ASPERULOSIDIC ACID

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 Search

SMILES

CC(=O)OCC1=C[C@H](O)[C@H]2[C@@H]1[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

Molecular Formula	C18H24O12
Molecular Weight	432.376
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
NF-kappa B signaling pathway 87 Target ID: map04064 Sources: https://www.ncbi.nlm.nih.gov/pubmed/30668407 \| https://www.ncbi.nlm.nih.gov/pubmed/30002289	Inhibitor 8504
TGF-beta signaling pathway 8 Target ID: map04350 Sources: https://www.ncbi.nlm.nih.gov/pubmed/30668407	Inhibitor 8504

PubMed

Title	Date	PubMed
Anti-inflammatory constituents from Psychotria prainii H. Lév.	2019-03	29212359
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.	2019-02	30668407
Pharmacokinetics and tissue distribution of monotropein and deacetyl asperulosidic acid after oral administration of extracts from Morinda officinalis root in rats.	2018-10-24	30355303
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.	2018-07-12	30002289
Simultaneous Analysis of Iridoid Glycosides and Anthraquinones in Morinda officinalis Using UPLC-QqQ-MS/MS and UPLC-Q/TOF-MSE.	2018-05-03	29751518
Iridoids and sfingolipids from Hedyotis diffusa.	2018-01	29122633
Mid-infrared and near-infrared spectroscopy for rapid detection of Gardeniae Fructus by a liquid-liquid extraction process.	2017-10-25	28645015
Anti-malarial synergy of secondary metabolites from Morinda lucida Benth.	2017-03-06	28153468
In silico screening of anthraquinones from Prismatomeris memecyloides as novel phosphodiesterase type-5 inhibitors (PDE-5Is).	2017-02-20	30286869
Phytochemistry, micromorphology and bioactivities of Ajuga chamaepitys (L.) Schreb. (Lamiaceae, Ajugoideae): Two new harpagide derivatives and an unusual iridoid glycosides pattern.	2016-09	27373875
α-Glucosidase and α-Amylase Inhibitors from Arcytophyllum thymifolium.	2016-08-26	27509358
Morinda citrifolia Linn. Reduces Parasite Load and Modulates Cytokines and Extracellular Matrix Proteins in C57BL/6 Mice Infected with Leishmania (Leishmania) amazonensis.	2016-08	27579922
[Identification of Oldenlandia diffusa by UPLC Fingerprint Coupled with Chemometrics Methods].	2016-04	30132312
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.	2016-02	26053360
Isolation and purification of six iridoid glycosides from gardenia jasminoides fruit by medium-pressure liquid chromatography combined with macroporous resin chromatography.	2015-12	26768549
Analysis of Organic Acids, Deacetyl Asperulosidic Acid and Polyphenolic Compounds as a Potential Tool for Characterization of Noni (Morinda citrifolia) Products.	2015-11	26749805
Acousto-optic tunable filter near-infrared spectroscopy for in-line monitoring liquid-liquid extraction of Gardenia jasminoides Ellis based on statistical analysis.	2015-10	26601419
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.	2014-08-15	25049209
[Study on chemical constituents of iridoids from eucommiae folium].	2014-02	25095345
Increased plasma 3,5,3'-triiodothyronine sulfate in rats with inhibited type I iodothyronine deiodinase activity, as measured by radioimmunoassay.	1989-02	2912698

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:58:41 GMT 2025` Edited by `admin` on `Mon Mar 31 22:58:41 GMT 2025`
Record UNII	39LA4NOT5K
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ASPERULOSIDIC ACID

Common 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

Preferred 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, 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 Mon Mar 31 22:58:41 GMT 2025 , Edited by admin on Mon Mar 31 22:58:41 GMT 2025

PRIMARY

FDA UNII

39LA4NOT5K

Created by admin on Mon Mar 31 22:58:41 GMT 2025 , Edited by admin on Mon Mar 31 22:58:41 GMT 2025

PRIMARY

PUBCHEM

11968867

Created by admin on Mon Mar 31 22:58:41 GMT 2025 , Edited by admin on Mon Mar 31 22:58:41 GMT 2025

PRIMARY

CAS

25368-11-0

Created by admin on Mon Mar 31 22:58:41 GMT 2025 , Edited by admin on Mon Mar 31 22:58:41 GMT 2025

PRIMARY