Natural Product: NPC229991
Natural Product ID:   | NPC229991 |
Common Name*:   | JWSAYTXQWHOMHU-CYBMUJFWSA-N |
IUPAC Name:   | n.a. |
Synonyms:   | |
Standard InCHIKey:   | JWSAYTXQWHOMHU-CYBMUJFWSA-N |
Standard InCHI:   | InChI=1S/C21H23NO6/c1-25-14-6-5-11-9-13-16-12(7-8-22(13)21(24)28-4)10-15(26-2)20(27-3)18(16)17(11)19(14)23/h5-6,10,13,23H,7-9H2,1-4H3/t13-/m1/s1 |
SMILES:   | COc1ccc2C[C@@H]3c4c(CCN3C(=O)OC)cc(c(c4-c2c1O)OC)OC
|
Synthetic Gene Cluster:   |
n.a. |
ChEMBL Identifier:   |
n.a. |
PubChem CID:   |
5320994 |
Chemical Classification**:   |
-
CHEMONTID:0000000 [Organic compounds]
-
[CHEMONTID:0000279] Alkaloids and derivatives
-
[CHEMONTID:0000381] Aporphines
|
*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 |
NPO9632 |
Annona reticulata |
Species |
Annonaceae |
Eukaryota |
n.a. |
stem |
n.a. |
DOI[10.1021/np50053a043] |
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] |
NPO26361 |
Annona cherimolia |
Species |
Annonaceae |
Eukaryota |
Seeds |
n.a. |
n.a. |
PMID[11325235] |
NPO26361 |
Annona cherimolia |
Species |
Annonaceae |
Eukaryota |
Seeds |
n.a. |
n.a. |
PMID[14575439] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
Seeds |
n.a. |
n.a. |
PMID[15387664] |
NPO19083 |
Alstonia angustiloba |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[18524603] |
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 |
n.a. |
n.a. |
PMID[25685941] |
NPO18602 |
Melampodium leucanthum |
Species |
Asteraceae |
Eukaryota |
leaves and branches |
San Antonio, Texas |
2004-JUN |
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] |
NPO9632 |
Annona reticulata |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[8277309] |
NPO11164 |
Renealmia alpinia |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
Suriname rainforest |
n.a. |
PMID[9428162] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO9632 |
Annona reticulata |
Species |
Annonaceae |
Eukaryota |
Bark |
n.a. |
n.a. |
Database[FooDB] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
Fruit |
n.a. |
n.a. |
Database[FooDB] |
NPO9632 |
Annona reticulata |
Species |
Annonaceae |
Eukaryota |
Fruit |
n.a. |
n.a. |
Database[FooDB] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
Seed |
n.a. |
n.a. |
Database[FooDB] |
NPO9632 |
Annona reticulata |
Species |
Annonaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
|
Database[FooDB] |
NPO9632 |
Annona reticulata |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
|
Database[FooDB] |
NPO9632 |
Annona reticulata |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO17759 |
Rhododendron mucronulatum |
Species |
Ericaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO26361 |
Annona cherimolia |
Species |
Annonaceae |
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] |
NPO26361 |
Annona cherimolia |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO11967 |
Delphinium giraldii |
Species |
Ranunculaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO17296 |
Beesia calthifolia |
Species |
Ranunculaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO14233 |
Ormosia dasycarpa |
Species |
Limoniidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO18676 |
Clerodendrum trichotomum |
Species |
Lamiaceae |
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] |
NPO17759 |
Rhododendron mucronulatum |
Species |
Ericaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO19769 |
Boschniakia rossica |
Species |
Orobanchaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO9632 |
Annona reticulata |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO13358 |
Piper brachystachyum |
Species |
Piperaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO1783 |
Euonymus fortunei |
Species |
Celastraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO13737 |
Tephroseris kirilowii |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO18765 |
Juniperus scopulorum |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO19769 |
Boschniakia rossica |
Species |
Orobanchaceae |
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] |
NPO17759 |
Rhododendron mucronulatum |
Species |
Ericaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO9632 |
Annona reticulata |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO25370 |
Botrychium ternatum |
Species |
Ophioglossaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO5455 |
Euploca racemosa |
Species |
Heliotropiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO16135 |
Pestalotiopsis oenotherae |
Species |
Sporocadaceae |
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] |
NPO15802 |
Papaver pseudocanescens |
Species |
Papaveraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO1783 |
Euonymus fortunei |
Species |
Celastraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17499 |
Bursera kerberi |
Species |
Burseraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO29450 |
Streptomyces parvisporogenes |
Species |
Streptomycetaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18169 |
Creosphaeria sassafras |
Species |
Xylariaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO16325 |
Sideritis dasygnaphala |
Species |
Lamiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12870 |
Curcuma aeruginosa |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19436 |
Annona cherimola |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19769 |
Boschniakia rossica |
Species |
Orobanchaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18765 |
Juniperus scopulorum |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19083 |
Alstonia angustiloba |
Species |
Apocynaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO14233 |
Ormosia dasycarpa |
Species |
Limoniidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19170 |
Lasianthaea podocephala |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO16981 |
Gutierrezia dracunculoides |
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] |
NPO18602 |
Melampodium leucanthum |
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] |
NPO11967 |
Delphinium giraldii |
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] |
NPO11646 |
Morella pensylvanica |
Species |
Myricaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12223 |
Stellaria media |
Species |
Caryophyllaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18262 |
Aspergillus microcysticus |
Species |
Aspergillaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18927 |
Clinacanthus nutans |
Species |
Acanthaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12914 |
Sarcophyton flexuosum |
Species |
Alcyoniidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17296 |
Beesia calthifolia |
Species |
Ranunculaceae |
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] |
NPO19709 |
Pseudocyphellaria australiensis |
Species |
Lobariaceae |
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] |
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] |
NPO26361 |
Annona cherimolia |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19242 |
Eucalyptus albens |
Species |
Myrtaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18348 |
Crotalaria stolzii |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO17759 |
Rhododendron mucronulatum |
Species |
Ericaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19371 |
Costasiella ocellifera |
Species |
Costasiellidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8172 |
Emericellopsis minima |
Species |
n.a. |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO4679 |
Hedysarum gmelini |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO9632 |
Annona reticulata |
Species |
Annonaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO18048 |
Phlomis crinita |
Species |
Lamiaceae |
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] |
NPO17114 |
Streptomyces melanogenes |
Species |
Streptomycetaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO11081 |
Baccharis grandicapitulata |
Species |
Asteraceae |
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 NPC229991 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 | 276 |
0.1-0.2 | 1440 |
0.2-0.3 | 6373 |
0.3-0.4 | 11649 |
0.4-0.5 | 5168 |
0.5-0.6 | 11301 |
0.6-0.7 | 5337 |
0.7-0.8 | 792 |
0.8-0.85 | 217 |
0.85-0.9 | 99 |
0.9-0.95 | 36 |
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 NPC229991 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 186 |
0.1-0.2 | 720 |
0.2-0.3 | 1050 |
0.3-0.4 | 1984 |
0.4-0.5 | 2609 |
0.5-0.6 | 1774 |
0.6-0.7 | 655 |
0.7-0.8 | 152 |
0.8-0.85 | 20 |
0.85-0.9 | 0 |
0.9-0.95 | 0 |
0.95-1 | 0 |
Similarity Score |
Similarity Level |
Drug ID |
Developmental Stage |