bis[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate

Base Information

• Chemical Name: bis[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate
• CAS No.: 42553-65-1
• Molecular Formula: C₄₄H₆₄O₂₄
• Molecular Weight: 976.978
• Hs Code.: 32129000
• European Community (EC) Number: 254-465-1,255-881-6
• Wikipedia: Crocin
• Mol file: 42553-65-1.mol

Synonyms:?-Crocin;39465-00-4;42553-65-1;SCHEMBL21092330;SCHEMBL21858462;AKOS040749063;LS-15461

Chemical Property of bis[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate

Chemical Property:

• Appearance/Colour: red crystals
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 186° (effervescence)
• Refractive Index: 1.641
• Boiling Point: 1169 °C at 760 mmHg
• PKA: 12.20±0.70(Predicted)
• Flash Point: 337.7 °C
• PSA: 391.20000
• Density: 1.54 g/cm³
• LogP: -5.22520
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly, Heated), Methanol (Very Slightly, Sonicated)
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 14
• Hydrogen Bond Acceptor Count: 24
• Rotatable Bond Count: 20
• Exact Mass: 976.37875290
• Heavy Atom Count: 68
• Complexity: 1730

Purity/Quality:

95%-98% ^*data from raw suppliers

Crocin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC=CC=C(C)C=CC=C(C)C(=O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)C=CC=C(C)C(=O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O
• Isomeric SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C(=O)OC1OC(C(C(C1O)O)O)COC2OC(C(C(C2O)O)O)CO)/C)/C)/C=C/C=C(/C(=O)OC3OC(C(C(C3O)O)O)COC4OC(C(C(C4O)O)O)CO)\C
• Description: Crocin/Gardenia Extract is a Gardenia extract that contains crocin I, II, and III, and crocetin, among other compounds.
• Uses: Crocin, is a natural carotenoid derived the flowers crocus and gardenia. Crocin has been shown to be a potent antioxidant. It has also been shown to have an antiproliferative action against cancer cells in vitro, and also possessing possible antidepressant properties.

Technology Process of bis[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate

There total 1 articles about bis[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

crocin (42553-65-1,91740-80-6) → cis-crocetin di(β-D-gentiobiosyl) ester (42553-65-1,91740-80-6)

Guidance literature:

With 3-(1,4-dihydro-1,4-epidioxy-4-methyl-1-naphthyl)propionic acid; In water; at 35 ℃; Rate constant;

DOI:10.1016/S0040-4039(00)95585-0

Reference yield:

crocin (42553-65-1,91740-80-6) → crocetin (27876-94-4)

Guidance literature:

crocin; With sodium hydroxide; water; at 50 ℃; for 3.5h;

With phosphoric acid; In water; at 20 ℃; for 3h;

Reference yield:

crocin (42553-65-1,91740-80-6) → cis-crocetin di(β-D-gentiobiosyl) ester (42553-65-1,91740-80-6)

Guidance literature:

With 3-(1,4-dihydro-1,4-epidioxy-4-methyl-1-naphthyl)propionic acid; In water; at 35 ℃; Rate constant;

DOI:10.1016/S0040-4039(00)95585-0

upstream raw materials:

crocin

Downstream raw materials:

cis-crocetin di(β-D-gentiobiosyl) ester

crocetin

Crocetindimethylester

Refernces

• 1、 Speranza, Giovanna,Dada, Giuseppe,Manitto, Paolo,Monti, Diego,Gramatica, Paola. "13-cis-Crocin: A new Crocinoid of Saffron". . p. 189 - 192. Retrieved 2007/10/02.