Kaempferol-3-O-rutinoside

Base Information

• Chemical Name: Kaempferol-3-O-rutinoside
• CAS No.: 17650-84-9
• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.526
• Hs Code.: 29389090
• European Community (EC) Number: 685-716-7
• UNII: 4056D20K3H
• DSSTox Substance ID: DTXSID50938804
• Nikkaji Number: J254.147E
• Wikipedia: Kaempferol_3-O-rutinoside
• Wikidata: Q23058965
• Metabolomics Workbench ID: 139338
• ChEMBL ID: CHEMBL498879
• Mol file: 17650-84-9.mol

Synonyms:kaempferol-3-O-alpha-L-rhamanopyranosyl-(1'''-6'')-beta-D-glucopyranoside;kaempferol-3-O-rhamanopyranosyl-(1'''-6'')-glucopyranoside;nicotiflorin

Chemical Property of Kaempferol-3-O-rutinoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 200°C (dec.)
• Boiling Point: 941.7°Cat760mmHg
• PKA: 6.20±0.40(Predicted)
• Flash Point: 312.8°C
• PSA: 249.20000
• Density: 1.76g/cm³
• LogP: -1.39270
• Storage Temp.: ?20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 6
• Exact Mass: 594.15847025
• Heavy Atom Count: 42
• Complexity: 985

Purity/Quality:

98%,99%, ^*data from raw suppliers

Kaempferol3-O-β-Rutinoside(Nicotiflorin) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)O)O
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)O)O
• Description: Nicotiflorin is a flavonoid that has been found in I. glandulifera and has antioxidant and neuroprotective activities. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) and ABTS radicals with EC50 values of 0.52 and 0.48 mg/ml, respectively, in cell-free assays. Nicotiflorin (1 μM) prevents hydrogen peroxide-induced decreases in tyrosine hydroxylase activity in PC12 cells and cell death in primary rat mesencephalic neurons. It decreases infarct volume by 24.5, 45.8, and 63.2% when administered at doses of 2.5, 5, and 10 mg/kg, respectively, in a rat model of cerebral ischemia-reperfusion injury induced by transient middle central artery occlusion (MCAO).
• Uses: Kaempferol 3-O-β -Rutinoside is a flavonoid antioxidant compound from Cichorium spinosum L. ecotype plants and also may display anti-diabetic activity. It is a component of many plant species including Helianthemum ruficomum.

Technology Process of Kaempferol-3-O-rutinoside

There total 13 articles about Kaempferol-3-O-rutinoside 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: 74.0%

3-O-[(2-O-β-D-galactopyranosyl-6-O-α-L-rhamnopyranosyl)-β-D-glucopyranosyl]-kaempferol (135095-52-2) → kaempferol-3-rutinoside (6130-58-1,17297-56-2,17650-84-9,34423-07-9,40111-39-5,69501-06-0)

Guidance literature:

at 37 ℃; for 240h; cellulase, citrate-Pi buffer (pH 5.0); or by controlled acidic hydrolysis (0.01 M HCl, 80 - 90 deg C, 120 min.);

DOI:10.1016/0031-9422(91)85293-9

Reference yield:

kaempferol 3-O-(2G-xylosylrutinoside) (131573-90-5) → kaempferol-3-rutinoside (6130-58-1,17297-56-2,17650-84-9,34423-07-9,40111-39-5,69501-06-0)

Guidance literature:

With β-glucosidase; In water; for 48h; Ambient temperature;

DOI:10.1016/0031-9422(90)85292-N

Reference yield:

7-O-β-D-glucopyranosyloxy-4',5-dihydroxy-3-[O-α-L-rhamnopyranosyl-(1->6)-3-O-β-D-glucopyranosyloxy]flavone (34336-18-0) → kaempferol-3-rutinoside (6130-58-1,17297-56-2,17650-84-9,34423-07-9,40111-39-5,69501-06-0)

Guidance literature:

With β-glucosidase; In water; for 24h; Ambient temperature;

DOI:10.1016/0031-9422(90)85292-N

upstream raw materials:

kaempferol 3-O-(2^G-xylosylrutinoside)

7-O-β-D-glucopyranosyloxy-4',5-dihydroxy-3-[O-α-L-rhamnopyranosyl-(1->6)-3-O-β-D-glucopyranosyloxy]flavone

kaempferol 3-O-(2^G-xylosylrutinoside)-7-O-glucoside

kaempferol 3-O-(2^G-glucosylrutinoside)-7-O-glucoside

Downstream raw materials:

D-Glucose

kaempferol

D-rhamnose

rutinose

Refernces

• 1、 -. "Method For Preparing Kaempferol-3-0-Rutinoside and Composition of Skin External Application Comprising Thereof". . . Retrieved 2010/05/13.
• 2、 Budzianowski, Jaromir. "KAEMPFEROL GLYCOSIDES FROM HOSTA VENTRICOSA". . p. 3643 - 3647. Retrieved 2007/10/02.