CID 13051622

Base Information

• Chemical Name: CID 13051622
• CAS No.: 18749-71-8
• Molecular Formula: C51H90 O7
• Molecular Weight: 815.271
• Wikidata: Q105124965
• Mol file: 18749-71-8.mol

Synonyms:Sitoindoside I;18749-71-8;ST 29:1;O;Hex;FA 16:0;[6-[[17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoate;Esterified Steryl Glucosides;Sitosteryl (6/'-O-palmitoyl)-3-beta-D-glucopyranoside

Chemical Property of CID 13051622

Chemical Property:

• PSA: 105.45000
• LogP: 11.88120
• XLogP3: 15.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 25
• Exact Mass: 814.66865521
• Heavy Atom Count: 58
• Complexity: 1250

Purity/Quality:

98%min ^*data from raw suppliers

SitoindosideI 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(C4CC=C3C2)CCC5C(C)CCC(CC)C(C)C)C)C)O)O)O
• Uses: Sitoindoside I was isolated as a potent cytotoxic agent from latex and soybeans and showed in vitro inhibitory effects on proliferation of various cancer cell lines.

Technology Process of CID 13051622

There total 4 articles about CID 13051622 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:

Daucosterol (474-58-8) + n-hexadecanoyl chloride (112-67-4) → sitoindoside I (18749-71-8)

Guidance literature:

With pyridine; In benzene; at 4 ℃; for 48h;

DOI:10.1021/np000592z

Reference yield:

β-sitosterol (83-46-5) → sitoindoside I (18749-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.80 g / silver oxide; MgSO₄ / diethyl ether / 24 h / 20 °C

2: pyridine / benzene / 48 h / 4 °C

With pyridine; magnesium sulfate; silver(l) oxide; In diethyl ether; benzene;

DOI:10.1021/np000592z

Reference yield:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → sitoindoside I (18749-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.80 g / silver oxide; MgSO₄ / diethyl ether / 24 h / 20 °C

2: pyridine / benzene / 48 h / 4 °C

With pyridine; magnesium sulfate; silver(l) oxide; In diethyl ether; benzene;

DOI:10.1021/np000592z

upstream raw materials:

Daucosterol

n-hexadecanoyl chloride

β-sitosterol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

β-sitosterol

hexadecanoic acid methyl ester

1-hexadecylcarboxylic acid

Refernces