Lycopene

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

CAS No.: 502-65-8

Molecular Weight：536.888

Modify Date.: 2023-03-12 06:44

Introduction: Carotenoid antioxidant occurring in ripe fruit, especially in tomatoes. View more+

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1. Names and Identifiers

1.1 Name: Lycopene
1.2 Synonyms: (5cis,7cis,13'cis)-ψ,ψ-Carotene (6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)-2,6,10,14,19,23,27,31-Octaméthyl-2,6,8,10,12,14,16,18,20,22,24,26,30-dotriacontatridécaène (6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)-2,6,10,14,19,23,27,31-Octamethyl-2,6,8,10,12,14,16,18,20,22,24,26,30-dotriacontatridecaen (6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E)-2,6,10,14,19,23,27,31-Octamethyl-2,6,8,10,12,14,16,18,20,22,24,26,30-dotriacontatridecaene (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 (all-E)-2,6,10,14,19,23,27,31-Octamethyl-2,6,8,10,12,14,16,18,20,22,24,26,30-dotriacontatridecaene (all-trans)-Lycopene 2,6,10,14,19,23,27,31-OCTAMETHYL-DOTRIACONTA-2,6,8,10,12,14,16,18,20,22,24,26,30-TRIDECAENE 4,4-CAROTENE all-trans-Lyc E 160d EINECS 207-949-1 JARCOPENE(TM) lycopen Lycopene all-trans- Lycopene,Redivivo Lycopin LYCOSOURCE LYCOVIT MFCD00017350 PSI,PSI-CAROTENE Y,Y-CAROTENE y-Carotene ψ,ψ-Carotene ψ,ψ-Carotene, (5cis,7cis,13'cis)- ψ,ψ-Carotin

1.3 CAS No.: 502-65-8

1.4 CID: 446925

1.5 EINECS(EC#): 207-949-1

1.6 Molecular Formula: C40H56 (isomer)

1.7 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/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+

1.8 InChkey: OAIJSZIZWZSQBC-GYZMGTAESA-N

1.9 Canonical Smiles: CC(=CCCC(=CC=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC=C(C)CCC=C(C)C)C)C)C)C

1.10 Isomers 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(/CCC=C(C)C)\C)\C)\C)/C)/C)/C)C

2. Properties

2.1 Density: 0.888

2.1 Melting point: 172-173℃

2.1 Boiling point: 660.9 oC

2.1 Refractive index: 1.53

2.1 Flash Point: 350.7 oC

2.1 Precise Quality: 536.43800

2.1 PSA: 0.00000

2.1 logP: 12.93800

2.1 Λmax: 518(CHCl3)nm

2.2 Appearance: Dark red fine powder or oil

2.3 Chemical Properties: Lycopene is a white to pale-yellow solid; balsam oriental aroma. Lycopene extract from tomato is a dark-red viscous liquid. It is freely soluble in ethyl acetate and n-hexane, partially soluble in ethanol and acetone, and insoluble in water. A solution in n-hexane shows an absorption maximum at approximately 472nm.Lycopene (from the Greek word lykopersikon, meaning tomato) is a bright red carotene and carotenoid pigment. The natural resources are red fruits and vegetables, such as tomatoes, pink grapefruit, watermelon, and apricots. After absorbing from the stomach, lycopene is transported in the blood and accumulates in the liver, adrenal glands, and testes. Lycopene has been used to prevent carcinogenesis, cardiovascular diseases and aging.

2.4 Physical: Solid

2.5 Water Solubility: Stability

2.6 Stability: Heat sensitive - store at -70 C. Combustible. Incompatible with strong oxidizing agents.

2.7 StorageTemp: ?70°C

3. Use and Manufacturing

3.1 Definition: ChEBI: An acyclic carotene commonly obtained from tomatoes and other red fruits.

3.2 Purification Methods: Crystallise lycopene from CS2/MeOH, diethyl ether/pet ether, or acetone/pet ether. Also purify it by column chromatography on deactivated alumina, CaCO3, calcium hydroxide or magnesia. It is oxygen sensitive and is stored in the dark, in an inert atmosphere. Also purified like -Carotene. [Beilstein 1 III 1076, 1 IV 1165.] Lycopene Preparation Products And Raw materials Raw materials

3.3 Usage: Carotenoid antioxidant occurring in ripe fruit, especially in tomatoes.

4. Safety and Handling

4.1 Hazard Codes: Xi

4.1 Risk Statements: R36/37/38

4.1 Safety Statements: 26-36/37/39

4.1 RIDADR: NONH for all modes of transport

4.1 WGK Germany: 3

4.1 Safety: Hazard Codes:??Xi
Risk Statements:? 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements:? 26-36/37/39?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany:? 3
F:? 8-10-23

4.2 Specification: ?Lycopene (CAS NO.502-65-8) is a bright red carotene and carotenoid pigment and phytochemical found in tomatoes and other red fruits & vegetables, such as red carrots, watermelons and papayas (but not strawberries or cherries). Although lycopene is chemically a carotene, it has no vitamin A activity. And it is?incompatible with strong oxidizing agents.?

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)	No symbol.
Signal word	No signal word.
Hazard statement(s)	none
Precautionary statement(s)
Prevention	none
Response	none
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

Predict 1H proton NMR

7. Synthesis Route

502-65-8Total: 57 Synthesis Route

141-27-5 3 Suppliers

502-65-8 465 Suppliers

Literatures:
Fontan, Noelia; Dominguez, Marta; Ulvarez, Rosana; De Lera, Ungel R. European Journal of Organic Chemistry, 2011 , # 33 p. 6704 - 6712
Yield: null

106-24-1 170 Suppliers

502-65-8 465 Suppliers

Literatures:
Fontan, Noelia; Vaz, Belen; Alvarez, Rosana; De Lera, Angel R. Chemical Communications, 2013 , vol. 49, # 26 p. 2694 - 2696
Yield: null

141-10-6 20 Suppliers

502-65-8 465 Suppliers

Literatures:
Shen, Runpu; Ye, Weidong; Pi, Shiqing; Lao, Xuejun; Liu, Luo; Song, Xiaohua; Wu, Chunlei; Wu, Zhigang Patent: US2012/310002 A1, 2012 ;
Yield: null

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8. Precursor and Product

precursor:

141-27-5

106-24-1

2361-24-2

31180-97-9

1070-47-9

141-10-6

630426-42-5

356793-88-9

630426-43-6

5392-40-5

59092-07-8

521275-67-2

100315-85-3

13018-46-7

64520-08-7

521275-68-3

108590-00-7

870636-74-1

251291-83-5

64727-64-6

71869-03-9

1070-48-0

View all

product :

4418-71-7

502-65-8

9. Computational chemical data

Molecular Weight: 536.888g/mol
Molecular Formula: C₄₀H₅₆
Compound Is Canonicalized: True
XLogP3-AA: 15.6
Exact Mass: 536.438201786
Monoisotopic Mass: 536.438201786
Complexity: 1050
Rotatable Bond Count: 16
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 0
Topological Polar Surface Area: 0
Heavy Atom Count: 40
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 11
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADcfB8AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAGAAAAAAADACAAAACAAAAAACAAiBCAAAAAAAgAAAICAAAAAgIAAIAAQAAAAAAgAAIgAIAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10. Question & Answer

Uses of Lycopene Feb 27 2021
Lycopene is a naturally occurring chemical that gives fruits and vegetables a red color. It is one of a number of pigments called carotenoids. Lycopene is found in tomatoes, watermelons, red oranges, pink grapefruits, apricots, rosehips, and guavas. It is a powerful antioxidant that may help protec...

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