isorhamnetin 3-O-glucoside

Base Information

• Chemical Name: isorhamnetin 3-O-glucoside
• CAS No.: 5041-82-7
• Deprecated CAS: 30324-66-4,30329-35-2,885458-68-4,158560-08-8,61247-98-1,31712-50-2
• Molecular Formula: C₂₂H₂₂O₁₂
• Molecular Weight: 478.409
• Hs Code.: 29389090
• UNII: BI252A6EPL
• DSSTox Substance ID: DTXSID601311218
• Nikkaji Number: J263.911D
• Wikidata: Q27145528
• ChEMBL ID: CHEMBL234316
• Mol file: 5041-82-7.mol

Synonyms:isorhamnetin 3-O-beta-D-glucopyranoside;isorhamnetin 3-O-glucoside;isorhamnetin-3-Glu

Chemical Property of isorhamnetin 3-O-glucoside

Chemical Property:

• Vapor Pressure: 1.59E-29mmHg at 25°C
• Melting Point: 155-160 °C
• Refractive Index: 1.75
• Boiling Point: 834.4 °C at 760 mmHg
• PKA: 6.17±0.40(Predicted)
• Flash Point: 291.3 °C
• PSA: 199.51000
• Density: 1.75 g/cm³
• LogP: -0.23590
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 5
• Exact Mass: 478.11112613
• Heavy Atom Count: 34
• Complexity: 773

Purity/Quality:

≥98% ^*data from raw suppliers

Isorhamnetin-3-O-?2-D-Glucoside 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• Isomeric SMILES: COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• Uses: Isorhamnetin-3-O-b-D-glucoside is an antibacterial and antiviral mask using culture medium containing citrus and fermented ethanol.

Technology Process of isorhamnetin 3-O-glucoside

There total 20 articles about isorhamnetin 3-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: 83.0%

uridine 5'-diphospho-D-galactose (2956-16-3) + isorhamnetin (480-19-3) → isorhamnetin 3-β-D-galactopyranoside (5041-82-7,6743-92-6,50306-07-5)

Guidance literature:

With 3-O-glycosyltransferase from Scutellaria baicalensis; In dimethyl sulfoxide; at 45 ℃; for 4h; pH=9; regiospecific reaction; Enzymatic reaction;

DOI:10.1021/acs.orglett.9b00524

Reference yield: 76.0%

7,4'-dibenzylisorhamnetin 3-glucoside → isorhamnetin 3-glucoside (5041-82-7,6743-92-6,50306-07-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 4h;

DOI:10.1016/0031-9422(81)85111-4

Reference yield:

isorhamnetin 3-O-2G-rhamnopyranosylrutinoside-7-O-α-L-rhamnopyranoside → isorhamnetin-3-O-glucoside (6743-92-6,50306-07-5,5041-82-7) + isorhamnetin-3-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-rhamnopyranosyl-(1->6)-O-β-D-glucopyranose (104472-68-6) + narcissin (604-80-8,3520-85-2,24905-37-1,53584-69-3,62249-59-6,107740-46-5,145264-20-6)

Guidance literature:

With hesperidinase; D-glucose; In dimethyl sulfoxide; at 37 ℃; for 21h; pH=3.8; Enzymatic reaction;

DOI:10.1016/S0031-9422(00)00192-8

upstream raw materials:

3,5,7,4′-tetrahydroxy-8,3′-dimethoxyflavone-3-O-β-D-glucopyranoside

quercetol

UDP-glucose

isorhamnetin

Downstream raw materials:

2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-4-chromenone

D-Glucose

isorhamnetin

D-glucose

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