Showing Compound Blepharin (FDB000405)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:33 UTC

Update date

2020-02-24 19:10:07 UTC

Primary ID

FDB000405

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Blepharin

Description

Blepharin, also known as hboa-GLC, 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. Blepharin has been detected, but not quantified in, several different foods, such as breakfast cereal, cereals and cereal products, corns (Zea mays), and fats and oils. This could make blepharin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Blepharin.

CAS Number

27625-86-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(2R)-2-O-beta-D-Glucopyranosyl-2H-1,4-benzoxazin-3(4H)-one	MeSH
HBOA-GLC	MeSH
(+)-Blepharin	HMDB
Blepharin	db_source
HBOA-Glc	db_source

Predicted Properties

Property	Value	Source
Water Solubility	79.3 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.3	ChemAxon
logS	-0.62	ALOGPS
pKa (Strongest Acidic)	10.8	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	137.71 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.44 m³·mol⁻¹	ChemAxon
Polarizability	31.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C14H17NO8

IUPAC name

2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one

InChI Identifier

InChI=1S/C14H17NO8/c16-5-8-9(17)10(18)11(19)13(22-8)23-14-12(20)15-6-3-1-2-4-7(6)21-14/h1-4,8-11,13-14,16-19H,5H2,(H,15,20)

InChI Key

PYQSUTLVBSTCSK-UHFFFAOYSA-N

Isomeric SMILES

OCC1OC(OC2OC3=CC=CC=C3NC2=O)C(O)C(O)C1O

Average Molecular Weight

327.2867

Monoisotopic Molecular Weight

327.095416525

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

Hexose monosaccharide
O-glycosyl compound
Benzoxazine
Monosaccharide
Oxane
Benzenoid
Cyclic carboximidic acid
Secondary alcohol
Propargyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Acetal
Polyol
Azacycle
Oxacycle
Organic 1,3-dipolar compound
Primary alcohol
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:

Biological:

Plant:

Poaceae

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 51.38%; H 5.24%; N 4.28%; O 39.11%	DFC
Melting Point	Mp 226-227°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]D +127.3 (H2O)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Blepharin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-08gi-6963000000-2dbbe24c870ab6deec43	Spectrum
Predicted GC-MS	Blepharin, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udi-2443029000-ea6466682dcef6776e5e	Spectrum
Predicted GC-MS	Blepharin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 6V, Negative	splash10-03di-0901000000-6c0ff34a7c5ba7af732c	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-02t9-0903000000-6d985b6b680a003be018	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-1901000000-72a519b4b9229fd1dd00	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f6x-9800000000-e8bc709f4a18db143379	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0400-1903000000-e974c6748246132a2531	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03xr-2901000000-e3d6a4d769c51829ccdc	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9400000000-a21c8eaf678dcfce81c1	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0309000000-6b64078debe40261bf4d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-1901000000-dc021707e135bf202ac1	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a59-2900000000-fd51b144e55cb4c9837f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0309000000-2af6e1ef654f1b95ae34	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-d4f89a736b117fa704fa	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0cdl-4900000000-25d8d3d80cbb90110a7f	2021-09-22	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

HMDB29344

CRC / DFC (Dictionary of Food Compounds) ID

BBX95-G:BBX73-Y

EAFUS ID

Not Available

Dr. Duke ID

2-(2-HYDROXY-1,4(2H)-BENZOXAZIN-3(4H)-ON-BETA-D-GLUCOSIDE

BIGG ID

Not Available

KNApSAcK ID

C00036821

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

Food	Content Range	Average	Reference
Food			Reference

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

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound Blepharin (FDB000405)

Structure for FDB000405 (Blepharin)