ChemFOnt: Showing chemical card for 3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid (CFc000128710)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:57:17 UTC

Chemfont ID

CFc000128710

Molecule Identification

Common Name

3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid

Definition

3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic 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-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoate	Generator
3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulphooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoate	Generator
3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulphooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid	Generator

Chemical Formula

C₂₁H₂₄O₁₅S

Average Molecular Weight

548.47

Monoisotopic Molecular Weight

548.083591247

IUPAC Name

3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid

Traditional Name

3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

OCC1OC(C(OS(O)(=O)=O)C(O)C1O)C1(O)C(=O)C=C(O)C(C(CC(O)=O)C2=CC=C(O)C=C2)=C1O

InChI Identifier

InChI=1S/C21H24O15S/c22-7-12-16(28)17(29)18(36-37(32,33)34)20(35-12)21(31)13(25)6-11(24)15(19(21)30)10(5-14(26)27)8-1-3-9(23)4-2-8/h1-4,6,10,12,16-18,20,22-24,28-31H,5,7H2,(H,26,27)(H,32,33,34)

InChI Key

RVOOBKKZPIMCPU-UHFFFAOYSA-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
Hexose monosaccharide
C-glycosyl compound
Glycosyl compound
3-phenylpropanoic-acid
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Acyloin
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Alkyl sulfate
Tertiary alcohol
Organic sulfuric acid or derivatives
Vinylogous acid
Secondary alcohol
Cyclic ketone
Ketone
Carboxylic acid
Carboxylic acid derivative
Polyol
Dialkyl ether
Enol
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carbonyl group
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Alcohol
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0148301)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	8.67 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-4.3	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	268.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	119.91 m³·mol⁻¹	ChemAxon
Polarizability	48.88 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

HMDB0148301

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-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid (CFc000128710)

MOL for CFc000128710 (3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid)

3D MOL for CFc000128710 (3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid)

3D SDF for CFc000128710 (3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid)

3D-SDF for CFc000128710 (3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid)

PDB for CFc000128710 (3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid)

3D PDB for CFc000128710 (3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid)

SMILES for CFc000128710 (3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid)

INCHI for CFc000128710 (3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid)

Structure for CFc000128710 (3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid)

3D Structure for CFc000128710 (3-{3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(sulfooxy)oxan-2-yl]-2,3,6-trihydroxy-4-oxocyclohexa-1,5-dien-1-yl}-3-(4-hydroxyphenyl)propanoic acid)