Retinyl acetate - for cell culture , CAS No.127-47-9

CAS: 127-47-9 Cat. No.: R105893 Molecular Weight: 328.49 Beilstein Registry Number: 1915439 EC Number: 204-844-2

GRADE & PURITY for Cell culture

Synonyms

Vitamin A acetate

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Retinyl-acetate is a natural and ester derivative of vitamin A. It is found in classical media formulations such as M-199; NCTC-109 and William′s Medium E. Vitamin A is a component of serum useful in most serum containing cell culture systems, which receive some level of vitamin A.

Application：

Retinyl acetate has been used as a standard to measure the concentration of vitamin C in high performance liquid chromatography analysis (HPLC) and as a supplement in the preparation of the complete medium.

Specifications

Synonyms

Vitamin A acetate

Specifications & Purity

for cell culture

Biochemical and Physiological Mechanisms

The oxidized form of retinol is retinoic acid, which has hormone-like growth factor and differentiation activity for epithelial and related cell types, especially neural cells. Retinoic acid induces embryonic stem cells to differentiate towards neural cel

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

for Cell culture

Names and Identifiers

• Pubchem Sid: 488190869
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488190869
• Canonical Smiles: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CCOC(=O)C)C)C
• IUPAC Name: [(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] acetate
• InChIKey: QGNJRVVDBSJHIZ-QHLGVNSISA-N
• INCHI: 1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7+,13-12+,17-9+,18-14+
• Isomeric SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/COC(=O)C)/C)/C
• WGK Germany: 2
• RTECS: VH6825000
• Molecular Weight: 328.49
• Beilstein: 1915439
• Reaxy-Rn: 1915438
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1915438&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Retinoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Retinoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Retinoids
• Alternative Parents: Diterpenoids Fatty alcohol esters Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Retinoid skeleton - Diterpenoid - Fatty alcohol ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.
• External Descriptors: Retinoids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

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VDR Tclin Vitamin D receptor (26531 Activities)

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RXRA Tclin Retinoid X receptor alpha (3637 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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Lymphoblastoid cell (5959 Activities)

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

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Associated Targets(non-human)

Cruzipain (33337 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

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FTL Ferritin light chain (43324 Activities)

Discover Target: FTL

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Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Ethanol and DMSO；Slightly soluble or insoluble in water
• Sensitivity: Light sensitive.
• Refractive Index: 1.547-1.555
• Melt Point(°C): 57-58 °C
• Molecular Weight: 328.500 g/mol
• XLogP3: 6.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 328.24 Da
• Monoisotopic Mass: 328.24 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 595.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 4
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 4
• Covalently-Bonded Unit Count: 1

References

1. Bing Pang, Han Jin, Ning Liao, Junjun Li, Chunmei Jiang, Junling Shi.  (2021)  Vitamin A supplementation ameliorates ulcerative colitis in gut microbiota–dependent manner.  FOOD RESEARCH INTERNATIONAL,      [PMID:34507723] [10.1016/j.foodres.2021.110568]

2. Huaying Zhong, Run Liu, Huihui Liu, Yi Zhang, Yihan Liu, Yufei Zhang, Mingming Zheng.  (2025)  Enhanced Stability and Catalytic Performance of pH-Responsive Pickering Interface Biocatalysis via Electrostatically Mediated Immobilized Enzymes.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c00537]