Identification

PhytoHub ID
PHUB001694
Name
Ligstroside
Systematic Name
Not Available
Synonyms
  • p-HPEA-Elenolic acid glucoside
CAS Number
Not Available
Average Mass
524.519
Monoisotopic Mass
524.18937647
Chemical Formula
C25H32O12
IUPAC Name
methyl 3-ethylidene-4-{2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl}-2-{[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate
InChI Key
GMQXOLRKJQWPNB-INPORNBYSA-N
InChI Identifier
InChI=1S/C25H32O12/c1-3-15-16(10-19(28)34-9-8-13-4-6-14(27)7-5-13)17(23(32)33-2)12-35-24(15)37-25-22(31)21(30)20(29)18(11-26)36-25/h3-7,12,16,18,20-22,24-27,29-31H,8-11H2,1-2H3/b15-3-/t16?,18-,20-,21-,22-,24?,25+/m1/s1
SMILES
[H]C(C)=C1C([H])(O[C@@H]2O[C@H](CO)[C@@H](O)[C@@H](O)[C@H]2O)OC=C(C(=O)OC)C1([H])CC(=O)OCCC1=CC=C(O)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
7.24e-01 g/l
LogS (ALOGPS)
-2.86
LogP (ALOGPS)
0.77
Hydrogen Acceptors
10
Hydrogen Donors
5
Rotatable Bond Count
11
Polar Surface Area
181.43999999999997
Refractivity
126.23729999999998
Polarizability
52.302281586844
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.9810849052288235
pKa (strongest acidic)
9.502876651956331
Number of Rings
3
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Miscellaneous polyphenols
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Terpene glycosides
Direct Parent Name
Terpene glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "Acetals", "Aromatic monoterpenoids", "Benzene and substituted derivatives", "Carbonyl compounds", "Dicarboxylic acids and derivatives", "Enoate esters", "Hydrocarbon derivatives", "Iridoids and derivatives", "Methyl esters", "Monocyclic monoterpenoids", "Monosaccharides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Primary alcohols", "Secondary alcohols", "Sugar acids and derivatives", "Tyrosols and derivatives", "Vinylogous esters"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "Acetal", "Alcohol", "Alpha,beta-unsaturated carboxylic ester", "Aromatic heteromonocyclic compound", "Aromatic monoterpenoid", "Benzenoid", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Dicarboxylic acid or derivatives", "Enoate ester", "Glycosyl compound", "Hydrocarbon derivative", "Methyl ester", "Monocyclic benzene moiety", "Monocyclic monoterpenoid", "Monosaccharide", "Monoterpenoid", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Polyol", "Primary alcohol", "Secoiridoid-skeleton", "Secondary alcohol", "Sugar acid", "Terpene glycoside", "Tyrosol derivative", "Vinylogous ester"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
Olive oilFats and oils PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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