ChemFOnt: Showing chemical card for 6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000142351)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:19:08 UTC

Chemfont ID

CFc000142351

Molecule Identification

Common Name

6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-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 6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[(2E)-2-{2-[(e)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₃₀O₉

Average Molecular Weight

450.484

Monoisotopic Molecular Weight

450.188982546

IUPAC Name

6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(COC(=O)C1=CC=CC=C1)=C(\CCC=C(C)C)COC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C23H30O9/c1-14(2)7-6-8-15(11-12-30-22(29)16-9-4-3-5-10-16)13-31-23-19(26)17(24)18(25)20(32-23)21(27)28/h3-5,7,9-11,17-20,23-26H,6,8,12-13H2,1-2H3,(H,27,28)/b15-11+

InChI Key

AQVSQWTZJBTFSX-RVDMUPIBSA-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
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Monoterpenoid
Aromatic monoterpenoid
Benzoate ester
Monocyclic monoterpenoid
Benzoic acid or derivatives
Benzoyl
Beta-hydroxy acid
Monocyclic benzene moiety
Fatty acyl
Dicarboxylic acid or derivatives
Benzenoid
Pyran
Oxane
Hydroxy acid
Monosaccharide
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Acetal
Oxacycle
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	0.33 g/L	ALOGPS
logP	1.89	ALOGPS
logP	2.27	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	115.06 m³·mol⁻¹	ChemAxon
Polarizability	47.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0161943

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 6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000142351)

MOL for CFc000142351 (6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000142351 (6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000142351 (6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000142351 (6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000142351 (6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000142351 (6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000142351 (6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000142351 (6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000142351 (6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000142351 (6-{[(2E)-2-{2-[(E)-benzoyloxy]ethylidene}-6-methylhept-5-en-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)