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Substance Name: Retinal
RN: 116-31-4
UNII: RR725D715M
InChIKey: NCYCYZXNIZJOKI-OVSJKPMPSA-N
Note
- A diterpene derived from the carotenoid VITAMIN A which functions as the active component of the visual cycle. It is the prosthetic group of RHODOPSIN (i.e., covalently bonded to ROD OPSIN as 11-cis-retinal). When stimulated by visible light, rhodopsin transforms this cis-isomer of retinal to the trans-isomer (11-trans-retinal). This transformation straightens-out the bend of the retinal molecule and causes a change in the shape of rhodopsin triggering the visual process. A series of energy-requiring enzyme-catalyzed reactions convert the 11-trans-retinal back to the cis-isomer.
Molecular Formula
- C20-H28-O
Molecular Weight
- 284.4402
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- Mutation Data
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Names and Synonyms
Name of Substance
- Retinal
- Retinaldehyde
MeSH Heading
- Retinaldehyde
Synonyms
- 4-07-00-01253 (Beilstein Handbook Reference)
- all-E-Retinal
- all-trans-Retinal
- all-trans-Retinaldehyde
- all-trans-Vitamin A aldehyde
- Axerophthal
- BRN 1914183
- E-Retinal
- EINECS 204-135-8
- NSC 122757
- NSC 626581
- Retinal, all-trans
- Retinaldehyde
- Retinaldehyde (VAN)
- Retinene
- Retinene 1
- Retinyl aldehyde
- TOCOPHEROL, ALPHA
- trans-Retinal
- UNII-RR725D715M
- Vitamin A aldehyde
- Vitamin A1 aldehyde
Systematic Names
- Retinal
- Retinal, all-trans-
- Retinaldehyde
Registry Numbers
CAS Registry Number
- 116-31-4
FDA UNII
- RR725D715M
Other Registry Number
- 7058-59-5
System Generated Number
- 0000116314
Structure Descriptors
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-OVSJKPMPSA-NSmiles
C\C(=C/C=O)Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 63 | deg C | EXP | |
log P (octanol-water) | 7.600 | (none) | EST | |
Atmospheric OH Rate Constant | 3.07E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.