Natural Product: NPC305944
Natural Product ID:   | NPC305944 |
Common Name*:   | GRXBVKANHNUZNL-YVMONPNESA-N |
IUPAC Name:   | n.a. |
Synonyms:   | |
Standard InCHIKey:   | GRXBVKANHNUZNL-YVMONPNESA-N |
Standard InCHI:   | InChI=1S/C19H21NO5/c1-24-17-11-13(3-6-15(17)21)5-8-19(23)20-10-9-14-4-7-16(22)18(12-14)25-2/h3-8,11-12,21-22H,9-10H2,1-2H3,(H,20,23)/b8-5- |
SMILES:   | COc1cc(ccc1O)/C=CC(=NCCc1ccc(c(c1)OC)O)O
|
Synthetic Gene Cluster:   |
n.a. |
ChEMBL Identifier:   |
n.a. |
PubChem CID:   |
5322166 |
Chemical Classification**:   |
-
CHEMONTID:0000000 [Organic compounds]
-
[CHEMONTID:0000261] Phenylpropanoids and polyketides
-
[CHEMONTID:0000476] Cinnamic acids and derivatives
[CHEMONTID:0001391] Hydroxycinnamic acids and derivatives
|
*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 |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
DOI[10.1016/j.jfca.2005.08.001] |
NPO19242 |
Eucalyptus albens |
Species |
Myrtaceae |
Eukaryota |
flowers |
n.a. |
n.a. |
PMID[10075775] |
NPO11164 |
Renealmia alpinia |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[10479331] |
NPO18443 |
Aristolochia manshuriensis |
Species |
Aristolochiaceae |
Eukaryota |
Stems |
n.a. |
n.a. |
PMID[12880323] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
Seeds |
n.a. |
n.a. |
PMID[15387664] |
NPO15309 |
Salsola collina |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
whole plant |
n.a. |
PMID[17511147] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[18460139] |
NPO19083 |
Alstonia angustiloba |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[18524603] |
NPO18443 |
Aristolochia manshuriensis |
Species |
Aristolochiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[20097074] |
NPO18443 |
Aristolochia manshuriensis |
Species |
Aristolochiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21353775] |
NPO17759 |
Rhododendron mucronulatum |
Species |
Ericaceae |
Eukaryota |
n.a. |
stem |
n.a. |
PMID[21443171] |
NPO18602 |
Melampodium leucanthum |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[23501116] |
NPO18602 |
Melampodium leucanthum |
Species |
Asteraceae |
Eukaryota |
leaves and branches |
San Antonio, Texas |
2004-JUN |
PMID[25685941] |
NPO18602 |
Melampodium leucanthum |
Species |
Asteraceae |
Eukaryota |
leaves and branches |
n.a. |
n.a. |
PMID[25685941] |
NPO17296 |
Beesia calthifolia |
Species |
Ranunculaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[26238319] |
NPO18676 |
Clerodendrum trichotomum |
Species |
Lamiaceae |
Eukaryota |
Roots |
n.a. |
n.a. |
PMID[29924604] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[6821187] |
NPO11164 |
Renealmia alpinia |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
Suriname rainforest |
n.a. |
PMID[9428162] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[9433811] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
Plant |
n.a. |
n.a. |
Database[FooDB] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
Seed |
n.a. |
n.a. |
Database[FooDB] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
Leaves |
n.a. |
|
Database[FooDB] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
|
Database[FooDB] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
Fruit |
n.a. |
n.a. |
Database[FooDB] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
Leaf |
n.a. |
n.a. |
Database[FooDB] |
NPO17759 |
Rhododendron mucronulatum |
Species |
Ericaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO18765 |
Juniperus scopulorum |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO1783 |
Euonymus fortunei |
Species |
Celastraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO19769 |
Boschniakia rossica |
Species |
Orobanchaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO13737 |
Tephroseris kirilowii |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO18443 |
Aristolochia manshuriensis |
Species |
Aristolochiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO15309 |
Salsola collina |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
|
Database[Phenol-Explorer] |
NPO13737 |
Tephroseris kirilowii |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO18676 |
Clerodendrum trichotomum |
Species |
Lamiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO17296 |
Beesia calthifolia |
Species |
Ranunculaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO18765 |
Juniperus scopulorum |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO24402.1 |
Coffea liberica var. dewevrei |
Varieties |
Rubiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO14233 |
Ormosia dasycarpa |
Species |
Limoniidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO17759 |
Rhododendron mucronulatum |
Species |
Ericaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO15309 |
Salsola collina |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO19769 |
Boschniakia rossica |
Species |
Orobanchaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO1783 |
Euonymus fortunei |
Species |
Celastraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO18443 |
Aristolochia manshuriensis |
Species |
Aristolochiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO13358 |
Piper brachystachyum |
Species |
Piperaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO11967 |
Delphinium giraldii |
Species |
Ranunculaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO15309 |
Salsola collina |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO18765 |
Juniperus scopulorum |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO19769 |
Boschniakia rossica |
Species |
Orobanchaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO17759 |
Rhododendron mucronulatum |
Species |
Ericaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO18443 |
