Showing Compound Tryptophol [xylosyl-(1->6)-glucoside] (FDB020642)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:10 UTC

Update date

2019-11-26 03:19:14 UTC

Primary ID

FDB020642

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Tryptophol [xylosyl-(1->6)-glucoside]

Description

Tryptophol [xylosyl-(1->6)-glucoside] belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Tryptophol [xylosyl-(1->6)-glucoside] has been detected, but not quantified in, several different foods, such as black tea, green tea, teas (Camellia sinensis), herbs and spices, and red tea. This could make tryptophol [xylosyl-(1->6)-glucoside] a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Tryptophol [xylosyl-(1->6)-glucoside].

CAS Number

149817-65-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
3-(2-Hydroxyethyl)indole O-[b-D-xylopyranosyl-(1->6)-b-D-glucopyranoside]	manual
5-(3'-Benzloxy-4-methoxy)benzylbarbituric acid	HMDB
Tryptophol [xylosyl-(1->6)-glucoside]	manual
Tryptophol O-[b-D-xylopyranosyl-(1->6)-b-D-glucopyranoside]	manual

Showing 1 to 4 of 4 entries

Predicted Properties

Property	Value	Source
Water Solubility	5.09 g/L	ALOGPS
logP	-0.79	ALOGPS
logP	-1.3	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	11.93	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	174.09 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.58 m³·mol⁻¹	ChemAxon
Polarizability	46 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C21H29NO10

IUPAC name

2-[2-(1H-indol-3-yl)ethoxy]-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxane-3,4,5-triol

InChI Identifier

InChI=1S/C21H29NO10/c23-13-8-30-20(18(27)15(13)24)31-9-14-16(25)17(26)19(28)21(32-14)29-6-5-10-7-22-12-4-2-1-3-11(10)12/h1-4,7,13-28H,5-6,8-9H2

InChI Key

ONVGARFWQRCLML-UHFFFAOYSA-N

Isomeric SMILES

OC1COC(OCC2OC(OCCC3=CNC4=CC=CC=C34)C(O)C(O)C2O)C(O)C1O

Average Molecular Weight

455.4557

Monoisotopic Molecular Weight

455.179146153

Classification

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Disaccharide
O-glycosyl compound
3-alkylindole
Indole
Indole or derivatives
Oxane
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Secondary alcohol
Organoheterocyclic compound
Polyol
Azacycle
Oxacycle
Acetal
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Coffea

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 55.38%; H 6.42%; N 3.08%; O 35.13%	DFC
Melting Point	Not Available
Optical Rotation	[a]20D -32.7 (c, 0.4 in MeOH)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Tryptophol [xylosyl-(1->6)-glucoside], non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-007c-3895700000-b5d8f36562bd15e98a9d	Spectrum
Predicted GC-MS	Tryptophol [xylosyl-(1->6)-glucoside], 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-3770059000-cb30784ca52beae301df	Spectrum
Predicted GC-MS	Tryptophol [xylosyl-(1->6)-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	splash10-0a4r-0512900000-2f9fe72b7c001206b05d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ox-0902100000-e4874e4c859cf5ad6c1d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01oy-2901000000-5b50e03085e41a27a163	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0w30-2933800000-7f54eb9527447cf71b89	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001j-1921100000-6b7aaeffe737bb32eaa2	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9720000000-150a2849493f083a7bf7	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052f-0902500000-08b2fb1b5aec64393930	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052f-0937200000-661cdb17b12f119f72c3	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-1900000000-64584d9f2345f8a6858b	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0w29-0208900000-1a9be41ca97e8cf13100	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-074l-3009100000-e61d81ca10cdcb5e73e8	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-5901000000-4d1b96c280832668a298	2021-09-25	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

HMDB40825

CRC / DFC (Dictionary of Food Compounds) ID

FXH84-Q:MWR59-C

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 Tryptophol [xylosyl-(1->6)-glucoside] (FDB020642)

Structure for FDB020642 (Tryptophol [xylosyl-(1->6)-glucoside])