Dehydroretinal

Dehydroretinal
Names
	IUPAC name 3,4-Didehydroretinal
	Systematic IUPAC name (2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)nona-2,4,6,8-tetraenal
	Other names 3,4-Dehydroretinal; 3,4-Didehydroretinaldehyde
Identifiers
CAS Number	472-87-7;
3D model (JSmol)	Interactive image;
3DMet	B00875;
ChEBI	CHEBI:28537;
ChemSpider	4444397;
ECHA InfoCard	100.006.781
EC Number	207-457-7;
KEGG	C05918;
MeSH	Dehydroretinal
PubChem CID	5280866;
UNII	HV8T003XO1;
CompTox Dashboard (EPA)	DTXSID30878517 ;
	InChI InChI=1S/C20H26O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6-13,15H,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ Key: QHNVWXUULMZJKD-OVSJKPMPSA-N; InChI=1/C20H26O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6-13,15H,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ Key: QHNVWXUULMZJKD-OVSJKPMPBA;
	SMILES O=C\C=C(\C=C\C=C(\C=C\C1=C(\C=C/CC1(C)C)C)C)C;
Properties
Chemical formula	C20H26O
Molar mass	282.427 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Dehydroretinal (3,4-dehydroretinal) is a derivative metabolite of retinal^[1] belonging to the group of vitamin A₂ as a retinaldehyde form, besides the endogenously present 3,4-dehydroretinol and 3,4-dehydroretinoic acid.^[2]^[3]

The livers of some freshwater fishes and some fish found in India contain a higher ratio of dehydroretinal to retinal than do other species.^[4]^[5]

References

^ Gibney, Michael J.; Margetts, Barrie M.; Kearney, John M.; et al., eds. (2012), Public Health Nutrition, John Wiley & Sons, p. 210, ISBN 978-1118574225
^ Törmä H, Vahlquist A (1985). "Biosynthesis of 3-dehydroretinol (vitamin A2) from all-trans-retinol (vitamin A1) in human epidermis". J. Invest. Dermatol. 85 (6): 498–500. doi:10.1111/1523-1747.ep12277290. PMID 4067325.
^ Vahlquist A (1980). "The identification of dehydroretinol (vitamin A2) in human skin". Experientia. 36 (3): 317–318. doi:10.1007/bf01952299. PMID 7371787. S2CID 31357743.
^ MortonRA, Stubbs AL (1946). "Ling cod and other fish liver oils rich in vitamin A2". Biochem J. 40 (5–6): lix. PMID 20277273.
^ Food and Agriculture Organization of the United Nations (1967), Requirements of Vitamin A, Thiamine, Riboflavin & Niacin: Report of a Joint Fao-Who Expert Group, United Nations, p. 26, ISBN 9251004536

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[phn2012-1] Gibney, Michael J.; Margetts, Barrie M.; Kearney, John M.; et al., eds. (2012), Public Health Nutrition, John Wiley & Sons, p. 210, ISBN 978-1118574225

[Törmä_H_and_Vahlquist_A,_1985-2] Törmä H, Vahlquist A (1985). "Biosynthesis of 3-dehydroretinol (vitamin A2) from all-trans-retinol (vitamin A1) in human epidermis". J. Invest. Dermatol. 85 (6): 498–500. doi:10.1111/1523-1747.ep12277290. PMID 4067325.

[Vahlquist_A,_1980-3] Vahlquist A (1980). "The identification of dehydroretinol (vitamin A2) in human skin". Experientia. 36 (3): 317–318. doi:10.1007/bf01952299. PMID 7371787. S2CID 31357743.

[MortonRA,_Stubbs_AL,_1946-4] MortonRA, Stubbs AL (1946). "Ling cod and other fish liver oils rich in vitamin A2". Biochem J. 40 (5–6): lix. PMID 20277273.

[faoun1967-5] Food and Agriculture Organization of the United Nations (1967), Requirements of Vitamin A, Thiamine, Riboflavin & Niacin: Report of a Joint Fao-Who Expert Group, United Nations, p. 26, ISBN 9251004536

[1]

[2]

[3]

[4]

[5]

See also

References