Showing Compound 5-Tricosyl-1,3-benzenediol (FDB017907)

Record Information

Version

1.0

Creation date

2010-04-08 22:13:23 UTC

Update date

2019-11-26 03:15:25 UTC

Primary ID

FDB017907

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

5-Tricosyl-1,3-benzenediol

Description

5-Tricosyl-1,3-benzenediol, also known as 1,3-dihydroxy-5-tricosylbenzene or 5-N-tricosylresorcinol, belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. 5-Tricosyl-1,3-benzenediol is found, on average, in the highest concentration within a few different foods, such as breakfast cereal, rye bread, and hard wheats (Triticum durum) and in a lower concentration in ryes (Secale cereale), pasta, and barleys (Hordeum vulgare). 5-Tricosyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as soy beans (Glycine max), tartary buckwheats (Fagopyrum tataricum), amaranths (Amaranthus), quinoas (Chenopodium quinoa), and triticales (X Triticosecale rimpaui). This could make 5-tricosyl-1,3-benzenediol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 5-Tricosyl-1,3-benzenediol.

CAS Number

70110-60-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Showing 1 to 5 of 5 entries

Predicted Properties

Property	Value	Source
Water Solubility	3.4e-05 g/L	ALOGPS
logP	10.15	ALOGPS
logP	11.66	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	9.36	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	136.28 m³·mol⁻¹	ChemAxon
Polarizability	59.44 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

Chemical Formula

C29H52O2

IUPAC name

5-tricosylbenzene-1,3-diol

InChI Identifier

InChI=1S/C29H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-24-28(30)26-29(31)25-27/h24-26,30-31H,2-23H2,1H3

InChI Key

OHTBGMREZYLZQD-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1

Average Molecular Weight

432.722

Monoisotopic Molecular Weight

432.396730908

Classification

Description

Belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Poaceae

Biological location:

Subcellular:

Biofluid and excreta:

Blood

Role

Biological role:

Nutrient

Foods

Grains:

Cereal products:

Whole grain cereal products

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 80.49%; H 12.11%; O 7.39%	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	5-Tricosyl-1,3-benzenediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dr-3960000000-607d4efd2520776db847	Spectrum
Predicted GC-MS	5-Tricosyl-1,3-benzenediol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03k9-9580030000-3b055628038b70b0266e	Spectrum
Predicted GC-MS	5-Tricosyl-1,3-benzenediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	5-Tricosyl-1,3-benzenediol, 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	splash10-001i-0011900000-d0e9fdff29d0239e6696	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-053r-1598300000-f161b7f27a984ded5bee	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-5696000000-6488543f72f8364dbcc8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0000900000-da51a0e14f537c9115f6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0000900000-ae0f462b63285df7fbdd	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05n0-1569400000-77c3fff44d1cf67df794	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0000900000-7334716c64d1f81101b7	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0000900000-9c3755787761c430a977	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dr-3903200000-a1387f18c64e549b046d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-1002900000-93bd9c309aa3710c0af6	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00lr-9417800000-ae2c5c8bba770a83b7d6	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9201000000-4ab76a536966becdd8fe	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

136953

ChEMBL ID

CHEMBL1795557

KEGG Compound ID

Not Available

Pubchem Compound ID

155462

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

699

DrugBank ID

Not Available

HMDB ID

HMDB38524

CRC / DFC (Dictionary of Food Compounds) ID

LBQ83-Y:LBQ83-Y

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

— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.

Showing Compound 5-Tricosyl-1,3-benzenediol (FDB017907)

Structure for FDB017907 (5-Tricosyl-1,3-benzenediol)