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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
 

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.