Metabolite Card

Formula: C8H9NO3 (167.0582)
SMILES: CC1=NC=C(CO)C(C=O)=C1O

Synonyms [en]

pyridoxal; 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde; 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde; Pyridoxaldehyde; nchembio.93-comp2; Pyridoxal hydrochrolide

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Pyridoxal. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000017014). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Pyridoxal is a pyridinecarbaldehyde that is pyridine-4-carbaldehyde bearing methyl, hydroxy and hydroxymethyl substituents at positions 2, 3 and 5 respectively. Pyridoxal, also known as pyridoxaldehyde, belongs to the class of organic compounds known as pyridoxals and derivatives. Pyridoxals and derivatives are compounds containing a pyridoxal moiety, which consists of a pyridine ring substituted at positions 2, 3, 4, and 5 by a methyl group, a hydroxyl group, a carbaldehyde group, and a hydroxymethyl group, respectively. Pyridoxal is one form of vitamin B6. Pyridoxal exists in all living species, ranging from bacteria to humans. In humans, pyridoxal is involved in glycine and serine metabolism. Pyridoxal has been detected, but not quantified in several different foods, such as sourdoughs, lichee, arctic blackberries, watercress, and cottonseeds. 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. Pridoxal has a role as a cofactor, a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 65-22-5
  • CAS Registry Number: 66-72-8
  • PubChem: 1050
  • ChEBI: ChEBI:17310
  • HMDB: HMDB0001545
  • KEGG: C00250
  • BioCyc: PYRIDOXAL
  • NCBI MeSH: Pyridoxal
  • Wikipedia: Pyridoxal
  • DrugBank: DB00147
  • RefMet: RM0156676
  • MoNA: BAF_UVA_POS000679
  • MoNA: BAF_UVA_POS000680
  • MoNA: BAF_UVA_POS000681
  • MoNA: BAF_UVA_POS000682
  • MoNA: BAF_UVA_POS000993
  • MoNA: BML82020
  • MoNA: BML82021
  • MoNA: BML82022
  • MoNA: BML82023
  • MoNA: CCMSLIB00000479730
  • MoNA: CCMSLIB00000578085
  • MoNA: CCMSLIB00005463584
  • MoNA: CCMSLIB00005463585
  • MoNA: CCMSLIB00005463586
  • MoNA: CCMSLIB00005463637
  • MoNA: CCMSLIB00005463638
  • MoNA: CCMSLIB00005720555
  • MoNA: CCMSLIB00005720855
  • MoNA: EMBL-MCF_spec155743
  • MoNA: EMBL-MCF_spec155785
  • MoNA: EMBL-MCF_spec155991
  • MoNA: HMDB0001545_c_ms_1511
  • MoNA: HMDB0001545_c_ms_1576
  • MoNA: HMDB0001545_ms_ms_1643
  • MoNA: HMDB0001545_ms_ms_1644
  • MoNA: HMDB0001545_ms_ms_1645
  • MoNA: KO001576
  • MoNA: KO001577
  • MoNA: KO001578
  • MoNA: KO001579
  • MoNA: KO001580
  • MoNA: KO003681
  • MoNA: KO003682
  • MoNA: KO003683
  • MoNA: KO003684
  • MoNA: KO003685
  • MoNA: MoNA011297
  • MoNA: MoNA011298
  • MoNA: MoNA011299
  • MoNA: MoNA011300
  • MoNA: MoNA016788
  • MoNA: MoNA032478
  • MoNA: MoNA032481
  • MoNA: MoNA032482
  • MoNA: MoNA034570
  • MoNA: MoNA034571
  • MoNA: MoNA034574
  • MoNA: MoNA037319
  • MoNA: MoNA038059
  • MoNA: PR100275
  • MoNA: PR100699
  • MoNA: PS049201
  • MoNA: PS049202
  • MoNA: PS049203
  • Metlin: METLIN_2203
  • Coconut NaturalProduct: CNP0119632.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00173 3.1.3.74 pyridoxal-5'-phosphate phosphohydrolase
KEGG:R00174 2.7.1.35 ATP:pyridoxal 5'-phosphotransferase
KEGG:R01707 1.1.1.107 pyridoxal:NAD+ 4-oxidoreductase
KEGG:R01708 1.1.1.65 pyridoxine:NADP+ 4-oxidoreductase
KEGG:R01709 1.2.3.1 pyridoxal:oxygen 4-oxidoreductase
KEGG:R01710 1.4.3.5 pyridoxamine:oxygen oxidoreductase (deaminating)
KEGG:R01711 1.1.3.12 pyridoxine:oxygen oxidoreductase (deaminating)
KEGG:R01712 2.6.1.30 pyridoxamine:pyruvate aminotransferase
KEGG:R01713 2.6.1.31 pyridoxamine:oxaloacetate aminotransferase
KEGG:R05839 2.6.1.54 pyridoxamine:2-oxoglutarate aminotransferase
BioCyc:TRANS-RXN0-214 PYRIDOXAL --> PYRIDOXAL
BioCyc:PYROXALTRANSAM-RXN 2.6.1.31 PYRIDOXAMINE + OXALACETIC_ACID<=>PYRIDOXAL + L-ASPARTATE
BioCyc:3.1.3.74-RXN 3.1.3.74 PYRIDOXAL_PHOSPHATE + WATER --> PYRIDOXAL + Pi
BioCyc:PYRIDOXINE-4-DEHYDROGENASE-RXN 1.1.1.65 NADP + PYRIDOXINE<=>PROTON + NADPH + PYRIDOXAL
BioCyc:PYRIDOXKIN-RXN 2.7.1.35 ATP + PYRIDOXAL --> PROTON + ADP + PYRIDOXAL_PHOSPHATE
Rhea:RHEA:10225 2.7.1.35 pyridoxal + ATP => pyridoxal 5'-phosphate + ADP + H+
Rhea:RHEA:10226 2.7.1.35 pyridoxal 5'-phosphate + ADP + H+ => pyridoxal + ATP
Rhea:RHEA:10227 2.7.1.35 pyridoxal + ATP <=> pyridoxal 5'-phosphate + ADP + H+
Rhea:RHEA:10845 2.6.1.31 pyridoxamine + oxaloacetate => pyridoxal + L-aspartate
Rhea:RHEA:10846 2.6.1.31 pyridoxal + L-aspartate => pyridoxamine + oxaloacetate
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Organism Source

