| Common Name |
Zeaxanthin dipalmitate
| Description |
Zeaxanthin dipalmitate is found in green vegetables. Zeaxanthin dipalmitate is a constituent of Physalis species, asparagus (Asparagus officinalis), beans and others.Zeaxanthin dipalmitate has been shown to exhibit hepatoprotective function (PMID 9387190 ).Zeaxanthin dipalmitate belongs to the family of Xanthophylls. These are carotenoids containing an oxygenated carotene backbone.
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB35705 (Zeaxanthin dipalmitate)
| Synonyms |
| Value |
Source |
HELENIENChEMBL
Zeaxanthin dipalmitic acidGenerator
PhysalienHMDB
PhysalinHMDB
Xanthophyll dipalmitateHMDB
| Chemical Formlia |
C72H116O4
| Average Molecliar Weight |
1045.689
| Monoisotopic Molecliar Weight |
1044.8873622
| IUPAC Name |
4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[4-(hexadecanoyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl hexadecanoate
| Traditional Name |
4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[4-(hexadecanoyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl hexadecanoate
| CAS Registry Number |
144-67-2
| SMILES |
CCCCCCCCCCCCCCCC(=O)OC1CC(C)=C(C=CC(C)=CC=CC(C)=CC=CC=C(/C)C=CC=C(/C)C=CC2=C(C)CC(CC2(C)C)OC(=O)CCCCCCCCCCCCCCC)C(C)(C)C1
| InChI Identifier |
InChI=1S/C72H116O4/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-69(73)75-65-55-63(7)67(71(9,10)57-65)53-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)52-54-68-64(8)56-66(58-72(68,11)12)76-70(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-54,65-66H,13-38,49-50,55-58H2,1-12H3/b40-39+,45-41+,46-42+,53-51+,54-52+,59-43+,60-44+,61-47+,62-48+
| InChI Key |
XACHQDDXHDTRLX-HZXCUAKRSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Lipids and lipid-like moleclies
| Sub Class |
Prenol lipids
| Direct Parent |
Xanthophylls
| Alternative Parents |
Fatty acid esters
Dicarboxylic acids and derivatives
Carboxylic acid esters
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
Xanthophyll
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound
| Molecliar Framework |
Aliphatic homomonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Cell signaling
Fuel and energy storage
Fuel or energy source
Membrane integrity/stability
Nutrient
hepatoprotective
| Application |
Nutrient
Stabilizers
Surfactants and Emlisifiers
| Cellliar locations |
Extracellliar
Membrane
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point98.5 – 99.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility6.15e-05 mg/mLALOGPS
logP11.01ALOGPS
logP22.19ChemAxon
logS-7.2ALOGPS
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 Å2ChemAxon
Rotatable Bond Count42ChemAxon
Refractivity342.13 m3·mol-1ChemAxon
Polarizability142.64 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Extracellliar
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 |
FDB014427
| KNApSAcK ID |
C00003783
| Chemspider ID |
4904574
| KEGG Compound ID |
C08609
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB35705
| Metagene Link |
HMDB35705
| METLIN ID |
Not Available
| PubChem Compound |
6384266
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Asarylaldehyde
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Kim HP, Kim SY, Lee EJ, Kim YC, Kim YC: Zeaxanthin dipalmitate from Lycium chinense has hepatoprotective activity. Res Commun Mol Pathol Pharmacol. 1997 Sep;97(3):301-14. [PubMed:9387190 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 11301346
