ChemFOnt: Showing chemical card for 3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid (CFc000160102)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:48:28 UTC

Chemfont ID

CFc000160102

Molecule Identification

Common Name

3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

Definition

3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Based on a literature review very few articles have been published on 3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate	Generator
3-Ethylidene-4-(2-oxo-2-{2-[4-(sulphooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate	Generator
3-Ethylidene-4-(2-oxo-2-{2-[4-(sulphooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid	Generator

Chemical Formula

C₂₄H₃₀O₁₅S

Average Molecular Weight

590.55

Monoisotopic Molecular Weight

590.13054144

IUPAC Name

(3Z)-3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

Traditional Name

(5Z)-5-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C(C)=C1C(OC2OC(CO)C(O)C(O)C2O)OC=C(C1CC(=O)OCCC1=CC=C(OS(O)(=O)=O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C24H30O15S/c1-2-14-15(9-18(26)35-8-7-12-3-5-13(6-4-12)39-40(32,33)34)16(22(30)31)11-36-23(14)38-24-21(29)20(28)19(27)17(10-25)37-24/h2-6,11,15,17,19-21,23-25,27-29H,7-10H2,1H3,(H,30,31)(H,32,33,34)/b14-2-

InChI Key

GMWBYKYTTMSHHF-VVHNFQOZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Phenylsulfate
O-glycosyl compound
Secoiridoid-skeleton
Glycosyl compound
Arylsulfate
Tyrosol derivative
Monoterpenoid
Monocyclic monoterpenoid
Aromatic monoterpenoid
Phenoxy compound
Sugar acid
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous ester
Organic sulfuric acid or derivatives
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.37 g/L	ALOGPS
logP	-0.21	ALOGPS
logP	-2.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	235.81 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	131.46 m³·mol⁻¹	ChemAxon
Polarizability	55.77 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0179694

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid (CFc000160102)

MOL for CFc000160102 (3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid)

3D MOL for CFc000160102 (3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid)

3D SDF for CFc000160102 (3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid)

3D-SDF for CFc000160102 (3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid)

PDB for CFc000160102 (3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid)

3D PDB for CFc000160102 (3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid)

SMILES for CFc000160102 (3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid)

INCHI for CFc000160102 (3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid)

Structure for CFc000160102 (3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid)

3D Structure for CFc000160102 (3-ethylidene-4-(2-oxo-2-{2-[4-(sulfooxy)phenyl]ethoxy}ethyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid)