| Common Name |
Sinapine
| Description |
Napin is found in brassicas. Storage protein isolated from the seeds of Brassica napus (rape).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29379 (Sinapine)
| Synonyms |
| Value |
Source |
2-(4-Hydroxy-3,5-dimethoxycinnamoyloxy)-N,N,N-trimethylethanaminiumChEBI
O-SinapoylcholineChEBI
SinapoylcholineChEBI
2-[[3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl]oxy]-N,N,N- trimethylethanaminium, 9ciHMDB
4-Hydroxy-3,5-dimethoxycinnamate cholineHMDB
Choline 4-hydroxy-3,5-dimethoxycinnamate, 8ciHMDB
Sinapine bislifateHMDB
Sinapine bisliphateHMDB
| Chemical Formlia |
C16H24NO5
| Average Molecliar Weight |
310.3655
| Monoisotopic Molecliar Weight |
310.165447883
| IUPAC Name |
(2-{[(2Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}ethyl)trimethylazanium
| Traditional Name |
(2-{[(2Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}ethyl)trimethylazanium
| CAS Registry Number |
18696-26-9
| SMILES |
COC1=CC(C=C/C(=O)OCC[N+](C)(C)C)=CC(OC)=C1O
| InChI Identifier |
InChI=1S/C16H23NO5/c1-17(2,3)8-9-22-15(18)7-6-12-10-13(20-4)16(19)14(11-12)21-5/h6-7,10-11H,8-9H2,1-5H3/p+1
| InChI Key |
HUJXHFRXWWGYQH-UHFFFAOYSA-O
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Phenylpropanoids and polyketides
| Sub Class |
Cinnamic acids and derivatives
| Direct Parent |
Coumaric acids and derivatives
| Alternative Parents |
Cinnamic acid esters
Methoxyphenols
Dimethoxybenzenes
Acyl cholines
Styrenes
Phenoxy compounds
Anisoles
Alkyl aryl ethers
Fatty acid esters
Tetraalkylammonium salts
Enoate esters
Monocarboxylic acids and derivatives
Organopnictogen compounds
Hydrocarbon derivatives
Carbonyl compounds
Organic oxides
Amines
Organic salts
Organic cations
| Substituents |
Coumaric acid or derivatives
Cinnamic acid ester
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Acyl choline
Anisole
Methoxybenzene
Phenol ether
Styrene
Phenoxy compound
Fatty acid ester
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Enoate ester
Quaternary ammonium salt
Alpha,beta-unsaturated carboxylic ester
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organic oxide
Organic salt
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic cation
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
acylcholine (CHEBI:16353 )
Sinapate derivatives (C00933 )
a small moleclie (O-SINAPOYLCHOLINE )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Food
Plant
| Biofunction |
Nutrient
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| 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 Solubility0.014 mg/mLALOGPS
logP-0.93ALOGPS
logP-2.2ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)9.29ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area64.99 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity96.67 m3·mol-1ChemAxon
Polarizability32.82 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not 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 |
557
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB013889
| KNApSAcK ID |
Not Available
| Chemspider ID |
80576
| KEGG Compound ID |
C00933
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29379
| Metagene Link |
HMDB29379
| METLIN ID |
Not Available
| PubChem Compound |
89287
| PDB ID |
Not Available
| ChEBI ID |
16353
Product: Pleuromutilin
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: 9925723
