Vitamin A2

Vitamin A2
Names
	IUPAC name (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)nona-2,4,6,8-tetraen-1-ol
	Other names Retinol 2
Identifiers
CAS Number	79-80-1;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:132246;
ChEMBL	ChEMBL1797132;
ChemSpider	4940721;
ECHA InfoCard	100.001.116
EC Number	201-226-4;
KEGG	C21797;
PubChem CID	6436043;
UNII	104621892X;
	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/h6-13,21H,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ Key: XWCYDHJOKKGVHC-OVSJKPMPSA-N;
	SMILES CC1=C(C(CC=C1)(C)C)/C=C/C(=C/C=C/C(=C/CO)/C)/C;
Properties
Chemical formula	C20H28O
Molar mass	284.443 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

Vitamin A₂ is a subcategory of Vitamin A which comprises several subforms like the major one vitamin A₁ in the form of retinol, retinyl esters, retinal and provitamin A carotenoids, this vitamin A2, the likely non human relevant vitamin A_3,4[1] and the newly postulated vitamin A₅.[2]

Dehydroretinal, more specifically, 3,4-dehydroretinal belongs to the group of vitamin A₂ as a retinaldehyde form, besides the endogenously present 3,4-dehydroretinol (vitamin A2-alcohol) and 3,4-dehydroretinoic acid (vitamin A2 acid).[3][4]

References

Babino D, Golczak M, Kiser PD, Wyss A, Placzewski K, von Lintig J (2016). "The Biochemical Basis of Vitamin A3 Production in Arthropod Vision". ACS Chem Biol. 11 (4): 1049–1057. doi:10.1021/acschembio.5b00967. PMC 4841470. PMID 26811964.
Rühl R, Krężel W, de Lera AR (2018). "9-cis-13,14-Dihydroretinol, a new endogenous mammalian ligand of the retinoid X receptor and the active ligand of a potential new vitamin category: vitamin A5". Nutr. Rev. 76 (12): 929–941. doi:10.1093/nutrit/nuy057. PMID 30358857.
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.

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[Babino_et_al._2016-1] Babino D, Golczak M, Kiser PD, Wyss A, Placzewski K, von Lintig J (2016). "The Biochemical Basis of Vitamin A3 Production in Arthropod Vision". ACS Chem Biol. 11 (4): 1049–1057. doi:10.1021/acschembio.5b00967. PMC 4841470. PMID 26811964.

[Rühl_2018-2] Rühl R, Krężel W, de Lera AR (2018). "9-cis-13,14-Dihydroretinol, a new endogenous mammalian ligand of the retinoid X receptor and the active ligand of a potential new vitamin category: vitamin A5". Nutr. Rev. 76 (12): 929–941. doi:10.1093/nutrit/nuy057. PMID 30358857.

[Törmä_H_and_Vahlquist_A,_1985-3] 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,_1980-4] Vahlquist A (1980). "The identification of dehydroretinol (vitamin A2) in human skin". Experientia. 36 (3): 317–318. doi:10.1007/bf01952299. PMID 7371787.