prolycopene
lycopene, (cis)-isomer
 
Notes:
None found
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CAS Number: 2361-24-2Picture of molecule3D/inchi
Nikkaji Web: J276.706F
XlogP3-AA: 15.60 (est)
Molecular Weight: 536.88632000
Formula: C40 H56
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 1.037e-013 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for prolycopene usage levels up to:
 not for fragrance use.
 
Recommendation for prolycopene flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 10918539
National Institute of Allergy and Infectious Diseases: Data
 (6E,8Z,10Z,12E,14E,16E,18E,20E,22Z,24Z,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene
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References:
 (6E,8Z,10Z,12E,14E,16E,18E,20E,22Z,24Z,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 10918539
Pubchem (cas): 2361-24-2
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
KEGG (GenomeNet): C15858
HMDB (The Human Metabolome Database): HMDB35776
FooDB: FDB014522
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 lycopersicon esculentum
Search Trop  Picture
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Synonyms:
 lycopene, (cis)-isomer
(6E,8Z,10Z,12E,14E,16E,18E,20E,22Z,24Z,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene
 tetra-cis-lycopene
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Articles:
PubMed: Mutations in the MIT3 gene encoding a caroteniod isomerase lead to increased tiller number in rice.
PubMed: Inferring the Genetic Determinants of Fruit Colors in Tomato by Carotenoid Profiling.
PubMed: Transcriptome Analysis of Orange Head Chinese Cabbage (Brassica rapaL. ssp.pekinensis) and Molecular Marker Development.
PubMed: Distinct Mechanisms of the ORANGE Protein in Controlling Carotenoid Flux.
PubMed: Thermal processing differentially affects lycopene and other carotenoids in cis-lycopene containing, tangerine tomatoes.
PubMed: Ultrafast Triplet Generation and its Sensitization Drives Efficient Photoisomerization of Tetra-cis-lycopene to All-trans-lycopene.
PubMed: Molecular characterization and transcriptome analysis of orange head Chinese cabbage (Brassica rapa L. ssp. pekinensis).
PubMed: Association of molecular markers derived from the BrCRTISO1 gene with prolycopene-enriched orange-colored leaves in Brassica rapa [corrected]..
PubMed: Dissection of tomato lycopene biosynthesis through virus-induced gene silencing.
PubMed: Epistasis in tomato color mutations involves regulation of phytoene synthase 1 expression by cis-carotenoids.
PubMed: Comparative study on antioxidant activity of lycopene (Z)-isomers in different assays.
PubMed: Plant carotene cis-trans isomerase CRTISO: a new member of the FAD(RED)-dependent flavoproteins catalyzing non-redox reactions.
PubMed: ZEBRA2, encoding a carotenoid isomerase, is involved in photoprotection in rice.
PubMed: Cloning and functional characterization of the maize carotenoid isomerase and β-carotene hydroxylase genes and their regulation during endosperm maturation.
PubMed: Theoretical study of the enthalpies of formation for C40H56 carotenes.
PubMed: Carotenoid absorption in humans consuming tomato sauces obtained from tangerine or high-beta-carotene varieties of tomatoes.
PubMed: Structural diversity and functional novelty of new carotenoid biosynthesis genes.
PubMed: zeta-Carotene cis isomers as products and substrates in the plant poly-cis carotenoid biosynthetic pathway to lycopene.
PubMed: Identification of all-trans-retinol:all-trans-13,14-dihydroretinol saturase.
PubMed: Maize phytoene desaturase and zeta-carotene desaturase catalyse a poly-Z desaturation pathway: implications for genetic engineering of carotenoid content among cereal crops.
PubMed: Cloning of tangerine from tomato reveals a carotenoid isomerase essential for the production of beta-carotene and xanthophylls in plants.
PubMed: Chromatographic performance on a C30-bonded stationary phase of monohydroxycarotenoids with variable chain length or degree of desaturation and of lycopene isomers synthesized by various carotene desaturases.
PubMed: Gene sll0033 from Synechocystis 6803 encodes a carotene isomerase involved in the biosynthesis of all-E lycopene.
PubMed: Analysis of lycopene geometrical isomers in biological microsamples by liquid chromatography with coulometric array detection.
PubMed: Catalytic properties of an expressed and purified higher plant type zeta-carotene desaturase from Capsicum annuum.
PubMed: Expression, purification and properties of lycopene cyclase from Erwinia uredovora.
PubMed: On the mechanism of the lycopene isomerase/cyclase reaction in Narcissus pseudonarcissus L. chromoplasts.
PubMed: Molecular oxygen and the state of geometric isomerism of intermediates are essential in the carotene desaturation and cyclization reactions in daffodil chromoplasts.
PubMed: Stepwise stereoisomerization of prolycopene, a polycis carotenoid, to all-trans-lycopene.
PubMed: Stereoisomerization of the polycis compounds, pro-gamma-carotene and prolycopene in chickens and hens.
PubMed: Contribution to the structure of pro-gamma-carotene and prolycopene obtained from various sources.
PubMed: Prolycopene, a Naturally Occuring Stereoisomer of Lycopene.
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