VANILLYL ALCOHOL (CED0007868)

Record Information

Version

1.0

Creation Date

2016-05-19 02:30:34 UTC

Update Date

2026-05-14 19:17:06 UTC

Accession Number

CHEM007817

Identification

Common Name

VANILLYL ALCOHOL

Class

Small Molecule

Description

VANILLYL ALCOHOL is an organic compound with the chemical formula C8H10O3 and an average molecular weight of 154.16 g/mol. VANILLYL ALCOHOL belongs to the methoxyphenols, a subclass of phenols within the organic compounds. It is further classified within the superclass of benzenoids. In industrial applications, this compound serves as a nutrient and a flavouring agent. It has been identified in eight recorded sources across various categories. Within food, food processing, and cookware, it is associated with the preparation of wort, the preparation of vinegar, the preparation of wine or sparkling wine, and fermentation processes for beer. Additionally, it is found in household cleaning and consumer products, specifically in tobacco product cases, tobacco pipes, non electric simulated smoking devices, and cigar cigarettes.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Hydroxy-3-methoxy-benzenemethanol	ChEBI
4-Hydroxy-3-methoxybenzyl alcohol	ChEBI
3-Methoxy-4-hydroxybenzyl alcohol	HMDB
4-(Hydroxymethyl)-2-methoxyphenol	HMDB
4-HYDROXY-3-methoxy-benzyl alcohol	HMDB
4-Hydroxy-3-methoxybenzenemethanol, 9ci	HMDB
4-Hydroxy-3-methoxyphenyl methanol	HMDB
4-Hydroxy-3-methoxyphenylmethanol	HMDB
a,4-Dihydroxy-3-methoxytoluene	HMDB
FEMA 3737	HMDB
V 0018 (Alcohol)	HMDB
Vanillic alcohol	HMDB
Vanillin alcohol	HMDB
Vanillol	HMDB
Vanillyl alcohol	HMDB
Vanillyl-alcohol	HMDB
4-Hydroxy-3-methoxybenzenemethanol	ChEBI

Chemical Formula

C₈H₁₀O₃

Average Molecular Mass

154.163 g/mol

Monoisotopic Mass

154.063 g/mol

CAS Registry Number

498-00-0

IUPAC Name

4-(hydroxymethyl)-2-methoxyphenol

Traditional Name

vanillyl alcohol

SMILES

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

InChI Identifier

InChI=1S/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3

InChI Key

ZENOXNGFMSCLLL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Benzyl alcohol
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Primary alcohol
Aromatic alcohol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:18353 )
benzyl alcohols (CHEBI:18353 )
monomethoxybenzene (CHEBI:18353 )
a small molecule (VANILLYL-ALCOHOL )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	29.4 g/L	ALOGPS
logP	0.5	ALOGPS
logP	0.74	ChemAxon
logS	-0.72	ALOGPS
pKa (Strongest Acidic)	9.92	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	41.32 m³·mol⁻¹	ChemAxon
Polarizability	15.74 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-05ot-1980000000-90c0d7b9d5ab2ad49ebd	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-05ot-1980000000-90c0d7b9d5ab2ad49ebd	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00dr-1900000000-4bfb638326b97e8c9eeb	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00gi-7390000000-dfd8ee944e68b10e2514	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udr-0900000000-cae1bb4557de8c5c425e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-a953d3d5aa4c7a4bbb1d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4r-0900000000-8cec776a8684a3c300ba	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0900000000-c5e19bc7f2c583cdd9d1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052r-5900000000-5795c57b2d2294956f78	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-da35d09bba9c4f0150c1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uki-1900000000-bddb6a9312eb8cd5304d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9800000000-8b1a492cf5623f10508d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-55caab0c9e31716e1c83	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zmr-0900000000-622397e9193433d15622	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zfr-9500000000-e4dfb45f82af81f401b1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-2900000000-01d9f9426f095b48367d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4r-1900000000-97c5e5bea153c9d79651	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pc0-9300000000-7d51ed335759aaf044c4	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2419.0	Log mg/kg	[1400:4300]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
233	Brushes	Personal care & cosmetics	Not Available
544	Fermentation Processes For Beer	Food, food processing & cookware	Not Available
548	Preparation Of Vinegar	Food, food processing & cookware	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
550	Preparation Of Wort	Food, food processing & cookware	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
566	Tobacco Pipes	Household cleaning & consumer products	Not Available
567	Tobacco Product Cases	Household cleaning & consumer products	Not Available
584	Buoys	Marine, shipping & aquaculture	Not Available
613	Depilatories	Personal care & cosmetics	Not Available
619	Manicure Pedicure	Personal care & cosmetics	Not Available
630	Toys	Recreation & sports surfaces	Not Available
638	Decorating Textiles	Textiles, leather & furnishings	Not Available
643	Headwear	Textiles, leather & furnishings	Not Available
652	Ropes	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Polyunsaturated fatty acid 5-lipoxygenase	P09917	Humans	Predicted (SEA)	8.48557
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	72.9447
Click to view 3D structure	Carbonic anhydrase 2	Q3I4V7	Cryptococcus neoformans	Predicted (SEA)	3.11397
Click to view 3D structure	Carbonic anhydrase	Q5AJ71	Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)	Predicted (SEA)	4.04816
Click to view 3D structure	PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE)	P96878	Mycobacterium tuberculosis	Predicted (SEA)	5.60514
Click to view 3D structure	Beta-carbonic anhydrase 1	P9WPJ7	Mycobacterium tuberculosis	Predicted (SEA)	7.39568
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	68.1959
Click to view 3D structure	Cytochrome P450 2B6	P20813	Humans	Predicted (SEA)	4.82665
Click to view 3D structure	Cytochrome P450 2C8	P10632	Humans	Predicted (SEA)	25.3788
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	46.7095
Click to view 3D structure	Amyloid-beta precursor protein	P05067	Humans	Predicted (SEA)	25.0674
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	48.3444
Click to view 3D structure	Polyunsaturated fatty acid lipoxygenase ALOX15	P16050	Humans	Predicted (SEA)	1.32344
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	31.2954
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	15.1027
Click to view 3D structure	17-beta-hydroxysteroid dehydrogenase type 2	P37059	Humans	Predicted (SEA)	6.38364
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	77.3043
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	295.516
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	72.8669
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	29.1156
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	99.3356
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	29.1156
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	28.4928
Click to view 3D structure	Tissue factor	P13726	Humans	Predicted (SEA)	11.4438
Click to view 3D structure	Alpha-synuclein	P37840	Humans	Predicted (SEA)	3.19182