Remote Similarity NPC476333
0.56 Remote Similarity NPC175098
0.56 Remote Similarity NPC471417
0.56 Remote Similarity NPC337373
0.5577 Remote Similarity NPC472368
0.551 Remote Similarity NPC284556
0.551 Remote Similarity NPC265045
0.5435 Remote Similarity NPC297186
0.5417 Remote Similarity NPC336114
0.54 Remote Similarity NPC129132
0.537 Remote Similarity NPC482939
0.5333 Remote Similarity NPC73532
0.5306 Remote Similarity NPC262359
0.5294 Remote Similarity NPC472366
0.5283 Remote Similarity NPC472367
0.525 Remote Similarity NPC71664
0.525 Remote Similarity NPC608893
0.5208 Remote Similarity NPC192304
0.52 Remote Similarity NPC312318
0.52 Remote Similarity NPC605344
0.5128 Remote Similarity NPC128428
0.5102 Remote Similarity NPC257756
0.5098 Remote Similarity NPC119660
0.5094 Remote Similarity NPC119663
0.5091 Remote Similarity NPC475680
0.5091 Remote Similarity NPC66349

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC608685 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