| Common Name |
8-8-Dehydrodiferliic acid
| Description |
8-8-Dehydrodiferliic acid is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).8-8-Dehydrodiferliic acid belongs to the family of Lignans and Norlignans. These are plant products of lowA molecliar weightA formed primarily fromA oxidative couplingA of twoA p-propylphenol moieties[1].
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB29277 (8-8'-Dehydrodiferliic acid)
| Synonyms |
Not Available
| Chemical Formlia |
C20H18O8
| Average Molecliar Weight |
386.3521
| Monoisotopic Molecliar Weight |
386.100167552
| IUPAC Name |
(2Z,3E)-bis[(4-hydroxy-3-methoxyphenyl)methylidene]butanedioic acid
| Traditional Name |
(2Z,3E)-bis[(4-hydroxy-3-methoxyphenyl)methylidene]butanedioic acid
| CAS Registry Number |
Not Available
| SMILES |
COC1=C(O)C=CC(C=C(C(O)=O)/C(=C/C2=CC(OC)=C(O)C=C2)/C(O)=O)=C1
| InChI Identifier |
InChI=1S/C20H18O8/c1-27-17-9-11(3-5-15(17)21)7-13(19(23)24)14(20(25)26)8-12-4-6-16(22)18(10-12)28-2/h3-10,21-22H,1-2H3,(H,23,24)(H,25,26)/b13-7-,14-8+
| InChI Key |
SPKZMOSDXTYXLK-MFUUIURDSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecliar weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromoleclies with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5,C8-C8. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.
| Kingdom |
Organic compounds
| Super Class |
Lignans, neolignans and related compounds
| Class |
Not Available
| Sub Class |
Not Available
| Direct Parent |
Lignans, neolignans and related compounds
| Alternative Parents |
Hydroxycinnamic acids
Coumaric acids and derivatives
Cinnamic acids
Methoxyphenols
Phenylpropenes
Methoxybenzenes
Anisoles
Alkyl aryl ethers
Dicarboxylic acids and derivatives
Carboxylic acids
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Norlignan skeleton
Hydroxycinnamic acid or derivatives
Hydroxycinnamic acid
Coumaric acid or derivatives
Cinnamic acid or derivatives
Cinnamic acid
Methoxyphenol
Phenylpropene
Methoxybenzene
Phenol ether
Anisole
Phenol
Alkyl aryl ether
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Ether
Carboxylic acid
Carboxylic acid derivative
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 Solubility0.029 mg/mLALOGPS
logP3.24ALOGPS
logP2.79ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)2.79ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area133.52 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity100.72 m3·mol-1ChemAxon
Polarizability37.13 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, 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 |
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 |
517
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000272
| KNApSAcK ID |
Not Available
| Chemspider ID |
Not Available
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29277
| Metagene Link |
HMDB29277
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: PP58
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]
|
PMID: 17521572
