3'-angeloyl oxy-4'-acetoxy-3',4'-dihydroseselin
praeruptorin A
 
Notes:
a pyranocoumarin compound; isolated from a chinese medicinal plant bai-hua qian-hu.
Synonyms   Articles   Notes   Search
CAS Number: 81740-05-8Picture of molecule3D/inchi
Nikkaji Web: J663.392G
XlogP3-AA: 3.10 (est)
Molecular Weight: 386.40074000
Formula: C21 H22 O7
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
Synonyms   Articles   Notes   Search   Top
Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 2.897 mg/L @ 25 °C (est)
Synonyms   Articles   Notes   Search   Top
Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
Synonyms   Articles   Notes   Search   Top
Cosmetic Information:
None found
Synonyms   Articles   Notes   Search   Top
Suppliers:
 None found
Synonyms   Articles   Notes   Search   Top
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Synonyms   Articles   Notes   Search   Top
Safety in Use Information:
Category: natural substances and extractives
Recommendation for 3'-angeloyl oxy-4'-acetoxy-3',4'-dihydroseselin usage levels up to:
 not for fragrance use.
 
Recommendation for 3'-angeloyl oxy-4'-acetoxy-3',4'-dihydroseselin flavor usage levels up to:
 not for flavor use.
Synonyms   Articles   Notes   Search   Top
Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 9821539
National Institute of Allergy and Infectious Diseases: Data
 [(9R,10R)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate
Chemidplus: 0081740058
Synonyms   Articles   Notes   Search   Top
References:
 [(9R,10R)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 9821539
Pubchem (sid): 135302203
Synonyms   Articles   Notes   Search   Top
Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
None Found
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
None Found
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 found in nature
Synonyms   Articles   Notes   Search   Top
Synonyms:
10-(acetyl oxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b')dipyran-9-yl 2-methyl-2-butenoate
10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b')dipyran-9-yl 2-methyl-2-butenoate
3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin
2-butenoic acid, 2-methyl-, 10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo(1,2-b:3,4-b')dipyran-9-yl ester
 Pd-Ia
 praeruptorin A
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Design of guanidinium ionic liquid based microwave-assisted extraction for the efficient extraction of Praeruptorin A from Radix peucedani.
PubMed: Praeruptorin A inhibits in vitro migration of preosteoclasts and in vivo bone erosion, possibly due to its potential to target calmodulin.
PubMed: Anti-osteoclastogenic activity of praeruptorin A via inhibition of p38/Akt-c-Fos-NFATc1 signaling and PLCγ-independent Ca2+ oscillation.
PubMed: ¹H nuclear magnetic resonance based-metabolomic characterization of Peucedani Radix and simultaneous determination of praeruptorin A and praeruptorin B.
PubMed: Metabolic characterization of (±)-praeruptorin A in vitro and in vivo by high performance liquid chromatography coupled with hybrid triple quadrupole-linear ion trap mass spectrometry and time-of-flight mass spectrometry.
PubMed: Effects of praeruptorin A and praeruptorin C, a racemate isolated from Peucedanum praeruptorum, on MRP2 through the CAR pathway.
PubMed: Preparation and evaluation of dl-praeruptorin A microemulsion based hydrogel for dermal delivery.
PubMed: Regulation of human pregnane X receptor and its target gene cytochrome P450 3A by praeruptorin A isolated from the herbal medicine Peucedanum praeruptorum.
PubMed: Simultaneously enantiospecific determination of (+)-trans-khellactone, (+/-)-praeruptorin A, (+/-)-praeruptorin B, (+)-praeruptorin E, and their metabolites, (+/-)-cis-khellactone, in rat plasma using online solid phase extraction-chiral LC-MS/MS.
PubMed: Identification of cytochrome P450 isoenzymes involved in metabolism of (+)-praeruptorin A, a calcium channel blocker, by human liver microsomes using ultra high-performance liquid chromatography coupled with tandem mass spectrometry.
