Natural Product: NPC232311
Natural Product ID:   | NPC232311 |
Common Name*:   | Pyrrolidine |
IUPAC Name:   | pyrrolidine |
Synonyms:   | Pyrrolidine |
Standard InCHIKey:   | RWRDLPDLKQPQOW-UHFFFAOYSA-N |
Standard InCHI:   | InChI=1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2 |
SMILES:   | C1CCCN1
|
Synthetic Gene Cluster:   |
n.a. |
ChEMBL Identifier:   |
CHEMBL22830 |
PubChem CID:   |
31268 |
Chemical Classification**:   |
-
CHEMONTID:0000000 [Organic compounds]
-
[CHEMONTID:0000002] Organoheterocyclic compounds
-
[CHEMONTID:0000218] Pyrrolidines
|
*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 |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
|
n.a. |
n.a. |
DOI[10.1016/0045-6535(91)90110-Y] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
DOI[10.1016/j.foodchem.2013.08.121] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
DOI[10.1016/j.jfca.2004.07.004] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
DOI[10.1016/j.jfca.2005.08.001] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
retail stores, supermarkets and market stalls in Forssa and in the Helsinki area |
2003–2005 |
DOI[10.1016/j.jfca.2006.05.007] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
|
n.a. |
n.a. |
DOI[10.1021/jf00055a023] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
1996-Sep |
PMID[10352947] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
seed |
n.a. |
PMID[11539687] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[12713418] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[15877880] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
Flowers |
n.a. |
n.a. |
PMID[16180814] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
seeds |
Shizuoka prefecture, Japan |
n.a. |
PMID[16499314] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[18068204] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
rhizomes |
n.a. |
n.a. |
PMID[18177011] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
Northeastern Regional Plant Introduction Station at Geneva |
1966, 1967, and 1968 crop seasons |
PMID[18460139] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[18460139] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[19271742] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[20590154] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21080643] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21434603] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
husk |
n.a. |
PMID[21574561] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[21574561] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
exocarp |
n.a. |
PMID[21800857] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[21800857] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[21800857] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
n.a. |
flower |
n.a. |
PMID[21922925] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
flower buds |
n.a. |
n.a. |
PMID[21925888] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
leaves |
n.a. |
n.a. |
PMID[22377672] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[23265489] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
seed |
n.a. |
PMID[23292602] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
Leaves |
Bandung, West Java, Indonesia |
|
PMID[23621359] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[2831703] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[29762032] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[6821187] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
rhizome |
n.a. |
PMID[8064299] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[8064299] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
pollen |
n.a. |
PMID[8987503] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
Seed Oil |
n.a. |
n.a. |
Database[FooDB] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
Leaf Essent. Oil |
n.a. |
n.a. |
Database[FooDB] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
n.a. |
n.a. |
|
Database[FooDB] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
Shoot |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Oil |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Shoot |
n.a. |
n.a. |
Database[FooDB] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
Plant |
n.a. |
n.a. |
Database[FooDB] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
Shoot |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Plant |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Silk Essent. Oil |
n.a. |
n.a. |
Database[FooDB] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
Plant |
n.a. |
n.a. |
Database[FooDB] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Silk Stigma Style |
n.a. |
n.a. |
Database[FooDB] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
Plant |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Stem |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Pollen Or Spore |
n.a. |
n.a. |
Database[FooDB] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
Stem |
n.a. |
n.a. |
Database[FooDB] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
Resin, Exudate, Sap |
n.a. |
n.a. |
Database[FooDB] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
Tissue Culture |
n.a. |
n.a. |
Database[FooDB] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
Rhizome |
n.a. |
n.a. |
