Natural Product: NPC248956
Natural Product ID:   | NPC248956 |
Common Name*:   | (1S,5R)-9-Methyl-9-Azabicyclo[3.3.1]Nonan-3-One |
IUPAC Name:   | (1S,5R)-9-methyl-9-azabicyclo[3.3.1]nonan-3-one |
Synonyms:   | |
Standard InCHIKey:   | RHWSKVCZXBAWLZ-OCAPTIKFSA-N |
Standard InCHI:   | InChI=1S/C9H15NO/c1-10-7-3-2-4-8(10)6-9(11)5-7/h7-8H,2-6H2,1H3/t7-,8+ |
SMILES:   | O=C1C[C@@H]2CCC[C@H](C1)N2C
|
Synthetic Gene Cluster:   |
n.a. |
ChEMBL Identifier:   |
CHEMBL1329064 |
PubChem CID:   |
6602484 |
Chemical Classification**:   |
-
CHEMONTID:0000000 [Organic compounds]
-
[CHEMONTID:0000002] Organoheterocyclic compounds
-
[CHEMONTID:0000195] Piperidines
[CHEMONTID:0001581] Piperidinones
|
*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 |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
n.a. |
fruit |
n.a. |
DOI[10.1007/s00217-007-0799-1] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
n.a. |
flower |
n.a. |
DOI[10.1016/j.foodchem.2011.01.077] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[11520216] |
NPO20652 |
Phytolacca acinosa |
Species |
Phytolaccaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[12932140] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[15019787] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
Seeds |
n.a. |
n.a. |
PMID[15620261] |
NPO20779 |
Garcinia hombroniana |
Species |
Clusiaceae |
Eukaryota |
leaves |
n.a. |
n.a. |
PMID[16124765] |
NPO12088 |
Conyza canadensis |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[20121251] |
NPO20842 |
Beauveria felina |
Species |
Cordycipitaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21438588] |
NPO20146 |
Cladiella krempfi |
Species |
Alcyoniidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21861494] |
NPO20096 |
Cirsium japonicum |
Species |
Asteraceae |
Eukaryota |
n.a. |
whole plant |
n.a. |
PMID[21899269] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[22029392] |
NPO12088 |
Conyza canadensis |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[22612410] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[23517479] |
NPO20842 |
Beauveria felina |
Species |
Cordycipitaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[23822585] |
NPO20842 |
Beauveria felina |
Species |
Cordycipitaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[26295595] |
NPO22052 |
Aspergillus candidus |
Species |
Aspergillaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[5391291] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
Twig |
n.a. |
n.a. |
Database[FooDB] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
n.a. |
n.a. |
|
Database[FooDB] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
n.a. |
n.a. |
|
Database[FooDB] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
Bark |
n.a. |
n.a. |
Database[FooDB] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
Fruit |
n.a. |
n.a. |
Database[FooDB] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
Latex Exudate |
n.a. |
n.a. |
Database[FooDB] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
Leaf |
n.a. |
n.a. |
Database[FooDB] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
Pericarp |
n.a. |
n.a. |
Database[FooDB] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
Root Bark |
n.a. |
n.a. |
Database[FooDB] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
Seed |
n.a. |
n.a. |
Database[FooDB] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
Seed |
n.a. |
n.a. |
Database[FooDB] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
Stem Bark |
n.a. |
n.a. |
Database[FooDB] |
NPO16414 |
Thuja plicata |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO21096 |
Cardiospermum halicacabum |
Species |
Sapindaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO20096 |
Cirsium japonicum |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO12088 |
Conyza canadensis |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO22976 |
Ruta microcarpa |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
n.a. |
n.a. |
|
Database[Phenol-Explorer] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
Fruits |
n.a. |
|
Database[Phenol-Explorer] |
NPO12088 |
Conyza canadensis |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO20096 |
Cirsium japonicum |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO6395 |
Phedimus kamtschaticus |
Species |
Crassulaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO29466 |
Triglochin maritima |
Species |
Juncaginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO22976 |
Ruta microcarpa |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO20652 |
Phytolacca acinosa |
Species |
Phytolaccaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO21096 |
Cardiospermum halicacabum |
Species |
Sapindaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO16414 |
Thuja plicata |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO22121 |
Piper arboreum |
Species |
Piperaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO12088 |
Conyza canadensis |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO20096 |
Cirsium japonicum |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO22976 |
Ruta microcarpa |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO21096 |
Cardiospermum halicacabum |
Species |
Sapindaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO20652 |
Phytolacca acinosa |
Species |
Phytolaccaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO20652 |
Phytolacca acinosa |
Species |
Phytolaccaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO28912 |
Astragalus gummifer |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO20096 |
