Showing Compound p-Hydroxymandelonitrile (FDB001861)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:08 UTC

Update date

2019-11-26 02:56:42 UTC

Primary ID

FDB001861

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

p-Hydroxymandelonitrile

Description

Trans-2,3-dehydroacyl-coa, also known as alpha,4-dihydroxybenzeneacetonitrile or para-hydroxymandelonitrile, is a member of the class of compounds known as 1-hydroxy-2-unsubstituted benzenoids. 1-hydroxy-2-unsubstituted benzenoids are phenols that a unsubstituted at the 2-position. Trans-2,3-dehydroacyl-coa is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Trans-2,3-dehydroacyl-coa can be found in sorghum, which makes trans-2,3-dehydroacyl-coa a potential biomarker for the consumption of this food product. Trans-2,3-dehydroacyl-coa may be a unique E.coli metabolite.

CAS Number

13093-65-7

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Synonym	Source
(2S)-2-hydroxy-2-(4-hydroxyphenyl)acetonitrile	biospider
(2s)-Hydroxy(4-Hydroxyphenyl)Ethanenitrile	biospider
2-Hydroxy-2-(4-hydroxyphenyl)acetonitrile	ChEBI
4-Hydroxybenzaldehyde cyanonhydrin	ChEBI
4-hydroxymandelonitrile	biospider
4-Hydroxymandelonitrile, (DL)-isomer	MeSH
a,4-Dihydroxybenzeneacetonitrile	Generator
alpha,4-Dihydroxybenzeneacetonitrile	ChEBI
hydroxy(4-hydroxyphenyl)acetonitrile	biospider
p-Hydroxymandelonitrile	ChEBI

Showing 1 to 10 of 12 entries

Predicted Properties

Property	Value	Source
Water Solubility	8.37 g/L	ALOGPS
logP	0.73	ALOGPS
logP	0.65	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	64.25 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	39.66 m³·mol⁻¹	ChemAxon
Polarizability	14.53 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H7NO2

IUPAC name

2-hydroxy-2-(4-hydroxyphenyl)acetonitrile

InChI Identifier

InChI=1S/C8H7NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H

InChI Key

HOOOPXDSCKBLFG-UHFFFAOYSA-N

Isomeric SMILES

OC(C#N)C1=CC=C(O)C=C1

Average Molecular Weight

149.1467

Monoisotopic Molecular Weight

149.047678473

Classification

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Cyanohydrin
Secondary alcohol
Alpha-hydroxynitrile
Carbonitrile
Nitrile
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Aromatic alcohol
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:18115 )
an aromatic <i>S</i>-hydroxynitrile (CPD-648 )

Ontology

No ontology term

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	Not Available
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	p-Hydroxymandelonitrile, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00ea-5900000000-93faf7b94d5f37a79ef6	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-8d18ca886b11f2e1a6af	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ul0-0900000000-eda120a2586f45ee2774	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9600000000-637cabeefa7477e84101	2015-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-4bf6f066f0b1f5c62699	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0005-4900000000-516e37d7bcc227b9a870	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-eaeec5caa1f533a4fec8	2015-09-15	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

166768

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

DB03430

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00034140

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

— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.

Showing Compound p-Hydroxymandelonitrile (FDB001861)

Structure for FDB001861 (p-Hydroxymandelonitrile)