Showing Compound Di-demethylsimmondsin 4-alpha-D-glucoside (FDB017664)

Record Information

Version

1.0

Creation date

2010-04-08 22:13:14 UTC

Update date

2019-11-26 03:15:01 UTC

Primary ID

FDB017664

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Di-demethylsimmondsin 4-alpha-D-glucoside

Description

Dide-O-methyl-4-O-alpha-D-glucopyranosylsimmondsin 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. Dide-O-methyl-4-O-alpha-D-glucopyranosylsimmondsin has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, fats and oils, nuts, and robusta coffees (Coffea canephora). This could make dide-O-methyl-4-O-alpha-D-glucopyranosylsimmondsin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Dide-O-methyl-4-O-alpha-D-glucopyranosylsimmondsin.

CAS Number

370068-00-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
Di-demethyl-4-O-a-D-glucopyranosylsimmondsin	manual
Di-demethylsimmondsin 4-a-D-glucoside	Generator
Di-demethylsimmondsin 4-alpha-D-glucopyranoside	manual
Di-demethylsimmondsin 4-alpha-D-glucoside	manual
Di-demethylsimmondsin 4-O-a-D-glucopyranoside	manual
Di-demethylsimmondsin 4-α-D-glucoside	Generator
Dide-O-methyl-4-O-a-D-glucopyranosylsimmondsin	Generator
Dide-O-methyl-4-O-α-D-glucopyranosylsimmondsin	Generator

Showing 1 to 8 of 8 entries

Predicted Properties

Property	Value	Source
Water Solubility	129 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-6	ChemAxon
logS	-0.6	ALOGPS
pKa (Strongest Acidic)	11.87	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	263.01 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.76 m³·mol⁻¹	ChemAxon
Polarizability	47.77 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

Chemical Formula

C20H31NO14

IUPAC name

2-[(1E)-2,3-dihydroxy-4,6-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})cyclohexylidene]acetonitrile

InChI Identifier

InChI=1S/C20H31NO14/c21-2-1-6-7(32-19-17(30)15(28)13(26)9(4-22)34-19)3-8(12(25)11(6)24)33-20-18(31)16(29)14(27)10(5-23)35-20/h1,7-20,22-31H,3-5H2/b6-1-

InChI Key

XJQKQFRVSPIUIR-BHQIHCQQSA-N

Isomeric SMILES

OCC1OC(OC2CC(OC3OC(CO)C(O)C(O)C3O)\C(=C\C#N)C(O)C2O)C(O)C(O)C1O

Average Molecular Weight

509.4584

Monoisotopic Molecular Weight

509.174454705

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
Cyclitol or derivatives
Monosaccharide
Oxane
Cyclic alcohol
Secondary alcohol
Acetal
Oxacycle
Carbonitrile
Nitrile
Organoheterocyclic compound
Polyol
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Primary alcohol
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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 47.15%; H 6.13%; N 2.75%; O 43.97%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0036-3301900000-b1c29a35b87854812664	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0079-7802119000-6b178339a0eaf28d6139	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_2_39, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_3_27, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_3_82, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_3_99, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_3_110, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_3_113, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_3_115, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_3_116, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_40, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_55, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_65, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_75, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_76, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_77, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_152, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_162, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_168, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_173, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_174, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_182, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_190, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_194, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Di-demethylsimmondsin 4-alpha-D-glucoside, TMS_4_195, 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	splash10-001j-0209210000-ba89aa2d5bc38cca8d90	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0709000000-fea6f65eaf372ee69236	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-3903000000-13f8c380689a300b05a6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6s-1239450000-f19b3f3013d3da597b60	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00mk-1619200000-8fe3a8f0ce64d79f66df	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-003r-3943000000-d44bfc28ebf42b6794be	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0005390000-1b3d2b115afbb9757ac1	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052b-5209510000-e453d8f157994b04bc69	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-4912100000-ece2b76aeaf2717422f0	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03ea-0009240000-a9d2de01a1e08e775280	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0feg-0609710000-6c627a6604c49540533d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05w4-5907300000-313b02af54c13eca0b49	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

370068

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB38329

CRC / DFC (Dictionary of Food Compounds) ID

CHN95-J:KYS95-H

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 Di-demethylsimmondsin 4-alpha-D-glucoside (FDB017664)

Structure for FDB017664 (Di-demethylsimmondsin 4-alpha-D-glucoside)