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SMB00706

Lycopene

≥98% (HPLC), from tomato

Synonym(s):

ψ,ψ-Carotene, 2,6,10,14,19,23,27,31-Octamethyl-dotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene

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Size/SKUAvailabilityPrice
1 mg
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$208.00
5 mg
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$617.00
10 mg
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$1,330.00

About This Item

Empirical Formula (Hill Notation):
C40H56
CAS Number:
Molecular Weight:
536.87
UNSPSC Code:
12352205
NACRES:
NA.28
MDL number:

$208.00


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biological source

tomato

Quality Segment

assay

≥98% (HPLC)

form

powder

mol wt

536.87

storage condition

protect from light

solubility

THF: 1 mg/mL, chloroform: 5 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

shipped in

dry ice

storage temp.

−20°C

SMILES string

C\C(C)=C\CC\C(C)=C\C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C=C(/C)CC\C=C(\C)C

InChI

1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+

InChI key

OAIJSZIZWZSQBC-GYZMGTAESA-N

General description

Lycopene, an acyclic carotenoid pigment, is a bioactive natural compound commonly produced by many red fruits and vegetables such as watermelon, pink guava, and tomato, and photosynthetic algae. Current research suggests that this plant metabolite acts as an inhibitor and may exhibit diverse biological activities, including antioxidant, anti-carcinogenic, radioprotective, anticancer and anti-inflammatory properties.

Application

Lycopene is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and drug discovery research.
Lycopene has been used:
  • to analyze its chemo-preventive effects on cutaneous tumors in in vitro mouse epidermal cell line
  • as a reference standard for quantitative high-performance liquid chromatography (HPLC) to analyze antioxidant capacity of endogenous carotenoids in mammalian cell lines
  • as a reference standard in high-performance liquid chromatography (HPLC) to identify carotenoids from engineered Saccharomyces cerevisiae

Biochem/physiol Actions

Antioxidant micronutrient of tomatoes associated with decreased risk for cancer and cardiovascular disease. Enhances gap juction communication between cells via upregulation of connexin 43 and reduces proliferation of cancer cells in culture. Inhibits cholesterol synthesis and enhances low-density lipoprotein degradation.
Lycopene has been found to be active against oral cancer and to inhibit metastasis of human liver adenocarcinoma cells by down regulation of NOX4. Lycopene was also found to be a beneficial supplement for people with cardiovascular diseases.

Features and Benefits

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

Other Notes

For additional information on our range of Biochemicals, please complete this form.

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7505136275PHR1770
description

≥98% (HPLC), from tomato

description

analytical standard

description

10% FS, ~10% in corn oil, ≥95.0% (sum of isomers)

description

Pharmaceutical Secondary Standard; Certified Reference Material

biological source

tomato

biological source

-

biological source

-

biological source

-

assay

≥98% (HPLC)

assay

≥85.0% (HPLC)

assay

≥95.0% (sum of isomers)

assay

-

form

powder

form

-

form

-

form

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

-

application(s)

pharmaceutical
pharmaceutical
pharmaceutical (small molecule)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

300

storage temp.

−20°C

storage temp.

-65 to -96°C

storage temp.

2-8°C

storage temp.

2-8°C


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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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Questions

1–3 of 3 Questions  
  1. 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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    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

      Helpful?

  3. How can this product be dissolved? Is this dissolved in water, ethanol, methanol, isopropanol, acetonitrile, or others?

    1 answer
    1. The solubility of this product has been determined in THF: 1 mg/mL and chloroform: 5 mg/mL. Other solvents have not been tested.
      The Merck Index indicates the following solvents:
      carbon disulfide (1g/50ml)
      boiling ether (1g/3L)
      boiling petroleum ether (1g/12 L)
      hexane at 0 °C (1g/14L)
      almost insoluble in methanol or ethanol
      soluble in chloroform or benzene.

      The solubility in DMSO has been referenced in the publications below:
      10 mM in DMSO
      Am J Physiol Endocrinol Metab 293:E1820-E1827, 2007
      http://ajpendo.physiology.org/content/293/6/E1820.full
      100 mM in 10% DMSO/PBS
      Iranian Journal of Pharmaceutical Research (2007), 6 (3): 173-177
      http://www.ijpr-online.com/docs/20073/IJPR425.pdf
      solubilized in DMSO
      Mutation Research/Genetic Toxicology and Environmental Mutagenesis, 416(1-2): 125-128, 1998

      Helpful?

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