Showing Compound (±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside (FDB011062)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:27 UTC

Update date

2019-11-26 03:04:31 UTC

Primary ID

FDB011062

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside

Description

(±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose (±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside has been detected, but not quantified in, herbs and spices. This could make (±)-threo-1-(p-hydroxyphenyl)propylene glycol 4'-glucoside a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on (±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside.

CAS Number

9003-11-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(1RS,2RS)-1-(4-Hydroxyphenyl)-1,2-propanediol 4'-O-b-D-glucopyranoside	manual
(1RS,2RS)-1-(p-Hydroxyphenyl)propylene glycol 4'-O-b-D-glucopyranoside	manual
(±)-threo-1-(4-Hydroxyphenyl)-1,2-propanediol 4'-O-b-D-glucopyranoside	manual
(±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside	manual
(±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-O-b-D-glucopyranoside	manual

Showing 1 to 5 of 5 entries

Predicted Properties

Property	Value	Source
Water Solubility	15.6 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.6	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	12.18	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.38 m³·mol⁻¹	ChemAxon
Polarizability	32.79 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C15H22O8

IUPAC name

2-[4-(1,2-dihydroxypropyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Identifier

InChI=1S/C15H22O8/c1-7(17)11(18)8-2-4-9(5-3-8)22-15-14(21)13(20)12(19)10(6-16)23-15/h2-5,7,10-21H,6H2,1H3

InChI Key

IVGOVXXPQSIWEF-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

330.3304

Monoisotopic Molecular Weight

330.13146768

Classification

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glycosyl compound
Phenylpropane
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Hydrocarbon derivative
Alcohol
Primary alcohol
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 54.54%; H 6.71%; O 38.75%	DFC
Melting Point	Not Available
Optical Rotation	[a]23D -49 (c, 0.2 in MeOH)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	(±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03di-6985000000-42d3aaf5585d584139b1	Spectrum
Predicted GC-MS	(±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-1422019000-9dbbd3c89f0d0845055d	Spectrum
Predicted GC-MS	(±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0wn9-0915000000-6d7bb1696110c45a19c9	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uxr-0900000000-d03b9509ddf2a788673b	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-1900000000-c02f481c396b46b4d241	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00or-1829000000-b8e23f67a159cbcf6ec5	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-3921000000-2828a02b9367f6dd026c	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01bd-6900000000-6407a5dc29572a1e6642	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0912000000-5c69aa7c56d8cbbc554b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0920000000-83bcf2432b677368403b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4j-7910000000-619d4906df326779c9b2	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0509000000-12ad7f6273633134a962	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00r2-3931000000-719ab73a5ef26604dec0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006w-6900000000-e5bad1849d142734c2ee	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33068

CRC / DFC (Dictionary of Food Compounds) ID

MRH83-Y:FYL64-L

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound (±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside (FDB011062)

Structure for FDB011062 ((±)-threo-1-(p-Hydroxyphenyl)propylene glycol 4'-glucoside)