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H4291

Sigma-Aldrich

3-Hydroxytyrosol

≥98% (HPLC)

Synonym(s):

2-(3,4-Dihydroxyphenyl)ethanol, 3,4-Dihydroxyphenethyl alcohol, DOPET, Homoprotocatechuyl alcohol

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About This Item

Empirical Formula (Hill Notation):
C8H10O3
CAS Number:
10597-60-1
Molecular Weight:
154.16
Beilstein:
2208118
MDL number:
MFCD01320529
UNSPSC Code:
12352205
PubChem Substance ID:
329815209
NACRES:
NA.25
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

storage temp.

−20°C

SMILES string

OCCc1ccc(O)c(O)c1

InChI

1S/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2

InChI key

JUUBCHWRXWPFFH-UHFFFAOYSA-N

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Application


  • Production of 3-Hydroxytyrosol from Glucose by Chromosomally Engineered Escherichia coli by Fed-Batch Cultivation in a Jar Fermenter.: Demonstrates biotechnological production of 3-Hydroxytyrosol using genetically modified E. coli, highlighting scalable methods for synthesizing valuable biochemicals from simple sugars (Koma et al., 2023).

  • Green Extraction of Antioxidant Compounds from Olive Tree Leaves Based on Natural Deep Eutectic Solvents.: Investigates eco-friendly extraction methods for recovering 3-Hydroxytyrosol from olive leaves, emphasizing sustainable chemical processes and the high antioxidant potential of the extracts (Mir-Cerdà et al., 2023).


Biochem/physiol Actions

Metabolite of oleuropein. Antioxidant. Inhibits the rate of cancer cell proliferation and induces cancer cell apoptosis.

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Description
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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX2076
MKCS5768
MKCS3705
MKCQ2766
MKCM3631

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Ghayth Rigane et al.
Journal of food science, 77(10), C1077-C1083 (2012-09-04)
A very simple method is proposed to produce hydroxytyrosol, a commercially unavailable compound with well-known biological properties which justify a potential commercial application. The 2-phase Chemlali olive pomace is selected as substrate for chemical treatment. Different conditions of chemical treatment
Laura Rubió et al.
Food chemistry, 134(2), 1132-1136 (2012-10-31)
We report progress in the study of olive oil phenolic metabolites in humans and identify a new hydroxytyrosol metabolite called hydroxytyrosol acetate sulphate, which was determined using tandem MS, after ingestion of 30 ml of olive oil with a high
Haloom Rafehi et al.
Journal of dietary supplements, 9(2), 96-109 (2012-05-23)
Olive oil, an oil rich in monounsaturated fatty acids (MUFCs) and minor constituents including phenolic compounds, is a major component of the Mediterranean diet. The potential health benefits of the Mediterranean diet were highlighted by the seminal Seven Countries Study
Yasuharu Satoh et al.
Metabolic engineering, 14(6), 603-610 (2012-09-06)
The hydroxylation of tyrosine is an important reaction in the biosynthesis of many natural products. The use of bacteria for this reaction has not been very successful due to either the over-oxidation to ortho-quinone when using tyrosinases from bacteria or
Anna Sgarbossa et al.
Chemico-biological interactions, 199(2), 87-95 (2012-06-28)
Phenylpropanoids have several highly significant biological properties in both plants and animals. Four phenylpropanoid glycosides (PPGs), verbascoside (VB), forsythoside B (FB), echinacoside (EC) and campneoside I (CP), were purified and tested for their capability to activate NRF2 and induce phase
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. 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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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. 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/449/386/product-dating-information-mk.pdf

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