ChemicalBook--->CAS DataBase List--->17680-84-1

17680-84-1

17680-84-1 Structure

17680-84-1 Structure
IdentificationBack Directory
[Name]

HOMOPLANTAGININ
[CAS]

17680-84-1
[Synonyms]

Hispiduloside
HOMOPLANTAGININ
Homoplantaginin, >99%
Hispidulin 7-glucoside
HOMOPLANTAGININ USP/EP/BP
Homoplantaginin >=98% (HPLC)
4H-1-Benzopyran-4-one,7-(b-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-
4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-
7-(beta-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-1-Benzopyran-4-one
5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
[Molecular Formula]

C22H22O11
[MDL Number]

MFCD04039835
[MOL File]

17680-84-1.mol
[Molecular Weight]

462.4
Chemical PropertiesBack Directory
[Melting point ]

256-258℃
[Boiling point ]

798.1±60.0 °C(Predicted)
[density ]

1.609
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 25mg/mL; DMSO: 20mg/mL
[form ]

A solid
[pka]

6.11±0.40(Predicted)
[color ]

Light yellow to yellow
[InChIKey]

GCLAFEGUXXHIFT-IWLDQSELSA-N
[SMILES]

O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)Oc2cc3[o]c(c[c](c3c(c2OC)O)=O)c4ccc(cc4)O
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Homoplantaginin belong to flavonoids, easily soluble in methanol and ethanol, slightly soluble in acetone, and insoluble in water. Its hemihydrate is a yellow crystal.
[Uses]

Homoplantaginin has bacteriostatic effect. It has moderate inhibitory effect on the common pathogenic bacteria of chronic bronchitis such as Staphylococcus albus and pneumococcus in vitro. It has a certain antagonistic effect on the infection of Staphylococcus aureus in animals, and can reduce the mortality rate 20 %. It has certain antitussive and expectorant effects, and its expectorant ability is greater than that of ammonium chloride. It can be used to treat chronic bronchitis with less toxicity.
[Definition]

ChEBI: Homoplantaginin is a glycoside and a member of flavonoids.
[Biological Activity]

Homoplantaginin is and anti-inflammatory and antioxidant flavonoid isolated from medical herb Salvia plebeian (Sage weed) th at improves hepatic injuryhyperlipidemiaand hyperglycemia. Homoplantaginin ameliorates endothelial insulin resistance by inhibiting inflammation and modulating cell signalling via the IKKβ/IRS-1/pAkt/peNOS pathway. Homoplantaginin protects endothelial cells from Palmitic acid -induced inflammation by suppression of TLR4 expressionand NLRP3 inflammasome activation.
[Synthesis]

Extraction process of Homoplantaginin in lychee grass: lychee grass decoction pieces--crushing--solvent extraction--filtration and decompression concentration--extraction--dehydration--suction filtration silica gel column separation--purification (recrystallization)--suction filtration-- dry.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

HOMOPLANTAGININ(17680-84-1)1HNMR
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