9-cis-Retinol (BioCAD00000005609)

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Metabolite Card

Formula: C20H30O (286.2297)
SMILES: C\C(=C/CO)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C

Synonyms [en]

9-cis-Retinol; 9Z-retinol; (9cis)-retinol; (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol; 9-cis retinol; Retinol, 9-cis-

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

9-cis-Retinol. 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: BioCAD00000005609). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

9-cis-retinol is a retinoid. Retinoids (vitamin A and its analogs) are essential dietary substances that are needed by mammals for reproduction, normal embryogenesis, growth, vision, and maintaining normal cellular differentiation and the integrity of the immune system. Within cells, retinoids regulate gene transcription acting through ligand-dependent transcription factors, the retinoic acid receptors (RARs), and the retinoid X receptors (RXRs). All-trans-retinoic acid binds only to RARs with high affinity, whereas its 9-cis isomer binds with high affinity to both RARs and RXRs. The actions of all-trans- and 9-cis-retinoic acid in regulating cellular responses are distinct and not interchangeable. (PMID: 9115228).

Cytoplasm Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 22737-97-9
  • PubChem: 9947823
  • ChEBI: ChEBI:78272
  • HMDB: HMDB0006217
  • LipidMaps: LMPR01090009
  • KEGG: C16682
  • RefMet: RM0135416
  • MoNA: HMDB0006217_ms_ms_1218230
  • MoNA: HMDB0006217_ms_ms_1218231
  • MoNA: HMDB0006217_ms_ms_1218232
  • Metlin: METLIN_41505

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R08382 1.1.1.315 9-cis-retinol:NAD+ oxidoreductase
KEGG:R08383 1.1.1.- C16682 + C00006<=>C16681 + C00005 + C00080
Rhea:RHEA:42053 9-cis-retinol + NAD+ => 9-cis-retinal + NADH + H+
Rhea:RHEA:42054 9-cis-retinal + NADH + H+ => 9-cis-retinol + NAD+
Rhea:RHEA:42055 9-cis-retinol + NAD+ <=> 9-cis-retinal + NADH + H+
Rhea:RHEA:54917 9-cis-retinol + NADP+ => 9-cis-retinal + NADPH + H+
Rhea:RHEA:54918 9-cis-retinal + NADPH + H+ => 9-cis-retinol + NADP+
Rhea:RHEA:54919 9-cis-retinol + NADP+ <=> 9-cis-retinal + NADPH + H+
Rhea:RHEA:55277 9-cis-retinol + tetradecanoyl-CoA => 9-cis-retinyl tetradecanoate + CoA
Rhea:RHEA:55278 9-cis-retinyl tetradecanoate + CoA => 9-cis-retinol + tetradecanoyl-CoA
Rhea:RHEA:55279 9-cis-retinol + tetradecanoyl-CoA <=> 9-cis-retinyl tetradecanoate + CoA
Rhea:RHEA:55329 9-cis-retinol + hexadecanoyl-CoA => 9-cis-retinyl hexadecanoate + CoA
Rhea:RHEA:55330 9-cis-retinyl hexadecanoate + CoA => 9-cis-retinol + hexadecanoyl-CoA
Rhea:RHEA:55331 9-cis-retinol + hexadecanoyl-CoA <=> 9-cis-retinyl hexadecanoate + CoA
Rhea:RHEA:55349 all-trans-retinol => 9-cis-retinol
Rhea:RHEA:55350 9-cis-retinol => all-trans-retinol
Rhea:RHEA:55351 all-trans-retinol <=> 9-cis-retinol
Rhea:RHEA:55361 11-cis-retinol => 9-cis-retinol
Rhea:RHEA:55362 9-cis-retinol => 11-cis-retinol
Rhea:RHEA:55363 11-cis-retinol <=> 9-cis-retinol
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
WikiPathways:WP5188 Retinol metabolism
WikiPathways:WP1038 Vitamin A and carotenoid metabolism
WikiPathways:WP716 Vitamin A and carotenoid metabolism
WikiPathways:WP3843 Vitamin A and carotenoid metabolism
PathBank:SMP0120500 Vitamin A Deficiency
PathBank:SMP0087510 Retinol Metabolism
PathBank:SMP0087353 Retinol Metabolism
PathBank:SMP0120720 Vitamin A Deficiency
PathBank:SMP0000074 Retinol Metabolism
PathBank:SMP0000336 Vitamin A Deficiency
PathBank:SMP0087260 Retinol Metabolism
PathBank:SMP0087412 Retinol Metabolism
PathBank:SMP0063662 Retinol Metabolism
View All Pathways