Bovine Metabolome Database: Showing metabocard for Vanillin (BMDB0012308)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-10-03 18:35:51 UTC

Update Date

2020-04-22 15:49:34 UTC

BMDB ID

BMDB0012308

Secondary Accession Numbers

BMDB12308

Metabolite Identification

Common Name

Vanillin

Description

Vanillin, also known as vanillaldehyde or 5-bromovanillin, 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. Vanillin exists in all living species, ranging from bacteria to plants to humans. Based on a literature review a significant number of articles have been published on Vanillin.

Structure

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

Synonyms

Value	Source
3-Methoxy-4-hydroxybenzaldehyde	ChEBI
4-Formyl-2-methoxyphenol	ChEBI
4-Hydroxy-3-methoxy-benzaldehyde	ChEBI
4-Hydroxy-3-methoxybenzaldehyde	ChEBI
4-Hydroxy-m-anisaldehyde	ChEBI
Methylprotocatechuic aldehyde	ChEBI
p-Hydroxy-m-methoxybenzaldehyde	ChEBI
p-Vanillin	ChEBI
Vaniline	ChEBI
Vanillaldehyde	ChEBI
Vanillic aldehyde	ChEBI
5-Bromovanillin	MeSH
5-Chlorovanillin	MeSH
Vanillin, sodium salt	MeSH
2-Methoxy-4-formylphenol	HMDB
4-Hydroxy 3-methoxybenzaldehyde	HMDB
4-Hydroxy-3-methoxy-benzaldehyde-5-chlorovanillin	HMDB
4-Hydroxy-3-methoxybenzaldehyde (acd/name 4.0)	HMDB
4-Hydroxy-5-methoxybenzaldehyde	HMDB
Lioxin	HMDB
m-Methoxy-p-hydroxybenzaldehyde	HMDB
Methyl-protocatechualdehyde	HMDB
Methylprotcatechuic aldehyde	HMDB
oleo-Resins vanilla	HMDB
oleo-Resins vanilla-bean	HMDB
Oleoresin vanilla	HMDB
Propenylguaethol	HMDB
Protocatechualdehyde 3-methyl ether	HMDB
trans-2-Ethoxy-5-(1-propenyl)phenol	HMDB
Vanilin	HMDB
Vanilla	HMDB
Vanilla oleoresin	HMDB
Vanillin (3-methoxy-4-hydroxy- benzaldehyde)	HMDB
Vanillin (natural)	HMDB
Vanillin (NF)	HMDB
Vanillin sodium salt	HMDB
Vanilline	HMDB
Zimco	HMDB
4-Hydroxy-3-methoxy-benzyldehyde	PhytoBank
Vanillum	PhytoBank
Vanillin	HMDB

Chemical Formula

C₈H₈O₃

Average Molecular Weight

152.1473

Monoisotopic Molecular Weight

152.047344122

IUPAC Name

4-hydroxy-3-methoxybenzaldehyde

Traditional Name

vanillin

CAS Registry Number

121-33-5

SMILES

COC1=CC(C=O)=CC=C1O

InChI Identifier

InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3

InChI Key

MWOOGOJBHIARFG-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
Hydroxybenzaldehyde
Anisole
Benzaldehyde
Benzoyl
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
Aryl-aldehyde
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Aldehyde
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:18346 )
monomethoxybenzene (CHEBI:18346 )
benzaldehydes (CHEBI:18346 )
a small molecule (VANILLIN )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	81.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	11 mg/mL at 25 °C	Not Available
LogP	1.21	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	1.31	ALOGPS
logP	1.22	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	7.81	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	41.09 m³·mol⁻¹	ChemAxon
Polarizability	14.82 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-1900000000-46e0edb3260b8896145e	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-7900000000-ee0a0ad1232fa889e567	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-9800000000-d8f749f48a78e7c9c3bf	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-1960000000-b6678c7961ee7df779a1	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-1900000000-46e0edb3260b8896145e	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-7900000000-ee0a0ad1232fa889e567	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-9800000000-d8f749f48a78e7c9c3bf	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-1960000000-b6678c7961ee7df779a1	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-1900000000-68ebbe847e88a001f8fa	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-7950000000-08c9e1cb0dbb3704f8ee	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - DI-ESI-qTof , Positive	splash10-0udi-0900000000-334e2cf1c60f75229fd1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - DI-ESI-qTof , Negative	splash10-0uy0-0900200200-4cbd13b45290ded181ee	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0udr-0900000000-d67b08f1b4f6e90cd270	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-000i-1900000000-9fc5182650ced222b1a1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-052b-9800000000-312c82e1fbcda8abeaf7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-0a4j-9700000000-c0da5ed12872161ea30e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-000l-5900000000-8c4d3cd8abfc264729a3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-a9b7f966d85c30f6174c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-d1e812bea83f6f84570d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-000f-7900000000-9d9283afc35603b0121c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-014i-9000000000-146c4b184605c821d822	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00kf-9500000000-f5a8328127a89c12c19e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-014i-9000000000-44efadd4b0c1fe89c39c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-014i-9100000000-70cac2e87a3ecb4ec867	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0udr-0900000000-10b0539cab1169d8d877	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-000i-0900000000-17943fa1f4f19dd4878a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0udr-0900000000-2e50ec52313e18cddbd0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-0f79-1900000000-98d502286eb47c703f64	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-052e-9800000000-03597a1112a480b91d5e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-e949414f752aab5e9606	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-1dcee0be3ba8e1431a7c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ff9-9400000000-dcd0372357bd9c46926d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-6cc5e0ed993af0b790e6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-1900000000-cf1b6af77251971154f9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000l-9500000000-302ce8740fbb7b9295b9	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-0udi-5900000000-907c9684d5ac0386d522	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer