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Aucubin

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Aucubin Basic information

Product Name:
Aucubin
Synonyms:
  • AUCUBIN
  • AUCUBOSIDE
  • B-D-GLUCOPYRANOSIDE, (1S,4AR,5S,7AS)-1,4A,5,7A-TETRAHYDRO-5-HYDROXY-7-(HYDROXYMETHYL)CYCLOPENTA[C]PYRAN-1-YL
  • (2S,3R,4S,5S,6R)-2-((1S,4Ar,5R,7as)-5-hydroxy-7-hydroxymethyl-1,4A,5,7A-tetrahydro-cyclopenta[C]pyran-1-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
  • Aids031379
  • Aids-031379
  • Nsc407293
  • b-D-Glucopyranoside, 1,4a,5,7a-tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl, [1S-(1a,4a,5a,7a)]
CAS:
479-98-1
MF:
C15H22O9
MW:
346.33
EINECS:
207-540-8
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Iridoids
  • Natural Terpene StandardsChemical Class
  • OtherChemical Class
  • Oxygen containingChemical Class
  • Polyhydroxy compoundsMore...Close...
  • A
  • Alcohols
  • Alphabetic
  • AR to AZChromatography
  • Heterocyclics
  • Life Sciences Standards
  • Natural Compounds
  • Natural CompoundsChemical Class
  • Cytokine signaling
Mol File:
479-98-1.mol
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Aucubin Chemical Properties

Melting point:
181°
alpha 
D21 -163.1° (c = 1.6)
Boiling point:
669.0±55.0 °C(Predicted)
Density 
1.61±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
form 
Solid
pka
12.80±0.70(Predicted)
color 
White
optical activity
-16518 (H2O)
BRN 
50340
InChI
InChI=1/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/s3
InChIKey
RJWJHRPNHPHBRN-FKVJWERZSA-N
SMILES
[C@@]12([H])C(CO)=C[C@@H](O)[C@]1([H])C=CO[C@H]2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O |&1:0,6,8,13,15,16,18,19,21,r|
LogP
-4.103 (est)
CAS DataBase Reference
479-98-1(CAS DataBase Reference)
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Safety Information

Risk Statements 
22
Safety Statements 
22-45
WGK Germany 
3
F 
10-23

MSDS

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Aucubin Usage And Synthesis

Chemical Properties

Aucubin, bitter in taste, easily soluble in water, ethanol, methanol, insoluble in chloroform, ether, petroleum ether and other solvents. It is a kind of iridoid compound that widely exists in many plant species in nature.

Uses

Aucubine 5-Acetatea is an impurity of Aucubine (A794730). Aucubine shows antioxidant and protective effects for the liver and kidney organs, shown in mice with induced diabetes.

Definition

ChEBI: Aucubin is an organic molecular entity. It has a role as a metabolite.

Mechanism of action

Aucubin can be used to clear dampness and heat, facilitate urination, relieving pain, reduce blood pressure and protecting liver. It can promote the regeneration of stem cells, significantly inhibit the replication of hepatitis B virus DNA.

in vivo

Aucubin (5 mg/kg; i.p. for 15 d) has antioxidant and pancreas-protective effects on rats with streptozotocin-induced diabetes[1].
Aucubin (40-200 mg/kg; a single i.p.) exhibits significant protective activity against α-amanitin intoxication in mice[5].
Aucubin (5 mg/kg/day; i.p. for 21 d) decreases the breathing frequency, increases the lung dynamic compliance, alleviates lung parenchymal fibrotic changes, and reduces the intrapulmonary collagen disposition and inflammatory injury of BLM-stimulated mice[6].

Animal Model:Male Wistar rats (200-230 g) induced diabetes by a injection of streptozotocin[1]
Dosage:5 mg/kg
Administration:I.p. twice daily for the first 5 days, followed by single injections daily for the last 10 days
Result:Increased the body weight of streptozotocin-diabetic rats.
Lowered the blood glucose level.
Decreased the level of lipid peroxidation and increased the activities of antioxidant enzymes.
Increased in insulin immunoreactivity and the number of immunoreactive β cells compared with untreated diabetic rats.

AucubinSupplier

Chengdu Peter-like Biotechnology Co., Ltd. Gold
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18108052721
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Chengdu Biopurify Ltd. Gold
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28-82633860 18982077548
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J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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4006356688 18621169109
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Chembest Research Laboratories Limited
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+86-21-20908456
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sales@BioChemBest.com
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