Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-05-31 17:54:51 UTC |
---|
Updated at | 2022-05-31 17:54:51 UTC |
---|
NP-MRD ID | NP0138314 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | 2',6'-Dihydroxy 4'-methoxydihydrochalcone |
---|
Description | 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone, also known as 2',6'-dihydroxy-4'-methoxydihydrochalcone, belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, 1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone is considered to be a flavonoid lipid molecule. It was first documented in 1994 (PMID: 8158163). 1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 17397884) (PMID: 21680165) (PMID: 22516933). |
---|
Structure | COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1 InChI=1S/C16H16O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-6,9-10,18-19H,7-8H2,1H3 |
---|
Synonyms | Value | Source |
---|
1-(2,6-Dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one | HMDB | 2',6'-Dihydroxy-4'-methoxy-b-phenylpropiophenone | HMDB | 2',6'-Dihydroxy-4'-methoxydihydrochalcone | HMDB | 2',6'-Dihydroxy-4'-methoxydihydrochalone | HMDB | 2',6'-Dihydroxy-4'-methoxydihydro-chalcone | HMDB |
|
---|
Chemical Formula | C16H16O4 |
---|
Average Mass | 272.2958 Da |
---|
Monoisotopic Mass | 272.10486 Da |
---|
IUPAC Name | 1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one |
---|
Traditional Name | 1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one |
---|
CAS Registry Number | 35241-55-5 |
---|
SMILES | COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1 |
---|
InChI Identifier | InChI=1S/C16H16O4/c1-20-12-9-14(18)16(15(19)10-12)13(17)8-7-11-5-3-2-4-6-11/h2-6,9-10,18-19H,7-8H2,1H3 |
---|
InChI Key | MDMCODCJMHTFIZ-UHFFFAOYSA-N |
---|
Experimental Spectra |
---|
|
| Not Available | Predicted Spectra |
---|
|
| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | Not Available |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. |
---|
Kingdom | Organic compounds |
---|
Super Class | Phenylpropanoids and polyketides |
---|
Class | Linear 1,3-diarylpropanoids |
---|
Sub Class | Chalcones and dihydrochalcones |
---|
Direct Parent | 2'-Hydroxy-dihydrochalcones |
---|
Alternative Parents | |
---|
Substituents | - 2'-hydroxy-dihydrochalcone
- Cinnamylphenol
- Alkyl-phenylketone
- Butyrophenone
- Methoxyphenol
- Phenylketone
- Anisole
- Benzoyl
- Phenoxy compound
- Phenol ether
- Resorcinol
- Aryl ketone
- Aryl alkyl ketone
- Methoxybenzene
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- 1-hydroxy-4-unsubstituted benzenoid
- Alkyl aryl ether
- Monocyclic benzene moiety
- Benzenoid
- Vinylogous acid
- Ketone
- Ether
- Organic oxide
- Organooxygen compound
- Organic oxygen compound
- Hydrocarbon derivative
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | |
---|
General References | - Portet B, Fabre N, Roumy V, Gornitzka H, Bourdy G, Chevalley S, Sauvain M, Valentin A, Moulis C: Activity-guided isolation of antiplasmodial dihydrochalcones and flavanones from Piper hostmannianum var. berbicense. Phytochemistry. 2007 May;68(9):1312-20. doi: 10.1016/j.phytochem.2007.02.006. Epub 2007 Mar 29. [PubMed:17397884 ]
- Mapunya MB, Hussein AA, Rodriguez B, Lall N: Tyrosinase activity of Greyia flanaganii (Bolus) constituents. Phytomedicine. 2011 Aug 15;18(11):1006-12. doi: 10.1016/j.phymed.2011.03.013. Epub 2011 Jun 15. [PubMed:21680165 ]
- Cabanillas BJ, Le Lamer AC, Castillo D, Arevalo J, Estevez Y, Rojas R, Valadeau C, Bourdy G, Sauvain M, Fabre N: Dihydrochalcones and benzoic acid derivatives from Piper dennisii. Planta Med. 2012 Jun;78(9):914-8. doi: 10.1055/s-0031-1298459. Epub 2012 Apr 19. [PubMed:22516933 ]
- Orjala J, Wright AD, Behrends H, Folkers G, Sticher O, Ruegger H, Rali T: Cytotoxic and antibacterial dihydrochalcones from Piper aduncum. J Nat Prod. 1994 Jan;57(1):18-26. doi: 10.1021/np50103a003. [PubMed:8158163 ]
|
---|