Aristolochia manshuriensis |
Species |
Aristolochiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO16325 |
Sideritis dasygnaphala |
Species |
Lamiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17499 |
Bursera kerberi |
Species |
Burseraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12870 |
Curcuma aeruginosa |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18169 |
Creosphaeria sassafras |
Species |
Xylariaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18765 |
Juniperus scopulorum |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14233 |
Ormosia dasycarpa |
Species |
Limoniidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19769 |
Boschniakia rossica |
Species |
Orobanchaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO16981 |
Gutierrezia dracunculoides |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19083 |
Alstonia angustiloba |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18602 |
Melampodium leucanthum |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19170 |
Lasianthaea podocephala |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO15127 |
Senecio congestus |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19572 |
Pellacalyx axillaris |
Species |
Rhizophoraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11646 |
Morella pensylvanica |
Species |
Myricaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18262 |
Aspergillus microcysticus |
Species |
Aspergillaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11967 |
Delphinium giraldii |
Species |
Ranunculaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12914 |
Sarcophyton flexuosum |
Species |
Alcyoniidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12223 |
Stellaria media |
Species |
Caryophyllaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17296 |
Beesia calthifolia |
Species |
Ranunculaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18424 |
Selinum libanotis |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO29531 |
Lupinus cosentinii |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11164 |
Renealmia alpinia |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18927 |
Clinacanthus nutans |
Species |
Acanthaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17354 |
Micromonospora echinospora |
Species |
Micromonosporaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17230 |
Psidium acutangulum |
Species |
Myrtaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19709 |
Pseudocyphellaria australiensis |
Species |
Lobariaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17759 |
Rhododendron mucronulatum |
Species |
Ericaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19242 |
Eucalyptus albens |
Species |
Myrtaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18676 |
Clerodendrum trichotomum |
Species |
Lamiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13358 |
Piper brachystachyum |
Species |
Piperaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO4679 |
Hedysarum gmelini |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19371 |
Costasiella ocellifera |
Species |
Costasiellidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18348 |
Crotalaria stolzii |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14582 |
Spinacia oleracea |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18048 |
Phlomis crinita |
Species |
Lamiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8172 |
Emericellopsis minima |
Species |
n.a. |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17630 |
Helenium integrifolium |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18533 |
Delisea elegans |
Species |
Bonnemaisoniaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO9906 |
Zephyranthes flava |
Species |
Amaryllidaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO968 |
Artemisia pectinata |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13737 |
Tephroseris kirilowii |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO5455 |
Euploca racemosa |
Species |
Heliotropiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17114 |
Streptomyces melanogenes |
Species |
Streptomycetaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO25370 |
Botrychium ternatum |
Species |
Ophioglossaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO15309 |
Salsola collina |
Species |
Chenopodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO24402.1 |
Coffea liberica var. dewevrei |
Varieties |
Rubiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO16135 |
Pestalotiopsis oenotherae |
Species |
Sporocadaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11081 |
Baccharis grandicapitulata |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1783 |
Euonymus fortunei |
Species |
Celastraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO29450 |
Streptomyces parvisporogenes |
Species |
Streptomycetaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO15802 |
Papaver pseudocanescens |
Species |
Papaveraceae |
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
●  The left chart: Distribution of similarity level between NPC305944 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 | 194 |
0.1-0.2 | 1473 |
0.2-0.3 | 7989 |
0.3-0.4 | 10484 |
0.4-0.5 | 5341 |
0.5-0.6 | 9552 |
0.6-0.7 | 5723 |
0.7-0.8 | 1675 |
0.8-0.85 | 208 |
0.85-0.9 | 33 |
0.9-0.95 | 15 |
0.95-1 | 10 |
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 NPC305944 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 148 |
0.1-0.2 | 748 |
0.2-0.3 | 1134 |
0.3-0.4 | 2133 |
0.4-0.5 | 2471 |
0.5-0.6 | 1551 |
0.6-0.7 | 765 |
0.7-0.8 | 186 |
0.8-0.85 | 11 |
0.85-0.9 | 2 |
0.9-0.95 | 1 |
0.95-1 | 0 |
Similarity Score |
Similarity Level |
Drug ID |
Developmental Stage |