Human Metabolome Database: Showing metabocard for 5-Heneicosyl-1,3-benzenediol (HMDB0031035)

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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

4.0

Status

Detected and Quantified

Creation Date

2012-09-11 17:40:34 UTC

Update Date

2019-07-23 06:07:53 UTC

HMDB ID

HMDB0031035

Secondary Accession Numbers

HMDB31035

Metabolite Identification

Common Name

5-Heneicosyl-1,3-benzenediol

Description

5-Heneicosyl-1,3-benzenediol, also known as 5-N-heneicosylresorcinol, 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-Heneicosyl-1,3-benzenediol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-heneicosyl-1,3-benzenediol is found, on average, in the highest concentration in a few different foods, such as breakfast cereals, rye bread, and hard wheats and in a lower concentration in common wheats, ryes, and pasta. 5-heneicosyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as cereals and cereal products, corns, milk and milk products, oats, and rices. This could make 5-heneicosyl-1,3-benzenediol a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-N-Heneicosylresorcinol	HMDB
5-Heneicosylresorcinol	HMDB

Chemical Formula

C₂₇H₄₈O₂

Average Molecular Weight

404.6688

Monoisotopic Molecular Weight

404.36543078

IUPAC Name

5-henicosylbenzene-1,3-diol

Traditional Name

5-henicosylbenzene-1,3-diol

CAS Registry Number

70110-59-7

SMILES

CCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1

InChI Identifier

InChI=1S/C27H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-22-26(28)24-27(29)23-25/h22-24,28-29H,2-21H2,1H3

InChI Key

BLHLKJLSYHEOGY-UHFFFAOYSA-N

Chemical Taxonomy

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:

Biological:

Animal

Plant:

Poaceae

Biological location:

Subcellular:

Biofluid and excreta:

Blood

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	99.5 - 100.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	5.1e-05 g/L	ALOGPS
logP	9.78	ALOGPS
logP	10.77	ChemAxon
logS	-6.9	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	20	ChemAxon
Refractivity	127.08 m³·mol⁻¹	ChemAxon
Polarizability	55.16 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

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-3960000000-607d4efd2520776db847	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0089-9561030000-f552b857fd1b301cfc80	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0010900000-dd0e6a49de2b69581be7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a59-2392200000-4cab15d4afb0d06acdea	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-5392000000-5d575c884faed28da692	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000900000-c420296a9b8c92ae8649	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0001900000-f0445c0f639daf11b79e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-022i-1559000000-e48fa8123ad0cd0fd6f0	Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0175 +/- 0.00980 uM	Adult (>18 years old)	Female	Normal	18768490	details
Blood	Detected and Quantified	0.0157 uM	Adult (>18 years old)	Both	Normal	20502476	details
Blood	Detected and Quantified	0.0161 uM	Adult (>18 years old)	Both	Normal	20502476	details
Blood	Detected and Quantified	0.0169 +/- 0.00870 uM	Adult (>18 years old)	Female	Normal	18768490	details
Blood	Detected and Quantified	0.013 uM	Adult (>18 years old)	Both	Normal	23388668	details
Blood	Detected and Quantified	0.027 uM	Adult (>18 years old)	Both	Normal	21775523	details
Blood	Detected and Quantified	0.029 uM	Adult (>18 years old)	Both	Normal	21775523	details
Blood	Detected and Quantified	0.0173 +/- 0.00950 uM	Adult (>18 years old)	Female	Normal	18768490	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

691

FooDB ID

FDB003029

KNApSAcK ID

Not Available

Chemspider ID

136952

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

155461

PDB ID

Not Available

ChEBI ID

1258594

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 5-Heneicosyl-1,3-benzenediol (HMDB0031035)

Structure for HMDB0031035 (5-Heneicosyl-1,3-benzenediol)