For Sigma-Aldrich products where long-term storage is advised as freezer, our labels indicate -20C. Typically freezer facilities that are used to store these products are thermostatically temperature controlled to within -10 to -25 C. This matches the recommended range indicated in the USP as freezer.
R7632
Retinol
synthetic, ≥95% (HPLC), (Powder or Powder with Lumps)
Retinol
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Synonym(s):
Axerophthol, Vitamin A, Vitamin A alcohol, Vitamin A1, all-trans-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol
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Select a Size
25 MG
$63.30
100 MG
$90.10
250 MG
$201.00
500 MG
$287.00
1 G
$444.00
About This Item
Empirical Formula (Hill Notation):
C20H30O
CAS Number:
Molecular Weight:
286.45
NACRES:
NA.79
PubChem Substance ID:
eCl@ss:
34058018
UNSPSC Code:
12352205
EC Number:
200-683-7
MDL number:
Beilstein/REAXYS Number:
403040
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biological source
synthetic
Quality Level
assay
≥95% (HPLC)
form
(Powder or Powder with Lumps)
specific activity
~2700 U/mg
technique(s)
HPLC: suitable
color
yellow to very dark yellow, to Very Dark Orange
mp
61-63 °C (lit.)
shipped in
dry ice
storage temp.
−20°C
SMILES string
CC1(C)C(/C=C/C(C)=C/C=C/C(C)=C/CO)=C(C)CCC1
InChI
1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
InChI key
FPIPGXGPPPQFEQ-OVSJKPMPSA-N
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Related Categories
1 of 4
This Item | |||
|---|---|---|---|
| technique(s) HPLC: suitable | technique(s) - | technique(s) HPLC: suitable | technique(s) - |
| biological source synthetic | biological source synthetic | biological source - | biological source synthetic |
| assay ≥95% (HPLC) | assay ≥95.0% (HPLC) | assay ≥95% (HPLC) | assay ≥97.5% (HPLC) |
| storage temp. −20°C | storage temp. −20°C | storage temp. −20°C | storage temp. −20°C |
| form (Powder or Powder with Lumps) | form (Powder or Crystal with Lumps) | form powder | form (Powder or Powder with Lumps) |
| shipped in dry ice | shipped in dry ice | shipped in dry ice | shipped in dry ice |
General description
Retinol or vitamin A alcohol is the main circulating form of vitamin A. It is not biologically active. Retinol or all-trans-retinol is a 20-carbon molecule with cyclohexenyl ring, a side chain with four double bonds (in trans configuration), and an alcohol end group.
Application
Retinol has been used:
- for the synthesis of all-trans-retinoic acid in HepG2 cells
- to study the effect of retinol on the growth of murine normal colonic cells cultured as organoids
- as a standard for determination of vitamin A in cells
- as a component of chemically defined medium for testis organ culture and spermatogenesis in vitro.
Biochem/physiol Actions
Retinol and its derivatives exhibit anti-aging properties. In addition, it also acts as an anti-wrinkle agent. However, due to its photoinstability and skin irritation potency, it is not widely used in cosmetic formulations. Retinol is used in the treatment of dermatoses including photoaging. Its deficiency is associated with the development of xerosis and follicular hyperkeratosis.
Retinol works as a precursor of active retinoids. It is converted to retinaldehyde and subsequently to retinoic acid. All-trans and 9-cis-retinoic acid are the ligands for nuclear receptors, retinoic acid receptors (RARs) and retinoid X receptors (RXRs). These receptors are transcriptional regulators of various genes.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Light protecting glass vial.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 4 - Eye Irrit. 2 - Repr. 1B - Skin Sens. 1
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 1
ppe
dust mask type N95 (US), Eyeshields, Gloves
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A newly synthesized photostable retinol derivative (retinyl N-formyl aspartamate) for photodamaged skin: profilometric evaluation of 24-week study
Lee MS, et al.
Journal of the American Academy of Dermatology, 55(2), 220-224 (2006)
Valproate ameliorates nitroglycerin-induced migraine in trigeminal nucleus caudalis in rats through inhibition of NF-?B.
Li Y et al.
The Journal of Headache and Pain, 17, 49-49 (2016)
Insulin regulates retinol dehydrogenase expression and all-trans-retinoic acid biosynthesis through FoxO1.
Obrochta KM et al.
The Journal of Biological Chemistry, 290, 7259-7259 (2015)
Retinol Promotes In Vitro Growth of Proximal Colon Organoids through a Retinoic Acid-Independent Mechanism.
Matsumoto T et al.
PLoS ONE, 11, e0162049-e0162049 (2016)
In vitro mouse spermatogenesis with an organ culture method in chemically defined medium.
Sanjo H, et al.
PLoS ONE, 13 (2018)
Protocols
Separation of δ-Tocopherol, analytical standard; Retinyl acetate; (+)-γ-Tocopherol; α-Tocopherol, ≥95.5%; Retinol; Vitamin A (acetate), meets USP testing specifications.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| R7632-100MG | 04061835548323 |
| R7632-1G | 04061835548330 |
| R7632-250MG | 04061835548347 |
| R7632-25MG | 04061835548354 |
| R7632-500MG | 04061835513994 |
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The certificate specifies a storage temperature of -20°C; are there any criteria for temperatures above or below that temperature?
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Is the exact weight of the substance defined in the certificate? If the answer is no, can you determine/guarantee a deviation range of the the item weight?
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The overfill tolerance for this product varies depending on the pack size. For 25 mg, the overfill tolerance is +1.0 mg. For 100 mg, the overfill tolerance is +5 mg. For 250 mg, the overfill tolerance is +10 mg. For 500 mg, the overfill tolerance is +25 mg. For 1 g, the overfill tolerance is +0.05 g.
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How can I determine the shelf life / expiration / retest date of this product?
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If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdfHelpful?
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How is shipping temperature determined? And how is it related to the product storage temperature?
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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