Retinol, acetate

HCID 638034CAS 127-47-9

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Basic information

Standard SMILES: CC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C
InChIKey: QGNJRVVDBSJHIZ-QHLGVNSISA-N
Molecular formula: C22H32O2
Average molar mass: 328.5 g/mol
Monoisotopic mass: 328.24023026

Overview

Retinyl acetate is an acetate ester. It is functionally related to an all-trans-retinol.

Names & identifiers

Preferred name: Retinol, acetate
IUPAC: [(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] acetate

Names & synonyms

RETINYL ACETATEVitamin A acetateRetinol acetate127-47-9Retinol, acetateVitamin A1 acetateall-trans-Retinol acetateCrystaletsVitamin A alcohol acetateDavitan A 650all-trans-Vitamin A acetateRetinol, acetate, all-trans-

Show more names

(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl acetateall-trans-RetinylacetateAcetic acid, retinyl ester[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] acetateDTXSID60212403LE3D9D6OYVitamin A, acetateVitamin A acetate (tritiated)

Database identifiers

CAS: 127-47-9、64536-04-5
PubChem CID: 638034
DTXSID: DTXSID6021240
ChEMBL: CHEMBL486193
ChEBI: CHEBI:32095
UNII: 3LE3D9D6OY
EC Number: 204-844-2
Nikkaji: J34.628D

Properties

Computed structural properties

XLogP: 6.3
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 7
Heavy atoms: 24
Formal charge: 0
Complexity: 595

Experimental & physicochemical properties

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

CosmeticsSkin conditioning

SpringerMaterials PropertiesChemical diffusion

Food AdditivesNUTRIENT SUPPLEMENT -> FDA Substance added to food

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 0.3% (1 of 374) of reports.

Danger

H315 (83.4%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 374 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Retinol, acetate

Regulation (EC) No 1831/2003 (amended)

REACH registered substance: Retinyl acetate (EC: 204-844-2)

Retinol acetate: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (83.4%)

Toxicology

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity.

Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.