Natural Product: NPC95952
Natural Product ID:   | NPC95952 |
Common Name*:   | UIERETOOQGIECD-ARJAWSKDSA-N |
IUPAC Name:   | n.a. |
Synonyms:   | |
Standard InCHIKey:   | UIERETOOQGIECD-ARJAWSKDSA-N |
Standard InCHI:   | InChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3- |
SMILES:   | C/C=C(/C)C(=O)O
|
Synthetic Gene Cluster:   |
n.a. |
ChEMBL Identifier:   |
n.a. |
PubChem CID:   |
643915 |
Chemical Classification**:   |
-
CHEMONTID:0000000 [Organic compounds]
-
[CHEMONTID:0000012] Lipids and lipid-like molecules
-
[CHEMONTID:0003909] Fatty Acyls
[CHEMONTID:0000262] Fatty acids and conjugates[CHEMONTID:0000338] Branched fatty acids[CHEMONTID:0003544] Methyl-branched fatty acids
|
*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.
  Species Source
Organism ID |
Organism Name |
Taxonomy Level |
Family |
SuperKingdom |
Isolation Part |
Collection Location |
Collection Time |
Reference |
NPO11776 |
Lithospermum erythrorhizon |
Species |
Boraginaceae |
Eukaryota |
n.a. |
root |
n.a. |
DOI[10.1007/s11418-007-0221-0] |
NPO17823 |
Lycium chinense |
Species |
Solanaceae |
Eukaryota |
fruits |
n.a. |
n.a. |
PMID[12467621] |
NPO11421 |
Arnebia euchroma |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[12502328] |
NPO15275 |
Briareum asbestinum |
Species |
Briareidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[12662092] |
NPO1396 |
Cladogynos orientalis |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
PMID[15679308] |
NPO10004 |
Callitropsis nootkatensis |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[15962787] |
NPO17823 |
Lycium chinense |
Species |
Solanaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[16212233] |
NPO15275 |
Briareum asbestinum |
Species |
Briareidae |
Eukaryota |
n.a. |
Caribbean |
n.a. |
PMID[1686898] |
NPO11776 |
Lithospermum erythrorhizon |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[17157006] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[17238120] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[18405608] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[18661821] |
NPO11776 |
Lithospermum erythrorhizon |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[19217780] |
NPO6741 |
Metasequoia glyptostroboides |
Species |
Cupressaceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[21226514] |
NPO6741 |
Metasequoia glyptostroboides |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21226514] |
NPO6741 |
Metasequoia glyptostroboides |
Species |
Cupressaceae |
Eukaryota |
n.a. |
stem |
n.a. |
PMID[21226514] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21417376] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21627108] |
NPO6125 |
Peucedanum ostruthium |
Species |
Apiaceae |
Eukaryota |
n.a. |
rhizome |
n.a. |
PMID[21627108] |
NPO6125 |
Peucedanum ostruthium |
Species |
Apiaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[21627108] |
NPO17823 |
Lycium chinense |
Species |
Solanaceae |
Eukaryota |
root bark |
n.a. |
n.a. |
PMID[23282106] |
NPO25140 |
Sapium sebiferum |
Species |
Euphorbiaceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[26281591] |
NPO17823 |
Lycium chinense |
Species |
Solanaceae |
Eukaryota |
Root Bark |
n.a. |
n.a. |
PMID[26982999] |
NPO23429 |
Lycium barbarum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[31397570] |
NPO11776 |
Lithospermum erythrorhizon |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[3373224] |
NPO25140 |
Sapium sebiferum |
Species |
Euphorbiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[3404159] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[7700984] |
NPO11421 |
Arnebia euchroma |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[7775984] |
NPO17823 |
Lycium chinense |
Species |
Solanaceae |
Eukaryota |
fruits |
n.a. |
n.a. |
PMID[9090870] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[Article] |
NPO10980 |
Petasites japonicus |
Species |
Asteraceae |
Eukaryota |
Pt |
n.a. |
n.a. |
Database[FooDB] |
NPO10980 |
Petasites japonicus |
Species |
Asteraceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO11776 |
Lithospermum erythrorhizon |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO10980 |
Petasites japonicus |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO20297 |
Arnebia guttata |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO11421 |
Arnebia euchroma |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO6741 |
Metasequoia glyptostroboides |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO6125 |
Peucedanum ostruthium |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO23429 |
Lycium barbarum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO5166 |
Adonis sutchuenensis |
Species |
Ranunculaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO17823 |
Lycium chinense |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO10980 |
Petasites japonicus |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO25140 |
Sapium sebiferum |
Species |
Euphorbiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO5166 |
Adonis sutchuenensis |
Species |
Ranunculaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO20297 |
Arnebia guttata |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO6125 |
Peucedanum ostruthium |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO8306 |
Berneuxia thibetica |
Species |
Diapensiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO6741 |
Metasequoia glyptostroboides |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO17823 |
Lycium chinense |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO23429 |
Lycium barbarum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO10004 |
Callitropsis nootkatensis |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO11776 |
Lithospermum erythrorhizon |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO8119 |
Ambrosia polystachya |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO11421 |
Arnebia euchroma |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO20297 |
