Retinal

HCID 638015CAS 116-31-4

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Grundinformationen

Standard-SMILES: CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=O)C(C)(C)CCC1
InChIKey: NCYCYZXNIZJOKI-OVSJKPMPSA-N
Summenformel: C20H28O
Durchschnittliche Molmasse: 284,4 g/mol
Monoisotopische Masse: 284,21401552

Überblick

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 mouse metabolite and a human metabolite. It is a vitamin A and a retinal.

Namen und Bezeichner

Bevorzugter Name: Retinal
IUPAC: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenal
Englischer Name: Retinal
Summenformel: C20H28O
Molmasse: 284.44

Namen und Synonyme

all-trans-Retinalretinaltrans-Retinal116-31-4retinaldehydevitamin A aldehyderetineneaxerophthalall-E-RetinalE-RetinalRetinene 1all-trans-Retinaldehyde

Weitere Namen anzeigen

Nanoactive RALRetinylaldehydeRetinene1

Vitamin A1 aldehydeall-trans-Vitamin A aldehydeall-trans-RetineneRetinyl aldehydeRetinal, all-trans(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenalDTXSID5025998

Datenbank-Bezeichner

CAS: 116-31-4、472-86-6
PubChem CID: 638015
DTXSID: DTXSID5025998
ChEMBL: CHEMBL81379
ChEBI: CHEBI:17898
UNII: RR725D715M
EC Number: 204-135-8
Nikkaji: J1.003.612G、J1.826.581H、J5.279E、J861.440G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 6,2
Polarare Oberfläche (TPSA): 17,1 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 5
Schwere Atome: 21
Formalladung: 0
Komplexität: 522

Experimentelle und physikochemische Eigenschaften

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

CosmeticsPersonal care product

SpringerMaterials PropertiesAngular frequency

Melting Point63 °C

Physical DescriptionSolid

Collision Cross Section · 2 Einträge

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

165.39 Å² [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Schmelzpunkt: 61 · 61-63°C
Siedepunkt: 366.92 °C · 366.92°C (rough estimate)
Dichte: 1.0083 · 1.0083 (rough estimate)
Brechungsindex: 1.45 · 1.4500 (estimate)
storage temp.: -20 °C · -20°C
Löslichkeit: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Aggregatzustand: powder
Farbe: yellow
Biologische Quelle: synthetic (organic)
Wasserlöslichkeit: 70 mg/L · <70mg/L(25 ºC)
Stabilität: Hygroscopic, Light Sensitive, Temperature Sensitive
Kosmetik-Inhaltsstoffe Funktionen: SKIN CONDITIONING
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(=O)/C=C(/C=C/C=C(/C=C/C1C(C)(C)CCCC=1C)\C)\C
CAS Datenbank: 116 · 116-31-4(CAS DataBase Reference)
EPA chemische Informationen: Retinal (116-31-4)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H302 (28.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P273, P280, P301+P317, P302+P352, P318, P321, P330, P332+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 147 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (28.6%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29122990
RTECS-Nr.: VH6407000
risk_code: 22-38
hazard_code: Xn
safety_code: 22-36/37

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesRetinal has known human metabolites that include Tretinoin.

Tissue LocationsAdrenal Cortex

Cellular LocationsCytoplasm

Metabolite PathwaysRetinol Metabolism

Verwendung und Herstellung

General Manufacturing InformationRetinal: ACTIVE

Anwendungen

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