Taxonomy Source

  1. Allium sativum [ncbi taxid: 4682]
  2. Arabidopsis thaliana [ncbi taxid: 3702]
  3. Citrullus lanatus [ncbi taxid: 3654]
  4. Escherichia coli [ncbi taxid: 562]
  5. FOOD SAKE [ncbi taxid: ]
  6. Homo sapiens [ncbi taxid: 9606]
  7. Mus musculus [ncbi taxid: 10090]
  8. Saccharomyces cerevisiae [ncbi taxid: 4932]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-5920 superpathway of b heme biosynthesis from glycine
BioCyc:META_PWY-5499 vitamin B6 degradation
BioCyc:META_PWY-7204 pyridoxal 5'-phosphate salvage II (plants)
BioCyc:META_PLPSAL-PWY pyridoxal 5'-phosphate salvage I
BioCyc:ECOL199310_PWY0-845 superpathway of pyridoxal 5'-phosphate biosynthesis and salvage
BioCyc:MOUSE_PLPSAL-PWY pyridoxal 5'-phosphate salvage pathway
BioCyc:SMAN_PLPSAL-PWY pyridoxal 5'-phosphate salvage pathway
BioCyc:ECOL316407_PLPSAL-PWY pyridoxal 5'-phosphate salvage I
BioCyc:MOB3B_PWY-5499 vitamin B6 degradation
BioCyc:CLOSSAC_PWY0-845 superpathway of pyridoxal 5'-phosphate biosynthesis and salvage
BioCyc:CLOSSAC_PLPSAL-PWY pyridoxal 5'-phosphate salvage pathway
BioCyc:LACTORHA_PLPSAL-PWY pyridoxal 5'-phosphate salvage I
BioCyc:META_PWY-5529 superpathway of bacteriochlorophyll a biosynthesis
BioCyc:META_PWY0-845 superpathway of pyridoxal 5'-phosphate biosynthesis and salvage
BioCyc:ARA_PLPSAL-PWY pyridoxal 5'-phosphate salvage I
BioCyc:ARA_PWY-7204 pyridoxal 5'-phosphate salvage II (plants)
BioCyc:TRYPANO_PYRIDOXAMINEANABOLISM pyridoxamine anabolism
BioCyc:PLASMO_PLPSAL-PWY pyridoxal 5'-phosphate salvage pathway
BioCyc:ECOO157_PLPSAL-PWY pyridoxal 5'-phosphate salvage I
BioCyc:ECOO157_PWY0-845 superpathway of pyridoxal 5'-phosphate biosynthesis and salvage
View All Pathways