(6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene

• ChemBase ID: 106049
• Molecular Formular: C40H56
• Molecular Mass: 536.87264
• Monoisotopic Mass: 536.43820179
• SMILES: CC(=CCC/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)/CCC=C(C)C)/C)/C)/C)C
• Canonical SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C=C(\CCC=C(C)C)/C)/C)/C)/C=C/C=C(/C=C/C=C(/CCC=C(C)C)\C)\C
• InChI: 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
• InChIKey: OAIJSZIZWZSQBC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene; 2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene
• IUPAC Traditional name: lycopene; 2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene
• Synonyms: all-trans-Lycopene; C.I. 75125; Lyco Vit; Lycopene 7; Lycored; NSC 407322; Redivivo; trans-Lycopene; LYCOPENE; (6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)- 2,6,10,14,19,23,27,31-Octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene; 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; Lycopene; Lycopene, dispersion; Lycopene, Redivivo™; ψ,ψ-胡萝卜素; 2,6,10,14,19,23,27,31-八甲基-三十二烷-2,6,8,10,12,14,16,18,20,22,24,26,30-十三烯; 番茄红素

Database IDs

• CAS Number: 502-65-8
• EC Number: 232-281-2; 207-949-1
• MDL Number: MFCD00017350
• PubChem SID: 162093884; 24896530
• PubChem CID: 446925
• CHEBI ID: 15948
• CHEMBL: 501174
• Chemspider ID: 394156
• Unique Ingredient Identifier: SB0N2N0WV6
• Wikipedia Title: Lycopene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 11.931831
• LogD (pH = 7.4): 11.931831
• Log P: 11.931831
• Molar Refractivity: 197.806 cm^3
• Polarizability: 71.67456 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Benzene; Chloroform; Insoluble in water
• Apperance: Deep red solid; Red Solid
• Melting Point: 172 - °C; 173-175°C
• Density: 0.889 g/mL

Safety Information

• Storage Condition: 0°C, Store Under Nitrogen, Protect from light; Amber Vial, -86°C Freezer, Under Inert Atmosphere
• German water hazard class: 3
• NFPA704:
  

  1

  0

  0
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C; -70°C

Product Information

• Purity: >90%; ≥90%; ≥90.0% (HPLC); ≥95.0% (sum of isomers)
• Concentration: ~10% in corn oil
• Contains: ≤2.5% α-Tocopherol as stabilizer
• Biological Source: from tomato
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C40H56

DETAILS

MP Biomedicals - 02198684

From Tomato
Purity: >90%

Sigma Aldrich - L9879

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
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.
Packaging
sealed ampule
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. L9879.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 36275

Other Notes
REDIVIVO is a non-toxic, stable formulation of lycopene (10% dispersion in corn oil) that offers convenient handling and is dust-free.
Biochem/physiol Actions
Lycopene is a red phytochemical pigment found in tomatoes. The main carotenoid in human plasma, it is a highly potent antioxidant, the most efficient biological quencher of singlet oxygen,1 associated with decreased risk of cancer and cardiovascular diseases. Lycopene enhances gap junction communication between cells via upregulation of connexin 43 and reduces profileration of cancer cells in culture. Inhibits cholesterol synthesis and enhances low-density lipoprotein degradation. Lycopene in skin sacrificially protects against UV-induced degradation of β-carotene.2
Legal Information
Redivivo is a trademark of DSM Nutritional Products AG

Sigma Aldrich - 43018

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.

Toronto Research Chemicals - L487500

Carotenoid antioxidant occurring in ripe fruit, especially in tomatoes.

REFERENCES

• Kushwaha, S., et al.: J. Biol. Chem., 245, 4708 (1969)
• Goodwin, T., et al.: Carotenoids, 1971, 577,,,18) Davisson, V; Bioorganic Chem 1986, 14, 46,,,