Tamarixetin 7-rutinoside

Base Information

• Chemical Name: Tamarixetin 7-rutinoside
• CAS No.: 14265-53-3
• Molecular Formula: C28H32 O16
• Molecular Weight: 624.552
• DSSTox Substance ID: DTXSID20931569
• Wikidata: Q82907128
• Mol file: 14265-53-3.mol

Synonyms:Tamarixetin 7-rutinoside;Tamarixetin 7-beta-rutinoside;EINECS 238-156-9;DTXSID20931569;7-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-3,5-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-benzopyran-4-one;3,5-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(6-deoxyhexopyranosyl)hexopyranoside;4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl)oxy)-3,5-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-;Glucopyranoside, 3,5-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-, beta-D-

Chemical Property of Tamarixetin 7-rutinoside

Chemical Property:

• Boiling Point: 944.5°Cat760mmHg
• Flash Point: 310.1°C
• PSA: 258.43000
• Density: 1.74g/cm³
• LogP: -1.38410
• XLogP3: -1
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 7
• Exact Mass: 624.16903493
• Heavy Atom Count: 44
• Complexity: 1040

Purity/Quality:

99% ^*data from raw suppliers

Tamarixetin-7-O-rutinoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O

Technology Process of Tamarixetin 7-rutinoside

There total 6 articles about Tamarixetin 7-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: 20.0%

hesperidin hydrate → Tamarixetin-7-O-rutinoside (14265-53-3)

Guidance literature:

hesperidin hydrate; With dihydrogen peroxide; sodium hydroxide; In water; at 0 ℃; for 48h;

With acetic acid; In water; at 0 ℃; for 12h; pH=6;

With sodium metabisulfite; In water; for 2h; Reflux;

DOI:10.1021/acs.jnatprod.6b00274

Reference yield: 19.0%

(2S)-7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one (64726-90-5) → Tamarixetin-7-O-rutinoside (14265-53-3)

Guidance literature:

(2S)-7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one; With dihydrogen peroxide; sodium hydroxide; In water; at 0 ℃; for 48h;

With acetic acid; In water; at 0 ℃; pH=6;

With sodium metabisulfite; In water; for 2h; Reflux;

DOI:10.1021/np300460a

Reference yield:

hesperidin (520-26-3) → Tamarixetin-7-O-rutinoside (14265-53-3)

Guidance literature:

hesperidin; With dihydrogen peroxide; sodium hydroxide; In water; at 0 ℃; for 48h;

With acetic acid; In water; at 0 ℃; for 24h; pH=6;

With sodium metabisulfite; In water; for 2h; Reflux;

DOI:10.1021/np100065v

upstream raw materials:

hesperidin

(2S)-7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one

Downstream raw materials:

tamarixetin

Refernces

• 1、 Lewin, Guy,MacIuk, Alexandre,Moncomble, Aurélien,Cornard, Jean-Paul. "Enhancement of the water solubility of flavone glycosides by disruption of molecular planarity of the aglycone moiety". . p. 8 - 12. Retrieved 2013/03/14.
• 2、 Chen, Lao-Jer,Hrazdina, Geza. "STRUCTURAL ASPECTS OF ANTHOCYANIN-FLAVONOID COMPLEX FORMATION AND ITS ROLE IN PLANT COLOR". . p. 297 - 304. Retrieved 2007/10/02.