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Substance Name: Retinal
RN: 116-31-4
UNII: RR725D715M
InChIKey: NCYCYZXNIZJOKI-OVSJKPMPSA-N

Note

  • A carotenoid-derived diterpene that is a constituent of visual pigments. It is the oxidized form of retinol which functions as the active component of the visual cycle. It is bound to the protein opsin forming the complex rhodopsin. When stimulated by visible light, the retinal component of the rhodopsin complex undergoes isomerization at the 11-position of the double bond to the cis-form; this is reversed in "dark" reactions to return to the native trans-configuration.

Molecular Formula

  • C20-H28-O

Molecular Weight

  • 284.4402
 

Classification Code

  • 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-N

Smiles

C\C(=C/C=O)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C

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.