2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-O-[(3,4,5-trihydroxyphenyl)carbonyl]-beta-D-galactopyranoside
2'-O-Galloylhyperin
CAS: 53209-27-1
Molecular Formula: C28H24O16
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-O-[(3,4,5-trihydroxyphenyl)carbonyl]-beta-D-galactopyranoside - Names and Identifiers
| Name | 2'-O-Galloylhyperin |
| Synonyms | -O-GALLOYLHYPERIN 2''-galloylhyperin 2-O-galloylhyperin 2'-O-Galloylhyperin 3 -O-GALLOYLHYPERIN 2'-O-GALLOYLHYPERIN Quercetin 3-β-galactoside-2''-gallate Quercetin 3-b-galactoside-2'-O-gallate Quercetin 3-beta-galactoside-2''-gallate 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-O-(3,4,5-trihydroxybenzoyl)-beta-D-galactopyranoside 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-O-[(3,4,5-trihydroxyphenyl)carbonyl]-beta-D-galactopyranoside 4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[[2-O-(3,4,5-trihydroxybenzoyl)-beta-D-galactopyranosyl]oxy]- [6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-2,3-dihydroxy-4-(hydroxymethyl)cyclohexyl] 3,5-dihydroxy-4-methoxybenzoate |
| CAS | 53209-27-1 |
| InChI | InChI=1/C28H24O16/c29-8-18-21(37)23(39)26(43-27(40)10-4-15(34)20(36)16(35)5-10)28(42-18)44-25-22(38)19-14(33)6-11(30)7-17(19)41-24(25)9-1-2-12(31)13(32)3-9/h1-7,18,21,23,26,28-37,39H,8H2/t18-,21+,23+,26-,28+/m1/s1 |
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-O-[(3,4,5-trihydroxyphenyl)carbonyl]-beta-D-galactopyranoside - Physico-chemical Properties
| Molecular Formula | C28H24O16 |
| Molar Mass | 616.48 |
| Density | 1.94±0.1 g/cm3(Predicted) |
| Melting Point | 184-186°C |
| Boling Point | 1106.9±65.0 °C(Predicted) |
| Flash Point | 365.6°C |
| Solubility | DMSO : 100 mg/mL (162.21 mM; Need ultrasonic) |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Yellow needle crystal |
| pKa | 6.17±0.40(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.837 |
| MDL | MFCD07781428 |
| Physical and Chemical Properties | Yellow crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from pyrola, apocynum venetum. |
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-O-[(3,4,5-trihydroxyphenyl)carbonyl]-beta-D-galactopyranoside - Risk and Safety
| HS Code | 29389090 |
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-O-[(3,4,5-trihydroxyphenyl)carbonyl]-beta-D-galactopyranoside - Reference Information
| plant extract | Ze lacquer is the dry whole plant of Euphorbiaceae Ze lacquer Euphorbia helioscopia L. It has the effects of diuresis, reducing swelling, reducing phlegm and heat, dispersing and killing insects. Clinically used for the treatment of ascites, edema, tuberculosis, cervical lymphatic tuberculosis, sputum, cough, ringworm sores, and folk also used for the treatment of cervical cancer, esophageal cancer, etc. Flavonoids are one of its main biologically active substances. Among them, flavonoid glycosides with quercetin and quercetin as aglycones are the main flavonoid compounds, including 2 "-O-galloyl hyperin with significant biological activity (2"-O-galloyl hyperoside) and hyperin (hyperin). |
| pharmacological action | 2 "-O-galloyl hyperoside has protective effect on experimental myocardial ischemia-reperfusion injury in rats, has good antioxidant activity, and can reduce the incidence of arrhythmia in guinea pig right ventricular hypoxia reoxygenation model. The total flavonoids of Pyrola pilosa with 2 "-O-galloyl hyperoside and hyperoside as the main active ingredients have a protective effect on acute myocardial ischemia in rats; it can reduce the ischemic arrhythmia induced by pituitrin The incidence of; reduce the area of myocardial infarction after coronary artery ligation, reduce the activity of serum phosphokinase (CK) and lactate dehydrogenase (LDH), increase the activity of serum superoxide dismutase (SOD), and reduce the content of malondialdehyde (MDA), 2"-O-galloyl hyperin and hyperin have good research potential. |
| extraction process | 4kg of Ze lacquer collected in late April, dried and crushed, refluxed with 60kg 70% ethanol for 2 times, each time for 3 hours. The extracts were combined and concentrated under reduced pressure until there was no alcohol taste. After standing overnight, DIAION HP20 was added. The extracts were eluted with 5 times the volume of water, 3 times the volume of 15% ethanol, 5 times the volume of 75% ethanol and 3 times the volume of 95% ethanol. The 75% ethanol elution site is concentrated under reduced pressure, and the solvent is recovered. The obtained black dried product is preliminarily purified by a polyamide column, and then eluted with 3BV 15% ethanol, 30% ethanol, 75% ethanol and 95% ethanol, of which the ethanol eluted 75% containing 2 "-O-galloyl hyperin and hyperin are concentrated under reduced pressure to obtain a khaki solid, which is analyzed by HPLC, mainly compounds 2"-O-galloyl hyperin and hyperin. After several Toyopeal of HW-40C column chromatography and purification, elution with 80% methanol, the streams containing 2 "-O-galloyl hyperoside and hyperoside are respectively combined, concentrated to about 10mL and left to stand overnight, and light yellow powder is precipitated, of which 2"-O-galloyl hyperoside 0.8g and hyperoside 1.0g. The content was 96% by HPLC normalization method. |
| Use | 2 "-O-galloyl hyperoside has the effect of anti-myocardial hypoxia. Used for content determination/identification/pharmacological experiments and other pharmacological effects: It has the functions of dispelling wind and dampness, strengthening bones and muscles and hemostasis, and is clinically used for the treatment of hypertension, coronary heart disease, vasculitis and other diseases. |
Last Update：2024-04-10 22:29:15
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View History
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 2-O-[(3,4,5-trihydroxyphenyl)carbonyl]-beta-D-galactopyranoside
Furo[3,2-b]pyridine-5-carbonitrile,2,3-dihydro-(9CI)
Carbonic acid ethyl 3-(p-iodophenyl)propyl ester
1-(2,2-difluorocyclopropyl)-1H-pyrazole-5-carbaldehyde
TAXOL B
2-(Naphthalen-2-yl)-4-(7-(naphthalen-2-yl)dibenzo[b,d]furan-1-yl)-6-phenyl-1,3,5-triazine
312693-54-2
[R,(-)]-α-Amino-3-thiopheneacetic acid sodium salt
1160245-90-8
2-[(2-amino-1,3-thiazol-5-yl)sulfanyl]-N-methyl-N-(propan-2-yl)acetamide
Furo[3,2-b]pyridine-5-carbonitrile,2,3-dihydro-(9CI)
Carbonic acid ethyl 3-(p-iodophenyl)propyl ester
1-(2,2-difluorocyclopropyl)-1H-pyrazole-5-carbaldehyde
TAXOL B
2-(Naphthalen-2-yl)-4-(7-(naphthalen-2-yl)dibenzo[b,d]furan-1-yl)-6-phenyl-1,3,5-triazine
312693-54-2
[R,(-)]-α-Amino-3-thiopheneacetic acid sodium salt
1160245-90-8
2-[(2-amino-1,3-thiazol-5-yl)sulfanyl]-N-methyl-N-(propan-2-yl)acetamide