Arnebia guttata |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO11421 |
Arnebia euchroma |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO10980 |
Petasites japonicus |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO11776 |
Lithospermum erythrorhizon |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO17823 |
Lycium chinense |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO23429 |
Lycium barbarum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO8306 |
Berneuxia thibetica |
Species |
Diapensiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO6125 |
Peucedanum ostruthium |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO13877 |
Wedelia forsteriana |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[Title] |
NPO17823 |
Lycium chinense |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO11421 |
Arnebia euchroma |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO11776 |
Lithospermum erythrorhizon |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO20297 |
Arnebia guttata |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO23429 |
Lycium barbarum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO5339 |
Isophysis tasmanica |
Species |
Iridaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12850 |
Leiothrix flavescens |
Species |
Eriocaulaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13682 |
Lonchocarpus laxiflorus |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17823 |
Lycium chinense |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO6741 |
Metasequoia glyptostroboides |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1203 |
Solanum pseudoquina |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1706 |
Eragrostis curvula |
Species |
Poaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO23429 |
Lycium barbarum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22273 |
Angelica pubescens |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13583 |
Daphne cannabina |
Species |
Thymelaeaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8433 |
Bongardia chrysogonum |
Species |
Berberidaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8950 |
Stilpnopappus pickelii |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO3445 |
Dumoria heckeli |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO117 |
Acacia armata |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11776 |
Lithospermum erythrorhizon |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8132 |
Fritillaria meleagris |
Species |
Liliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13877 |
Wedelia forsteriana |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11844 |
Siphula applanata |
Species |
Icmadophilaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO2008 |
Streptomyces ehimensis |
Species |
Streptomycetaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO21493 |
Bunodosoma caissarum |
Species |
Actiniidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8119 |
Ambrosia polystachya |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1049 |
Tethya amamensis |
Species |
Tethyidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20297 |
Arnebia guttata |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO7793 |
Matricaria matricarioides |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO10004 |
Callitropsis nootkatensis |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1396 |
Cladogynos orientalis |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO10980 |
Petasites japonicus |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO4836 |
Sideritis arborescens |
Species |
Lamiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19991 |
Mantella aurantiaca |
Species |
Mantellidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11421 |
Arnebia euchroma |
Species |
Boraginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17179 |
Elizabethkingia meningoseptica |
Species |
Flavobacteriaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO2323 |
Plantago lundborgii |
Species |
Plantaginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO643 |
Astragalus ernestii |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1541 |
Clusia ellipticifolia |
Species |
Clusiidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8306 |
Berneuxia thibetica |
Species |
Diapensiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO15275 |
Briareum asbestinum |
Species |
Briareidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO5166 |
Adonis sutchuenensis |
Species |
Ranunculaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO6125 |
Peucedanum ostruthium |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO25140 |
Sapium sebiferum |
Species |
Euphorbiaceae |
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 |
NP ID |
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
Activity Type |
# Activity |
Others |
2 |
Activity Type |
# Activity |
Organism |
1 |
Others |
1 |
Target ID |
Target Type |
Target Name |
Target Organism |
Activity Type |
Activity Relation |
Value |
Unit |
Reference |
NPT29 |
Organism |
Rattus norvegicus |
Rattus norvegicus |
Cytoprotective effect |
= |
3.5 |
n.a. |
PMID[491523] |
NPT35 |
Others |
n.a. |
|
pKa |
= |
4.3 |
n.a. |
PMID[491524] |
☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.
  Chemically structural similarity: I. Similar Active Natural Products in NPASS
Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)
Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
●  The left chart: Distribution of similarity level between NPC95952 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).
Similarity Score |
Similarity Level |
Natural Product ID |
  Chemically structural similarity: II. Similar Clinical/Approved Drugs
Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.
●  The left chart: Distribution of similarity level between NPC95952 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).
Similarity Score |
Similarity Level |
Drug ID |
Developmental Stage |