(3R)-all-trans-3-Hydroxyretinal (BioCAD00000000535)

microbial natural products

Metabolite Card

Chinese Name: (3R)-全反式-3-羟基视黄醛
Formula: C20H28O2 (300.2089)
SMILES: 

C\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=O

Synonyms [en]

(3R)-all-trans-3-hydroxyretinal; 3-Hydroxyretinal; Apo-15-zeaxanthinal; all-trans-3-Hydroxyretinal; 3R-HYDROXY-15-APO-.BETA.-CAROTEN-15-AL; (2~{E},4~{E},6~{E},8~{E})-9-[(4~{R})-4-hydroxy-2,6,6-trimethyl-cyclohexen-1-yl]-3,7-dimethyl-nona-2,4,6,8-tetraenal

Reviewed

Last reviewed on 2026-04-16.

Cite this Page

(3R)-all-trans-3-Hydroxyretinal. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/3R_all-trans-3-Hydroxyretinal (retrieved 2026-08-21) (CAD Registry RN: BioCAD00000000535). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Apo-15-zeaxanthinal, also known as (-)-(R)-all-trans-3-hydroxyretinal, is a member of the class of compounds known as retinoids. Retinoids are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Thus, apo-15-zeaxanthinal is considered to be an isoprenoid lipid molecule. Apo-15-zeaxanthinal is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Apo-15-zeaxanthinal can be found in a number of food items such as red bell pepper, pepper (c. annuum), green bell pepper, and italian sweet red pepper, which makes apo-15-zeaxanthinal a potential biomarker for the consumption of these food products.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 60046-53-9
  • CAS Registry Number: 6890-91-1
  • PubChem: 5843397
  • PubChem: 6440193
  • ChEBI: ChEBI:52228
  • ChEBI: ChEBI:81575
  • HMDB: HMDB0302025
  • KEGG: C18196
  • NCBI MeSH: 3-hydroxyretinal
  • Metlin: METLIN_53830
  • Coconut NaturalProduct: CNP0138573.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R10192 1.13.11.65 zeaxanthin:oxygen 15,15'-oxidoreductase (bond-cleaving, cis-isomerizing)
Rhea:RHEA:26419 (3R)-3-hydroxy-8'-apo-β-carotenal + O2 => (2E,4E,6E)-2,6-dimethylocta-2,4,6-trienedial + (3R)-all-trans-3-hydroxyretinal
Rhea:RHEA:26420 (2E,4E,6E)-2,6-dimethylocta-2,4,6-trienedial + (3R)-all-trans-3-hydroxyretinal => (3R)-3-hydroxy-8'-apo-β-carotenal + O2
Rhea:RHEA:26421 (3R)-3-hydroxy-8'-apo-β-carotenal + O2 <=> (2E,4E,6E)-2,6-dimethylocta-2,4,6-trienedial + (3R)-all-trans-3-hydroxyretinal
Rhea:RHEA:33932 1.13.11.65 all-trans-zeaxanthin + O2 => (3R)-11-cis-3-hydroxyretinal + (3R)-all-trans-3-hydroxyretinal
Rhea:RHEA:33933 1.13.11.65 (3R)-11-cis-3-hydroxyretinal + (3R)-all-trans-3-hydroxyretinal => all-trans-zeaxanthin + O2
Rhea:RHEA:33934 1.13.11.65 all-trans-zeaxanthin + O2 <=> (3R)-11-cis-3-hydroxyretinal + (3R)-all-trans-3-hydroxyretinal
Rhea:RHEA:33931 [33931] all-trans-zeaxanthin + O2 = (3R)-11-cis-3-hydroxyretinal + (3R)-all-trans-3-hydroxyretinal
Rhea:RHEA:26418 [26418] (3R)-3-hydroxy-8'-apo-beta-carotenal + O2 = (2E,4E,6E)-2,6-dimethylocta-2,4,6-trienedial + (3R)-all-trans-3-hydroxyretinal
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Mass Spectrum
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