Pyridoxal

Not to be confused with pyridoxol, which is pyridoxine.

Pyridoxal

Names
Preferred IUPAC name

3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde

Identifiers

CAS Number

* 66-72-8 Y
* 65-22-5 (hydrochloride) Y

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:17310 Y

ChEMBL |

* ChEMBL102970 Y

ChemSpider |

* 1021 Y

DrugBank |

* DB00147 Y

KEGG |

* C00250 Y

PubChem CID

* 1050

UNII |

* 3THM379K8A Y
* 1416KF0QBC (hydrochloride) Y

InChI

* InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3 Y

Key: RADKZDMFGJYCBB-UHFFFAOYSA-N Y

* InChI=1/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3

Key: RADKZDMFGJYCBB-UHFFFAOYAP

SMILES

* O=Cc1c(O)c(C)ncc1CO

Properties

Chemical formula

| C8H9NO3
Molar mass | 167.16 g/mol
Melting point |  165 °C (329 °F; 438 K) (decomposes)
Related compounds

Related arylformaldehydes

| Damnacanthal

Gossypol

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

Pyridoxal is one form of vitamin B6.

Some medically relevant bacteria, such as those in the genera Granulicatella and Abiotrophia, require pyridoxal for growth. This nutritional requirement can lead to the culture phenomenon of satellite growth. In in vitro culture, these pyridoxal-dependent bacteria may only grow in areas surrounding colonies of bacteria from other genera ("satellitism") that are capable of producing pyridoxal.

Pyridoxal is involved in what is believed to be the most ancient reaction of aerobic metabolism on Earth, about 2.9 billion years ago, a forerunner of the Great Oxidation Event.[1]

## See also

* Pyridoxal phosphate

## References

1. ↑ "Protein Domain Structure Uncovers the Origin of Aerobic Metabolism and the Rise of Planetary Oxygen", Gustavo Caetano-Anolles et al., published in Structure; paper available from University of Illinois News Bureau, 2012.

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*[CID]: Compound ID