Bovine Metabolome Database: Showing metabocard for trans-Coniferylaldehyde (BMDB0062116)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2018-06-25 21:51:52 UTC

Update Date

2020-05-05 18:40:39 UTC

BMDB ID

BMDB0062116

Secondary Accession Numbers

BMDB62116

Metabolite Identification

Common Name

trans-Coniferylaldehyde

Description

(2E)-3-(4-Hydroxy-3-methoxyphenyl)prop-2-enal, also known as trans-coniferyl aldehyde or 4-hydroxy-3-methoxycinnamaldehyde, 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 (2E)-3-(4-Hydroxy-3-methoxyphenyl)prop-2-enal is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(e)-Coniferaldehyde	ChEBI
4-Hydroxy-3-methoxycinnamaldehyde	ChEBI
Ferulaldehyde	ChEBI
Coniferylaldehyde	HMDB
trans-Coniferyl aldehyde	HMDB
Coniferyl aldehyde	HMDB
Coniferaldehyde, (e)-isomer	HMDB
4-HM-CA	HMDB
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenal	HMDB
(2E)-4-Hydroxy-3-methoxycinnamaldehyde	HMDB
(e)-3-(4-Hydroxy-3-methoxyphenyl)acrylaldehyde	HMDB
(e)-3-(4-Hydroxy-m-methoxyphenyl)prop-2-enal	HMDB
(e)-Coniferyl aldehyde	HMDB
(e)-Ferulaldehyde	HMDB
2-Methoxy-4-(3-oxo-1-propenyl)phenol	HMDB
3-(4-Hydroxy-3-methoxyphenyl)-2-propenal	HMDB
3-(4-Hydroxy-3-methoxyphenyl)acrolein	HMDB
3-(4-Hydroxy-3-methoxyphenyl)propenal	HMDB
3-Methoxy-4-hydroxycinnamaldehyde	HMDB
4-Hydroxy-3-methoxy-trans-cinnamaldehyde	HMDB
4-Hydroxy-3-methoxyzimtaldehyde	HMDB
e-Coniferyl aldehyde	HMDB
Ferulic aldehyde	HMDB
Ferulyl aldehyde	HMDB
p-Coniferaldehyde	HMDB
trans-Coniferaldehyde	HMDB
trans-Ferulaldehyde	HMDB
Coniferaldehyde	ChEBI

Chemical Formula

C₁₀H₁₀O₃

Average Molecular Weight

178.1846

Monoisotopic Molecular Weight

178.062994186

IUPAC Name

(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal

Traditional Name

coniferaldehyde

CAS Registry Number

458-36-6

SMILES

[H]\C(C=O)=C(\[H])C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+

InChI Key

DKZBBWMURDFHNE-NSCUHMNNSA-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

Cinnamaldehyde
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Enal
Alpha,beta-unsaturated aldehyde
Ether
Hydrocarbon derivative
Carbonyl group
Aldehyde
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:16547 )
phenylpropanoid (CHEBI:16547 )
monomethoxybenzene (CHEBI:16547 )
cinnamaldehydes (CHEBI:16547 )
Coniferyl alcohol derivatives (C02666 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.22	ALOGPS
logP	1.52	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.52	ChemAxon
pKa (Strongest Basic)	-4.3	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	3	ChemAxon
Refractivity	50.58 m³·mol⁻¹	ChemAxon
Polarizability	18.38 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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Mammary Gland
Milk

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Mammary Gland	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31873721	details
Mammary Gland	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31873721	details
Milk	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 23438684	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0141782

DrugBank ID

Not Available

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Coniferyl_aldehyde

METLIN ID

Not Available

PubChem Compound

5280536

PDB ID

CIY

ChEBI ID

16547

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]

Showing metabocard for trans-Coniferylaldehyde (BMDB0062116)

Structure for BMDB0062116 (trans-Coniferylaldehyde)