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Details

Stereochemistry ABSOLUTE
Molecular Formula C41H68O14
Molecular Weight 784.9702
Optical Activity UNSPECIFIED
Defined Stereocenters 21 / 21
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ASTRAGALOSIDE A

SMILES

[H][C@@]1([C@@H](O)C[C@@]2(C)[C@]3([H])C[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@]5([H])[C@]6(C[C@@]36CC[C@]12C)CC[C@H](O[C@@H]7OC[C@@H](O)[C@H](O)[C@H]7O)C5(C)C)[C@]8(C)CC[C@@H](O8)C(C)(C)O

InChI

InChIKey=QMNWISYXSJWHRY-AUJDEUPOSA-N
InChI=1S/C41H68O14/c1-35(2)24(54-33-29(48)26(45)20(44)17-51-33)9-11-41-18-40(41)13-12-37(5)31(39(7)10-8-25(55-39)36(3,4)50)19(43)15-38(37,6)23(40)14-21(32(35)41)52-34-30(49)28(47)27(46)22(16-42)53-34/h19-34,42-50H,8-18H2,1-7H3/t19-,20+,21-,22+,23-,24-,25+,26-,27+,28-,29+,30+,31-,32-,33-,34+,37+,38-,39-,40-,41+/m0/s1

HIDE SMILES / InChI
Molecular Formula C41H68O14
Molecular Weight 784.9702
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 21 / 21
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Astragaloside A (Astragaloside IV) is the primary pure saponin isolated from Astragalus membranaceus, which has been widely used for the treatment of cardiovascular diseases. Astragaloside IV improves post-ischemic heart function and ameliorated reperfusion arrhythmias accompanied by a significant increase in myocardial antioxidative enzyme superoxide dismutase activity in rat hearts in vitro. While, Astragaloside IV's protective effect on heart function can be partially abrogated by the nitric oxide synthase inhibitor, Nomega-nitro-L-arginine methyl ester. Astrageloside IV has multiple pharmacologic effects, including anti-inflammatory, antifibrotic, antioxidative stress, anti-asthma, antidiabetes, immunoregulation, and cardioprotective effect via numerous signaling pathways. According to the existing studies and clinical practices, Astragaloside A possesses potential for broad application in many diseases.

CNS Activity

CNS Active
3913
Curator's Comment: Astragaloside IV from Astragalus membranaceus has been reported to promote the regeneration of neurites and synapses in the cerebral cortex and hippocampus

Originator

Egyesult Gyogyszer es Tapszergyar
18
Sources: Khimiya Prirodnykh Soedinenii (1982), (2), 208-11.
Curator's Comment: In the Chinese Pharmacopoeia, Huangqi (Radix Astragali Mongolici) is described as the dried root of leguminous plants Mongolia Astragalus [Astragalus membranaceus (Fisch.) Bge.]. It was first described in the Chinese book Shen Nong Ben Cao Jing in 200 AD with a wide range of treatment effects and no toxicity.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Transient receptor potential cation channel subfamily M member 7
6
Target ID: Q925B3
Gene ID: NA
Gene Symbol: Trpm7
Target Organism: Rattus norvegicus (Rat)
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Phase IV
63
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Modification of alterations in cardiac function and sarcoplasmic reticulum by astragaloside IV in myocardial injury in vivo.
2007 Jul 30
Effects of Astragaloside IV combined with the active components of Panax notoginseng on oxidative stress injury and nuclear factor-erythroid 2-related factor 2/heme oxygenase-1 signaling pathway after cerebral ischemia-reperfusion in mice.
2014 Oct
Astragaloside IV ameliorates acute pancreatitis in rats by inhibiting the activation of nuclear factor-κB.
2015 Mar
Patents

Patents

CN101104633A
1

Sample Use Guides

In Vivo Use Guide
Astragaloside A (5 and 10 mg/kg/day, intraperitoneal injection) reduced serum lactate dehydrogenase and creatine kinase enzyme levels and attenuated this reduction in the Ca2+-ATPase activity in rats
Route of Administration: Intraperitoneal
In Vitro Use Guide
Astragaloside A (Astragaloside IV) (2-40 uM) dose-dependently decreased TGF-β-induced a-SMA, fibronectin, CTGF, collagen I and III expression, up-regulated Smad7, but decreased p-Smad2 and p-Smad3 expression in NRK-49F cells.
Substance Class Chemical
Created
by admin
on Sat Dec 16 06:43:30 GMT 2023
Edited
by admin
on Sat Dec 16 06:43:30 GMT 2023
Record UNII
3A592W8XKE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ASTRAGALOSIDE A
Common Name English
ASTRAGALIN A
Common Name English
ASTRAGALOSIDE-A
Common Name English
.BETA.-D-GLUCOPYRANOSIDE, (3.BETA.,6.ALPHA.,16.BETA.,24R)-20,24-EPOXY-16,25-DIHYDROXY-3-(.BETA.-D-XYLOPYRANOSYLOXY)-9,19-CYCLOLANOSTAN-6-YL-
Common Name English
CYCLOSIVERSIOSIDE F
Common Name English
(+)-ASTRAGALOSIDE A
Common Name English
ASTRAMEMBRANNIN I
Common Name English
Code System Code Type Description
CHEBI
65457
Created by admin on Sat Dec 16 06:43:30 GMT 2023 , Edited by admin on Sat Dec 16 06:43:30 GMT 2023
PRIMARY
PUBCHEM
13943299
Created by admin on Sat Dec 16 06:43:30 GMT 2023 , Edited by admin on Sat Dec 16 06:43:30 GMT 2023
PRIMARY
MESH
C052064
Created by admin on Sat Dec 16 06:43:30 GMT 2023 , Edited by admin on Sat Dec 16 06:43:30 GMT 2023
PRIMARY
FDA UNII
3A592W8XKE
Created by admin on Sat Dec 16 06:43:30 GMT 2023 , Edited by admin on Sat Dec 16 06:43:30 GMT 2023
PRIMARY
CAS
83207-58-3
Created by admin on Sat Dec 16 06:43:30 GMT 2023 , Edited by admin on Sat Dec 16 06:43:30 GMT 2023
PRIMARY
NIH
NCATS
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