| Common Name |
Xanthoxylin
| Description |
Xanthoxylin is found in fats and oils. Xanthoxylin is obtained from Zanthoxylum piperitum (Japanese pepper tree) and Sapium sebiferum (Chinese tallowtree) Xanthoxylin 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 |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29645 (Xanthoxylin)
| Synonyms |
| Value |
Source |
1-(2-Hydroxy-4,6-dimethoxyphenyl)-ethanoneHMDB
1-(2-Hydroxy-4,6-dimethoxyphenyl)ethan-1-oneHMDB
1-(2-Hydroxy-4,6-dimethoxyphenyl)ethanoneHMDB
1-Acetyl-2-hydroxy-4,6-dimethoxybenzeneHMDB
2'-Hydroxy-4',6'-dimethoxy-acetophenoneHMDB
2'-Hydroxy-4',6'-dimethoxyacetophenoneHMDB
2,4-Di-O-methylphloroacetophenoneHMDB
2-Hydroxy-4, 6-dimethoxyacetophenoneHMDB
2-Hydroxy-4,6-dimethoxyacetophenoneHMDB
2-Hydroxyl-4,6-dimethoxy-acetophenoneHMDB
4, 6-Dimethoxy-2-hydroxyacetophenoneHMDB
4,6-Dimethoxy-2-hydroxyacetophenoneHMDB
6-MethoxypaeonolHMDB
Acetophenone der.HMDB
Acetophenone, 2'-hydroxy-4',6'-dimethoxy- (8ci)HMDB
BrevifolinHMDB
Brevifolin (zanthoxylum)HMDB
Phloracetophenone dimethyl etherHMDB
Phloroacetophenone 2,4-dimethyl etherHMDB
XanthoxylineHMDB
| Chemical Formlia |
C10H12O4
| Average Molecliar Weight |
196.1999
| Monoisotopic Molecliar Weight |
196.073558872
| IUPAC Name |
1-(2-hydroxy-4,6-dimethoxyphenyl)ethan-1-one
| Traditional Name |
xanthoxylin
| CAS Registry Number |
90-24-4
| SMILES |
COC1=CC(O)=C(C(C)=O)C(OC)=C1
| InChI Identifier |
InChI=1S/C10H12O4/c1-6(11)10-8(12)4-7(13-2)5-9(10)14-3/h4-5,12H,1-3H3
| InChI Key |
FBUBVLUPUDBFME-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic oxygen compounds
| Sub Class |
Organooxygen compounds
| Direct Parent |
Alkyl-phenylketones
| Alternative Parents |
Methoxyphenols
Dimethoxybenzenes
Acetophenones
Phenoxy compounds
Benzoyl derivatives
Aryl alkyl ketones
Anisoles
Alkyl aryl ethers
1-hydroxy-4-unsubstituted benzenoids
1-hydroxy-2-unsubstituted benzenoids
Vinylogous acids
Organic oxides
Hydrocarbon derivatives
| Substituents |
Alkyl-phenylketone
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Acetophenone
Phenoxy compound
Anisole
Benzoyl
Phenol ether
Aryl alkyl ketone
Methoxybenzene
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ether
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
carboxylic ester (CHEBI:10070 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point85 – 88 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility2.46 mg/mLALOGPS
logP1.69ALOGPS
logP1.56ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)10.13ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity51.37 m3·mol-1ChemAxon
Polarizability19.71 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| LC-MS/MS |
LC-MS/MS Spectrum – , positivesplash10-0gba-3900000000-3016175ddc355d5ca94eView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
| 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 |
FDB000816
| KNApSAcK ID |
C00002710
| Chemspider ID |
60021
| KEGG Compound ID |
C10726
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29645
| Metagene Link |
HMDB29645
| METLIN ID |
Not Available
| PubChem Compound |
66654
| PDB ID |
Not Available
| ChEBI ID |
562352
Product: WEHI-345 analog
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 10565815