Natural Product: NPC206589
Natural Product ID:   | NPC206589 |
Common Name*:   | FIAAVMJLAGNUKW-PSCXIDSDSA-N |
IUPAC Name:   | n.a. |
Synonyms:   | |
Standard InCHIKey:   | FIAAVMJLAGNUKW-PSCXIDSDSA-N |
Standard InCHI:   | InChI=1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2/t12?,13?,17-,18-,21+,22+,23?,24?,26+,27+/m1/s1 |
SMILES:   | c1cc(ccc1c1cc(=O)c2c(c(c(c(c2o1)[C@H]1C([C@H]([C@@H](C(CO)O1)O)O)O)O)[C@H]1C([C@H]([C@@H](C(CO)O1)O)O)O)O)O
|
Synthetic Gene Cluster:   |
n.a. |
ChEMBL Identifier:   |
n.a. |
PubChem CID:   |
44257674 |
Chemical Classification**:   |
-
CHEMONTID:0000000 [Organic compounds]
-
[CHEMONTID:0000261] Phenylpropanoids and polyketides
-
[CHEMONTID:0000334] Flavonoids
[CHEMONTID:0001111] Flavonoid glycosides[CHEMONTID:0001737] Flavonoid C-glycosides[CHEMONTID:0003535] Flavonoid 8-C-glycosides
|
*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 |
NPO26589 |
Artemisia annua L. |
Strain |
Asteraceae |
Eukaryota |
n.a. |
stem |
n.a. |
DOI[10.1007/s11418-006-0112-9] |
NPO26589 |
Artemisia annua L. |
Strain |
Asteraceae |
Eukaryota |
n.a. |
leaf |
n.a. |
DOI[10.1007/s11418-006-0112-9] |
NPO26589 |
Artemisia annua L. |
Strain |
Asteraceae |
Eukaryota |
n.a. |
flower |
n.a. |
DOI[10.1007/s11418-006-0112-9] |
NPO27288 |
Citrus maxima |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
DOI[10.1016/S0031-9422(99)00119-3] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
Leaves |
n.a. |
n.a. |
PMID[12713396] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
n.a. |
fruit |
n.a. |
PMID[12932131] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[16441081] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[16675659] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
roots |
n.a. |
n.a. |
PMID[20022509] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[20460582] |
NPO1698 |
Glycyrrhiza inflata |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21123068] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21866899] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[22074222] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[22074222] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[23325115] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
Roots |
n.a. |
n.a. |
PMID[23541646] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
rhizome |
n.a. |
PMID[23867078] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[23867078] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[24479468] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
roots |
n.a. |
n.a. |
PMID[24957203] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
n.a. |
fruit |
n.a. |
PMID[25172746] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[25445757] |
NPO3292 |
Desmodium styracifolium |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[25620156] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[25744461] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[26562741] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[26841168] |
NPO26395 |
Siegesbeckia pubescens |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[28009521] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[28140583] |
NPO1698 |
Glycyrrhiza inflata |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[28522265] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[29517238] |
NPO1698 |
Glycyrrhiza inflata |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[29641206] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[31625751] |
NPO4554 |
Isatis tinctoria |
Species |
Brassicaceae |
Eukaryota |
Roots |
n.a. |
n.a. |
PMID[32004936] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[32196343] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
n.a. |
Along the Valencian coast, Spain |
2020-Jun&Jul |
PMID[35161358] |
NPO26589 |
Artemisia annua L. |
Strain |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[6387056] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[7381508] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[8910532] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
Root |
n.a. |
n.a. |
Database[FooDB] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
Seed |
n.a. |
n.a. |
Database[FooDB] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
Seed |
n.a. |
n.a. |
Database[FooDB] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
Tissue Culture |
n.a. |
n.a. |
Database[FooDB] |
NPO27288 |
Citrus maxima |
Species |
Rutaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
Fruit |
n.a. |
n.a. |
Database[FooDB] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
Herb |
n.a. |
n.a. |
Database[FooDB] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
Leaf |
n.a. |
n.a. |
Database[FooDB] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
Pericarp |
n.a. |
n.a. |
Database[FooDB] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
Plant |
n.a. |
n.a. |
Database[FooDB] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
Resin, Exudate, Sap |
n.a. |
n.a. |
Database[FooDB] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO4554 |
Isatis tinctoria |
Species |
Brassicaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO10506 |
Artemisia apiacea |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO3292 |
Desmodium styracifolium |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO26589 |
Artemisia annua L. |
Strain |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO1698 |
Glycyrrhiza inflata |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO27288 |
Citrus maxima |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
|
Database[Phenol-Explorer] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO9069 |
Persicaria tinctoria |
Species |
Polygonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO4554 |
Isatis tinctoria |
Species |
Brassicaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO10506 |
Artemisia apiacea |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO3292 |
Desmodium styracifolium |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO26589 |
Artemisia annua L. |
Strain |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO27288 |
Citrus maxima |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO1698 |
Glycyrrhiza inflata |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO26589 |
Artemisia annua L. |
Strain |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO10506 |
Artemisia apiacea |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO3292 |
Desmodium styracifolium |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO1698 |
Glycyrrhiza inflata |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO10506 |
Artemisia apiacea |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO9069 |
Persicaria tinctoria |
Species |
Polygonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO3292 |
Desmodium styracifolium |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO1698 |
Glycyrrhiza inflata |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO26395 |
Siegesbeckia pubescens |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO4554 |
Isatis tinctoria |
Species |
Brassicaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO4640 |
Portulaca oleracea |
Species |
Portulacaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO27288 |
Citrus maxima |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO26589 |
Artemisia annua L. |
Strain |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO28940 |
Sigesbeckia glabrescens |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO26589 |
Artemisia annua L. |
Strain |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO7154 |
Glycyrrhiza uralensis |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO9069 |
Persicaria tinctoria |
Species |
Polygonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1698 |
Glycyrrhiza inflata |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO29384 |
Glycyrrhiza glabra |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO4554 |
Isatis tinctoria |
Species |
Brassicaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO3292 |
Desmodium styracifolium |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO10506 |
Artemisia apiacea |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO27288 |
Citrus maxima |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO16501 |
Capsicum annuum |
Species |
Solanaceae |
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
Target ID |
Target Type |
Target Name |
Target Organism |
Activity Type |
Activity Relation |
Value |
Unit |
Reference |
☑ 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 ![](images/questionmark.png)
●  The left chart: Distribution of similarity level between NPC206589 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 457 |
0.1-0.2 | 1657 |
0.2-0.3 | 3765 |
0.3-0.4 | 9524 |
0.4-0.5 | 9240 |
0.5-0.6 | 4322 |
0.6-0.7 | 5844 |
0.7-0.8 | 4379 |
0.8-0.85 | 2574 |
0.85-0.9 | 831 |
0.9-0.95 | 95 |
0.95-1 | 9 |
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 NPC206589 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 404 |
0.1-0.2 | 879 |
0.2-0.3 | 1753 |
0.3-0.4 | 2700 |
0.4-0.5 | 1983 |
0.5-0.6 | 977 |
0.6-0.7 | 292 |
0.7-0.8 | 113 |
0.8-0.85 | 39 |
0.85-0.9 | 6 |
0.9-0.95 | 4 |
0.95-1 | 0 |
Similarity Score |
Similarity Level |
Drug ID |
Developmental Stage |