ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid (CFc000134540)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:06:55 UTC

Chemfont ID

CFc000134540

Molecule Identification

Common Name

3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid belongs to the class of organic compounds known as o-cinnamoyl glycosides. These are o-glycoside derivatives of cinnamic acid. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylate	Generator

Chemical Formula

C₂₀H₂₄O₉

Average Molecular Weight

408.403

Monoisotopic Molecular Weight

408.142032353

IUPAC Name

3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCOC1=CC=C(C=CC(=O)OC2OC(C(O)C(O)C2O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C20H24O9/c1-11(2)9-10-27-13-6-3-12(4-7-13)5-8-14(21)28-20-17(24)15(22)16(23)18(29-20)19(25)26/h3-9,15-18,20,22-24H,10H2,1-2H3,(H,25,26)

InChI Key

SJQLEAWWYLQZSM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-cinnamoyl glycosides. These are o-glycoside derivatives of cinnamic acid. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

O-cinnamoyl glycosides

Alternative Parents

Substituents

O-cinnamoyl glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Phenoxy compound
Phenol ether
Styrene
Alkyl aryl ether
Beta-hydroxy acid
Fatty acid ester
Hydroxy acid
Monosaccharide
Monocyclic benzene moiety
Fatty acyl
Pyran
Benzenoid
Dicarboxylic acid or derivatives
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Acetal
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Organoheterocyclic compound
Ether
Polyol
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
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	0.7 g/L	ALOGPS
logP	1.06	ALOGPS
logP	1.63	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.19	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	8	ChemAxon
Refractivity	100.94 m³·mol⁻¹	ChemAxon
Polarizability	42.1 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

HMDB0154132

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 3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid (CFc000134540)

MOL for CFc000134540 (3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid)

3D MOL for CFc000134540 (3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid)

3D SDF for CFc000134540 (3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid)

3D-SDF for CFc000134540 (3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid)

PDB for CFc000134540 (3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid)

3D PDB for CFc000134540 (3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid)

SMILES for CFc000134540 (3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid)

INCHI for CFc000134540 (3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid)

Structure for CFc000134540 (3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid)

3D Structure for CFc000134540 (3,4,5-trihydroxy-6-[(3-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}prop-2-enoyl)oxy]oxane-2-carboxylic acid)