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Retinal

Retinal structure

CAS No:
116-31-4
Formula:
C20H28O
Chemical Name:
Retinal
Synonyms:
Retinal;Retinal,all-trans-;Retinene 1;Axerophthal;2,4,6,8-Nonatetraenal,3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-,(all-E)-;Retinaldehyde;trans-Retinal;Vitamin A aldehyde;all-trans-Retinaldehyde;Vitamin A1 aldehyde;E-Retinal;trans-Vitamin A aldehyde;all-E-Retinal;all-trans-Vitamin A aldehyde;(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenal;Retinene;all-trans-Retinal;15-Apo-β-caroten-15-al;15-Apo-β-carotenal;(all-E)-15-Apo-β-caroten-15-al;7058-59-5
Categories:
Cosmetic Ingredient > Skin Conditioning

Description

Yellow PowderChEBI: A retinal in which all four exocyclic double bonds have E- (trans-) geometry.

Solid

All-trans-retinal is a retinal in which all four exocyclic double bonds have E- (trans-) geometry. It has a role as a gap junctional intercellular communication inhibitor, a human metabolite and a mouse metabolite. It is a retinal and a vitamin A.|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.

Retinal Basic Attributes

Molecular Weight：

284.44

Exact Mass：

284.44

EC Number：

204-135-8

UNII：

RR725D715M

NSC Number：

626581|122757|122756|20811

DSSTox ID：

DTXSID5025998

HScode：

29122990

Characteristics

PSA：

17.1

XLogP3：

6.2

Appearance：

yellow powder

Density：

1.0083 (rough estimate)

Melting Point：

63 °C

Boiling Point：

366.92°C (rough estimate)

Flash Point：

205.4±12.4 °C

Refractive Index：

1.4500 (estimate)

Storage Conditions：

−20°C

Vapor Pressure：

2.61E-07mmHg at 25°C

Collision Cross Section：

170.1 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

22-38

safety instructions：

22-36/37

RTECS Number：

VH6407000

Marks：

Precautionary statement(s)：

P264, P270, P273, P280, P301+P312, P302+P352, P321, P330, P332+P313, P362, P501

Hazard Statements：

H302-H315

GHS Classification：

|Danger|H302 (30.71%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P273, P280, P281, P301+P312, P302+P352, P308+P313, P321, P330, P332+P313, P362, P405, and P501|Aggregated GHS information provided by 127 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Metabolism/Metabolites：

Retinal has known human metabolites that include Tretinoin.

MeSH Entry Terms：

11 cis Retinal

Retinal Use and Manufacturing

Methods of Manufacturing

Vitamin A is catalyzed by alcohol dehydrogenase and coenzymes I and II to form cis and trans retinal.

Uses

Corotenoid component of the visual pigments. All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase.

Manufacturing Info：

Retinal: ACTIVE|Retinal, 13-cis-: ACTIVE|Retinal, 9-cis-: INACTIVE

Use Classification：

Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> Retinoids [PR0109]

Computed Properties

Molecular Weight:284.4
XLogP3:6.2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:5
Exact Mass:284.214015512
Monoisotopic Mass:284.214015512
Topological Polar Surface Area:17.1
Heavy Atom Count:21
Complexity:522
Defined Bond Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Retinol

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Retinal CAS No.116-31-4

CAS No.: 116-31-4

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Guide of Retinal

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Material
Recommended Suppliers
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Retinal

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