PubMed: The effects of (±)-Praeruptorin A on airway inflammation, remodeling and transforming growth factor-β1/Smad signaling pathway in a murine model of allergic asthma.
PubMed: Liquid chromatography tandem mass spectrometry pharmacokinetic study of DL-praeruptorin A in rat plasma.
PubMed: [Induction of UGT1A1 expression by praeruptorin A and praeruptorin C through hCAR pathway].
PubMed: Stereoselective metabolism of (±)-praeruptorin A, a calcium channel blocker from Peucedani Radix, in pooled liver microsomes of rats and humans.
PubMed: Effects of (±)-praeruptorin A on airway inflammation, airway hyperresponsiveness and NF-κB signaling pathway in a mouse model of allergic airway disease.
PubMed: (+/-)-Praeruptorin A enantiomers exert distinct relaxant effects on isolated rat aorta rings dependent on endothelium and nitric oxide synthesis.
PubMed: Pharmacological mechanism underlying anti-inflammatory properties of two structurally divergent coumarins through the inhibition of pro-inflammatory enzymes and cytokines.
PubMed: Metabolism of dl-praeruptorin A in rat liver microsomes using HPLC-electrospray ionization tandem mass spectrometry.
PubMed: Pharmacokinetics, tissue distribution and excretion study of dl-praeruptorin A of Peucedanum praeruptorum in rats by liquid chromatography tandem mass spectrometry.
PubMed: Praeruptorin A inhibits lipopolysaccharide-induced inflammatory response in murine macrophages through inhibition of NF-κB pathway activation.
PubMed: Transport and metabolism of (±)-praeruptorin A in Caco-2 cell monolayers.
PubMed: Pharmacokinetics of dl-praeruptorin A after single-dose intravenous administration to rats with liver cirrhosis.
PubMed: Simultaneous quantification of three pyranocoumarins of Peucedanum praeruptorum in rat plasma by liquid chromatography-tandem mass spectrometry: application to pharmacokinetic study.
PubMed: [Semi-synthesis of derivatives with C-3' and C-4' trans-configuration from (+)-praeruptorin A].
PubMed: [Studies on structure modification of (+)-praeruptorin A].
PubMed: [Extraction of praeruptorin A from Radix Peucedani by supercritical fluid extraction-CO2].
PubMed: Traditional uses, phytochemistry and pharmacological properties of the genus Peucedanum: a review.
PubMed: Effects of dl-praeruptorin A on cultured neonatal rat ventricular cardiomyocytes with hypertrophy induced by endothelin-1.
PubMed: (+/-)-3'-O, 4'-O-dicynnamoyl-cis-khellactone, a derivative of (+/-)-praeruptorin A, reverses P-glycoprotein mediated multidrug resistance in cancer cells.
PubMed: Effects of dl-praeruptorin A on nucleus factor-kappaB and tumor necrosis factor-alpha expression in ischemia-reperfusion hearts.
PubMed: Effect of dl-praeruptorin A on ATP sensitive potassium channels in human cortical neurons.
PubMed: Application of stepwise gradients in counter-current chromatography: a rapid and economical strategy for the one-step separation of eight coumarins from Seseli resinosum.
PubMed: Effect of dl-praeruptorin A on desmin and vimentin content in rat ischemia/reperfusion myocardiocytes.
PubMed: Effects of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin on cardiohemodynamics in anesthetized dogs.
PubMed: Effects of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin on myocardial dysfunction after a brief ischemia in anesthetized dogs.
PubMed: Effects of dl-praeruptorin A on interleukin-6 level and Fas, bax, bcl-2 protein expression in ischemia-reperfusion myocardium.
PubMed: Research progress of the studies on the roots of Peucedanum praeruptorum dunn (Peucedani radix).
PubMed: Effect of dl-praeruptorin A on calcium current in ventricular cells of guinea pig.
PubMed: Involvement of CAR and PXR in the transcriptional regulation of CYP2B6 gene expression by ingredients from herbal medicines.
