Natural Product: NPC60675
Natural Product ID:   | NPC60675 |
Common Name*:   | But-2-Enoic Acid |
IUPAC Name:   | but-2-enoic acid |
Synonyms:   | |
Standard InCHIKey:   | LDHQCZJRKDOVOX-UHFFFAOYSA-N |
Standard InCHI:   | InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6) |
SMILES:   | CC=CC(=O)O
|
Synthetic Gene Cluster:   |
n.a. |
ChEMBL Identifier:   |
CHEMBL3185203 |
PubChem CID:   |
19499 |
Chemical Classification**:   |
-
CHEMONTID:0000000 [Organic compounds]
-
[CHEMONTID:0000012] Lipids and lipid-like molecules
-
[CHEMONTID:0003909] Fatty Acyls
[CHEMONTID:0000262] Fatty acids and conjugates[CHEMONTID:0000333] Straight chain fatty acids
|
*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 |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
DOI[10.1016/j.phytochem.2005.10.025] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
fruit body |
n.a. |
PMID[11520245] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[12045343] |
NPO26327 |
Chaenomeles sinensis |
Species |
Rosaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[14600382] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[14695801] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[1791484] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
spore |
n.a. |
PMID[18827358] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
fruiting bodies |
Nagano, Japan |
2008-MAY |
PMID[20039640] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[20384295] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
fruiting bodies |
n.a. |
n.a. |
PMID[20702092] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[20815207] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[21319773] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[21319773] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
bark |
n.a. |
PMID[21319773] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
fruiting bodies |
n.a. |
n.a. |
PMID[21924611] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[22014750] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
fruit body |
n.a. |
PMID[22044278] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
fruiting body |
n.a. |
n.a. |
PMID[22047696] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
leaf |
n.a. |
PMID[22207282] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[23806866] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
root bark |
University of Veterinary and Pharmaceutical Sciences Brno (UVPS Brno), Brno, Czech Republic |
2011-APR |
PMID[24901948] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
Konya, Turkey |
2007-APR |
PMID[24901948] |
NPO2392 |
Hansenia weberbaueriana |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[25333853] |
NPO26327 |
Chaenomeles sinensis |
Species |
Rosaceae |
Eukaryota |
Twigs |
n.a. |
n.a. |
PMID[25894905] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
leaves |
Chungbuk, Korea |
n.a. |
PMID[25935644] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
root |
n.a. |
PMID[25981820] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
PMID[26222905] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
latex |
n.a. |
PMID[27294120] |
NPO26327 |
Chaenomeles sinensis |
Species |
Rosaceae |
Eukaryota |
Twigs |
n.a. |
n.a. |
PMID[28358502] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
Root barks |
n.a. |
n.a. |
PMID[3097265] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
fruit body |
n.a. |
PMID[9635497] |
NPO26976 |
Bupleurum sibiricum |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO1639 |
Pyrrosia lingua |
Species |
Polypodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO2476 |
Lonicera fulvotomentosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO26327 |
Chaenomeles sinensis |
Species |
Rosaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO12328 |
Ampelopsis japonica |
Species |
Vitaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO26429 |
Capsella bursa-pastoris |
Species |
Brassicaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[HerDing] |
NPO19689 |
Radix cirsii japonici |
Species |
Lymnaeidae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO2529 |
Herba sarcatidrae |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO26976 |
Bupleurum sibiricum |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO26327 |
Chaenomeles sinensis |
Species |
Rosaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO1639 |
Pyrrosia lingua |
Species |
Polypodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO23795 |
Herba seu radix cirsii japonici |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO26429 |
Capsella bursa-pastoris |
Species |
Brassicaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO2392 |
Hansenia weberbaueriana |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO25890 |
Herba cirsii japonici |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO12328 |
Ampelopsis japonica |
Species |
Vitaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO2476 |
Lonicera fulvotomentosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCMID] |
NPO2476 |
Lonicera fulvotomentosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO1639 |
Pyrrosia lingua |
Species |
Polypodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO26429 |
Capsella bursa-pastoris |
Species |
Brassicaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO12328 |
Ampelopsis japonica |
Species |
Vitaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TCM_Taiwan] |
NPO26327 |
Chaenomeles sinensis |
Species |
Rosaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO2392 |
Hansenia weberbaueriana |
Species |
Apiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO1639 |
Pyrrosia lingua |
Species |
Polypodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO2476 |
Lonicera fulvotomentosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[TM-MC] |
NPO1639 |
Pyrrosia lingua |
Species |
Polypodiaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO25269 |
Ganoderma lucidum |
Species |
Ganodermataceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO26327 |
Chaenomeles sinensis |
Species |
Rosaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO28265 |
Morus alba |
Species |
Moraceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO26429 |
Capsella bursa-pastoris |
Species |
Brassicaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO2476 |
Lonicera fulvotomentosa |
Species |
Caprifoliaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO12328 |
Ampelopsis japonica |
Species |
Vitaceae |
Eukaryota |
n.a. |
n.a. |
n.a. |
Database[UNPD] |
NPO26976 |
Bupleurum sibiricum |
Species |
Apiaceae |
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 |
7 |
Activity Type |
# Activity |
Individual Protein |
2 |
Others |
5 |
Target ID |
Target Type |
Target Name |
Target Organism |
Activity Type |
Activity Relation |
Value |
Unit |
Reference |
NPT162 |
Individual Protein |
Heat shock protein beta-1 |
Homo sapiens |
Potency |
n.a. |
20896.7 |
nM |
PubChem BioAssay data set |
NPT163 |
Individual Protein |
Nuclear factor NF-kappa-B p105 subunit |
Homo sapiens |
Potency |
n.a. |
46781.8 |
nM |
PubChem BioAssay data set |
NPT2 |
Others |
Unspecified |
|
Potency |
n.a. |
4169.4 |
nM |
PubChem BioAssay data set |
NPT2 |
Others |
Unspecified |
|
Potency |
n.a. |
37160.1 |
nM |
PubChem BioAssay data set |
NPT2 |
Others |
Unspecified |
|
Potency |
n.a. |
23446.4 |
nM |
PubChem BioAssay data set |
NPT2 |
Others |
Unspecified |
|
Potency |
n.a. |
18469.5 |
nM |
PubChem BioAssay data set |
NPT2 |
Others |
Unspecified |
|
Potency |
n.a. |
65532.1 |
nM |
PubChem BioAssay data set |
☑ 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 NPC60675 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 | 589 |
0.1-0.2 | 20889 |
0.2-0.3 | 15931 |
0.3-0.4 | 4100 |
0.4-0.5 | 911 |
0.5-0.6 | 211 |
0.6-0.7 | 39 |
0.7-0.8 | 15 |
0.8-0.85 | 3 |
0.85-0.9 | 4 |
0.9-0.95 | 3 |
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 NPC60675 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).
range |
Tanimoto Coefficient |
0-0.1 | 797 |
0.1-0.2 | 6421 |
0.2-0.3 | 1610 |
0.3-0.4 | 243 |
0.4-0.5 | 62 |
0.5-0.6 | 11 |
0.6-0.7 | 3 |
0.7-0.8 | 1 |
0.8-0.85 | 1 |
0.85-0.9 | 0 |
0.9-0.95 | 1 |
0.95-1 | 0 |
Similarity Score |
Similarity Level |
Drug ID |
Developmental Stage |
0.9091 |
High Similarity |
NPD8573 |
Approved |
0.8125 |
Intermediate Similarity |
NPD8187 |
Phase 3 |
0.7368 |
Intermediate Similarity |
NPD9115 |
Approved |
0.6739 |
Remote Similarity |
NPD4220 |
Pre-registration |
0.6667 |
Remote Similarity |
NPD9114 |
Clinical (unspecified phase) |
0.6 |
Remote Similarity |
NPD9411 |
Phase 1 |
0.5652
|
Remote Similarity |
NPD5326 |
Phase 3 |