ChemFOnt: Showing chemical card for 5-Oxoheptyl glucosinolate (CFc000281439)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:49 UTC

Chemfont ID

CFc000281439

Molecule Identification

Common Name

5-Oxoheptyl glucosinolate

Definition

5-oxoheptyl glucosinolate is a member of the class of compounds known as thioglycosides. Thioglycosides are glycoside in which a sugar group is bonded through one carbon to another group via a S-glycosidic bond. 5-oxoheptyl glucosinolate is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 5-oxoheptyl glucosinolate can be found in capers, which makes 5-oxoheptyl glucosinolate a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-Oxoheptyl glucosinolic acid	Generator

Chemical Formula

C₁₄H₂₇NO₁₀S₂

Average Molecular Weight

433.495

Monoisotopic Molecular Weight

433.107637469

IUPAC Name

(8Z)-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}-8-{[(trihydroxy-λ⁴-sulfanyl)oxy]imino}octan-3-one

Traditional Name

(8Z)-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}-8-{[(trihydroxy-λ⁴-sulfanyl)oxy]imino}octan-3-one

CAS Registry Number

20016-82-4

SMILES

CCC(=O)CCCC\C(=N\OS(O)(O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C14H27NO10S2/c1-2-8(17)5-3-4-6-10(15-25-27(21,22)23)26-14-13(20)12(19)11(18)9(7-16)24-14/h9,11-14,16,18-23H,2-7H2,1H3/b15-10-/t9-,11-,12+,13-,14+/m1/s1

InChI Key

YXZMCNLNZVNZRV-RFEZBLSLSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Thioglycosides

Alternative Parents

Substituents

Hexose monosaccharide
S-glycosyl compound
Monosaccharide
Oxane
Monothioacetal
Ketone
Secondary alcohol
Oxacycle
Polyol
Organoheterocyclic compound
Sulfenyl compound
Alcohol
Organosulfur compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary alcohol
Carbonyl group
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301923)

Food

Herb and spice

Spice

Capers (FooDB: FOOD00039)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.34 g/L	ALOGPS
logP	-0.61	ALOGPS
logP	-0.78	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	-0.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	189.5 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	95.94 m³·mol⁻¹	ChemAxon
Polarizability	42.25 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0301923

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001628

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

157009784

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5-Oxoheptyl glucosinolate (CFc000281439)

MOL for CFc000281439 (5-Oxoheptyl glucosinolate)

3D MOL for CFc000281439 (5-Oxoheptyl glucosinolate)

3D SDF for CFc000281439 (5-Oxoheptyl glucosinolate)

3D-SDF for CFc000281439 (5-Oxoheptyl glucosinolate)

PDB for CFc000281439 (5-Oxoheptyl glucosinolate)

3D PDB for CFc000281439 (5-Oxoheptyl glucosinolate)

SMILES for CFc000281439 (5-Oxoheptyl glucosinolate)

INCHI for CFc000281439 (5-Oxoheptyl glucosinolate)

Structure for CFc000281439 (5-Oxoheptyl glucosinolate)

3D Structure for CFc000281439 (5-Oxoheptyl glucosinolate)