Cirsium japonicum |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO21096 |
Cardiospermum halicacabum |
Species |
Sapindaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12362 |
Coreopsis fasciculata |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20209 |
Dorstenia lindeniana |
Species |
Moraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20332 |
Dioscoreophyllum cumminsii |
Species |
Menispermaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO2780 |
Brenneria rubrifaciens |
Species |
Pectobacteriaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20146 |
Cladiella krempfi |
Species |
Alcyoniidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20972 |
Oscillatoria princeps |
Species |
Oscillatoriaceae |
Bacteria |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12088 |
Conyza canadensis |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO19899 |
Crepis foetida |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22976 |
Ruta microcarpa |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO13355 |
Selinum carvifolium |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO21473 |
Urtica triangularis |
Species |
Urticaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22381 |
Euphorbia segetalis |
Species |
Euphorbiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22052 |
Aspergillus candidus |
Species |
Aspergillaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20842 |
Beauveria felina |
Species |
Cordycipitaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO29466 |
Triglochin maritima |
Species |
Juncaginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO21282 |
Aplidium orthium |
Species |
Polyclinidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO16414 |
Thuja plicata |
Species |
Cupressaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22509 |
Syncolostemon parviflorus |
Species |
Lamiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22250 |
Parastrephia lepidophylla |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22447 |
Sidastrum acuminatum |
Species |
Malvaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22121 |
Piper arboreum |
Species |
Piperaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO21991 |
Modiolus demissus |
Species |
Mytilidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO23953 |
Zanthoxylum monophyllum |
Species |
Rutaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO21349 |
Punica granatum |
Species |
Lythraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20779 |
Garcinia hombroniana |
Species |
Clusiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO21859 |
Centaurea nigrescens |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22315 |
Phlogacanthus thyrsiflorus |
Species |
Acanthaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO6395 |
Phedimus kamtschaticus |
Species |
Crassulaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO21730 |
Pouzolzia occidentalis |
Species |
Urticaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22635 |
Penstemon secundiflorus |
Species |
Plantaginaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO23010 |
Crinum defixum |
Species |
Amaryllidaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO21603 |
Eskemukerjea megacarpum |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO9498 |
Papaver somniferum |
Species |
Papaveraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22568 |
Aristolochia elegans |
Species |
Aristolochiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20096 |
Cirsium japonicum |
Species |
Asteraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO28912 |
Astragalus gummifer |
Species |
Fabaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO20652 |
Phytolacca acinosa |
Species |
Phytolaccaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22893 |
Apterostigma dentigerum |
Species |
Formicidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22829 |
Ozoroa insignis |
Species |
Anacardiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO21420 |
Phormia regina |
Species |
Calliphoridae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO21227 |
Aglaia elaeagnoidea |
Species |
Meliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO22763 |
Cuphea carthagenensis |
Species |
Lythraceae |
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 |
Potency |
3 |
Activity Type |
# Activity |
Individual Protein |
3 |
Target ID |
Target Type |
Target Name |
Target Organism |
Activity Type |
Activity Relation |
Value |
Unit |
Reference |
NPT282 |
Individual Protein |
MAP kinase ERK2 |
Homo sapiens |
Potency |
= |
15848.9 |
nM |
PMID[450212] |
NPT135 |
Individual Protein |
Chromobox protein homolog 1 |
Homo sapiens |
Potency |
n.a. |
56234.1 |
nM |
PMID[450213] |
NPT1417 |
Individual Protein |
Transcriptional regulator ERG |
Homo sapiens |
Potency |
n.a. |
28183.8 |
nM |
PMID[450213] |
☑ 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 NPC248956 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 | 141 |
0.1-0.2 | 20782 |
0.2-0.3 | 17345 |
0.3-0.4 | 3920 |
0.4-0.5 | 418 |
0.5-0.6 | 71 |
0.6-0.7 | 17 |
0.7-0.8 | 1 |
0.8-0.85 | 0 |
0.85-0.9 | 0 |
0.9-0.95 | 0 |
0.95-1 | 2 |
  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 NPC248956 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 87 |
0.1-0.2 | 3751 |
0.2-0.3 | 4205 |
0.3-0.4 | 941 |
0.4-0.5 | 146 |
0.5-0.6 | 20 |
0.6-0.7 | 0 |
0.7-0.8 | 0 |
0.8-0.85 | 0 |
0.85-0.9 | 0 |
0.9-0.95 | 0 |
0.95-1 | 0 |
Similarity Score |
Similarity Level |
Drug ID |
Developmental Stage |
0.5806
|
Remote Similarity |
NPD4281 |
Clinical (unspecified phase) |