| Common Name |
7-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone
| Description |
7-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone is found in herbs and spices. 7-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone is from Alpinia officinarum (lesser galangal) 7-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone belongs to the family of Methoxyphenols and Derivatives. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB29525 (7-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone)
| Synonyms |
| Value |
Source |
(+)-TylophorineHMDB
2,3,6,7-tetramethoxyphenanthro(9,10:6,7')IndolizidineHMDB
2,3,6,7-tetramethoxyphenanthro[9,10:6',7']IndolizidineHMDB
7-(4-Hydroxy-3-methoxyphenyl)-5-methoxy-1-phenyl-3-heptanone, 9ciHMDB
TylophorinHMDB
TylophorineHMDB
Tylophorine (8ci)HMDB
| Chemical Formlia |
C21H26O4
| Average Molecliar Weight |
342.4287
| Monoisotopic Molecliar Weight |
342.18310932
| IUPAC Name |
7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one
| Traditional Name |
7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-1-phenylheptan-3-one
| CAS Registry Number |
83161-95-9
| SMILES |
COC(CCC1=CC(OC)=C(O)C=C1)CC(=O)CCC1=CC=CC=C1
| InChI Identifier |
InChI=1S/C21H26O4/c1-24-19(12-9-17-10-13-20(23)21(14-17)25-2)15-18(22)11-8-16-6-4-3-5-7-16/h3-7,10,13-14,19,23H,8-9,11-12,15H2,1-2H3
| InChI Key |
XYIISUAVSYEQLI-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.
| Kingdom |
Organic compounds
| Super Class |
Phenylpropanoids and polyketides
| Class |
Diarylheptanoids
| Sub Class |
Linear diarylheptanoids
| Direct Parent |
Linear diarylheptanoids
| Alternative Parents |
Methoxyphenols
Methoxybenzenes
Anisoles
Alkyl aryl ethers
Beta ketoaldehydes
Ketones
Dialkyl ethers
Hydrocarbon derivatives
| Substituents |
Linear 1,7-diphenylheptane skeleton
Methoxyphenol
Methoxybenzene
Phenol ether
Anisole
Phenol
Alkyl aryl ether
Benzenoid
Beta-ketoaldehyde
Monocyclic benzene moiety
Ketone
Ether
Dialkyl ether
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Nutrient
| Cellliar locations |
Membrane
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.0051 mg/mLALOGPS
logP4.11ALOGPS
logP4.5ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)10.28ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity98.75 m3·mol-1ChemAxon
Polarizability38.52 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-0006-0319000000-e16fae94d47076b02d62View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-001l-1922000000-2146ca40a9d2ce4ec35eView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-0bu9-3900000000-51b231f318e5e9bc7991View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-0006-0119000000-2bdbdf7919ff5dc72015View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-0007-1946000000-38abe83a339e5f88c1c6View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-0002-3940000000-88da8ecbfd89e52d3e8bView in MoNA
| Biological Properties |
| Cellliar Locations |
Membrane
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000665
| KNApSAcK ID |
Not Available
| Chemspider ID |
4477747
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29525
| Metagene Link |
HMDB29525
| METLIN ID |
Not Available
| PubChem Compound |
5319454
| PDB ID |
Not Available
| ChEBI ID |
66032
Product: Protirelin (Acetate)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Lee YZ, Huang CW, Yang CW, Hsu HY, Kang IJ, Chao YS, Chen IS, Chang HY, Lee SJ: Isolation and biological activities of phenanthroindolizidine and septicine alkaloids from the Formosan Tylophora ovata. Planta Med. 2011 Nov;77(17):1932-8. doi: 10.1055/s-0030-1271199. Epub 2011 Jul 4. [PubMed:21728149 ]
- Stoye A, Opatz T: Racemization-free synthesis of (S)-(+)-tylophorine from L-proline by radical cyclization. Org Lett. 2010 May 7;12(9):2140-1. doi: 10.1021/ol100652b. [PubMed:20377275 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 17572693
