All-trans-retinal

Names

[ CAS No. ]:
116-31-4

[ Name ]:
All-trans-retinal

[Synonym ]:
Retinal, all-trans-
Retinene1
all--retinal
3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-Nonatetraenal
retinaldehyde
UNII:RR725D715M
all-trans-retinal
-retinal
all trans-Retinal
all-trans-retinaldehyde
trans-Vitamin A aldehyde
Retinene
EINECS 204-135-8
all-trans Retinal
MFCD00001550
Retinal
trans-Retinal

Biological Activity

[Description]:

All-trans-retinal is a one of the major vitamin A metabolites in the retina. In physiological conditions, all-trans-RAL is regenerated to the visual chromophore, 11-cis-retinal.

[Related Catalog]:

Natural Products >> Acids and Aldehydes

Research Areas >> Others

[Target]

Human Endogenous Metabolite

[References]

[1]. Sawada O, et al. All-trans-retinal induces Bax activation via DNA damage to mediate retinal cell apoptosis. Exp Eye Res. 2014 Jun;123:27-36.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
421.4±14.0 °C at 760 mmHg

[ Melting Point ]:
61-63°C

[ Molecular Formula ]:
C₂₀H₂₈O

[ Molecular Weight ]:
284.436

[ Flash Point ]:
205.4±12.4 °C

[ Exact Mass ]:
284.214020

[ PSA ]:
17.07000

[ LogP ]:
6.54

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.541

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VH6407000

CHEMICAL NAME :: Retinal, all-trans-

CAS REGISTRY NUMBER :: 116-31-4

BEILSTEIN REFERENCE NO. :: 1914183

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C20-H28-O

MOLECULAR WEIGHT :: 284.48

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Rodent - mouse Lymphocyte

DOSE/DURATION :: 100 umol/L

REFERENCE :: ONCOBS Oncology. (S. Karger AG, Postfach CH-4009 Basel, Switzerland) V.21- 1967- Volume(issue)/page/year: 44,356,1987

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
22-38

[ Safety Phrases ]:
S22-S36/37

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
VH6407000

[ HS Code ]:
2912299000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2912299000

[ Summary ]:
2912299000. other cyclic aldehydes without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

Articles

Isotopic labeling of mammalian G protein-coupled receptors heterologously expressed in Caenorhabditis elegans.

Anal. Biochem. 472 , 30-6, (2015)

High-resolution structural determination and dynamic characterization of membrane proteins by nuclear magnetic resonance (NMR) require their isotopic labeling. Although a number of labeled eukaryotic ...

The Activation Pathway of Human Rhodopsin in Comparison to Bovine Rhodopsin.

J. Biol. Chem. 290 , 20117-27, (2015)

Rhodopsin, the photoreceptor of rod cells, absorbs light to mediate the first step of vision by activating the G protein transducin (Gt). Several human diseases, such as retinitis pigmentosa or congen...

Quantitation of retinaldehyde in small biological samples using ultrahigh-performance liquid chromatography tandem mass spectrometry.

Anal. Biochem. 484 , 162-8, (2015)

We report an ultrahigh-performance liquid chromatography tandem mass spectrometry (UHPLC-MS/MS) method to quantify all-trans-retinal in biological samples of limited size (15-35mg), which is especiall...

Related Compounds

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