kaempferol 7-O-glucoside

Base Information

• Chemical Name: kaempferol 7-O-glucoside
• CAS No.: 16290-07-6
• Molecular Formula: C21H20 O11
• Molecular Weight: 448.383
• Hs Code.: 29389090
• UNII: RZF1QN1Z8R
• DSSTox Substance ID: DTXSID301029781
• Nikkaji Number: J94.495E
• Wikipedia: Kaempferol_7-O-glucoside
• Wikidata: Q3266683
• Metabolomics Workbench ID: 137219
• ChEMBL ID: CHEMBL469441
• Mol file: 16290-07-6.mol

Synonyms:kaempferol 7-O-beta-glucoside;kaempferol 7-O-glucoside

Chemical Property of kaempferol 7-O-glucoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 269-271℃
• Boiling Point: 810.184oC at 760 mmHg
• PKA: 5.94±0.40(Predicted)
• Flash Point: 286.995oC
• PSA: 190.28000
• Density: 1.737g/cm3
• LogP: -0.24450
• Storage Temp.: ?20°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 448.10056145
• Heavy Atom Count: 32
• Complexity: 719

Purity/Quality:

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

Kaempferol-7-O-beta-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
• Isomeric SMILES: C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O
• Uses: Kaempferol-7-O-β-D-glucoside can be used for its antioxidant and anti-inflammatory activities.

Technology Process of kaempferol 7-O-glucoside

There total 10 articles about kaempferol 7-O-glucoside 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: 90.0%

kaempferol (520-18-3) + 1-deoxy-1-fluoro-α-D-glucose (2106-10-7) → kaempferol 7-α-O-glucoside (16290-07-6)

Guidance literature:

With α-glucosidase from sulfolobus solfataricus; In dimethyl sulfoxide; at 45 ℃; for 2h; pH=9; Enzymatic reaction;

DOI:10.1016/j.bioorg.2020.104581

Reference yield: 80.0%

UDP-glucose (133-89-1) + kaempferol (520-18-3) → kaempferol 7-glucoside (16290-07-6)

Guidance literature:

With glycosyltransferase from Carthamus tinctorius (L_.) (Honghua) recombinant; In dimethyl sulfoxide; at 30 ℃; for 12h; pH=7.4; Enzymatic reaction;

DOI:10.1021/ol502380p

Reference yield:

kaempferol 3-O-sophoroside-7-O-β-D-glucopyranoside (55136-76-0,83830-85-7,142235-82-3) → sophorose (20880-64-2) + kaempferol 7-glucoside (16290-07-6)

Guidance literature:

With McIlvaine buffer; flavonol-3-O-β-heterodisaccharide glycosidase; at 30 ℃; for 0.25h; pH=5.0; Enzyme kinetics;

DOI:10.1016/S0031-9422(03)00418-7

upstream raw materials:

kaempferol 3-O-β-D-[β-D-glucopyranosyl-(1→2)-glucopyranoside]-7-O-β-D-glucopyranoside

kaempferol 3-O-sophoroside-7-O-β-D-glucopyranoside

3-O-β-sophorosyl-7-O-β-D-(2-O-feruloyl)glucosylkaempferol

UDP-glucose

Downstream raw materials:

D-Glucose

kaempferol

Refernces

• 1、 Li, Yuan,Gao, Wei,Huang, Lu-Qi. "Identification of a flavonoid 7-O-glucosyltransferase from Andrographis paniculata". . p. 279 - 286. Retrieved 2020.
• 2、 Bao, Yang-Oujie,Gao, Bai-Han,Li, Fu-Dong,Qiao, Xue,Shi, Xiao-Meng,Su, Hui-Fei,Wang, Hai-Dong,Ye, Min,Yi, Yang,Zhang, Meng. "Functional Characterization and Protein Engineering of a Triterpene 3-/6-/2′-O-Glycosyltransferase Reveal a Conserved Residue Critical for the Regiospecificity". supporting information. . Retrieved 2022/01/06.
• 3、 Xie, Kebo,Ridao, Chen,Li, Jianhua,Wang, Ruishan,Chen, Dawei,Dou, Xiaoxiang,Dai, Jungui. "Exploring the catalytic promiscuity of a new glycosyltransferase from Carthamus tinctorius". supporting information. p. 4874 - 4877. Retrieved 2015/04/27.