Showing Compound Citrusin C (FDB018116)

Record Information

Version

1.0

Creation date

2010-04-08 22:13:31 UTC

Update date

2019-11-26 03:15:43 UTC

Primary ID

FDB018116

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Citrusin C

Description

Citrusin C 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. Citrusin C has been detected, but not quantified in, a few different foods, such as common sages (Salvia officinalis), herbs and spices, and lemons (Citrus limon). This could make citrusin C a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Citrusin C.

CAS Number

18604-50-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
beta-D-Glucopyranoside, 2-methoxy-4-(2-propenyl)phenyl	HMDB
Beta-d-glucopyranoside, 2-methoxy-4-(2-propenyl)phenyl	biospider
Citrusin C	db_source
Eugenol beta-D-glucopyranoside	HMDB
Eugenol glucoside	HMDB

Showing 1 to 5 of 5 entries

Predicted Properties

Property	Value	Source
Water Solubility	12.9 g/L	ALOGPS
logP	0.38	ALOGPS
logP	0.34	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	108.61 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	80.93 m³·mol⁻¹	ChemAxon
Polarizability	33.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C16H22O7

IUPAC name

2-(hydroxymethyl)-6-[2-methoxy-4-(prop-2-en-1-yl)phenoxy]oxane-3,4,5-triol

InChI Identifier

InChI=1S/C16H22O7/c1-3-4-9-5-6-10(11(7-9)21-2)22-16-15(20)14(19)13(18)12(8-17)23-16/h3,5-7,12-20H,1,4,8H2,2H3

InChI Key

VADSVXSGIFBZLI-UHFFFAOYSA-N

Isomeric SMILES

COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(CC=C)=C1

Average Molecular Weight

326.3417

Monoisotopic Molecular Weight

326.136553058

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
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Organoheterocyclic compound
Ether
Acetal
Oxacycle
Polyol
Hydrocarbon derivative
Alcohol
Primary 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

Industrial application:

Food and nutrition:

Flavoring agent

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 58.89%; H 6.79%; O 34.32%	DFC
Melting Point	Mp 130-131°	DFC
Optical Rotation	[a]22D -50.7 (c, 0.13 in MeOH)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Citrusin C, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9473000000-c169cd36927b7dac3fd4	Spectrum
Predicted GC-MS	Citrusin C, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udj-2211194000-e7b5035c887df748bfe0	Spectrum
Predicted GC-MS	Citrusin C, 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, Negative	splash10-01t9-1918000000-170253306da5b8435d2f	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-1901000000-6eb655479a98e5cb9ab4	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01ot-2900000000-faf43b227c8f1ccc2494	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01ta-0905000000-a22a8ad9ce2cb35cdbdb	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0btj-4921000000-699d719e1b9e2280b945	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06r2-3900000000-c20b33440cc5b6adaf9d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-016r-0905000000-2d4fbf4d4890ca0f22c2	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-9326d15af66845415bb1	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0005-4900000000-337146e8a5d714f70b5f	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0529000000-9c75e4e0515df8d5745e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0910000000-2a87c0e486f58b5b5dc8	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-02tc-5920000000-9cb2cd5f64485b2cdb5f	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

8120801

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

9945189

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB38708

CRC / DFC (Dictionary of Food Compounds) ID

HDW90-Y:LFR11-I

EAFUS ID

Not Available

Dr. Duke ID

CITRUSIN-C|EUGENOL-GLUCOSIDE

BIGG ID

Not Available

KNApSAcK ID

C00030227

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

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

Showing Compound Citrusin C (FDB018116)

Structure for FDB018116 (Citrusin C)