ferutinin

jaeschkeanadiol p-hydroxybenzoate

CAS: 41743-44-6 C22 H30 O4 MW: 358.47790000

Identification

Nameferutinin
IUPAC[(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate
CAS Number41743-44-6
FDA UNIISearch
Molecular FormulaC22 H30 O4
Molecular Weight358.47790000
MDL NumberMFCD00274479
Nikkaji NumberJ917.648I

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 489.00 °C. @ 760.00 mm Hg (est)
Flash Point 328.00 °F. TCC ( 164.40 °C. ) (est)
logP (o/w) 5.720 (est)
Soluble in water, 0.6235 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
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 ferutinin usage levels up tonot for fragrance use.
Recommendation for ferutinin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

ferula tenuisecta

Synonyms

benzoic acid, 4-hydroxy-, (3R,3aS,4S,8aR)-1,2,3,3a,4,5,8,8a-octahydro-3-hydroxy-6,8a-dimethyl-3-(1-methylethyl)-4-azulenyl ester 4-oxy-6-(4-oxy bezoyl oxy)dauc-8,9-en 4-oxy-6-(4-oxy bezoyloxy)dauc-8,9-en (3R,3aS,4S,8aR)-3- hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3,3a,4,5,8,8a-octahydro-4-azulenyl 4-hydroxybenzoate (3R,3aS,4S,8aR)-3- hydroxy-6,8a-dimethyl-3-(propan-2-yl)-1,2,3,3a,4,5,8,8a-octahydroazulen-4-yl 4-hydroxybenzoate [(3R,3aS,4S,8aR)-3- hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate jaeschkeanadiol p-hydroxy benzoate jaeschkeanadiol p-hydroxybenzoate jaeschkeanadiol para-hydroxybenzoate PubMed: Investigating anticancer properties of the sesquiterpene ferutinin on colon carcinoma cells, in vitro and in vivo. PubMed: Ferutinin, an apoptosis inducing terpenoid from Ferula ovina. PubMed: Opening of the mitochondrial permeability transition pore links mitochondrial dysfunction to insulin resistance in skeletal muscle. PubMed: Ferutinin dose-dependent effects on uterus and mammary gland in ovariectomized rats. PubMed: Phytochemical and biological studies of Solanum schimperianum Hochst. PubMed: Ferutinin induces in vitro eryptosis/erythroptosis in human erythrocytes through membrane permeabilization and calcium influx. PubMed: Role of polyhydroxybutyrate in mitochondrial calcium uptake. PubMed: Ferutinin promotes proliferation and osteoblastic differentiation in human amniotic fluid and dental pulp stem cells. PubMed: Antifungal compounds from the rhizome and roots of Ferula hermonis. PubMed: Effects of different doses of ferutinin on bone formation/resorption in ovariectomized rats. PubMed: Structural and histomorphometric evaluations of ferutinin effects on the uterus of ovariectomized rats during osteoporosis treatment. PubMed: Antiinflammatory sesquiterpenes from the root oil of Ferula hermonis. PubMed: Antimycobacterial activity of ferutinin alone and in combination with antitubercular drugs against a rapidly growing surrogate of Mycobacterium tuberculosis. PubMed: Calcium mobilization by the plant estrogen ferutinin does not induce blood platelet aggregation. PubMed: Identification of non-alkaloid acetylcholinesterase inhibitors from Ferulago campestris (Besser) Grecescu (Apiaceae). PubMed: Influence of ferutinin on bone metabolism in ovariectomized rats. II: role in recovering osteoporosis. PubMed: Antibacterial mono- and sesquiterpene esters of benzoic acids from Iranian propolis. PubMed: Influence of ferutinin on bone metabolism in ovariectomized rats. I: role in preventing osteoporosis. PubMed: The phytoestrogen ferutinin improves sexual behavior in ovariectomized rats. PubMed: The phytoestrogen ferutinin affects female sexual behavior modulating ERalpha expression in the hypothalamus. PubMed: Activity of elaeochytrin A from Ferula elaeochytris on leukemia cell lines. PubMed: Potent inhibition of human phosphodiesterase-5 by icariin derivatives. PubMed: Ferutinin stability in human plasma and interaction with human serum albumin. PubMed: Role of ferutinin in the impairment of female sexual function induced by Ferula hermonis. PubMed: Ferutinin stimulates nitric oxide synthase activity in median eminence of the rat. PubMed: Activity of single components of Ferula hermonis on male rat sexual behavior. PubMed: Antiproliferative effects of daucane esters from Ferula communis and F. arrigonii on human colon cancer cell lines. PubMed: Daucane sesquiterpenes from Ferula hermonis. PubMed: Structure--activity relationships of the estrogenic sesquiterpene ester ferutinin. Modification of the terpenoid core. PubMed: Calcium ionophoretic and apoptotic effects of ferutinin in the human Jurkat T-cell line. PubMed: Actions of ionomycin, 4-BrA23187 and a novel electrogenic Ca2+ ionophore on mitochondria in intact cells. PubMed: Daucane phytoestrogens: a structure-activity study. PubMed: Influence of plant terpenoids on the permeability of mitochondria and lipid bilayers. PubMed: Ionophoretic properties of ferutinin. PubMed: Amplectol: A Novel Acetylenic Thiophene Derivative from Blumea amplectens var. arenaria.