Delphinidin

Base Information

• Chemical Name: Delphinidin
• CAS No.: 528-53-0
• Molecular Formula: C15H11 O7 . Cl
• Molecular Weight: 338.701
• Hs Code.: 29072990
• European Community (EC) Number: 208-437-0
• UNII: EM6MD4AEHE
• DSSTox Substance ID: DTXSID701019982
• Wikipedia: Delphinidin
• Wikidata: Q367258
• NCI Thesaurus Code: C68446
• RXCUI: 7906
• Pharos Ligand ID: TQBS8T4MK1U4
• Metabolomics Workbench ID: 71552
• ChEMBL ID: CHEMBL590878
• Mol file: 528-53-0.mol

Synonyms:delphinidin;delphinidin chloride

Chemical Property of Delphinidin

Chemical Property:

• Melting Point: >349.85°C
• Refractive Index: 1.4429 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 134.52000
• Density: g/cm³
• LogP: -0.38150
• Storage Temp.: −20°C
• Solubility.: Methanol (Slightly)
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 338.0193304
• Heavy Atom Count: 23
• Complexity: 380

Purity/Quality:

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

Delphinidin chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: UN NO.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: UVCB,Other Classes -> Other Organic Compounds
• Canonical SMILES: C1=C(C=C(C(=C1O)O)O)C2=[O+]C3=CC(=CC(=C3C=C2O)O)O.[Cl-]
• Recent ClinicalTrials: Study on the Possible Effects of Diet Supplementation With Essential Fatty Acids in Chocolate Craving Volunteers
• Recent EU Clinical Trials: Prospektive, randomisierte, Nicht-Behandlungs-kontrollierte, Untersucher-verblindete, Multizenter-Studie zur Prophylaxe von frühkindlichen Symptomen der Atopischen Dermatitis bei Hochrisiko-Kindern durch kontinuierliche Anwendung einer feuchtigkeitsspendenden Barriere-stabilisierenden Hautcreme
• Description: Delphinidin (chloride) is an anthocyanidin, a natural plant pigment which serves as the precursor of certain anthocyanins that provide the blue-red colors of flowers, fruits, and red wine. Delphinidin induces the release of nitric oxide by vascular endothelium, causing vasorelaxation. It also inhibits signaling through epithelial growth factor receptors, suppressing the expression of estrogen receptor α and inducing both apoptosis and autophagy at a dose of 1-40 μM. Delphinidin also inhibits the histone acetyltransferase activities of p300/CBP (IC50 = ~ 30 μM).
• Uses: Delphinidin Chloride is an anthocyanidin; antioxidant. Delphinidin Chloride is a pigment found in grapes, cranberries, and pomegranates.

Technology Process of Delphinidin

There total 22 articles about Delphinidin 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:

delphinidin 3-O-[6-O-(α-rhamnopyranosyl)-β-galactopyranoside]-7-O-(α-rhamnopyranoside) chloride → L-Rhamnose (3615-41-6,478518-52-4) + D-Galactose (59-23-4) + delphinidin chloride (528-53-0)

Guidance literature:

With water; Acidic conditions;

DOI:10.1016/j.phytol.2015.08.006

Reference yield:

delphinidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(α-rhamnopyranosyl)-β-galactopyranoside]-7-O-(α-rhamnopyranoside) chloride → D-xylose (58-86-6) + L-Rhamnose (3615-41-6,478518-52-4) + D-Galactose (59-23-4) + delphinidin chloride (528-53-0)

Guidance literature:

With water; Acidic conditions;

DOI:10.1016/j.phytol.2015.08.006

Reference yield:

5-O-benzoyldelphinidin → delphinidin chloride (528-53-0)

Guidance literature:

With sodium hydroxide; In water; at 0 - 20 ℃; for 2.25h;

DOI:10.1002/jlcr.1120

upstream raw materials:

hydrogenchloride

ethanol

2,4,6-trihydroxybenzaldehyde

2,3',4',5'-tetraacetoxyacetophenone

Downstream raw materials:

3,5-dihydroxyphenol

3,5-dimethoxy-4-hydroxybenzoic acid

1-(2,4,6-trimethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propane

Refernces

• 1、 Kraus, Michael,Biskup, Ellen,Richling, Elke,Schreier, Peter. "Synthesis of [4-14C]-pelargonidin chloride and [4- 14C]-delphinidin chloride". . p. 1151 - 1162. Retrieved 2007/10/03.
• 2、 Kuliev,Kim,Vdovin,Abdullaev,Khushbaktova,Syrov. "Oligomeric proanthocyanidin glycosides of Clementsia semenovii and their biological activity. III". . p. 60 - 67. Retrieved 2007/10/03.