RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0135418
RefMet name	9-cis-Retinal
Systematic name	(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenal
Synonyms	PubChem Synonyms
Exact mass	284.214015 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C20H28O	View other entries in RefMet with this formula
Molecular descriptors
Molfile	29040 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8-,17- 13+
InChIKey	NCYCYZXNIZJOKI-MKOSUFFBSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C/C(=C/C=C/C(=C/C=O)/C)/C=C/C1=C(C)CCCC1(C)C Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Prenol Lipids
Main Class	Isoprenoids
Sub Class	Retinoids
Distribution of 9-cis-Retinal in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting 9-cis-Retinal
External Links
Pubchem CID	6436082
LIPID MAPS	LMPR01090017
ChEBI ID	78273
KEGG ID	C16681
HMDB ID	HMDB0006218
Chemspider ID	4940758
MetaCyc ID	CPD-13536
Spectral data for 9-cis-Retinal standards
NP-MRD ID(NMR)	View NMR spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving 9-cis-Retinal

Rxn ID	KEGG Reaction	Enzyme
R08382	9-cis-Retinol + NAD+ <=> 9-cis-Retinal + NADH + H+	9-cis-retinol:NAD+ oxidoreductase
R08383	9-cis-Retinol + NADP+ <=> 9-cis-Retinal + NADPH + H+	9-cis-Retinol + NADP+ <=> 9-cis-Retinal + NADPH + H+
R08384	9-cis-Retinal + Oxygen + H2O <=> 9-cis-Retinoic acid + Hydrogen peroxide	retinal:oxygen oxidoreductase
R08385	9-cis-Retinal + NAD+ + H2O <=> 9-cis-Retinoic acid + NADH + H+	retinal:NAD+ oxidoreductase

Table of KEGG human pathways containing 9-cis-Retinal

Pathway ID	Human Pathway	# of reactions
hsa00830	Retinol metabolism	4
hsa01100	Metabolic pathways	1