Database[FooDB] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
|
n.a. |
n.a. |
Database[FooDB] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
Fruit |
n.a. |
n.a. |
Database[FooDB] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
Root |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Cob |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Root |
n.a. |
n.a. |
Database[FooDB] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
Cotyledon |
n.a. |
n.a. |
Database[FooDB] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
Root |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Fruit |
n.a. |
n.a. |
Database[FooDB] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
Seed |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Seed |
n.a. |
n.a. |
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Husk Essent. Oil |
n.a. |
n.a. |
Database[FooDB] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
Seed |
n.a. |
n.a. |
Database[FooDB] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
Leaf |
n.a. |
n.a. |
Database[FooDB] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
Roots |
n.a. |
|
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
Seed Essent. Oil |
n.a. |
n.a. |
Database[FooDB] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
Leaf |
n.a. |
n.a. |
Database[FooDB] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
|
Database[FooDB] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO163.1 |
Daucus carota var. sativa |
Varieties |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
|
Database[Phenol-Explorer] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
|
Database[Phenol-Explorer] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO163.1 |
Daucus carota var. sativa |
Varieties |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO20553 |
Zingiber officinale |
Species |
Zingiberaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO15810 |
Zea mays |
Species |
Poaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO163 |
Daucus carota |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO8258 |
Camellia sinensis |
Species |
Theaceae |
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 |
NPO20553 |
NPC232311 |
Raw |
Plant |
786.5 |
154 |
1419 |
mg/100g |
Database [DUKE] |
NPO15810 |
NPC232311 |
Raw |
Seed |
5000 |
4500 |
5500 |
mg/100g |
Database [DUKE] |
☑ 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 |
Kd |
3 |
Ki |
1 |
Others |
7 |
Activity Type |
# Activity |
Individual Protein |
2 |
Others |
3 |
Protein Complex |
6 |
Target ID |
Target Type |
Target Name |
Target Organism |
Activity Type |
Activity Relation |
Value |
Unit |
Reference |
NPT1006 |
Individual Protein |
Proton-coupled amino acid transporter 1 |
Homo sapiens |
Ki |
= |
38000000.0 |
nM |
PMID[478548] |
NPT1006 |
Individual Protein |
Proton-coupled amino acid transporter 1 |
Homo sapiens |
pKi |
= |
-1.58 |
mM |
PMID[478548] |
NPT413 |
Protein Complex |
Neuronal acetylcholine receptor |
Rattus norvegicus |
Kd |
= |
25000.0 |
nM |
PMID[478547] |
NPT413 |
Protein Complex |
Neuronal acetylcholine receptor |
Rattus norvegicus |
Kd |
= |
330000.0 |
nM |
PMID[478547] |
NPT413 |
Protein Complex |
Neuronal acetylcholine receptor |
Rattus norvegicus |
Kd |
= |
41000000.0 |
nM |
PMID[478547] |
NPT413 |
Protein Complex |
Neuronal acetylcholine receptor |
Rattus norvegicus |
Enhancement |
= |
7.0 |
% |
PMID[478547] |
NPT413 |
Protein Complex |
Neuronal acetylcholine receptor |
Rattus norvegicus |
Inhibition |
= |
111.0 |
% |
PMID[478547] |
NPT413 |
Protein Complex |
Neuronal acetylcholine receptor |
Rattus norvegicus |
Mean enhancement of binding |
= |
4.5 |
n.a. |
PMID[478547] |
NPT35 |
Others |
n.a. |
|
pKa |
= |
11.27 |
n.a. |
PMID[478550] |
NPT35 |
Others |
n.a. |
|
pKa |
n.a. |
11.3 |
n.a. |
PMID[478552] |
NPT35 |
Others |
n.a. |
|
T1/2 |
= |
7.7 |
hr |
PMID[478553] |
☑ 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 NPC232311 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 | 30479 |
0.1-0.2 | 10901 |
0.2-0.3 | 941 |
0.3-0.4 | 289 |
0.4-0.5 | 50 |
0.5-0.6 | 21 |
0.6-0.7 | 9 |
0.7-0.8 | 6 |
0.8-0.85 | 0 |
0.85-0.9 | 0 |
0.9-0.95 | 0 |
0.95-1 | 1 |
  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 NPC232311 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 2648 |
0.1-0.2 | 5728 |
0.2-0.3 | 558 |
0.3-0.4 | 155 |
0.4-0.5 | 45 |
0.5-0.6 | 8 |
0.6-0.7 | 7 |
0.7-0.8 | 1 |
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 |
0.7419 |
Intermediate Similarity |
NPD401 |
Approved |
0.6667 |
Remote Similarity |
NPD1156 |
Clinical (unspecified phase) |
0.6667 |
Remote Similarity |
NPD8560 |
Clinical (unspecified phase) |
0.6471 |
Remote Similarity |
NPD2276 |
Clinical (unspecified phase) |
0.6452 |
Remote Similarity |
NPD9063 |
Approved |
0.6452 |
Remote Similarity |
NPD9064 |
Approved |
0.625 |
Remote Similarity |
NPD9465 |
Approved |
0.625 |
Remote Similarity |
NPD8544 |
Approved |
0.6129 |
Remote Similarity |
NPD8791 |
Clinical (unspecified phase) |
0.6053 |
Remote Similarity |
NPD2707 |
Clinical (unspecified phase) |
0.5789 |
Remote Similarity |
NPD9059 |
Approved |
0.575 |
Remote Similarity |
NPD2273 |
Clinical (unspecified phase) |
0.5676 |
Remote Similarity |
NPD1832 |
Approved |
0.5676 |
Remote Similarity |
NPD1833 |
Approved |
0.561
|
Remote Similarity |
NPD9227 |
Discontinued |