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Details

Stereochemistry ABSOLUTE
Molecular Formula C47H80O18
Molecular Weight 933.1273
Optical Activity UNSPECIFIED
Defined Stereocenters 25 / 25
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NOTOGINSENOSIDE R1

SMILES

[H][C@@]1(CC[C@]2(C)[C@]1([H])[C@H](O)C[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])[C@H](C[C@@]23C)O[C@]5([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@]6([H])OC[C@@H](O)[C@H](O)[C@H]6O)[C@](C)(CCC=C(C)C)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O

InChI

InChIKey=LLPWNQMSUYAGQI-OOSPGMBYSA-N
InChI=1S/C47H80O18/c1-21(2)10-9-13-47(8,65-41-37(59)34(56)32(54)26(18-48)62-41)22-11-15-45(6)30(22)23(50)16-28-44(5)14-12-29(52)43(3,4)39(44)25(17-46(28,45)7)61-42-38(35(57)33(55)27(19-49)63-42)64-40-36(58)31(53)24(51)20-60-40/h10,22-42,48-59H,9,11-20H2,1-8H3/t22-,23+,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40-,41-,42+,44+,45+,46+,47-/m0/s1

HIDE SMILES / InChI

Molecular Formula C47H80O18
Molecular Weight 933.1273
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 25 / 25
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/27571993 | https://www.ncbi.nlm.nih.gov/pubmed/25503068 | https://www.ncbi.nlm.nih.gov/pubmed/25203723

Notoginsenoside R1 is a characteristic constituent of Radix notoginseng, a well known herbal medicine widely used in Asian countries for treating microcirculatory disturbance-related diseases, such as diabetic nephropathy, cardiovascular disease, cerebral vascular disease, and liver dysfunction. Notoginsenoside R1 has multiple pharmacologic activities, including cardioprotective, neuroprotective, anti-inflammatory, and anticancer effects. A study on the application of Notoginsenoside R1 in a rat model of diabetic nephropathy indicated that Notoginsenoside R1 ameliorated the glucose-induced impairment of podocyte adhesive capacity and subsequent podocyte depopulation, partly through the upregulation of α3β1 integrin via PI3K-Akt signaling pathway activation.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Notoginsenoside R1 ameliorates podocyte adhesion under diabetic condition through α3β1 integrin upregulation in vitro and in vivo.
2014
Protective effects of panax notoginseng saponins on cardiovascular diseases: a comprehensive overview of experimental studies.
2014
Notoginsenoside R1 attenuates hypoxia and hypercapnia-induced vasoconstriction in isolated rat pulmonary arterial rings by reducing the expression of ERK.
2014
ROCK-dependent ATP5D modulation contributes to the protection of notoginsenoside NR1 against ischemia-reperfusion-induced myocardial injury.
2014 Dec 15
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
Notoginsenoside R1 attenuates amyloid-β-induced damage in neurons by inhibiting reactive oxygen species and modulating MAPK activation.
2014 Sep
Notoginsenoside R1 increases neuronal excitability and ameliorates synaptic and memory dysfunction following amyloid elevation.
2014 Sep 12
Notoginsenoside R1 reduces blood pressure in spontaneously hypertensive rats through a long non-coding RNA AK094457.
2015
Molecular mechanisms governing different pharmacokinetics of ginsenosides and potential for ginsenoside-perpetrated herb-drug interactions on OATP1B3.
2015 Feb
Patents

Sample Use Guides

Notoginsenoside R1 was administrated orally at doses 5, 10 and 20 mg/kg•day to rats with diabetic nephropathy. Notoginsenoside R1was administered during 16 weeks.
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: High glucose decreased podocyte adhesive capacity and α3β1 integrin expression, the main podocyte anchoring dimer to the glomerular basement membrane. However, Notoginsenoside R1 ameliorated impaired podocyte adhesive capacity and partially restored α3β1 integrin protein and mRNA expression.
Treatment with 10 and 100 μg/ml of Notoginsenoside R1 for 24 hours significantly increased the adhesion of podocytes to basement membrane protein complex
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:38:45 GMT 2023
Edited
by admin
on Sat Dec 16 09:38:45 GMT 2023
Record UNII
Z62692362Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NOTOGINSENOSIDE R1
Common Name English
.BETA.-D-GLUCOPYRANOSIDE, (3.BETA.,6.ALPHA.,12.BETA.)-20-(.BETA.-D-GLUCOPYRANOSYLOXY)-3,12-DIHYDROXYDAMMAR-24-EN-6-YL 2-O-.BETA.-D-XYLOPYRANOSYL-
Systematic Name English
NOTOGINSENOSIDE R1 (CONSTITUENT OF AMERICAN GINSENG, ASIAN GINSENG, AND TIENCHI GINSENG) [DSC]
Common Name English
SANCHINOSIDE R1
Common Name English
SANQI GLUCOSIDE R1
Common Name English
Code System Code Type Description
FDA UNII
Z62692362Z
Created by admin on Sat Dec 16 09:38:45 GMT 2023 , Edited by admin on Sat Dec 16 09:38:45 GMT 2023
PRIMARY
EPA CompTox
DTXSID101036451
Created by admin on Sat Dec 16 09:38:45 GMT 2023 , Edited by admin on Sat Dec 16 09:38:45 GMT 2023
PRIMARY
CAS
80418-24-2
Created by admin on Sat Dec 16 09:38:45 GMT 2023 , Edited by admin on Sat Dec 16 09:38:45 GMT 2023
PRIMARY
HSDB
8111
Created by admin on Sat Dec 16 09:38:45 GMT 2023 , Edited by admin on Sat Dec 16 09:38:45 GMT 2023
PRIMARY
PUBCHEM
441934
Created by admin on Sat Dec 16 09:38:45 GMT 2023 , Edited by admin on Sat Dec 16 09:38:45 GMT 2023
PRIMARY
Related Record Type Details
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