2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Base Information

• Chemical Name: 2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS No.: 11021-14-0
• Molecular Formula: C₅₃H₉₀O₂₂
• Molecular Weight: 1079.28
• Hs Code.: 29389090
• European Community (EC) Number: 234-253-5
• NSC Number: 310104
• Wikidata: Q105125365
• Mol file: 11021-14-0.mol

Synonyms:11021-14-0;2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;GinsenosideRc;CHEBI:91809;NSC310104;AKOS026750610;SMP2_000126;LS-15508;FT-0626702;BRD-A65550283-001-01-9

Chemical Property of 2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 199～201℃
• Refractive Index: 1.621
• Boiling Point: 1128.3 °C at 760 mmHg
• PKA: 12.85±0.70(Predicted)
• Flash Point: 636.2 °C
• PSA: 357.06000
• Density: 1.42 g/cm³
• LogP: -1.56350
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 14
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 16
• Exact Mass: 1078.59237449
• Heavy Atom Count: 75
• Complexity: 1950

Purity/Quality:

99%, ^*data from raw suppliers

Ginsenoside Rc ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C
• Uses: Ginsenoside Rc displays anti-proliferative effects in human breast cancer cell lines.

Technology Process of 2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

There total 3 articles about 2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol 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:

malonyl-ginsenoside Rc (88140-36-7) → ginsenoside Rc (11021-14-0,97276-52-3)

Guidance literature:

With potassium hydroxide; In methanol; at 22 ℃; for 0.5h;

DOI:10.1248/cpb.37.2961

Reference yield:

malonyl-ginsenoside Rc → ginsenoside Rc (11021-14-0,97276-52-3)

Guidance literature:

With H₂O (alkaline hydrolysis);

DOI:10.1248/cpb.31.3353

Reference yield:

malonyl-ginsenoside Rc (88140-36-7) → malonic acid (141-82-2) + ginsenoside Rc (11021-14-0,97276-52-3)

Guidance literature:

With potassium hydroxide; In methanol; at 22 ℃; for 0.5h; Product distribution; determination of malonic acid as its methyl ester by GLC;

DOI:10.1248/cpb.37.2961

upstream raw materials:

malonyl-ginsenoside Rc

Refernces

• 1、 Kitagawa,Taniyama,Hayashi,Yoshikawa. "Malonyl-ginsenosides Rb1, Rb2, Rc and Rd, four new malonylated dammarane-type triterpene oligoglycosides from Ginseng Radix". . p. 3353 - 3356. Retrieved 2007/10/02.