Narcissin

Base Information

• Chemical Name: Narcissin
• CAS No.: 604-80-8
• Molecular Formula: C₂₈H₃₂O₁₆
• Molecular Weight: 624.552
• Hs Code.: 29389090
• UNII: N4AX11L1TF
• DSSTox Substance ID: DTXSID00209157
• Nikkaji Number: J16.152G
• Wikidata: Q23418564
• ChEMBL ID: CHEMBL258394
• Mol file: 604-80-8.mol

Synonyms:narcissin;narcissin flavonol

Chemical Property of Narcissin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 182-184 °C
• Refractive Index: 1.728
• Boiling Point: 953.1 °C at 760 mmHg
• PKA: 6.17±0.40(Predicted)
• Flash Point: 312.9 °C
• PSA: 258.43000
• Density: 1.74 g/cm³
• LogP: -1.38410
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• 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:

≥98% ^*data from raw suppliers

Narcissoside ≥95% (HPLC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 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)OC)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)OC)O)O)O)O)O)O
• Uses: Narcissoside is a flavonoid from Nitraria tangutorum. Narcissoside may have antiproliferative activity in human colon cancer cell line (HT29).

Technology Process of Narcissin

There total 2 articles about Narcissin 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:

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

Reference yield:

→ narcissin (604-80-8,3520-85-2,24905-37-1,53584-69-3,62249-59-6,107740-46-5,145264-20-6)

Guidance literature:

Aus d. 7,4'-Dibenzyl-Verb. (IV);

Reference yield: 42.0%

narcissin (604-80-8,3520-85-2,24905-37-1,53584-69-3,62249-59-6,107740-46-5,145264-20-6) → L-Rhamnose (3615-41-6,478518-52-4) + D-glucose (50-99-7) + isorhamnetin (480-19-3)

Guidance literature:

With sulfuric acid; water; In ethanol;

DOI:10.1007/s10600-009-9287-0

Downstream raw materials:

Acetic acid 7-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-4-oxo-3-[(2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy]-4H-chromen-5-yl ester

isorhamnetin-3-O-glucoside

isorhamnetin

rutinose