PubMed: Enantiomeric separation of angular-type pyranocoumarins from Peucedani Radix using AD-RH chiral column.
PubMed: 3'-O, 4'-O-aromatic acyl substituted 7,8-pyranocoumarins: a new class of P-glycoprotein modulators.
PubMed: Praeruptorin D and E attenuate lipopolysaccharide/hydrochloric acid induced acute lung injury in mice.
PubMed: Biological activities and pharmacokinetics of praeruptorins from Peucedanum species: a systematic review.
PubMed: Studies on coumarins of a chinese drug "Qian-Hu".
PubMed: CAR-mediated up-regulation of CYP3A4 expression in LS174T cells by Chinese herbal compounds.
PubMed: Chemopreventive effects of Peucedanum praeruptorum DUNN and its major constituents on SGC7901 gastric cancer cells.
PubMed: Anti-inflammatory and antinociceptive activity of coumarins from Seseli gummiferum subsp. corymbosum (Apiaceae).
PubMed: Regulation of human pregnane X receptor and its target gene cytochrome P450 3A4 by Chinese herbal compounds and a molecular docking study.
PubMed: Stimulation of Airway and Intestinal Mucosal Secretion by Natural Coumarin CFTR Activators.
PubMed: [Simultaneous determination of three coumarin constituents in roots of Peucedanum praeruptorum by RP-HPLC].
PubMed: Isolation of praeruptorins A and B from Peucedanum praeruptorum Dunn. and their general pharmacological evaluation in comparison with extracts of the drug.
PubMed: Structures of Angular Pyranocoumarins of Bai-Hua Qian-Hu, the Root of Peucedanum praeruptorum1.
PubMed: Antiinflammatory activity of coumarins from Ligusticum lucidum Mill. subsp. cuneifolium (Guss.) Tammaro (Apiaceae).
PubMed: [Studies on quality standard of Peucedanum praeruptorum].
PubMed: Coumarins from Peucedanum wulongense.
PubMed: Relaxant effects of pyranocoumarin compounds isolated from a Chinese medical plant, Bai-Hua Qian-Hu, on isolated rabbit tracheas and pulmonary arteries.
PubMed: Chemical constituents of Selinum cryptotaenium.
PubMed: Effects of a pyranocoumarin compound isolated from a Chinese medicinal plant on ischemic myocardial dysfunction in anesthetized dogs.
PubMed: [The isolation and identification of qianhucoumarin B and qianhucoumarin C from Peucedanum praeruptorum].
PubMed: Isolation of coumarins and ferulate from the roots of Angelica purpuraefolia and the antitumor activity of khellactone.
PubMed: [Isolation and structure elucidation of longshengensin A from Peucedanum longshengense].
PubMed: Effects of active compounds isolated from Angelica shikokiana on lipid metabolism in fat cells.
PubMed: Calcium antagonist-like actions of coumarins isolated from "Qian-Hu" on anaphylactic mediator release from mast cell induced by concanavalin A.
PubMed: Synthesis and blood pressure lowering activity of benzylic ethers of 2-diethylaminoethanol and a related diamine.
PubMed: Methoxylation of 3',4'-aromatic side chains improves P-glycoprotein inhibitory and multidrug resistance reversal activities of 7,8-pyranocoumarin against cancer cells.
PubMed: Preparative isolation and purification of coumarins from Peucedanum praeruptorum Dunn by high-speed counter-current chromatography.
PubMed: Inhibitory activity of monoamine oxidase by coumarins from Peucedanum japonicum.
PubMed: Effects of chroman derivatives on platelet aggregation induced by some aggregating agents in rabbits.
PubMed: Pharmacological activities of the prenylcoumarins, developed from folk usage as a medicine of Peucedanum japonicum THUNB.
PubMed: Constituents of Shashen (Adenophora axilliflora).
Synonyms   Articles   Notes   Search   Top
Please share your Comments.
Email Address:
 
 
 
 
Top of Page Home
Copyright © 1980-2021 Perflavory ™ Disclaimer Privacy Policy