3,4-Dihydroxyphenylacetaldehyde

3,4-Dihydroxyphenylacetaldehyde: 3,4-Dihydroxyphenylacetaldehyde

Systematic name

2-(3,4-Dihydroxyphenyl)acetaldehyde^[1]

Identifiers

Abbreviations DOPAL

CAS number 5707-55-1

PubChem 119219

ChemSpider 106504^Y

KEGG C04043^Y

MeSH 3,4-dihydroxyphenylacetaldehyde

ChEBI CHEBI:27978^Y

3DMet B00668

Jmol-3D images Image 1
Image 2

SMILES

Oc1ccc(CC=O)cc1O
OC1=CC=C(CC=O)C=C1O

InChI

InChI=1S/C8H8O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,4-5,10-11H,3H2^Y
Key: IADQVXRMSNIUEL-UHFFFAOYSA-N^Y
InChI=1/C8H8O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,4-5,10-11H,3H2
Key: IADQVXRMSNIUEL-UHFFFAOYAV

Properties

Molecular formula C₈H₈O₃

Molar mass 152.15 g mol⁻¹

Exact mass 152.047344122 g mol^-1

Related compounds

Related 2-phenyl aldehydes Phenylacetaldehyde

Phenylglyoxal

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

3,4-Dihydroxyphenylacetaldehyde (DOPAL) is a metabolite of the neurotransmitter dopamine.

References

^ "3,4-dihydroxyphenylacetaldehyde - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 24 June 2005. Identification and Related Records. http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=119219. Retrieved 13 October 2011.

v · Neurotransmitter metabolic intermediates

catecholamines

Anabolism
(tyrosine→epinephrine)

Tyrosine → Levodopa → Dopamine → Norepinephrine → Epinephrine

Catabolism/
metabolites

dopamine: DOPAL · DOPAC · MOPET · Hydroxytyrosol · 3-Methoxytyramine · Homovanillic acid

norepinephrine: 3,4-Dihydroxymandelic acid · Normetanephrine · Vanillylmandelic acid · 3-Methoxy-4-hydroxyphenylglycol · Dihydroxyphenylethylene glycol
epinephrine: Metanephrine

tryptophan→serotonin
anabolism: 5-Hydroxytryptophan
catabolism: 5-Hydroxyindoleacetic acid

serotonin→melatonin
Normelatonin

M: MET

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

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Academic Dictionaries and Encyclopedias

3,4-Dihydroxyphenylacetaldehyde

References

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3,4-Dihydroxyphenylacetaldehyde

Systematic name 2-(3,4-Dihydroxyphenyl)acetaldehyde^[1]
Identifiers
Abbreviations	DOPAL
CAS number	5707-55-1
PubChem	119219
ChemSpider	106504^Y
KEGG	C04043^Y
MeSH	3,4-dihydroxyphenylacetaldehyde
ChEBI	CHEBI:27978^Y
3DMet	B00668
Jmol-3D images	Image 1 Image 2
SMILES Oc1ccc(CC=O)cc1O OC1=CC=C(CC=O)C=C1O
InChI InChI=1S/C8H8O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,4-5,10-11H,3H2^Y Key: IADQVXRMSNIUEL-UHFFFAOYSA-N^Y InChI=1/C8H8O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,4-5,10-11H,3H2 Key: IADQVXRMSNIUEL-UHFFFAOYAV
Properties
Molecular formula	C₈H₈O₃
Molar mass	152.15 g mol⁻¹
Exact mass	152.047344122 g mol^-1
Related compounds
Related 2-phenyl aldehydes	Phenylacetaldehyde Phenylglyoxal
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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3,4-Dihydroxyphenylacetaldehyde

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