Capsaicin; Dihydro
AlkaPlorer ID: AK010338
Synonym: N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide, Dihydrocapsaicin
IUPAC Name: N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide
Structure
SMILES: COC1=CC(CN=C(O)CCCCCCC(C)C)=CC=C1O
InChI: InChI=1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21)
InChIKey: XJQPQKLURWNAAH-UHFFFAOYSA-N
Reference
Separation and Quantification of Capsaicinoids Using Complexation Chromatography
PubChem CID: 107982
CAS: 19408-84-5
LOTUS: LTS0244691
SuperNatural Ⅲ: SN0432004
NPASS: NPC218530
COCONUT: CNP0195467
Source
Properties Information
Molecule Weight: 307.434
TPSA？: 62.05
MolLogP？: 4.853900000000006
Number of H-Donors: 2
Number of H-Acceptors: 3
RingCount: 1
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus anthracis | Anthrax lethal factor | Potency | 12589.3 | nM | None |
| Equus caballus | Ferritin light chain | Potency | 22387.2 | nM | None |
| Escherichia coli K-12 | Beta-lactamase AmpC | Potency | 12589.3 | nM | None |
| Homo sapiens | Beta-glucocerebrosidase | Potency | 39810.7 | nM | None |
| Homo sapiens | Bloom syndrome protein | Potency | 25118.9 | nM | None |
| Homo sapiens | Chromobox protein homolog 1 | Potency | 31622.8 | nM | None |
| Homo sapiens | Chromobox protein homolog 1 | Potency | 89125.1 | nM | None |
| Homo sapiens | Cytochrome P450 1A2 | AC50 | 12589.25 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | AC50 | 10000.0 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | Potency | 10000.0 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | AC50 | 2511.89 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | Potency | 2511.9 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | Potency | 10000.0 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | AC50 | 39810.72 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 31622.8 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 39810.7 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | AC50 | 12589.25 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | Potency | 12589.3 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | Potency | 25118.9 | nM | None |
| Homo sapiens | DNA polymerase beta | Potency | 35481.3 | nM | None |
| Homo sapiens | DNA polymerase iota | Potency | 22387.2 | nM | None |
| Homo sapiens | Dopamine D1 receptor | Potency | 1032.2 | nM | None |
| Homo sapiens | Geminin | Potency | 6513.1 | nM | None |
| Homo sapiens | Geminin | Potency | 23109.3 | nM | None |
| Homo sapiens | HeLa | IC50 | 50000.0 | nM | 10.1016/j.bmc.2018.04.031 |
| Homo sapiens | HERG | Potency | 35481.3 | nM | None |
| Homo sapiens | Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 | Potency | 10000.0 | nM | None |
| Homo sapiens | Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 | Potency | 39810.7 | nM | None |
| Homo sapiens | K562 | IC50 | 50000.0 | nM | 10.1016/j.bmc.2018.04.031 |
| Homo sapiens | MCF7 | IC50 | 50000.0 | nM | 10.1016/j.bmc.2018.04.031 |
| Homo sapiens | Menin/Histone-lysine N-methyltransferase MLL | Potency | 39810.7 | nM | None |
| Homo sapiens | M-phase phosphoprotein 8 | Potency | 158.5 | nM | None |
| Homo sapiens | Neuropeptide S receptor | Potency | 12589.3 | nM | None |
| Homo sapiens | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | Potency | 79432.8 | nM | None |
| Homo sapiens | Peripheral myelin protein 22 | Potency | 19011.5 | nM | None |
| Homo sapiens | Rap guanine nucleotide exchange factor 3 | Potency | 112201.8 | nM | None |
| Homo sapiens | Thyroid stimulating hormone receptor | Potency | 39810.7 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 23109.3 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 26608.6 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 29092.9 | nM | None |
| Homo sapiens | Ubiquitin carboxyl-terminal hydrolase 1 | Potency | 56234.1 | nM | None |
| Homo sapiens | Vanilloid receptor | Ratio | 1.996 | None | 10.1016/j.bmc.2018.04.031 |
| Influenza A virus | Nonstructural protein 1 | Potency | 31622.8 | nM | None |
| Mus musculus | Bile acid receptor/Retinoic acid receptor RXR-alpha | Activity | nan | None | 10.1016/j.bmc.2011.09.039 |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 17782.8 | nM | None |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 35481.3 | nM | None |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 70794.6 | nM | None |
| Rattus norvegicus | Vanilloid receptor | EC50 | 190.0 | nM | 10.1021/jm00068a016 |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | Potency | 18356.4 | nM | None |
| Trypanosoma cruzi | Cruzipain | Potency | 39810.7 | nM | None |
| None | NON-PROTEIN TARGET | EC50 | 20.0 | nM | 10.1038/nchembio873 |
| None | NON-PROTEIN TARGET | EC50 | 218.0 | nM | 10.1038/nchembio873 |
| None | NON-PROTEIN TARGET | EC50 | 651.0 | nM | 10.1038/nchembio873 |
| None | NON-PROTEIN TARGET | EC50 | 3280.0 | nM | 10.1038/nchembio873 |
| None | NON-PROTEIN TARGET | EC50 | 21460.0 | nM | 10.1038/nchembio873 |
| None | NON-PROTEIN TARGET | EC50 | 41830.0 | nM | 10.1038/nchembio873 |
| None | NON-PROTEIN TARGET | EC50 | 88630.0 | nM | 10.1038/nchembio873 |
| None | NON-PROTEIN TARGET | Potency | 8912.5 | nM | None |
| None | NON-PROTEIN TARGET | Potency | 12589.3 | nM | None |
| None | NON-PROTEIN TARGET | Potency | 15848.9 | nM | None |
| None | NON-PROTEIN TARGET | Potency | 17782.8 | nM | None |
| None | Unchecked | Inhibition | nan | % | 10.1038/nchembio873 |
| None | Unchecked | Potency | 5623.4 | nM | None |
| None | Unchecked | Potency | 6510.4 | nM | None |
| None | Unchecked | Potency | 8912.5 | nM | None |
| None | Unchecked | Potency | 15848.9 | nM | None |
| None | Unchecked | Potency | 25118.9 | nM | None |
| None | Unchecked | Potency | 35481.3 | nM | None |
| None | Unchecked | Potency | 44668.4 | nM | None |
| None | Unchecked | Ratio EC50 | 192.0 | None | 10.1038/nchembio873 |