HISPIDULIN

Base Information

• Chemical Name: HISPIDULIN
• CAS No.: 1447-88-7
• Molecular Formula: C16H12O6
• Molecular Weight: 300.268
• Hs Code.: 2914509090
• European Community (EC) Number: 802-856-8
• UNII: N7F61604C2
• ChEMBL ID: CHEMBL293776
• DSSTox Substance ID: DTXSID30162786
• Metabolomics Workbench ID: 24242
• Nikkaji Number: J12.270J
• NSC Number: 122415
• Pharos Ligand ID: LAHYDN1DQ3D1
• Wikidata: Q15410994
• Wikipedia: Hispidulin
• Mol file: 1447-88-7.mol

Synonyms:6-Methylscutellarein;6-O-Methylapigenin;6-O-Methylscutellarein;Dinatin;Hispedulin;NSC122415;Salvitin;Scutellarein 6-methyl ether;Flavone,4',5,7-trihydroxy-6-methoxy- (7CI,8CI);4',5,7-Trihydroxy-6-methoxyflavone;5,7,4'-Trihydroxy-6-methoxyflavone;6-Methoxy-5,7,4'-trihydroxyflavone;6-Methoxyapigenin;

Chemical Property of HISPIDULIN

Chemical Property:

• Vapor Pressure: 4.61E-15mmHg at 25°C
• Melting Point: 291-292 °C
• Refractive Index: 1.697
• Boiling Point: 601.506 °C at 760 mmHg
• PKA: 6.51±0.40(Predicted)
• Flash Point: 230.135 °C
• PSA: 100.13000
• Density: 1.512 g/cm³
• LogP: 2.58540
• Storage Temp.: Desiccate at -20°C
• Solubility.: DMSO: soluble20mg/mL, clear
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 300.06338810
• Heavy Atom Count: 22
• Complexity: 454

Purity/Quality:

more than 98% ^*data from raw suppliers

Hispidulin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC=C(C=C3)O)O
• Uses: Hispidulin has been used as a calibration standard: in high-performance liquid chromatography (HPLC) for quantification of Clerodendrum petasites flavonoidsin liquid chromatography/electrospray ionization mass spectrometry (LC/ESI-MS) analysis in reverse-phase high-performance liquid chromatography with a diode-array detector (HPLC-DAD) and high-performance thin-layer chromatography (HPTLC)

Technology Process of HISPIDULIN

There total 46 articles about HISPIDULIN 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: 96.1%

7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5-hydroxy-6-methoxy-4H-chromen-4-one (28736-83-6) → hispidulin (1447-88-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; for 8h; under 760.051 Torr; Inert atmosphere;

DOI:10.2174/15701786113109990046

Reference yield: 92.0%

5-hydroxy-6-methoxy-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)-4H-chromen-4-one → hispidulin (1447-88-7)

Guidance literature:

With hydrogenchloride; In diethyl ether; dichloromethane; at 0 - 25 ℃; for 1h;

DOI:10.3390/molecules200610184

Reference yield: 91.0%

hispidulin-7-O-β-D-methylglucuronopyranoside → hispidulin (1447-88-7)

Guidance literature:

With sulfuric acid; In ethanol; water; at 20 - 100 ℃; Solvent; Temperature; Reagent/catalyst;

upstream raw materials:

tectoridin

2-hydroxy-4,6-dimethoxyacetophenone

4-(benzyloxy)benzoic acid chloride

2,4,6-trihydroxyacetophenone

Downstream raw materials:

5,7,4'-trihydroxy-6-methoxyflavone triacetate

salvigenin

pectolinarigenin

luteolin tetraacetate

Refernces

• 1、 Zhang, Wei,Dong, Ze-Xi,Gu, Ting,Li, Nian-Guang,Wu, Wen-Yu,Zhang, Peng-Xuan,Tang, Yu-Ping,Yang, Jian-Ping,Xue, Xin,Fang, Fang,Li, He-Min,Cheng, Hai-Bo,Duan, Jin-Ao,Shi, Zhi-Hao. "An improved synthesis of 6-o-methyl-scutellarein through selective benzylation". . p. 674 - 676. Retrieved 2015.
• 2、 -. "Preparation method of hispidulin". . . Retrieved 2020/08/18.
• 3、 Li, He-Min,Gu, Ting,Wu, Wen-Yu,Yu, Shao-Peng,Fan, Tian-Yuan,Zhong, Yue,Li, Nian-Guang. "Synthesis and biological evaluation of scutellarein alkyl derivatives as preventing neurodegenerative agents with improved lipid soluble properties". . p. 771 - 780. Retrieved 2019/11/02.