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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H24O12
Molecular Weight 432.376
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ASPERULOSIDIC ACID

SMILES

[H][C@]12[C@@H](O)C=C(COC(C)=O)[C@@]1([H])[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C2C(O)=O

InChI

InChIKey=DGDWCRWJRNMRKX-DILZHRMZSA-N
InChI=1S/C18H24O12/c1-6(20)27-4-7-2-9(21)12-8(16(25)26)5-28-17(11(7)12)30-18-15(24)14(23)13(22)10(3-19)29-18/h2,5,9-15,17-19,21-24H,3-4H2,1H3,(H,25,26)/t9-,10+,11+,12-,13+,14-,15+,17-,18-/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Increased plasma 3,5,3'-triiodothyronine sulfate in rats with inhibited type I iodothyronine deiodinase activity, as measured by radioimmunoassay.
1989 Feb
An LC-MS method for simultaneous determination of five iridoids from Zhi-zi-chi Decoction in rat brain microdialysates and tissue homogenates: towards an in depth study for its antidepressive activity.
2014 Aug 15
[Study on chemical constituents of iridoids from eucommiae folium].
2014 Feb
Isolation and purification of six iridoid glycosides from gardenia jasminoides fruit by medium-pressure liquid chromatography combined with macroporous resin chromatography.
2015 Dec
Analysis of Organic Acids, Deacetyl Asperulosidic Acid and Polyphenolic Compounds as a Potential Tool for Characterization of Noni (Morinda citrifolia) Products.
2015 Nov
Acousto-optic tunable filter near-infrared spectroscopy for in-line monitoring liquid-liquid extraction of Gardenia jasminoides Ellis based on statistical analysis.
2015 Oct
[Identification of Oldenlandia diffusa by UPLC Fingerprint Coupled with Chemometrics Methods].
2016 Apr
Morinda citrifolia Linn. Reduces Parasite Load and Modulates Cytokines and Extracellular Matrix Proteins in C57BL/6 Mice Infected with Leishmania (Leishmania) amazonensis.
2016 Aug
α-Glucosidase and α-Amylase Inhibitors from Arcytophyllum thymifolium.
2016 Aug 26
LC/MS/MS determination and pharmacokinetic study of iridoid glycosides monotropein and deacetylasperulosidic acid isomers in rat plasma after oral administration of Morinda officinalis extract.
2016 Feb
Phytochemistry, micromorphology and bioactivities of Ajuga chamaepitys (L.) Schreb. (Lamiaceae, Ajugoideae): Two new harpagide derivatives and an unusual iridoid glycosides pattern.
2016 Sep
Anti-malarial synergy of secondary metabolites from Morinda lucida Benth.
2017 Mar 6
Mid-infrared and near-infrared spectroscopy for rapid detection of Gardeniae Fructus by a liquid-liquid extraction process.
2017 Oct 25
Iridoids and sfingolipids from Hedyotis diffusa.
2018 Jan
Asperuloside and Asperulosidic Acid Exert an Anti-Inflammatory Effect via Suppression of the NF-κB and MAPK Signaling Pathways in LPS-Induced RAW 264.7 Macrophages.
2018 Jul 12
Simultaneous Analysis of Iridoid Glycosides and Anthraquinones in Morinda officinalis Using UPLC-QqQ-MS/MS and UPLC-Q/TOF-MS(E).
2018 May 3
Pharmacokinetics and tissue distribution of monotropein and deacetyl asperulosidic acid after oral administration of extracts from Morinda officinalis root in rats.
2018 Oct 24
In silico screening of anthraquinones from Prismatomeris memecyloides as novel phosphodiesterase type-5 inhibitors (PDE-5Is).
2018 Oct-Dec
Anti-renal fibrosis effect of asperulosidic acid via TGF-β1/smad2/smad3 and NF-κB signaling pathways in a rat model of unilateral ureteral obstruction.
2019 Feb
Anti-inflammatory constituents from Psychotria prainii H. Lév.
2019 Mar
Name Type Language
ASPERULOSIDIC ACID
Common Name English
CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 7-((ACETYLOXY)METHYL)-1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,5,7A-TETRAHYDRO-5-HYDROXY-, (1S-(1.ALPHA.,4A.ALPHA.,5.BETA.,7A.ALPHA.))-
Systematic Name English
CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1.ALPHA.-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A.ALPHA.,5,7A.ALPHA.-TETRAHYDRO-5.BETA.-HYDROXY-7-(HYDROXYMETHYL)-, 7-ACETATE
Systematic Name English
CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 7-((ACETYLOXY)METHYL)-1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,5,7A-TETRAHYDRO-5-HYDROXY-, (1S,4AS,5S,7AS)-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID201315882
Created by admin on Sat Dec 16 10:01:34 GMT 2023 , Edited by admin on Sat Dec 16 10:01:34 GMT 2023
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FDA UNII
39LA4NOT5K
Created by admin on Sat Dec 16 10:01:34 GMT 2023 , Edited by admin on Sat Dec 16 10:01:34 GMT 2023
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PUBCHEM
11968867
Created by admin on Sat Dec 16 10:01:34 GMT 2023 , Edited by admin on Sat Dec 16 10:01:34 GMT 2023
PRIMARY
CAS
25368-11-0
Created by admin on Sat Dec 16 10:01:34 GMT 2023 , Edited by admin on Sat Dec 16 10:01:34 GMT 2023
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