umbelliprenin

2H-1-benzopyran-2-one, 7-[[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]oxy]-

CAS: 30413-87-7 C24 H30 O3 MW: 366.50070000

Identification

Nameumbelliprenin
IUPAC7-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienoxy]chromen-2-one
CAS Number30413-87-7
FDA UNIIMSD8N8A1LQ
Molecular FormulaC24 H30 O3
Molecular Weight366.50070000
Nikkaji NumberJ3.017.857B
XlogP37.10 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 512.60 °C. @ 760.00 mm Hg (est)
Flash Point 432.00 °F. TCC ( 222.30 °C. ) (est)
logP (o/w) 7.730 (est)
Soluble in water, 0.0007348 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for umbelliprenin usage levels up tonot for fragrance use.
Recommendation for umbelliprenin flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

angelica coriander fruit coriander seed dill seed dill seed oil lemon shoot

Synonyms

angelin 2H-1- benzopyran-2-one, 7-[[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]oxy]- coumarin, 7-((3,7,22-trimethyl-2,6,10-dodecatrienyl)oxy)- 7-[(2E,6E)-3,7,11- trimethyldodeca-2,6,10-trienoxy]chromen-2-one PubMed: Mcl-1 Is Up Regulated by Prenylated Coumarin, Umbelliprenin in Jurkat Cells. PubMed: Biological properties and molecular targets of umbelliprenin--a mini-review. PubMed: Potent and selective inhibitors of class A β-lactamase: 7-prenyloxy coumarins. PubMed: Relaxant effects of asafoetida extract and its constituent umbelliprenin on guinea-pig tracheal smooth muscle. PubMed: Umbelliprenin induced production of IFN-γ and TNF-α, and reduced IL-10, IL-4, Foxp3 and TGF-β in a mouse model of lung cancer. PubMed: Umbelliprenin from Ferula szowitsiana Activates both Intrinsic and Extrinsic Pathways of Apoptosis in Jurkat T-CLL cell line. PubMed: Cytotoxic activities of phytochemicals from Ferula species. PubMed: Umbelliprenin is cytotoxic against QU-DB large cell lung cancer cell line but anti-proliferative against A549 adenocarcinoma cells. PubMed: Umbelliprenin Induces Apoptosis in CLL Cell Lines. PubMed: Methyl galbanate, a novel inhibitor of nitric oxide production in mouse macrophage RAW264.7 cells. PubMed: Identification of non-alkaloid acetylcholinesterase inhibitors from Ferulago campestris (Besser) Grecescu (Apiaceae). PubMed: New sesquiterpene coumarins from the roots of Ferula flabelliloba. PubMed: Galbanic acid, a cytotoxic sesquiterpene from the gum resin of Ferula asafoetida, blocks protein farnesyltransferase. PubMed: Two new sesquiterpene derivatives from the Tunisian endemic Ferula tunetana Pom. PubMed: Cancer chemopreventive activity of the prenylated coumarin, umbelliprenin, in vivo. PubMed: Evaluation of antigenotoxicity effects of umbelliprenin on human peripheral lymphocytes exposed to oxidative stress. PubMed: Cancer chemopreventive activity of terpenoid coumarins from Ferula species. PubMed: Umbelliprenin from Ferula szowitsiana inhibits the growth of human M4Beu metastatic pigmented malignant melanoma cells through cell-cycle arrest in G1 and induction of caspase-dependent apoptosis. PubMed: A novel cytotoxic lignan from Seseli annuum L. PubMed: Sesquiterpene coumarins from Ferula szowitsiana and in vitro antileishmanial activity of 7-prenyloxycoumarins against promastigotes. PubMed: Antibacterial and anticoagulant activities of coumarins isolated from the flowers of Magydaris tomentosa. PubMed: Two matrix metalloproteinases inhibitors from Ferula persica var. persica. PubMed: Bleaching of Serratia marcescens by some coumarins: a spectrophotometric study. PubMed: Umbelliprenin from Ferula persica roots inhibits the red pigment production in Serratia marcescens. PubMed: Farnesyloxycoumarins, a new class of squalene-hopene cyclase inhibitors. PubMed: Constituents of Peucedanum zenkeri seeds and their antimicrobial effects. PubMed: Natural coumarins. XII. Umbelliprenin, a constituent of ammi majus L. fruits.